Microbial Conditions Ontology contains terms to describe growth conditions in microbiological experiments. The first version is based on gene regulation experiments in Escherichia coli K-12. It is being used in RegulonDB to link growth conditions to gene regulation data. Citlalli Mejía Almonte Víctor Tierrafría Manuel Camacho Socorro Castro Gama Julio Collado Vides composition composition source synonym description Relates an entity in the ontology to the name of the variable that is used to represent it in the code that generates the BFO OWL file from the lispy specification. Really of interest to developers only BFO OWL specification label Relates an entity in the ontology to the term that is used to represent it in the the CLIF specification of BFO2 Person:Alan Ruttenberg Really of interest to developers only BFO CLIF specification label editor preferred label editor preferred label editor preferred term editor preferred term editor preferred term~editor preferred label The concise, meaningful, and human-friendly name for a class or property preferred by the ontology developers. (US-English) PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> editor preferred label editor preferred label editor preferred term editor preferred term editor preferred term~editor preferred label example A phrase describing how a class name should be used. May also include other kinds of examples that facilitate immediate understanding of a class semantics, such as widely known prototypical subclasses or instances of the class. Although essential for high level terms, examples for low level terms (e.g., Affymetrix HU133 array) are not A phrase describing how a term should be used and/or a citation to a work which uses it. May also include other kinds of examples that facilitate immediate understanding, such as widely know prototypes or instances of a class, or cases where a relation is said to hold. PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> example of usage example of usage has curation status PERSON:Alan Ruttenberg PERSON:Bill Bug PERSON:Melanie Courtot OBI_0000281 has curation status has curation status definition definition textual definition English language definitions of what NCI means by the concept. These are limited to 1024 characters. They may also include information about the definition's source and attribution in a form that can easily be interpreted by software. The official OBI definition, explaining the meaning of a class or property. Shall be Aristotelian, formalized and normalized. Can be augmented with colloquial definitions. The official definition, explaining the meaning of a class or property. Shall be Aristotelian, formalized and normalized. Can be augmented with colloquial definitions. 2012-04-05: Barry Smith The official OBI definition, explaining the meaning of a class or property: 'Shall be Aristotelian, formalized and normalized. Can be augmented with colloquial definitions' is terrible. Can you fix to something like: A statement of necessary and sufficient conditions explaining the meaning of an expression referring to a class or property. Alan Ruttenberg Your proposed definition is a reasonable candidate, except that it is very common that necessary and sufficient conditions are not given. Mostly they are necessary, occasionally they are necessary and sufficient or just sufficient. Often they use terms that are not themselves defined and so they effectively can't be evaluated by those criteria. On the specifics of the proposed definition: We don't have definitions of 'meaning' or 'expression' or 'property'. For 'reference' in the intended sense I think we use the term 'denotation'. For 'expression', I think we you mean symbol, or identifier. For 'meaning' it differs for class and property. For class we want documentation that let's the intended reader determine whether an entity is instance of the class, or not. For property we want documentation that let's the intended reader determine, given a pair of potential relata, whether the assertion that the relation holds is true. The 'intended reader' part suggests that we also specify who, we expect, would be able to understand the definition, and also generalizes over human and computer reader to include textual and logical definition. Personally, I am more comfortable weakening definition to documentation, with instructions as to what is desirable. We also have the outstanding issue of how to aim different definitions to different audiences. A clinical audience reading chebi wants a different sort of definition documentation/definition from a chemistry trained audience, and similarly there is a need for a definition that is adequate for an ontologist to work with. PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> DEFINITION definition definition textual definition English language definitions of what NCI means by the concept. These are limited to 1024 characters. They may also include information about the definition's source and attribution in a form that can easily be interpreted by software. NCI DEFINITION PT NCI editor note An administrative note intended for its editor. It may not be included in the publication version of the ontology, so it should contain nothing necessary for end users to understand the ontology. PERSON:Daniel Schober GROUP:OBI:<http://purl.obfoundry.org/obo/obi> IAO:0000116 uberon editor_note true editor_note IAO:0000116 uberon editor_note true editor_note editor note editor note definition editor term editor Name of editor entering the definition in the file. The definition editor is a point of contact for information regarding the term. The definition editor may be, but is not always, the author of the definition, which may have been worked upon by several people Name of editor entering the term in the file. The term editor is a point of contact for information regarding the term. The term editor may be, but is not always, the author of the definition, which may have been worked upon by several people 20110707, MC: label update to term editor and definition modified accordingly. See http://code.google.com/p/information-artifact-ontology/issues/detail?id=115. 20110707, MC: label update to term editor and definition modified accordingly. See https://github.com/information-artifact-ontology/IAO/issues/115. PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> definition editor definition editor term editor term editor alternative term An alternative name for a class or property which means the same thing as the preferred name (semantically equivalent) PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> alternative term alternative term definition source formal citation, e.g. identifier in external database to indicate / attribute source(s) for the definition. Free text indicate / attribute source(s) for the definition. EXAMPLE: Author Name, URI, MeSH Term C04, PUBMED ID, Wiki uri on 31.01.2007 PERSON:Daniel Schober Discussion on obo-discuss mailing-list, see http://bit.ly/hgm99w GROUP:OBI:<http://purl.obolibrary.org/obo/obi> definition source definition source curator note An administrative note of use for a curator but of no use for a user PERSON:Alan Ruttenberg IAO:0000232 uberon curator_notes true curator_notes curator note curator notes imported from For external terms/classes, the ontology from which the term was imported PERSON:Alan Ruttenberg PERSON:Melanie Courtot GROUP:OBI:<http://purl.obolibrary.org/obo/obi> imported from elucidation person:Alan Ruttenberg Person:Barry Smith Primitive terms in a highest-level ontology such as BFO are terms which are so basic to our understanding of reality that there is no way of defining them in a non-circular fashion. For these, therefore, we can provide only elucidations, supplemented by examples and by axioms elucidation has associated axiom(nl) Person:Alan Ruttenberg Person:Alan Ruttenberg An axiom associated with a term expressed using natural language has associated axiom(nl) has associated axiom(fol) Person:Alan Ruttenberg Person:Alan Ruttenberg An axiom expressed in first order logic using CLIF syntax has associated axiom(fol) has axiom label A property created to allow the source NICHD to assign a parent to each concept with the intent of creating a hierarchy that includes only terms in which they are the contributing source. A11 Conceptual Entity Has_NICHD_Parent Has_NICHD_Parent Has_NICHD_Parent A property created to allow the source NICHD to assign a parent to each concept with the intent of creating a hierarchy that includes only terms in which they are the contributing source. NCI Has_NICHD_Parent PT NCI Used to associate the concept defining a particular terminology subset with concepts that belong to this subset. A8 Conceptual Entity Concept Is In Subset Concept_In_Subset Concept_In_Subset Concept_In_Subset Used to associate the concept defining a particular terminology subset with concepts that belong to this subset. NCI Concept_In_Subset PT NCI true NHC0 code code code code PT The semantic type describes the sort of thing or category to which a concept belongs in the context of the UMLS semantic network. P106 Conceptual Entity Semantic Type Semantic_Type In general, applying semantic types aids in allowing users (or computer programs) to draw conclusions about concepts by virtue of the categories to which they have been assigned. We use a set of semantic types developed for the UMLS Metathesaurus. There are currently 134 semantic types in the UMLS. Semantic_Type Semantic_Type The semantic type describes the sort of thing or category to which a concept belongs in the context of the UMLS semantic network. NCI Semantic_Type PT NCI Provides an alternative Preferred Name for use in some NCI systems. P107 Conceptual Entity Display Name Display_Name Display Name Display_Name Display_Name Provides an alternative Preferred Name for use in some NCI systems. NCI Display Name SY NCI Display_Name PT NCI The word or phrase that NCI uses by preference to refer to the concept. P108 Conceptual Entity Preferred Name Preferred_Name Preferred Name Preferred Term Preferred_Name Preferred_Name The word or phrase that NCI uses by preference to refer to the concept. NCI Preferred Name SY NCI Preferred Term SY NCI Preferred_Name PT NCI Concept Unique Identifiers, or CUIs, are concept numbers assigned by the National Library of Medicine (NLM). If a concept in any NCI-maintained knowledgebase exists in the NLM Unified Medical Language System (UMLS), NCI includes the NLM CUI among the information we provide about the concept. P207 Conceptual Entity UMLS CUI UMLS_CUI UMLS_CUI UMLS_CUI Concept Unique Identifiers, or CUIs, are concept numbers assigned by the National Library of Medicine (NLM). If a concept in any NCI-maintained knowledgebase exists in the NLM Unified Medical Language System (UMLS), NCI includes the NLM CUI among the information we provide about the concept. NCI UMLS_CUI PT NCI Contains the FDA Unique Ingredient Identifier, a key component of the new federal drug information model. P319 Conceptual Entity FDA UNII Code FDA_UNII_Code FDA_UNII_Code FDA_UNII_Code Contains the FDA Unique Ingredient Identifier, a key component of the new federal drug information model. NCI FDA_UNII_Code PT NCI This property is used to indicate when a non-EVS entity has contributed to, and has a stake in, a concept. This is used where such entities, within or outside NCI, have indicated the need to be able to track their own concepts. A single concept can have multiple instances of this property if multiple entities have such a defined stake. P322 Conceptual Entity Contributing Source Contributing_Source Contributing_Source Contributing_Source This property is used to indicate when a non-EVS entity has contributed to, and has a stake in, a concept. This is used where such entities, within or outside NCI, have indicated the need to be able to track their own concepts. A single concept can have multiple instances of this property if multiple entities have such a defined stake. NCI Contributing_Source PT NCI English language definitions of what a source other than NCI means by the concept. These are limited to 1024 characters. They include information about the definition's source in a form that can easily be interpreted by software. P325 Conceptual Entity [source] Definition ALT_DEFINITION ALT_DEFINITION ALT_DEFINITION English language definitions of what a source other than NCI means by the concept. These are limited to 1024 characters. They include information about the definition's source in a form that can easily be interpreted by software. NCI ALT_DEFINITION PT NCI The NCBI_Taxon_ID property is used to establish correspondence between the NCI Thesaurus concept representing a taxon (species) and the NCBI/NLM Species Taxonomy ID assigned by the NCBI to that taxon. P331 Conceptual Entity NCBI Taxon ID NCBI_Taxon_ID NCBI_Taxon_ID NCBI_Taxon_ID The NCBI_Taxon_ID property is used to establish correspondence between the NCI Thesaurus concept representing a taxon (species) and the NCBI/NLM Species Taxonomy ID assigned by the NCBI to that taxon. NCI NCBI_Taxon_ID PT NCI true A retired unique concept identifier created and stored as Concept Name by legacy EVS software. Use of these values was long discouraged, but continued as late as 2009 when creation of new values ceased and Concept Name was retired. Legacy values are intended solely to help resolve and update earlier coding. P366 Conceptual Entity Legacy Concept Name Legacy Concept Name Legacy_Concept_Name A retired unique concept identifier created and stored as Concept Name by legacy EVS software. Use of these values was long discouraged, but continued as late as 2009 when creation of new values ceased and Concept Name was retired. Legacy values are intended solely to help resolve and update earlier coding. NCI Legacy Concept Name PT NCI P371 Conceptual Entity NICHD_Hierarchy_Term NICHD NICHD_Hierarchy_Term NICHD_Hierarchy_Term NICHD_Hierarchy_Term PT NCI Design notes are notations made by NCI vocabulary curators. They are intended to provide supplemental, unstructured information to the user or additional insight about the concept. P98 Conceptual Entity DesignNote DesignNote DesignNote DesignNote Design notes are notations made by NCI vocabulary curators. They are intended to provide supplemental, unstructured information to the user or additional insight about the concept. NCI DesignNote PT NCI RO:0002604 quality is_opposite_of true true is_opposite_of is opposite_of Used to connect a class to an adjectival form of its label. For example, a class with label 'intestine' may have a relational adjective 'intestinal'. UBPROP:0000007 uberon has_relational_adjective true has_relational_adjective has_relational_adjective Notes on the how instances of this class vary across species. UBPROP:0000008 uberon taxon_notes true taxon_notes taxon_notes Notes on the how instances of this class vary across species. Notes on how similar or equivalent classes are represented in other ontologies. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000012 uberon external_ontology_notes true external_ontology_notes external_ontology_notes Notes on how similar or equivalent classes are represented in other ontologies. Description may include but is not limited to: an abstract, table of contents, reference to a graphical representation of content or a free-text account of the content. An account of the content of the resource. Description Description The present resource may be derived from the Source resource in whole or in part. Recommended best practice is to reference the resource by means of a string or number conforming to a formal identification system. A reference to a resource from which the present resource is derived. Source Source has_alternative_id has_broad_synonym database_cross_reference Fully qualified synonym, contains the string, term type, source, and an optional source code if appropriate. Each subfield is deliniated to facilitate interpretation by software. FULL_SYN Synonym with Source Data has exact synonym has_exact_synonym Fully qualified synonym, contains the string, term type, source, and an optional source code if appropriate. Each subfield is deliniated to facilitate interpretation by software. NCI FULL_SYN PT NCI Synonym with Source Data SY NCI has_narrow_synonym has_obo_namespace has_related_synonym in_subset shorthand label label BFO:0000051 chebi_ontology has_part false has_part has part RO:0000087 chebi_ontology has_role false false has_role has role c has-biological-role r iff c has-role r and r is a biological role (CHEBI:24432) has biological role chebi_ontology has_functional_parent false false has functional parent chebi_ontology has_parent_hydride false false has parent hydride chebi_ontology is_conjugate_acid_of true false is conjugate acid of chebi_ontology is_conjugate_base_of true false is conjugate base of chebi_ontology is_enantiomer_of true false is enantiomer of chebi_ontology is_substituent_group_from false false is substituent group from chebi_ontology is_tautomer_of true is tautomer of has biological role in Escherichia coli a relation between a continuant and a treatment, in which the continuant is a necessary component of the treatment used in treatment a relation between a continuant and a treatment, in which the continuant is a necessary component of the treatment, specifically in Escherichia coli experiments used in Escherichia coli treatment a relation between a culture medium and an organism, in wich the culture medium contains the minimal necessities for growth of the wild-type of that organism and contains only inorganic salts, a carbon source for that organism, and water. is minimal medium for a relation between a culture medium and an organism, in which the medium contains all the elements that the specific organism needs for growth and is non-selective, so it is used for the general cultivation and maintenance of the organism kept in laboratory culture collections is rich medium for entity Entity Julius Caesar Verdi’s Requiem the Second World War your body mass index BFO 2 Reference: In all areas of empirical inquiry we encounter general terms of two sorts. First are general terms which refer to universals or types:animaltuberculosissurgical procedurediseaseSecond, are general terms used to refer to groups of entities which instantiate a given universal but do not correspond to the extension of any subuniversal of that universal because there is nothing intrinsic to the entities in question by virtue of which they – and only they – are counted as belonging to the given group. Examples are: animal purchased by the Emperortuberculosis diagnosed on a Wednesdaysurgical procedure performed on a patient from Stockholmperson identified as candidate for clinical trial #2056-555person who is signatory of Form 656-PPVpainting by Leonardo da VinciSuch terms, which represent what are called ‘specializations’ in [81 Entity doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. For example Werner Ceusters 'portions of reality' include 4 sorts, entities (as BFO construes them), universals, configurations, and relations. It is an open question as to whether entities as construed in BFO will at some point also include these other portions of reality. See, for example, 'How to track absolutely everything' at http://www.referent-tracking.com/_RTU/papers/CeustersICbookRevised.pdf An entity is anything that exists or has existed or will exist. (axiom label in BFO2 Reference: [001-001]) entity Entity doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. For example Werner Ceusters 'portions of reality' include 4 sorts, entities (as BFO construes them), universals, configurations, and relations. It is an open question as to whether entities as construed in BFO will at some point also include these other portions of reality. See, for example, 'How to track absolutely everything' at http://www.referent-tracking.com/_RTU/papers/CeustersICbookRevised.pdf per discussion with Barry Smith An entity is anything that exists or has existed or will exist. (axiom label in BFO2 Reference: [001-001]) continuant Continuant An entity that exists in full at any time in which it exists at all, persists through time while maintaining its identity and has no temporal parts. BFO 2 Reference: Continuant entities are entities which can be sliced to yield parts only along the spatial dimension, yielding for example the parts of your table which we call its legs, its top, its nails. ‘My desk stretches from the window to the door. It has spatial parts, and can be sliced (in space) in two. With respect to time, however, a thing is a continuant.’ [60, p. 240 Continuant doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. For example, in an expansion involving bringing in some of Ceuster's other portions of reality, questions are raised as to whether universals are continuants A continuant is an entity that persists, endures, or continues to exist through time while maintaining its identity. (axiom label in BFO2 Reference: [008-002]) if b is a continuant and if, for some t, c has_continuant_part b at t, then c is a continuant. (axiom label in BFO2 Reference: [126-001]) if b is a continuant and if, for some t, cis continuant_part of b at t, then c is a continuant. (axiom label in BFO2 Reference: [009-002]) if b is a material entity, then there is some temporal interval (referred to below as a one-dimensional temporal region) during which b exists. (axiom label in BFO2 Reference: [011-002]) (forall (x y) (if (and (Continuant x) (exists (t) (continuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [009-002] (forall (x y) (if (and (Continuant x) (exists (t) (hasContinuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [126-001] (forall (x) (if (Continuant x) (Entity x))) // axiom label in BFO2 CLIF: [008-002] (forall (x) (if (Material Entity x) (exists (t) (and (TemporalRegion t) (existsAt x t))))) // axiom label in BFO2 CLIF: [011-002] continuant Continuant doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. For example, in an expansion involving bringing in some of Ceuster's other portions of reality, questions are raised as to whether universals are continuants A continuant is an entity that persists, endures, or continues to exist through time while maintaining its identity. (axiom label in BFO2 Reference: [008-002]) if b is a continuant and if, for some t, c has_continuant_part b at t, then c is a continuant. (axiom label in BFO2 Reference: [126-001]) if b is a continuant and if, for some t, cis continuant_part of b at t, then c is a continuant. (axiom label in BFO2 Reference: [009-002]) if b is a material entity, then there is some temporal interval (referred to below as a one-dimensional temporal region) during which b exists. (axiom label in BFO2 Reference: [011-002]) (forall (x y) (if (and (Continuant x) (exists (t) (continuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [009-002] (forall (x y) (if (and (Continuant x) (exists (t) (hasContinuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [126-001] (forall (x) (if (Continuant x) (Entity x))) // axiom label in BFO2 CLIF: [008-002] (forall (x) (if (Material Entity x) (exists (t) (and (TemporalRegion t) (existsAt x t))))) // axiom label in BFO2 CLIF: [011-002] occurrent Occurrent BFO 2 Reference: every occurrent that is not a temporal or spatiotemporal region is s-dependent on some independent continuant that is not a spatial region BFO 2 Reference: s-dependence obtains between every process and its participants in the sense that, as a matter of necessity, this process could not have existed unless these or those participants existed also. A process may have a succession of participants at different phases of its unfolding. Thus there may be different players on the field at different times during the course of a football game; but the process which is the entire game s-depends_on all of these players nonetheless. Some temporal parts of this process will s-depend_on on only some of the players. Occurrent doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. An example would be the sum of a process and the process boundary of another process. Simons uses different terminology for relations of occurrents to regions: Denote the spatio-temporal location of a given occurrent e by 'spn[e]' and call this region its span. We may say an occurrent is at its span, in any larger region, and covers any smaller region. Now suppose we have fixed a frame of reference so that we can speak not merely of spatio-temporal but also of spatial regions (places) and temporal regions (times). The spread of an occurrent, (relative to a frame of reference) is the space it exactly occupies, and its spell is likewise the time it exactly occupies. We write 'spr[e]' and `spl[e]' respectively for the spread and spell of e, omitting mention of the frame. An occurrent is an entity that unfolds itself in time or it is the instantaneous boundary of such an entity (for example a beginning or an ending) or it is a temporal or spatiotemporal region which such an entity occupies_temporal_region or occupies_spatiotemporal_region. (axiom label in BFO2 Reference: [077-002]) Every occurrent occupies_spatiotemporal_region some spatiotemporal region. (axiom label in BFO2 Reference: [108-001]) b is an occurrent entity iff b is an entity that has temporal parts. (axiom label in BFO2 Reference: [079-001]) (forall (x) (if (Occurrent x) (exists (r) (and (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion x r))))) // axiom label in BFO2 CLIF: [108-001] (forall (x) (iff (Occurrent x) (and (Entity x) (exists (y) (temporalPartOf y x))))) // axiom label in BFO2 CLIF: [079-001] occurrent Occurrent doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. An example would be the sum of a process and the process boundary of another process. per discussion with Barry Smith Simons uses different terminology for relations of occurrents to regions: Denote the spatio-temporal location of a given occurrent e by 'spn[e]' and call this region its span. We may say an occurrent is at its span, in any larger region, and covers any smaller region. Now suppose we have fixed a frame of reference so that we can speak not merely of spatio-temporal but also of spatial regions (places) and temporal regions (times). The spread of an occurrent, (relative to a frame of reference) is the space it exactly occupies, and its spell is likewise the time it exactly occupies. We write 'spr[e]' and `spl[e]' respectively for the spread and spell of e, omitting mention of the frame. An occurrent is an entity that unfolds itself in time or it is the instantaneous boundary of such an entity (for example a beginning or an ending) or it is a temporal or spatiotemporal region which such an entity occupies_temporal_region or occupies_spatiotemporal_region. (axiom label in BFO2 Reference: [077-002]) Every occurrent occupies_spatiotemporal_region some spatiotemporal region. (axiom label in BFO2 Reference: [108-001]) b is an occurrent entity iff b is an entity that has temporal parts. (axiom label in BFO2 Reference: [079-001]) (forall (x) (if (Occurrent x) (exists (r) (and (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion x r))))) // axiom label in BFO2 CLIF: [108-001] (forall (x) (iff (Occurrent x) (and (Entity x) (exists (y) (temporalPartOf y x))))) // axiom label in BFO2 CLIF: [079-001] ic IndependentContinuant a chair a heart a leg a molecule a spatial region an atom an orchestra. an organism the bottom right portion of a human torso the interior of your mouth A continuant that is a bearer of quality and realizable entity entities, in which other entities inhere and which itself cannot inhere in anything. b is an independent continuant = Def. b is a continuant which is such that there is no c and no t such that b s-depends_on c at t. (axiom label in BFO2 Reference: [017-002]) For any independent continuant b and any time t there is some spatial region r such that b is located_in r at t. (axiom label in BFO2 Reference: [134-001]) For every independent continuant b and time t during the region of time spanned by its life, there are entities which s-depends_on b during t. (axiom label in BFO2 Reference: [018-002]) (forall (x t) (if (IndependentContinuant x) (exists (r) (and (SpatialRegion r) (locatedInAt x r t))))) // axiom label in BFO2 CLIF: [134-001] (forall (x t) (if (and (IndependentContinuant x) (existsAt x t)) (exists (y) (and (Entity y) (specificallyDependsOnAt y x t))))) // axiom label in BFO2 CLIF: [018-002] (iff (IndependentContinuant a) (and (Continuant a) (not (exists (b t) (specificallyDependsOnAt a b t))))) // axiom label in BFO2 CLIF: [017-002] independent continuant b is an independent continuant = Def. b is a continuant which is such that there is no c and no t such that b s-depends_on c at t. (axiom label in BFO2 Reference: [017-002]) For any independent continuant b and any time t there is some spatial region r such that b is located_in r at t. (axiom label in BFO2 Reference: [134-001]) For every independent continuant b and time t during the region of time spanned by its life, there are entities which s-depends_on b during t. (axiom label in BFO2 Reference: [018-002]) (forall (x t) (if (IndependentContinuant x) (exists (r) (and (SpatialRegion r) (locatedInAt x r t))))) // axiom label in BFO2 CLIF: [134-001] (forall (x t) (if (and (IndependentContinuant x) (existsAt x t)) (exists (y) (and (Entity y) (specificallyDependsOnAt y x t))))) // axiom label in BFO2 CLIF: [018-002] (iff (IndependentContinuant a) (and (Continuant a) (not (exists (b t) (specificallyDependsOnAt a b t))))) // axiom label in BFO2 CLIF: [017-002] s-region SpatialRegion BFO 2 Reference: Spatial regions do not participate in processes. Spatial region doesn't have a closure axiom because the subclasses don't exhaust all possibilites. An example would be the union of a spatial point and a spatial line that doesn't overlap the point, or two spatial lines that intersect at a single point. In both cases the resultant spatial region is neither 0-dimensional, 1-dimensional, 2-dimensional, or 3-dimensional. A spatial region is a continuant entity that is a continuant_part_of spaceR as defined relative to some frame R. (axiom label in BFO2 Reference: [035-001]) All continuant parts of spatial regions are spatial regions. (axiom label in BFO2 Reference: [036-001]) (forall (x y t) (if (and (SpatialRegion x) (continuantPartOfAt y x t)) (SpatialRegion y))) // axiom label in BFO2 CLIF: [036-001] (forall (x) (if (SpatialRegion x) (Continuant x))) // axiom label in BFO2 CLIF: [035-001] spatial region Spatial region doesn't have a closure axiom because the subclasses don't exhaust all possibilites. An example would be the union of a spatial point and a spatial line that doesn't overlap the point, or two spatial lines that intersect at a single point. In both cases the resultant spatial region is neither 0-dimensional, 1-dimensional, 2-dimensional, or 3-dimensional. per discussion with Barry Smith A spatial region is a continuant entity that is a continuant_part_of spaceR as defined relative to some frame R. (axiom label in BFO2 Reference: [035-001]) All continuant parts of spatial regions are spatial regions. (axiom label in BFO2 Reference: [036-001]) (forall (x y t) (if (and (SpatialRegion x) (continuantPartOfAt y x t)) (SpatialRegion y))) // axiom label in BFO2 CLIF: [036-001] (forall (x) (if (SpatialRegion x) (Continuant x))) // axiom label in BFO2 CLIF: [035-001] t-region TemporalRegion Temporal region doesn't have a closure axiom because the subclasses don't exhaust all possibilites. An example would be the mereological sum of a temporal instant and a temporal interval that doesn't overlap the instant. In this case the resultant temporal region is neither 0-dimensional nor 1-dimensional A temporal region is an occurrent entity that is part of time as defined relative to some reference frame. (axiom label in BFO2 Reference: [100-001]) All parts of temporal regions are temporal regions. (axiom label in BFO2 Reference: [101-001]) Every temporal region t is such that t occupies_temporal_region t. (axiom label in BFO2 Reference: [119-002]) (forall (r) (if (TemporalRegion r) (occupiesTemporalRegion r r))) // axiom label in BFO2 CLIF: [119-002] (forall (x y) (if (and (TemporalRegion x) (occurrentPartOf y x)) (TemporalRegion y))) // axiom label in BFO2 CLIF: [101-001] (forall (x) (if (TemporalRegion x) (Occurrent x))) // axiom label in BFO2 CLIF: [100-001] temporal region Temporal region doesn't have a closure axiom because the subclasses don't exhaust all possibilites. An example would be the mereological sum of a temporal instant and a temporal interval that doesn't overlap the instant. In this case the resultant temporal region is neither 0-dimensional nor 1-dimensional per discussion with Barry Smith A temporal region is an occurrent entity that is part of time as defined relative to some reference frame. (axiom label in BFO2 Reference: [100-001]) All parts of temporal regions are temporal regions. (axiom label in BFO2 Reference: [101-001]) Every temporal region t is such that t occupies_temporal_region t. (axiom label in BFO2 Reference: [119-002]) (forall (r) (if (TemporalRegion r) (occupiesTemporalRegion r r))) // axiom label in BFO2 CLIF: [119-002] (forall (x y) (if (and (TemporalRegion x) (occurrentPartOf y x)) (TemporalRegion y))) // axiom label in BFO2 CLIF: [101-001] (forall (x) (if (TemporalRegion x) (Occurrent x))) // axiom label in BFO2 CLIF: [100-001] 2d-s-region TwoDimensionalSpatialRegion an infinitely thin plane in space. the surface of a sphere-shaped part of space A two-dimensional spatial region is a spatial region that is of two dimensions. (axiom label in BFO2 Reference: [039-001]) (forall (x) (if (TwoDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [039-001] two-dimensional spatial region A two-dimensional spatial region is a spatial region that is of two dimensions. (axiom label in BFO2 Reference: [039-001]) (forall (x) (if (TwoDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [039-001] st-region SpatiotemporalRegion the spatiotemporal region occupied by a human life the spatiotemporal region occupied by a process of cellular meiosis. the spatiotemporal region occupied by the development of a cancer tumor A spatiotemporal region is an occurrent entity that is part of spacetime. (axiom label in BFO2 Reference: [095-001]) All parts of spatiotemporal regions are spatiotemporal regions. (axiom label in BFO2 Reference: [096-001]) Each spatiotemporal region at any time t projects_onto some spatial region at t. (axiom label in BFO2 Reference: [099-001]) Each spatiotemporal region projects_onto some temporal region. (axiom label in BFO2 Reference: [098-001]) Every spatiotemporal region occupies_spatiotemporal_region itself. Every spatiotemporal region s is such that s occupies_spatiotemporal_region s. (axiom label in BFO2 Reference: [107-002]) (forall (r) (if (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion r r))) // axiom label in BFO2 CLIF: [107-002] (forall (x t) (if (SpatioTemporalRegion x) (exists (y) (and (SpatialRegion y) (spatiallyProjectsOntoAt x y t))))) // axiom label in BFO2 CLIF: [099-001] (forall (x y) (if (and (SpatioTemporalRegion x) (occurrentPartOf y x)) (SpatioTemporalRegion y))) // axiom label in BFO2 CLIF: [096-001] (forall (x) (if (SpatioTemporalRegion x) (Occurrent x))) // axiom label in BFO2 CLIF: [095-001] (forall (x) (if (SpatioTemporalRegion x) (exists (y) (and (TemporalRegion y) (temporallyProjectsOnto x y))))) // axiom label in BFO2 CLIF: [098-001] spatiotemporal region A spatiotemporal region is an occurrent entity that is part of spacetime. (axiom label in BFO2 Reference: [095-001]) All parts of spatiotemporal regions are spatiotemporal regions. (axiom label in BFO2 Reference: [096-001]) Each spatiotemporal region at any time t projects_onto some spatial region at t. (axiom label in BFO2 Reference: [099-001]) Each spatiotemporal region projects_onto some temporal region. (axiom label in BFO2 Reference: [098-001]) Every spatiotemporal region s is such that s occupies_spatiotemporal_region s. (axiom label in BFO2 Reference: [107-002]) (forall (r) (if (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion r r))) // axiom label in BFO2 CLIF: [107-002] (forall (x t) (if (SpatioTemporalRegion x) (exists (y) (and (SpatialRegion y) (spatiallyProjectsOntoAt x y t))))) // axiom label in BFO2 CLIF: [099-001] (forall (x y) (if (and (SpatioTemporalRegion x) (occurrentPartOf y x)) (SpatioTemporalRegion y))) // axiom label in BFO2 CLIF: [096-001] (forall (x) (if (SpatioTemporalRegion x) (Occurrent x))) // axiom label in BFO2 CLIF: [095-001] (forall (x) (if (SpatioTemporalRegion x) (exists (y) (and (TemporalRegion y) (temporallyProjectsOnto x y))))) // axiom label in BFO2 CLIF: [098-001] process Process a process of cell-division, \ a beating of the heart a process of meiosis a process of sleeping the course of a disease the flight of a bird the life of an organism your process of aging. p is a process = Def. p is an occurrent that has temporal proper parts and for some time t, p s-depends_on some material entity at t. (axiom label in BFO2 Reference: [083-003]) BFO 2 Reference: The realm of occurrents is less pervasively marked by the presence of natural units than is the case in the realm of independent continuants. Thus there is here no counterpart of ‘object’. In BFO 1.0 ‘process’ served as such a counterpart. In BFO 2.0 ‘process’ is, rather, the occurrent counterpart of ‘material entity’. Those natural – as contrasted with engineered, which here means: deliberately executed – units which do exist in the realm of occurrents are typically either parasitic on the existence of natural units on the continuant side, or they are fiat in nature. Thus we can count lives; we can count football games; we can count chemical reactions performed in experiments or in chemical manufacturing. We cannot count the processes taking place, for instance, in an episode of insect mating behavior.Even where natural units are identifiable, for example cycles in a cyclical process such as the beating of a heart or an organism’s sleep/wake cycle, the processes in question form a sequence with no discontinuities (temporal gaps) of the sort that we find for instance where billiard balls or zebrafish or planets are separated by clear spatial gaps. Lives of organisms are process units, but they too unfold in a continuous series from other, prior processes such as fertilization, and they unfold in turn in continuous series of post-life processes such as post-mortem decay. Clear examples of boundaries of processes are almost always of the fiat sort (midnight, a time of death as declared in an operating theater or on a death certificate, the initiation of a state of war) (iff (Process a) (and (Occurrent a) (exists (b) (properTemporalPartOf b a)) (exists (c t) (and (MaterialEntity c) (specificallyDependsOnAt a c t))))) // axiom label in BFO2 CLIF: [083-003] process p is a process = Def. p is an occurrent that has temporal proper parts and for some time t, p s-depends_on some material entity at t. (axiom label in BFO2 Reference: [083-003]) (iff (Process a) (and (Occurrent a) (exists (b) (properTemporalPartOf b a)) (exists (c t) (and (MaterialEntity c) (specificallyDependsOnAt a c t))))) // axiom label in BFO2 CLIF: [083-003] disposition Disposition an atom of element X has the disposition to decay to an atom of element Y certain people have a predisposition to colon cancer children are innately disposed to categorize objects in certain ways. the cell wall is disposed to filter chemicals in endocytosis and exocytosis BFO 2 Reference: Dispositions exist along a strength continuum. Weaker forms of disposition are realized in only a fraction of triggering cases. These forms occur in a significant number of cases of a similar type. b is a disposition means: b is a realizable entity & b’s bearer is some material entity & b is such that if it ceases to exist, then its bearer is physically changed, & b’s realization occurs when and because this bearer is in some special physical circumstances, & this realization occurs in virtue of the bearer’s physical make-up. (axiom label in BFO2 Reference: [062-002]) If b is a realizable entity then for all t at which b exists, b s-depends_on some material entity at t. (axiom label in BFO2 Reference: [063-002]) (forall (x t) (if (and (RealizableEntity x) (existsAt x t)) (exists (y) (and (MaterialEntity y) (specificallyDepends x y t))))) // axiom label in BFO2 CLIF: [063-002] (forall (x) (if (Disposition x) (and (RealizableEntity x) (exists (y) (and (MaterialEntity y) (bearerOfAt x y t)))))) // axiom label in BFO2 CLIF: [062-002] disposition b is a disposition means: b is a realizable entity & b’s bearer is some material entity & b is such that if it ceases to exist, then its bearer is physically changed, & b’s realization occurs when and because this bearer is in some special physical circumstances, & this realization occurs in virtue of the bearer’s physical make-up. (axiom label in BFO2 Reference: [062-002]) If b is a realizable entity then for all t at which b exists, b s-depends_on some material entity at t. (axiom label in BFO2 Reference: [063-002]) (forall (x t) (if (and (RealizableEntity x) (existsAt x t)) (exists (y) (and (MaterialEntity y) (specificallyDepends x y t))))) // axiom label in BFO2 CLIF: [063-002] (forall (x) (if (Disposition x) (and (RealizableEntity x) (exists (y) (and (MaterialEntity y) (bearerOfAt x y t)))))) // axiom label in BFO2 CLIF: [062-002] realizable RealizableEntity the disposition of this piece of metal to conduct electricity. the disposition of your blood to coagulate the function of your reproductive organs the role of being a doctor the role of this boundary to delineate where Utah and Colorado meet To say that b is a realizable entity is to say that b is a specifically dependent continuant that inheres in some independent continuant which is not a spatial region and is of a type instances of which are realized in processes of a correlated type. (axiom label in BFO2 Reference: [058-002]) All realizable dependent continuants have independent continuants that are not spatial regions as their bearers. (axiom label in BFO2 Reference: [060-002]) (forall (x t) (if (RealizableEntity x) (exists (y) (and (IndependentContinuant y) (not (SpatialRegion y)) (bearerOfAt y x t))))) // axiom label in BFO2 CLIF: [060-002] (forall (x) (if (RealizableEntity x) (and (SpecificallyDependentContinuant x) (exists (y) (and (IndependentContinuant y) (not (SpatialRegion y)) (inheresIn x y)))))) // axiom label in BFO2 CLIF: [058-002] realizable entity To say that b is a realizable entity is to say that b is a specifically dependent continuant that inheres in some independent continuant which is not a spatial region and is of a type instances of which are realized in processes of a correlated type. (axiom label in BFO2 Reference: [058-002]) All realizable dependent continuants have independent continuants that are not spatial regions as their bearers. (axiom label in BFO2 Reference: [060-002]) (forall (x t) (if (RealizableEntity x) (exists (y) (and (IndependentContinuant y) (not (SpatialRegion y)) (bearerOfAt y x t))))) // axiom label in BFO2 CLIF: [060-002] (forall (x) (if (RealizableEntity x) (and (SpecificallyDependentContinuant x) (exists (y) (and (IndependentContinuant y) (not (SpatialRegion y)) (inheresIn x y)))))) // axiom label in BFO2 CLIF: [058-002] 0d-s-region ZeroDimensionalSpatialRegion A zero-dimensional spatial region is a point in space. (axiom label in BFO2 Reference: [037-001]) (forall (x) (if (ZeroDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [037-001] zero-dimensional spatial region A zero-dimensional spatial region is a point in space. (axiom label in BFO2 Reference: [037-001]) (forall (x) (if (ZeroDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [037-001] quality Quality the ambient temperature of this portion of air the color of a tomato the length of the circumference of your waist the mass of this piece of gold. the shape of your nose the shape of your nostril a quality is a specifically dependent continuant that, in contrast to roles and dispositions, does not require any further process in order to be realized. (axiom label in BFO2 Reference: [055-001]) If an entity is a quality at any time that it exists, then it is a quality at every time that it exists. (axiom label in BFO2 Reference: [105-001]) (forall (x) (if (Quality x) (SpecificallyDependentContinuant x))) // axiom label in BFO2 CLIF: [055-001] (forall (x) (if (exists (t) (and (existsAt x t) (Quality x))) (forall (t_1) (if (existsAt x t_1) (Quality x))))) // axiom label in BFO2 CLIF: [105-001] quality (forall (x) (if (exists (t) (and (existsAt x t) (Quality x))) (forall (t_1) (if (existsAt x t_1) (Quality x))))) // axiom label in BFO2 CLIF: [105-001] a quality is a specifically dependent continuant that, in contrast to roles and dispositions, does not require any further process in order to be realized. (axiom label in BFO2 Reference: [055-001]) If an entity is a quality at any time that it exists, then it is a quality at every time that it exists. (axiom label in BFO2 Reference: [105-001]) (forall (x) (if (Quality x) (SpecificallyDependentContinuant x))) // axiom label in BFO2 CLIF: [055-001] sdc SpecificallyDependentContinuant Reciprocal specifically dependent continuants: the function of this key to open this lock and the mutually dependent disposition of this lock: to be opened by this key of one-sided specifically dependent continuants: the mass of this tomato of relational dependent continuants (multiple bearers): John’s love for Mary, the ownership relation between John and this statue, the relation of authority between John and his subordinates. the disposition of this fish to decay the function of this heart: to pump blood the mutual dependence of proton donors and acceptors in chemical reactions [79 the mutual dependence of the role predator and the role prey as played by two organisms in a given interaction the pink color of a medium rare piece of grilled filet mignon at its center the role of being a doctor the shape of this hole. the smell of this portion of mozzarella b is a specifically dependent continuant = Def. b is a continuant & there is some independent continuant c which is not a spatial region and which is such that b s-depends_on c at every time t during the course of b’s existence. (axiom label in BFO2 Reference: [050-003]) Specifically dependent continuant doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. We're not sure what else will develop here, but for example there are questions such as what are promises, obligation, etc. (iff (SpecificallyDependentContinuant a) (and (Continuant a) (forall (t) (if (existsAt a t) (exists (b) (and (IndependentContinuant b) (not (SpatialRegion b)) (specificallyDependsOnAt a b t))))))) // axiom label in BFO2 CLIF: [050-003] specifically dependent continuant b is a specifically dependent continuant = Def. b is a continuant & there is some independent continuant c which is not a spatial region and which is such that b s-depends_on c at every time t during the course of b’s existence. (axiom label in BFO2 Reference: [050-003]) Specifically dependent continuant doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. We're not sure what else will develop here, but for example there are questions such as what are promises, obligation, etc. per discussion with Barry Smith (iff (SpecificallyDependentContinuant a) (and (Continuant a) (forall (t) (if (existsAt a t) (exists (b) (and (IndependentContinuant b) (not (SpatialRegion b)) (specificallyDependsOnAt a b t))))))) // axiom label in BFO2 CLIF: [050-003] fiat-object-part FiatObjectPart or with divisions drawn by cognitive subjects for practical reasons, such as the division of a cake (before slicing) into (what will become) slices (and thus member parts of an object aggregate). However, this does not mean that fiat object parts are dependent for their existence on divisions or delineations effected by cognitive subjects. If, for example, it is correct to conceive geological layers of the Earth as fiat object parts of the Earth, then even though these layers were first delineated in recent times, still existed long before such delineation and what holds of these layers (for example that the oldest layers are also the lowest layers) did not begin to hold because of our acts of delineation.Treatment of material entity in BFOExamples viewed by some as problematic cases for the trichotomy of fiat object part, object, and object aggregate include: a mussel on (and attached to) a rock, a slime mold, a pizza, a cloud, a galaxy, a railway train with engine and multiple carriages, a clonal stand of quaking aspen, a bacterial community (biofilm), a broken femur. Note that, as Aristotle already clearly recognized, such problematic cases – which lie at or near the penumbra of instances defined by the categories in question – need not invalidate these categories. The existence of grey objects does not prove that there are not objects which are black and objects which are white; the existence of mules does not prove that there are not objects which are donkeys and objects which are horses. It does, however, show that the examples in question need to be addressed carefully in order to show how they can be fitted into the proposed scheme, for example by recognizing additional subdivisions [29 the FMA:regional parts of an intact human body. the Western hemisphere of the Earth the division of the brain into regions the division of the planet into hemispheres the dorsal and ventral surfaces of the body the upper and lower lobes of the left lung BFO 2 Reference: Most examples of fiat object parts are associated with theoretically drawn divisions b is a fiat object part = Def. b is a material entity which is such that for all times t, if b exists at t then there is some object c such that b proper continuant_part of c at t and c is demarcated from the remainder of c by a two-dimensional continuant fiat boundary. (axiom label in BFO2 Reference: [027-004]) (forall (x) (if (FiatObjectPart x) (and (MaterialEntity x) (forall (t) (if (existsAt x t) (exists (y) (and (Object y) (properContinuantPartOfAt x y t)))))))) // axiom label in BFO2 CLIF: [027-004] fiat object part b is a fiat object part = Def. b is a material entity which is such that for all times t, if b exists at t then there is some object c such that b proper continuant_part of c at t and c is demarcated from the remainder of c by a two-dimensional continuant fiat boundary. (axiom label in BFO2 Reference: [027-004]) (forall (x) (if (FiatObjectPart x) (and (MaterialEntity x) (forall (t) (if (existsAt x t) (exists (y) (and (Object y) (properContinuantPartOfAt x y t)))))))) // axiom label in BFO2 CLIF: [027-004] 1d-s-region OneDimensionalSpatialRegion an edge of a cube-shaped portion of space. A one-dimensional spatial region is a line or aggregate of lines stretching from one point in space to another. (axiom label in BFO2 Reference: [038-001]) (forall (x) (if (OneDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [038-001] one-dimensional spatial region A one-dimensional spatial region is a line or aggregate of lines stretching from one point in space to another. (axiom label in BFO2 Reference: [038-001]) (forall (x) (if (OneDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [038-001] object-aggregate ObjectAggregate a collection of cells in a blood biobank. a swarm of bees is an aggregate of members who are linked together through natural bonds a symphony orchestra an organization is an aggregate whose member parts have roles of specific types (for example in a jazz band, a chess club, a football team) defined by fiat: the aggregate of members of an organization defined through physical attachment: the aggregate of atoms in a lump of granite defined through physical containment: the aggregate of molecules of carbon dioxide in a sealed container defined via attributive delimitations such as: the patients in this hospital the aggregate of bearings in a constant velocity axle joint the aggregate of blood cells in your body the nitrogen atoms in the atmosphere the restaurants in Palo Alto your collection of Meissen ceramic plates. An entity a is an object aggregate if and only if there is a mutually exhaustive and pairwise disjoint partition of a into objects BFO 2 Reference: object aggregates may gain and lose parts while remaining numerically identical (one and the same individual) over time. This holds both for aggregates whose membership is determined naturally (the aggregate of cells in your body) and aggregates determined by fiat (a baseball team, a congressional committee). ISBN:978-3-938793-98-5pp124-158#Thomas Bittner and Barry Smith, 'A Theory of Granular Partitions', in K. Munn and B. Smith (eds.), Applied Ontology: An Introduction, Frankfurt/Lancaster: ontos, 2008, 125-158. b is an object aggregate means: b is a material entity consisting exactly of a plurality of objects as member_parts at all times at which b exists. (axiom label in BFO2 Reference: [025-004]) (forall (x) (if (ObjectAggregate x) (and (MaterialEntity x) (forall (t) (if (existsAt x t) (exists (y z) (and (Object y) (Object z) (memberPartOfAt y x t) (memberPartOfAt z x t) (not (= y z)))))) (not (exists (w t_1) (and (memberPartOfAt w x t_1) (not (Object w)))))))) // axiom label in BFO2 CLIF: [025-004] object aggregate An entity a is an object aggregate if and only if there is a mutually exhaustive and pairwise disjoint partition of a into objects An entity a is an object aggregate if and only if there is a mutually exhaustive and pairwise disjoint partition of a into objects ISBN:978-3-938793-98-5pp124-158#Thomas Bittner and Barry Smith, 'A Theory of Granular Partitions', in K. Munn and B. Smith (eds.), Applied Ontology: An Introduction, Frankfurt/Lancaster: ontos, 2008, 125-158. b is an object aggregate means: b is a material entity consisting exactly of a plurality of objects as member_parts at all times at which b exists. (axiom label in BFO2 Reference: [025-004]) (forall (x) (if (ObjectAggregate x) (and (MaterialEntity x) (forall (t) (if (existsAt x t) (exists (y z) (and (Object y) (Object z) (memberPartOfAt y x t) (memberPartOfAt z x t) (not (= y z)))))) (not (exists (w t_1) (and (memberPartOfAt w x t_1) (not (Object w)))))))) // axiom label in BFO2 CLIF: [025-004] 3d-s-region ThreeDimensionalSpatialRegion a cube-shaped region of space a sphere-shaped region of space, A three-dimensional spatial region is a spatial region that is of three dimensions. (axiom label in BFO2 Reference: [040-001]) (forall (x) (if (ThreeDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [040-001] three-dimensional spatial region A three-dimensional spatial region is a spatial region that is of three dimensions. (axiom label in BFO2 Reference: [040-001]) (forall (x) (if (ThreeDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [040-001] site Site Manhattan Canyon) a hole in the interior of a portion of cheese a rabbit hole an air traffic control region defined in the airspace above an airport the Grand Canyon the Piazza San Marco the cockpit of an aircraft the hold of a ship the interior of a kangaroo pouch the interior of the trunk of your car the interior of your bedroom the interior of your office the interior of your refrigerator the lumen of your gut your left nostril (a fiat part – the opening – of your left nasal cavity) b is a site means: b is a three-dimensional immaterial entity that is (partially or wholly) bounded by a material entity or it is a three-dimensional immaterial part thereof. (axiom label in BFO2 Reference: [034-002]) (forall (x) (if (Site x) (ImmaterialEntity x))) // axiom label in BFO2 CLIF: [034-002] site b is a site means: b is a three-dimensional immaterial entity that is (partially or wholly) bounded by a material entity or it is a three-dimensional immaterial part thereof. (axiom label in BFO2 Reference: [034-002]) (forall (x) (if (Site x) (ImmaterialEntity x))) // axiom label in BFO2 CLIF: [034-002] object Object atom cell cells and organisms engineered artifacts grain of sand molecule organelle organism planet solid portions of matter star BFO 2 Reference: BFO rests on the presupposition that at multiple micro-, meso- and macroscopic scales reality exhibits certain stable, spatially separated or separable material units, combined or combinable into aggregates of various sorts (for example organisms into what are called ‘populations’). Such units play a central role in almost all domains of natural science from particle physics to cosmology. Many scientific laws govern the units in question, employing general terms (such as ‘molecule’ or ‘planet’) referring to the types and subtypes of units, and also to the types and subtypes of the processes through which such units develop and interact. The division of reality into such natural units is at the heart of biological science, as also is the fact that these units may form higher-level units (as cells form multicellular organisms) and that they may also form aggregates of units, for example as cells form portions of tissue and organs form families, herds, breeds, species, and so on. At the same time, the division of certain portions of reality into engineered units (manufactured artifacts) is the basis of modern industrial technology, which rests on the distributed mass production of engineered parts through division of labor and on their assembly into larger, compound units such as cars and laptops. The division of portions of reality into units is one starting point for the phenomenon of counting. BFO 2 Reference: Each object is such that there are entities of which we can assert unproblematically that they lie in its interior, and other entities of which we can assert unproblematically that they lie in its exterior. This may not be so for entities lying at or near the boundary between the interior and exterior. This means that two objects – for example the two cells depicted in Figure 3 – may be such that there are material entities crossing their boundaries which belong determinately to neither cell. Something similar obtains in certain cases of conjoined twins (see below). BFO 2 Reference: To say that b is causally unified means: b is a material entity which is such that its material parts are tied together in such a way that, in environments typical for entities of the type in question,if c, a continuant part of b that is in the interior of b at t, is larger than a certain threshold size (which will be determined differently from case to case, depending on factors such as porosity of external cover) and is moved in space to be at t at a location on the exterior of the spatial region that had been occupied by b at t, then either b’s other parts will be moved in coordinated fashion or b will be damaged (be affected, for example, by breakage or tearing) in the interval between t and t.causal changes in one part of b can have consequences for other parts of b without the mediation of any entity that lies on the exterior of b. Material entities with no proper material parts would satisfy these conditions trivially. Candidate examples of types of causal unity for material entities of more complex sorts are as follows (this is not intended to be an exhaustive list):CU1: Causal unity via physical coveringHere the parts in the interior of the unified entity are combined together causally through a common membrane or other physical covering\. The latter points outwards toward and may serve a protective function in relation to what lies on the exterior of the entity [13, 47 BFO 2 Reference: an object is a maximal causally unified material entity BFO 2 Reference: ‘objects’ are sometimes referred to as ‘grains’ [74 b is an object means: b is a material entity which manifests causal unity of one or other of the types CUn listed above & is of a type (a material universal) instances of which are maximal relative to this criterion of causal unity. (axiom label in BFO2 Reference: [024-001]) object b is an object means: b is a material entity which manifests causal unity of one or other of the types CUn listed above & is of a type (a material universal) instances of which are maximal relative to this criterion of causal unity. (axiom label in BFO2 Reference: [024-001]) gdc GenericallyDependentContinuant The entries in your database are patterns instantiated as quality instances in your hard drive. The database itself is an aggregate of such patterns. When you create the database you create a particular instance of the generically dependent continuant type database. Each entry in the database is an instance of the generically dependent continuant type IAO: information content entity. the pdf file on your laptop, the pdf file that is a copy thereof on my laptop the sequence of this protein molecule; the sequence that is a copy thereof in that protein molecule. b is a generically dependent continuant = Def. b is a continuant that g-depends_on one or more other entities. (axiom label in BFO2 Reference: [074-001]) (iff (GenericallyDependentContinuant a) (and (Continuant a) (exists (b t) (genericallyDependsOnAt a b t)))) // axiom label in BFO2 CLIF: [074-001] generically dependent continuant b is a generically dependent continuant = Def. b is a continuant that g-depends_on one or more other entities. (axiom label in BFO2 Reference: [074-001]) (iff (GenericallyDependentContinuant a) (and (Continuant a) (exists (b t) (genericallyDependsOnAt a b t)))) // axiom label in BFO2 CLIF: [074-001] function Function the function of a hammer to drive in nails the function of a heart pacemaker to regulate the beating of a heart through electricity the function of amylase in saliva to break down starch into sugar BFO 2 Reference: In the past, we have distinguished two varieties of function, artifactual function and biological function. These are not asserted subtypes of BFO:function however, since the same function – for example: to pump, to transport – can exist both in artifacts and in biological entities. The asserted subtypes of function that would be needed in order to yield a separate monoheirarchy are not artifactual function, biological function, etc., but rather transporting function, pumping function, etc. A function is a disposition that exists in virtue of the bearer’s physical make-up and this physical make-up is something the bearer possesses because it came into being, either through evolution (in the case of natural biological entities) or through intentional design (in the case of artifacts), in order to realize processes of a certain sort. (axiom label in BFO2 Reference: [064-001]) (forall (x) (if (Function x) (Disposition x))) // axiom label in BFO2 CLIF: [064-001] function A function is a disposition that exists in virtue of the bearer’s physical make-up and this physical make-up is something the bearer possesses because it came into being, either through evolution (in the case of natural biological entities) or through intentional design (in the case of artifacts), in order to realize processes of a certain sort. (axiom label in BFO2 Reference: [064-001]) (forall (x) (if (Function x) (Disposition x))) // axiom label in BFO2 CLIF: [064-001] p-boundary ProcessBoundary the boundary between the 2nd and 3rd year of your life. p is a process boundary =Def. p is a temporal part of a process & p has no proper temporal parts. (axiom label in BFO2 Reference: [084-001]) Every process boundary occupies_temporal_region a zero-dimensional temporal region. (axiom label in BFO2 Reference: [085-002]) (forall (x) (if (ProcessBoundary x) (exists (y) (and (ZeroDimensionalTemporalRegion y) (occupiesTemporalRegion x y))))) // axiom label in BFO2 CLIF: [085-002] (iff (ProcessBoundary a) (exists (p) (and (Process p) (temporalPartOf a p) (not (exists (b) (properTemporalPartOf b a)))))) // axiom label in BFO2 CLIF: [084-001] process boundary p is a process boundary =Def. p is a temporal part of a process & p has no proper temporal parts. (axiom label in BFO2 Reference: [084-001]) Every process boundary occupies_temporal_region a zero-dimensional temporal region. (axiom label in BFO2 Reference: [085-002]) (forall (x) (if (ProcessBoundary x) (exists (y) (and (ZeroDimensionalTemporalRegion y) (occupiesTemporalRegion x y))))) // axiom label in BFO2 CLIF: [085-002] (iff (ProcessBoundary a) (exists (p) (and (Process p) (temporalPartOf a p) (not (exists (b) (properTemporalPartOf b a)))))) // axiom label in BFO2 CLIF: [084-001] 1d-t-region OneDimensionalTemporalRegion the temporal region during which a process occurs. BFO 2 Reference: A temporal interval is a special kind of one-dimensional temporal region, namely one that is self-connected (is without gaps or breaks). A one-dimensional temporal region is a temporal region that is extended. (axiom label in BFO2 Reference: [103-001]) (forall (x) (if (OneDimensionalTemporalRegion x) (TemporalRegion x))) // axiom label in BFO2 CLIF: [103-001] one-dimensional temporal region A one-dimensional temporal region is a temporal region that is extended. (axiom label in BFO2 Reference: [103-001]) (forall (x) (if (OneDimensionalTemporalRegion x) (TemporalRegion x))) // axiom label in BFO2 CLIF: [103-001] material MaterialEntity material entity a flame a forest fire a human being a hurricane a photon a puff of smoke a sea wave a tornado an aggregate of human beings. an energy wave an epidemic the undetached arm of a human being An independent continuant that is spatially extended whose identity is independent of that of other entities and can be maintained through time. An independent continuant that is spatially extended whose identity is independent of that of other entities and can be maintained through time. BFO 2 Reference: Material entities (continuants) can preserve their identity even while gaining and losing material parts. Continuants are contrasted with occurrents, which unfold themselves in successive temporal parts or phases [60 BFO 2 Reference: Object, Fiat Object Part and Object Aggregate are not intended to be exhaustive of Material Entity. Users are invited to propose new subcategories of Material Entity. BFO 2 Reference: ‘Matter’ is intended to encompass both mass and energy (we will address the ontological treatment of portions of energy in a later version of BFO). A portion of matter is anything that includes elementary particles among its proper or improper parts: quarks and leptons, including electrons, as the smallest particles thus far discovered; baryons (including protons and neutrons) at a higher level of granularity; atoms and molecules at still higher levels, forming the cells, organs, organisms and other material entities studied by biologists, the portions of rock studied by geologists, the fossils studied by paleontologists, and so on.Material entities are three-dimensional entities (entities extended in three spatial dimensions), as contrasted with the processes in which they participate, which are four-dimensional entities (entities extended also along the dimension of time).According to the FMA, material entities may have immaterial entities as parts – including the entities identified below as sites; for example the interior (or ‘lumen’) of your small intestine is a part of your body. BFO 2.0 embodies a decision to follow the FMA here. Examples: collection of random bacteria, a chair, dorsal surface of the body Material entity [snap:MaterialEntity] subsumes object [snap:Object], fiat object part [snap:FiatObjectPart], and object aggregate [snap:ObjectAggregate], which assume a three level theory of granularity, which is inadequate for some domains, such as biology. A material entity is an independent continuant that has some portion of matter as proper or improper continuant part. (axiom label in BFO2 Reference: [019-002]) Every entity which has a material entity as continuant part is a material entity. (axiom label in BFO2 Reference: [020-002]) every entity of which a material entity is continuant part is also a material entity. (axiom label in BFO2 Reference: [021-002]) (forall (x) (if (MaterialEntity x) (IndependentContinuant x))) // axiom label in BFO2 CLIF: [019-002] (forall (x) (if (and (Entity x) (exists (y t) (and (MaterialEntity y) (continuantPartOfAt x y t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [021-002] (forall (x) (if (and (Entity x) (exists (y t) (and (MaterialEntity y) (continuantPartOfAt y x t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [020-002] material entity A material entity is an independent continuant that has some portion of matter as proper or improper continuant part. (axiom label in BFO2 Reference: [019-002]) Every entity which has a material entity as continuant part is a material entity. (axiom label in BFO2 Reference: [020-002]) every entity of which a material entity is continuant part is also a material entity. (axiom label in BFO2 Reference: [021-002]) (forall (x) (if (MaterialEntity x) (IndependentContinuant x))) // axiom label in BFO2 CLIF: [019-002] (forall (x) (if (and (Entity x) (exists (y t) (and (MaterialEntity y) (continuantPartOfAt x y t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [021-002] (forall (x) (if (and (Entity x) (exists (y t) (and (MaterialEntity y) (continuantPartOfAt y x t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [020-002] cf-boundary ContinuantFiatBoundary b is a continuant fiat boundary = Def. b is an immaterial entity that is of zero, one or two dimensions and does not include a spatial region as part. (axiom label in BFO2 Reference: [029-001]) BFO 2 Reference: In BFO 1.1 the assumption was made that the external surface of a material entity such as a cell could be treated as if it were a boundary in the mathematical sense. The new document propounds the view that when we talk about external surfaces of material objects in this way then we are talking about something fiat. To be dealt with in a future version: fiat boundaries at different levels of granularity.More generally, the focus in discussion of boundaries in BFO 2.0 is now on fiat boundaries, which means: boundaries for which there is no assumption that they coincide with physical discontinuities. The ontology of boundaries becomes more closely allied with the ontology of regions. BFO 2 Reference: a continuant fiat boundary is a boundary of some material entity (for example: the plane separating the Northern and Southern hemispheres; the North Pole), or it is a boundary of some immaterial entity (for example of some portion of airspace). Three basic kinds of continuant fiat boundary can be distinguished (together with various combination kinds [29 Continuant fiat boundary doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. An example would be the mereological sum of two-dimensional continuant fiat boundary and a one dimensional continuant fiat boundary that doesn't overlap it. The situation is analogous to temporal and spatial regions. Every continuant fiat boundary is located at some spatial region at every time at which it exists (iff (ContinuantFiatBoundary a) (and (ImmaterialEntity a) (exists (b) (and (or (ZeroDimensionalSpatialRegion b) (OneDimensionalSpatialRegion b) (TwoDimensionalSpatialRegion b)) (forall (t) (locatedInAt a b t)))) (not (exists (c t) (and (SpatialRegion c) (continuantPartOfAt c a t)))))) // axiom label in BFO2 CLIF: [029-001] continuant fiat boundary b is a continuant fiat boundary = Def. b is an immaterial entity that is of zero, one or two dimensions and does not include a spatial region as part. (axiom label in BFO2 Reference: [029-001]) Continuant fiat boundary doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. An example would be the mereological sum of two-dimensional continuant fiat boundary and a one dimensional continuant fiat boundary that doesn't overlap it. The situation is analogous to temporal and spatial regions. (iff (ContinuantFiatBoundary a) (and (ImmaterialEntity a) (exists (b) (and (or (ZeroDimensionalSpatialRegion b) (OneDimensionalSpatialRegion b) (TwoDimensionalSpatialRegion b)) (forall (t) (locatedInAt a b t)))) (not (exists (c t) (and (SpatialRegion c) (continuantPartOfAt c a t)))))) // axiom label in BFO2 CLIF: [029-001] immaterial ImmaterialEntity BFO 2 Reference: Immaterial entities are divided into two subgroups:boundaries and sites, which bound, or are demarcated in relation, to material entities, and which can thus change location, shape and size and as their material hosts move or change shape or size (for example: your nasal passage; the hold of a ship; the boundary of Wales (which moves with the rotation of the Earth) [38, 7, 10 immaterial entity 1d-cf-boundary OneDimensionalContinuantFiatBoundary The Equator all geopolitical boundaries all lines of latitude and longitude the line separating the outer surface of the mucosa of the lower lip from the outer surface of the skin of the chin. the median sulcus of your tongue a one-dimensional continuant fiat boundary is a continuous fiat line whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [032-001]) (iff (OneDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (OneDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [032-001] one-dimensional continuant fiat boundary a one-dimensional continuant fiat boundary is a continuous fiat line whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [032-001]) (iff (OneDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (OneDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [032-001] process-profile ProcessProfile On a somewhat higher level of complexity are what we shall call rate process profiles, which are the targets of selective abstraction focused not on determinate quality magnitudes plotted over time, but rather on certain ratios between these magnitudes and elapsed times. A speed process profile, for example, is represented by a graph plotting against time the ratio of distance covered per unit of time. Since rates may change, and since such changes, too, may have rates of change, we have to deal here with a hierarchy of process profile universals at successive levels One important sub-family of rate process profiles is illustrated by the beat or frequency profiles of cyclical processes, illustrated by the 60 beats per minute beating process of John’s heart, or the 120 beats per minute drumming process involved in one of John’s performances in a rock band, and so on. Each such process includes what we shall call a beat process profile instance as part, a subtype of rate process profile in which the salient ratio is not distance covered but rather number of beat cycles per unit of time. Each beat process profile instance instantiates the determinable universal beat process profile. But it also instantiates multiple more specialized universals at lower levels of generality, selected from rate process profilebeat process profileregular beat process profile3 bpm beat process profile4 bpm beat process profileirregular beat process profileincreasing beat process profileand so on.In the case of a regular beat process profile, a rate can be assigned in the simplest possible fashion by dividing the number of cycles by the length of the temporal region occupied by the beating process profile as a whole. Irregular process profiles of this sort, for example as identified in the clinic, or in the readings on an aircraft instrument panel, are often of diagnostic significance. The simplest type of process profiles are what we shall call ‘quality process profiles’, which are the process profiles which serve as the foci of the sort of selective abstraction that is involved when measurements are made of changes in single qualities, as illustrated, for example, by process profiles of mass, temperature, aortic pressure, and so on. b is a process_profile =Def. there is some process c such that b process_profile_of c (axiom label in BFO2 Reference: [093-002]) b process_profile_of c holds when b proper_occurrent_part_of c& there is some proper_occurrent_part d of c which has no parts in common with b & is mutually dependent on b& is such that b, c and d occupy the same temporal region (axiom label in BFO2 Reference: [094-005]) (forall (x y) (if (processProfileOf x y) (and (properContinuantPartOf x y) (exists (z t) (and (properOccurrentPartOf z y) (TemporalRegion t) (occupiesSpatioTemporalRegion x t) (occupiesSpatioTemporalRegion y t) (occupiesSpatioTemporalRegion z t) (not (exists (w) (and (occurrentPartOf w x) (occurrentPartOf w z))))))))) // axiom label in BFO2 CLIF: [094-005] (iff (ProcessProfile a) (exists (b) (and (Process b) (processProfileOf a b)))) // axiom label in BFO2 CLIF: [093-002] process profile b is a process_profile =Def. there is some process c such that b process_profile_of c (axiom label in BFO2 Reference: [093-002]) b process_profile_of c holds when b proper_occurrent_part_of c& there is some proper_occurrent_part d of c which has no parts in common with b & is mutually dependent on b& is such that b, c and d occupy the same temporal region (axiom label in BFO2 Reference: [094-005]) (forall (x y) (if (processProfileOf x y) (and (properContinuantPartOf x y) (exists (z t) (and (properOccurrentPartOf z y) (TemporalRegion t) (occupiesSpatioTemporalRegion x t) (occupiesSpatioTemporalRegion y t) (occupiesSpatioTemporalRegion z t) (not (exists (w) (and (occurrentPartOf w x) (occurrentPartOf w z))))))))) // axiom label in BFO2 CLIF: [094-005] (iff (ProcessProfile a) (exists (b) (and (Process b) (processProfileOf a b)))) // axiom label in BFO2 CLIF: [093-002] r-quality RelationalQuality John’s role of husband to Mary is dependent on Mary’s role of wife to John, and both are dependent on the object aggregate comprising John and Mary as member parts joined together through the relational quality of being married. a marriage bond, an instance of love, an obligation between one person and another. b is a relational quality = Def. for some independent continuants c, d and for some time t: b quality_of c at t & b quality_of d at t. (axiom label in BFO2 Reference: [057-001]) (iff (RelationalQuality a) (exists (b c t) (and (IndependentContinuant b) (IndependentContinuant c) (qualityOfAt a b t) (qualityOfAt a c t)))) // axiom label in BFO2 CLIF: [057-001] relational quality b is a relational quality = Def. for some independent continuants c, d and for some time t: b quality_of c at t & b quality_of d at t. (axiom label in BFO2 Reference: [057-001]) (iff (RelationalQuality a) (exists (b c t) (and (IndependentContinuant b) (IndependentContinuant c) (qualityOfAt a b t) (qualityOfAt a c t)))) // axiom label in BFO2 CLIF: [057-001] 2d-cf-boundary TwoDimensionalContinuantFiatBoundary a two-dimensional continuant fiat boundary (surface) is a self-connected fiat surface whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [033-001]) (iff (TwoDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (TwoDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [033-001] two-dimensional continuant fiat boundary a two-dimensional continuant fiat boundary (surface) is a self-connected fiat surface whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [033-001]) (iff (TwoDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (TwoDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [033-001] 0d-cf-boundary ZeroDimensionalContinuantFiatBoundary the geographic North Pole the point of origin of some spatial coordinate system. the quadripoint where the boundaries of Colorado, Utah, New Mexico, and Arizona meet zero dimension continuant fiat boundaries are not spatial points. Considering the example 'the quadripoint where the boundaries of Colorado, Utah, New Mexico, and Arizona meet' : There are many frames in which that point is zooming through many points in space. Whereas, no matter what the frame, the quadripoint is always in the same relation to the boundaries of Colorado, Utah, New Mexico, and Arizona. a zero-dimensional continuant fiat boundary is a fiat point whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [031-001]) (iff (ZeroDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (ZeroDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [031-001] zero-dimensional continuant fiat boundary zero dimension continuant fiat boundaries are not spatial points. Considering the example 'the quadripoint where the boundaries of Colorado, Utah, New Mexico, and Arizona meet' : There are many frames in which that point is zooming through many points in space. Whereas, no matter what the frame, the quadripoint is always in the same relation to the boundaries of Colorado, Utah, New Mexico, and Arizona. requested by Melanie Courtot a zero-dimensional continuant fiat boundary is a fiat point whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [031-001]) (iff (ZeroDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (ZeroDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [031-001] 0d-t-region ZeroDimensionalTemporalRegion a temporal region that is occupied by a process boundary right now the moment at which a child is born the moment at which a finger is detached in an industrial accident the moment of death. temporal instant. A zero-dimensional temporal region is a temporal region that is without extent. (axiom label in BFO2 Reference: [102-001]) (forall (x) (if (ZeroDimensionalTemporalRegion x) (TemporalRegion x))) // axiom label in BFO2 CLIF: [102-001] zero-dimensional temporal region A zero-dimensional temporal region is a temporal region that is without extent. (axiom label in BFO2 Reference: [102-001]) (forall (x) (if (ZeroDimensionalTemporalRegion x) (TemporalRegion x))) // axiom label in BFO2 CLIF: [102-001] history History A history is a process that is the sum of the totality of processes taking place in the spatiotemporal region occupied by a material entity or site, including processes on the surface of the entity or within the cavities to which it serves as host. (axiom label in BFO2 Reference: [138-001]) history A history is a process that is the sum of the totality of processes taking place in the spatiotemporal region occupied by a material entity or site, including processes on the surface of the entity or within the cavities to which it serves as host. (axiom label in BFO2 Reference: [138-001]) A monocarboxylic acid comprising 1,8-naphthyridin-4-one substituted by carboxylic acid, ethyl and methyl groups at positions 3, 1, and 7, respectively. An orally administered antibacterial, it is used in the treatment of lower urinary-tract infections due to Gram-negative bacteria, including the majority of E. coli, Enterobacter, Klebsiella, and Proteus species. CHEBI:7456 CAS:389-08-2 DrugBank:DB00779 Drug_Central:1875 KEGG:C05079 KEGG:D00183 LINCS:LSM-5590 PDBeChem:NIX PMID:11321869 PMID:12002106 PMID:12399485 PMID:12702698 PMID:14107587 PMID:16107187 PMID:16423473 PMID:16667857 PMID:16803589 PMID:17132068 PMID:17631104 PMID:18788798 PMID:19071706 PMID:28166217 Patent:BE612258 Patent:US3590036 Reaxys:750515 Wikipedia:Nalidixic_Acid colombos:NALIDIXIC_ACID 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid NALIDIXIC ACID Nalidixic acid chebi_ontology 0 1,4-dihydro-1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid 1-Aethyl-7-methyl-1,8-naphthyridin-4-on-3-karbonsaeure 1-Ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid 1-ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid 1-ethyl-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one-3-carboxylic acid 232.085 232.23530 3-carboxy-1-ethyl-7-methyl-1,8-naphthyridin-4-one C12H12N2O3 CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12 InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17) MHWLWQUZZRMNGJ-UHFFFAOYSA-N acide nalidixique acido nalidixico acidum nalidixicum nalidixic acid CHEBI:100147 nalidixic acid CAS:389-08-2 ChemIDplus CAS:389-08-2 KEGG COMPOUND Drug_Central:1875 DrugCentral PMID:11321869 Europe PMC PMID:12002106 Europe PMC PMID:12399485 Europe PMC PMID:12702698 Europe PMC PMID:14107587 Europe PMC PMID:16107187 Europe PMC PMID:16423473 Europe PMC PMID:16667857 Europe PMC PMID:16803589 Europe PMC PMID:17132068 Europe PMC PMID:17631104 Europe PMC PMID:18788798 Europe PMC PMID:19071706 Europe PMC PMID:28166217 Europe PMC Reaxys:750515 Reaxys 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid IUPAC NALIDIXIC ACID ChEMBL Nalidixic acid KEGG_COMPOUND 0 ChEBI 1,4-dihydro-1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid ChemIDplus 1-Aethyl-7-methyl-1,8-naphthyridin-4-on-3-karbonsaeure ChemIDplus 1-Ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ChEMBL 1-ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid ChemIDplus 1-ethyl-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one-3-carboxylic acid ChemIDplus 232.085 KEGG_COMPOUND 232.23530 ChEBI 3-carboxy-1-ethyl-7-methyl-1,8-naphthyridin-4-one ChemIDplus C12H12N2O3 KEGG_COMPOUND CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12 ChEBI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17) ChEBI MHWLWQUZZRMNGJ-UHFFFAOYSA-N ChEBI acide nalidixique ChemIDplus acido nalidixico ChemIDplus acidum nalidixicum ChemIDplus nalidixic acid ChemIDplus A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively. CHEBI:102718 CHEBI:3717 CHEBI:41638 Beilstein:3568352 CAS:85721-33-1 DrugBank:DB00537 Drug_Central:659 HMDB:HMDB14677 KEGG:C05349 KEGG:D00186 LINCS:LSM-5226 PDBeChem:CPF PMID:10397494 PMID:10737746 Patent:DE3142854 Patent:US4670444 Reaxys:3568352 Wikipedia:Ciprofloxacin colombos:CIPROFLOXACIN 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid Ciprofloxacin ciprofloxacin chebi_ontology 0 1-CYCLOPROPYL-6-FLUORO-4-OXO-7-PIPERAZIN-1-YL-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID 1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid 1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid 331.133 331.34150 C17H18FN3O3 InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24) MYSWGUAQZAJSOK-UHFFFAOYSA-N OC(=O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O ciprofloxacin ciprofloxacine ciprofloxacino ciprofloxacinum CHEBI:100241 ciprofloxacin Beilstein:3568352 Beilstein CAS:85721-33-1 ChemIDplus CAS:85721-33-1 KEGG COMPOUND Drug_Central:659 DrugCentral PMID:10397494 ChEMBL PMID:10737746 ChEMBL Reaxys:3568352 Reaxys 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid IUPAC Ciprofloxacin KEGG_COMPOUND ciprofloxacin ChEMBL 0 ChEBI 1-CYCLOPROPYL-6-FLUORO-4-OXO-7-PIPERAZIN-1-YL-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID PDBeChem 1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid ChEMBL 1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ChEMBL 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid ChemIDplus 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid ChEMBL 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid ChEMBL 1-cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid ChEMBL 331.133 KEGG_COMPOUND 331.34150 ChEBI C17H18FN3O3 KEGG_COMPOUND InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24) ChEBI MYSWGUAQZAJSOK-UHFFFAOYSA-N ChEBI OC(=O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O ChEBI ciprofloxacin ChemIDplus ciprofloxacine ChemIDplus ciprofloxacino ChemIDplus ciprofloxacinum ChemIDplus A quinolinemonocarboxylic acid with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase. CHEBI:7629 Beilstein:567897 CAS:70458-96-7 DrugBank:DB01059 Drug_Central:1967 Gmelin:1576626 HMDB:HMDB15192 KEGG:C06687 KEGG:D00210 LINCS:LSM-5286 PMID:3317294 PMID:3908074 PMID:6211142 PMID:6224685 PMID:6234465 PMID:6454381 PMID:6461606 Patent:BE863429 Patent:DE2840910 Patent:US4146719 Patent:US4292317 Reaxys:567897 Wikipedia:Norfloxacin colombos:NORFLOXACIN 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid chebi_ontology 0 1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid 1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsaeure 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid 319.133 319.33080 C16H18FN3O3 CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCNCC1 InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23) NFLX OGJPXUAPXNRGGI-UHFFFAOYSA-N norfloxacin norfloxacine norfloxacino norfloxacinum CHEBI:100246 norfloxacin Beilstein:567897 Beilstein CAS:70458-96-7 ChemIDplus CAS:70458-96-7 KEGG COMPOUND Drug_Central:1967 DrugCentral Gmelin:1576626 Gmelin PMID:3317294 Europe PMC PMID:3908074 Europe PMC PMID:6211142 Europe PMC PMID:6224685 Europe PMC PMID:6234465 Europe PMC PMID:6454381 Europe PMC PMID:6461606 Europe PMC Reaxys:567897 Reaxys 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid IUPAC 0 ChEBI 1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid ChemIDplus 1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsaeure ChemIDplus 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid ChemIDplus 319.133 KEGG_COMPOUND 319.33080 ChEBI C16H18FN3O3 KEGG_COMPOUND CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCNCC1 ChEBI InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23) ChEBI NFLX KEGG_DRUG OGJPXUAPXNRGGI-UHFFFAOYSA-N ChEBI norfloxacin KEGG_DRUG norfloxacine ChemIDplus norfloxacino ChemIDplus norfloxacinum ChemIDplus A sulfonamide antibacterial with an oxazole substituent. It has antibiotic activity against a wide range of gram-negative and gram-positive organisms. CHEBI:9343 Beilstein:263871 CAS:127-69-5 DrugBank:DB00263 Drug_Central:2529 Gmelin:864477 KEGG:C07318 KEGG:D00450 LINCS:LSM-3120 PMID:1861917 PMID:4960234 PMID:7356572 Patent:US2430094 Wikipedia:Sulfisoxazole colombos:SULFISOXAZOLE colombos:SULFISOXAZOLE:+UNKNOWN 4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide chebi_ontology 0 267.068 267.30400 3,4-Dimethyl-5-sulfanilamidoisoxazole 3,4-Dimethyl-5-sulfonamidoisoxazole 3,4-Dimethyl-5-sulphanilamidoisoxazole 3,4-Dimethyl-5-sulphonamidoisoxazole 3,4-Dimethylisoxazole-5-sulfanilamide 3,4-Dimethylisoxazole-5-sulphanilamide 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulphonamide 5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazole 5-(p-Aminobenzenesulfonamido)-3,4-dimethylisoxazole 5-(p-Aminobenzenesulphonamido)-3,4-dimethylisoxazole 5-Sulfanilamido-3,4-dimethylisoxazole 5-Sulphanilamido-3,4-dimethyl-isoxazole C11H13N3O3S Cc1noc(NS(=O)(=O)c2ccc(N)cc2)c1C InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3 N'-(3,4)Dimethylisoxazol-5-yl-sulphanilamide N(1)-(3,4-dimethyl-5-isoxazolyl)sulfanilamide N(1)-(3,4-dimethyl-5-isoxazolyl)sulphanilamide NHUHCSRWZMLRLA-UHFFFAOYSA-N Sulfadimethylisoxazole Sulfafurazol Sulfaisoxazole Sulfasoxazole Sulfisonazole Sulfisoxasole Sulfisoxazol Sulfofurazole Sulphadimethylisoxazole Sulphafurazol Sulphafurazole Sulphaisoxazole Sulphisoxazol Sulphofurazole sulfafurazole sulfafurazolum CHEBI:102484 sulfisoxazole Beilstein:263871 Beilstein CAS:127-69-5 ChemIDplus CAS:127-69-5 NIST Chemistry WebBook Drug_Central:2529 DrugCentral Gmelin:864477 Gmelin PMID:1861917 Europe PMC PMID:4960234 Europe PMC PMID:7356572 Europe PMC 4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide IUPAC 0 ChEBI 267.068 KEGG_COMPOUND 267.30400 ChEBI 3,4-Dimethyl-5-sulfanilamidoisoxazole ChemIDplus 3,4-Dimethyl-5-sulfonamidoisoxazole ChemIDplus 3,4-Dimethyl-5-sulphanilamidoisoxazole ChemIDplus 3,4-Dimethyl-5-sulphonamidoisoxazole ChemIDplus 3,4-Dimethylisoxazole-5-sulfanilamide ChemIDplus 3,4-Dimethylisoxazole-5-sulphanilamide ChemIDplus 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide NIST_Chemistry_WebBook 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulphonamide ChemIDplus 5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazole ChemIDplus 5-(p-Aminobenzenesulfonamido)-3,4-dimethylisoxazole ChemIDplus 5-(p-Aminobenzenesulphonamido)-3,4-dimethylisoxazole ChemIDplus 5-Sulfanilamido-3,4-dimethylisoxazole ChemIDplus 5-Sulphanilamido-3,4-dimethyl-isoxazole ChemIDplus C11H13N3O3S KEGG_COMPOUND Cc1noc(NS(=O)(=O)c2ccc(N)cc2)c1C ChEBI InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3 ChEBI N'-(3,4)Dimethylisoxazol-5-yl-sulphanilamide ChemIDplus N(1)-(3,4-dimethyl-5-isoxazolyl)sulfanilamide ChemIDplus N(1)-(3,4-dimethyl-5-isoxazolyl)sulphanilamide ChemIDplus NHUHCSRWZMLRLA-UHFFFAOYSA-N ChEBI Sulfadimethylisoxazole DrugBank Sulfafurazol DrugBank Sulfaisoxazole DrugBank Sulfasoxazole DrugBank Sulfisonazole DrugBank Sulfisoxasole DrugBank Sulfisoxazol DrugBank Sulfofurazole DrugBank Sulphadimethylisoxazole NIST_Chemistry_WebBook Sulphafurazol DrugBank Sulphafurazole DrugBank Sulphaisoxazole DrugBank Sulphisoxazol DrugBank Sulphofurazole DrugBank sulfafurazole KEGG_DRUG sulfafurazolum ChemIDplus Elementary particle not affected by the strong force having a spin 1/2, a negative elementary charge and a rest mass of 0.000548579903(13) u, or 0.51099906(15) MeV. KEGG:C05359 PMID:21614077 electron chebi_ontology -1 0.000548579903 [*-] beta beta(-) beta-particle e e(-) e- negatron CHEBI:10545 electron PMID:21614077 Europe PMC electron ChEBI electron IUPAC electron KEGG_COMPOUND -1 ChEBI 0.000548579903 ChEBI [*-] ChEBI beta IUPAC beta(-) ChEBI beta-particle IUPAC e IUPAC e(-) UniProt e- KEGG_COMPOUND negatron IUPAC CHEBI:26614 Beilstein:2206312 CAS:488-59-5 Gmelin:561300 KEGG:C06153 PMID:24352657 Reaxys:2206312 scyllo-Inositol scyllo-inositol chebi_ontology (1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol 0 1,3,5/2,4,6-cyclohexanehexol 180.063 180.15588 C6H12O6 CDAISMWEOUEBRE-CDRYSYESSA-N Cocositol InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3+,4+,5-,6- O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O Quercinitol Scyllitol CHEBI:10642 scyllo-inositol Beilstein:2206312 Beilstein CAS:488-59-5 ChemIDplus CAS:488-59-5 KEGG COMPOUND CAS:488-59-5 NIST Chemistry WebBook Gmelin:561300 Gmelin PMID:24352657 Europe PMC Reaxys:2206312 Reaxys scyllo-Inositol KEGG_COMPOUND scyllo-inositol IUPAC scyllo-inositol UniProt (1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol IUPAC 0 ChEBI 1,3,5/2,4,6-cyclohexanehexol IUPAC 180.063 KEGG_COMPOUND 180.15588 ChEBI C6H12O6 KEGG_COMPOUND CDAISMWEOUEBRE-CDRYSYESSA-N ChEBI Cocositol NIST_Chemistry_WebBook InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3+,4+,5-,6- ChEBI O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI Quercinitol ChemIDplus Scyllitol ChemIDplus An organic sodium salt resulting from the replacement of the proton from the carboxy group of benzoic acid by a sodium ion. CAS:532-32-1 KEGG:D02277 PMID:25377186 PMID:25582668 PMID:26585641 PMID:26706697 PMID:26749113 PMID:26870932 PMID:26875563 PMID:26907495 PMID:26951541 PMID:26989415 PMID:27000017 Reaxys:1100243 Wikipedia:Sodium_benzoate colombos:SODIUMBENZOATE colombos:SODIUM_BENZOATE sodium benzoate chebi_ontology 0 144.019 144.103 Benzoic acid, sodium salt C(C=1C=CC=CC1)([O-])=O.[Na+] C7H5NaO2 E211 InChI=1S/C7H6O2.Na/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1 Sodium benzoate WXMKPNITSTVMEF-UHFFFAOYSA-M CHEBI:113455 sodium benzoate CAS:532-32-1 ChemIDplus CAS:532-32-1 KEGG DRUG CAS:532-32-1 NIST Chemistry WebBook PMID:25377186 Europe PMC PMID:25582668 Europe PMC PMID:26585641 Europe PMC PMID:26706697 Europe PMC PMID:26749113 Europe PMC PMID:26870932 Europe PMC PMID:26875563 Europe PMC PMID:26907495 Europe PMC PMID:26951541 Europe PMC PMID:26989415 Europe PMC PMID:27000017 Europe PMC Reaxys:1100243 Reaxys sodium benzoate IUPAC 0 ChEBI 144.019 ChEBI 144.103 ChEBI Benzoic acid, sodium salt ChemIDplus C(C=1C=CC=CC1)([O-])=O.[Na+] ChEBI C7H5NaO2 ChEBI E211 ChEBI InChI=1S/C7H6O2.Na/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1 ChEBI Sodium benzoate KEGG_DRUG WXMKPNITSTVMEF-UHFFFAOYSA-M ChEBI The conjugate base of gamma-amino-beta-hydroxybutyric acid arising from deprotonation of the carboxy group. CAS:352-21-6 KEGG:C03678 4-Amino-3-hydroxybutanoate chebi_ontology -1 118.050 118.11126 C4H8NO3 InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/p-1 NCC(O)CC([O-])=O YQGDEPYYFWUPGO-UHFFFAOYSA-M CHEBI:11955 4-amino-3-hydroxybutanoate CAS:352-21-6 KEGG COMPOUND KEGG:C03678 ChEBI 4-Amino-3-hydroxybutanoate KEGG_COMPOUND -1 ChEBI 118.050 ChEBI 118.11126 ChEBI C4H8NO3 ChEBI InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/p-1 ChEBI NCC(O)CC([O-])=O ChEBI YQGDEPYYFWUPGO-UHFFFAOYSA-M ChEBI D-galacto-hexose D-galactose chebi_ontology 0 180.15588 C6H12O6 D-Gal CHEBI:12936 D-galactose D-galacto-hexose IUPAC D-galactose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 ChEBI D-Gal JCBN A 3-hydroxymonocarboxylic acid that is the 3-hydroxy derivative of 3-butenoic acid. Chemspider:8637633 3-hydroxybut-3-enoic acid chebi_ontology 0 102.032 102.089 C4H6O3 InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h5H,1-2H2,(H,6,7) OC(CC(O)=O)=C YMXHTKKMLXGXDC-UHFFFAOYSA-N CHEBI:131367 3-hydroxy-3-butenoic acid 3-hydroxybut-3-enoic acid IUPAC 0 ChEBI 102.032 ChEBI 102.089 ChEBI C4H6O3 ChEBI InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h5H,1-2H2,(H,6,7) ChEBI OC(CC(O)=O)=C ChEBI YMXHTKKMLXGXDC-UHFFFAOYSA-N ChEBI A disaccharide formed by a (1<->1)-glycosidic bond between two hexopyranose units. hexopyranosyl hexopyranoside chebi_ontology CHEBI:131401 hexopyranosyl hexopyranoside hexopyranosyl hexopyranoside IUPAC Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium. chebi_ontology Mycoplasma genitalium metabolites CHEBI:131604 Mycoplasma genitalium metabolite Mycoplasma genitalium metabolites ChEBI A steroid compound with a structure based on a 24-carbon (cholane) skeleton. chebi_ontology C24-steroids CHEBI:131620 C24-steroid C24-steroids ChEBI Any steroid (or derivative) based on a cholane skeleton. chebi_ontology cholane derivatives CHEBI:131657 cholane derivative cholane derivatives ChEBI Any steroid acid anion based on a cholanic acid skeleton. chebi_ontology cholanic acid anions cholanoic acid anions CHEBI:131878 cholanic acid anion cholanic acid anions ChEBI cholanoic acid anions ChEBI An organic anion obtained by deprotonation of any cholanic acid conjugate. chebi_ontology cholanic acid conjugate anions cholanoic acid conjugate anion cholanoic acid conjugate anions CHEBI:131879 cholanic acid conjugate anion cholanic acid conjugate anions SUBMITTER cholanoic acid conjugate anion SUBMITTER cholanoic acid conjugate anions ChEBI A class of carbonyl compound encompassing dicarboxylic acids and any derivatives obtained by substitution of either one or both of the carboxy hydrogens. chebi_ontology dicarboxylic acids and derivatives CHEBI:131927 dicarboxylic acids and O-substituted derivatives dicarboxylic acids and derivatives ChEBI Any quinone in which one or more of the carbons making up the quinone moiety is substituted by a hydroxy group. chebi_ontology hydroxyquinones CHEBI:132130 hydroxyquinone hydroxyquinones ChEBI A naphthoquinone in which the oxo groups of the quinone moiety are at positions 1 and 4 of the parent naphthalene ring. chebi_ontology CHEBI:132142 1,4-naphthoquinones Any naphthoquinone in which the naphthaoquinone moiety is substituted by at least one hydroxy group. Wikipedia:Hydroxynaphthoquinone chebi_ontology hydroxynaphthoquinones CHEBI:132155 hydroxynaphthoquinone hydroxynaphthoquinones ChEBI Any member of the class of 1,4-naphthoquinones in which the naphthoquinone moiety is substituted by at least one hydroxy group. chebi_ontology hydroxy-1,4-naphthoquinones CHEBI:132157 hydroxy-1,4-naphthoquinone hydroxy-1,4-naphthoquinones ChEBI A citrate anion obtained by deprotonation of the three carboxy groups as well as the hydroxy group of citric acid. Chemspider:34552020 2-oxidopropane-1,2,3-tricarboxylate chebi_ontology -4 187.996 188.092 2-oxido-1,2,3-propanetricarboxylate C(=O)([O-])C(CC(=O)[O-])(CC(=O)[O-])[O-] C6H4O7 InChI=1S/C6H7O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h1-2H2,(H,7,8)(H,9,10)(H,11,12)/q-1/p-3 KSXLKRAZYZIYCZ-UHFFFAOYSA-K citric acid tetraanion CHEBI:132362 citrate(4-) 2-oxidopropane-1,2,3-tricarboxylate IUPAC -4 ChEBI 187.996 ChEBI 188.092 ChEBI 2-oxido-1,2,3-propanetricarboxylate ChEBI C(=O)([O-])C(CC(=O)[O-])(CC(=O)[O-])[O-] ChEBI C6H4O7 ChEBI InChI=1S/C6H7O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h1-2H2,(H,7,8)(H,9,10)(H,11,12)/q-1/p-3 ChEBI KSXLKRAZYZIYCZ-UHFFFAOYSA-K ChEBI citric acid tetraanion ChEBI Any aromatic amide obtained by acylation of aniline. KEGG:C01402 PMID:23535982 PMID:23968552 PMID:24273122 PMID:6205897 chebi_ontology 0 120.045 120.12860 C7H6NOR N-phenyl amide N-phenyl amides [*]C(=O)Nc1ccccc1 an anilide CHEBI:13248 anilide PMID:23535982 Europe PMC PMID:23968552 Europe PMC PMID:24273122 Europe PMC PMID:6205897 Europe PMC 0 ChEBI 120.045 ChEBI 120.12860 ChEBI C7H6NOR ChEBI N-phenyl amide ChEBI N-phenyl amides ChEBI [*]C(=O)Nc1ccccc1 ChEBI an anilide UniProt A reagent that lightens or whitens a substrate through chemical reaction. Bleaching reactions usually involve oxidative or reductive processes that degrade colour systems. Bleaching can occur by destroying one or more of the double bonds in the conjugated chain, by cleaving the conjugated chain, or by oxidation of one of the other moieties in the conjugated chain. Their reactivity results in many bleaches having strong bactericidal, disinfecting, and sterilising properties. Wikipedia:Bleach chebi_ontology CHEBI:132717 bleaching agent chebi_ontology aspartate anion aspartic acid anion CHEBI:132943 aspartate aspartate anion ChEBI aspartic acid anion ChEBI A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of any tartaric acid. CHEBI:35396 tartrate chebi_ontology tartaric acid anion tartaric acid anions tartrate anion tartrate anions tartrates CHEBI:132950 tartrate tartrate ChEBI tartaric acid anion ChEBI tartaric acid anions ChEBI tartrate anion ChEBI tartrate anions ChEBI tartrates ChEBI A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of maleic acid. chebi_ontology maleate anion maleate anions maleates maleic acid anion maleic acid anions CHEBI:132951 maleate maleate anion ChEBI maleate anions ChEBI maleates ChEBI maleic acid anion ChEBI maleic acid anions ChEBI An oxo fatty acid anion obtained by deprotonation of the carboxy group of any 3-oxo fatty acid. chebi_ontology *C(CC(=O)[O-])=O -1 3-keto fatty acid anion 3-keto fatty acid anions 86.000 86.046 C3H2O3R a 3-oxo fatty acid CHEBI:133292 3-oxo fatty acid anion *C(CC(=O)[O-])=O ChEBI -1 ChEBI 3-keto fatty acid anion SUBMITTER 3-keto fatty acid anions ChEBI 86.000 ChEBI 86.046 ChEBI C3H2O3R ChEBI a 3-oxo fatty acid UniProt An inorganic oxide that is an oxide of any metal. chebi_ontology metal oxides CHEBI:133331 metal oxide metal oxides ChEBI A quaternary ammonium salt with choline cation and chloride anion. Beilstein:3563126 CAS:67-48-1 PMID:12962717 PMID:17596274 PMID:20396712 PMID:24905385 PMID:25037344 PMID:6196640 PMID:8047569 Reaxys:3563126 Wikipedia:Choline_chloride 2-hydroxy-N,N,N-trimethylethanaminium chloride chebi_ontology (2-Hydroxyethyl)trimethylammonium chloride (beta-Hydroxyethyl)trimethylammonium chloride 0 139.076 139.624 2-Hydroxy-N,N,N,-trimethylethanaminium chloride Bilineurin chloride Biocolina Biocoline C5H14ClNO Chloride de choline Chlorure de choline Choline chlorhydrate Choline hydrochloride Cholini chloridum Cholinium chloride Cloruro de colina Hepacholine InChI=1S/C5H14NO.ClH/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H/q+1;/p-1 Lipotril Luridin chloride Paresan SGMZJAMFUVOLNK-UHFFFAOYSA-M Trimethyl(2-hydroxyethyl)ammonium chloride [Cl-].[N+](CCO)(C)(C)C choline chloride CHEBI:133341 choline chloride Beilstein:3563126 Beilstein CAS:67-48-1 ChemIDplus CAS:67-48-1 NIST Chemistry WebBook PMID:12962717 Europe PMC PMID:17596274 Europe PMC PMID:20396712 Europe PMC PMID:24905385 Europe PMC PMID:25037344 Europe PMC PMID:6196640 Europe PMC PMID:8047569 Europe PMC Reaxys:3563126 Reaxys 2-hydroxy-N,N,N-trimethylethanaminium chloride IUPAC (2-Hydroxyethyl)trimethylammonium chloride ChemIDplus (beta-Hydroxyethyl)trimethylammonium chloride ChemIDplus 0 ChEBI 139.076 ChEBI 139.624 ChEBI 2-Hydroxy-N,N,N,-trimethylethanaminium chloride ChemIDplus Bilineurin chloride ChemIDplus Biocolina ChemIDplus Biocoline ChemIDplus C5H14ClNO ChEBI Chloride de choline ChemIDplus Chlorure de choline ChemIDplus Choline chlorhydrate ChemIDplus Choline hydrochloride ChemIDplus Cholini chloridum ChemIDplus Cholinium chloride ChemIDplus Cloruro de colina ChemIDplus Hepacholine ChemIDplus InChI=1S/C5H14NO.ClH/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H/q+1;/p-1 ChEBI Lipotril ChemIDplus Luridin chloride ChemIDplus Paresan ChemIDplus SGMZJAMFUVOLNK-UHFFFAOYSA-M ChEBI Trimethyl(2-hydroxyethyl)ammonium chloride ChemIDplus [Cl-].[N+](CCO)(C)(C)C ChEBI choline chloride ChEBI An organophosphate oxoanion obtained by the deprotonation of the carboxy and one of the phosphate OH groups as well as protonation of the amino group of glyphosate. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.). chebi_ontology -1 168.006 168.065 C3H7NO5P InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)/p-1 O=C([O-])C[NH2+]CP(=O)(O)[O-] XDDAORKBJWWYJS-UHFFFAOYSA-M glyphosate CHEBI:133673 glyphosate(1-) -1 ChEBI 168.006 ChEBI 168.065 ChEBI C3H7NO5P ChEBI InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)/p-1 ChEBI O=C([O-])C[NH2+]CP(=O)(O)[O-] ChEBI XDDAORKBJWWYJS-UHFFFAOYSA-M ChEBI glyphosate UniProt A tricarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of citric acid. chebi_ontology citrate citrate anions CHEBI:133748 citrate anion citrate ChEBI citrate anions ChEBI A tricarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of pimelic acid. chebi_ontology heptanedioic acid anion heptanedioic acid anions pimelates pimelic acid anion pimelic acid anions CHEBI:133773 pimelate heptanedioic acid anion ChEBI heptanedioic acid anions ChEBI pimelates ChEBI pimelic acid anion ChEBI pimelic acid anions ChEBI chebi_ontology Cu,Zn-SOD inhibitor Cu,Zn-SOD inhibitors Cu-Zn superoxide dismutase inhibitor Cu-Zn superoxide dismutase inhibitors EC 1.15.1.1 (superoxide dismutase) inhibitors EC 1.15.1.1 inhibitor EC 1.15.1.1 inhibitors Fe-SOD inhibitor Fe-SOD inhibitors Mn-SOD inhibitor Mn-SOD inhibitors SOD inhibitor SOD inhibitors SOD-1 inhibitor SOD-1 inhibitors SOD-2 inhibitor SOD-2 inhibitors SOD-3 inhibitor SOD-3 inhibitors SOD-4 inhibitor SOD-4 inhibitors SODF inhibitor SODF inhibitors SODS inhibitor SODS inhibitors copper-zinc superoxide dismutase inhibitor copper-zinc superoxide dismutase inhibitors cuprein inhibitor cuprein inhibitors cytocuprein inhibitor cytocuprein inhibitors erythrocuprein inhibitor erythrocuprein inhibitors ferrisuperoxide dismutase inhibitor ferrisuperoxide dismutase inhibitors hemocuprein inhibitor hemocuprein inhibitors hepatocuprein inhibitor hepatocuprein inhibitors superoxidase dismutase inhibitor superoxidase dismutase inhibitors superoxide dismutase (EC 1.15.1.1) inhibitor superoxide dismutase (EC 1.15.1.1) inhibitors superoxide dismutase I inhibitor superoxide dismutase I inhibitors superoxide dismutase II inhibitor superoxide dismutase II inhibitors superoxide dismutase inhibitor superoxide dismutase inhibitors superoxide:superoxide oxidoreductase inhibitor superoxide:superoxide oxidoreductase inhibitors CHEBI:134084 EC 1.15.1.1 (superoxide dismutase) inhibitor Cu,Zn-SOD inhibitor ChEBI Cu,Zn-SOD inhibitors ChEBI Cu-Zn superoxide dismutase inhibitor ChEBI Cu-Zn superoxide dismutase inhibitors ChEBI EC 1.15.1.1 (superoxide dismutase) inhibitors ChEBI EC 1.15.1.1 inhibitor ChEBI EC 1.15.1.1 inhibitors ChEBI Fe-SOD inhibitor ChEBI Fe-SOD inhibitors ChEBI Mn-SOD inhibitor ChEBI Mn-SOD inhibitors ChEBI SOD inhibitor ChEBI SOD inhibitors ChEBI SOD-1 inhibitor ChEBI SOD-1 inhibitors ChEBI SOD-2 inhibitor ChEBI SOD-2 inhibitors ChEBI SOD-3 inhibitor ChEBI SOD-3 inhibitors ChEBI SOD-4 inhibitor ChEBI SOD-4 inhibitors ChEBI SODF inhibitor ChEBI SODF inhibitors ChEBI SODS inhibitor ChEBI SODS inhibitors ChEBI copper-zinc superoxide dismutase inhibitor ChEBI copper-zinc superoxide dismutase inhibitors ChEBI cuprein inhibitor ChEBI cuprein inhibitors ChEBI cytocuprein inhibitor ChEBI cytocuprein inhibitors ChEBI erythrocuprein inhibitor ChEBI erythrocuprein inhibitors ChEBI ferrisuperoxide dismutase inhibitor ChEBI ferrisuperoxide dismutase inhibitors ChEBI hemocuprein inhibitor ChEBI hemocuprein inhibitors ChEBI hepatocuprein inhibitor ChEBI hepatocuprein inhibitors ChEBI superoxidase dismutase inhibitor ChEBI superoxidase dismutase inhibitors ChEBI superoxide dismutase (EC 1.15.1.1) inhibitor ChEBI superoxide dismutase (EC 1.15.1.1) inhibitors ChEBI superoxide dismutase I inhibitor ChEBI superoxide dismutase I inhibitors ChEBI superoxide dismutase II inhibitor ChEBI superoxide dismutase II inhibitors ChEBI superoxide dismutase inhibitor ChEBI superoxide dismutase inhibitors ChEBI superoxide:superoxide oxidoreductase inhibitor ChEBI superoxide:superoxide oxidoreductase inhibitors ChEBI An L-threonine derivative obtained by formal condensation of the carboxy group of 4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzoic acid with the amino group of N-hydroxy-L-threoninamide. PMCID:PMC3197220 PMID:17335290 PMID:18025458 PMID:20516283 PMID:21171638 PMID:22024823 PMID:26833150 PMID:27330072 PMID:27526195 Reaxys:18777591 colombos:CHIR-090 N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzamide chebi_ontology 0 437.195 437.489 C24H27N3O5 FQYBTYFKOHPWQT-VGSWGCGISA-N InChI=1S/C24H27N3O5/c1-17(28)22(24(30)26-31)25-23(29)21-10-8-19(9-11-21)3-2-18-4-6-20(7-5-18)16-27-12-14-32-15-13-27/h4-11,17,22,28,31H,12-16H2,1H3,(H,25,29)(H,26,30)/t17-,22+/m1/s1 O1CCN(CC1)CC2=CC=C(C=C2)C#CC3=CC=C(C(=O)N[C@@H]([C@H](O)C)C(=O)NO)C=C3 CHEBI:134107 CHIR-090 PMCID:PMC3197220 Europe PMC PMID:17335290 Europe PMC PMID:18025458 Europe PMC PMID:20516283 Europe PMC PMID:21171638 Europe PMC PMID:22024823 Europe PMC PMID:26833150 Europe PMC PMID:27330072 Europe PMC PMID:27526195 Europe PMC Reaxys:18777591 Reaxys N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzamide IUPAC 0 ChEBI 437.195 ChEBI 437.489 ChEBI C24H27N3O5 ChEBI FQYBTYFKOHPWQT-VGSWGCGISA-N ChEBI InChI=1S/C24H27N3O5/c1-17(28)22(24(30)26-31)25-23(29)21-10-8-19(9-11-21)3-2-18-4-6-20(7-5-18)16-27-12-14-32-15-13-27/h4-11,17,22,28,31H,12-16H2,1H3,(H,25,29)(H,26,30)/t17-,22+/m1/s1 ChEBI O1CCN(CC1)CC2=CC=C(C=C2)C#CC3=CC=C(C(=O)N[C@@H]([C@H](O)C)C(=O)NO)C=C3 ChEBI Any compound that inhibits the biosynthesis of any lipopolysaccharide. chebi_ontology lipopolysaccharide biosynthesis inhibitors CHEBI:134108 lipopolysaccharide biosynthesis inhibitor lipopolysaccharide biosynthesis inhibitors ChEBI An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of UDP-3-O-acyl-N-acetylglucosamine deacetylase (EC 3.5.1.108). Wikipedia:UDP-3-O-N-acetylglucosamine_deacetylase chebi_ontology EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitors EC 3.5.1.108 inhibitor EC 3.5.1.108 inhibitors LpxC deacetylase inhibitor LpxC deacetylase inhibitors LpxC enzyme inhibitor LpxC enzyme inhibitors LpxC inhibitor LpxC inhibitors UDP-(3-O-(R-3-hydroxymyristoyl))-N-acetylglucosamine deacetylase inhibitor UDP-(3-O-(R-3-hydroxymyristoyl))-N-acetylglucosamine deacetylase inhibitors UDP-(3-O-acyl)-N-acetylglucosamine deacetylase inhibitor UDP-(3-O-acyl)-N-acetylglucosamine deacetylase inhibitors UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitor UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitors UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitor UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitors UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine amidohydrolase inhibitor UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine amidohydrolase inhibitors UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetylglucosamine amidohydrolase inhibitor UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetylglucosamine amidohydrolase inhibitors UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase inhibitor UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase inhibitors UDP-3-O-acyl-GlcNAc deacetylase inhibitor UDP-3-O-acyl-GlcNAc deacetylase inhibitors deacetylase LpxC inhibitor deacetylase LpxC inhibitors CHEBI:134109 EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitor EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitors ChEBI EC 3.5.1.108 inhibitor ChEBI EC 3.5.1.108 inhibitors ChEBI LpxC deacetylase inhibitor ChEBI LpxC deacetylase inhibitors ChEBI LpxC enzyme inhibitor ChEBI LpxC enzyme inhibitors ChEBI LpxC inhibitor ChEBI LpxC inhibitors ChEBI UDP-(3-O-(R-3-hydroxymyristoyl))-N-acetylglucosamine deacetylase inhibitor ChEBI UDP-(3-O-(R-3-hydroxymyristoyl))-N-acetylglucosamine deacetylase inhibitors ChEBI UDP-(3-O-acyl)-N-acetylglucosamine deacetylase inhibitor ChEBI UDP-(3-O-acyl)-N-acetylglucosamine deacetylase inhibitors ChEBI UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitor ChEBI UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitors ChEBI UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitor ChEBI UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitors ChEBI UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine amidohydrolase inhibitor ChEBI UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine amidohydrolase inhibitors ChEBI UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetylglucosamine amidohydrolase inhibitor ChEBI UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetylglucosamine amidohydrolase inhibitors ChEBI UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase inhibitor ChEBI UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase inhibitors ChEBI UDP-3-O-acyl-GlcNAc deacetylase inhibitor ChEBI UDP-3-O-acyl-GlcNAc deacetylase inhibitors ChEBI deacetylase LpxC inhibitor ChEBI deacetylase LpxC inhibitors ChEBI volatile organic compounds Any organic compound having an initial boiling point less than or equal to 250 degreeC (482 degreeF) measured at a standard atmospheric pressure of 101.3 kPa. Wikipedia:Volatile_organic_compound colombos:VOC colombos:VOC:-1+1 chebi_ontology VOC VOCs volatile organic compounds CHEBI:134179 volatile organic compound VOC ChEBI VOCs ChEBI volatile organic compounds ChEBI An alkanesulfonate in which the carbon at position 1 is attached to R, which can represent hydrogens, a carbon chain, or other groups. CHEBI:22318 MetaCyc:Alkanesulfonates chebi_ontology -1 93.972 94.091 C(S([O-])(=O)=O)* CH2O3SR alkanesulfonate oxoanions alkanesulfonates an alkanesulfonate CHEBI:134249 alkanesulfonate oxoanion -1 ChEBI 93.972 ChEBI 94.091 ChEBI C(S([O-])(=O)=O)* ChEBI CH2O3SR ChEBI alkanesulfonate oxoanions ChEBI alkanesulfonates ChEBI an alkanesulfonate UniProt An N-oxide where there are three organic groups bonded to the nitrogen atom. Patent:EP0545208 Patent:EP0757983 Patent:EP0866058 Patent:EP1068179 Patent:US4206204 Patent:WO9950236 chebi_ontology *[N+](*)([O-])* 0 29.998 30.006 NOR3 tertiary amine oxides CHEBI:134363 tertiary amine oxide *[N+](*)([O-])* ChEBI 0 ChEBI 29.998 ChEBI 30.006 ChEBI NOR3 ChEBI tertiary amine oxides ChEBI Any oxo fatty acid in which an oxo substituent is located at position 3. chebi_ontology 3-keto fatty acid 3-keto fatty acids 3-oxo fatty acids CHEBI:134416 3-oxo fatty acid 3-keto fatty acid ChEBI 3-keto fatty acids ChEBI 3-oxo fatty acids ChEBI A class containing any titanium molecular entity that is an oxide of titanium. chebi_ontology titanium oxide CHEBI:134438 titanium oxides titanium oxide ChEBI A nanoparticle composed of any titanium oxide. chebi_ontology CHEBI:134441 titanium oxide nanoparticle A diol in which the two hydroxy groups are on different carbon atoms, usually but not necessarily adjacent. glycols chebi_ontology Glykol a glycol CHEBI:13643 glycol glycols IUPAC Glykol ChEBI a glycol UniProt Organonitrogen compounds that have the general structure R(1)(R(2))C=N(O)OH (R(1),R(2) = H, organyl). They are tautomers of C-nitro compounds. chebi_ontology 0 59.001 59.024 C(*)(=[N+](O)[O-])* CHNO2R2 aci-nitro compounds oxime N-oxide oxime N-oxides CHEBI:136622 aci-nitro compound 0 ChEBI 59.001 ChEBI 59.024 ChEBI C(*)(=[N+](O)[O-])* ChEBI CHNO2R2 ChEBI aci-nitro compounds ChEBI oxime N-oxide ChEBI oxime N-oxides ChEBI An organic group derived from any 3-oxo-Delta(4)-steroid. chebi_ontology 0 94.042 94.111 C1=C(C*)*C(CC1=O)* C6H6O a 3-oxo-Delta4-steroid group CHEBI:136849 3-oxo-Delta(4)-steroid group 0 ChEBI 94.042 ChEBI 94.111 ChEBI C1=C(C*)*C(CC1=O)* ChEBI C6H6O ChEBI a 3-oxo-Delta4-steroid group UniProt A compound that, on administration, undergoes conversion by biochemical (enzymatic), chemical (possibly following an enzymatic step), or physical (e.g. photochemical) activation processes before becoming the active agent for which it is a pro-agent. PMID:26449612 chebi_ontology pro-agents proagent proagents CHEBI:136859 pro-agent PMID:26449612 Europe PMC pro-agents ChEBI proagent ChEBI proagents ChEBI chebi_ontology 5beta steroids 5beta-steroid 5beta-steroids CHEBI:136889 5beta steroid 5beta steroids ChEBI 5beta-steroid ChEBI 5beta-steroids ChEBI A 3-oxo monocarboxylic acid anion that is the conjugate base of acetoacetic acid, arising from deprotonation of the carboxy group. Beilstein:4128534 CAS:141-81-1 KEGG:C00164 MetaCyc:3-KETOBUTYRATE Reaxys:4128534 UM-BBD_compID:c0069 3-oxobutanoate Acetoacetate acetoacetate chebi_ontology -1 101.024 101.08070 Acetoacetate ion(1-) Butanoic acid, 3-oxo-, ion(1-) C4H5O3 CC(=O)CC([O-])=O InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)/p-1 WDJHALXBUFZDSR-UHFFFAOYSA-M CHEBI:13705 acetoacetate Beilstein:4128534 Beilstein CAS:141-81-1 ChemIDplus Reaxys:4128534 Reaxys UM-BBD_compID:c0069 UM-BBD 3-oxobutanoate IUPAC Acetoacetate KEGG_COMPOUND acetoacetate UniProt -1 ChEBI 101.024 ChEBI 101.08070 ChEBI Acetoacetate ion(1-) ChemIDplus Butanoic acid, 3-oxo-, ion(1-) ChemIDplus C4H5O3 ChEBI CC(=O)CC([O-])=O ChEBI InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)/p-1 ChEBI WDJHALXBUFZDSR-UHFFFAOYSA-M ChEBI Water-soluble carbon monoxide-releasing molecule. CAS:475473-26-8 PDBeChem:318487530 colombos:CORM-3 chebi_ontology 0 292.591 292.866 C5H2ClNO5Ru Carbon monoxide releasing molecule 3 InChI=1S/C2H3NO2.3CO.ClH.Ru/c3-1-2(4)5;3*1-2;;/h1H2,(H,4,5);;;;1H;/q;;;;;+2/p-2 Tricarbonylchloro(glycinato)ruthenium UQJJDVOKPPHMJI-UHFFFAOYSA-L [Ru+2]1([Cl-])([O-]C(=O)C[N]1)([C]=O)([C]=O)[C]=O CHEBI:137081 CORM 3 CAS:475473-26-8 SUBMITTER PDBeChem:318487530 SUBMITTER 0 SUBMITTER 292.591 SUBMITTER 292.866 SUBMITTER C5H2ClNO5Ru SUBMITTER Carbon monoxide releasing molecule 3 SUBMITTER InChI=1S/C2H3NO2.3CO.ClH.Ru/c3-1-2(4)5;3*1-2;;/h1H2,(H,4,5);;;;1H;/q;;;;;+2/p-2 ChEBI Tricarbonylchloro(glycinato)ruthenium SUBMITTER UQJJDVOKPPHMJI-UHFFFAOYSA-L ChEBI [Ru+2]1([Cl-])([O-]C(=O)C[N]1)([C]=O)([C]=O)[C]=O ChEBI An atom of an element that exhibits properties that are between those of metals and nonmetals, or that has a mixture of them. The term generally includes boron, silicon, germanium, arsenic, antimony, and tellurium, while carbon, aluminium, selenium, polonium, and astatine are less commonly included. Wikipedia:Metalloid chebi_ontology metalloid metalloids CHEBI:137980 metalloid atom metalloid ChEBI metalloids ChEBI A compound formally derived from ammonium by replacing three hydrogen atoms by hydrocarbyl groups. chebi_ontology +1 15.011 15.015 HNR3 [NH+](*)(*)* a tertiary amine CHEBI:137982 tertiary amine(1+) +1 SUBMITTER 15.011 SUBMITTER 15.015 SUBMITTER HNR3 SUBMITTER [NH+](*)(*)* ChEBI a tertiary amine UniProt Any compound that can disrupt the functions of the endocrine (hormone) system PMID:27929035 PMID:28356401 PMID:28526231 Wikipedia:Endocrine_disruptor chebi_ontology endocrine disrupting chemical endocrine disrupting chemicals endocrine disrupting compound endocrine disrupting compounds endocrine disruptors endocrine-disrupting chemical endocrine-disrupting chemicals hormonally active agent hormonally active agents CHEBI:138015 endocrine disruptor PMID:27929035 Europe PMC PMID:28356401 Europe PMC PMID:28526231 Europe PMC endocrine disrupting chemical ChEBI endocrine disrupting chemicals ChEBI endocrine disrupting compound ChEBI endocrine disrupting compounds ChEBI endocrine disruptors ChEBI endocrine-disrupting chemical ChEBI endocrine-disrupting chemicals ChEBI hormonally active agent ChEBI hormonally active agents ChEBI Beilstein:3903503 CAS:302-11-4 Gmelin:239604 carbamate chebi_ontology -1 60.009 60.03212 CH2NO2 Carbamat InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)/p-1 KXDHJXZQYSOELW-UHFFFAOYSA-M Karbamat NC([O-])=O carbamate ion carbamic acid, ion(1-) CHEBI:13941 carbamate Beilstein:3903503 Beilstein CAS:302-11-4 ChemIDplus Gmelin:239604 Gmelin carbamate IUPAC carbamate UniProt -1 ChEBI 60.009 ChEBI 60.03212 ChEBI CH2NO2 ChEBI Carbamat ChEBI InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)/p-1 ChEBI KXDHJXZQYSOELW-UHFFFAOYSA-M ChEBI Karbamat ChEBI NC([O-])=O ChEBI carbamate ion ChemIDplus carbamic acid, ion(1-) ChemIDplus A D-glucose monophosphate in which the phosphate group is attached to position 6. chebi_ontology 0 260.13578 6-O-phosphono-D-glucose C6H13O9P D-glucose 6-(dihydrogen phosphate) CHEBI:14314 D-glucose 6-phosphate 0 ChEBI 260.13578 ChEBI 6-O-phosphono-D-glucose IUPAC C6H13O9P ChEBI D-glucose 6-(dihydrogen phosphate) IUPAC A glycerol monophosphate having the phosphate group located at position 1. CAS:57-03-4 HMDB:HMDB00126 KEGG:C03189 MetaCyc:Glycerol-1-phosphate PMID:1694860 PMID:22770225 PMID:6083437 Reaxys:1723974 Wikipedia:Glycerol_1-phosphate 2,3-dihydroxypropyl dihydrogen phosphate Glycerol 1-phosphate glycerol 1-(dihydrogen phosphate) chebi_ontology 0 1,2,3-propanetriol, 1-(dihydrogen phosphate) 1-glycerophosphate 1-glycerophosphoric acid 1-phosphoglycerol 172.014 172.07370 2,3-dihydroxypropyl dihydrogen phosphate 2,3-hydroxy-1-propyl dihydrogen phosphate 3-glycerophosphate AWUCVROLDVIAJX-UHFFFAOYSA-N C3H9O6P D,L-alpha-glycerol-phosphate DL-Glycerol 3-phosphate DL-Glyceryl 1-phosphate DL-glycerol 1-phosphate InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8) OCC(O)COP(O)(O)=O PG alpha-glycerophosphoric acid alpha-phosphoglycerol glycerol alpha-phosphate rac-Glycerol 1-phosphate CHEBI:14336 glycerol 1-phosphate CAS:57-03-4 ChemIDplus CAS:57-03-4 KEGG COMPOUND PMID:1694860 Europe PMC PMID:22770225 Europe PMC PMID:6083437 Europe PMC Reaxys:1723974 Reaxys 2,3-dihydroxypropyl dihydrogen phosphate IUPAC Glycerol 1-phosphate KEGG_COMPOUND glycerol 1-(dihydrogen phosphate) IUPAC 0 ChEBI 1,2,3-propanetriol, 1-(dihydrogen phosphate) ChemIDplus 1-glycerophosphate ChemIDplus 1-glycerophosphoric acid ChemIDplus 1-phosphoglycerol ChEBI 172.014 ChEBI 172.07370 ChEBI 2,3-dihydroxypropyl dihydrogen phosphate ChEBI 2,3-hydroxy-1-propyl dihydrogen phosphate ChemIDplus 3-glycerophosphate ChemIDplus AWUCVROLDVIAJX-UHFFFAOYSA-N ChEBI C3H9O6P ChEBI D,L-alpha-glycerol-phosphate MetaCyc DL-Glycerol 3-phosphate HMDB DL-Glycerol 3-phosphate KEGG_COMPOUND DL-Glyceryl 1-phosphate KEGG_COMPOUND DL-glycerol 1-phosphate MetaCyc InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8) ChEBI OCC(O)COP(O)(O)=O ChEBI PG ChEBI alpha-glycerophosphoric acid ChemIDplus alpha-phosphoglycerol ChemIDplus glycerol alpha-phosphate ChemIDplus rac-Glycerol 1-phosphate KEGG_COMPOUND A divalent inorganic anion obtained by removal of both protons from hydrogen sulfide. CAS:18496-25-8 UM-BBD_compID:c0569 sulfanediide sulfide(2-) chebi_ontology -2 31.972 32.06600 InChI=1S/S/q-2 S S(2-) Sulfide UCKMPCXJQFINFW-UHFFFAOYSA-N [S--] sulfide sulphide CHEBI:15138 sulfide(2-) CAS:18496-25-8 ChemIDplus UM-BBD_compID:c0569 UM-BBD sulfanediide IUPAC sulfide(2-) IUPAC -2 ChEBI 31.972 ChEBI 32.06600 ChEBI InChI=1S/S/q-2 ChEBI S ChEBI S(2-) IUPAC Sulfide ChemIDplus UCKMPCXJQFINFW-UHFFFAOYSA-N ChEBI [S--] ChEBI sulfide UniProt sulphide ChEBI Beilstein:5740673 rel-(2R,3R)-2,3-dihydroxybutanedioate chebi_ontology -2 148.07096 C4H4O6 CHEBI:15193 tartrate(2-) Beilstein:5740673 Beilstein rel-(2R,3R)-2,3-dihydroxybutanedioate IUPAC -2 ChEBI 148.07096 ChEBI C4H4O6 ChEBI A molecular entity that can accept an electron, a pair of electrons, an atom or a group from another molecular entity. CHEBI:13699 CHEBI:2377 KEGG:C00028 KEGG:C16722 Acceptor acceptor chebi_ontology A Akzeptor Hydrogen-acceptor Oxidized donor accepteur CHEBI:15339 acceptor Acceptor KEGG_COMPOUND acceptor UniProt A KEGG_COMPOUND Akzeptor ChEBI Hydrogen-acceptor KEGG_COMPOUND Oxidized donor KEGG_COMPOUND accepteur ChEBI A 3-oxo monocarboxylic acid that is butyric acid bearing a 3-oxo substituent. CHEBI:22172 CHEBI:2391 CHEBI:40507 Beilstein:1747690 CAS:541-50-4 DrugBank:DB01762 HMDB:HMDB00060 KEGG:C00164 KNApSAcK:C00007458 LIPID_MAPS_instance:LMFA01060003 MetaCyc:3-KETOBUTYRATE PMID:17190852 PMID:20444635 PMID:21806064 PMID:22382897 PMID:3884391 Reaxys:1747690 UM-BBD_compID:c0069 Wikipedia:Acetoacetic_acid 3-oxobutanoic acid Acetoacetic acid chebi_ontology 0 102.032 102.08864 3-Ketobutyric acid 3-Oxobutanoic acid 3-Oxobutyric acid 3-ketobutanoic acid C4H6O3 CC(=O)CC(O)=O InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) WDJHALXBUFZDSR-UHFFFAOYSA-N beta-Ketobutyric acid CHEBI:15344 acetoacetic acid Beilstein:1747690 Beilstein CAS:541-50-4 ChemIDplus CAS:541-50-4 KEGG COMPOUND LIPID_MAPS_instance:LMFA01060003 LIPID MAPS PMID:17190852 Europe PMC PMID:20444635 Europe PMC PMID:21806064 Europe PMC PMID:22382897 Europe PMC PMID:3884391 Europe PMC Reaxys:1747690 Reaxys UM-BBD_compID:c0069 ChEBI 3-oxobutanoic acid IUPAC Acetoacetic acid KEGG_COMPOUND 0 ChEBI 102.032 KEGG_COMPOUND 102.08864 ChEBI 3-Ketobutyric acid HMDB 3-Oxobutanoic acid KEGG_COMPOUND 3-Oxobutyric acid ChemIDplus 3-ketobutanoic acid ChEBI C4H6O3 KEGG_COMPOUND CC(=O)CC(O)=O ChEBI InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) ChEBI WDJHALXBUFZDSR-UHFFFAOYSA-N ChEBI beta-Ketobutyric acid KEGG_COMPOUND A thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit. CHEBI:13294 CHEBI:13295 CHEBI:13298 CHEBI:23355 CHEBI:3771 CHEBI:41597 CHEBI:41631 CHEBI:741566 Beilstein:77809 CAS:85-61-0 DrugBank:DB01992 KEGG:C00010 KNApSAcK:C00007258 PDBeChem:COA PDBeChem:COZ PMID:11923312 PMID:13025483 PMID:15014152 PMID:15893380 PMID:18407920 PMID:19666462 PMID:20351285 PMID:2981478 PMID:7310833 Wikipedia:Coenzyme_A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} COENZYME A Coenzyme A chebi_ontology 0 3'-phosphoadenosine-(5')diphospho(4')pantatheine 767.115 767.53540 C21H36N7O16P3S CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS CoA CoA-SH CoASH Coenzym A HSCoA InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1 Koenzym A RGJOEKWQDUBAIZ-IBOSZNHHSA-N [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate CHEBI:15346 coenzyme A Beilstein:77809 Beilstein CAS:85-61-0 ChemIDplus CAS:85-61-0 KEGG COMPOUND PMID:11923312 Europe PMC PMID:13025483 Europe PMC PMID:15014152 Europe PMC PMID:15893380 Europe PMC PMID:18407920 Europe PMC PMID:19666462 Europe PMC PMID:20351285 Europe PMC PMID:2981478 Europe PMC PMID:7310833 ChEMBL 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} IUPAC COENZYME A PDBeChem Coenzyme A KEGG_COMPOUND 0 ChEBI 3'-phosphoadenosine-(5')diphospho(4')pantatheine ChEBI 767.115 KEGG_COMPOUND 767.53540 ChEBI C21H36N7O16P3S KEGG_COMPOUND CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS ChEBI CoA KEGG_COMPOUND CoA-SH KEGG_COMPOUND CoASH ChEBI Coenzym A ChEBI HSCoA ChEBI InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1 ChEBI Koenzym A ChEBI RGJOEKWQDUBAIZ-IBOSZNHHSA-N ChEBI [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate ChEBI An acyl-CoA having acetyl as its S-acetyl component. CHEBI:13712 CHEBI:22192 CHEBI:2408 CHEBI:40470 CAS:72-89-9 ECMDB:ECMDB01206 HMDB:HMDB01206 KEGG:C00024 KNApSAcK:C00007259 PDBeChem:ACO PMID:12527305 PMID:12739170 PMID:15247244 PMID:16101314 PMID:16667687 PMID:16708165 PMID:17189273 PMID:17242360 PMID:17631502 PMID:18613815 PMID:19356710 PMID:19596230 PMID:19914586 PMID:3950616 Reaxys:78145 UM-BBD_compID:c0031 Wikipedia:Acetyl-CoA YMDB:YMDB00312 3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate) Acetyl-CoA chebi_ontology 0 809.126 809.57208 AcCoA Acetyl coenzyme A C23H38N7O17P3S CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1 S-acetyl-CoA S-acetyl-coenzyme A ZSLZBFCDCINBPY-ZSJPKINUSA-N CHEBI:15351 acetyl-CoA CAS:72-89-9 ChemIDplus CAS:72-89-9 KEGG COMPOUND PMID:12527305 Europe PMC PMID:12739170 Europe PMC PMID:15247244 Europe PMC PMID:16101314 Europe PMC PMID:16667687 Europe PMC PMID:16708165 Europe PMC PMID:17189273 Europe PMC PMID:17242360 Europe PMC PMID:17631502 Europe PMC PMID:18613815 Europe PMC PMID:19356710 Europe PMC PMID:19596230 Europe PMC PMID:19914586 Europe PMC PMID:3950616 Europe PMC Reaxys:78145 Reaxys UM-BBD_compID:c0031 ChEBI 3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate) IUPAC Acetyl-CoA KEGG_COMPOUND 0 ChEBI 809.126 KEGG_COMPOUND 809.57208 ChEBI AcCoA ChEBI Acetyl coenzyme A KEGG_COMPOUND C23H38N7O17P3S KEGG_COMPOUND CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 ChEBI InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1 ChEBI S-acetyl-CoA ChEBI S-acetyl-coenzyme A ChEBI ZSLZBFCDCINBPY-ZSJPKINUSA-N ChEBI A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function. CHEBI:13985 CHEBI:23212 CHEBI:3665 CHEBI:41524 Beilstein:1736748 CAS:62-49-7 DrugBank:DB00122 Drug_Central:3097 ECMDB:ECMDB00097 Gmelin:324597 HMDB:HMDB00097 KEGG:C00114 KEGG:D07690 KNApSAcK:C00007298 MetaCyc:CHOLINE PDBeChem:CHT PMID:10930630 PMID:12826235 PMID:12946691 PMID:14972364 PMID:16210714 PMID:17087106 PMID:17283071 PMID:17344490 PMID:18204095 PMID:18230680 PMID:18786517 PMID:18786520 PMID:19246089 PMID:20038853 PMID:20446114 PMID:22770225 PMID:22961562 PMID:23095202 PMID:23616508 PMID:23637565 PMID:23733158 PMID:6420466 PMID:7590654 PMID:9517478 Reaxys:1736748 Wikipedia:Choline YMDB:YMDB00227 2-hydroxy-N,N,N-trimethylethanaminium Choline choline chebi_ontology +1 104.108 104.17080 Bilineurine C5H14NO CHOLINE ION C[N+](C)(C)CCO InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 N,N,N-trimethylethanol-ammonium N-trimethylethanolamine OEYIOHPDSNJKLS-UHFFFAOYSA-N trimethylethanolamine CHEBI:15354 choline Beilstein:1736748 Beilstein CAS:62-49-7 ChemIDplus CAS:62-49-7 KEGG COMPOUND Drug_Central:3097 DrugCentral Gmelin:324597 Gmelin PMID:10930630 Europe PMC PMID:12826235 Europe PMC PMID:12946691 Europe PMC PMID:14972364 Europe PMC PMID:16210714 Europe PMC PMID:17087106 Europe PMC PMID:17283071 Europe PMC PMID:17344490 Europe PMC PMID:18204095 Europe PMC PMID:18230680 Europe PMC PMID:18786517 Europe PMC PMID:18786520 Europe PMC PMID:19246089 Europe PMC PMID:20038853 Europe PMC PMID:20446114 Europe PMC PMID:22770225 Europe PMC PMID:22961562 Europe PMC PMID:23095202 Europe PMC PMID:23616508 Europe PMC PMID:23637565 Europe PMC PMID:23733158 Europe PMC PMID:6420466 Europe PMC PMID:7590654 Europe PMC PMID:9517478 Europe PMC Reaxys:1736748 Reaxys 2-hydroxy-N,N,N-trimethylethanaminium IUPAC Choline KEGG_COMPOUND choline UniProt +1 ChEBI 104.108 ChEBI 104.17080 ChEBI Bilineurine KEGG_COMPOUND C5H14NO ChEBI CHOLINE ION PDBeChem C[N+](C)(C)CCO ChEBI InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 ChEBI N,N,N-trimethylethanol-ammonium ChEBI N-trimethylethanolamine ChEBI OEYIOHPDSNJKLS-UHFFFAOYSA-N ChEBI trimethylethanolamine ChEBI A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3. CHEBI:14061 CHEBI:23508 CHEBI:4050 Beilstein:1721406 CAS:3374-22-9 Gmelin:2933 KEGG:C00736 KNApSAcK:C00001351 KNApSAcK:C00007323 PMID:17439666 PMID:25181601 Reaxys:1721406 Wikipedia:Cysteine colombos:CYSTEINE colombos:CYSTEINE:+UNKNOWNg/L Cysteine cysteine chebi_ontology 0 121.020 121.15922 2-Amino-3-mercaptopropionic acid 2-amino-3-mercaptopropanoic acid 2-amino-3-sulfanylpropanoic acid C C3H7NO2S Cys Cystein Hcys InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) NC(CS)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N Zystein cisteina CHEBI:15356 cysteine Cystein ChEBI Hcys IUPAC InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) ChEBI NC(CS)C(O)=O ChEBI XUJNEKJLAYXESH-UHFFFAOYSA-N ChEBI Zystein ChEBI cisteina ChEBI Beilstein:1721406 Beilstein CAS:3374-22-9 ChemIDplus CAS:3374-22-9 KEGG COMPOUND CAS:3374-22-9 NIST Chemistry WebBook Gmelin:2933 Gmelin PMID:17439666 Europe PMC PMID:25181601 Europe PMC Reaxys:1721406 Reaxys Cysteine KEGG_COMPOUND cysteine ChEBI cysteine IUPAC 0 ChEBI 121.020 KEGG_COMPOUND 121.15922 ChEBI 2-Amino-3-mercaptopropionic acid KEGG_COMPOUND 2-amino-3-mercaptopropanoic acid JCBN 2-amino-3-sulfanylpropanoic acid IUPAC C ChEBI C3H7NO2S KEGG_COMPOUND Cys ChEBI A 2-oxo monocarboxylic acid anion that is the conjugate base of pyruvic acid, arising from deprotonation of the carboxy group. CHEBI:14987 CHEBI:26462 Beilstein:3587721 CAS:57-60-3 Gmelin:2502 KEGG:C00022 PMID:17190852 PMID:21603897 PMID:21823181 PMID:21854850 PMID:22006570 PMID:22016370 PMID:22215378 PMID:22311625 PMID:22451307 PMID:22458763 Reaxys:3587721 UM-BBD_compID:c0159 colombos:PYRUVATE 2-oxopropanoate pyruvate chebi_ontology -1 2-oxopropanoate 2-oxopropanoic acid, ion(1-) 87.008 87.05412 C3H3O3 CC(=O)C([O-])=O InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)/p-1 LCTONWCANYUPML-UHFFFAOYSA-M CHEBI:15361 pyruvate Beilstein:3587721 Beilstein CAS:57-60-3 ChemIDplus Gmelin:2502 Gmelin KEGG:C00022 ChEBI PMID:17190852 Europe PMC PMID:21603897 Europe PMC PMID:21823181 Europe PMC PMID:21854850 Europe PMC PMID:22006570 Europe PMC PMID:22016370 Europe PMC PMID:22215378 Europe PMC PMID:22311625 Europe PMC PMID:22451307 Europe PMC PMID:22458763 Europe PMC Reaxys:3587721 Reaxys UM-BBD_compID:c0159 ChEBI 2-oxopropanoate IUPAC pyruvate UniProt -1 ChEBI 2-oxopropanoate ChEBI 2-oxopropanoic acid, ion(1-) ChemIDplus 87.008 ChEBI 87.05412 ChEBI C3H3O3 ChEBI CC(=O)C([O-])=O ChEBI InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)/p-1 ChEBI LCTONWCANYUPML-UHFFFAOYSA-M ChEBI A simple monocarboxylic acid containing two carbons. CHEBI:22169 CHEBI:2387 CHEBI:40486 Beilstein:506007 CAS:64-19-7 Drug_Central:4211 Gmelin:1380 HMDB:HMDB00042 KEGG:C00033 KEGG:D00010 KNApSAcK:C00001176 LIPID_MAPS_instance:LMFA01010002 MetaCyc:ACET PDBeChem:ACT PDBeChem:ACY PMID:12005138 PMID:15107950 PMID:16630552 PMID:16774200 PMID:17190852 PMID:19416101 PMID:19469536 PMID:22153255 PMID:22173419 Reaxys:506007 Wikipedia:Acetic_acid ACETIC ACID Acetic acid acetic acid chebi_ontology 0 60.021 60.05200 AcOH C2H4O2 CC(O)=O CH3-COOH CH3CO2H E 260 E-260 E260 Essigsaeure Ethanoic acid Ethylic acid HOAc INS No. 260 InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) MeCO2H MeCOOH Methanecarboxylic acid QTBSBXVTEAMEQO-UHFFFAOYSA-N acide acetique ethoic acid CHEBI:15366 acetic acid Beilstein:506007 Beilstein CAS:64-19-7 ChemIDplus CAS:64-19-7 KEGG COMPOUND CAS:64-19-7 NIST Chemistry WebBook Drug_Central:4211 DrugCentral Gmelin:1380 Gmelin LIPID_MAPS_instance:LMFA01010002 LIPID MAPS PMID:12005138 Europe PMC PMID:15107950 Europe PMC PMID:16630552 Europe PMC PMID:16774200 Europe PMC PMID:17190852 Europe PMC PMID:19416101 Europe PMC PMID:19469536 Europe PMC PMID:22153255 Europe PMC PMID:22173419 Europe PMC Reaxys:506007 Reaxys ACETIC ACID PDBeChem Acetic acid KEGG_COMPOUND acetic acid IUPAC 0 ChEBI 60.021 KEGG_COMPOUND 60.05200 ChEBI AcOH ChEBI C2H4O2 KEGG_COMPOUND CC(O)=O ChEBI CH3-COOH IUPAC CH3CO2H ChEBI E 260 ChEBI E-260 ChEBI E260 ChEBI Essigsaeure ChEBI Ethanoic acid KEGG_COMPOUND Ethylic acid ChemIDplus HOAc ChEBI INS No. 260 ChEBI InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) ChEBI MeCO2H ChEBI MeCOOH ChEBI Methanecarboxylic acid ChemIDplus QTBSBXVTEAMEQO-UHFFFAOYSA-N ChEBI acide acetique ChemIDplus ethoic acid ChEBI CHEBI:10745 CHEBI:13416 CHEBI:23833 CHEBI:25366 CHEBI:30491 CHEBI:44742 CHEBI:7860 CAS:7782-44-7 Gmelin:485 HMDB:HMDB01377 KEGG:C00007 KEGG:D00003 MetaCyc:OXYGEN-MOLECULE MolBase:750 PDBeChem:OXY PMID:10906528 PMID:16977326 PMID:18210929 PMID:18638417 PMID:19840863 PMID:7710549 PMID:9463773 Wikipedia:Oxygen colombos:OXYGEN dioxygen chebi_ontology 0 31.990 31.99880 Disauerstoff E 948 E-948 E948 InChI=1S/O2/c1-2 MYMOFIZGZYHOMD-UHFFFAOYSA-N O2 O=O OXYGEN MOLECULE Oxygen [OO] dioxygene molecular oxygen CHEBI:15379 dioxygen CAS:7782-44-7 ChemIDplus CAS:7782-44-7 KEGG COMPOUND CAS:7782-44-7 NIST Chemistry WebBook Gmelin:485 Gmelin PMID:10906528 Europe PMC PMID:16977326 Europe PMC PMID:18210929 Europe PMC PMID:18638417 Europe PMC PMID:19840863 Europe PMC PMID:7710549 Europe PMC PMID:9463773 Europe PMC dioxygen IUPAC 0 ChEBI 31.990 KEGG_COMPOUND 31.99880 ChEBI Disauerstoff ChEBI E 948 ChEBI E-948 ChEBI E948 ChEBI InChI=1S/O2/c1-2 ChEBI MYMOFIZGZYHOMD-UHFFFAOYSA-N ChEBI O2 IUPAC O2 KEGG_COMPOUND O2 KEGG_COMPOUND O2 UniProt O=O ChEBI OXYGEN MOLECULE PDBeChem Oxygen KEGG_COMPOUND [OO] MolBase dioxygene ChEBI molecular oxygen ChEBI A sulfonium compound that is the S-adenosyl derivative of L-methionine. It is an intermediate in the metabolic pathway of methionine. CHEBI:10786 CHEBI:10833 CHEBI:12742 CHEBI:12757 CHEBI:12760 CHEBI:22036 CHEBI:45607 CHEBI:527887 CHEBI:8946 Beilstein:3576439 CAS:29908-03-0 COMe:MOL000172 DrugBank:DB00118 HMDB:HMDB01185 KEGG:C00019 KNApSAcK:C00007347 MetaCyc:S-ADENOSYLMETHIONINE PMID:11017945 PMID:17439666 Reaxys:3919754 Wikipedia:S-Adenosyl_methionine S-Adenosyl-L-methionine S-adenosyl-L-methionine [(3S)-3-amino-3-carboxypropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonium chebi_ontology (3S)-5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner salt +1 399.145 399.44500 Acylcarnitine AdoMet C15H23N6O5S C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1 MEFKEPWMEQBLKI-AIRLBKTGSA-O S-(5'-deoxyadenosin-5'-yl)-L-methionine S-Adenosylmethionine S-adenosylmethionine SAM SAMe [1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium CHEBI:15414 S-adenosyl-L-methionine Beilstein:3576439 Beilstein CAS:29908-03-0 ChemIDplus CAS:29908-03-0 KEGG COMPOUND PMID:11017945 Europe PMC PMID:17439666 Europe PMC Reaxys:3919754 Reaxys S-Adenosyl-L-methionine KEGG_COMPOUND S-adenosyl-L-methionine ChEBI [(3S)-3-amino-3-carboxypropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonium IUPAC (3S)-5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner salt ChemIDplus +1 ChEBI 399.145 ChEBI 399.44500 ChEBI Acylcarnitine KEGG_COMPOUND AdoMet JCBN C15H23N6O5S ChEBI C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 ChEBI InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1 ChEBI MEFKEPWMEQBLKI-AIRLBKTGSA-O ChEBI S-(5'-deoxyadenosin-5'-yl)-L-methionine JCBN S-Adenosylmethionine KEGG_COMPOUND S-adenosylmethionine ChEBI SAM JCBN SAMe ChemIDplus [1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium IUPAC An adenosine 5'-phosphate in which the 5'-phosphate is a triphosphate group. It is involved in the transportation of chemical energy during metabolic pathways. CHEBI:10789 CHEBI:10841 CHEBI:13236 CHEBI:22249 CHEBI:2359 CHEBI:40938 Beilstein:73010 CAS:56-65-5 DrugBank:DB00171 Drug_Central:91 Gmelin:34857 HMDB:HMDB00538 KEGG:C00002 KEGG:D08646 KNApSAcK:C00001491 PDBeChem:ATP Patent:US3079379 Reaxys:73010 Wikipedia:Adenosine_triphosphate ATP adenosine 5'-(tetrahydrogen triphosphate) chebi_ontology 0 506.996 507.18100 ADENOSINE-5'-TRIPHOSPHATE Adenosine 5'-triphosphate Adenosine triphosphate C10H16N5O13P3 H4atp InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-N CHEBI:15422 ATP Beilstein:73010 Beilstein CAS:56-65-5 ChemIDplus CAS:56-65-5 KEGG COMPOUND Drug_Central:91 DrugCentral Gmelin:34857 Gmelin Reaxys:73010 Reaxys ATP KEGG_COMPOUND adenosine 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 506.996 KEGG_COMPOUND 507.18100 ChEBI ADENOSINE-5'-TRIPHOSPHATE PDBeChem Adenosine 5'-triphosphate KEGG_COMPOUND Adenosine triphosphate ChemIDplus C10H16N5O13P3 KEGG_COMPOUND H4atp IUPAC InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI ZKHQWZAMYRWXGA-KQYNXXCUSA-N ChEBI The simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain. CHEBI:10792 CHEBI:14344 CHEBI:24368 CHEBI:42964 CHEBI:5460 Beilstein:635782 CAS:56-40-6 DrugBank:DB00145 Drug_Central:1319 ECMDB:ECMDB00123 Gmelin:1808 HMDB:HMDB00123 KEGG:C00037 KEGG:D00011 KNApSAcK:C00001361 MetaCyc:GLY PDBeChem:GLY PMID:10930630 PMID:11019925 PMID:11174716 PMID:11542461 PMID:11806864 PMID:12631515 PMID:12754315 PMID:12770151 PMID:12921899 PMID:15331688 PMID:15388434 PMID:15710237 PMID:16105183 PMID:16151895 PMID:16214212 PMID:16417482 PMID:16444815 PMID:16664855 PMID:16901953 PMID:16918424 PMID:16986325 PMID:16998855 PMID:17154252 PMID:17383967 PMID:17582620 PMID:17970719 PMID:18079355 PMID:18396796 PMID:18440992 PMID:18593588 PMID:18816054 PMID:18840508 PMID:19028609 PMID:19120667 PMID:19449910 PMID:19526731 PMID:19544666 PMID:19738917 PMID:19916621 PMID:19924257 PMID:21751272 PMID:22044190 PMID:22079563 PMID:22234938 PMID:22264337 PMID:22293292 PMID:22401276 PMID:22434786 Reaxys:635782 Wikipedia:Glycine YMDB:YMDB00016 GLYCINE Glycine aminoacetic acid glycine chebi_ontology 0 75.032 75.06664 Aminoacetic acid Aminoessigsaeure C2H5NO2 DHMQDGOQFOQNFH-UHFFFAOYSA-N G Gly Glycin Glycocoll Glykokoll Glyzin H2N-CH2-COOH Hgly InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) Leimzucker NCC(O)=O aminoethanoic acid CHEBI:15428 glycine Beilstein:635782 Beilstein CAS:56-40-6 ChemIDplus CAS:56-40-6 KEGG COMPOUND CAS:56-40-6 NIST Chemistry WebBook Drug_Central:1319 DrugCentral Gmelin:1808 Gmelin PMID:10930630 Europe PMC PMID:11019925 Europe PMC PMID:11174716 Europe PMC PMID:11542461 Europe PMC PMID:11806864 Europe PMC PMID:12631515 Europe PMC PMID:12754315 Europe PMC PMID:12770151 Europe PMC PMID:12921899 Europe PMC PMID:15331688 Europe PMC PMID:15388434 Europe PMC PMID:15710237 Europe PMC PMID:16105183 Europe PMC PMID:16151895 Europe PMC PMID:16214212 Europe PMC PMID:16417482 Europe PMC PMID:16444815 Europe PMC PMID:16664855 Europe PMC PMID:16901953 Europe PMC PMID:16918424 Europe PMC PMID:16986325 Europe PMC PMID:16998855 Europe PMC PMID:17154252 Europe PMC PMID:17383967 Europe PMC PMID:17582620 Europe PMC PMID:17970719 Europe PMC PMID:18079355 Europe PMC PMID:18396796 Europe PMC PMID:18440992 Europe PMC PMID:18593588 Europe PMC PMID:18816054 Europe PMC PMID:18840508 Europe PMC PMID:19028609 Europe PMC PMID:19120667 Europe PMC PMID:19449910 Europe PMC PMID:19526731 Europe PMC PMID:19544666 Europe PMC PMID:19738917 Europe PMC PMID:19916621 Europe PMC PMID:19924257 Europe PMC PMID:21751272 Europe PMC PMID:22044190 Europe PMC PMID:22079563 Europe PMC PMID:22234938 Europe PMC PMID:22264337 Europe PMC PMID:22293292 Europe PMC PMID:22401276 Europe PMC PMID:22434786 Europe PMC Reaxys:635782 Reaxys GLYCINE PDBeChem Glycine KEGG_COMPOUND aminoacetic acid IUPAC glycine IUPAC 0 ChEBI 75.032 KEGG_COMPOUND 75.06664 ChEBI Aminoacetic acid KEGG_COMPOUND Aminoessigsaeure ChEBI C2H5NO2 KEGG_COMPOUND DHMQDGOQFOQNFH-UHFFFAOYSA-N ChEBI G ChEBI Gly KEGG_COMPOUND Glycin ChemIDplus Glycocoll ChemIDplus Glykokoll ChEBI Glyzin ChEBI H2N-CH2-COOH IUPAC Hgly IUPAC InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) ChEBI Leimzucker ChemIDplus NCC(O)=O ChEBI aminoethanoic acid ChEBI aminoethanoic acid JCBN KEGG:C03834 3-Hydroxymonocarboxylic acid chebi_ontology 0 89.024 89.070 C3H5O3R OC([*])CC(O)=O CHEBI:1549 3-hydroxymonocarboxylic acid 3-Hydroxymonocarboxylic acid KEGG_COMPOUND 0 KEGG_COMPOUND 89.024 KEGG_COMPOUND 89.070 KEGG_COMPOUND C3H5O3R KEGG_COMPOUND OC([*])CC(O)=O ChEBI An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of phenylacetic acid. CHEBI:14780 CHEBI:25980 CHEBI:8086 CAS:7532-39-0 HMDB:HMDB06503 KEGG:C00582 KNApSAcK:C00007536 PMID:11260461 PMID:2009287 PMID:2553650 PMID:6142928 PMID:666745 PMID:6838224 PMID:8352646 PMID:9297469 Reaxys:8399067 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(phenylacetyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} Phenylacetyl-CoA Phenylacetyl-coa chebi_ontology 0 885.157 885.66804 C29H42N7O17P3S CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)Cc1ccccc1 Coenzyme A, S-(benzeneacetate) InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1 Phenylacetyl coenzyme A Phenylacetyl-coenzyme A ZIGIFDRJFZYEEQ-CECATXLMSA-N CHEBI:15537 phenylacetyl-CoA CAS:7532-39-0 ChemIDplus PMID:11260461 Europe PMC PMID:2009287 Europe PMC PMID:2553650 Europe PMC PMID:6142928 Europe PMC PMID:666745 Europe PMC PMID:6838224 Europe PMC PMID:8352646 Europe PMC PMID:9297469 Europe PMC Reaxys:8399067 Reaxys 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(phenylacetyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} IUPAC Phenylacetyl-CoA KEGG_COMPOUND Phenylacetyl-coa ChemIDplus 0 ChEBI 885.157 KEGG_COMPOUND 885.66804 ChEBI C29H42N7O17P3S KEGG_COMPOUND CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)Cc1ccccc1 ChEBI Coenzyme A, S-(benzeneacetate) ChemIDplus InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1 ChEBI Phenylacetyl coenzyme A KEGG_COMPOUND Phenylacetyl-coenzyme A ChemIDplus ZIGIFDRJFZYEEQ-CECATXLMSA-N ChEBI The D-enantiomer of alanine. CHEBI:10840 CHEBI:12899 CHEBI:20893 CHEBI:4087 CHEBI:41756 CHEBI:41798 CHEBI:41848 CHEBI:41877 Beilstein:1720249 CAS:338-69-2 DrugBank:DB01786 ECMDB:ECMDB01310 Gmelin:82157 HMDB:HMDB01310 KEGG:C00133 KNApSAcK:C00019654 MetaCyc:D-ALANINE PDBeChem:DAL PMID:10977898 PMID:1450921 PMID:22005737 PMID:22075031 PMID:22123251 PMID:22313760 PMID:3275662 Reaxys:1720249 YMDB:YMDB00993 D-Alanine D-alanine chebi_ontology (2R)-2-aminopropanoic acid (R)-2-aminopropanoic acid (R)-alanine 0 89.048 89.09322 C3H7NO2 C[C@@H](N)C(O)=O D-2-Aminopropionic acid D-Ala D-Alanin D-alpha-alanine D-alpha-aminopropionic acid DAL InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 QNAYBMKLOCPYGJ-UWTATZPHSA-N CHEBI:15570 D-alanine Beilstein:1720249 Beilstein CAS:338-69-2 ChemIDplus CAS:338-69-2 KEGG COMPOUND CAS:338-69-2 NIST Chemistry WebBook Gmelin:82157 Gmelin PMID:10977898 Europe PMC PMID:1450921 Europe PMC PMID:22005737 Europe PMC PMID:22075031 Europe PMC PMID:22123251 Europe PMC PMID:22313760 Europe PMC PMID:3275662 Europe PMC Reaxys:1720249 Reaxys D-Alanine KEGG_COMPOUND D-alanine IUPAC (2R)-2-aminopropanoic acid IUPAC (R)-2-aminopropanoic acid ChEBI (R)-alanine NIST_Chemistry_WebBook 0 ChEBI 89.048 KEGG_COMPOUND 89.09322 ChEBI C3H7NO2 KEGG_COMPOUND C[C@@H](N)C(O)=O ChEBI D-2-Aminopropionic acid KEGG_COMPOUND D-Ala KEGG_COMPOUND D-Alanin ChEBI D-alpha-alanine NIST_Chemistry_WebBook D-alpha-aminopropionic acid ChEBI DAL PDBeChem InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 ChEBI QNAYBMKLOCPYGJ-UWTATZPHSA-N ChEBI An optically active form of malate having (R)-configuration. CHEBI:11002 CHEBI:18685 KEGG:C00497 MetaCyc:CPD-660 (2R)-2-hydroxybutanedioate chebi_ontology (R)-malate -2 132.006 132.07156 BJEPYKJPYRNKOW-UWTATZPHSA-L C4H4O5 D-malate InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m1/s1 O[C@H](CC([O-])=O)C([O-])=O CHEBI:15588 (R)-malate(2-) KEGG:C00497 ChEBI (2R)-2-hydroxybutanedioate IUPAC (R)-malate UniProt -2 ChEBI 132.006 ChEBI 132.07156 ChEBI BJEPYKJPYRNKOW-UWTATZPHSA-L ChEBI C4H4O5 ChEBI D-malate ChEBI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m1/s1 ChEBI O[C@H](CC([O-])=O)C([O-])=O ChEBI An optically active form of malate having (S)-configuration. CHEBI:11066 CHEBI:13140 CHEBI:18784 Beilstein:4133558 KEGG:C00149 MetaCyc:MAL Reaxys:4133558 (2S)-2-hydroxybutanedioate chebi_ontology (S)-malate -2 132.006 132.07156 BJEPYKJPYRNKOW-REOHCLBHSA-L C4H4O5 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m0/s1 L-malate O[C@@H](CC([O-])=O)C([O-])=O CHEBI:15589 (S)-malate(2-) Beilstein:4133558 Beilstein KEGG:C00149 ChEBI Reaxys:4133558 Reaxys (2S)-2-hydroxybutanedioate IUPAC (S)-malate UniProt -2 ChEBI 132.006 ChEBI 132.07156 ChEBI BJEPYKJPYRNKOW-REOHCLBHSA-L ChEBI C4H4O5 ChEBI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m0/s1 ChEBI L-malate ChEBI O[C@@H](CC([O-])=O)C([O-])=O ChEBI A C4-dicarboxylate resulting from deprotonation of both carboxy groups of malic acid. CHEBI:14556 CHEBI:25114 Beilstein:3664410 CAS:149-61-1 Gmelin:327305 KEGG:C00711 PMID:17190852 Reaxys:3664410 2-hydroxybutanedioate chebi_ontology -2 132.006 132.07156 BJEPYKJPYRNKOW-UHFFFAOYSA-L C4H4O5 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2 OC(CC([O-])=O)C([O-])=O hydroxybutanedioic acid, ion(2-) mal malate anion malate dianion CHEBI:15595 malate(2-) Beilstein:3664410 Beilstein CAS:149-61-1 ChemIDplus Gmelin:327305 Gmelin KEGG:C00711 ChEBI PMID:17190852 Europe PMC Reaxys:3664410 Reaxys 2-hydroxybutanedioate IUPAC -2 ChEBI 132.006 ChEBI 132.07156 ChEBI BJEPYKJPYRNKOW-UHFFFAOYSA-L ChEBI C4H4O5 ChEBI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2 ChEBI OC(CC([O-])=O)C([O-])=O ChEBI hydroxybutanedioic acid, ion(2-) ChemIDplus mal IUPAC malate anion ChEBI malate dianion ChEBI CHEBI:18710 CHEBI:358 CHEBI:45866 Beilstein:1725147 Beilstein:4231301 CAS:526-83-0 CAS:87-69-4 Drug_Central:2566 Gmelin:82690 KEGG:C00898 PDBeChem:TLA (2R,3R)-2,3-dihydroxybutanedioic acid L-Tartaric acid chebi_ontology (+)-(R,R)-tartaric acid (+)-L-tartaric acid (+)-Tartaric acid (+)-Weinsaeure (+)-tartaric acid (2R,3R)-2,3-Dihydroxybernsteinsaeure (2R,3R)-2,3-dihydroxysuccinic acid (2R,3R)-Tartaric acid (2R,3R)-tartaric acid (R,R)-(+)-tartaric acid (R,R)-Tartaric acid 0 150.016 150.08684 C4H6O6 FEWJPZIEWOKRBE-JCYAYHJZSA-N InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1 L(+)-TARTARIC ACID L-threaric acid O[C@H]([C@@H](O)C(O)=O)C(O)=O Rechtsweinsaeure Weinsteinsaeure CHEBI:15671 L-tartaric acid Beilstein:1725147 Beilstein Beilstein:4231301 Beilstein CAS:526-83-0 ChemIDplus CAS:87-69-4 ChemIDplus CAS:87-69-4 KEGG COMPOUND CAS:87-69-4 NIST Chemistry WebBook Drug_Central:2566 DrugCentral Gmelin:82690 Gmelin (2R,3R)-2,3-dihydroxybutanedioic acid IUPAC L-Tartaric acid KEGG_COMPOUND (+)-(R,R)-tartaric acid ChemIDplus (+)-L-tartaric acid ChemIDplus (+)-Tartaric acid KEGG_COMPOUND (+)-Weinsaeure ChEBI (+)-tartaric acid IUPAC (2R,3R)-2,3-Dihydroxybernsteinsaeure ChemIDplus (2R,3R)-2,3-dihydroxysuccinic acid ChEBI (2R,3R)-Tartaric acid KEGG_COMPOUND (2R,3R)-tartaric acid IUPAC (R,R)-(+)-tartaric acid NIST_Chemistry_WebBook (R,R)-Tartaric acid KEGG_COMPOUND 0 ChEBI 150.016 KEGG_COMPOUND 150.08684 ChEBI C4H6O6 KEGG_COMPOUND FEWJPZIEWOKRBE-JCYAYHJZSA-N ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1 ChEBI L(+)-TARTARIC ACID PDBeChem L-threaric acid IUPAC O[C@H]([C@@H](O)C(O)=O)C(O)=O ChEBI Rechtsweinsaeure ChEBI Weinsteinsaeure ChemIDplus The D-enantiomer of tartaric acid. CHEBI:18806 CHEBI:446 CHEBI:45873 Beilstein:1725145 Beilstein:4666810 CAS:147-71-7 DrugBank:DB01694 Gmelin:50225 HMDB:HMDB29878 KEGG:C02107 MetaCyc:D-TARTRATE PDBeChem:TAR Reaxys:1725145 (2S,3S)-2,3-dihydroxybutanedioic acid D-Tartaric acid chebi_ontology (-)-(S,S)-tartaric acid (-)-D-tartaric acid (-)-Tartaric acid (-)-Weinsaeure (-)-tartaric acid (2S,3S)-(-)-tartaric acid (2S,3S)-Tartaric acid (2S,3S)-tartaric acid (S,S)-(-)-tartaric acid (S,S)-Tartaric acid 0 150.016 150.08684 C4H6O6 D(-)-TARTARIC ACID D-(-)-tartaric acid D-threaric acid FEWJPZIEWOKRBE-LWMBPPNESA-N InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m0/s1 Linksweinsaeure O[C@@H]([C@H](O)C(O)=O)C(O)=O CHEBI:15672 D-tartaric acid Beilstein:1725145 Beilstein Beilstein:4666810 Beilstein CAS:147-71-7 ChemIDplus CAS:147-71-7 KEGG COMPOUND CAS:147-71-7 NIST Chemistry WebBook Gmelin:50225 Gmelin Reaxys:1725145 Reaxys (2S,3S)-2,3-dihydroxybutanedioic acid IUPAC D-Tartaric acid KEGG_COMPOUND (-)-(S,S)-tartaric acid ChemIDplus (-)-D-tartaric acid ChemIDplus (-)-Tartaric acid KEGG_COMPOUND (-)-Weinsaeure ChEBI (-)-tartaric acid IUPAC (2S,3S)-(-)-tartaric acid ChemIDplus (2S,3S)-Tartaric acid KEGG_COMPOUND (2S,3S)-tartaric acid IUPAC (S,S)-(-)-tartaric acid ChemIDplus (S,S)-Tartaric acid KEGG_COMPOUND 0 ChEBI 150.016 KEGG_COMPOUND 150.08684 ChEBI C4H6O6 KEGG_COMPOUND D(-)-TARTARIC ACID PDBeChem D-(-)-tartaric acid ChemIDplus D-threaric acid IUPAC FEWJPZIEWOKRBE-LWMBPPNESA-N ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m0/s1 ChEBI Linksweinsaeure ChEBI O[C@@H]([C@H](O)C(O)=O)C(O)=O ChEBI A 2,3-dihydroxybutanedioic acid that has meso configuration. CHEBI:10599 CHEBI:25206 CHEBI:45680 Beilstein:1725146 Beilstein:4666811 CAS:147-73-9 Gmelin:3214 KEGG:C00552 PDBeChem:SRT (2R,3S)-2,3-dihydroxybutanedioic acid meso-Tartaric acid meso-tartaric acid chebi_ontology (2R,3S)-2,3-dihydroxysuccinic acid (2R,3S)-rel-2,3-dihydroxybutanedioic acid (2R,3S)-tartaric acid (R*,S*)-2,3-dihydroxybutanedioic acid 0 150.016 150.08684 C4H6O6 FEWJPZIEWOKRBE-XIXRPRMCSA-N InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2+ Mesoweinsaeure O[C@@H]([C@@H](O)C(O)=O)C(O)=O S,R MESO-TARTARIC ACID erythraric acid internally compensated tartaric acid m-tartaric acid mesotartaric acid unresolvable tartaric acid CHEBI:15673 meso-tartaric acid Beilstein:1725146 Beilstein Beilstein:4666811 Beilstein CAS:147-73-9 ChemIDplus CAS:147-73-9 KEGG COMPOUND CAS:147-73-9 NIST Chemistry WebBook Gmelin:3214 Gmelin (2R,3S)-2,3-dihydroxybutanedioic acid IUPAC meso-Tartaric acid KEGG_COMPOUND meso-tartaric acid IUPAC meso-tartaric acid UniProt (2R,3S)-2,3-dihydroxysuccinic acid ChEBI (2R,3S)-rel-2,3-dihydroxybutanedioic acid ChemIDplus (2R,3S)-tartaric acid IUPAC (R*,S*)-2,3-dihydroxybutanedioic acid ChemIDplus 0 ChEBI 150.016 KEGG_COMPOUND 150.08684 ChEBI C4H6O6 KEGG_COMPOUND FEWJPZIEWOKRBE-XIXRPRMCSA-N ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2+ ChEBI Mesoweinsaeure ChEBI O[C@@H]([C@@H](O)C(O)=O)C(O)=O ChEBI S,R MESO-TARTARIC ACID PDBeChem erythraric acid IUPAC internally compensated tartaric acid NIST_Chemistry_WebBook m-tartaric acid ChEBI mesotartaric acid ChemIDplus unresolvable tartaric acid NIST_Chemistry_WebBook A tetraric acid that is butanedioic acid substituted by hydroxy groups at positions 2 and 3. CHEBI:9404 CAS:87-69-4 Gmelin:27021 KEGG:C00898 KEGG:D00103 KNApSAcK:C00001206 Reaxys:510169 Wikipedia:Tartaric_Acid 2,3-dihydroxybutanedioic acid chebi_ontology (+)-Tartaric acid (2R,3R)-Tartaric acid (R,R)-Tartrate 0 150.016 150.08684 2,3-dihydroxysuccinic acid C4H6O6 FEWJPZIEWOKRBE-UHFFFAOYSA-N InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10) L-Tartaric acid OC(C(O)C(O)=O)C(O)=O Tartaric acid CHEBI:15674 2,3-dihydroxybutanedioic acid CAS:87-69-4 KEGG COMPOUND Gmelin:27021 Gmelin Reaxys:510169 Reaxys 2,3-dihydroxybutanedioic acid IUPAC (+)-Tartaric acid KEGG_COMPOUND (2R,3R)-Tartaric acid KEGG_COMPOUND (R,R)-Tartrate KEGG_COMPOUND 0 ChEBI 150.016 ChEBI 150.08684 ChEBI 2,3-dihydroxysuccinic acid ChEBI C4H6O6 ChEBI FEWJPZIEWOKRBE-UHFFFAOYSA-N ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10) ChEBI L-Tartaric acid KEGG_COMPOUND OC(C(O)C(O)=O)C(O)=O ChEBI Tartaric acid KEGG_COMPOUND An imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen. CHEBI:13761 CHEBI:22354 CHEBI:2594 CAS:97-59-6 Drug_Central:4268 HMDB:HMDB00462 KEGG:C01551 KEGG:D00121 KNApSAcK:C00007468 LINCS:LSM-5190 MetaCyc:ALLANTOIN PMID:11157020 PMID:14619112 PMID:17190852 Patent:US2158098 Reaxys:83514 Wikipedia:Allantoin Allantoin N-(2,5-dioxoimidazolidin-4-yl)urea allantoin chebi_ontology (2,5-Dioxo-4-imidazolidinyl)urea 0 158.044 158.11560 2,5-Dioxo-4-imidazolidinyl-urea 4-ureido-2,5-imidazolidinedione 5-Ureido-2,4-imidazolidindione 5-Ureidohydantoin C4H6N4O3 Glyoxyldiureide InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11) N-(2,5-Dioxo-4-imidazolidinyl)urea NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N CHEBI:15676 allantoin CAS:97-59-6 ChemIDplus CAS:97-59-6 KEGG COMPOUND CAS:97-59-6 NIST Chemistry WebBook Drug_Central:4268 DrugCentral PMID:11157020 Europe PMC PMID:14619112 Europe PMC PMID:17190852 Europe PMC Reaxys:83514 Reaxys Allantoin KEGG_COMPOUND N-(2,5-dioxoimidazolidin-4-yl)urea IUPAC allantoin UniProt (2,5-Dioxo-4-imidazolidinyl)urea ChemIDplus 0 ChEBI 158.044 KEGG_COMPOUND 158.11560 ChEBI 2,5-Dioxo-4-imidazolidinyl-urea NIST_Chemistry_WebBook 4-ureido-2,5-imidazolidinedione HMDB 5-Ureido-2,4-imidazolidindione ChemIDplus 5-Ureidohydantoin KEGG_COMPOUND C4H6N4O3 KEGG_COMPOUND Glyoxyldiureide KEGG_COMPOUND InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11) ChEBI N-(2,5-Dioxo-4-imidazolidinyl)urea HMDB NC(=O)NC1NC(=O)NC1=O ChEBI POJWUDADGALRAB-UHFFFAOYSA-N ChEBI Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals. CHEBI:13755 CHEBI:22305 CHEBI:2561 KEGG:C01370 Wikipedia:Aldose Aldose chebi_ontology 0 90.07790 C2H4O2(CH2O)n aldoses an aldose CHEBI:15693 aldose Aldose KEGG_COMPOUND 0 ChEBI 90.07790 ChEBI C2H4O2(CH2O)n ChEBI aldoses ChEBI an aldose UniProt Any alpha-amino acid having L-configuration at the alpha-carbon. CHEBI:13072 CHEBI:13243 CHEBI:13797 CHEBI:21224 CHEBI:6175 KEGG:C00151 L-alpha-amino acid L-alpha-amino acids chebi_ontology 0 74.024 74.05870 C2H4NO2R L-2-Amino acid L-Amino acid L-alpha-amino acids N[C@@H]([*])C(O)=O CHEBI:15705 L-alpha-amino acid L-alpha-amino acid IUPAC L-alpha-amino acids IUPAC 0 ChEBI 74.024 ChEBI 74.05870 ChEBI C2H4NO2R ChEBI L-2-Amino acid KEGG_COMPOUND L-Amino acid KEGG_COMPOUND L-alpha-amino acids ChEBI N[C@@H]([*])C(O)=O ChEBI A pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase. CHEBI:13510 CHEBI:27233 CHEBI:9850 Beilstein:71520 CAS:63-39-8 DrugBank:DB04005 Drug_Central:3639 Gmelin:307896 KEGG:C00075 PDBeChem:UTP UTP uridine 5'-(tetrahydrogen triphosphate) chebi_ontology 0 483.969 484.14116 5'-UTP C9H15N2O15P3 H4utp InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O PGAVKCOVUIYSFO-XVFCMESISA-N Uridine 5'-triphosphate Uridine triphosphate uridine 5'-triphosphoric acid CHEBI:15713 UTP Beilstein:71520 Beilstein CAS:63-39-8 ChemIDplus CAS:63-39-8 KEGG COMPOUND Drug_Central:3639 DrugCentral Gmelin:307896 Gmelin UTP KEGG_COMPOUND uridine 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 483.969 KEGG_COMPOUND 484.14116 ChEBI 5'-UTP ChemIDplus C9H15N2O15P3 KEGG_COMPOUND H4utp ChEBI InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 ChEBI O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O ChEBI PGAVKCOVUIYSFO-XVFCMESISA-N ChEBI Uridine 5'-triphosphate KEGG_COMPOUND Uridine triphosphate KEGG_COMPOUND uridine 5'-triphosphoric acid ChemIDplus A tertiary amine oxide resulting from the oxidation of the amino group of trimethylamine. CHEBI:15262 CHEBI:15263 CHEBI:27126 CHEBI:9733 Beilstein:1734787 CAS:1184-78-7 Gmelin:1839 HMDB:HMDB00925 KEGG:C01104 MetaCyc:TRIMENTHLAMINE-N-O PDBeChem:TMO PMID:12683801 PMID:1453985 PMID:17697669 PMID:19425246 PMID:22770225 PMID:3170512 PMID:3674879 Reaxys:1734787 Wikipedia:Trimethylamine_oxide N,N-dimethylmethanamine oxide Trimethylamine N-oxide trimethylamine N-oxide chebi_ontology (CH3)3NO 0 75.068 75.110 C3H9NO C[N+](C)([O-])C InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3 Me3N(+)O(-) Me3N(O) N(CH3)3O TMAO Trimethylaminoxid UYPYRKYUKCHHIB-UHFFFAOYSA-N trimethylamine oxide trimethyloxamine CHEBI:15724 trimethylamine N-oxide Beilstein:1734787 Beilstein CAS:1184-78-7 ChemIDplus CAS:1184-78-7 KEGG COMPOUND CAS:1184-78-7 NIST Chemistry WebBook Gmelin:1839 Gmelin PMID:12683801 Europe PMC PMID:1453985 Europe PMC PMID:17697669 Europe PMC PMID:19425246 Europe PMC PMID:22770225 Europe PMC PMID:3170512 Europe PMC PMID:3674879 Europe PMC Reaxys:1734787 Reaxys N,N-dimethylmethanamine oxide IUPAC Trimethylamine N-oxide KEGG_COMPOUND trimethylamine N-oxide UniProt (CH3)3NO IUPAC 0 ChEBI 75.068 ChEBI 75.110 ChEBI C3H9NO ChEBI C[N+](C)([O-])C ChEBI InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3 ChEBI Me3N(+)O(-) ChEBI Me3N(O) ChEBI N(CH3)3O ChEBI TMAO NIST_Chemistry_WebBook Trimethylaminoxid ChEBI UYPYRKYUKCHHIB-UHFFFAOYSA-N ChEBI trimethylamine oxide NIST_Chemistry_WebBook trimethyloxamine ChemIDplus A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it. CHEBI:13676 CHEBI:14887 CHEBI:26262 CHEBI:57489 CHEBI:8406 KEGG:C00226 Primary alcohol chebi_ontology 0 1-Alcohol 31.018 31.03390 CH3OR [H]C([H])(O)[*] a primary alcohol primary alcohols CHEBI:15734 primary alcohol Primary alcohol KEGG_COMPOUND 0 ChEBI 1-Alcohol KEGG_COMPOUND 31.018 ChEBI 31.03390 ChEBI CH3OR ChEBI [H]C([H])(O)[*] ChEBI a primary alcohol UniProt primary alcohols ChEBI A monocarboxylic acid anion that is the conjugate base of formic acid. Induces severe metabolic acidosis and ocular injury in human subjects. CHEBI:14276 CHEBI:24081 Beilstein:1901205 CAS:71-47-6 Gmelin:1006 HMDB:HMDB00142 KEGG:C00058 MetaCyc:FORMATE PMID:17190852 PMID:3946945 Reaxys:1901205 UM-BBD_compID:c0106 Wikipedia:Formate colombos:FORMATE formate chebi_ontology -1 44.998 45.01744 BDAGIHXWWSANSR-UHFFFAOYSA-M CHO2 HCO2 anion InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)/p-1 [H]C([O-])=O aminate formiate formic acid, ion(1-) formylate hydrogen carboxylate methanoate CHEBI:15740 formate Beilstein:1901205 Beilstein CAS:71-47-6 ChemIDplus CAS:71-47-6 NIST Chemistry WebBook Gmelin:1006 Gmelin PMID:17190852 Europe PMC PMID:3946945 Europe PMC Reaxys:1901205 Reaxys UM-BBD_compID:c0106 ChEBI formate IUPAC formate UniProt -1 ChEBI 44.998 ChEBI 45.01744 ChEBI BDAGIHXWWSANSR-UHFFFAOYSA-M ChEBI CHO2 ChEBI HCO2 anion NIST_Chemistry_WebBook InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)/p-1 ChEBI [H]C([O-])=O ChEBI aminate ChEBI formiate ChEBI formic acid, ion(1-) ChemIDplus formylate ChEBI hydrogen carboxylate ChEBI methanoate ChEBI An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle. CHEBI:22943 CHEBI:26807 CHEBI:45639 CHEBI:9304 Beilstein:1754069 CAS:110-15-6 DrugBank:DB00139 Drug_Central:2487 ECMDB:ECMDB00254 Gmelin:2785 HMDB:HMDB00254 KEGG:C00042 KNApSAcK:C00001205 LIPID_MAPS_instance:LMFA01170043 MetaCyc:SUC PDBeChem:SIN PMID:17439666 Reaxys:1754069 Wikipedia:Succinic_acid YMDB:YMDB00338 SUCCINIC ACID Succinic acid butanedioic acid succinic acid chebi_ontology 0 1,2-ethanedicarboxylic acid 118.027 118.08800 Bernsteinsaeure Butandisaeure Butanedionic acid C4H6O4 Dihydrofumaric acid E363 Ethylenesuccinic acid HOOC-CH2-CH2-COOH InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8) KDYFGRWQOYBRFD-UHFFFAOYSA-N OC(=O)CCC(O)=O acide butanedioique acide succinique acidum succinicum amber acid asuccin spirit of amber CHEBI:15741 succinic acid Beilstein:1754069 Beilstein CAS:110-15-6 ChemIDplus CAS:110-15-6 KEGG COMPOUND CAS:110-15-6 NIST Chemistry WebBook Drug_Central:2487 DrugCentral Gmelin:2785 Gmelin LIPID_MAPS_instance:LMFA01170043 LIPID MAPS PMID:17439666 Europe PMC Reaxys:1754069 Reaxys SUCCINIC ACID PDBeChem Succinic acid KEGG_COMPOUND butanedioic acid IUPAC succinic acid IUPAC 0 ChEBI 1,2-ethanedicarboxylic acid ChemIDplus 118.027 KEGG_COMPOUND 118.08800 ChEBI Bernsteinsaeure ChEBI Butandisaeure ChemIDplus Butanedionic acid KEGG_COMPOUND C4H6O4 KEGG_COMPOUND Dihydrofumaric acid HMDB E363 ChEBI Ethylenesuccinic acid KEGG_COMPOUND HOOC-CH2-CH2-COOH IUPAC InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8) ChEBI KDYFGRWQOYBRFD-UHFFFAOYSA-N ChEBI OC(=O)CCC(O)=O ChEBI acide butanedioique ChEBI acide succinique ChEBI acidum succinicum ChemIDplus amber acid NIST_Chemistry_WebBook asuccin NIST_Chemistry_WebBook spirit of amber ChEBI A primary amino compound obtained by formal decarboxylation of the amino acid tyrosine. CHEBI:15276 CHEBI:27174 CHEBI:9799 Beilstein:1099914 CAS:51-67-2 Drug_Central:2784 Gmelin:82946 HMDB:HMDB00306 KEGG:C00483 KNApSAcK:C00001435 LINCS:LSM-19016 MetaCyc:TYRAMINE PDBeChem:AEF PMID:11919655 PMID:12183041 PMID:12811595 PMID:15000446 PMID:15848803 PMID:18422653 PMID:18970430 PMID:19137318 PMID:19189084 PMID:21570963 PMID:21628600 PMID:21651557 PMID:21679153 PMID:21850574 PMID:21909937 PMID:22735334 PMID:3137238 Reaxys:1099914 Wikipedia:Tyramine 4-(2-aminoethyl)phenol Tyramine chebi_ontology 0 137.084 137.17900 2-(p-Hydroxyphenyl)ethylamine 4-Hydroxy-beta-phenylethylamine 4-Hydroxyphenylethylamine 4-hydroxyphenethylamine C8H11NO DZGWFCGJZKJUFP-UHFFFAOYSA-N InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2 NCCc1ccc(O)cc1 Tyramin beta-(4-Hydroxyphenyl)ethylamine p-(2-Aminoethyl)phenol p-(2-aminoethyl)phenol p-hydroxyphenethylamine p-hydroxyphenylethylamine p-tyramine CHEBI:15760 tyramine Beilstein:1099914 ChemIDplus CAS:51-67-2 ChemIDplus CAS:51-67-2 KEGG COMPOUND CAS:51-67-2 NIST Chemistry WebBook Drug_Central:2784 DrugCentral Gmelin:82946 Gmelin PMID:11919655 Europe PMC PMID:12183041 Europe PMC PMID:12811595 Europe PMC PMID:15000446 Europe PMC PMID:15848803 Europe PMC PMID:18422653 Europe PMC PMID:18970430 Europe PMC PMID:19137318 Europe PMC PMID:19189084 Europe PMC PMID:21570963 Europe PMC PMID:21628600 Europe PMC PMID:21651557 Europe PMC PMID:21679153 Europe PMC PMID:21850574 Europe PMC PMID:21909937 Europe PMC PMID:22735334 Europe PMC PMID:3137238 Europe PMC Reaxys:1099914 Reaxys 4-(2-aminoethyl)phenol IUPAC Tyramine KEGG_COMPOUND 0 ChEBI 137.084 KEGG_COMPOUND 137.17900 ChEBI 2-(p-Hydroxyphenyl)ethylamine KEGG_COMPOUND 4-Hydroxy-beta-phenylethylamine HMDB 4-Hydroxyphenylethylamine HMDB 4-hydroxyphenethylamine ChEBI C8H11NO KEGG_COMPOUND DZGWFCGJZKJUFP-UHFFFAOYSA-N ChEBI InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2 ChEBI NCCc1ccc(O)cc1 ChEBI Tyramin ChemIDplus beta-(4-Hydroxyphenyl)ethylamine HMDB p-(2-Aminoethyl)phenol HMDB p-(2-aminoethyl)phenol ChEBI p-hydroxyphenethylamine HMDB p-hydroxyphenylethylamine HMDB p-tyramine HMDB Any N-acyl-amino acid in which the amino acid moiety has D configuration. CHEBI:12474 CHEBI:21631 CHEBI:7224 chebi_ontology 0 101.011 101.06080 C3H3NO3R2 OC(=O)[C@@H]([*])NC([*])=O CHEBI:15778 N-acyl-D-amino acid 0 ChEBI 101.011 ChEBI 101.06080 ChEBI C3H3NO3R2 ChEBI OC(=O)[C@@H]([*])NC([*])=O ChEBI An N-acyl-D-glucosamine 6-phosphate that is the N-acetyl derivative of D-glucosamine 6-phosphate. It is a component of the aminosugar metabolism. CHEBI:12456 CHEBI:12564 CHEBI:21521 CHEBI:7127 DrugBank:DB03951 HMDB:HMDB01062 KEGG:C00357 KNApSAcK:C00019661 PMID:17077487 PMID:8125098 PMID:8747459 Reaxys:2337906 2-acetamido-2-deoxy-D-glucopyranose 6-(dihydrogen phosphate) N-Acetyl-D-glucosamine 6-phosphate N-acetyl-D-glucosamine 6-phosphate chebi_ontology 0 2-acetamido-2-deoxy-6-O-phosphono-D-glucopyranose 301.056 301.18774 BRGMHAYQAZFZDJ-RTRLPJTCSA-N C8H16NO9P CC(=O)N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1 CHEBI:15784 N-acetyl-D-glucosamine 6-phosphate PMID:17077487 Europe PMC PMID:8125098 Europe PMC PMID:8747459 Europe PMC Reaxys:2337906 Reaxys 2-acetamido-2-deoxy-D-glucopyranose 6-(dihydrogen phosphate) IUPAC N-Acetyl-D-glucosamine 6-phosphate KEGG_COMPOUND N-acetyl-D-glucosamine 6-phosphate ChEBI 0 ChEBI 2-acetamido-2-deoxy-6-O-phosphono-D-glucopyranose ChEBI 301.056 KEGG_COMPOUND 301.18774 ChEBI BRGMHAYQAZFZDJ-RTRLPJTCSA-N ChEBI C8H16NO9P KEGG_COMPOUND CC(=O)N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O ChEBI InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1 ChEBI A D-alpha-amino acid that is the D-isomer of arginine. CHEBI:12917 CHEBI:20917 CHEBI:4106 CHEBI:41855 Beilstein:1725412 CAS:157-06-2 DrugBank:DB04027 Gmelin:364938 HMDB:HMDB03416 KEGG:C00792 MetaCyc:CPD-220 PDBeChem:DAR PMID:15540275 PMID:15723827 PMID:16912865 PMID:19651461 PMID:22518022 Reaxys:1725412 D-Arginine D-arginine chebi_ontology (2R)-2-amino-5-(carbamimidamido)pentanoic acid (2R)-2-amino-5-guanidinopentanoic acid (R)-2-amino-5-guanidinopentanoic acid 0 174.112 174.20100 C6H14N4O2 D-2-Amino-5-guanidinovaleric acid D-Arginin DAR InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1 N[C@H](CCCNC(N)=N)C(O)=O ODKSFYDXXFIFQN-SCSAIBSYSA-N CHEBI:15816 D-arginine Beilstein:1725412 Beilstein CAS:157-06-2 ChemIDplus CAS:157-06-2 KEGG COMPOUND CAS:157-06-2 NIST Chemistry WebBook Gmelin:364938 Gmelin PMID:15540275 Europe PMC PMID:15723827 Europe PMC PMID:16912865 Europe PMC PMID:19651461 Europe PMC PMID:22518022 Europe PMC Reaxys:1725412 Reaxys D-Arginine KEGG_COMPOUND D-arginine IUPAC (2R)-2-amino-5-(carbamimidamido)pentanoic acid IUPAC (2R)-2-amino-5-guanidinopentanoic acid JCBN (R)-2-amino-5-guanidinopentanoic acid ChEBI 0 ChEBI 174.112 ChEBI 174.20100 ChEBI C6H14N4O2 ChEBI D-2-Amino-5-guanidinovaleric acid KEGG_COMPOUND D-Arginin ChEBI DAR PDBeChem InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1 ChEBI N[C@H](CCCNC(N)=N)C(O)=O ChEBI ODKSFYDXXFIFQN-SCSAIBSYSA-N ChEBI Fructose is a levorotatory monosaccharide and an isomer of glucose. Although fructose is a hexose (6 carbon sugar), it generally exists as a 5-member hemiketal ring (a furanose). CHEBI:12923 CHEBI:20929 CHEBI:4118 CAS:57-48-7 HMDB:HMDB00660 KEGG:C00095 MetaCyc:FRU PDBeChem:FRU PMID:22735334 D-arabino-hex-2-ulose D-fructose chebi_ontology 0 180.15588 C6H12O6 D-Fru D-arabino-Hexulose D-laevulose Fruit sugar Laevulose Levulose CHEBI:15824 D-fructose CAS:57-48-7 ChemIDplus CAS:57-48-7 KEGG COMPOUND PMID:22735334 Europe PMC D-arabino-hex-2-ulose IUPAC D-fructose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 KEGG_COMPOUND D-Fru JCBN D-arabino-Hexulose KEGG_COMPOUND D-laevulose ChEBI Fruit sugar KEGG_COMPOUND Laevulose ChEBI Levulose KEGG_COMPOUND CHEBI:13918 CHEBI:3178 CHEBI:49515 Beilstein:3587179 CAS:24959-67-9 Gmelin:14908 KEGG:C00720 KEGG:C01324 PDBeChem:BR Bromide bromide bromide(1-) chebi_ontology -1 78.918 79.90400 BROMIDE ION Br Br(-) Br- CPELXLSAUQHCOX-UHFFFAOYSA-M InChI=1S/BrH/h1H/p-1 [Br-] bromine anion CHEBI:15858 bromide Beilstein:3587179 Beilstein CAS:24959-67-9 ChemIDplus CAS:24959-67-9 KEGG COMPOUND CAS:24959-67-9 NIST Chemistry WebBook Gmelin:14908 Gmelin Bromide KEGG_COMPOUND bromide IUPAC bromide UniProt bromide(1-) IUPAC -1 ChEBI 78.918 KEGG_COMPOUND 79.90400 ChEBI BROMIDE ION PDBeChem Br KEGG_COMPOUND Br(-) IUPAC Br- KEGG_COMPOUND CPELXLSAUQHCOX-UHFFFAOYSA-M ChEBI InChI=1S/BrH/h1H/p-1 ChEBI [Br-] ChEBI bromine anion NIST_Chemistry_WebBook A fatty acid with a chain length ranging from C13 to C22. CHEBI:13655 CHEBI:14529 CHEBI:25075 CHEBI:6528 KEGG:C00638 Long-chain fatty acid chebi_ontology 0 44.998 CHO2R Higher fatty acid LCFA LCFAs OC([*])=O long-chain fatty acids CHEBI:15904 long-chain fatty acid Long-chain fatty acid KEGG_COMPOUND 0 ChEBI 44.998 ChEBI CHO2R ChEBI Higher fatty acid KEGG_COMPOUND LCFA ChEBI LCFAs ChEBI OC([*])=O ChEBI long-chain fatty acids ChEBI An organic heterobicyclic compound that consists of 2-oxohexahydro-1H-thieno[3,4-d]imidazole having a valeric acid substituent attached to the tetrahydrothiophene ring. The parent of the class of biotins. CHEBI:13905 CHEBI:22882 CHEBI:22884 CHEBI:3108 CHEBI:41236 Beilstein:86838 CAS:58-85-5 COMe:MOL000144 DrugBank:DB00121 Drug_Central:373 Gmelin:1918703 HMDB:HMDB00030 KEGG:C00120 KEGG:D00029 KNApSAcK:C00000756 LINCS:LSM-3994 MetaCyc:BIOTIN PDBeChem:BTN PMID:11435506 PMID:11800048 PMID:12055344 PMID:12803839 PMID:15012185 PMID:15202718 PMID:15272000 PMID:15899401 PMID:16419467 PMID:16676358 PMID:16677798 PMID:16769720 PMID:17297119 PMID:18452485 PMID:18509457 PMID:19319844 PMID:19727438 PMID:19928962 PMID:20967359 PMID:20974274 PMID:21248194 PMID:21356565 PMID:21373679 PMID:21596550 PMID:21871906 PMID:25515858 Reaxys:86838 Wikipedia:Biotin 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid BIOTIN Biotin chebi_ontology (+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid (3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acid 0 244.088 244.31172 5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid C10H16N2O3S Coenzyme R D-(+)-biotin D-Biotin InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1 Vitamin H YBJHBAHKTGYVGT-ZKWXMUAHSA-N [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 biotina biotine biotinum cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acid cis-Tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acid vitamin B7 CHEBI:15956 biotin Beilstein:86838 Beilstein CAS:58-85-5 ChemIDplus CAS:58-85-5 KEGG COMPOUND CAS:58-85-5 NIST Chemistry WebBook Drug_Central:373 DrugCentral Gmelin:1918703 Gmelin PMID:11435506 Europe PMC PMID:11800048 Europe PMC PMID:12055344 Europe PMC PMID:12803839 Europe PMC PMID:15012185 Europe PMC PMID:15202718 Europe PMC PMID:15272000 Europe PMC PMID:15899401 Europe PMC PMID:16419467 Europe PMC PMID:16676358 Europe PMC PMID:16677798 Europe PMC PMID:16769720 Europe PMC PMID:17297119 Europe PMC PMID:18452485 Europe PMC PMID:18509457 Europe PMC PMID:19319844 Europe PMC PMID:19727438 Europe PMC PMID:19928962 Europe PMC PMID:20967359 Europe PMC PMID:20974274 Europe PMC PMID:21248194 Europe PMC PMID:21356565 Europe PMC PMID:21373679 Europe PMC PMID:21596550 Europe PMC PMID:21871906 Europe PMC PMID:25515858 Europe PMC Reaxys:86838 Reaxys 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid IUPAC BIOTIN PDBeChem Biotin KEGG_COMPOUND (+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid HMDB (3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acid HMDB 0 ChEBI 244.088 KEGG_COMPOUND 244.31172 ChEBI 5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid HMDB C10H16N2O3S KEGG_COMPOUND Coenzyme R KEGG_COMPOUND D-(+)-biotin NIST_Chemistry_WebBook D-Biotin KEGG_COMPOUND InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1 ChEBI Vitamin H KEGG_COMPOUND YBJHBAHKTGYVGT-ZKWXMUAHSA-N ChEBI [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 ChEBI biotina ChemIDplus biotine ChemIDplus biotinum ChemIDplus cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid HMDB cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acid HMDB cis-Tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acid HMDB vitamin B7 NIST_Chemistry_WebBook Any mono-phosphorylated D-hexose having a chain of six carbon atoms in the molecule. CHEBI:12992 CHEBI:4196 KEGG:C02672 D-Hexose phosphate D-hexose phosphate chebi_ontology CHEBI:15965 D-hexose phosphate D-Hexose phosphate KEGG_COMPOUND D-hexose phosphate UniProt An sn-glycerol 3-phosphate having unsubstituted hydroxy groups. CHEBI:10648 CHEBI:12843 CHEBI:12848 CHEBI:26705 CHEBI:42793 Beilstein:1723975 CAS:17989-41-2 KEGG:C00093 KNApSAcK:C00007288 MetaCyc:GLYCEROL-3P PDBeChem:G3P PDBeChem:GP9 PMID:16745347 PMID:1694860 PMID:19049970 Reaxys:1723975 (2R)-2,3-dihydroxypropyl dihydrogen phosphate sn-Glycerol 3-phosphate sn-glycerol 3-(dihydrogen phosphate) chebi_ontology (R)-glycerol 1-phosphate 0 172.014 172.07372 AWUCVROLDVIAJX-GSVOUGTGSA-N C3H9O6P D-(glycerol 1-phosphate) D-Glycerol 1-phosphate Glycerol-3-phosphate Glycerophosphoric acid InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1 L-(glycerol 3-phosphate) OC[C@@H](O)COP(O)(O)=O Phosphorsaeure-mono-((R)-2,3-dihydroxy-propylester) SN-GLYCEROL-3-PHOSPHATE phosphoric acid mono-((R)-2,3-dihydroxy-propyl) ester sn-Gro-1-P CHEBI:15978 sn-glycerol 3-phosphate Beilstein:1723975 Beilstein CAS:17989-41-2 KEGG COMPOUND PMID:16745347 Europe PMC PMID:1694860 Europe PMC PMID:19049970 Europe PMC Reaxys:1723975 Reaxys (2R)-2,3-dihydroxypropyl dihydrogen phosphate IUPAC sn-Glycerol 3-phosphate KEGG_COMPOUND sn-glycerol 3-(dihydrogen phosphate) IUPAC (R)-glycerol 1-phosphate ChEBI 0 ChEBI 172.014 KEGG_COMPOUND 172.07372 ChEBI AWUCVROLDVIAJX-GSVOUGTGSA-N ChEBI C3H9O6P KEGG_COMPOUND D-(glycerol 1-phosphate) CBN D-Glycerol 1-phosphate KEGG_COMPOUND Glycerol-3-phosphate KEGG_COMPOUND Glycerophosphoric acid KEGG_COMPOUND InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1 ChEBI L-(glycerol 3-phosphate) CBN OC[C@@H](O)COP(O)(O)=O ChEBI Phosphorsaeure-mono-((R)-2,3-dihydroxy-propylester) ChEBI SN-GLYCEROL-3-PHOSPHATE PDBeChem phosphoric acid mono-((R)-2,3-dihydroxy-propyl) ester ChEBI sn-Gro-1-P KEGG_COMPOUND An N-acyl-D-glucosamine phosphate having the phosphate group placed at the 6-position. CHEBI:12477 CHEBI:21636 CHEBI:7227 KEGG:C04136 N-Acyl-D-glucosamine 6-phosphate chebi_ontology 0 286.033 286.15320 C7H13NO9PR N-acyl-D-glucosamine 6-phosphates O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1NC([*])=O CHEBI:15993 N-acyl-D-glucosamine 6-phosphate N-Acyl-D-glucosamine 6-phosphate KEGG_COMPOUND 0 ChEBI 286.033 ChEBI 286.15320 ChEBI C7H13NO9PR ChEBI N-acyl-D-glucosamine 6-phosphates ChEBI O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1NC([*])=O ChEBI CHEBI:13342 CHEBI:24451 CHEBI:42934 CHEBI:5234 Beilstein:1201437 Beilstein:74004 CAS:86-01-1 DrugBank:DB04137 KEGG:C00044 KNApSAcK:C00007223 PDBeChem:GTP GTP guanosine 5'-(tetrahydrogen triphosphate) chebi_ontology 0 5'-GTP 522.991 523.18062 C10H16N5O14P3 GUANOSINE-5'-TRIPHOSPHATE Guanosine 5'-triphosphate H4gtp InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O XKMLYUALXHKNFT-UUOKFMHZSA-N guanosine 5'-triphosphoric acid guanosine triphosphate CHEBI:15996 GTP Beilstein:1201437 ChemIDplus Beilstein:74004 Beilstein CAS:86-01-1 ChemIDplus CAS:86-01-1 KEGG COMPOUND GTP KEGG_COMPOUND guanosine 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 5'-GTP ChemIDplus 522.991 KEGG_COMPOUND 523.18062 ChEBI C10H16N5O14P3 KEGG_COMPOUND GUANOSINE-5'-TRIPHOSPHATE PDBeChem Guanosine 5'-triphosphate KEGG_COMPOUND H4gtp ChEBI InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 ChEBI Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI XKMLYUALXHKNFT-UUOKFMHZSA-N ChEBI guanosine 5'-triphosphoric acid ChemIDplus guanosine triphosphate ChemIDplus The D-enantiomer of glucaric acid. CHEBI:20982 CHEBI:4155 Beilstein:1728113 CAS:87-73-0 Gmelin:604332 HMDB:HMDB29881 KEGG:C00818 MetaCyc:D-GLUCARATE PMID:18384797 PMID:21269605 PMID:24333274 Reaxys:1728113 Wikipedia:Saccharic_acid (2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioic acid D-Glucaric acid D-glucaric acid chebi_ontology 0 210.038 210.13880 C6H10O8 D-(+)-saccharic acid D-Glucosaccharic acid D-Saccharic acid DSLZVSRJTYRBFB-LLEIAEIESA-N Glucaric acid InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m0/s1 L-Gularic acid O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O saccharic acid CHEBI:16002 D-glucaric acid Beilstein:1728113 Beilstein CAS:87-73-0 ChemIDplus CAS:87-73-0 KEGG COMPOUND CAS:87-73-0 NIST Chemistry WebBook Gmelin:604332 Gmelin PMID:18384797 Europe PMC PMID:21269605 Europe PMC PMID:24333274 Europe PMC Reaxys:1728113 Reaxys (2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioic acid IUPAC D-Glucaric acid KEGG_COMPOUND D-glucaric acid ChEBI D-glucaric acid IUPAC 0 ChEBI 210.038 KEGG_COMPOUND 210.13880 ChEBI C6H10O8 KEGG_COMPOUND D-(+)-saccharic acid HMDB D-Glucosaccharic acid KEGG_COMPOUND D-Saccharic acid KEGG_COMPOUND DSLZVSRJTYRBFB-LLEIAEIESA-N ChEBI Glucaric acid KEGG_COMPOUND InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m0/s1 ChEBI L-Gularic acid KEGG_COMPOUND O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O ChEBI saccharic acid NIST_Chemistry_WebBook An optically active form of lactate having (R)-configuration. CHEBI:11001 CHEBI:18684 Beilstein:4655978 Gmelin:362716 KEGG:C00256 MetaCyc:D-LACTATE Reaxys:4655978 (2R)-2-hydroxypropanoate (R)-lactate chebi_ontology -1 89.024 89.07000 C3H5O3 C[C@@H](O)C([O-])=O D-2-hydroxypropanoate D-2-hydroxypropionate D-lactate InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m1/s1 JVTAAEKCZFNVCJ-UWTATZPHSA-M CHEBI:16004 (R)-lactate Beilstein:4655978 Beilstein Gmelin:362716 Gmelin KEGG:C00256 ChEBI Reaxys:4655978 Reaxys (2R)-2-hydroxypropanoate IUPAC (R)-lactate UniProt -1 ChEBI 89.024 ChEBI 89.07000 ChEBI C3H5O3 ChEBI C[C@@H](O)C([O-])=O ChEBI D-2-hydroxypropanoate ChEBI D-2-hydroxypropionate ChEBI D-lactate ChEBI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m1/s1 ChEBI JVTAAEKCZFNVCJ-UWTATZPHSA-M ChEBI A ketotriose consisting of acetone bearing hydroxy substituents at positions 1 and 3. The simplest member of the class of ketoses and the parent of the class of glycerones. CHEBI:14340 CHEBI:24354 CHEBI:39809 CHEBI:5453 Beilstein:1740268 CAS:96-26-4 DrugBank:DB01775 HMDB:HMDB01882 KEGG:C00184 KEGG:D07841 MetaCyc:DIHYDROXYACETONE PDBeChem:2HA PMID:20936361 PMID:21549029 PMID:21598406 PMID:23543734 PMID:23554234 PMID:23748086 PMID:24209782 Reaxys:1740268 Wikipedia:Dihydroxyacetone 1,3-dihydroxypropan-2-one DIHYDROXYACETONE Dihydroxyacetone dihydroxyacetone chebi_ontology 0 1,3-Dihydroxy-2-propanone 1,3-Dihydroxyacetone 1,3-Dihydroxydimethyl ketone 1,3-Dihydroxypropan-2-one 1,3-Dihydroxypropanone 1,3-propanediol-2-one 90.032 90.078 Bis(hydroxymethyl) ketone C(CO)(CO)=O C3H6O3 DHA Glycerone InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2 RXKJFZQQPQGTFL-UHFFFAOYSA-N alpha,alpha'-dihydroxyacetone CHEBI:16016 dihydroxyacetone Beilstein:1740268 Beilstein CAS:96-26-4 ChemIDplus CAS:96-26-4 KEGG COMPOUND CAS:96-26-4 NIST Chemistry WebBook PMID:20936361 Europe PMC PMID:21549029 Europe PMC PMID:21598406 Europe PMC PMID:23543734 Europe PMC PMID:23554234 Europe PMC PMID:23748086 Europe PMC PMID:24209782 Europe PMC Reaxys:1740268 Reaxys 1,3-dihydroxypropan-2-one IUPAC DIHYDROXYACETONE PDBeChem Dihydroxyacetone KEGG_COMPOUND dihydroxyacetone UniProt 0 ChEBI 1,3-Dihydroxy-2-propanone KEGG_COMPOUND 1,3-Dihydroxyacetone KEGG_COMPOUND 1,3-Dihydroxydimethyl ketone ChemIDplus 1,3-Dihydroxypropan-2-one KEGG_COMPOUND 1,3-Dihydroxypropanone ChemIDplus 1,3-propanediol-2-one ChEBI 90.032 ChEBI 90.078 ChEBI Bis(hydroxymethyl) ketone HMDB C(CO)(CO)=O ChEBI C3H6O3 ChEBI DHA ChEBI Glycerone KEGG_COMPOUND InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2 ChEBI RXKJFZQQPQGTFL-UHFFFAOYSA-N ChEBI alpha,alpha'-dihydroxyacetone HMDB A purine ribonucleoside 5'-monophosphate having adenine as the nucleobase. CHEBI:12056 CHEBI:13234 CHEBI:13235 CHEBI:13736 CHEBI:13740 CHEBI:22242 CHEBI:22245 CHEBI:2356 CHEBI:40510 CHEBI:40726 CHEBI:40786 CHEBI:40826 CHEBI:47222 Beilstein:54612 CAS:61-19-8 COMe:MOL000174 DrugBank:DB00131 Drug_Central:92 Gmelin:38561 HMDB:HMDB00045 KEGG:C00020 KEGG:D02769 KNApSAcK:C00019347 LINCS:LSM-5914 MetaCyc:AMP PDBeChem:AMP PMID:11307758 PMID:12020809 PMID:12181610 PMID:15148540 PMID:15946677 PMID:16091942 PMID:16250233 PMID:16295522 PMID:17439666 PMID:22215671 PMID:22624049 PMID:2559771 Reaxys:54612 Wikipedia:Adenylic_acid 5'-adenylic acid AMP chebi_ontology 0 347.063 347.22120 5'-AMP 5'-Adenosine monophosphate 5'-Adenylic acid 5'-O-phosphonoadenosine ADENOSINE MONOPHOSPHATE Adenosine 5'-monophosphate Adenosine 5'-phosphate Adenosine-5'-monophosphoric acid Adenylate Adenylic acid Ado5'P C10H14N5O7P InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O PAdo UDMBCSSLTHHNCD-KQYNXXCUSA-N adenosine 5'-(dihydrogen phosphate) adenosine phosphate adenosine-5'P adenosini phosphas fosfato de adenosina pA phosphate d'adenosine CHEBI:16027 AMP Beilstein:54612 Beilstein CAS:61-19-8 ChemIDplus CAS:61-19-8 KEGG COMPOUND Drug_Central:92 DrugCentral Gmelin:38561 Gmelin PMID:11307758 Europe PMC PMID:12020809 Europe PMC PMID:12181610 Europe PMC PMID:15148540 Europe PMC PMID:15946677 Europe PMC PMID:16091942 Europe PMC PMID:16250233 Europe PMC PMID:16295522 Europe PMC PMID:17439666 Europe PMC PMID:22215671 Europe PMC PMID:22624049 Europe PMC PMID:2559771 Europe PMC Reaxys:54612 Reaxys 5'-adenylic acid IUPAC AMP KEGG_COMPOUND 0 ChEBI 347.063 KEGG_COMPOUND 347.22120 ChEBI 5'-AMP KEGG_COMPOUND 5'-Adenosine monophosphate KEGG_COMPOUND 5'-Adenylic acid KEGG_COMPOUND 5'-O-phosphonoadenosine CBN ADENOSINE MONOPHOSPHATE PDBeChem Adenosine 5'-monophosphate KEGG_COMPOUND Adenosine 5'-phosphate KEGG_COMPOUND Adenosine-5'-monophosphoric acid HMDB Adenylate KEGG_COMPOUND Adenylic acid KEGG_COMPOUND Ado5'P CBN C10H14N5O7P KEGG_COMPOUND InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI PAdo CBN UDMBCSSLTHHNCD-KQYNXXCUSA-N ChEBI adenosine 5'-(dihydrogen phosphate) CBN adenosine phosphate ChemIDplus adenosine phosphate WHO_MedNet adenosine-5'P CBN adenosini phosphas WHO_MedNet fosfato de adenosina WHO_MedNet pA ChEBI phosphate d'adenosine WHO_MedNet An aminopyrimidine that is pyrimidin-2-one having the amino group located at position 4. CHEBI:14066 CHEBI:23531 CHEBI:4072 CHEBI:41732 Beilstein:2637 CAS:71-30-7 Gmelin:82472 HMDB:HMDB00630 KEGG:C00380 KNApSAcK:C00001498 MetaCyc:CYTOSINE PDBeChem:CYT PMID:14253484 PMID:22770225 PMID:7877593 Reaxys:2637 Wikipedia:Cytosine 4-aminopyrimidin-2(1H)-one Cytosine cytosine chebi_ontology 0 111.043 111.10212 4-amino-2(1H)-pyrimidinone 4-amino-2-hydroxypyrimidine C C4H5N3O Cyt Cytosin InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8) Nc1cc[nH]c(=O)n1 OPTASPLRGRRNAP-UHFFFAOYSA-N Zytosin CHEBI:16040 cytosine Beilstein:2637 Beilstein CAS:71-30-7 ChemIDplus CAS:71-30-7 KEGG COMPOUND CAS:71-30-7 NIST Chemistry WebBook Gmelin:82472 Gmelin PMID:14253484 Europe PMC PMID:22770225 Europe PMC PMID:7877593 Europe PMC Reaxys:2637 Reaxys 4-aminopyrimidin-2(1H)-one IUPAC Cytosine KEGG_COMPOUND cytosine UniProt 0 ChEBI 111.043 KEGG_COMPOUND 111.10212 ChEBI 4-amino-2(1H)-pyrimidinone NIST_Chemistry_WebBook 4-amino-2-hydroxypyrimidine NIST_Chemistry_WebBook C ChEBI C4H5N3O KEGG_COMPOUND Cyt CBN Cytosin ChEBI InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8) ChEBI Nc1cc[nH]c(=O)n1 ChEBI OPTASPLRGRRNAP-UHFFFAOYSA-N ChEBI Zytosin ChEBI A monoatomic monoanion resulting from the addition of an electron to any halogen atom. CHEBI:14384 CHEBI:5605 KEGG:C00462 halide ions chebi_ontology -1 0.0 HX Halide X [*-] a halide anion halide anions halide(1-) halides halogen anion CHEBI:16042 halide anion halide ions IUPAC -1 ChEBI 0.0 ChEBI 0.0 ChEBI HX KEGG_COMPOUND Halide KEGG_COMPOUND X KEGG_COMPOUND [*-] ChEBI a halide anion UniProt halide anions ChEBI halide(1-) ChEBI halides ChEBI halogen anion ChEBI CHEBI:12479 CHEBI:12583 CHEBI:21641 CHEBI:57625 CHEBI:7229 KEGG:C00625 N-Acyl-D-mannosamine chebi_ontology 0 206.066 206.17330 C7H12NO6R OC[C@H](O)[C@H](O)[C@@H](O)[C@@H](NC([*])=O)C=O an N-acyl-D-mannosamine CHEBI:16062 N-acyl-D-mannosamine N-Acyl-D-mannosamine KEGG_COMPOUND 0 ChEBI 206.066 ChEBI 206.17330 ChEBI C7H12NO6R ChEBI OC[C@H](O)[C@H](O)[C@@H](O)[C@@H](NC([*])=O)C=O ChEBI an N-acyl-D-mannosamine UniProt A cyclic dicarboximide in which the two carboacyl groups on nitrogen together with the nitogen itself form a 1H-pyrrole-2,5-dione structure. CHEBI:14560 CHEBI:6654 CAS:541-59-3 KEGG:C07272 MetaCyc:MALEIMIDE PMID:11961142 Reaxys:106910 Wikipedia:Maleimide 1H-pyrrole-2,5-dione Maleimide chebi_ontology 0 2,5-Pyrroledione 97.016 97.07210 C4H3NO2 InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7) Maleic imide O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N CHEBI:16072 maleimide CAS:541-59-3 ChemIDplus CAS:541-59-3 KEGG COMPOUND CAS:541-59-3 NIST Chemistry WebBook PMID:11961142 Europe PMC Reaxys:106910 Reaxys 1H-pyrrole-2,5-dione IUPAC Maleimide KEGG_COMPOUND 0 ChEBI 2,5-Pyrroledione KEGG_COMPOUND 97.016 ChEBI 97.07210 ChEBI C4H3NO2 ChEBI InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7) ChEBI Maleic imide ChemIDplus O=C1NC(=O)C=C1 ChEBI PEEHTFAAVSWFBL-UHFFFAOYSA-N ChEBI A gamma-amino acid comprising 4-aminobutyric acid having a 2-hydroxy substituent. CHEBI:1780 CHEBI:20311 Beilstein:1721708 Beilstein:1752568 CAS:352-21-6 Drug_Central:1263 KEGG:C03678 KEGG:D00174 4-amino-3-hydroxybutanoic acid gamma-Amino-beta-hydroxybutyric acid gamma-amino-beta-hydroxybutyric acid chebi_ontology 0 119.058 119.11920 3-hydroxy-GABA 4-Amino-3-hydroxybutanoic acid 4-amino-3-hydroxybutyric acid C4H9NO3 GABOB InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8) NCC(O)CC(O)=O YQGDEPYYFWUPGO-UHFFFAOYSA-N CHEBI:16080 gamma-amino-beta-hydroxybutyric acid Beilstein:1721708 Beilstein Beilstein:1752568 Beilstein CAS:352-21-6 ChemIDplus CAS:352-21-6 KEGG COMPOUND Drug_Central:1263 DrugCentral 4-amino-3-hydroxybutanoic acid IUPAC gamma-Amino-beta-hydroxybutyric acid KEGG_COMPOUND gamma-amino-beta-hydroxybutyric acid UniProt 0 ChEBI 119.058 KEGG_COMPOUND 119.11920 ChEBI 3-hydroxy-GABA ChemIDplus 4-Amino-3-hydroxybutanoic acid KEGG_COMPOUND 4-amino-3-hydroxybutyric acid ChemIDplus C4H9NO3 KEGG_COMPOUND GABOB KEGG_COMPOUND InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8) ChEBI NCC(O)CC(O)=O ChEBI YQGDEPYYFWUPGO-UHFFFAOYSA-N ChEBI A divalent inorganic anion obtained by removal of both protons from thiosulfuric acid. CHEBI:15242 CHEBI:45922 CHEBI:9569 CAS:14383-50-7 Gmelin:2031 PDBeChem:THJ sulfurothioate thiosulfate trioxidosulfidosulfate(2-) chebi_ontology -2 111.929 112.13020 DHCDFWKWKRSZHF-UHFFFAOYSA-L Hyposulfite InChI=1S/H2O3S2/c1-5(2,3)4/h(H2,1,2,3,4)/p-2 O3S2 S2O3 S2O3(2-) TETRATHIONATE Thiosulfate [O-]S([S-])(=O)=O [SO3S](2-) thiosulfate ion(2-) thiosulphate trioxido-1kappa(3)O-disulfate(S--S)(2-) CHEBI:16094 thiosulfate(2-) CAS:14383-50-7 ChemIDplus Gmelin:2031 Gmelin sulfurothioate IUPAC thiosulfate IUPAC trioxidosulfidosulfate(2-) IUPAC -2 ChEBI 111.929 ChEBI 112.13020 ChEBI DHCDFWKWKRSZHF-UHFFFAOYSA-L ChEBI Hyposulfite KEGG_COMPOUND InChI=1S/H2O3S2/c1-5(2,3)4/h(H2,1,2,3,4)/p-2 ChEBI O3S2 ChEBI S2O3 ChEBI S2O3(2-) IUPAC TETRATHIONATE PDBeChem Thiosulfate KEGG_COMPOUND [O-]S([S-])(=O)=O ChEBI [SO3S](2-) IUPAC thiosulfate ion(2-) ChemIDplus thiosulphate ChemIDplus trioxido-1kappa(3)O-disulfate(S--S)(2-) IUPAC An azane that consists of a single nitrogen atom covelently bonded to three hydrogen atoms. CHEBI:13405 CHEBI:13406 CHEBI:13407 CHEBI:13771 CHEBI:22533 CHEBI:44269 CHEBI:44284 CHEBI:44404 CHEBI:7434 Beilstein:3587154 CAS:7664-41-7 Drug_Central:4625 Gmelin:79 HMDB:HMDB00051 KEGG:C00014 KEGG:D02916 KNApSAcK:C00007267 MetaCyc:AMMONIA MolBase:930 PDBeChem:NH3 PMID:110589 PMID:11139349 PMID:11540049 PMID:11746427 PMID:11783653 PMID:13753780 PMID:14663195 PMID:15092448 PMID:15094021 PMID:15554424 PMID:15969015 PMID:16008360 PMID:16050680 PMID:16348008 PMID:16349403 PMID:16614889 PMID:16664306 PMID:16842901 PMID:17025297 PMID:17439666 PMID:17569513 PMID:17737668 PMID:18670398 PMID:22002069 PMID:22081570 PMID:22088435 PMID:22100291 PMID:22130175 PMID:22150211 PMID:22240068 PMID:22290316 PMID:22342082 PMID:22385337 PMID:22443779 PMID:22560242 Reaxys:3587154 Wikipedia:Ammonia AMMONIA Ammonia ammonia azane chebi_ontology 0 17.027 17.03056 Ammoniak H3N InChI=1S/H3N/h1H3 NH3 QGZKDVFQNNGYKY-UHFFFAOYSA-N R-717 [H]N([H])[H] [NH3] ammoniac amoniaco spirit of hartshorn CHEBI:16134 ammonia Beilstein:3587154 Beilstein CAS:7664-41-7 ChemIDplus CAS:7664-41-7 KEGG COMPOUND CAS:7664-41-7 NIST Chemistry WebBook Drug_Central:4625 DrugCentral Gmelin:79 Gmelin PMID:110589 Europe PMC PMID:11139349 Europe PMC PMID:11540049 Europe PMC PMID:11746427 Europe PMC PMID:11783653 Europe PMC PMID:13753780 Europe PMC PMID:14663195 Europe PMC PMID:15092448 Europe PMC PMID:15094021 Europe PMC PMID:15554424 Europe PMC PMID:15969015 Europe PMC PMID:16008360 Europe PMC PMID:16050680 Europe PMC PMID:16348008 Europe PMC PMID:16349403 Europe PMC PMID:16614889 Europe PMC PMID:16664306 Europe PMC PMID:16842901 Europe PMC PMID:17025297 Europe PMC PMID:17439666 Europe PMC PMID:17569513 Europe PMC PMID:17737668 Europe PMC PMID:18670398 Europe PMC PMID:22002069 Europe PMC PMID:22081570 Europe PMC PMID:22088435 Europe PMC PMID:22100291 Europe PMC PMID:22130175 Europe PMC PMID:22150211 Europe PMC PMID:22240068 Europe PMC PMID:22290316 Europe PMC PMID:22342082 Europe PMC PMID:22385337 Europe PMC PMID:22443779 Europe PMC PMID:22560242 Europe PMC Reaxys:3587154 Reaxys AMMONIA PDBeChem Ammonia KEGG_COMPOUND ammonia IUPAC azane IUPAC 0 ChEBI 17.027 KEGG_COMPOUND 17.03056 ChEBI Ammoniak ChemIDplus H3N KEGG_COMPOUND InChI=1S/H3N/h1H3 ChEBI NH3 IUPAC NH3 KEGG_COMPOUND NH3 UniProt QGZKDVFQNNGYKY-UHFFFAOYSA-N ChEBI R-717 ChEBI [H]N([H])[H] ChEBI [NH3] MolBase ammoniac ChEBI amoniaco ChEBI spirit of hartshorn ChemIDplus A sulfur hydride consisting of s single sulfur atom bonded to two hydrogen atoms. A highly poisonous, flammable gas with a characteristic odour of rotten eggs, it is often produced by bacterial decomposition of organic matter in the absence of oxygen. CHEBI:13356 CHEBI:14414 CHEBI:24639 CHEBI:43058 CHEBI:45489 CHEBI:5787 Beilstein:3535004 CAS:7783-06-4 Drug_Central:4260 Gmelin:303 KEGG:C00283 KNApSAcK:C00007266 MolBase:1709 PDBeChem:H2S PMID:11788560 PMID:14654297 PMID:15003943 PMID:15607739 PMID:16446402 PMID:18098324 PMID:18524810 PMID:18948540 PMID:19695225 PMID:22004989 PMID:22378060 PMID:22448627 PMID:22473176 PMID:22486842 PMID:22520971 PMID:22787557 UM-BBD_compID:c0239 Wikipedia:Hydrogen_sulfide Hydrogen sulfide dihydridosulfur dihydrogen(sulfide) hydrogen sulfide sulfane chebi_ontology 0 33.988 34.08188 H2S HYDROSULFURIC ACID Hydrogen-sulfide InChI=1S/H2S/h1H2 RWSOTUBLDIXVET-UHFFFAOYSA-N Schwefelwasserstoff Sulfide [H]S[H] [SH2] acide sulfhydrique dihydrogen monosulfide dihydrogen sulfide hydrogen monosulfide hydrogen sulphide hydrogene sulfure sulfure d'hydrogene CHEBI:16136 hydrogen sulfide Beilstein:3535004 Beilstein CAS:7783-06-4 ChemIDplus CAS:7783-06-4 KEGG COMPOUND CAS:7783-06-4 NIST Chemistry WebBook Drug_Central:4260 DrugCentral Gmelin:303 Gmelin PMID:11788560 Europe PMC PMID:14654297 Europe PMC PMID:15003943 Europe PMC PMID:15607739 Europe PMC PMID:16446402 Europe PMC PMID:18098324 Europe PMC PMID:18524810 Europe PMC PMID:18948540 Europe PMC PMID:19695225 Europe PMC PMID:22004989 Europe PMC PMID:22378060 Europe PMC PMID:22448627 Europe PMC PMID:22473176 Europe PMC PMID:22486842 Europe PMC PMID:22520971 Europe PMC PMID:22787557 Europe PMC UM-BBD_compID:c0239 ChEBI Hydrogen sulfide KEGG_COMPOUND dihydridosulfur IUPAC dihydrogen(sulfide) IUPAC hydrogen sulfide IUPAC sulfane IUPAC 0 ChEBI 33.988 KEGG_COMPOUND 34.08188 ChEBI H2S IUPAC H2S KEGG_COMPOUND H2S KEGG_COMPOUND HYDROSULFURIC ACID PDBeChem Hydrogen-sulfide KEGG_COMPOUND InChI=1S/H2S/h1H2 ChEBI RWSOTUBLDIXVET-UHFFFAOYSA-N ChEBI Schwefelwasserstoff ChemIDplus Sulfide KEGG_COMPOUND [H]S[H] ChEBI [SH2] MolBase acide sulfhydrique ChemIDplus dihydrogen monosulfide NIST_Chemistry_WebBook dihydrogen sulfide NIST_Chemistry_WebBook hydrogen monosulfide NIST_Chemistry_WebBook hydrogen sulphide ChemIDplus hydrogene sulfure ChemIDplus sulfure d'hydrogene ChEBI The simplest member of the class of benzoates that is the conjugate base of benzoic acid, comprising a benzoic acid core with a proton missing to give a charge of -1. CHEBI:13879 CHEBI:22717 Beilstein:1862486 CAS:766-76-7 Gmelin:2945 HMDB:HMDB01870 KEGG:C00180 MetaCyc:BENZOATE Reaxys:1862486 UM-BBD_compID:c0121 benzoate chebi_ontology -1 121.029 121.11340 Benzenecarboxylate Benzeneformate Benzenemethanoate C7H5O2 InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)/p-1 Phenylcarboxylate Phenylformate WPYMKLBDIGXBTP-UHFFFAOYSA-M [O-]C(=O)c1ccccc1 benzoate anion benzoic acid, ion(1-) CHEBI:16150 benzoate Beilstein:1862486 Beilstein CAS:766-76-7 ChemIDplus CAS:766-76-7 NIST Chemistry WebBook Gmelin:2945 Gmelin KEGG:C00180 ChEBI Reaxys:1862486 Reaxys UM-BBD_compID:c0121 ChEBI benzoate IUPAC benzoate UniProt -1 ChEBI 121.029 ChEBI 121.11340 ChEBI Benzenecarboxylate HMDB Benzeneformate HMDB Benzenemethanoate HMDB C7H5O2 ChEBI InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)/p-1 ChEBI Phenylcarboxylate HMDB Phenylformate HMDB WPYMKLBDIGXBTP-UHFFFAOYSA-M ChEBI [O-]C(=O)c1ccccc1 ChEBI benzoate anion NIST_Chemistry_WebBook benzoic acid, ion(1-) ChemIDplus An N-acyl-amino acid in which amino acid specified is glycine. CHEBI:12484 CHEBI:21660 CHEBI:7238 KEGG:C02055 MetaCyc:CPD-426 N-Acylglycine chebi_ontology 0 102.019 102.06880 C3H4NO3R OC(=O)CNC([*])=O CHEBI:16180 N-acylglycine N-Acylglycine KEGG_COMPOUND 0 ChEBI 102.019 ChEBI 102.06880 ChEBI C3H4NO3R ChEBI OC(=O)CNC([*])=O ChEBI A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC). CHEBI:14585 CHEBI:25220 CHEBI:6811 Beilstein:1718732 CAS:74-82-8 Gmelin:59 HMDB:HMDB02714 KEGG:C01438 MetaCyc:CH4 PDBeChem:CH3 PMID:17791569 PMID:23104415 PMID:23353606 PMID:23376302 PMID:23397538 PMID:23718889 PMID:23739479 PMID:23742231 PMID:23756351 PMID:24132456 PMID:24161402 PMID:24259373 Patent:FR994032 Patent:US2583090 Reaxys:1718732 UM-BBD_compID:c0095 Wikipedia:Methane Methane methane tetrahydridocarbon chebi_ontology 0 16.031 16.04246 CH4 InChI=1S/CH4/h1H4 Methan VNWKTOKETHGBQD-UHFFFAOYSA-N [H]C([H])([H])[H] marsh gas metano methyl hydride CHEBI:16183 methane Beilstein:1718732 ChemIDplus CAS:74-82-8 ChemIDplus CAS:74-82-8 KEGG COMPOUND CAS:74-82-8 NIST Chemistry WebBook Gmelin:59 Gmelin PMID:17791569 Europe PMC PMID:23104415 Europe PMC PMID:23353606 Europe PMC PMID:23376302 Europe PMC PMID:23397538 Europe PMC PMID:23718889 Europe PMC PMID:23739479 Europe PMC PMID:23742231 Europe PMC PMID:23756351 Europe PMC PMID:24132456 Europe PMC PMID:24161402 Europe PMC PMID:24259373 Europe PMC Reaxys:1718732 Reaxys UM-BBD_compID:c0095 UM-BBD Methane KEGG_COMPOUND methane ChEBI methane IUPAC methane UniProt tetrahydridocarbon IUPAC 0 ChEBI 16.031 KEGG_COMPOUND 16.04246 ChEBI CH4 IUPAC CH4 KEGG_COMPOUND InChI=1S/CH4/h1H4 ChEBI Methan ChEBI VNWKTOKETHGBQD-UHFFFAOYSA-N ChEBI [H]C([H])([H])[H] ChEBI marsh gas NIST_Chemistry_WebBook metano ChEBI methyl hydride ChemIDplus A sulfur oxoanion obtained by deprotonation of both OH groups of sulfuric acid. CHEBI:15135 CHEBI:45687 CHEBI:9335 Beilstein:3648446 CAS:14808-79-8 Gmelin:2120 HMDB:HMDB01448 KEGG:C00059 KEGG:D05963 MetaCyc:SULFATE PDBeChem:SO4 PMID:11200094 PMID:11452993 PMID:11581495 PMID:11798107 PMID:12166931 PMID:12668033 PMID:14597181 PMID:15093386 PMID:15984785 PMID:16186560 PMID:16345535 PMID:16347366 PMID:16348007 PMID:16483812 PMID:16534979 PMID:16656509 PMID:16742508 PMID:16742518 PMID:17120760 PMID:17420092 PMID:17439666 PMID:17709180 PMID:18398178 PMID:18815700 PMID:18846414 PMID:19047345 PMID:19244483 PMID:19544990 PMID:19628332 PMID:19812358 Reaxys:3648446 Wikipedia:Sulfate Sulfate sulfate tetraoxidosulfate(2-) tetraoxosulfate(2-) tetraoxosulfate(VI) chebi_ontology -2 95.952 96.06360 InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-2 O4S QAOWNCQODCNURD-UHFFFAOYSA-L SO4(2-) SULFATE ION Sulfate anion(2-) Sulfate dianion Sulfate(2-) Sulfuric acid ion(2-) [O-]S([O-])(=O)=O [SO4](2-) sulphate sulphate ion CHEBI:16189 sulfate Beilstein:3648446 Beilstein CAS:14808-79-8 ChemIDplus CAS:14808-79-8 NIST Chemistry WebBook Gmelin:2120 Gmelin PMID:11200094 Europe PMC PMID:11452993 Europe PMC PMID:11581495 Europe PMC PMID:11798107 Europe PMC PMID:12166931 Europe PMC PMID:12668033 Europe PMC PMID:14597181 Europe PMC PMID:15093386 Europe PMC PMID:15984785 Europe PMC PMID:16186560 Europe PMC PMID:16345535 Europe PMC PMID:16347366 Europe PMC PMID:16348007 Europe PMC PMID:16483812 Europe PMC PMID:16534979 Europe PMC PMID:16656509 Europe PMC PMID:16742508 Europe PMC PMID:16742518 Europe PMC PMID:17120760 Europe PMC PMID:17420092 Europe PMC PMID:17439666 Europe PMC PMID:17709180 Europe PMC PMID:18398178 Europe PMC PMID:18815700 Europe PMC PMID:18846414 Europe PMC PMID:19047345 Europe PMC PMID:19244483 Europe PMC PMID:19544990 Europe PMC PMID:19628332 Europe PMC PMID:19812358 Europe PMC Reaxys:3648446 Reaxys Sulfate KEGG_COMPOUND sulfate IUPAC sulfate UniProt tetraoxidosulfate(2-) IUPAC tetraoxosulfate(2-) IUPAC tetraoxosulfate(VI) IUPAC -2 ChEBI 95.952 ChEBI 96.06360 ChEBI InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-2 ChEBI O4S ChEBI QAOWNCQODCNURD-UHFFFAOYSA-L ChEBI SO4(2-) IUPAC SULFATE ION PDBeChem Sulfate anion(2-) HMDB Sulfate dianion HMDB Sulfate(2-) HMDB Sulfuric acid ion(2-) HMDB [O-]S([O-])(=O)=O ChEBI [SO4](2-) IUPAC sulphate ChEBI sulphate ion ChEBI A carbonyl group with two C-bound amine groups. CHEBI:15292 CHEBI:27218 CHEBI:46379 CHEBI:9888 Beilstein:635724 CAS:57-13-6 DrugBank:DB03904 Drug_Central:4264 ECMDB:ECMDB04172 Gmelin:1378 HMDB:HMDB00294 KEGG:C00086 KEGG:D00023 KNApSAcK:C00007314 MetaCyc:UREA PDBeChem:URE PMID:18037357 PMID:22770225 Reaxys:635724 UM-BBD_compID:c0165 Wikipedia:Urea YMDB:YMDB00003 UREA Urea urea chebi_ontology 0 60.032 60.05534 CH4N2O Carbamide E927b H2NC(O)NH2 Harnstoff InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4) Karbamid NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N carbamide carbonyldiamide ur uree CHEBI:16199 urea Beilstein:635724 Beilstein CAS:57-13-6 ChemIDplus CAS:57-13-6 KEGG COMPOUND CAS:57-13-6 NIST Chemistry WebBook Drug_Central:4264 DrugCentral Gmelin:1378 Gmelin PMID:18037357 Europe PMC PMID:22770225 Europe PMC Reaxys:635724 Reaxys UM-BBD_compID:c0165 UM-BBD UREA PDBeChem Urea KEGG_COMPOUND urea IUPAC urea UniProt 0 ChEBI 60.032 KEGG_COMPOUND 60.05534 ChEBI CH4N2O KEGG_COMPOUND Carbamide KEGG_COMPOUND E927b ChEBI H2NC(O)NH2 ChEBI Harnstoff NIST_Chemistry_WebBook InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4) ChEBI Karbamid ChEBI NC(N)=O ChEBI XSQUKJJJFZCRTK-UHFFFAOYSA-N ChEBI carbamide ChEBI carbonyldiamide NIST_Chemistry_WebBook ur IUPAC uree ChEBI A divalent inorganic anion obtained by removal of both protons from phosphonic acid CHEBI:14820 CHEBI:39856 CHEBI:8154 Gmelin:1618 KEGG:C06701 MetaCyc:PHOSPHONATE PDBeChem:2PO hydridotrioxidophosphate(2-) hydridotrioxophosphate(2-) chebi_ontology -2 79.966 79.97990 ABLZXFCXXLZCGV-UHFFFAOYSA-L HO3P InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-2 PHO3(2-) PHOSPHONATE Phosphonate [H]P([O-])([O-])=O [PHO3](2-) phosphonate CHEBI:16215 phosphonate(2-) Gmelin:1618 Gmelin hydridotrioxidophosphate(2-) IUPAC hydridotrioxophosphate(2-) IUPAC -2 ChEBI 79.966 ChEBI 79.97990 ChEBI ABLZXFCXXLZCGV-UHFFFAOYSA-L ChEBI HO3P ChEBI InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-2 ChEBI PHO3(2-) IUPAC PHOSPHONATE PDBeChem Phosphonate KEGG_COMPOUND [H]P([O-])([O-])=O ChEBI [PHO3](2-) IUPAC phosphonate IUPAC phosphonate UniProt An optically active glycerol 1-phosphate having (S)-configuration. CHEBI:12844 CHEBI:26702 CHEBI:26703 CHEBI:39668 CHEBI:5450 Beilstein:1723976 CAS:5746-57-6 KEGG:C00623 MetaCyc:SN-GLYCEROL-1-PHOSPHATE PDBeChem:1GP PMID:15066037 PMID:16428851 PMID:8586635 Reaxys:1723976 (2S)-2,3-dihydroxypropyl dihydrogen phosphate sn-Glycerol 1-phosphate sn-glycerol 1-(dihydrogen phosphate) chebi_ontology 0 172.014 172.07372 AWUCVROLDVIAJX-VKHMYHEASA-N C3H9O6P D-(glycerol 3-phosphate) InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/s1 L-(glycerol 1-phosphate) L-Glycerol 1-phosphate OC[C@H](O)COP(O)(O)=O SN-GLYCEROL-1-PHOSPHATE sn-Gro-1-P CHEBI:16221 sn-glycerol 1-phosphate Beilstein:1723976 Beilstein CAS:5746-57-6 KEGG COMPOUND PMID:15066037 Europe PMC PMID:16428851 Europe PMC PMID:8586635 Europe PMC Reaxys:1723976 Reaxys (2S)-2,3-dihydroxypropyl dihydrogen phosphate IUPAC sn-Glycerol 1-phosphate KEGG_COMPOUND sn-glycerol 1-(dihydrogen phosphate) IUPAC 0 ChEBI 172.014 KEGG_COMPOUND 172.07372 ChEBI AWUCVROLDVIAJX-VKHMYHEASA-N ChEBI C3H9O6P KEGG_COMPOUND D-(glycerol 3-phosphate) CBN InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/s1 ChEBI L-(glycerol 1-phosphate) CBN L-Glycerol 1-phosphate KEGG_COMPOUND OC[C@H](O)COP(O)(O)=O ChEBI SN-GLYCEROL-1-PHOSPHATE PDBeChem sn-Gro-1-P KEGG_COMPOUND A 2-aminopurine carrying a 6-oxo substituent. CHEBI:14371 CHEBI:14372 CHEBI:24443 CHEBI:42948 CHEBI:5563 Beilstein:147911 CAS:73-40-5 DrugBank:DB02377 Gmelin:431879 HMDB:HMDB00132 KEGG:C00242 KNApSAcK:C00001501 MetaCyc:GUANINE PDBeChem:GUN PMID:22770225 PMID:8070089 Reaxys:147911 Wikipedia:Guanine 2-amino-1,9-dihydro-6H-purin-6-one GUANINE Guanine guanine chebi_ontology 0 151.049 151.126 2-Amino-6-hydroxypurine 2-amino-6-oxopurine C12=C(N=C(NC1=O)N)NC=N2 C5H5N5O G Gua InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) UYTPUPDQBNUYGX-UHFFFAOYSA-N CHEBI:16235 guanine Beilstein:147911 Beilstein CAS:73-40-5 ChemIDplus CAS:73-40-5 KEGG COMPOUND CAS:73-40-5 NIST Chemistry WebBook Gmelin:431879 Gmelin PMID:22770225 Europe PMC PMID:8070089 Europe PMC Reaxys:147911 Reaxys 2-amino-1,9-dihydro-6H-purin-6-one IUPAC GUANINE PDBeChem Guanine KEGG_COMPOUND guanine UniProt 0 ChEBI 151.049 ChEBI 151.126 ChEBI 2-Amino-6-hydroxypurine KEGG_COMPOUND 2-amino-6-oxopurine ChEBI C12=C(N=C(NC1=O)N)NC=N2 ChEBI C5H5N5O ChEBI C5H5N5O KEGG_COMPOUND G ChEBI Gua CBN InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) ChEBI UYTPUPDQBNUYGX-UHFFFAOYSA-N ChEBI A primary alcohol that is ethane in which one of the hydrogens is substituted by a hydroxy group. CHEBI:14222 CHEBI:23978 CHEBI:30878 CHEBI:30880 CHEBI:42377 CHEBI:44594 CHEBI:4879 Beilstein:1718733 CAS:64-17-5 DrugBank:DB00898 Drug_Central:1076 Gmelin:787 HMDB:HMDB00108 KEGG:C00469 KEGG:D00068 KEGG:D06542 KNApSAcK:C00019560 MetaCyc:ETOH MolBase:858 MolBase:859 PDBeChem:EOH PDBeChem:OHE PMID:11046114 PMID:11090978 PMID:11198720 PMID:11200745 PMID:11262320 PMID:11303910 PMID:11333032 PMID:11505026 PMID:11590970 PMID:11728426 PMID:11750186 PMID:11754521 PMID:11810019 PMID:11826039 PMID:11981228 PMID:12824058 PMID:12829422 PMID:12888778 PMID:12946583 PMID:14674846 PMID:15019421 PMID:15239123 PMID:15285839 PMID:15464411 PMID:15465973 PMID:15749123 PMID:15900217 PMID:15902919 PMID:16084479 PMID:16133132 PMID:16352430 PMID:16390872 PMID:16737463 PMID:16891664 PMID:16934862 PMID:17043811 PMID:17190852 PMID:17663926 PMID:17687877 PMID:18095657 PMID:18249266 PMID:18320157 PMID:18347649 PMID:18408978 PMID:18411066 PMID:18456322 PMID:18513832 PMID:18922656 PMID:18925476 PMID:19280886 PMID:19359288 PMID:19384566 PMID:19458312 PMID:19851413 PMID:19901811 PMID:21600756 PMID:21762181 PMID:21881875 PMID:21967628 PMID:22019193 PMID:22222864 PMID:22261437 PMID:22286266 PMID:22306018 PMID:22331491 PMID:22336593 Reaxys:1718733 UM-BBD_compID:c0038 Wikipedia:Ethanol colombos:ETHANOL ETHANOL Ethanol ethanol chebi_ontology 0 1-hydroxyethane 46.042 46.06844 Aethanol Aethylalkohol Alkohol C2H5OH C2H6O CCO Dehydrated ethanol EtOH Ethyl alcohol InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 LFQSCWFLJHTTHZ-UHFFFAOYSA-N Methylcarbinol [CH2Me(OH)] [OEtH] alcohol alcohol etilico alcool ethylique etanol hydroxyethane spiritus vini CHEBI:16236 ethanol Beilstein:1718733 Beilstein CAS:64-17-5 ChemIDplus CAS:64-17-5 KEGG COMPOUND CAS:64-17-5 NIST Chemistry WebBook Drug_Central:1076 DrugCentral Gmelin:787 Gmelin PMID:11046114 Europe PMC PMID:11090978 Europe PMC PMID:11198720 Europe PMC PMID:11200745 Europe PMC PMID:11262320 Europe PMC PMID:11303910 Europe PMC PMID:11333032 Europe PMC PMID:11505026 Europe PMC PMID:11590970 Europe PMC PMID:11728426 Europe PMC PMID:11750186 Europe PMC PMID:11754521 Europe PMC PMID:11810019 Europe PMC PMID:11826039 Europe PMC PMID:11981228 Europe PMC PMID:12824058 Europe PMC PMID:12829422 Europe PMC PMID:12888778 Europe PMC PMID:12946583 Europe PMC PMID:14674846 Europe PMC PMID:15019421 Europe PMC PMID:15239123 Europe PMC PMID:15285839 Europe PMC PMID:15464411 Europe PMC PMID:15465973 Europe PMC PMID:15749123 Europe PMC PMID:15900217 Europe PMC PMID:15902919 Europe PMC PMID:16084479 Europe PMC PMID:16133132 Europe PMC PMID:16352430 Europe PMC PMID:16390872 Europe PMC PMID:16737463 Europe PMC PMID:16891664 Europe PMC PMID:16934862 Europe PMC PMID:17043811 Europe PMC PMID:17190852 Europe PMC PMID:17663926 Europe PMC PMID:17687877 Europe PMC PMID:18095657 Europe PMC PMID:18249266 Europe PMC PMID:18320157 Europe PMC PMID:18347649 Europe PMC PMID:18408978 Europe PMC PMID:18411066 Europe PMC PMID:18456322 Europe PMC PMID:18513832 Europe PMC PMID:18922656 Europe PMC PMID:18925476 Europe PMC PMID:19280886 Europe PMC PMID:19359288 Europe PMC PMID:19384566 Europe PMC PMID:19458312 Europe PMC PMID:19851413 Europe PMC PMID:19901811 Europe PMC PMID:21600756 Europe PMC PMID:21762181 Europe PMC PMID:21881875 Europe PMC PMID:21967628 Europe PMC PMID:22019193 Europe PMC PMID:22222864 Europe PMC PMID:22261437 Europe PMC PMID:22286266 Europe PMC PMID:22306018 Europe PMC PMID:22331491 Europe PMC PMID:22336593 Europe PMC Reaxys:1718733 Reaxys UM-BBD_compID:c0038 ChEBI ETHANOL PDBeChem Ethanol KEGG_COMPOUND ethanol ChEBI ethanol IUPAC ethanol UniProt 0 ChEBI 1-hydroxyethane ChemIDplus 46.042 KEGG_COMPOUND 46.06844 ChEBI Aethanol ChemIDplus Aethylalkohol ChemIDplus Alkohol ChemIDplus C2H5OH ChEBI C2H6O KEGG_COMPOUND CCO ChEBI Dehydrated ethanol KEGG_DRUG EtOH ChemIDplus Ethyl alcohol KEGG_COMPOUND InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 ChEBI LFQSCWFLJHTTHZ-UHFFFAOYSA-N ChEBI Methylcarbinol KEGG_COMPOUND [CH2Me(OH)] MolBase [OEtH] MolBase alcohol NIST_Chemistry_WebBook alcohol etilico ChEBI alcool ethylique ChemIDplus etanol ChEBI hydroxyethane ChemIDplus spiritus vini ChEBI An inorganic peroxide consisting of two hydroxy groups joined by a covalent oxygen-oxygen single bond. CHEBI:13354 CHEBI:13355 CHEBI:24637 CHEBI:44812 CHEBI:5586 Beilstein:3587191 CAS:7722-84-1 Drug_Central:3281 Gmelin:509 HMDB:HMDB03125 KEGG:C00027 KEGG:D00008 MetaCyc:HYDROGEN-PEROXIDE MolBase:932 PDBeChem:PEO PMID:10455187 PMID:10557015 PMID:10849784 PMID:11033421 PMID:11105916 PMID:11318558 PMID:11387393 PMID:11809417 PMID:11864786 PMID:11893576 PMID:12867293 PMID:12934880 PMID:14679422 PMID:15028418 PMID:15133946 PMID:15298493 PMID:16337875 PMID:16463018 PMID:16864869 PMID:17020896 PMID:17179007 PMID:17610934 PMID:17948137 PMID:18179203 PMID:18182702 PMID:18306736 PMID:18443210 PMID:18592736 PMID:19107210 PMID:19229032 PMID:19297450 PMID:19509065 PMID:26352695 PMID:26365231 PMID:7548021 PMID:7581816 PMID:8048546 PMID:8375042 PMID:8451754 PMID:9051670 PMID:9100841 PMID:9168257 PMID:9202721 PMID:9558114 Reaxys:3587191 Wikipedia:Hydrogen_peroxide colombos:H2O2 HYDROGEN PEROXIDE Hydrogen peroxide bis(hydridooxygen)(O--O) dihydrogen peroxide dihydrogen(peroxide) dioxidane hydrogen peroxide chebi_ontology 0 34.005 34.01468 H2O2 HOOH InChI=1S/H2O2/c1-2/h1-2H MHAJPDPJQMAIIY-UHFFFAOYSA-N Oxydol [H]OO[H] [OH(OH)] dihydrogen dioxide perhydrol CHEBI:16240 hydrogen peroxide Beilstein:3587191 Beilstein CAS:7722-84-1 ChemIDplus CAS:7722-84-1 KEGG COMPOUND CAS:7722-84-1 NIST Chemistry WebBook Drug_Central:3281 DrugCentral Gmelin:509 Gmelin PMID:10455187 Europe PMC PMID:10557015 Europe PMC PMID:10849784 Europe PMC PMID:11033421 Europe PMC PMID:11105916 Europe PMC PMID:11318558 Europe PMC PMID:11387393 Europe PMC PMID:11809417 Europe PMC PMID:11864786 Europe PMC PMID:11893576 Europe PMC PMID:12867293 Europe PMC PMID:12934880 Europe PMC PMID:14679422 Europe PMC PMID:15028418 Europe PMC PMID:15133946 Europe PMC PMID:15298493 Europe PMC PMID:16337875 Europe PMC PMID:16463018 Europe PMC PMID:16864869 Europe PMC PMID:17020896 Europe PMC PMID:17179007 Europe PMC PMID:17610934 Europe PMC PMID:17948137 Europe PMC PMID:18179203 Europe PMC PMID:18182702 Europe PMC PMID:18306736 Europe PMC PMID:18443210 Europe PMC PMID:18592736 Europe PMC PMID:19107210 Europe PMC PMID:19229032 Europe PMC PMID:19297450 Europe PMC PMID:19509065 Europe PMC PMID:26352695 Europe PMC PMID:26365231 Europe PMC PMID:7548021 Europe PMC PMID:7581816 Europe PMC PMID:8048546 Europe PMC PMID:8375042 Europe PMC PMID:8451754 Europe PMC PMID:9051670 Europe PMC PMID:9100841 Europe PMC PMID:9168257 Europe PMC PMID:9202721 Europe PMC PMID:9558114 Europe PMC Reaxys:3587191 Reaxys HYDROGEN PEROXIDE PDBeChem Hydrogen peroxide KEGG_COMPOUND bis(hydridooxygen)(O--O) IUPAC dihydrogen peroxide IUPAC dihydrogen(peroxide) IUPAC dioxidane IUPAC hydrogen peroxide IUPAC 0 ChEBI 34.005 KEGG_COMPOUND 34.01468 ChEBI H2O2 KEGG_COMPOUND H2O2 KEGG_COMPOUND H2O2 UniProt HOOH IUPAC InChI=1S/H2O2/c1-2/h1-2H ChEBI MHAJPDPJQMAIIY-UHFFFAOYSA-N ChEBI Oxydol KEGG_COMPOUND [H]OO[H] ChEBI [OH(OH)] MolBase dihydrogen dioxide IUPAC perhydrol MetaCyc A pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3'-, 4'-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine. CHEBI:11704 CHEBI:14991 CHEBI:26472 CHEBI:45280 CHEBI:8696 Beilstein:317313 CAS:117-39-5 DrugBank:DB04216 Drug_Central:3514 Gmelin:579210 HMDB:HMDB05794 KEGG:C00389 KNApSAcK:C00004631 LINCS:LSM-4199 LIPID_MAPS_instance:LMPK12110004 MetaCyc:CPD-520 PDBeChem:QUE PMID:16226777 PMID:17015250 PMID:17135030 PMID:17426744 PMID:18096136 PMID:18484521 PMID:18549926 PMID:18564899 PMID:18579649 PMID:18785622 PMID:19461927 PMID:22920589 PMID:23342112 PMID:23359794 PMID:27565033 PMID:27589790 PMID:27591927 PMID:27704720 Patent:KR20120121684 Patent:US2013012577 Reaxys:317313 Wikipedia:Quercetin 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one Quercetin chebi_ontology 0 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one 3,3',4',5,7-pentahydroxyflavone 3,5,7,3',4'-PENTAHYDROXYFLAVONE 3,5,7,3',4'-Pentahydroxyflavone 302.043 302.23570 C15H10O7 InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H Oc1cc(O)c2c(c1)oc(-c1ccc(O)c(O)c1)c(O)c2=O REFJWTPEDVJJIY-UHFFFAOYSA-N sophoretin xanthaurine CHEBI:16243 quercetin Beilstein:317313 Beilstein CAS:117-39-5 ChemIDplus CAS:117-39-5 KEGG COMPOUND Drug_Central:3514 DrugCentral Gmelin:579210 Gmelin LIPID_MAPS_instance:LMPK12110004 LIPID MAPS PMID:16226777 Europe PMC PMID:17015250 Europe PMC PMID:17135030 Europe PMC PMID:17426744 Europe PMC PMID:18096136 Europe PMC PMID:18484521 Europe PMC PMID:18549926 Europe PMC PMID:18564899 Europe PMC PMID:18579649 Europe PMC PMID:18785622 Europe PMC PMID:19461927 Europe PMC PMID:22920589 Europe PMC PMID:23342112 Europe PMC PMID:23359794 Europe PMC PMID:27565033 Europe PMC PMID:27589790 Europe PMC PMID:27591927 Europe PMC PMID:27704720 Europe PMC Reaxys:317313 Reaxys 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one IUPAC Quercetin KEGG_COMPOUND 0 ChEBI 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one ChEBI 3,3',4',5,7-pentahydroxyflavone ChEBI 3,5,7,3',4'-PENTAHYDROXYFLAVONE PDBeChem 3,5,7,3',4'-Pentahydroxyflavone KEGG_COMPOUND 302.043 KEGG_COMPOUND 302.23570 ChEBI C15H10O7 KEGG_COMPOUND InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H ChEBI Oc1cc(O)c2c(c1)oc(-c1ccc(O)c(O)c1)c(O)c2=O ChEBI REFJWTPEDVJJIY-UHFFFAOYSA-N ChEBI sophoretin ChEBI xanthaurine ChEBI A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a halogen atom. CHEBI:14385 CHEBI:24467 CHEBI:5608 KEGG:C01812 chebi_ontology 0 C2H3O2X OC(=O)C* CHEBI:16277 haloacetic acid 0 ChEBI C2H3O2X ChEBI OC(=O)C* ChEBI A purine 2'-deoxyribonucleoside 5'-triphosphate having adenine as the nucleobase. CHEBI:10491 CHEBI:14069 CHEBI:19238 CHEBI:42290 CAS:1927-31-7 DrugBank:DB03222 KEGG:C00131 2'-deoxyadenosine 5'-(tetrahydrogen triphosphate) dATP chebi_ontology 0 2'-Deoxyadenosine 5'-triphosphate 2'-deoxyadenosine 5'-triphosphate 491.001 491.18160 C10H16N5O12P3 Deoxyadenosine 5'-triphosphate Deoxyadenosine triphosphate InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1 Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 SUYVUBYJARFZHO-RRKCRQDMSA-N CHEBI:16284 dATP CAS:1927-31-7 KEGG COMPOUND 2'-deoxyadenosine 5'-(tetrahydrogen triphosphate) IUPAC dATP KEGG_COMPOUND 0 ChEBI 2'-Deoxyadenosine 5'-triphosphate KEGG_COMPOUND 2'-deoxyadenosine 5'-triphosphate ChEBI 491.001 KEGG_COMPOUND 491.18160 ChEBI C10H16N5O12P3 KEGG_COMPOUND Deoxyadenosine 5'-triphosphate KEGG_COMPOUND Deoxyadenosine triphosphate KEGG_COMPOUND InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1 ChEBI Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 ChEBI SUYVUBYJARFZHO-RRKCRQDMSA-N ChEBI The D-enantiomer of tryptophan. CHEBI:13028 CHEBI:21110 CHEBI:42157 CHEBI:42206 CHEBI:42235 CHEBI:42297 CHEBI:4257 Beilstein:86198 CAS:153-94-6 DrugBank:DB03225 Gmelin:83743 HMDB:HMDB13609 KEGG:C00525 MetaCyc:D-TRYPTOPHAN PDBeChem:DTR PMID:21560237 PMID:22156410 PMID:22336999 PMID:24097941 Reaxys:86198 YMDB:YMDB00998 D-TRYPTOPHAN D-Tryptophan D-tryptophan chebi_ontology (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid (R)-tryptophan 0 204.090 204.22526 C11H12N2O2 DTR InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1 N[C@H](Cc1c[nH]c2ccccc12)C(O)=O QIVBCDIJIAJPQS-SECBINFHSA-N CHEBI:16296 D-tryptophan Beilstein:86198 Beilstein CAS:153-94-6 ChemIDplus CAS:153-94-6 KEGG COMPOUND Gmelin:83743 Gmelin PMID:21560237 Europe PMC PMID:22156410 Europe PMC PMID:22336999 Europe PMC PMID:24097941 Europe PMC Reaxys:86198 Reaxys D-TRYPTOPHAN PDBeChem D-Tryptophan KEGG_COMPOUND D-tryptophan IUPAC (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid IUPAC (R)-tryptophan ChemIDplus 0 ChEBI 204.090 KEGG_COMPOUND 204.22526 ChEBI C11H12N2O2 KEGG_COMPOUND DTR PDBeChem InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1 ChEBI N[C@H](Cc1c[nH]c2ccccc12)C(O)=O ChEBI QIVBCDIJIAJPQS-SECBINFHSA-N ChEBI The nitrogen oxoanion formed by loss of a proton from nitrous acid. CHEBI:14658 CHEBI:44396 CHEBI:7585 CAS:14797-65-0 Gmelin:977 KEGG:C00088 PDBeChem:NO2 Wikipedia:Nitrite colombos:NO2 Nitrite dioxidonitrate(1-) dioxonitrate(1-) dioxonitrate(III) nitrite chebi_ontology -1 45.993 46.00554 IOVCWXUNBOPUCH-UHFFFAOYSA-M InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1 NITRITE ION NO2 NO2(-) Nitrit [NO2](-) [O-]N=O nitrite anion nitrite(1-) nitrous acid, ion(1-) CHEBI:16301 nitrite CAS:14797-65-0 ChemIDplus CAS:14797-65-0 NIST Chemistry WebBook Gmelin:977 Gmelin Nitrite KEGG_COMPOUND dioxidonitrate(1-) IUPAC dioxonitrate(1-) IUPAC dioxonitrate(III) IUPAC nitrite IUPAC nitrite UniProt -1 ChEBI 45.993 ChEBI 46.00554 ChEBI IOVCWXUNBOPUCH-UHFFFAOYSA-M ChEBI InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1 ChEBI NITRITE ION PDBeChem NO2 ChEBI NO2 ChEBI NO2(-) IUPAC Nitrit ChEBI [NO2](-) IUPAC [O-]N=O ChEBI nitrite anion ChemIDplus nitrite(1-) ChemIDplus nitrous acid, ion(1-) ChemIDplus A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond. CHEBI:13734 CHEBI:22237 CHEBI:2472 CHEBI:40558 CHEBI:40825 CHEBI:40906 Beilstein:93029 CAS:58-61-7 DrugBank:DB00640 Drug_Central:90 ECMDB:ECMDB00050 Gmelin:53385 HMDB:HMDB00050 KEGG:C00212 KEGG:D00045 KNApSAcK:C00007444 LINCS:LSM-28568 MetaCyc:ADENOSINE PDBeChem:ADN PMID:11213237 PMID:11820865 PMID:11978011 PMID:16183671 PMID:16917093 PMID:17190852 PMID:18000974 PMID:323854 Reaxys:93029 Wikipedia:Adenosine YMDB:YMDB00058 ADENOSINE Adenosine adenosine chebi_ontology (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 0 267.097 267.24152 6-Amino-9-beta-D-ribofuranosyl-9H-purine 9-beta-D-Ribofuranosidoadenine 9-beta-D-Ribofuranosyl-9H-purin-6-amine 9-beta-D-ribofuranosyl-9H-purin-6-amine Ade-Rib Adenine Deoxyribonucleoside Adenocard Adenocor Adenoscan Adenosin Adenyldeoxyriboside Ado C10H13N5O4 Deoxyadenosine Desoxyadenosine InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N beta-D-Adenosine CHEBI:16335 adenosine Beilstein:93029 Beilstein CAS:58-61-7 ChemIDplus CAS:58-61-7 KEGG COMPOUND CAS:58-61-7 NIST Chemistry WebBook Drug_Central:90 DrugCentral Gmelin:53385 Gmelin PMID:11213237 Europe PMC PMID:11820865 Europe PMC PMID:11978011 Europe PMC PMID:16183671 Europe PMC PMID:16917093 Europe PMC PMID:17190852 Europe PMC PMID:18000974 Europe PMC PMID:323854 Europe PMC Reaxys:93029 Reaxys ADENOSINE PDBeChem Adenosine KEGG_COMPOUND adenosine IUPAC adenosine UniProt (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol DrugBank 0 ChEBI 267.097 KEGG_COMPOUND 267.24152 ChEBI 6-Amino-9-beta-D-ribofuranosyl-9H-purine ChemIDplus 9-beta-D-Ribofuranosidoadenine ChemIDplus 9-beta-D-Ribofuranosyl-9H-purin-6-amine ChemIDplus 9-beta-D-ribofuranosyl-9H-purin-6-amine ChEBI Ade-Rib CBN Adenine Deoxyribonucleoside DrugBank Adenocard DrugBank Adenocor DrugBank Adenoscan DrugBank Adenosin ChEBI Adenyldeoxyriboside DrugBank Ado CBN C10H13N5O4 KEGG_COMPOUND Deoxyadenosine DrugBank Desoxyadenosine DrugBank InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O ChEBI OIRDTQYFTABQOQ-KQYNXXCUSA-N ChEBI beta-D-Adenosine ChemIDplus A bile acid that is 5beta-cholan-24-oic acid bearing three alpha-hydroxy substituents at position 3, 7 and 12. CHEBI:1694 CHEBI:20223 CHEBI:23210 CHEBI:41494 Beilstein:2822009 CAS:81-25-4 DrugBank:DB02659 Drug_Central:3096 HMDB:HMDB00619 KEGG:C00695 LINCS:LSM-5541 LIPID_MAPS_instance:LMST04010001 MetaCyc:CHOLATE PDBeChem:CHD PMID:22770225 Reaxys:2822009 Wikipedia:Cholic_Acid colombos:CHOLIC_ACID 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid CHOLIC ACID Cholic acid chebi_ontology (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid 0 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanic acid 408.288 408.57140 BHQCQFFYRZLCQQ-OELDTZBJSA-N C24H40O5 Cholsaeure InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O CHEBI:16359 cholic acid Beilstein:2822009 ChemIDplus CAS:81-25-4 ChemIDplus CAS:81-25-4 KEGG COMPOUND CAS:81-25-4 NIST Chemistry WebBook Drug_Central:3096 DrugCentral LIPID_MAPS_instance:LMST04010001 LIPID MAPS PMID:22770225 Europe PMC Reaxys:2822009 Reaxys 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid IUPAC CHOLIC ACID PDBeChem Cholic acid KEGG_COMPOUND (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid NIST_Chemistry_WebBook 0 ChEBI 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate KEGG_COMPOUND 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid KEGG_COMPOUND 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanic acid NIST_Chemistry_WebBook 408.288 KEGG_COMPOUND 408.57140 ChEBI BHQCQFFYRZLCQQ-OELDTZBJSA-N ChEBI C24H40O5 KEGG_COMPOUND Cholsaeure ChEBI InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O ChEBI An optically active form of cysteine having D-configuration. CHEBI:12919 CHEBI:20921 CHEBI:4111 CHEBI:41887 Beilstein:1721407 CAS:921-01-7 DrugBank:DB03201 ECMDB:ECMDB03417 Gmelin:363236 HMDB:HMDB03417 KEGG:C00793 KNApSAcK:C00007323 PDBeChem:DCY PMID:13761469 PMID:23340406 PMID:24800864 Reaxys:1721407 YMDB:YMDB00913 D-CYSTEINE D-Cysteine D-cysteine chebi_ontology (2S)-2-amino-3-mercaptopropanoic acid (2S)-2-amino-3-sulfanylpropanoic acid (S)-2-amino-3-mercaptopropanoic acid 0 121.020 121.15922 C3H7NO2S D-Amino-3-mercaptopropionic acid D-Cystein D-Zystein DCY InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1 N[C@H](CS)C(O)=O XUJNEKJLAYXESH-UWTATZPHSA-N CHEBI:16375 D-cysteine Beilstein:1721407 Beilstein CAS:921-01-7 ChemIDplus CAS:921-01-7 KEGG COMPOUND Gmelin:363236 Gmelin PMID:13761469 Europe PMC PMID:23340406 Europe PMC PMID:24800864 Europe PMC Reaxys:1721407 Reaxys D-CYSTEINE PDBeChem D-Cysteine KEGG_COMPOUND D-cysteine IUPAC (2S)-2-amino-3-mercaptopropanoic acid JCBN (2S)-2-amino-3-sulfanylpropanoic acid IUPAC (S)-2-amino-3-mercaptopropanoic acid ChEBI 0 ChEBI 121.020 KEGG_COMPOUND 121.15922 ChEBI C3H7NO2S KEGG_COMPOUND D-Amino-3-mercaptopropionic acid KEGG_COMPOUND D-Cystein ChEBI D-Zystein ChEBI DCY PDBeChem InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1 ChEBI N[C@H](CS)C(O)=O ChEBI XUJNEKJLAYXESH-UWTATZPHSA-N ChEBI CHEBI:14121 CHEBI:37072 CHEBI:4426 KEGG:C00677 2'-deoxynucleoside 5'-(tetrahydrogen triphosphate) chebi_ontology 0 2'-deoxyribonucleoside 5'-triphosphates 356.954 357.06290 C5H12O12P3R Deoxynucleoside triphosphate O[C@H]1C[C@H]([*])O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O CHEBI:16381 2'-deoxyribonucleoside 5'-triphosphate 2'-deoxynucleoside 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 2'-deoxyribonucleoside 5'-triphosphates ChEBI 356.954 ChEBI 357.06290 ChEBI C5H12O12P3R ChEBI Deoxynucleoside triphosphate KEGG_COMPOUND O[C@H]1C[C@H]([*])O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O ChEBI An optically active form of threonine having D-configuration. CHEBI:13027 CHEBI:21107 CHEBI:42146 CHEBI:42196 CHEBI:42224 CHEBI:4254 CHEBI:45935 CHEBI:45990 Beilstein:1721643 Beilstein:4656043 CAS:632-20-2 DrugBank:DB03700 ECMDB:ECMDB21519 Gmelin:874136 HMDB:HMDB13775 KEGG:C00820 PDBeChem:DTH PMID:15375647 PMID:17081141 PMID:22176976 Reaxys:1721643 YMDB:YMDB00802 D-THREONINE D-Threonine D-threonine chebi_ontology (2R,3S)-2-amino-3-hydroxybutanoic acid 0 119.058 119.11920 AYFVYJQAPQTCCC-STHAYSLISA-N C4H9NO3 C[C@H](O)[C@@H](N)C(O)=O D-2-Amino-3-hydroxybutyric acid D-Threonin DTH InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1 CHEBI:16398 D-threonine Beilstein:1721643 ChemIDplus Beilstein:4656043 Beilstein CAS:632-20-2 ChemIDplus CAS:632-20-2 KEGG COMPOUND Gmelin:874136 Gmelin PMID:15375647 Europe PMC PMID:17081141 Europe PMC PMID:22176976 Europe PMC Reaxys:1721643 Reaxys D-THREONINE PDBeChem D-Threonine KEGG_COMPOUND D-threonine IUPAC (2R,3S)-2-amino-3-hydroxybutanoic acid IUPAC 0 ChEBI 119.058 KEGG_COMPOUND 119.11920 ChEBI AYFVYJQAPQTCCC-STHAYSLISA-N ChEBI C4H9NO3 KEGG_COMPOUND C[C@H](O)[C@@H](N)C(O)=O ChEBI D-2-Amino-3-hydroxybutyric acid HMDB D-2-Amino-3-hydroxybutyric acid KEGG_COMPOUND D-Threonin ChEBI DTH PDBeChem InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1 ChEBI A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group. CHEBI:24802 CHEBI:5905 Beilstein:143358 CAS:87-51-4 DrugBank:DB07950 Gmelin:143197 HMDB:HMDB00197 KEGG:C00954 KNApSAcK:C00000100 PDBeChem:IAC PMID:13610897 PMID:23545355 PMID:24285754 Reaxys:143358 Wikipedia:Indole-3-acetic_acid colombos:IAA 1H-indol-3-ylacetic acid Indole-3-acetic acid chebi_ontology (Indol-3-yl)acetate (indol-3-yl)acetic acid 0 175.063 175.18400 2-(indol-3-yl)ethanoic acid 3-Indolylessigsaeure C10H9NO2 IAA IES InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13) Indoleacetic acid OC(=O)Cc1c[nH]c2ccccc12 SEOVTRFCIGRIMH-UHFFFAOYSA-N heteroauxin CHEBI:16411 indole-3-acetic acid Beilstein:143358 Beilstein CAS:87-51-4 ChemIDplus CAS:87-51-4 KEGG COMPOUND CAS:87-51-4 NIST Chemistry WebBook Gmelin:143197 Gmelin PMID:13610897 Europe PMC PMID:23545355 Europe PMC PMID:24285754 Europe PMC Reaxys:143358 Reaxys 1H-indol-3-ylacetic acid IUPAC Indole-3-acetic acid KEGG_COMPOUND (Indol-3-yl)acetate KEGG_COMPOUND (indol-3-yl)acetic acid UniProt 0 ChEBI 175.063 ChEBI 175.18400 ChEBI 2-(indol-3-yl)ethanoic acid ChEBI 3-Indolylessigsaeure ChEBI C10H9NO2 ChEBI IAA KEGG_COMPOUND IAA NIST_Chemistry_WebBook IES ChEBI InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13) ChEBI Indoleacetic acid KEGG_COMPOUND OC(=O)Cc1c[nH]c2ccccc12 ChEBI SEOVTRFCIGRIMH-UHFFFAOYSA-N ChEBI heteroauxin NIST_Chemistry_WebBook An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2. CHEBI:13748 CHEBI:22277 CHEBI:2539 Beilstein:635807 CAS:302-72-7 Drug_Central:4306 Gmelin:2449 KEGG:C01401 PMID:17439666 PMID:22264337 Reaxys:635807 Wikipedia:Alanine colombos:ALANINE 2-aminopropanoic acid Alanine alanine chebi_ontology 0 2-Aminopropanoic acid 2-Aminopropionic acid 89.048 89.09322 A ALA Alanin C3H7NO2 CC(N)C(O)=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) QNAYBMKLOCPYGJ-UHFFFAOYSA-N alanina CHEBI:16449 alanine Beilstein:635807 Beilstein CAS:302-72-7 ChemIDplus CAS:302-72-7 KEGG COMPOUND CAS:302-72-7 NIST Chemistry WebBook Drug_Central:4306 DrugCentral Gmelin:2449 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:635807 Reaxys 2-aminopropanoic acid IUPAC Alanine KEGG_COMPOUND alanine IUPAC alanine UniProt 0 ChEBI 2-Aminopropanoic acid KEGG_COMPOUND 2-Aminopropionic acid KEGG_COMPOUND 89.048 KEGG_COMPOUND 89.09322 ChEBI A ChEBI ALA ChEBI Alanin ChEBI C3H7NO2 KEGG_COMPOUND CC(N)C(O)=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) ChEBI QNAYBMKLOCPYGJ-UHFFFAOYSA-N ChEBI alanina ChEBI A monocarboxylic acid anion that is the conjugate base of pantothenic acid, obtained by deprotonation of the carboxy group. CHEBI:14739 CHEBI:25846 PMID:21463532 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate pantothenate chebi_ontology -1 218.103 218.22700 C9H16NO5 CC(C)(CO)C(O)C(=O)NCCC([O-])=O GHOKWGTUZJEAQD-UHFFFAOYSA-M InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/p-1 N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alaninate CHEBI:16454 pantothenate PMID:21463532 Europe PMC 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate IUPAC pantothenate UniProt -1 ChEBI 218.103 ChEBI 218.22700 ChEBI C9H16NO5 ChEBI CC(C)(CO)C(O)C(=O)NCCC([O-])=O ChEBI GHOKWGTUZJEAQD-UHFFFAOYSA-M ChEBI InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/p-1 ChEBI N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alaninate ChEBI An L-alpha-amino acid that is the L-isomer of arginine. CHEBI:13077 CHEBI:21235 CHEBI:42927 CHEBI:6185 Beilstein:1725413 CAS:74-79-3 DrugBank:DB00125 Drug_Central:1549 ECMDB:ECMDB00517 Gmelin:83283 HMDB:HMDB00517 KEGG:C00062 KEGG:D02982 KNApSAcK:C00001340 MetaCyc:ARG PDBeChem:ARG PDBeChem:GND PMID:10848923 PMID:11139824 PMID:11300497 PMID:11898853 PMID:12812828 PMID:15016745 PMID:15465805 PMID:16056256 PMID:16416365 PMID:17168727 PMID:17439666 PMID:19030957 PMID:21600268 PMID:21814794 PMID:22179117 PMID:22243793 PMID:22251130 PMID:22361732 PMID:22425811 PMID:22428068 PMID:22439203 PMID:22553931 PMID:22619480 PMID:22626826 PMID:22652429 PMID:22667467 PMID:22709481 PMID:8070089 Reaxys:1725413 Wikipedia:L-arginine YMDB:YMDB00592 L-Arginine L-arginine chebi_ontology (2S)-2-amino-5-(carbamimidamido)pentanoic acid (2S)-2-amino-5-guanidinopentanoic acid (S)-2-Amino-5-guanidinovaleric acid (S)-2-amino-5-guanidinopentanoic acid 0 174.112 174.20100 Arg C6H14N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1 L-(+)-arginine L-Arg L-Arginin N[C@@H](CCCNC(N)=N)C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-N R arginine CHEBI:16467 L-arginine Beilstein:1725413 ChemIDplus CAS:74-79-3 ChemIDplus CAS:74-79-3 KEGG COMPOUND CAS:74-79-3 NIST Chemistry WebBook Drug_Central:1549 DrugCentral Gmelin:83283 Gmelin PMID:10848923 Europe PMC PMID:11139824 Europe PMC PMID:11300497 Europe PMC PMID:11898853 Europe PMC PMID:12812828 Europe PMC PMID:15016745 Europe PMC PMID:15465805 Europe PMC PMID:16056256 Europe PMC PMID:16416365 Europe PMC PMID:17168727 Europe PMC PMID:17439666 Europe PMC PMID:19030957 Europe PMC PMID:21600268 Europe PMC PMID:21814794 Europe PMC PMID:22179117 Europe PMC PMID:22243793 Europe PMC PMID:22251130 Europe PMC PMID:22361732 Europe PMC PMID:22425811 Europe PMC PMID:22428068 Europe PMC PMID:22439203 Europe PMC PMID:22553931 Europe PMC PMID:22619480 Europe PMC PMID:22626826 Europe PMC PMID:22652429 Europe PMC PMID:22667467 Europe PMC PMID:22709481 Europe PMC PMID:8070089 Europe PMC Reaxys:1725413 Reaxys L-Arginine KEGG_COMPOUND L-arginine IUPAC (2S)-2-amino-5-(carbamimidamido)pentanoic acid IUPAC (2S)-2-amino-5-guanidinopentanoic acid JCBN (S)-2-Amino-5-guanidinovaleric acid KEGG_COMPOUND (S)-2-amino-5-guanidinopentanoic acid ChEBI 0 ChEBI 174.112 KEGG_COMPOUND 174.20100 ChEBI Arg DrugBank C6H14N4O2 KEGG_COMPOUND InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1 ChEBI L-(+)-arginine NIST_Chemistry_WebBook L-Arg DrugBank L-Arginin ChEBI N[C@@H](CCCNC(N)=N)C(O)=O ChEBI ODKSFYDXXFIFQN-BYPYZUCNSA-N ChEBI R MetaCyc arginine KEGG_DRUG A nitrogen oxide which is a free radical, each molecule of which consists of one nitrogen and one oxygen atom. CHEBI:14657 CHEBI:25546 CHEBI:44452 CHEBI:7583 CAS:10102-43-9 DrugBank:DB00435 Gmelin:451 KEGG:C00533 KEGG:D00074 MolBase:943 PDBeChem:NO Reaxys:3587257 Wikipedia:Nitric_oxide Nitric oxide nitric oxide oxidonitrogen(.) oxoazanyl chebi_ontology (.)NO (NO)(.) 0 29.998 30.00614 EDRF InChI=1S/NO/c1-2 MWUXSHHQAYIFBG-UHFFFAOYSA-N NO NO(.) Nitrogen monoxide Stickstoff(II)-oxid Stickstoffmonoxid [NO] [N]=O endothelium-derived relaxing factor mononitrogen monoxide monoxido de nitrogeno monoxyde d'azote nitrogen monooxide nitrogen monoxide nitrosyl oxido de nitrogeno(II) oxido nitrico oxyde azotique oxyde nitrique CHEBI:16480 nitric oxide CAS:10102-43-9 ChemIDplus CAS:10102-43-9 KEGG COMPOUND CAS:10102-43-9 NIST Chemistry WebBook Gmelin:451 Gmelin Reaxys:3587257 Reaxys Nitric oxide KEGG_COMPOUND nitric oxide UniProt oxidonitrogen(.) IUPAC oxoazanyl IUPAC (.)NO ChEBI (NO)(.) IUPAC 0 ChEBI 29.998 KEGG_COMPOUND 30.00614 ChEBI EDRF ChEBI InChI=1S/NO/c1-2 ChEBI MWUXSHHQAYIFBG-UHFFFAOYSA-N ChEBI NO KEGG_COMPOUND NO KEGG_COMPOUND NO(.) IUPAC Nitrogen monoxide KEGG_COMPOUND Stickstoff(II)-oxid ChEBI Stickstoffmonoxid ChEBI [NO] MolBase [N]=O ChEBI endothelium-derived relaxing factor ChEBI mononitrogen monoxide ChemIDplus monoxido de nitrogeno ChEBI monoxyde d'azote ChEBI nitrogen monooxide IUPAC nitrogen monoxide IUPAC nitrosyl IUPAC oxido de nitrogeno(II) ChEBI oxido nitrico ChEBI oxyde azotique ChEBI oxyde nitrique ChEBI Any neuraminic acid carrying an N-acyl substituent. CHEBI:12485 CHEBI:21664 CHEBI:7240 KEGG:C00591 5-alkanamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid chebi_ontology 0 294.083 294.23530 C10H16NO9R N-Acylneuraminate N-acylneuraminic acids [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC([*])=O)C(O)=O)[C@H](O)[C@H](O)CO CHEBI:16498 N-acylneuraminic acid 5-alkanamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid IUPAC 0 ChEBI 294.083 ChEBI 294.23530 ChEBI C10H16NO9R ChEBI N-Acylneuraminate KEGG_COMPOUND N-acylneuraminic acids ChEBI [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC([*])=O)C(O)=O)[C@H](O)[C@H](O)CO ChEBI CHEBI:11397 CHEBI:19258 CHEBI:839 KEGG:C04283 2'-Deoxyribonucleoside triphosphate 2'-deoxyribonucleoside triphosphate chebi_ontology 2'-deoxyribonucleoside triphosphates C5H12O12P3R CHEBI:16516 2'-deoxyribonucleoside triphosphate 2'-Deoxyribonucleoside triphosphate KEGG_COMPOUND 2'-deoxyribonucleoside triphosphate UniProt 2'-deoxyribonucleoside triphosphates ChEBI C5H12O12P3R KEGG_COMPOUND The R-enantiomer of serine. CHEBI:13019 CHEBI:143888 CHEBI:21090 CHEBI:42262 CHEBI:4245 Beilstein:1721403 CAS:312-84-5 DrugBank:DB03929 ECMDB:ECMDB03406 Gmelin:1041392 HMDB:HMDB03406 KEGG:C00740 MetaCyc:D-SERINE PDBeChem:DSN PMID:11864625 PMID:12850593 PMID:19212759 PMID:19217074 PMID:21295046 PMID:21914633 PMID:21956571 PMID:22117694 PMID:22128843 PMID:22266400 PMID:22280157 PMID:22362148 PMID:22369458 PMID:22445805 PMID:22465696 PMID:22486999 Reaxys:1721403 YMDB:YMDB00284 D-SERINE D-Serine D-serine chebi_ontology (2R)-2-amino-3-hydroxypropanoic acid (R)-2-Amino-3-hydroxy-propionic acid (R)-2-amino-3-hydroxypropanoic acid 0 105.043 105.09262 C3H7NO3 D-Serin DSN InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 MTCFGRXMJLQNBG-UWTATZPHSA-N N[C@H](CO)C(O)=O CHEBI:16523 D-serine Beilstein:1721403 Beilstein CAS:312-84-5 ChemIDplus CAS:312-84-5 KEGG COMPOUND CAS:312-84-5 NIST Chemistry WebBook Gmelin:1041392 Gmelin PMID:11864625 Europe PMC PMID:12850593 Europe PMC PMID:19212759 Europe PMC PMID:19217074 Europe PMC PMID:21295046 Europe PMC PMID:21914633 Europe PMC PMID:21956571 Europe PMC PMID:22117694 Europe PMC PMID:22128843 Europe PMC PMID:22266400 Europe PMC PMID:22280157 Europe PMC PMID:22362148 Europe PMC PMID:22369458 Europe PMC PMID:22445805 Europe PMC PMID:22465696 Europe PMC PMID:22486999 Europe PMC Reaxys:1721403 Reaxys D-SERINE PDBeChem D-Serine KEGG_COMPOUND D-serine IUPAC (2R)-2-amino-3-hydroxypropanoic acid IUPAC (R)-2-Amino-3-hydroxy-propionic acid ChEMBL (R)-2-amino-3-hydroxypropanoic acid ChEBI 0 ChEBI 105.043 KEGG_COMPOUND 105.09262 ChEBI C3H7NO3 KEGG_COMPOUND D-Serin ChEBI DSN PDBeChem InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 ChEBI MTCFGRXMJLQNBG-UWTATZPHSA-N ChEBI N[C@H](CO)C(O)=O ChEBI A one-carbon compound with formula CO2 in which the carbon is attached to each oxygen atom by a double bond. A colourless, odourless gas under normal conditions, it is produced during respiration by all animals, fungi and microorganisms that depend directly or indirectly on living or decaying plants for food. CHEBI:13282 CHEBI:13283 CHEBI:13284 CHEBI:13285 CHEBI:23011 CHEBI:3283 CHEBI:48829 Beilstein:1900390 CAS:124-38-9 Drug_Central:4256 Gmelin:989 HMDB:HMDB01967 KEGG:C00011 KEGG:D00004 MetaCyc:CARBON-DIOXIDE MolBase:752 PDBeChem:CO2 PMID:10826146 PMID:11094503 PMID:11584085 PMID:11802652 PMID:14639145 PMID:15050588 PMID:16591971 PMID:16656478 PMID:16659660 PMID:17190796 PMID:17448243 PMID:17878298 PMID:17884085 PMID:19043767 PMID:19259576 PMID:19854893 PMID:23384758 PMID:23828359 PMID:24258718 PMID:8482095 PMID:8818713 PMID:8869828 PMID:9611769 PMID:9730350 Reaxys:1900390 UM-BBD_compID:c0131 Wikipedia:Carbon_dioxide colombos:CO2 CARBON DIOXIDE Carbon dioxide carbon dioxide dioxidocarbon chebi_ontology 0 43.990 44.00950 CO2 CURLTUGMZLYLDI-UHFFFAOYSA-N E 290 E-290 E290 InChI=1S/CO2/c2-1-3 O=C=O R-744 [CO2] carbonic anhydride CHEBI:16526 carbon dioxide Beilstein:1900390 Beilstein CAS:124-38-9 ChemIDplus CAS:124-38-9 KEGG COMPOUND CAS:124-38-9 NIST Chemistry WebBook Drug_Central:4256 DrugCentral Gmelin:989 Gmelin PMID:10826146 Europe PMC PMID:11094503 Europe PMC PMID:11584085 Europe PMC PMID:11802652 Europe PMC PMID:14639145 Europe PMC PMID:15050588 Europe PMC PMID:16591971 Europe PMC PMID:16656478 Europe PMC PMID:16659660 Europe PMC PMID:17190796 Europe PMC PMID:17448243 Europe PMC PMID:17878298 Europe PMC PMID:17884085 Europe PMC PMID:19043767 Europe PMC PMID:19259576 Europe PMC PMID:19854893 Europe PMC PMID:23384758 Europe PMC PMID:23828359 Europe PMC PMID:24258718 Europe PMC PMID:8482095 Europe PMC PMID:8818713 Europe PMC PMID:8869828 Europe PMC PMID:9611769 Europe PMC PMID:9730350 Europe PMC Reaxys:1900390 Reaxys UM-BBD_compID:c0131 UM-BBD CARBON DIOXIDE PDBeChem Carbon dioxide KEGG_COMPOUND carbon dioxide IUPAC dioxidocarbon IUPAC 0 ChEBI 43.990 KEGG_COMPOUND 44.00950 ChEBI CO2 KEGG_COMPOUND CO2 KEGG_COMPOUND CO2 UniProt CURLTUGMZLYLDI-UHFFFAOYSA-N ChEBI E 290 ChEBI E-290 ChEBI E290 ChEBI InChI=1S/CO2/c2-1-3 ChEBI O=C=O ChEBI R-744 ChEBI [CO2] MolBase carbonic anhydride UM-BBD A dicarboxylic acid dianion that is the conjugate base of galactarate(1-). CHEBI:12929 CHEBI:14285 CHEBI:20944 CHEBI:24135 Beilstein:3909240 Gmelin:1065131 MetaCyc:D-GALACTARATE Reaxys:3909240 (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioate meso-galactarate chebi_ontology -2 208.022 208.12292 C6H8O8 DSLZVSRJTYRBFB-DUHBMQHGSA-L InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-2/t1-,2+,3+,4- O[C@@H]([C@@H](O)[C@H](O)C([O-])=O)[C@@H](O)C([O-])=O galactarate CHEBI:16537 galactarate(2-) Beilstein:3909240 Beilstein Gmelin:1065131 Gmelin Reaxys:3909240 Reaxys (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioate IUPAC meso-galactarate IUPAC -2 ChEBI 208.022 ChEBI 208.12292 ChEBI C6H8O8 ChEBI DSLZVSRJTYRBFB-DUHBMQHGSA-L ChEBI InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-2/t1-,2+,3+,4- ChEBI O[C@@H]([C@@H](O)[C@H](O)C([O-])=O)[C@@H](O)C([O-])=O ChEBI galactarate UniProt A trehalose in which both glucose residues have alpha-configuration at the anomeric carbon. CHEBI:10202 CHEBI:12281 CHEBI:12284 CHEBI:12287 CHEBI:15251 CHEBI:22365 CHEBI:46211 Beilstein:1292766 CAS:99-20-7 Gmelin:2145829 HMDB:HMDB00975 KEGG:C01083 KEGG:G00293 KNApSAcK:C00001152 LINCS:LSM-37121 MetaCyc:TREHALOSE PDBeChem:TRE PMID:17439666 Reaxys:1292766 Wikipedia:Trehalose alpha,alpha-Trehalose alpha,alpha-trehalose alpha-D-glucopyranosyl alpha-D-glucopyranoside chebi_ontology (Glc)2 0 342.116 342.29648 C12H22O11 D-(+)-trehalose HDTRYLNUVZCQOY-LIZSDCNHSA-N InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O TREHALOSE Trehalose alpha,alpha'-Trehalose alpha-D-Glcp-(1<->1)-alpha-D-Glcp alpha-D-Trehalose alpha-D-glucopyranosyl-alpha-D-glucopyranoside alpha-trehalose ergot sugar mycose CHEBI:16551 alpha,alpha-trehalose Beilstein:1292766 Beilstein CAS:99-20-7 ChemIDplus CAS:99-20-7 KEGG COMPOUND CAS:99-20-7 NIST Chemistry WebBook Gmelin:2145829 Gmelin PMID:17439666 Europe PMC Reaxys:1292766 Reaxys alpha,alpha-Trehalose KEGG_COMPOUND alpha,alpha-trehalose UniProt alpha-D-glucopyranosyl alpha-D-glucopyranoside IUPAC (Glc)2 KEGG_GLYCAN 0 ChEBI 342.116 KEGG_COMPOUND 342.29648 ChEBI C12H22O11 KEGG_COMPOUND D-(+)-trehalose NIST_Chemistry_WebBook HDTRYLNUVZCQOY-LIZSDCNHSA-N ChEBI InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 ChEBI OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI TREHALOSE PDBeChem Trehalose KEGG_COMPOUND alpha,alpha'-Trehalose KEGG_COMPOUND alpha-D-Glcp-(1<->1)-alpha-D-Glcp JCBN alpha-D-Trehalose NIST_Chemistry_WebBook alpha-D-glucopyranosyl-alpha-D-glucopyranoside NIST_Chemistry_WebBook alpha-trehalose NIST_Chemistry_WebBook ergot sugar NIST_Chemistry_WebBook mycose NIST_Chemistry_WebBook An aminobenzoate that is the conjugate base of anthranilic acid, obtained by deprotonation of the carboxy group. CHEBI:13841 CHEBI:22575 Beilstein:3904977 Gmelin:131077 HMDB:HMDB01123 KEGG:C00108 MetaCyc:ANTHRANILATE Reaxys:3904977 UM-BBD_compID:c0345 2-aminobenzoate anthranilate chebi_ontology -1 136.040 136.12808 C7H6NO2 InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 Nc1ccccc1C([O-])=O RWZYAGGXGHYGMB-UHFFFAOYSA-M CHEBI:16567 anthranilate Beilstein:3904977 Beilstein Gmelin:131077 Gmelin KEGG:C00108 ChEBI Reaxys:3904977 Reaxys UM-BBD_compID:c0345 ChEBI 2-aminobenzoate IUPAC anthranilate UniProt -1 ChEBI 136.040 ChEBI 136.12808 ChEBI C7H6NO2 ChEBI InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 ChEBI Nc1ccccc1C([O-])=O ChEBI RWZYAGGXGHYGMB-UHFFFAOYSA-M ChEBI A triamine that is the 1,5,10-triaza derivative of decane. CHEBI:15095 CHEBI:15097 CHEBI:26732 CHEBI:26733 CHEBI:45647 CHEBI:9218 Beilstein:1698591 CAS:124-20-9 DrugBank:DB03566 Gmelin:454510 HMDB:HMDB01257 KEGG:C00315 KNApSAcK:C00001431 LINCS:LSM-37075 MetaCyc:SPERMIDINE PDBeChem:SPD PMID:22770225 Reaxys:1698591 Wikipedia:Spermidine N-(3-aminopropyl)butane-1,4-diamine SPERMIDINE Spermidine chebi_ontology 0 1,5,10-triazadecane 145.158 145.24598 4-azaoctamethylenediamine 4-azaoctane-1,8-diamine ATHGHQPFGPMSJY-UHFFFAOYSA-N C7H19N3 InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 N-(3-Aminopropyl)-1,4-butane-diamine NCCCCNCCCN Spermidin CHEBI:16610 spermidine Beilstein:1698591 ChemIDplus CAS:124-20-9 ChemIDplus CAS:124-20-9 KEGG COMPOUND Gmelin:454510 Gmelin PMID:22770225 Europe PMC Reaxys:1698591 Reaxys N-(3-aminopropyl)butane-1,4-diamine IUPAC SPERMIDINE PDBeChem Spermidine KEGG_COMPOUND 0 ChEBI 1,5,10-triazadecane ChemIDplus 145.158 KEGG_COMPOUND 145.24598 ChEBI 4-azaoctamethylenediamine ChemIDplus 4-azaoctane-1,8-diamine IUBMB ATHGHQPFGPMSJY-UHFFFAOYSA-N ChEBI C7H19N3 KEGG_COMPOUND InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 ChEBI N-(3-Aminopropyl)-1,4-butane-diamine KEGG_COMPOUND NCCCCNCCCN ChEBI Spermidin ChEBI The L-enantiomer of methionine. CHEBI:13141 CHEBI:21360 CHEBI:43990 CHEBI:6271 CAS:63-68-3 DrugBank:DB00134 Drug_Central:3347 ECMDB:ECMDB00696 Gmelin:26935 HMDB:HMDB00696 KEGG:C00073 KEGG:D00019 KNApSAcK:C00001379 MetaCyc:MET PDBeChem:MET_LFOH PMID:16575097 PMID:21683740 PMID:21946918 PMID:22200379 PMID:22370952 PMID:22448874 PMID:22517898 PMID:24126240 PMID:24939187 PMID:5764336 Reaxys:1722294 YMDB:YMDB00318 L-Methionine L-methionine chebi_ontology (2S)-2-amino-4-(methylsulfanyl)butanoic acid (S)-2-amino-4-(methylthio)butanoic acid (S)-2-amino-4-(methylthio)butyric acid (S)-methionine 0 149.051 149.21238 C5H11NO2S CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 L-(-)-methionine L-Methionin L-alpha-amino-gamma-methylmercaptobutyric acid M METHIONINE Met Methionine CHEBI:16643 L-methionine CAS:63-68-3 ChemIDplus CAS:63-68-3 KEGG COMPOUND CAS:63-68-3 NIST Chemistry WebBook Drug_Central:3347 DrugCentral Gmelin:26935 Gmelin PMID:16575097 Europe PMC PMID:21683740 Europe PMC PMID:21946918 Europe PMC PMID:22200379 Europe PMC PMID:22370952 Europe PMC PMID:22448874 Europe PMC PMID:22517898 Europe PMC PMID:24126240 Europe PMC PMID:24939187 Europe PMC PMID:5764336 Europe PMC Reaxys:1722294 Reaxys L-Methionine KEGG_COMPOUND L-methionine IUPAC (2S)-2-amino-4-(methylsulfanyl)butanoic acid IUPAC (S)-2-amino-4-(methylthio)butanoic acid ChemIDplus (S)-2-amino-4-(methylthio)butyric acid ChemIDplus (S)-methionine ChEBI 0 ChEBI 149.051 KEGG_COMPOUND 149.21238 ChEBI C5H11NO2S KEGG_COMPOUND CSCC[C@H](N)C(O)=O ChEBI FFEARJCKVFRZRR-BYPYZUCNSA-N ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 ChEBI L-(-)-methionine NIST_Chemistry_WebBook L-Methionin ChEBI L-alpha-amino-gamma-methylmercaptobutyric acid NIST_Chemistry_WebBook M ChEBI METHIONINE PDBeChem Met ChEBI Methionine KEGG_COMPOUND Methionine KEGG_DRUG Any member of the class of organooxygen compounds that is a polyhydroxy-aldehyde or -ketone or a lactol resulting from their intramolecular condensation (monosaccharides); substances derived from these by reduction of the carbonyl group (alditols), by oxidation of one or more hydroxy groups to afford the corresponding aldehydes, ketones, or carboxylic acids, or by replacement of one or more hydroxy group(s) by a hydrogen atom; and polymeric products arising by intermolecular acetal formation between two or more such molecules (disaccharides, polysaccharides and oligosaccharides). Carbohydrates contain only carbon, hydrogen and oxygen atoms; prior to any oxidation or reduction, most have the empirical formula Cm(H2O)n. Compounds obtained from carbohydrates by substitution, etc., are known as carbohydrate derivatives and may contain other elements. Cyclitols are generally not regarded as carbohydrates. CHEBI:15131 CHEBI:23008 CHEBI:9318 Wikipedia:Carbohydrate carbohydrate carbohydrates chebi_ontology Kohlenhydrat Kohlenhydrate carbohidrato carbohidratos glucide glucides glucido glucidos hydrates de carbone saccharide saccharides saccharidum CHEBI:16646 carbohydrate carbohydrate IUPAC carbohydrates IUPAC Kohlenhydrat ChEBI Kohlenhydrate ChEBI carbohidrato IUPAC carbohidratos IUPAC glucide ChEBI glucides ChEBI glucido ChEBI glucidos ChEBI hydrates de carbone ChEBI saccharide IUPAC saccharides IUPAC saccharidum ChEBI The 1-O-phospho derivative of L-fuculose. CHEBI:13104 CHEBI:13105 CHEBI:21296 Beilstein:1881578 KEGG:C01099 KNApSAcK:C00019651 6-deoxy-L-lyxo-hex-2-ulose 1-(dihydrogen phosphate) 6-deoxy-L-tagatose 1-(dihydrogen phosphate) chebi_ontology 0 244.035 244.13638 6-deoxy-1-O-phosphono-L-tagatose C6H13O8P C[C@H](O)[C@@H](O)[C@@H](O)C(=O)COP(O)(O)=O InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/t3-,5+,6-/m0/s1 KNYGWWDTPGSEPD-LFRDXLMFSA-N CHEBI:16647 L-fuculose 1-phosphate Beilstein:1881578 Beilstein 6-deoxy-L-lyxo-hex-2-ulose 1-(dihydrogen phosphate) IUPAC 6-deoxy-L-tagatose 1-(dihydrogen phosphate) IUPAC 0 ChEBI 244.035 ChEBI 244.13638 ChEBI 6-deoxy-1-O-phosphono-L-tagatose IUPAC C6H13O8P ChEBI C[C@H](O)[C@@H](O)[C@@H](O)C(=O)COP(O)(O)=O ChEBI InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/t3-,5+,6-/m0/s1 ChEBI KNYGWWDTPGSEPD-LFRDXLMFSA-N ChEBI An optically active form of lactate having (S)-configuration. CHEBI:11065 CHEBI:12411 CHEBI:18783 Beilstein:4655977 Gmelin:324523 KEGG:C00186 MetaCyc:L-LACTATE Reaxys:4655977 UM-BBD_compID:c0152 (2S)-2-hydroxypropanoate (S)-lactate chebi_ontology (+)-lactate -1 89.024 89.07000 C3H5O3 C[C@H](O)C([O-])=O InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m0/s1 JVTAAEKCZFNVCJ-REOHCLBHSA-M L(+)-lactate L-(+)-lactate L-lactate CHEBI:16651 (S)-lactate Beilstein:4655977 Beilstein Gmelin:324523 Gmelin KEGG:C00186 ChEBI Reaxys:4655977 Reaxys UM-BBD_compID:c0152 ChEBI (2S)-2-hydroxypropanoate IUPAC (S)-lactate UniProt (+)-lactate ChEBI -1 ChEBI 89.024 ChEBI 89.07000 ChEBI C3H5O3 ChEBI C[C@H](O)C([O-])=O ChEBI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m0/s1 ChEBI JVTAAEKCZFNVCJ-REOHCLBHSA-M ChEBI L(+)-lactate ChEBI L-(+)-lactate ChEBI L-lactate UM-BBD A glycerate that is the conjugate base of D-glyceric acid, obtained by deprotonation of the carboxy group. CHEBI:10999 CHEBI:12985 CHEBI:21027 Beilstein:6114954 Gmelin:1146853 HMDB:HMDB00139 KEGG:C00258 MetaCyc:GLYCERATE Reaxys:6114954 (2R)-2,3-dihydroxypropanoate D-glycerate chebi_ontology (R)-glycerate (R)-glycerate anion -1 105.019 105.06940 C3H5O4 InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/p-1/t2-/m1/s1 OC[C@@H](O)C([O-])=O RBNPOMFGQQGHHO-UWTATZPHSA-M alpha,beta-Hydroxypropionate CHEBI:16659 D-glycerate Beilstein:6114954 Beilstein Gmelin:1146853 Gmelin KEGG:C00258 ChEBI Reaxys:6114954 Reaxys (2R)-2,3-dihydroxypropanoate IUPAC D-glycerate UniProt (R)-glycerate HMDB (R)-glycerate anion ChEBI -1 ChEBI 105.019 ChEBI 105.06940 ChEBI C3H5O4 ChEBI InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/p-1/t2-/m1/s1 ChEBI OC[C@@H](O)C([O-])=O ChEBI RBNPOMFGQQGHHO-UWTATZPHSA-M ChEBI alpha,beta-Hydroxypropionate HMDB Amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another with formal loss of water. The term is usually applied to structures formed from alpha-amino acids, but it includes those derived from any amino carboxylic acid. X = OH, OR, NH2, NHR, etc. CHEBI:14753 CHEBI:25906 CHEBI:7990 KEGG:C00012 Peptide peptides chebi_ontology (C2H2NOR)nC2H3NOR 0 Peptid peptido peptidos CHEBI:16670 peptide Peptide KEGG_COMPOUND peptides IUPAC (C2H2NOR)nC2H3NOR ChEBI 0 ChEBI Peptid ChEBI peptido ChEBI peptidos ChEBI A pyrimidine ribonucleoside 5'-monophosphate having uracil as the nucleobase. CHEBI:13508 CHEBI:13509 CHEBI:27231 CHEBI:46362 CHEBI:46382 CHEBI:47721 CHEBI:9849 Beilstein:47486 CAS:58-97-9 DrugBank:DB03685 Gmelin:310455 HMDB:HMDB00288 KEGG:C00105 KNApSAcK:C00007311 MetaCyc:UMP PDBeChem:U5PrF10 PDBeChem:UrF10 PMID:22735334 PMID:2559771 Reaxys:47486 Wikipedia:Uridine_monophosphate 5'-uridylic acid UMP chebi_ontology 0 324.036 324.18136 5'-UMP 5'Uridylic acid C9H13N2O9P DJJCXFVJDGTHFX-XVFCMESISA-N InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O URIDINE-5'-MONOPHOSPHATE Uridine 5'-monophosphate Uridine monophosphate Uridylic acid pU uridine 5'-(dihydrogen phosphate) uridine 5'-phosphate uridine 5'-phosphoric acid uridylate CHEBI:16695 UMP Beilstein:47486 Beilstein CAS:58-97-9 ChemIDplus CAS:58-97-9 KEGG COMPOUND Gmelin:310455 Gmelin PMID:22735334 Europe PMC PMID:2559771 Europe PMC Reaxys:47486 Reaxys 5'-uridylic acid IUPAC UMP KEGG_COMPOUND 0 ChEBI 324.036 KEGG_COMPOUND 324.18136 ChEBI 5'-UMP ChemIDplus 5'Uridylic acid KEGG_COMPOUND C9H13N2O9P KEGG_COMPOUND DJJCXFVJDGTHFX-XVFCMESISA-N ChEBI InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 ChEBI O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O ChEBI URIDINE-5'-MONOPHOSPHATE PDBeChem Uridine 5'-monophosphate KEGG_COMPOUND Uridine monophosphate KEGG_COMPOUND Uridylic acid KEGG_COMPOUND pU CBN pU ChEBI uridine 5'-(dihydrogen phosphate) ChemIDplus uridine 5'-phosphate ChemIDplus uridine 5'-phosphoric acid ChemIDplus uridylate ChEBI A ribosyl or deoxyribosyl derivative of a pyrimidine or purine base in which C-5 of the ribose ring is mono-, di-, tri- or tetra-phosphorylated. CHEBI:14674 CHEBI:25603 CHEBI:7650 KEGG:C01117 Nucleoside 5'-phosphate chebi_ontology 0 196.014 196.09510 C5H9O6PR2 O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP(O)(O)=O nucleoside 5'-phosphates CHEBI:16701 nucleoside 5'-phosphate Nucleoside 5'-phosphate KEGG_COMPOUND 0 ChEBI 196.014 ChEBI 196.09510 ChEBI C5H9O6PR2 ChEBI O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP(O)(O)=O ChEBI nucleoside 5'-phosphates ChEBI A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics. CHEBI:20705 CHEBI:2172 Beilstein:15080 Beilstein:959078 CAS:551-16-6 Gmelin:1876702 KEGG:C02954 PDBeChem:X1E PMID:12569987 PMID:1384868 PMID:14687482 PMID:1701026 PMID:20970923 PMID:21614893 PMID:24293403 PMID:24389703 PMID:24631718 PMID:25057428 PMID:26852849 PMID:26986755 PMID:6166603 Patent:US2941995 Reaxys:15080 Wikipedia:6-APA 6-Aminopenicillanic acid 6-amino-2,2-dimethylpenam-3alpha-carboxylic acid chebi_ontology (+)-6-aminopenicillanic acid (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 216.057 216.25856 6-APA 6-Aminopenicillamine acid 6-Aminopenicillanate 6-Apa 6-Aps 6beta-aminopenicillanic acid Aminopenicillanic acid C8H12N2O3S InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 NGHVIOIJCVXTGV-ALEPSDHESA-N Penicin Penin Phenacyl 6-aminopenicillinate [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N)C(O)=O CHEBI:16705 6-aminopenicillanic acid Beilstein:15080 Beilstein Beilstein:959078 Beilstein CAS:551-16-6 ChemIDplus CAS:551-16-6 KEGG COMPOUND Gmelin:1876702 Gmelin PMID:12569987 Europe PMC PMID:1384868 Europe PMC PMID:14687482 Europe PMC PMID:1701026 Europe PMC PMID:20970923 Europe PMC PMID:21614893 Europe PMC PMID:24293403 Europe PMC PMID:24389703 Europe PMC PMID:24631718 Europe PMC PMID:25057428 Europe PMC PMID:26852849 Europe PMC PMID:26986755 Europe PMC PMID:6166603 Europe PMC Reaxys:15080 Reaxys 6-Aminopenicillanic acid KEGG_COMPOUND 6-amino-2,2-dimethylpenam-3alpha-carboxylic acid IUPAC (+)-6-aminopenicillanic acid ChEBI (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC 0 ChEBI 216.057 KEGG_COMPOUND 216.25856 ChEBI 6-APA ChEBI 6-Aminopenicillamine acid ChemIDplus 6-Aminopenicillanate KEGG_COMPOUND 6-Apa ChemIDplus 6-Aps ChemIDplus 6beta-aminopenicillanic acid ChEBI Aminopenicillanic acid ChemIDplus C8H12N2O3S KEGG_COMPOUND InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 ChEBI NGHVIOIJCVXTGV-ALEPSDHESA-N ChEBI Penicin ChemIDplus Penin ChemIDplus Phenacyl 6-aminopenicillinate ChemIDplus [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N)C(O)=O ChEBI The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6. CHEBI:13733 CHEBI:22236 CHEBI:2470 CHEBI:40579 Beilstein:608603 CAS:73-24-5 DrugBank:DB00173 Drug_Central:89 Gmelin:3903 HMDB:HMDB00034 KEGG:C00147 KEGG:D00034 KNApSAcK:C00001490 MetaCyc:ADENINE PDBeChem:ADE PMID:17439666 PMID:8070089 Reaxys:608603 Wikipedia:Adenine colombos:ADENINE 9H-purin-6-amine ADENINE Adenine adenine chebi_ontology 0 135.054 135.12690 6-Aminopurine A Ade Adenin C5H5N5 GFFGJBXGBJISGV-UHFFFAOYSA-N InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) Nc1ncnc2[nH]cnc12 CHEBI:16708 adenine Beilstein:608603 Beilstein CAS:73-24-5 ChemIDplus CAS:73-24-5 KEGG COMPOUND CAS:73-24-5 NIST Chemistry WebBook Drug_Central:89 DrugCentral Gmelin:3903 Gmelin PMID:17439666 Europe PMC PMID:8070089 Europe PMC Reaxys:608603 Reaxys 9H-purin-6-amine IUPAC ADENINE PDBeChem Adenine KEGG_COMPOUND adenine UniProt 0 ChEBI 135.054 KEGG_COMPOUND 135.12690 ChEBI 6-Aminopurine KEGG_COMPOUND A ChEBI Ade CBN Adenin NIST_Chemistry_WebBook C5H5N5 KEGG_COMPOUND GFFGJBXGBJISGV-UHFFFAOYSA-N ChEBI InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) ChEBI Nc1ncnc2[nH]cnc12 ChEBI A six-carbon aromatic annulene in which each carbon atom donates one of its two 2p electrons into a delocalised pi system. A toxic, flammable liquid byproduct of coal distillation, it is used as an industrial solvent. Benzene is a carcinogen that also damages bone marrow and the central nervous system. CHEBI:13876 CHEBI:22703 CHEBI:3025 CHEBI:41187 Beilstein:969212 CAS:71-43-2 Gmelin:1671 HMDB:HMDB01505 KEGG:C01407 PDBeChem:BNZ PMID:11684179 PMID:11993966 PMID:12857942 PMID:14677922 PMID:15468289 PMID:15935818 PMID:16161967 PMID:17373369 PMID:18072742 PMID:18407866 PMID:18409691 PMID:18836923 PMID:19228219 PMID:21325737 PMID:23088855 PMID:23222815 PMID:23534829 PMID:6353911 PMID:8124204 Reaxys:969212 UM-BBD_compID:c0142 Wikipedia:Benzene BENZENE Benzene benzene chebi_ontology 0 78.047 78.11184 Benzen Benzine Benzol Bicarburet of hydrogen C6H6 Coal naphtha InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H Mineral naphtha Phene Pyrobenzol Pyrobenzole UHOVQNZJYSORNB-UHFFFAOYSA-N [6]annulene benzole c1ccccc1 cyclohexatriene phenyl hydride CHEBI:16716 benzene Beilstein:969212 Beilstein CAS:71-43-2 ChemIDplus CAS:71-43-2 KEGG COMPOUND CAS:71-43-2 NIST Chemistry WebBook Gmelin:1671 Gmelin PMID:11684179 Europe PMC PMID:11993966 Europe PMC PMID:12857942 Europe PMC PMID:14677922 Europe PMC PMID:15468289 Europe PMC PMID:15935818 Europe PMC PMID:16161967 Europe PMC PMID:17373369 Europe PMC PMID:18072742 Europe PMC PMID:18407866 Europe PMC PMID:18409691 Europe PMC PMID:18836923 Europe PMC PMID:19228219 Europe PMC PMID:21325737 Europe PMC PMID:23088855 Europe PMC PMID:23222815 Europe PMC PMID:23534829 Europe PMC PMID:6353911 Europe PMC PMID:8124204 Europe PMC Reaxys:969212 Reaxys UM-BBD_compID:c0142 UM-BBD BENZENE PDBeChem Benzene KEGG_COMPOUND benzene ChEBI benzene IUPAC benzene UniProt 0 ChEBI 78.047 KEGG_COMPOUND 78.11184 ChEBI Benzen IUPAC Benzine UM-BBD Benzol ChemIDplus Bicarburet of hydrogen ChemIDplus C6H6 KEGG_COMPOUND Coal naphtha ChemIDplus InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H ChEBI Mineral naphtha ChemIDplus Phene ChemIDplus Pyrobenzol ChemIDplus Pyrobenzole ChemIDplus UHOVQNZJYSORNB-UHFFFAOYSA-N ChEBI [6]annulene NIST_Chemistry_WebBook benzole NIST_Chemistry_WebBook c1ccccc1 ChEBI cyclohexatriene UM-BBD phenyl hydride UM-BBD CHEBI:12909 CHEBI:13625 CHEBI:20906 CHEBI:4097 KEGG:C00405 D-alpha-amino acid D-alpha-amino acids chebi_ontology 0 74.024 74.05870 C2H4NO2R D-Amino acid D-alpha-amino acids N[C@H]([*])C(O)=O CHEBI:16733 D-alpha-amino acid D-alpha-amino acid ChEBI D-alpha-amino acids IUPAC 0 ChEBI 74.024 ChEBI 74.024 KEGG_COMPOUND 74.05870 ChEBI C2H4NO2R ChEBI C2H4NO2R KEGG_COMPOUND D-Amino acid KEGG_COMPOUND D-alpha-amino acids ChEBI N[C@H]([*])C(O)=O ChEBI A dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively. CHEBI:23094 CHEBI:3588 CHEBI:3593 Beilstein:3219887 CAS:474-25-9 DrugBank:DB06777 Drug_Central:4361 HMDB:HMDB00518 KEGG:C02528 KEGG:D00163 LINCS:LSM-5353 LIPID_MAPS_instance:LMST04010032 PDBeChem:JN3 PMID:11530998 PMID:16037564 PMID:24448653 PMID:24464484 Reaxys:3219887 Wikipedia:Chenodiol 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid Chenodeoxycholic acid chebi_ontology 0 392.293 392.57200 3alpha,7alpha-Dihydroxy-5beta-cholanic acid 7alpha-hydroxylithocholic acid C24H40O4 CDCA Chenix Chenodiol InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 RUDATBOHQWOJDD-BSWAIDMHSA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O anthropodeoxycholic acid anthropodesoxycholic acid chenic acid gallodesoxycholic acid CHEBI:16755 chenodeoxycholic acid Beilstein:3219887 Beilstein CAS:474-25-9 ChemIDplus CAS:474-25-9 KEGG COMPOUND Drug_Central:4361 DrugCentral LIPID_MAPS_instance:LMST04010032 LIPID MAPS PMID:11530998 Europe PMC PMID:16037564 Europe PMC PMID:24448653 Europe PMC PMID:24464484 Europe PMC Reaxys:3219887 Reaxys 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid IUPAC Chenodeoxycholic acid KEGG_COMPOUND 0 ChEBI 392.293 KEGG_COMPOUND 392.57200 ChEBI 3alpha,7alpha-Dihydroxy-5beta-cholanic acid KEGG_COMPOUND 7alpha-hydroxylithocholic acid ChemIDplus C24H40O4 KEGG_COMPOUND CDCA IUPHAR Chenix ChemIDplus Chenodiol KEGG_COMPOUND InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 ChEBI RUDATBOHQWOJDD-BSWAIDMHSA-N ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O ChEBI anthropodeoxycholic acid ChemIDplus anthropodesoxycholic acid ChemIDplus chenic acid ChemIDplus gallodesoxycholic acid ChemIDplus A purine ribonucleoside 5'-diphosphate having adenine as the nucleobase. CHEBI:13222 CHEBI:22244 CHEBI:2342 CHEBI:40553 Beilstein:67722 CAS:20398-34-9 CAS:58-64-0 COMe:MOL000173 DrugBank:DB03431 Gmelin:88452 KEGG:C00008 KEGG:G11113 KNApSAcK:C00019353 PDBeChem:ADP PMID:16295522 Reaxys:67722 ADP adenosine 5'-(trihydrogen diphosphate) chebi_ontology 0 427.029 427.20110 5'-adenylphosphoric acid ADENOSINE-5'-DIPHOSPHATE Adenosine 5'-diphosphate C10H15N5O10P2 H3adp InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O XTWYTFMLZFPYCI-KQYNXXCUSA-N CHEBI:16761 ADP Beilstein:67722 Beilstein CAS:20398-34-9 KEGG COMPOUND CAS:58-64-0 ChemIDplus CAS:58-64-0 KEGG COMPOUND Gmelin:88452 Gmelin PMID:16295522 Europe PMC Reaxys:67722 Reaxys ADP KEGG_COMPOUND adenosine 5'-(trihydrogen diphosphate) IUPAC 0 ChEBI 427.029 KEGG_COMPOUND 427.20110 ChEBI 5'-adenylphosphoric acid ChemIDplus ADENOSINE-5'-DIPHOSPHATE PDBeChem Adenosine 5'-diphosphate KEGG_COMPOUND C10H15N5O10P2 KEGG_COMPOUND H3adp IUPAC InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI XTWYTFMLZFPYCI-KQYNXXCUSA-N ChEBI CHEBI:13370 CHEBI:25199 CHEBI:25200 CHEBI:49640 CHEBI:5714 KEGG:C00703 PDBeChem:HG UM-BBD_compID:c0096 mercury(2+) mercury(2+) ion mercury(II) cation chebi_ontology +2 200.59000 201.971 BQPIGGFYSBELGY-UHFFFAOYSA-N Hg Hg(2+) Hg2+ InChI=1S/Hg/q+2 MERCURY (II) ION Mercuric ion [Hg++] mercuric ion mercury(2+) ion mercury(II) mercury(II) cation CHEBI:16793 mercury(2+) UM-BBD_compID:c0096 ChEBI mercury(2+) IUPAC mercury(2+) ion IUPAC mercury(II) cation IUPAC +2 ChEBI 200.59000 ChEBI 201.971 KEGG_COMPOUND BQPIGGFYSBELGY-UHFFFAOYSA-N ChEBI Hg KEGG_COMPOUND Hg(2+) IUPAC Hg(2+) UniProt Hg2+ KEGG_COMPOUND InChI=1S/Hg/q+2 ChEBI MERCURY (II) ION PDBeChem Mercuric ion KEGG_COMPOUND [Hg++] ChEBI mercuric ion ChEBI mercury(2+) ion ChEBI mercury(II) ChEBI mercury(II) cation ChEBI A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4. CHEBI:14590 CHEBI:25229 CHEBI:6829 Beilstein:636185 CAS:59-51-8 Gmelin:3117 KEGG:C01733 KEGG:D04983 PMID:16702333 PMID:22264337 PMID:2543976 Reaxys:636185 UM-BBD_compID:c0094 Wikipedia:Methionine colombos:METHIONINE Methionine methionine chebi_ontology 0 149.051 149.21238 2-Amino-4-(methylthio)butyric acid 2-amino-4-(methylsulfanyl)butanoic acid 2-amino-4-(methylthio)butanoic acid C5H11NO2S CSCCC(N)C(O)=O DL-Methionine FFEARJCKVFRZRR-UHFFFAOYSA-N Hmet InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) M Met Methionin Racemethionine alpha-amino-gamma-methylmercaptobutyric acid metionina CHEBI:16811 methionine Beilstein:636185 Beilstein CAS:59-51-8 ChemIDplus CAS:59-51-8 KEGG COMPOUND CAS:59-51-8 NIST Chemistry WebBook Gmelin:3117 Gmelin PMID:16702333 Europe PMC PMID:22264337 Europe PMC PMID:2543976 Europe PMC Reaxys:636185 Reaxys UM-BBD_compID:c0094 UM-BBD Methionine KEGG_COMPOUND methionine ChEBI methionine IUPAC 0 ChEBI 149.051 KEGG_COMPOUND 149.21238 ChEBI 2-Amino-4-(methylthio)butyric acid KEGG_COMPOUND 2-amino-4-(methylsulfanyl)butanoic acid IUPAC 2-amino-4-(methylthio)butanoic acid JCBN C5H11NO2S KEGG_COMPOUND CSCCC(N)C(O)=O ChEBI DL-Methionine KEGG_DRUG FFEARJCKVFRZRR-UHFFFAOYSA-N ChEBI Hmet IUPAC InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) ChEBI M ChEBI Met ChEBI Methionin ChEBI Racemethionine KEGG_DRUG alpha-amino-gamma-methylmercaptobutyric acid NIST_Chemistry_WebBook metionina ChEBI The L-enantiomer of tryptophan. CHEBI:13178 CHEBI:184633 CHEBI:21407 CHEBI:45988 CHEBI:46086 CHEBI:46125 CHEBI:46225 CHEBI:6310 Beilstein:86197 CAS:73-22-3 DrugBank:DB00150 Drug_Central:2780 ECMDB:ECMDB00929 Gmelin:51434 HMDB:HMDB00929 KEGG:C00078 KEGG:D00020 KNApSAcK:C00001396 MetaCyc:TRP PDBeChem:TRP PMID:11395471 PMID:11750787 PMID:11888576 PMID:12766158 PMID:12830226 PMID:12871129 PMID:15206750 PMID:16740930 PMID:16934873 PMID:17127472 PMID:17177562 PMID:17430113 PMID:17585690 PMID:17690425 PMID:17826001 PMID:18234569 PMID:18419734 PMID:18949702 PMID:19896323 PMID:21856896 PMID:22071091 PMID:22162421 PMID:22299628 PMID:22386992 PMID:22402312 PMID:22415302 PMID:22415306 PMID:2917974 Reaxys:86197 Wikipedia:Tryptophan YMDB:YMDB00126 L-Tryptophan L-tryptophan chebi_ontology (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid (S)-alpha-Amino-beta-(3-indolyl)-propionic acid (S)-alpha-amino-1H-indole-3-propanoic acid (S)-tryptophan 0 204.090 204.22526 C11H12N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 L-(-)-tryptophan L-beta-3-indolylalanine N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O QIVBCDIJIAJPQS-VIFPVBQESA-N TRYPTOPHAN Trp Tryptophan W tryptophan CHEBI:16828 L-tryptophan Beilstein:86197 Beilstein CAS:73-22-3 ChemIDplus CAS:73-22-3 KEGG COMPOUND CAS:73-22-3 NIST Chemistry WebBook Drug_Central:2780 DrugCentral Gmelin:51434 Gmelin PMID:11395471 Europe PMC PMID:11750787 Europe PMC PMID:11888576 Europe PMC PMID:12766158 Europe PMC PMID:12830226 Europe PMC PMID:12871129 Europe PMC PMID:15206750 Europe PMC PMID:16740930 Europe PMC PMID:16934873 Europe PMC PMID:17127472 Europe PMC PMID:17177562 Europe PMC PMID:17430113 Europe PMC PMID:17585690 Europe PMC PMID:17690425 Europe PMC PMID:17826001 Europe PMC PMID:18234569 Europe PMC PMID:18419734 Europe PMC PMID:18949702 Europe PMC PMID:19896323 Europe PMC PMID:21856896 Europe PMC PMID:22071091 Europe PMC PMID:22162421 Europe PMC PMID:22299628 Europe PMC PMID:22386992 Europe PMC PMID:22402312 Europe PMC PMID:22415302 Europe PMC PMID:22415306 Europe PMC PMID:2917974 Europe PMC Reaxys:86197 Reaxys L-Tryptophan KEGG_COMPOUND L-tryptophan ChEBI L-tryptophan IUPAC (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid IUPAC (S)-alpha-Amino-beta-(3-indolyl)-propionic acid KEGG_COMPOUND (S)-alpha-amino-1H-indole-3-propanoic acid NIST_Chemistry_WebBook (S)-tryptophan NIST_Chemistry_WebBook 0 ChEBI 204.090 KEGG_COMPOUND 204.22526 ChEBI C11H12N2O2 KEGG_COMPOUND InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 ChEBI L-(-)-tryptophan NIST_Chemistry_WebBook L-beta-3-indolylalanine NIST_Chemistry_WebBook N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O ChEBI QIVBCDIJIAJPQS-VIFPVBQESA-N ChEBI TRYPTOPHAN PDBeChem Trp ChEBI Tryptophan KEGG_COMPOUND W ChEBI tryptophan KEGG_DRUG A tripeptide compound consisting of glutamic acid attached via its side chain to the N-terminus of cysteinylglycine. CHEBI:12402 CHEBI:14327 CHEBI:24334 CHEBI:42873 CHEBI:43049 CHEBI:5437 CAS:70-18-8 DrugBank:DB00143 Drug_Central:1312 HMDB:HMDB00125 KEGG:C00051 KEGG:D00014 KNApSAcK:C00001518 MetaCyc:GLUTATHIONE PDBeChem:GSH PMID:17439666 PMID:4200890 PMID:4745654 Reaxys:1729812 Wikipedia:Glutathione Glutathione L-gamma-glutamyl-L-cysteinylglycine chebi_ontology 0 307.084 307.32300 5-L-Glutamyl-L-cysteinylglycine C10H17N3O6S GSH Glutathione-SH InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N Reduced glutathione gamma-L-Glutamyl-L-cysteinyl-glycine CHEBI:16856 glutathione CAS:70-18-8 ChemIDplus CAS:70-18-8 KEGG COMPOUND Drug_Central:1312 DrugCentral PMID:17439666 Europe PMC PMID:4200890 Europe PMC PMID:4745654 Europe PMC Reaxys:1729812 Reaxys Glutathione KEGG_COMPOUND L-gamma-glutamyl-L-cysteinylglycine IUPAC 0 ChEBI 307.084 KEGG_COMPOUND 307.32300 ChEBI 5-L-Glutamyl-L-cysteinylglycine KEGG_COMPOUND C10H17N3O6S KEGG_COMPOUND GSH KEGG_COMPOUND Glutathione-SH HMDB InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 ChEBI N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine KEGG_COMPOUND N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O ChEBI RWSXRVCMGQZWBV-WDSKDSINSA-N ChEBI Reduced glutathione KEGG_COMPOUND gamma-L-Glutamyl-L-cysteinyl-glycine KEGG_COMPOUND An optically active form of threonine having L-configuration. CHEBI:13175 CHEBI:21403 CHEBI:42083 CHEBI:45843 CHEBI:45983 CHEBI:6308 Beilstein:1721646 CAS:72-19-5 DrugBank:DB00156 Drug_Central:4254 ECMDB:ECMDB00167 Gmelin:82510 HMDB:HMDB00167 KEGG:C00188 KEGG:D00041 KNApSAcK:C00001394 PDBeChem:THR PMID:11964235 PMID:12523390 PMID:16659349 PMID:17379183 PMID:22289691 PMID:22342587 PMID:22513921 PMID:22770225 PMID:24671569 Reaxys:1721646 UM-BBD_compID:c0413 Wikipedia:Threonine YMDB:YMDB00214 L-Threonine L-threonine chebi_ontology (2S)-threonine (2S,3R)-(-)-Threonine (2S,3R)-2-amino-3-hydroxybutanoic acid 0 119.058 119.11920 2-Amino-3-hydroxybutyric acid AYFVYJQAPQTCCC-GBXIJSLDSA-N C4H9NO3 C[C@@H](O)[C@H](N)C(O)=O InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 L-(-)-Threonine L-2-Amino-3-hydroxybutyric acid L-Threonin L-alpha-amino-beta-hydroxybutyric acid T THREONINE Thr CHEBI:16857 L-threonine Beilstein:1721646 Beilstein CAS:72-19-5 ChemIDplus CAS:72-19-5 KEGG COMPOUND CAS:72-19-5 NIST Chemistry WebBook Drug_Central:4254 DrugCentral Gmelin:82510 Gmelin PMID:11964235 Europe PMC PMID:12523390 Europe PMC PMID:16659349 Europe PMC PMID:17379183 Europe PMC PMID:22289691 Europe PMC PMID:22342587 Europe PMC PMID:22513921 Europe PMC PMID:22770225 Europe PMC PMID:24671569 Europe PMC Reaxys:1721646 Reaxys UM-BBD_compID:c0413 UM-BBD L-Threonine KEGG_COMPOUND L-threonine IUPAC (2S)-threonine ChemIDplus (2S,3R)-(-)-Threonine HMDB (2S,3R)-2-amino-3-hydroxybutanoic acid IUPAC 0 ChEBI 119.058 KEGG_COMPOUND 119.11920 ChEBI 2-Amino-3-hydroxybutyric acid KEGG_COMPOUND AYFVYJQAPQTCCC-GBXIJSLDSA-N ChEBI C4H9NO3 KEGG_COMPOUND C[C@@H](O)[C@H](N)C(O)=O ChEBI InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 ChEBI L-(-)-Threonine DrugBank L-2-Amino-3-hydroxybutyric acid HMDB L-Threonin ChEBI L-alpha-amino-beta-hydroxybutyric acid NIST_Chemistry_WebBook T ChEBI THREONINE PDBeChem Thr ChEBI CHEBI:13401 CHEBI:13662 CHEBI:14675 CHEBI:25606 CHEBI:7428 CHEBI:7652 KEGG:C00454 Nucleoside diphosphate chebi_ontology 0 292.983 293.08240 C5H11O10P2R NDP O[C@H]1[C@H]([*])O[C@H](COP(O)(=O)OP(O)(O)=O)[C@H]1O nucleoside diphosphates CHEBI:16862 nucleoside diphosphate Nucleoside diphosphate KEGG_COMPOUND 0 ChEBI 292.983 ChEBI 293.08240 ChEBI C5H11O10P2R ChEBI NDP KEGG_COMPOUND O[C@H]1[C@H]([*])O[C@H](COP(O)(=O)OP(O)(O)=O)[C@H]1O ChEBI nucleoside diphosphates ChEBI An optically active form of methionine having D-configuration. CHEBI:13005 CHEBI:21065 CHEBI:4215 CHEBI:44071 Beilstein:1722293 CAS:348-67-4 DrugBank:DB02893 ECMDB:ECMDB21203 Gmelin:26934 KEGG:C00855 MetaCyc:CPD-218 PDBeChem:MED PMID:15375647 PMID:20431016 PMID:20872028 PMID:21480759 PMID:21750343 PMID:21924333 PMID:22192214 PMID:22304623 PMID:318639 Reaxys:1722293 YMDB:YMDB00816 D-METHIONINE D-Methionine D-methionine chebi_ontology (2R)-2-amino-4-(methylsulfanyl)butanoic acid (R)-2-amino-4-(methylthio)butanoic acid (R)-methionine 0 149.051 149.21238 C5H11NO2S CSCC[C@@H](N)C(O)=O D-2-Amino-4-(methylthio)butyric acid D-Methionin FFEARJCKVFRZRR-SCSAIBSYSA-N InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 MED CHEBI:16867 D-methionine Beilstein:1722293 Beilstein CAS:348-67-4 ChemIDplus CAS:348-67-4 KEGG COMPOUND CAS:348-67-4 NIST Chemistry WebBook Gmelin:26934 Gmelin PMID:15375647 Europe PMC PMID:20431016 Europe PMC PMID:20872028 Europe PMC PMID:21480759 Europe PMC PMID:21750343 Europe PMC PMID:21924333 Europe PMC PMID:22192214 Europe PMC PMID:22304623 Europe PMC PMID:318639 Europe PMC Reaxys:1722293 Reaxys D-METHIONINE PDBeChem D-Methionine KEGG_COMPOUND D-methionine IUPAC (2R)-2-amino-4-(methylsulfanyl)butanoic acid IUPAC (R)-2-amino-4-(methylthio)butanoic acid JCBN (R)-methionine ChemIDplus 0 ChEBI 149.051 KEGG_COMPOUND 149.21238 ChEBI C5H11NO2S KEGG_COMPOUND CSCC[C@@H](N)C(O)=O ChEBI D-2-Amino-4-(methylthio)butyric acid KEGG_COMPOUND D-Methionin ChEBI FFEARJCKVFRZRR-SCSAIBSYSA-N ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 ChEBI MED PDBeChem CHEBI:10649 CHEBI:12849 CHEBI:35141 CHEBI:35772 CAS:27082-31-1 KEGG:C03189 glycerol dihydrogen phosphate chebi_ontology C3H9O6P glycerophosphoric acid sn-Glyceryl phosphate CHEBI:16890 glycerol monophosphate CAS:27082-31-1 ChemIDplus glycerol dihydrogen phosphate IUPAC C3H9O6P KEGG_COMPOUND glycerophosphoric acid ChemIDplus sn-Glyceryl phosphate KEGG_COMPOUND A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom. CHEBI:24421 CHEBI:42767 CHEBI:5509 Beilstein:741891 CAS:298-12-4 DrugBank:DB04343 Gmelin:25752 HMDB:HMDB00119 KEGG:C00048 KNApSAcK:C00001186 MetaCyc:GLYOX PDBeChem:GLV PMID:11479160 PMID:16396466 PMID:22580421 PMID:23790896 Reaxys:741891 Wikipedia:Glyoxylic_acid GLYOXYLIC ACID Glyoxylic acid oxoacetic acid chebi_ontology 0 74.000 74.03548 C2H2O3 Glyoxalate Glyoxalsaeure Glyoxylate Glyoxylsaeure HHLFWLYXYJOTON-UHFFFAOYSA-N InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5) [H]C(=O)C(O)=O alpha-ketoacetic acid formylformic acid oxalaldehydic acid oxoethanoic acid CHEBI:16891 glyoxylic acid Beilstein:741891 Beilstein CAS:298-12-4 ChemIDplus CAS:298-12-4 KEGG COMPOUND CAS:298-12-4 NIST Chemistry WebBook Gmelin:25752 Gmelin PMID:11479160 Europe PMC PMID:16396466 Europe PMC PMID:22580421 Europe PMC PMID:23790896 Europe PMC Reaxys:741891 Reaxys GLYOXYLIC ACID PDBeChem Glyoxylic acid KEGG_COMPOUND oxoacetic acid IUPAC 0 ChEBI 74.000 KEGG_COMPOUND 74.03548 ChEBI C2H2O3 KEGG_COMPOUND Glyoxalate KEGG_COMPOUND Glyoxalsaeure ChEBI Glyoxylate KEGG_COMPOUND Glyoxylsaeure ChEBI HHLFWLYXYJOTON-UHFFFAOYSA-N ChEBI InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5) ChEBI [H]C(=O)C(O)=O ChEBI alpha-ketoacetic acid NIST_Chemistry_WebBook formylformic acid NIST_Chemistry_WebBook oxalaldehydic acid ChemIDplus oxoethanoic acid ChemIDplus The parent compound of the pyrimidines; a diazine having the two nitrogens at the 1- and 3-positions. CHEBI:14982 CHEBI:44847 CHEBI:8675 Beilstein:103894 CAS:289-95-2 Gmelin:49324 KEGG:C00396 PDBeChem:P1R PMID:8070089 PYRIMIDINE Pyrimidine pyrimidine chebi_ontology 0 1,3-Diazin 1,3-Diazine 80.037 80.08804 C4H4N2 CZPWVGJYEJSRLH-UHFFFAOYSA-N InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H Metadiazine Pyrimidin Pyrimidine base c1cncnc1 m-diazine CHEBI:16898 pyrimidine Beilstein:103894 Beilstein CAS:289-95-2 ChemIDplus CAS:289-95-2 KEGG COMPOUND CAS:289-95-2 NIST Chemistry WebBook Gmelin:49324 Gmelin PMID:8070089 Europe PMC PYRIMIDINE PDBeChem Pyrimidine KEGG_COMPOUND pyrimidine IUPAC pyrimidine UniProt 0 ChEBI 1,3-Diazin ChEBI 1,3-Diazine KEGG_COMPOUND 80.037 KEGG_COMPOUND 80.08804 ChEBI C4H4N2 KEGG_COMPOUND CZPWVGJYEJSRLH-UHFFFAOYSA-N ChEBI InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H ChEBI Metadiazine KEGG_COMPOUND Pyrimidin ChEBI Pyrimidine base KEGG_COMPOUND c1cncnc1 ChEBI m-diazine NIST_Chemistry_WebBook A ketohexose bisphosphate that is D-fructose substituted by phosphate groups at positions 1 and 6. CHEBI:12924 CHEBI:4120 CAS:488-69-7 HMDB:HMDB01058 KEGG:C00354 MetaCyc:FRUCTOSE-16-DIPHOSPHATE PMID:13150027 PMID:4610358 Reaxys:1729954 D-fructose 1,6-bis(dihydrogen phosphate) chebi_ontology 0 1,6-di-O-phosphono-D-fructose 339.996 340.11568 C6H14O12P2 D-Fructose 1,6-bisphosphate D-fructose-1,6-diphosphate Harden-Young ester InChI=1S/C6H14O12P2/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16)/t3-,5-,6-/m1/s1 XPYBSIWDXQFNMH-UYFOZJQFSA-N [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)C(=O)COP(O)(O)=O fructose-1,6-diphosphate CHEBI:16905 keto-D-fructose 1,6-bisphosphate CAS:488-69-7 KEGG COMPOUND PMID:13150027 Europe PMC PMID:4610358 Europe PMC Reaxys:1729954 Reaxys D-fructose 1,6-bis(dihydrogen phosphate) IUPAC 0 ChEBI 1,6-di-O-phosphono-D-fructose ChEBI 339.996 KEGG_COMPOUND 340.11568 ChEBI C6H14O12P2 KEGG_COMPOUND D-Fructose 1,6-bisphosphate KEGG_COMPOUND D-fructose-1,6-diphosphate ChEBI Harden-Young ester HMDB InChI=1S/C6H14O12P2/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16)/t3-,5-,6-/m1/s1 ChEBI XPYBSIWDXQFNMH-UYFOZJQFSA-N ChEBI [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)C(=O)COP(O)(O)=O ChEBI fructose-1,6-diphosphate ChEBI A monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. It is obtained from the bark of the white willow and wintergreen leaves. CHEBI:26597 CHEBI:45521 CHEBI:9006 Beilstein:774890 CAS:69-72-7 DrugBank:DB00936 Drug_Central:2416 Gmelin:3418 HMDB:HMDB01895 KEGG:C00805 KEGG:D00097 KNApSAcK:C00000206 LINCS:LSM-4763 MetaCyc:CPD-110 PDBeChem:SAL PMID:11016405 PMID:12865403 PMID:1650428 PMID:19400653 PMID:19816125 PMID:22770225 PMID:3425858 Reaxys:774890 Wikipedia:Salicylic_Acid 2-hydroxybenzoic acid Salicylic acid chebi_ontology 0 138.032 138.12070 2-HYDROXYBENZOIC ACID 2-carboxyphenol C7H6O3 InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) OC(=O)c1ccccc1O YGSDEFSMJLZEOE-UHFFFAOYSA-N o-Hydroxybenzoic acid o-carboxyphenol o-hydroxybenzoic acid CHEBI:16914 salicylic acid Beilstein:774890 Beilstein CAS:69-72-7 ChemIDplus CAS:69-72-7 KEGG COMPOUND CAS:69-72-7 NIST Chemistry WebBook Drug_Central:2416 DrugCentral Gmelin:3418 Gmelin PMID:11016405 Europe PMC PMID:12865403 Europe PMC PMID:1650428 Europe PMC PMID:19400653 Europe PMC PMID:19816125 Europe PMC PMID:22770225 Europe PMC PMID:3425858 Europe PMC Reaxys:774890 Reaxys 2-hydroxybenzoic acid IUPAC Salicylic acid KEGG_COMPOUND 0 ChEBI 138.032 ChEBI 138.12070 ChEBI 2-HYDROXYBENZOIC ACID PDBeChem 2-carboxyphenol NIST_Chemistry_WebBook C7H6O3 ChEBI InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) ChEBI OC(=O)c1ccccc1O ChEBI YGSDEFSMJLZEOE-UHFFFAOYSA-N ChEBI o-Hydroxybenzoic acid KEGG_COMPOUND o-carboxyphenol NIST_Chemistry_WebBook o-hydroxybenzoic acid NIST_Chemistry_WebBook A tricarboxylic acid trianion, obtained by deprotonation of the three carboxy groups of citric acid. CHEBI:13999 CHEBI:23321 CHEBI:42563 Beilstein:1884707 CAS:126-44-3 Gmelin:4239 KEGG:C00158 PDBeChem:FLC Reaxys:1884707 2-hydroxypropane-1,2,3-tricarboxylate chebi_ontology -3 189.004 189.09970 2-hydroxy-1,2,3-propanetricarboxylate 2-hydroxy-1,2,3-propanetricarboxylate(3-) 2-hydroxy-1,2,3-propanetricarboxylic acid, ion(3-) 2-hydroxytricarballylate C6H5O7 CITRATE ANION InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/p-3 KRKNYBCHXYNGOX-UHFFFAOYSA-K OC(CC([O-])=O)(CC([O-])=O)C([O-])=O cit cit(3-) citrate CHEBI:16947 citrate(3-) Beilstein:1884707 Beilstein CAS:126-44-3 ChemIDplus Gmelin:4239 Gmelin KEGG:C00158 ChEBI Reaxys:1884707 Reaxys 2-hydroxypropane-1,2,3-tricarboxylate IUPAC -3 ChEBI 189.004 ChEBI 189.09970 ChEBI 2-hydroxy-1,2,3-propanetricarboxylate ChEBI 2-hydroxy-1,2,3-propanetricarboxylate(3-) ChemIDplus 2-hydroxy-1,2,3-propanetricarboxylic acid, ion(3-) ChemIDplus 2-hydroxytricarballylate ChEBI C6H5O7 ChEBI CITRATE ANION PDBeChem InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/p-3 ChEBI KRKNYBCHXYNGOX-UHFFFAOYSA-K ChEBI OC(CC([O-])=O)(CC([O-])=O)C([O-])=O ChEBI cit IUPAC cit(3-) ChEBI citrate UniProt A naturally-occurring beta-amino acid comprising propionic acid with the amino group in the 3-position. CHEBI:10343 CHEBI:12389 CHEBI:22821 CHEBI:41050 Beilstein:906793 CAS:107-95-9 DrugBank:DB03107 Gmelin:49614 HMDB:HMDB00056 KEGG:C00099 KEGG:D07561 KNApSAcK:C00001333 MetaCyc:B-ALANINE PDBeChem:BAL PMID:11139233 PMID:11850512 PMID:12107759 PMID:12887142 PMID:14363188 PMID:16934791 PMID:18528519 PMID:18613640 PMID:19239140 PMID:19955842 PMID:20199122 PMID:20386120 PMID:20479615 PMID:20994958 PMID:22735334 Reaxys:906793 Wikipedia:Beta-Alanine 3-aminopropanoic acid BETA-ALANINE beta-Alanine beta-alanine chebi_ontology 0 3-Aminopropionic acid 3-aminopropanoic acid 89.048 89.09322 C3H7NO2 H-beta-Ala-OH InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N bAla beta-aminopropionic acid omega-aminopropionic acid CHEBI:16958 beta-alanine Beilstein:906793 Beilstein CAS:107-95-9 ChemIDplus CAS:107-95-9 KEGG COMPOUND CAS:107-95-9 NIST Chemistry WebBook Gmelin:49614 Gmelin PMID:11139233 Europe PMC PMID:11850512 Europe PMC PMID:12107759 Europe PMC PMID:12887142 Europe PMC PMID:14363188 Europe PMC PMID:16934791 Europe PMC PMID:18528519 Europe PMC PMID:18613640 Europe PMC PMID:19239140 Europe PMC PMID:19955842 Europe PMC PMID:20199122 Europe PMC PMID:20386120 Europe PMC PMID:20479615 Europe PMC PMID:20994958 Europe PMC PMID:22735334 Europe PMC Reaxys:906793 Reaxys 3-aminopropanoic acid IUPAC BETA-ALANINE PDBeChem beta-Alanine KEGG_COMPOUND beta-alanine IUPAC 0 ChEBI 3-Aminopropionic acid KEGG_COMPOUND 3-aminopropanoic acid ChEBI 89.048 KEGG_COMPOUND 89.09322 ChEBI C3H7NO2 KEGG_COMPOUND H-beta-Ala-OH ChEBI InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) ChEBI NCCC(O)=O ChEBI UCMIRNVEIXFBKS-UHFFFAOYSA-N ChEBI bAla ChEBI beta-aminopropionic acid NIST_Chemistry_WebBook omega-aminopropionic acid ChEBI CHEBI:14426 CHEBI:24752 CHEBI:43202 CHEBI:5821 Beilstein:6755837 CAS:31282-04-9 KEGG:C01925 PDBeChem:HYG colombos:HYGROMYCIN_B (1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-beta-D-talopyranoside HYGROMYCIN B Hygromycin B chebi_ontology 0 527.233 527.52010 Antibiotic A-396-II C20H37N3O13 CN[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@@]4(O[C@H](C(N)CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O GRRNUXAQVGOGFE-NZSRVPFOSA-N InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6?,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1 O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-O-beta-D-talopyranosyl-(1->5)-2-deoxy-N(3)-methyl-D-streptamine CHEBI:16976 hygromycin B Beilstein:6755837 Beilstein CAS:31282-04-9 ChemIDplus CAS:31282-04-9 KEGG COMPOUND (1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-beta-D-talopyranoside IUPAC HYGROMYCIN B PDBeChem Hygromycin B KEGG_COMPOUND 0 ChEBI 527.233 KEGG_COMPOUND 527.52010 ChEBI Antibiotic A-396-II KEGG_COMPOUND C20H37N3O13 KEGG_COMPOUND CN[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@@]4(O[C@H](C(N)CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O ChEBI GRRNUXAQVGOGFE-NZSRVPFOSA-N ChEBI InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6?,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1 ChEBI O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-O-beta-D-talopyranosyl-(1->5)-2-deoxy-N(3)-methyl-D-streptamine ChEBI The L-enantiomer of alanine. CHEBI:13069 CHEBI:21216 CHEBI:40734 CHEBI:40735 CHEBI:46308 CHEBI:6171 Beilstein:1720248 CAS:56-41-7 DrugBank:DB00160 Drug_Central:4255 ECMDB:ECMDB00161 Gmelin:49628 HMDB:HMDB00161 KEGG:C00041 KEGG:D00012 KNApSAcK:C00001332 MetaCyc:ALPHA-ALANINE PDBeChem:ALA_LFOH PMID:18235971 PMID:22735334 PMID:3275662 Reaxys:1720248 Wikipedia:Alanine YMDB:YMDB00154 L-Alanine L-alanine chebi_ontology (2S)-2-aminopropanoic acid (S)-2-aminopropanoic acid (S)-alanine 0 89.048 89.09322 A ALANINE Ala C3H7NO2 C[C@H](N)C(O)=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 L-2-Aminopropionic acid L-Alanin L-alpha-Alanine L-alpha-alanine QNAYBMKLOCPYGJ-REOHCLBHSA-N CHEBI:16977 L-alanine Beilstein:1720248 Beilstein CAS:56-41-7 ChemIDplus CAS:56-41-7 KEGG COMPOUND CAS:56-41-7 NIST Chemistry WebBook Drug_Central:4255 DrugCentral Gmelin:49628 Gmelin PMID:18235971 Europe PMC PMID:22735334 Europe PMC PMID:3275662 Europe PMC Reaxys:1720248 Reaxys L-Alanine KEGG_COMPOUND L-alanine IUPAC (2S)-2-aminopropanoic acid IUPAC (S)-2-aminopropanoic acid ChEBI (S)-alanine NIST_Chemistry_WebBook 0 ChEBI 89.048 KEGG_COMPOUND 89.09322 ChEBI A ChEBI ALANINE PDBeChem Ala NIST_Chemistry_WebBook C3H7NO2 KEGG_COMPOUND C[C@H](N)C(O)=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 ChEBI L-2-Aminopropionic acid KEGG_COMPOUND L-Alanin ChEBI L-alpha-Alanine KEGG_COMPOUND L-alpha-alanine NIST_Chemistry_WebBook QNAYBMKLOCPYGJ-REOHCLBHSA-N ChEBI A ribose in which the chiral carbon atom furthest away from the aldehyde group (C4') has the same configuration as in D-glyceraldehyde. CHEBI:13011 CHEBI:21078 DrugBank:DB01936 PMID:24404872 PMID:24752650 D-ribo-pentose D-ribose chebi_ontology 0 150.12990 C5H10O5 D-Rib CHEBI:16988 D-ribose PMID:24404872 Europe PMC PMID:24752650 Europe PMC D-ribo-pentose IUPAC D-ribose IUPAC 0 ChEBI 150.12990 ChEBI C5H10O5 ChEBI D-Rib JCBN The simplest member of the class of propane-1,2-diols, consisting of propane in which a hydrogen at position 1 and a hydrogen at position 2 are substituted by hydroxy groups. A colourless, viscous, hygroscopic, low-melting (-59degreeC) and high-boiling (188degreeC) liquid with low toxicity, it is used as a solvent, emulsifying agent, and antifreeze. CHEBI:14899 CHEBI:8469 CAS:57-55-6 DrugBank:DB01839 Drug_Central:4024 HMDB:HMDB01881 KEGG:C00583 KEGG:D00078 KNApSAcK:C00007410 LINCS:LSM-36856 PMID:15665701 PMID:16078503 PMID:18346395 PMID:18845115 PMID:21616561 Reaxys:1340498 Wikipedia:Propylene_glycol Propane-1,2-diol propane-1,2-diol chebi_ontology 0 1,2-Propanediol 1,2-Propylenglykol 1,2-dihydroxypropane 2-hydroxypropanol 76.052 76.09442 C3H8O2 CC(O)CO CH3CH(OH)CH2OH DNIAPMSPPWPWGF-UHFFFAOYSA-N HOCH2CH(OH)CH3 HOCH2CH(OH)Me InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3 MeCH(OH)CH2OH PPD Propylene glycol alpha-propyleneglycol isopropylene glycol methyl glycol methylethyl glycol methylethylene glycol monopropylene glycol CHEBI:16997 propane-1,2-diol CAS:57-55-6 ChemIDplus CAS:57-55-6 KEGG COMPOUND CAS:57-55-6 NIST Chemistry WebBook Drug_Central:4024 DrugCentral PMID:15665701 Europe PMC PMID:16078503 Europe PMC PMID:18346395 Europe PMC PMID:18845115 Europe PMC PMID:21616561 Europe PMC Reaxys:1340498 Reaxys Propane-1,2-diol KEGG_COMPOUND propane-1,2-diol IUPAC propane-1,2-diol UniProt 0 ChEBI 1,2-Propanediol KEGG_COMPOUND 1,2-Propylenglykol ChemIDplus 1,2-dihydroxypropane ChemIDplus 2-hydroxypropanol ChemIDplus 76.052 KEGG_COMPOUND 76.09442 ChEBI C3H8O2 KEGG_COMPOUND CC(O)CO ChEBI CH3CH(OH)CH2OH ChEBI DNIAPMSPPWPWGF-UHFFFAOYSA-N ChEBI HOCH2CH(OH)CH3 ChEBI HOCH2CH(OH)Me ChEBI InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3 ChEBI MeCH(OH)CH2OH ChEBI PPD ChEBI Propylene glycol KEGG_COMPOUND alpha-propyleneglycol ChemIDplus isopropylene glycol ChemIDplus methyl glycol ChEBI methylethyl glycol ChemIDplus methylethylene glycol ChemIDplus monopropylene glycol ChemIDplus An N-acylneuraminic acid where the N-acyl group is specified as acetyl. CHEBI:21620 CHEBI:7214 Beilstein:2951361 CAS:131-48-6 KEGG:C00270 KNApSAcK:C00019584 PMID:14960498 PMID:16209099 PMID:16624269 PMID:18487279 PMID:19329108 PMID:7508418 Reaxys:1398688 Wikipedia:N-acetylneuraminic_acid 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid N-Acetylneuraminic acid chebi_ontology 0 309.106 309.26990 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid Aceneuramic acid C11H19NO9 InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1 Neu5Ac NeuAc O-sialic acid SQVRNKJHWKZAKO-LUWBGTNYSA-N [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO aceneuramic acid acide aceneuramique acidium aceneuramicum acido aceneuramico CHEBI:17012 N-acetylneuraminic acid Beilstein:2951361 Beilstein CAS:131-48-6 ChemIDplus CAS:131-48-6 KEGG COMPOUND PMID:14960498 Europe PMC PMID:16209099 Europe PMC PMID:16624269 Europe PMC PMID:18487279 Europe PMC PMID:19329108 Europe PMC PMID:7508418 Europe PMC Reaxys:1398688 Reaxys 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid IUPAC N-Acetylneuraminic acid KEGG_COMPOUND 0 ChEBI 309.106 KEGG_COMPOUND 309.26990 ChEBI 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid KEGG_COMPOUND Aceneuramic acid ChemIDplus C11H19NO9 KEGG_COMPOUND InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1 ChEBI Neu5Ac KEGG_COMPOUND NeuAc ChEBI O-sialic acid MetaCyc SQVRNKJHWKZAKO-LUWBGTNYSA-N ChEBI [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO ChEBI aceneuramic acid ChemIDplus acide aceneuramique ChemIDplus acidium aceneuramicum ChemIDplus acido aceneuramico ChemIDplus A C21-steroid hormone in which a pregnane skeleton carries oxo substituents at positions 3 and 20 and is unsaturated at C(4)-C(5). As a hormone, it is involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. CHEBI:14896 CHEBI:18798 CHEBI:26269 CHEBI:439 CHEBI:45786 CHEBI:8453 Beilstein:1915950 CAS:57-83-0 DrugBank:DB00396 Drug_Central:2279 Gmelin:708590 HMDB:HMDB01830 KEGG:C00410 KEGG:D00066 MetaCyc:PROGESTERONE PDBeChem:STR PMID:10438974 PMID:9506942 Reaxys:1915950 Wikipedia:Progesterone colombos:PROGESTERONE PROGESTERONE Progesterone pregn-4-ene-3,20-dione progesterone chebi_ontology (S)-4-Pregnene-3,20-dione (S)-Pregn-4-en-3,20-dione (S)-Progesterone 0 17alpha-progesterone 314.225 314.46170 4-Pregnene-3,20-dione Agolutin Akrolutin C21H30O2 Crinone Delta(4)-pregnene-3,20-dione Gelbkoerperhormon InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 Progesteron RJKFOVLPORLFTN-LEKSSAKUSA-N [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O corpus luteum hormone luteohormone CHEBI:17026 progesterone Beilstein:1915950 Beilstein CAS:57-83-0 ChemIDplus CAS:57-83-0 KEGG COMPOUND CAS:57-83-0 NIST Chemistry WebBook Drug_Central:2279 DrugCentral Gmelin:708590 Gmelin PMID:10438974 Europe PMC PMID:9506942 Europe PMC Reaxys:1915950 Reaxys PROGESTERONE PDBeChem Progesterone KEGG_COMPOUND pregn-4-ene-3,20-dione IUPAC progesterone UniProt (S)-4-Pregnene-3,20-dione KEGG_COMPOUND (S)-Pregn-4-en-3,20-dione KEGG_COMPOUND (S)-Progesterone KEGG_COMPOUND 0 ChEBI 17alpha-progesterone NIST_Chemistry_WebBook 314.225 KEGG_COMPOUND 314.46170 ChEBI 4-Pregnene-3,20-dione KEGG_COMPOUND Agolutin NIST_Chemistry_WebBook Akrolutin ChEBI C21H30O2 KEGG_COMPOUND Crinone ChemIDplus Delta(4)-pregnene-3,20-dione ChEBI Gelbkoerperhormon ChEBI InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 ChEBI Progesteron ChEBI RJKFOVLPORLFTN-LEKSSAKUSA-N ChEBI [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O ChEBI corpus luteum hormone ChemIDplus luteohormone ChemIDplus The 2-dehydro-3-deoxy derivative of D-gluconic acid. CHEBI:1059 CHEBI:11550 CHEBI:19530 CAS:17510-99-5 KEGG:C00204 PDBeChem:KDG Reaxys:1724592 3-deoxy-D-erythro-hex-2-ulosonic acid chebi_ontology 0 178.048 178.14000 2-Dehydro-3-deoxy-D-gluconate 2-Keto-3-deoxy-D-gluconate 2-dehydro-3-deoxy-D-gluconate 3-Deoxy-2-oxo-D-gluconate 3-deoxy-D-erythro-2-hexulosonic acid C6H10O6 InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/t3-,5+/m0/s1 OC[C@@H](O)[C@@H](O)CC(=O)C(O)=O WPAMZTWLKIDIOP-WVZVXSGGSA-N CHEBI:17032 2-dehydro-3-deoxy-D-gluconic acid CAS:17510-99-5 ChemIDplus Reaxys:1724592 Reaxys 3-deoxy-D-erythro-hex-2-ulosonic acid IUPAC 0 ChEBI 178.048 KEGG_COMPOUND 178.14000 ChEBI 2-Dehydro-3-deoxy-D-gluconate KEGG_COMPOUND 2-Keto-3-deoxy-D-gluconate KEGG_COMPOUND 2-dehydro-3-deoxy-D-gluconate ChEBI 3-Deoxy-2-oxo-D-gluconate ChemIDplus 3-deoxy-D-erythro-2-hexulosonic acid ChemIDplus C6H10O6 KEGG_COMPOUND InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/t3-,5+/m0/s1 ChEBI OC[C@@H](O)[C@@H](O)CC(=O)C(O)=O ChEBI WPAMZTWLKIDIOP-WVZVXSGGSA-N ChEBI The D-enantiomer of glutamine. CHEBI:12980 CHEBI:21024 CHEBI:4184 Beilstein:1723796 CAS:5959-95-5 DrugBank:DB02174 ECMDB:ECMDB03423 Gmelin:1318700 HMDB:HMDB03423 KEGG:C00819 MetaCyc:GLUTAMIDE PDBeChem:DGN PMID:21048866 PMID:21182880 PMID:22291598 PMID:3697715 PMID:7197365 Patent:WO2011109119 Reaxys:1723796 YMDB:YMDB00990 D-Glutamine D-glutamine chebi_ontology (2R)-2,5-diamino-5-oxopentanoic acid (2R)-2-amino-4-carbamoylbutanoic acid (R)-2,5-diamino-5-oxopentanoic acid 0 146.069 146.14458 C5H10N2O3 D-2-Aminoglutaramic acid D-Glutamin D-Glutaminsaeure-5-amid DGN InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1 N[C@H](CCC(N)=O)C(O)=O ZDXPYRJPNDTMRX-GSVOUGTGSA-N CHEBI:17061 D-glutamine Beilstein:1723796 Beilstein CAS:5959-95-5 ChemIDplus CAS:5959-95-5 KEGG COMPOUND Gmelin:1318700 Gmelin PMID:21048866 Europe PMC PMID:21182880 Europe PMC PMID:22291598 Europe PMC PMID:3697715 Europe PMC PMID:7197365 Europe PMC Reaxys:1723796 Reaxys D-Glutamine KEGG_COMPOUND D-glutamine IUPAC (2R)-2,5-diamino-5-oxopentanoic acid IUPAC (2R)-2-amino-4-carbamoylbutanoic acid JCBN (R)-2,5-diamino-5-oxopentanoic acid ChEBI 0 ChEBI 146.069 KEGG_COMPOUND 146.14458 ChEBI C5H10N2O3 KEGG_COMPOUND D-2-Aminoglutaramic acid KEGG_COMPOUND D-Glutamin ChEBI D-Glutaminsaeure-5-amid ChEBI DGN PDBeChem InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1 ChEBI N[C@H](CCC(N)=O)C(O)=O ChEBI ZDXPYRJPNDTMRX-GSVOUGTGSA-N ChEBI CHEBI:13431 CHEBI:8749 KEGG:C00375 chebi_ontology 0 30.034 30.04920 CH4NR NC[*] RCH2NH2 primary aliphatic amines CHEBI:17062 primary aliphatic amine 0 ChEBI 30.034 ChEBI 30.04920 ChEBI CH4NR ChEBI NC[*] ChEBI RCH2NH2 ChEBI RCH2NH2 KEGG_COMPOUND primary aliphatic amines ChEBI A amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class CHEBI:15119 CHEBI:26784 CHEBI:45745 CHEBI:9284 Beilstein:74498 CAS:57-92-1 DrugBank:DB01082 Drug_Central:2481 HMDB:HMDB15214 KEGG:C00413 KEGG:D08531 MetaCyc:STREPTOMYCIN PDBeChem:SRY PMID:11228320 PMID:11905029 PMID:12118520 PMID:13030054 PMID:13116094 PMID:13136149 PMID:13596285 PMID:13691614 PMID:13985260 PMID:13990247 PMID:14623118 PMID:14828344 PMID:14852338 PMID:14939639 PMID:15081082 PMID:15137533 PMID:15207172 PMID:15686853 PMID:15736038 PMID:16904706 PMID:17105735 PMID:17238915 PMID:17429930 PMID:18173084 PMID:18916143 PMID:19052412 PMID:19335957 PMID:21350946 PMID:21362244 PMID:21593257 PMID:21937264 PMID:22101040 Pesticides:streptomycin Reaxys:74498 Wikipedia:Streptomycin colombos:STREPTOMYCIN colombos:STREPTOMYCIN:+UNKNOWN N,N'''-[(1R,2R,3S,4R,5R,6S)-4-{5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranosyloxy}-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine STREPTOMYCIN chebi_ontology 0 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside 581.266 581.57434 C21H39N7O12 CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]1NC(N)=N InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 Kantrex SM UCSJYZPVAKXKNQ-HZYVHMACSA-N [2-deoxy-2-(dimethylamino)-alpha-L-glucopyranosyl]-(1->2)-[5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl]-(1->4)-{N',N'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine} streomycin streptomycin CHEBI:17076 streptomycin Beilstein:74498 Beilstein CAS:57-92-1 ChemIDplus CAS:57-92-1 KEGG COMPOUND Drug_Central:2481 DrugCentral PMID:11228320 Europe PMC PMID:11905029 Europe PMC PMID:12118520 Europe PMC PMID:13030054 Europe PMC PMID:13116094 Europe PMC PMID:13136149 Europe PMC PMID:13596285 Europe PMC PMID:13691614 Europe PMC PMID:13985260 Europe PMC PMID:13990247 Europe PMC PMID:14623118 Europe PMC PMID:14828344 Europe PMC PMID:14852338 Europe PMC PMID:14939639 Europe PMC PMID:15081082 Europe PMC PMID:15137533 Europe PMC PMID:15207172 Europe PMC PMID:15686853 Europe PMC PMID:15736038 Europe PMC PMID:16904706 Europe PMC PMID:17105735 Europe PMC PMID:17238915 Europe PMC PMID:17429930 Europe PMC PMID:18173084 Europe PMC PMID:18916143 Europe PMC PMID:19052412 Europe PMC PMID:19335957 Europe PMC PMID:21350946 Europe PMC PMID:21362244 Europe PMC PMID:21593257 Europe PMC PMID:21937264 Europe PMC PMID:22101040 Europe PMC Pesticides:streptomycin Alan Wood's Pesticides Reaxys:74498 Reaxys N,N'''-[(1R,2R,3S,4R,5R,6S)-4-{5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranosyloxy}-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine IUPAC STREPTOMYCIN PDBeChem 0 ChEBI 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside ChemIDplus 581.266 KEGG_COMPOUND 581.57434 ChEBI C21H39N7O12 KEGG_COMPOUND CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]1NC(N)=N ChEBI InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 ChEBI Kantrex DrugBank SM KEGG_DRUG UCSJYZPVAKXKNQ-HZYVHMACSA-N ChEBI [2-deoxy-2-(dimethylamino)-alpha-L-glucopyranosyl]-(1->2)-[5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl]-(1->4)-{N',N'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine} IUPAC streomycin ChEBI streptomycin KEGG_DRUG A compound in which a carbonyl group is bonded to two carbon atoms: R2C=O (neither R may be H). CHEBI:13427 CHEBI:13646 CHEBI:24974 CHEBI:6127 CHEBI:8742 KEGG:C01450 Wikipedia:Ketone Ketone ketones chebi_ontology 0 27.995 COR2 Keton R-CO-R' [*]C([*])=O a ketone cetone ketones CHEBI:17087 ketone Ketone KEGG_COMPOUND ketones IUPAC 0 ChEBI 27.995 ChEBI COR2 ChEBI Keton ChEBI R-CO-R' KEGG_COMPOUND [*]C([*])=O ChEBI a ketone UniProt cetone ChEBI ketones ChEBI The L-enantiomer of serine. CHEBI:13167 CHEBI:21387 CHEBI:45440 CHEBI:45451 CHEBI:45590 CHEBI:45597 CHEBI:45677 CHEBI:6301 Beilstein:1721404 CAS:56-45-1 DrugBank:DB00133 Drug_Central:4127 ECMDB:ECMDB00187 Gmelin:2570 HMDB:HMDB00187 KEGG:C00065 KEGG:D00016 KNApSAcK:C00001393 MetaCyc:SER PDBeChem:SER PMID:1650428 PMID:17439666 PMID:19062365 PMID:21956576 PMID:22265470 PMID:22393170 PMID:22547037 PMID:22566084 PMID:22566694 Reaxys:1721404 Wikipedia:L-serine YMDB:YMDB00112 L-Serine L-serine chebi_ontology (2S)-2-amino-3-hydroxypropanoic acid (S)-(-)-serine (S)-2-amino-3-hydroxypropanoic acid (S)-alpha-Amino-beta-hydroxypropionic acid (S)-serine 0 105.043 105.09262 C3H7NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 L-(-)-serine L-2-Amino-3-hydroxypropionic acid L-3-Hydroxy-2-aminopropionic acid L-3-Hydroxy-alanine L-Ser L-Serin MTCFGRXMJLQNBG-REOHCLBHSA-N N[C@@H](CO)C(O)=O S SERINE Ser Serine beta-Hydroxy-L-alanine beta-Hydroxyalanine CHEBI:17115 L-serine Beilstein:1721404 Beilstein CAS:56-45-1 ChemIDplus CAS:56-45-1 KEGG COMPOUND CAS:56-45-1 NIST Chemistry WebBook Drug_Central:4127 DrugCentral Gmelin:2570 Gmelin PMID:1650428 Europe PMC PMID:17439666 Europe PMC PMID:19062365 Europe PMC PMID:21956576 Europe PMC PMID:22265470 Europe PMC PMID:22393170 Europe PMC PMID:22547037 Europe PMC PMID:22566084 Europe PMC PMID:22566694 Europe PMC Reaxys:1721404 Reaxys L-Serine KEGG_COMPOUND L-serine IUPAC (2S)-2-amino-3-hydroxypropanoic acid IUPAC (S)-(-)-serine NIST_Chemistry_WebBook (S)-2-amino-3-hydroxypropanoic acid NIST_Chemistry_WebBook (S)-alpha-Amino-beta-hydroxypropionic acid HMDB (S)-serine ChemIDplus 0 ChEBI 105.043 KEGG_COMPOUND 105.09262 ChEBI C3H7NO3 KEGG_COMPOUND InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 ChEBI L-(-)-serine NIST_Chemistry_WebBook L-2-Amino-3-hydroxypropionic acid KEGG_COMPOUND L-3-Hydroxy-2-aminopropionic acid HMDB L-3-Hydroxy-alanine KEGG_COMPOUND L-Ser DrugBank L-Serin ChEBI MTCFGRXMJLQNBG-REOHCLBHSA-N ChEBI N[C@@H](CO)C(O)=O ChEBI S ChEBI SERINE PDBeChem Ser ChEBI Serine KEGG_COMPOUND beta-Hydroxy-L-alanine HMDB beta-Hydroxyalanine HMDB A short-chain fatty acid anion that is the conjugate base of hexanoic acid (also known as caproic acid). CHEBI:14398 CHEBI:24569 Beilstein:3601453 CAS:151-33-7 ECMDB:ECMDB21229 Gmelin:326340 KEGG:C01585 MetaCyc:HEXANOATE hexanoate chebi_ontology -1 1-hexanoate 1-pentacarboxylate 1-pentanecarboxylate 115.076 115.15034 C6H11O2 CCCCCC([O-])=O CH3-[CH2]4-COO(-) FUZZWVXGSFPDMH-UHFFFAOYSA-M InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1 butylacetate caproate capronate hexoate hexylate n-caproate n-hexanoate n-hexoate n-hexylate nPnCO2 anion pentanecarboxylate pentylformate CHEBI:17120 hexanoate Beilstein:3601453 Beilstein CAS:151-33-7 Beilstein Gmelin:326340 Gmelin KEGG:C01585 ChEBI hexanoate IUPAC hexanoate UniProt -1 ChEBI 1-hexanoate ChEBI 1-pentacarboxylate ChEBI 1-pentanecarboxylate ChEBI 115.076 ChEBI 115.15034 ChEBI C6H11O2 ChEBI CCCCCC([O-])=O ChEBI CH3-[CH2]4-COO(-) IUPAC FUZZWVXGSFPDMH-UHFFFAOYSA-M ChEBI InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1 ChEBI butylacetate ChEBI caproate ChEBI capronate ChEBI hexoate ChEBI hexylate ChEBI n-caproate ChEBI n-hexanoate ChEBI n-hexoate ChEBI n-hexylate ChEBI nPnCO2 anion NIST_Chemistry_WebBook pentanecarboxylate ChEBI pentylformate ChEBI An amino-acid betaine that is butanoate substituted with a hydroxy group at position C-3 and a trimethylammonium group at C-4. CHEBI:11817 CHEBI:13947 CHEBI:20047 CHEBI:23038 Beilstein:1866665 CAS:461-06-3 DrugBank:DB02648 KEGG:C00487 MetaCyc:DL-CARNITINE PMID:22770225 PMID:23868375 Patent:US4255449 Patent:US4315944 Reaxys:1866665 Wikipedia:Carnitine 3-hydroxy-4-(trimethylammonio)butanoate carnitine chebi_ontology 0 161.105 161.19894 C7H15NO3 C[N+](C)(C)CC(O)CC([O-])=O D,L-carnitine InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3 PHIQHXFUZVPYII-UHFFFAOYSA-N CHEBI:17126 carnitine Beilstein:1866665 Beilstein CAS:461-06-3 ChemIDplus KEGG:C00487 ChEBI PMID:22770225 Europe PMC PMID:23868375 Europe PMC Reaxys:1866665 Reaxys 3-hydroxy-4-(trimethylammonio)butanoate IUPAC carnitine UniProt 0 ChEBI 161.105 ChEBI 161.19894 ChEBI C7H15NO3 ChEBI C[N+](C)(C)CC(O)CC([O-])=O ChEBI D,L-carnitine MetaCyc InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3 ChEBI PHIQHXFUZVPYII-UHFFFAOYSA-N ChEBI CHEBI:13367 CHEBI:5598 CAS:15181-46-1 Gmelin:1455 KEGG:C11481 PDBeChem:SO3 hydrogen(trioxidosulfate)(1-) hydrogensulfite(1-) hydrogentrioxosulfate(1-) hydrogentrioxosulfate(IV) hydroxidodioxidosulfate(1-) monohydrogentrioxosulfate chebi_ontology -1 80.965 81.07214 Bisulfite HO3S HSO3(-) HSO3- Hydrogen sulfite InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-1 LSNNMFCWUKXFEE-UHFFFAOYSA-M OS([O-])=O [SO2(OH)](-) bisulfite bisulphite hydrogen sulfite(1-) hydrosulfite anion CHEBI:17137 hydrogensulfite CAS:15181-46-1 ChemIDplus CAS:15181-46-1 KEGG COMPOUND Gmelin:1455 Gmelin hydrogen(trioxidosulfate)(1-) IUPAC hydrogensulfite(1-) IUPAC hydrogentrioxosulfate(1-) IUPAC hydrogentrioxosulfate(IV) IUPAC hydroxidodioxidosulfate(1-) IUPAC monohydrogentrioxosulfate IUPAC -1 ChEBI 80.965 KEGG_COMPOUND 81.07214 ChEBI Bisulfite KEGG_COMPOUND HO3S KEGG_COMPOUND HSO3(-) IUPAC HSO3- KEGG_COMPOUND Hydrogen sulfite KEGG_COMPOUND InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-1 ChEBI LSNNMFCWUKXFEE-UHFFFAOYSA-M ChEBI OS([O-])=O ChEBI [SO2(OH)](-) IUPAC bisulfite ChemIDplus bisulphite ChemIDplus hydrogen sulfite(1-) ChemIDplus hydrosulfite anion ChemIDplus CHEBI:13833 CHEBI:22559 CHEBI:2728 KEGG:C02811 PDBeChem:TDC colombos:ANHYDROTETRACYCLIN (4S,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide Anhydrotetracycline chebi_ontology 0 426.143 426.41936 C22H22N2O7 CXCVEERYMJZMMM-DOCRCCHOSA-N InChI=1S/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16-,22-/m0/s1 [H][C@@]12Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C CHEBI:17146 anhydrotetracycline (4S,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide IUPAC Anhydrotetracycline KEGG_COMPOUND 0 ChEBI 426.143 KEGG_COMPOUND 426.41936 ChEBI C22H22N2O7 KEGG_COMPOUND CXCVEERYMJZMMM-DOCRCCHOSA-N ChEBI InChI=1S/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16-,22-/m0/s1 ChEBI [H][C@@]12Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C ChEBI A four-carbon alkane-alpha,omega-diamine. It is obtained by the breakdown of amino acids and is responsible for the foul odour of putrefying flesh. CHEBI:14972 CHEBI:26405 CHEBI:45092 CHEBI:8650 Beilstein:605282 CAS:110-60-1 DrugBank:DB01917 ECMDB:ECMDB01414 Gmelin:1715 HMDB:HMDB01414 KEGG:C00134 KNApSAcK:C00001428 MetaCyc:PUTRESCINE PDBeChem:PUT PMID:12053479 PMID:15453685 PMID:16346523 PMID:18721677 PMID:22735334 PMID:24331418 PMID:24820075 PMID:24864091 Reaxys:605282 Wikipedia:Putrescine YMDB:YMDB00132 Putrescine butane-1,4-diamine chebi_ontology 0 1,4-Butanediamine 1,4-DIAMINOBUTANE 1,4-butylenediamine 1,4-tetramethylenediamine 88.100 88.15150 Butane-1,4-diamine C4H12N2 H2N(CH2)4NH2 InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2 KIDHWZJUCRJVML-UHFFFAOYSA-N NCCCCN Putrescin Putreszin Tetramethylendiamin Tetramethylenediamine butylenediamine putrescina CHEBI:17148 putrescine Beilstein:605282 Beilstein CAS:110-60-1 ChemIDplus CAS:110-60-1 KEGG COMPOUND CAS:110-60-1 NIST Chemistry WebBook Gmelin:1715 Gmelin PMID:12053479 Europe PMC PMID:15453685 Europe PMC PMID:16346523 Europe PMC PMID:18721677 Europe PMC PMID:22735334 Europe PMC PMID:24331418 Europe PMC PMID:24820075 Europe PMC PMID:24864091 Europe PMC Reaxys:605282 Reaxys Putrescine KEGG_COMPOUND butane-1,4-diamine IUPAC 0 ChEBI 1,4-Butanediamine KEGG_COMPOUND 1,4-DIAMINOBUTANE PDBeChem 1,4-butylenediamine ChemIDplus 1,4-tetramethylenediamine NIST_Chemistry_WebBook 88.100 KEGG_COMPOUND 88.15150 ChEBI Butane-1,4-diamine KEGG_COMPOUND C4H12N2 KEGG_COMPOUND H2N(CH2)4NH2 NIST_Chemistry_WebBook InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2 ChEBI KIDHWZJUCRJVML-UHFFFAOYSA-N ChEBI NCCCCN ChEBI Putrescin ChEBI Putreszin ChEBI Tetramethylendiamin ChEBI Tetramethylenediamine KEGG_COMPOUND butylenediamine ChemIDplus putrescina ChEBI A 2-oxo aldehyde derived from propanal. CHEBI:11643 CHEBI:14599 CHEBI:25303 CHEBI:6875 Beilstein:906750 CAS:78-98-8 KEGG:C00546 KNApSAcK:C00007562 PMID:10373458 PMID:10723098 PMID:11504881 PMID:15520007 PMID:17103372 PMID:19202315 PMID:20096340 PMID:22983866 PMID:23543734 PMID:23845007 PMID:24040205 PMID:24168114 PMID:26861824 PMID:9506998 Reaxys:906750 Wikipedia:Methylglyoxal 2-oxopropanal Methylglyoxal chebi_ontology 0 1,2-propanedione 2-Ketopropionaldehyde 2-Oxopropanal 2-oxopropanal 2-oxopropionaldehyde 72.021 72.06266 AIJULSRZWUXGPQ-UHFFFAOYSA-N C3H4O2 CH3COCHO InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3 Pyruvaldehyde Pyruvic aldehyde [H]C(=O)C(C)=O acetylformaldehyde acetylformyl alpha-ketopropionaldehyde CHEBI:17158 methylglyoxal Beilstein:906750 Beilstein CAS:78-98-8 ChemIDplus CAS:78-98-8 KEGG COMPOUND CAS:78-98-8 NIST Chemistry WebBook PMID:10373458 Europe PMC PMID:10723098 Europe PMC PMID:11504881 Europe PMC PMID:15520007 Europe PMC PMID:17103372 Europe PMC PMID:19202315 Europe PMC PMID:20096340 Europe PMC PMID:22983866 Europe PMC PMID:23543734 Europe PMC PMID:23845007 Europe PMC PMID:24040205 Europe PMC PMID:24168114 Europe PMC PMID:26861824 Europe PMC PMID:9506998 Europe PMC Reaxys:906750 Reaxys 2-oxopropanal IUPAC Methylglyoxal KEGG_COMPOUND 0 ChEBI 1,2-propanedione NIST_Chemistry_WebBook 2-Ketopropionaldehyde KEGG_COMPOUND 2-Oxopropanal KEGG_COMPOUND 2-oxopropanal UniProt 2-oxopropionaldehyde ChemIDplus 72.021 KEGG_COMPOUND 72.06266 ChEBI AIJULSRZWUXGPQ-UHFFFAOYSA-N ChEBI C3H4O2 KEGG_COMPOUND CH3COCHO NIST_Chemistry_WebBook InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3 ChEBI Pyruvaldehyde KEGG_COMPOUND Pyruvic aldehyde KEGG_COMPOUND [H]C(=O)C(C)=O ChEBI acetylformaldehyde ChemIDplus acetylformyl NIST_Chemistry_WebBook alpha-ketopropionaldehyde NIST_Chemistry_WebBook CHEBI:14676 CHEBI:25607 CHEBI:7439 CHEBI:7653 CHEBI:7654 KEGG:C01329 KEGG:C02520 chebi_ontology 0 213.016 C5H10O7PR NMP Nucleoside monophosphate Nucleoside phosphate O[C@H]1[C@H]([*])O[C@H](COP(O)(O)=O)[C@H]1O nucleoside monophosphate nucleoside monophosphates CHEBI:17188 nucleoside 5'-monophosphate 0 ChEBI 213.016 ChEBI C5H10O7PR ChEBI NMP KEGG_COMPOUND Nucleoside monophosphate KEGG_COMPOUND Nucleoside phosphate KEGG_COMPOUND O[C@H]1[C@H]([*])O[C@H](COP(O)(O)=O)[C@H]1O ChEBI nucleoside monophosphate ChEBI nucleoside monophosphates ChEBI An optically active form of asparagine having L-configuration. CHEBI:13083 CHEBI:21242 CHEBI:40902 CHEBI:6191 Beilstein:1723527 CAS:70-47-3 DrugBank:DB00174 Drug_Central:4126 ECMDB:ECMDB00168 Gmelin:3334 HMDB:HMDB00168 KEGG:C00152 KNApSAcK:C00001341 MetaCyc:ASN PDBeChem:ASN PMID:12142634 PMID:15907185 PMID:16190636 PMID:16368161 PMID:16668324 PMID:17497286 PMID:21800258 PMID:21854356 PMID:22513289 Reaxys:1723527 Wikipedia:Asparagine YMDB:YMDB00226 L-Asparagine L-asparagine chebi_ontology (2S)-2,4-diamino-4-oxobutanoic acid (2S)-2-amino-3-carbamoylpropanoic acid (S)-2-amino-3-carbamoylpropanoic acid (S)-Asparagine 0 132.053 132.11800 2-Aminosuccinamic acid ASPARAGINE Asn Aspartamic acid C4H8N2O3 DCXYFEDJOCDNAF-REOHCLBHSA-N InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1 L-2-aminosuccinamic acid L-Asparagin L-aspartic acid beta-amide N N[C@@H](CC(N)=O)C(O)=O alpha-aminosuccinamic acid CHEBI:17196 L-asparagine Beilstein:1723527 Beilstein CAS:70-47-3 ChemIDplus CAS:70-47-3 KEGG COMPOUND CAS:70-47-3 NIST Chemistry WebBook Drug_Central:4126 DrugCentral Gmelin:3334 Gmelin PMID:12142634 Europe PMC PMID:15907185 Europe PMC PMID:16190636 Europe PMC PMID:16368161 Europe PMC PMID:16668324 Europe PMC PMID:17497286 Europe PMC PMID:21800258 Europe PMC PMID:21854356 Europe PMC PMID:22513289 Europe PMC Reaxys:1723527 Reaxys L-Asparagine KEGG_COMPOUND L-asparagine IUPAC (2S)-2,4-diamino-4-oxobutanoic acid IUPAC (2S)-2-amino-3-carbamoylpropanoic acid JCBN (S)-2-amino-3-carbamoylpropanoic acid ChEBI (S)-Asparagine DrugBank 0 ChEBI 132.053 KEGG_COMPOUND 132.11800 ChEBI 2-Aminosuccinamic acid KEGG_COMPOUND ASPARAGINE PDBeChem Asn NIST_Chemistry_WebBook Aspartamic acid DrugBank C4H8N2O3 KEGG_COMPOUND DCXYFEDJOCDNAF-REOHCLBHSA-N ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1 ChEBI L-2-aminosuccinamic acid ChemIDplus L-Asparagin ChEBI L-aspartic acid beta-amide ChEBI N NIST_Chemistry_WebBook N[C@@H](CC(N)=O)C(O)=O ChEBI alpha-aminosuccinamic acid ChemIDplus A sulfur-containing amino acid consisting of a glycine core with a 2-mercaptoethyl side-chain. CHEBI:14408 CHEBI:5751 HMDB:HMDB00742 KEGG:C05330 PMID:11133260 PMID:16596805 PMID:18370634 Wikipedia:Homocysteine 2-amino-4-sulfanylbutanoic acid Homocysteine homocysteine chebi_ontology 0 135.035 135.18580 2-Amino-4-mercaptobutyric acid C4H9NO2S FFFHZYDWPBMWHY-UHFFFAOYSA-N Hcy InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7) NC(CCS)C(O)=O CHEBI:17230 homocysteine PMID:11133260 Europe PMC PMID:16596805 Europe PMC PMID:18370634 Europe PMC 2-amino-4-sulfanylbutanoic acid IUPAC Homocysteine KEGG_COMPOUND homocysteine IUPAC 0 ChEBI 135.035 KEGG_COMPOUND 135.18580 ChEBI 2-Amino-4-mercaptobutyric acid KEGG_COMPOUND C4H9NO2S KEGG_COMPOUND FFFHZYDWPBMWHY-UHFFFAOYSA-N ChEBI Hcy IUPAC InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7) ChEBI NC(CCS)C(O)=O ChEBI An aldohexose used as a source of energy and metabolic intermediate. CHEBI:14313 CHEBI:24277 CHEBI:33929 CHEBI:5418 CAS:50-99-7 KEGG:C00293 Wikipedia:Glucose colombos:GLUCOSE Glucose gluco-hexose glucose chebi_ontology 0 180.15588 C6H12O6 DL-glucose Glc Glukose CHEBI:17234 glucose CAS:50-99-7 KEGG COMPOUND Glucose KEGG_COMPOUND gluco-hexose IUPAC glucose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 KEGG_COMPOUND DL-glucose ChEBI Glc JCBN Glukose ChEBI The 7H-tautomer of purine. CHEBI:14968 CHEBI:8639 Beilstein:3200 Gmelin:601779 HMDB:HMDB01366 KEGG:C15587 Reaxys:3200 7H-purine chebi_ontology 0 120.044 120.11222 C5H4N4 InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) KDCGOANMDULRCW-UHFFFAOYSA-N Purine Purine base c1ncc2[nH]cnc2n1 purine CHEBI:17258 7H-purine Beilstein:3200 Beilstein Gmelin:601779 Gmelin Reaxys:3200 Reaxys 7H-purine IUPAC 0 ChEBI 120.044 KEGG_COMPOUND 120.11222 ChEBI C5H4N4 KEGG_COMPOUND InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) ChEBI KDCGOANMDULRCW-UHFFFAOYSA-N ChEBI Purine KEGG_COMPOUND Purine base KEGG_COMPOUND c1ncc2[nH]cnc2n1 ChEBI purine UniProt The conjugate base of propionic acid; a key precursor in lipid biosynthesis. CHEBI:14903 CHEBI:26290 Beilstein:3587503 CAS:72-03-7 Gmelin:1820 KEGG:C00163 PMID:17951291 PMID:18375549 PMID:2647392 UM-BBD_compID:c0277 propanoate propionate chebi_ontology -1 73.029 73.07060 C3H5O2 CCC([O-])=O CH3-CH2-COO(-) EtCO2 anion InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)/p-1 XBDQKXXYIPTUBI-UHFFFAOYSA-M carboxylatoethane ethanecarboxylate ethylformate metacetonate methylacetate propanate propanoate propanoic acid, ion(1-) pseudoacetate CHEBI:17272 propionate Beilstein:3587503 Beilstein CAS:72-03-7 ChemIDplus CAS:72-03-7 NIST Chemistry WebBook Gmelin:1820 Gmelin KEGG:C00163 ChEBI PMID:17951291 Europe PMC PMID:18375549 Europe PMC PMID:2647392 Europe PMC UM-BBD_compID:c0277 ChEBI propanoate IUPAC propionate IUPAC -1 ChEBI 73.029 ChEBI 73.07060 ChEBI C3H5O2 ChEBI CCC([O-])=O ChEBI CH3-CH2-COO(-) IUPAC EtCO2 anion NIST_Chemistry_WebBook InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)/p-1 ChEBI XBDQKXXYIPTUBI-UHFFFAOYSA-M ChEBI carboxylatoethane ChEBI ethanecarboxylate ChEBI ethylformate ChEBI metacetonate ChEBI methylacetate ChEBI propanate ChEBI propanoate UniProt propanoic acid, ion(1-) ChemIDplus pseudoacetate ChEBI A butan-4-olide having an amino substituent at the 2-position. CHEBI:1017 CHEBI:11522 CHEBI:19468 CHEBI:30656 Beilstein:80584 CAS:1192-20-7 DrugBank:DB02624 KEGG:C02926 MetaCyc:HOMOSERINE-LACTONE PMID:7545940 Reaxys:80584 3-amino-4,5-dihydrofuran-2(3H)-one Homoserine lactone homoserine lactone chebi_ontology 0 101.048 101.10392 2-Aminobutan-4-olide C4H7NO2 HSL HSLs Hsl InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2 NC1CCOC1=O QJPWUUJVYOJNMH-UHFFFAOYSA-N alpha-amino-gamma-butyrolactone CHEBI:17289 homoserine lactone Beilstein:80584 Beilstein CAS:1192-20-7 ChemIDplus PMID:7545940 Europe PMC Reaxys:80584 Reaxys 3-amino-4,5-dihydrofuran-2(3H)-one IUPAC Homoserine lactone KEGG_COMPOUND homoserine lactone IUPAC 0 ChEBI 101.048 KEGG_COMPOUND 101.10392 ChEBI 2-Aminobutan-4-olide KEGG_COMPOUND C4H7NO2 KEGG_COMPOUND HSL ChEBI HSLs ChEBI Hsl IUPAC InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2 ChEBI NC1CCOC1=O ChEBI QJPWUUJVYOJNMH-UHFFFAOYSA-N ChEBI alpha-amino-gamma-butyrolactone ChEBI A primary arylamine in which an amino functional group is substituted for one of the benzene hydrogens. CHEBI:13834 CHEBI:22561 CHEBI:2732 CHEBI:40796 Beilstein:605631 CAS:62-53-3 DrugBank:DB06728 Gmelin:2796 HMDB:HMDB03012 KEGG:C00292 MetaCyc:ANILINE PDBeChem:ANL PMID:11304127 PMID:17135213 PMID:23821252 PMID:3779628 PMID:6205897 Reaxys:605631 Wikipedia:Aniline ANILINE Aniline aniline chebi_ontology 0 93.058 93.12650 Anilin Benzenamine C6H7N InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2 Nc1ccccc1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N Phenylamine aminobenzene aminophen benzeneamine kyanol CHEBI:17296 aniline Beilstein:605631 Beilstein CAS:62-53-3 ChemIDplus CAS:62-53-3 KEGG COMPOUND CAS:62-53-3 NIST Chemistry WebBook Gmelin:2796 Gmelin PMID:11304127 Europe PMC PMID:17135213 Europe PMC PMID:23821252 Europe PMC PMID:3779628 Europe PMC PMID:6205897 Europe PMC Reaxys:605631 Reaxys ANILINE PDBeChem Aniline KEGG_COMPOUND aniline IUPAC aniline UniProt 0 ChEBI 93.058 KEGG_COMPOUND 93.12650 ChEBI Anilin NIST_Chemistry_WebBook Benzenamine KEGG_COMPOUND C6H7N KEGG_COMPOUND InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2 ChEBI Nc1ccccc1 ChEBI PAYRUJLWNCNPSJ-UHFFFAOYSA-N ChEBI Phenylamine KEGG_COMPOUND aminobenzene ChemIDplus aminophen ChemIDplus benzeneamine NIST_Chemistry_WebBook kyanol NIST_Chemistry_WebBook A hexaric acid derived by oxidation of sugar such as glucose with nitric acid. CHEBI:24258 CHEBI:5393 Beilstein:1728123 CAS:25525-21-7 DrugBank:DB03603 HMDB:HMDB00663 KEGG:C00767 PMID:6526537 Reaxys:1728123 Glucaric acid glucaric acid chebi_ontology 0 210.13880 C6H10O8 glucosaccharic acid saccharic acid tetrahydroxyadipic acid CHEBI:17301 glucaric acid Beilstein:1728123 Beilstein CAS:25525-21-7 ChemIDplus PMID:6526537 Europe PMC Reaxys:1728123 Reaxys Glucaric acid KEGG_COMPOUND glucaric acid IUPAC 0 ChEBI 210.13880 ChEBI C6H10O8 KEGG_COMPOUND glucosaccharic acid ChemIDplus saccharic acid ChEBI tetrahydroxyadipic acid ChemIDplus A glycosylglucose consisting of two D-glucopyranose units connected by an alpha-(1->4)-linkage. CHEBI:14568 CHEBI:25144 CHEBI:6668 Beilstein:1292747 CAS:69-79-4 DrugBank:DB03323 KEGG:C00208 KEGG:D00044 KEGG:G00275 KNApSAcK:C00001140 PMID:16332759 PMID:17723085 PMID:22094343 PMID:22185612 PMID:22246222 PMID:22252265 PMID:22411612 PMID:22424089 PMID:22451670 PMID:22469630 PMID:22529943 PMID:22573161 PMID:22669197 Reaxys:1292747 Wikipedia:Maltose Maltose alpha-D-glucopyranosyl-(1->4)-D-glucopyranose alpha-D-glucopyranosyl-(1->4)-D-glucose maltose chebi_ontology 0 1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranose 342.116 342.29648 4-(alpha-D-glucopyranosido)-alpha-glucopyranose 4-(alpha-D-glucosido)-D-glucose 4-O-alpha-D-glucopyranosyl-D-glucopyranose 4-O-alpha-D-glucopyranosyl-D-glucose C12H22O11 Cextromaltose D-(+)-maltose D-maltose GUBGYTABKSRVRQ-PICCSMPSSA-N InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1 Malt sugar Malzzucker OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O alpha-D-Glcp-(1->4)-D-Glcp alpha-D-Glucopyranosyl-(1->4)-D-glucopyranose alpha-malt sugar maltobiose CHEBI:17306 maltose Beilstein:1292747 Beilstein CAS:69-79-4 ChemIDplus CAS:69-79-4 KEGG COMPOUND CAS:69-79-4 NIST Chemistry WebBook PMID:16332759 Europe PMC PMID:17723085 Europe PMC PMID:22094343 Europe PMC PMID:22185612 Europe PMC PMID:22246222 Europe PMC PMID:22252265 Europe PMC PMID:22411612 Europe PMC PMID:22424089 Europe PMC PMID:22451670 Europe PMC PMID:22469630 Europe PMC PMID:22529943 Europe PMC PMID:22573161 Europe PMC PMID:22669197 Europe PMC Reaxys:1292747 Reaxys Maltose KEGG_COMPOUND alpha-D-glucopyranosyl-(1->4)-D-glucopyranose IUPAC alpha-D-glucopyranosyl-(1->4)-D-glucose IUPAC maltose UniProt 0 ChEBI 1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranose KEGG_COMPOUND 342.116 KEGG_COMPOUND 342.29648 ChEBI 4-(alpha-D-glucopyranosido)-alpha-glucopyranose NIST_Chemistry_WebBook 4-(alpha-D-glucosido)-D-glucose NIST_Chemistry_WebBook 4-O-alpha-D-glucopyranosyl-D-glucopyranose IUPAC 4-O-alpha-D-glucopyranosyl-D-glucose NIST_Chemistry_WebBook C12H22O11 KEGG_COMPOUND Cextromaltose NIST_Chemistry_WebBook D-(+)-maltose ChemIDplus D-maltose NIST_Chemistry_WebBook GUBGYTABKSRVRQ-PICCSMPSSA-N ChEBI InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1 ChEBI Malt sugar KEGG_COMPOUND Malzzucker ChEBI OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI alpha-D-Glcp-(1->4)-D-Glcp IUPAC alpha-D-Glucopyranosyl-(1->4)-D-glucopyranose KEGG_COMPOUND alpha-malt sugar NIST_Chemistry_WebBook maltobiose NIST_Chemistry_WebBook An amino sugar whose structure comprises D-glucose having an amino substituent at position 2. CHEBI:12961 HMDB:HMDB01514 PMID:19067146 PMID:59831 Reaxys:1724602 2-amino-2-deoxy-D-glucose D-glucosamine chebi_ontology 2-amino-D-2-deoxyglucose 2-deoxy-2-amino-D-glucose C6H13NO5 D-GlcN CHEBI:17315 D-glucosamine PMID:19067146 Europe PMC PMID:59831 Europe PMC Reaxys:1724602 Reaxys 2-amino-2-deoxy-D-glucose IUPAC D-glucosamine IUPAC 2-amino-D-2-deoxyglucose ChEBI 2-deoxy-2-amino-D-glucose ChEBI C6H13NO5 ChEBI D-GlcN JCBN CHEBI:13411 CHEBI:14677 CHEBI:25610 CHEBI:7442 CHEBI:7655 KEGG:C00201 Nucleoside triphosphate chebi_ontology 0 372.949 388.09680 C5H12O13P3R C[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O NTP nucleoside triphosphates CHEBI:17326 nucleoside triphosphate Nucleoside triphosphate KEGG_COMPOUND 0 ChEBI 372.949 ChEBI 388.09680 ChEBI C5H12O13P3R ChEBI C[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI NTP KEGG_COMPOUND nucleoside triphosphates ChEBI Any member of the group of substituted penams containing two methyl substituents at position 2, a carboxylate substituent at position 3 and a carboxamido group at position 6. CHEBI:14742 CHEBI:25869 CHEBI:7961 KEGG:C00395 PMID:11851248 PMID:12833570 PMID:1502708 PMID:16033609 PMID:7061385 PMID:7798534 Wikipedia:Penicillin Penicillin penicillins chebi_ontology 0 243.044 243.26000 C9H11N2O4SR [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C(O)=O penicillins CHEBI:17334 penicillin PMID:11851248 Europe PMC PMID:12833570 Europe PMC PMID:1502708 Europe PMC PMID:16033609 Europe PMC PMID:7061385 Europe PMC PMID:7798534 Europe PMC Penicillin KEGG_COMPOUND penicillins IUPAC 0 ChEBI 243.044 ChEBI 243.26000 ChEBI C9H11N2O4SR ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C(O)=O ChEBI penicillins ChEBI Any D-aldose having a six-carbon chain with a phosphate group at C-6. CHEBI:12991 6-O-phosphono-D-glycero-hexose D-glycero-hexose 6-(dihydrogen phosphate) chebi_ontology C6H13O9P CHEBI:17348 D-aldohexose 6-phosphate 6-O-phosphono-D-glycero-hexose IUPAC D-glycero-hexose 6-(dihydrogen phosphate) IUPAC C6H13O9P ChEBI Sulfite is an inorganic anion, which is the conjugate base of hydrogen sulfite. CHEBI:15139 CHEBI:45548 CAS:14265-45-3 Gmelin:1449 PDBeChem:SO3 sulfite trioxidosulfate(2-) trioxosulfate(2-) trioxosulfate(IV) chebi_ontology -2 79.957 80.06420 InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2 LSNNMFCWUKXFEE-UHFFFAOYSA-L O3S SO3 SO3(2-) SULFITE ION [O-]S([O-])=O [SO3](2-) sulphite CHEBI:17359 sulfite CAS:14265-45-3 ChemIDplus Gmelin:1449 Gmelin sulfite IUPAC sulfite UniProt trioxidosulfate(2-) IUPAC trioxosulfate(2-) IUPAC trioxosulfate(IV) IUPAC -2 ChEBI 79.957 ChEBI 80.06420 ChEBI InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2 ChEBI LSNNMFCWUKXFEE-UHFFFAOYSA-L ChEBI O3S ChEBI SO3 ChEBI SO3(2-) IUPAC SULFITE ION PDBeChem [O-]S([O-])=O ChEBI [SO3](2-) IUPAC sulphite ChEBI A purine nucleobase that consists of purine bearing an oxo substituent at position 6. CHEBI:14431 CHEBI:24762 CHEBI:43237 CHEBI:5841 Beilstein:5811 CAS:68-94-0 DrugBank:DB04076 ECMDB:ECMDB00157 Gmelin:464558 HMDB:HMDB00157 KEGG:C00262 KNApSAcK:C00001502 MetaCyc:HYPOXANTHINE PDBeChem:HPA PMID:14253484 PMID:22735334 PMID:23400363 PMID:23670363 Reaxys:5811 Wikipedia:Hypoxanthine YMDB:YMDB00555 1,7-dihydro-6H-purin-6-one HYPOXANTHINE Hypoxanthine hypoxanthine chebi_ontology 0 136.039 136.11162 6(1H)-purinone 6-oxopurine 9H-purin-6(1H)-one C5H4N4O FDGQSTZJBFJUBT-UHFFFAOYSA-N Hyp InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10) O=c1[nH]cnc2nc[nH]c12 Purine-6-ol purin-6(1H)-one CHEBI:17368 hypoxanthine Beilstein:5811 Beilstein CAS:68-94-0 ChemIDplus CAS:68-94-0 KEGG COMPOUND CAS:68-94-0 NIST Chemistry WebBook Gmelin:464558 Gmelin PMID:14253484 Europe PMC PMID:22735334 Europe PMC PMID:23400363 Europe PMC PMID:23670363 Europe PMC Reaxys:5811 Reaxys 1,7-dihydro-6H-purin-6-one IUPAC HYPOXANTHINE PDBeChem Hypoxanthine KEGG_COMPOUND hypoxanthine UniProt 0 ChEBI 136.039 KEGG_COMPOUND 136.11162 ChEBI 6(1H)-purinone NIST_Chemistry_WebBook 6-oxopurine NIST_Chemistry_WebBook 9H-purin-6(1H)-one NIST_Chemistry_WebBook C5H4N4O KEGG_COMPOUND FDGQSTZJBFJUBT-UHFFFAOYSA-N ChEBI Hyp CBN InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10) ChEBI O=c1[nH]cnc2nc[nH]c12 ChEBI Purine-6-ol KEGG_COMPOUND purin-6(1H)-one NIST_Chemistry_WebBook CHEBI:12906 CHEBI:20900 D-allo-hexose D-allose chebi_ontology 0 180.15588 C6H12O6 D-All CHEBI:17393 D-allose D-allo-hexose IUPAC D-allose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 ChEBI D-All JCBN A straight-chain saturated fatty acid containing five carbon atoms. CHEBI:113448 CHEBI:27263 CHEBI:27264 CHEBI:43606 CHEBI:44803 CHEBI:7980 Beilstein:969454 CAS:109-52-4 DrugBank:DB02406 Gmelin:26714 HMDB:HMDB00892 KEGG:C00803 KNApSAcK:C00001208 LIPID_MAPS_instance:LMFA01010005 PDBeChem:PEI PMID:20507156 Reaxys:969454 Valeric acid pentanoic acid chebi_ontology 0 1-butanecarboxylic acid 102.068 102.13170 C5H10O2 CCCCC(O)=O CH3-[CH2]3-COOH InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7) NQPDZGIKBAWPEJ-UHFFFAOYSA-N PENTANOIC ACID Pentanoate Pentanoic acid Valerate Valerianic acid Valeriansaeure n-BuCOOH n-Pentanoate n-Valeric acid n-pentanoic acid n-valeric acid pentoic acid propylacetic acid valeric acid, normal CHEBI:17418 valeric acid Beilstein:969454 Beilstein CAS:109-52-4 ChemIDplus CAS:109-52-4 KEGG COMPOUND CAS:109-52-4 NIST Chemistry WebBook Gmelin:26714 Gmelin LIPID_MAPS_instance:LMFA01010005 LIPID MAPS PMID:20507156 Europe PMC Reaxys:969454 Reaxys Valeric acid KEGG_COMPOUND pentanoic acid IUPAC 0 ChEBI 1-butanecarboxylic acid ChemIDplus 1-butanecarboxylic acid NIST_Chemistry_WebBook 102.068 ChEBI 102.068 KEGG_COMPOUND 102.13170 ChEBI C5H10O2 ChEBI CCCCC(O)=O ChEBI CH3-[CH2]3-COOH IUPAC InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7) ChEBI NQPDZGIKBAWPEJ-UHFFFAOYSA-N ChEBI PENTANOIC ACID PDBeChem Pentanoate KEGG_COMPOUND Pentanoic acid KEGG_COMPOUND Valerate KEGG_COMPOUND Valerianic acid KEGG_COMPOUND Valeriansaeure ChEBI n-BuCOOH ChEBI n-Pentanoate KEGG_COMPOUND n-Valeric acid KEGG_COMPOUND n-pentanoic acid ChemIDplus n-valeric acid ChemIDplus pentoic acid ChEBI propylacetic acid ChemIDplus valeric acid, normal ChemIDplus A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group. CHEBI:13432 CHEBI:13753 CHEBI:13805 CHEBI:13806 CHEBI:22291 CHEBI:2554 CHEBI:8750 KEGG:C00071 Aldehyde aldehyde aldehydes chebi_ontology 0 29.003 29.01800 Aldehyd CHOR RC(=O)H RCHO [H]C([*])=O aldehido aldehidos aldehydes aldehydum an aldehyde CHEBI:17478 aldehyde Aldehyde KEGG_COMPOUND aldehyde ChEBI aldehyde IUPAC aldehydes IUPAC 0 ChEBI 29.003 ChEBI 29.01800 ChEBI Aldehyd ChEBI CHOR ChEBI RC(=O)H IUPAC RCHO KEGG_COMPOUND [H]C([*])=O ChEBI aldehido ChEBI aldehidos ChEBI aldehydes ChEBI aldehydum ChEBI an aldehyde UniProt A 3',5'-cyclic purine nucleotide having having adenine as the nucleobase. CHEBI:11673 CHEBI:1325 CHEBI:19827 CHEBI:41588 Beilstein:52645 CAS:60-92-4 DrugBank:DB02527 HMDB:HMDB00058 KEGG:C00575 KNApSAcK:C00001497 MetaCyc:CAMP PDBeChem:CMP PMID:16295522 PMID:18372334 PMID:22770225 Reaxys:52645 Wikipedia:Cyclic_AMP 3',5'-Cyclic AMP adenosine 3',5'-(hydrogen phosphate) chebi_ontology 0 329.053 329.20614 ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE Adenosine 3',5'-cyclic phosphate Adenosine 3',5'-phosphate C10H12N5O6P Cyclic AMP Cyclic adenylic acid IVOMOUWHDPKRLL-KQYNXXCUSA-N InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O adenosine 3',5'-cyclic monophosphate cAMP CHEBI:17489 3',5'-cyclic AMP Beilstein:52645 Beilstein CAS:60-92-4 ChemIDplus CAS:60-92-4 KEGG COMPOUND CAS:60-92-4 NIST Chemistry WebBook PMID:16295522 Europe PMC PMID:18372334 Europe PMC PMID:22770225 Europe PMC Reaxys:52645 Reaxys 3',5'-Cyclic AMP KEGG_COMPOUND adenosine 3',5'-(hydrogen phosphate) IUPAC 0 ChEBI 329.053 KEGG_COMPOUND 329.20614 ChEBI ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE PDBeChem Adenosine 3',5'-cyclic phosphate KEGG_COMPOUND Adenosine 3',5'-phosphate KEGG_COMPOUND C10H12N5O6P KEGG_COMPOUND Cyclic AMP KEGG_COMPOUND Cyclic adenylic acid KEGG_COMPOUND IVOMOUWHDPKRLL-KQYNXXCUSA-N ChEBI InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O ChEBI adenosine 3',5'-cyclic monophosphate NIST_Chemistry_WebBook cAMP KEGG_COMPOUND A 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated. CHEBI:24390 CHEBI:42865 CHEBI:5475 CAS:79-14-1 Drug_Central:4645 HMDB:HMDB00115 KEGG:C00160 KNApSAcK:C00007461 LIPID_MAPS_instance:LMFA01050148 MetaCyc:GLYCOLLATE PDBeChem:GOA PMID:14585457 PMID:15662707 PMID:15716481 PMID:15716482 PMID:18498500 PMID:19025792 PMID:21950544 PMID:22044748 PMID:22128110 PMID:22360337 PMID:22421647 Reaxys:1209322 Wikipedia:Glycolic_acid GLYCOLIC ACID Glycolic acid hydroxyacetic acid chebi_ontology 0 2-Hydroxyacetic acid 2-Hydroxyethanoic acid 76.016 76.05136 AEMRFAOFKBGASW-UHFFFAOYSA-N C2H4O3 Glycollic acid HOCH2COOH Hydroxyacetic acid Hydroxyethanoic acid InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) OCC(O)=O alpha-Hydroxyacetic acid alpha-hydroxyacetic acid CHEBI:17497 glycolic acid CAS:79-14-1 ChemIDplus CAS:79-14-1 KEGG COMPOUND CAS:79-14-1 NIST Chemistry WebBook Drug_Central:4645 DrugCentral LIPID_MAPS_instance:LMFA01050148 LIPID MAPS PMID:14585457 Europe PMC PMID:15662707 Europe PMC PMID:15716481 Europe PMC PMID:15716482 Europe PMC PMID:18498500 Europe PMC PMID:19025792 Europe PMC PMID:21950544 Europe PMC PMID:22044748 Europe PMC PMID:22128110 Europe PMC PMID:22360337 Europe PMC PMID:22421647 Europe PMC Reaxys:1209322 Reaxys GLYCOLIC ACID PDBeChem Glycolic acid KEGG_COMPOUND hydroxyacetic acid IUPAC 0 ChEBI 2-Hydroxyacetic acid ChemIDplus 2-Hydroxyethanoic acid NIST_Chemistry_WebBook 76.016 KEGG_COMPOUND 76.05136 ChEBI AEMRFAOFKBGASW-UHFFFAOYSA-N ChEBI C2H4O3 KEGG_COMPOUND Glycollic acid ChemIDplus HOCH2COOH NIST_Chemistry_WebBook Hydroxyacetic acid KEGG_COMPOUND Hydroxyethanoic acid ChemIDplus InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) ChEBI OCC(O)=O ChEBI alpha-Hydroxyacetic acid HMDB alpha-hydroxyacetic acid NIST_Chemistry_WebBook A pseudohalide anion that is the conjugate base of hydrogen cyanide. CHEBI:14038 CHEBI:3969 CHEBI:41780 Beilstein:1900509 CAS:57-12-5 Gmelin:89 HMDB:HMDB02084 KEGG:C00177 MetaCyc:CPD-13584 PDBeChem:CYN PMID:11386635 PMID:14871577 PMID:17554165 PMID:7839575 Reaxys:1900509 Wikipedia:Cyanide Cyanide cyanide nitridocarbonate(1-) chebi_ontology -1 26.003 26.01740 CN CN(-) CN- CYANIDE ION InChI=1S/CN/c1-2/q-1 Prussiate XFXPMWWXUTWYJX-UHFFFAOYSA-N Zyanid [C-]#N CHEBI:17514 cyanide Beilstein:1900509 Beilstein CAS:57-12-5 ChemIDplus CAS:57-12-5 KEGG COMPOUND CAS:57-12-5 NIST Chemistry WebBook Gmelin:89 Gmelin PMID:11386635 Europe PMC PMID:14871577 Europe PMC PMID:17554165 Europe PMC PMID:7839575 Europe PMC Reaxys:1900509 Reaxys Cyanide ChEBI Cyanide KEGG_COMPOUND cyanide IUPAC cyanide UniProt nitridocarbonate(1-) IUPAC -1 ChEBI 26.003 KEGG_COMPOUND 26.01740 ChEBI CN KEGG_COMPOUND CN(-) IUPAC CN- KEGG_COMPOUND CYANIDE ION PDBeChem InChI=1S/CN/c1-2/q-1 ChEBI Prussiate KEGG_COMPOUND XFXPMWWXUTWYJX-UHFFFAOYSA-N ChEBI Zyanid ChEBI [C-]#N ChEBI A carbohydrate that is an acyclic polyol having the general formula HOCH2[CH(OH)]nCH2OH (formally derivable from an aldose by reduction of the carbonyl group). CHEBI:13754 CHEBI:22298 CHEBI:2556 KEGG:C00717 Wikipedia:Glycerin Alditol chebi_ontology (CH2O)nC2H6O2 0 Glycitol Sugar alcohol alditols CHEBI:17522 alditol Alditol KEGG_COMPOUND (CH2O)nC2H6O2 ChEBI 0 ChEBI Glycitol KEGG_COMPOUND Sugar alcohol KEGG_COMPOUND alditols ChEBI The carbon oxoanion resulting from the removal of a proton from carbonic acid. CHEBI:13363 CHEBI:22863 CHEBI:40961 CHEBI:5589 Beilstein:3903504 CAS:71-52-3 Gmelin:49249 HMDB:HMDB00595 KEGG:C00288 PDBeChem:BCT Hydrogencarbonate hydrogen(trioxidocarbonate)(1-) hydrogencarbonate hydrogencarbonate(1-) hydrogentrioxocarbonate(1-) hydrogentrioxocarbonate(IV) hydroxidodioxidocarbonate(1-) chebi_ontology -1 60.993 61.01684 Acid carbonate BICARBONATE ION BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate CHO3 HCO3(-) HCO3- InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-1 OC([O-])=O [CO2(OH)](-) CHEBI:17544 hydrogencarbonate Beilstein:3903504 Beilstein CAS:71-52-3 ChemIDplus Gmelin:49249 Gmelin Hydrogencarbonate KEGG_COMPOUND hydrogen(trioxidocarbonate)(1-) IUPAC hydrogencarbonate IUPAC hydrogencarbonate UniProt hydrogencarbonate(1-) IUPAC hydrogentrioxocarbonate(1-) IUPAC hydrogentrioxocarbonate(IV) IUPAC hydroxidodioxidocarbonate(1-) IUPAC -1 ChEBI 60.993 KEGG_COMPOUND 61.01684 ChEBI Acid carbonate KEGG_COMPOUND BICARBONATE ION PDBeChem BVKZGUZCCUSVTD-UHFFFAOYSA-M ChEBI Bicarbonate KEGG_COMPOUND CHO3 KEGG_COMPOUND HCO3(-) IUPAC HCO3- KEGG_COMPOUND InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-1 ChEBI OC([O-])=O ChEBI [CO2(OH)](-) IUPAC An optically active form of cysteine having L-configuration. CHEBI:13095 CHEBI:21261 CHEBI:41227 CHEBI:41700 CHEBI:41768 CHEBI:41781 CHEBI:41811 CHEBI:6207 Beilstein:1721408 CAS:52-90-4 DrugBank:DB00151 Drug_Central:769 ECMDB:ECMDB00574 Gmelin:49991 HMDB:HMDB00574 KEGG:C00097 KEGG:D00026 KNApSAcK:C00001351 MetaCyc:CYS PDBeChem:CYS PMID:11732994 PMID:13761469 PMID:22735334 Reaxys:1721408 Wikipedia:Cysteine YMDB:YMDB00046 L-Cysteine L-cysteine chebi_ontology (2R)-2-amino-3-mercaptopropanoic acid (2R)-2-amino-3-sulfanylpropanoic acid (R)-2-amino-3-mercaptopropanoic acid 0 121.020 121.15800 C C3H7NO2S CYSTEINE Cys E 920 E-920 E920 FREE CYSTEINE InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 L-2-Amino-3-mercaptopropionic acid L-Cystein L-Zystein N[C@@H](CS)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N CHEBI:17561 L-cysteine Beilstein:1721408 Beilstein CAS:52-90-4 ChemIDplus CAS:52-90-4 KEGG COMPOUND CAS:52-90-4 NIST Chemistry WebBook Drug_Central:769 DrugCentral Gmelin:49991 Gmelin PMID:11732994 Europe PMC PMID:13761469 Europe PMC PMID:22735334 Europe PMC Reaxys:1721408 Reaxys L-Cysteine KEGG_COMPOUND L-cysteine IUPAC (2R)-2-amino-3-mercaptopropanoic acid JCBN (2R)-2-amino-3-sulfanylpropanoic acid IUPAC (R)-2-amino-3-mercaptopropanoic acid NIST_Chemistry_WebBook 0 ChEBI 121.020 ChEBI 121.15800 ChEBI C ChEBI C3H7NO2S ChEBI CYSTEINE PDBeChem Cys ChEBI E 920 ChEBI E-920 ChEBI E920 ChEBI FREE CYSTEINE PDBeChem InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 ChEBI L-2-Amino-3-mercaptopropionic acid KEGG_COMPOUND L-Cystein ChEBI L-Zystein ChEBI N[C@@H](CS)C(O)=O ChEBI XUJNEKJLAYXESH-REOHCLBHSA-N ChEBI A pyrimidine nucleoside in which cytosine is attached to ribofuranose via a beta-N(1)-glycosidic bond. CHEBI:14063 CHEBI:23515 CHEBI:4053 CHEBI:41649 CHEBI:41686 CHEBI:41704 Beilstein:89173 CAS:65-46-3 DrugBank:DB02097 Gmelin:84763 HMDB:HMDB00089 KEGG:C00475 KEGG:D07769 MetaCyc:CYTIDINE PDBeChem:CTN PMID:12591866 PMID:15621516 PMID:19194376 Reaxys:89173 Wikipedia:Cytidine Cytidine cytidine chebi_ontology 0 1-beta-D-Ribofuranosylcytosine 1beta-D-ribofuranosylcytosine 243.086 243.21674 4-AMINO-1-BETA-D-RIBOFURANOSYL-2(1H)-PYRIMIDINONE 4-amino-1-beta-D-ribofuranosylpyrimidin-2(1H)-one 4-amino-1beta-D-ribofuranosyl-2(1H)-pyrimidinone C9H13N3O5 Cyd Cytidin Cytosine riboside InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1 Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1 UHDGCWIWMRVCDJ-XVFCMESISA-N Zytidin cytosine-1beta-D-Ribofuranoside CHEBI:17562 cytidine Beilstein:89173 Beilstein CAS:65-46-3 ChemIDplus CAS:65-46-3 KEGG COMPOUND CAS:65-46-3 NIST Chemistry WebBook Gmelin:84763 Gmelin PMID:12591866 Europe PMC PMID:15621516 Europe PMC PMID:19194376 Europe PMC Reaxys:89173 Reaxys Cytidine KEGG_COMPOUND cytidine IUPAC cytidine UniProt 0 ChEBI 1-beta-D-Ribofuranosylcytosine HMDB 1beta-D-ribofuranosylcytosine NIST_Chemistry_WebBook 243.086 KEGG_COMPOUND 243.21674 ChEBI 4-AMINO-1-BETA-D-RIBOFURANOSYL-2(1H)-PYRIMIDINONE PDBeChem 4-amino-1-beta-D-ribofuranosylpyrimidin-2(1H)-one ChEBI 4-amino-1beta-D-ribofuranosyl-2(1H)-pyrimidinone NIST_Chemistry_WebBook C9H13N3O5 KEGG_COMPOUND Cyd CBN Cytidin ChEBI Cytosine riboside HMDB InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1 ChEBI Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1 ChEBI UHDGCWIWMRVCDJ-XVFCMESISA-N ChEBI Zytidin ChEBI cytosine-1beta-D-Ribofuranoside HMDB A common and naturally occurring pyrimidine nucleobase in which the pyrimidine ring is substituted with two oxo groups at positions 2 and 4. Found in RNA, it base pairs with adenine and replaces thymine during DNA transcription. CHEBI:15288 CHEBI:27210 CHEBI:46375 CHEBI:9882 Beilstein:606623 CAS:66-22-8 DrugBank:DB03419 Gmelin:2896 HMDB:HMDB00300 KEGG:C00106 KEGG:D00027 KNApSAcK:C00001513 MetaCyc:URACIL PDBeChem:URA PMID:11279060 PMID:12855717 PMID:15274295 PMID:16834123 PMID:17439666 PMID:18533995 PMID:18815805 PMID:19175333 PMID:22020693 PMID:22074393 PMID:22120518 PMID:22171528 PMID:22237209 PMID:22299724 PMID:22356544 PMID:22447672 PMID:22483865 PMID:22567906 PMID:22685418 PMID:3654008 Reaxys:606623 Wikipedia:Uracil URACIL Uracil pyrimidine-2,4(1H,3H)-dione uracil chebi_ontology 0 112.027 112.08684 2,4(1H,3H)-pyrimidinedione 2,4-Dioxopyrimidine 2,4-Pyrimidinedione C4H4N2O2 ISAKRJDGNUQOIC-UHFFFAOYSA-N InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) O=c1cc[nH]c(=O)[nH]1 U Ura Urazil CHEBI:17568 uracil Beilstein:606623 Beilstein CAS:66-22-8 ChemIDplus CAS:66-22-8 KEGG COMPOUND CAS:66-22-8 NIST Chemistry WebBook Gmelin:2896 Gmelin PMID:11279060 Europe PMC PMID:12855717 Europe PMC PMID:15274295 Europe PMC PMID:16834123 Europe PMC PMID:17439666 Europe PMC PMID:18533995 Europe PMC PMID:18815805 Europe PMC PMID:19175333 Europe PMC PMID:22020693 Europe PMC PMID:22074393 Europe PMC PMID:22120518 Europe PMC PMID:22171528 Europe PMC PMID:22237209 Europe PMC PMID:22299724 Europe PMC PMID:22356544 Europe PMC PMID:22447672 Europe PMC PMID:22483865 Europe PMC PMID:22567906 Europe PMC PMID:22685418 Europe PMC PMID:3654008 Europe PMC Reaxys:606623 Reaxys URACIL PDBeChem Uracil KEGG_COMPOUND pyrimidine-2,4(1H,3H)-dione IUPAC uracil UniProt 0 ChEBI 112.027 KEGG_COMPOUND 112.08684 ChEBI 2,4(1H,3H)-pyrimidinedione NIST_Chemistry_WebBook 2,4-Dioxopyrimidine HMDB 2,4-Pyrimidinedione HMDB C4H4N2O2 KEGG_COMPOUND ISAKRJDGNUQOIC-UHFFFAOYSA-N ChEBI InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) ChEBI O=c1cc[nH]c(=O)[nH]1 ChEBI U ChEBI Ura CBN Urazil ChEBI The simplest member of the class toluenes consisting of a benzene core which bears a single methyl substituent. CHEBI:15248 CHEBI:27022 CHEBI:44023 CHEBI:9624 Beilstein:635760 CAS:108-88-3 DrugBank:DB01900 Gmelin:2456 KEGG:C01455 PDBeChem:MBN PMID:11182169 PMID:11314682 PMID:11846266 PMID:11991009 PMID:12062755 PMID:12213539 PMID:12237258 PMID:12784113 PMID:12876426 PMID:14512097 PMID:14559343 PMID:14605898 PMID:15015825 PMID:15019953 PMID:15119846 PMID:15193425 PMID:15542760 PMID:15567510 PMID:15695158 PMID:15796064 PMID:16316648 PMID:16348226 PMID:16601996 PMID:17145141 PMID:17175136 PMID:17497535 PMID:17725881 PMID:18397809 PMID:18832024 PMID:19261054 PMID:19384711 PMID:19429395 PMID:19635754 PMID:19765629 PMID:19825861 PMID:19928203 PMID:19969016 PMID:20347282 PMID:20837561 PMID:21430649 PMID:21655021 PMID:21731073 PMID:21802510 PMID:21840036 Reaxys:635760 UM-BBD_compID:c0114 Wikipedia:Toluene TOLUENE Toluene toluene chebi_ontology 0 92.063 92.13842 C7H8 Cc1ccccc1 InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3 Toluen Toluol YXFVVABEGXRONW-UHFFFAOYSA-N methylbenzene phenylmethane CHEBI:17578 toluene Beilstein:635760 Beilstein CAS:108-88-3 ChemIDplus CAS:108-88-3 KEGG COMPOUND CAS:108-88-3 NIST Chemistry WebBook Gmelin:2456 Gmelin PMID:11182169 Europe PMC PMID:11314682 Europe PMC PMID:11846266 Europe PMC PMID:11991009 Europe PMC PMID:12062755 Europe PMC PMID:12213539 Europe PMC PMID:12237258 Europe PMC PMID:12784113 Europe PMC PMID:12876426 Europe PMC PMID:14512097 Europe PMC PMID:14559343 Europe PMC PMID:14605898 Europe PMC PMID:15015825 Europe PMC PMID:15019953 Europe PMC PMID:15119846 Europe PMC PMID:15193425 Europe PMC PMID:15542760 Europe PMC PMID:15567510 Europe PMC PMID:15695158 Europe PMC PMID:15796064 Europe PMC PMID:16316648 Europe PMC PMID:16348226 Europe PMC PMID:16601996 Europe PMC PMID:17145141 Europe PMC PMID:17175136 Europe PMC PMID:17497535 Europe PMC PMID:17725881 Europe PMC PMID:18397809 Europe PMC PMID:18832024 Europe PMC PMID:19261054 Europe PMC PMID:19384711 Europe PMC PMID:19429395 Europe PMC PMID:19635754 Europe PMC PMID:19765629 Europe PMC PMID:19825861 Europe PMC PMID:19928203 Europe PMC PMID:19969016 Europe PMC PMID:20347282 Europe PMC PMID:20837561 Europe PMC PMID:21430649 Europe PMC PMID:21655021 Europe PMC PMID:21731073 Europe PMC PMID:21802510 Europe PMC PMID:21840036 Europe PMC Reaxys:635760 Reaxys UM-BBD_compID:c0114 UM-BBD TOLUENE PDBeChem Toluene KEGG_COMPOUND toluene ChEBI toluene IUPAC toluene UniProt 0 ChEBI 92.063 KEGG_COMPOUND 92.13842 ChEBI C7H8 KEGG_COMPOUND Cc1ccccc1 ChEBI InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3 ChEBI Toluen NIST_Chemistry_WebBook Toluol NIST_Chemistry_WebBook YXFVVABEGXRONW-UHFFFAOYSA-N ChEBI methylbenzene PDBeChem phenylmethane ChemIDplus Homocysteine with L configuration. CHEBI:13122 CHEBI:21329 CHEBI:43117 CHEBI:6245 CAS:6027-13-0 DrugBank:DB04422 HMDB:HMDB00742 KEGG:C00155 KNApSAcK:C00001365 MetaCyc:HOMO-CYS PDBeChem:HCS PMID:11686577 PMID:15131313 PMID:15365276 PMID:16702349 PMID:19383686 Reaxys:1721685 (2S)-2-amino-4-sulfanylbutanoic acid L-Homocysteine L-homocysteine chebi_ontology 0 135.035 135.18500 C4H9NO2S FFFHZYDWPBMWHY-VKHMYHEASA-N Hcy InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 L-2-Amino-4-mercaptobutyric acid L-2-amino-4-mercaptobutyric acid N[C@@H](CCS)C(O)=O CHEBI:17588 L-homocysteine CAS:6027-13-0 ChemIDplus CAS:6027-13-0 KEGG COMPOUND PMID:11686577 Europe PMC PMID:15131313 Europe PMC PMID:15365276 Europe PMC PMID:16702349 Europe PMC PMID:19383686 Europe PMC Reaxys:1721685 Reaxys (2S)-2-amino-4-sulfanylbutanoic acid IUPAC L-Homocysteine KEGG_COMPOUND L-homocysteine ChEBI 0 ChEBI 135.035 KEGG_COMPOUND 135.18500 ChEBI C4H9NO2S KEGG_COMPOUND FFFHZYDWPBMWHY-VKHMYHEASA-N ChEBI Hcy ChEBI InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 ChEBI L-2-Amino-4-mercaptobutyric acid KEGG_COMPOUND L-2-amino-4-mercaptobutyric acid ChEBI N[C@@H](CCS)C(O)=O ChEBI A glucooligosaccharide derived from glucose monomers linked via alpha-D-1,4 bonds as in maltose. The term is commonly applied to the series of linear oligosaccharides composed of two, three, four, five and six such units of glucose. CHEBI:11169 CHEBI:18926 CHEBI:543 CHEBI:64478 chebi_ontology (1->4)-alpha-D-glucooligosaccharides maltooligosaccharides CHEBI:17593 maltooligosaccharide (1->4)-alpha-D-glucooligosaccharides ChEBI maltooligosaccharides ChEBI A purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. CHEBI:14456 CHEBI:24841 CHEBI:44407 CHEBI:5927 Beilstein:624889 CAS:58-63-9 Drug_Central:3301 ECMDB:ECMDB00195 Gmelin:489332 HMDB:HMDB00195 KEGG:C00294 KEGG:D00054 KNApSAcK:C00019692 MetaCyc:INOSINE PDBeChem:NOS PMID:22770225 Reaxys:624889 Wikipedia:Inosine YMDB:YMDB00510 (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxy-9H-purin-9-yl)tetrahydrofuran-3,4-diol 9-(beta-D-ribofuranosyl)-9H-purin-6-ol INOSINE Inosine inosine chebi_ontology 0 268.081 268.22610 9-beta-D-ribofuranosyl-9H-purin-6-ol 9-beta-D-ribofuranosylhypoxanthine C10H12N4O5 InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1 Inosin OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(O)ncnc12 UGQMRVRMYYASKQ-KQYNXXCUSA-N hypoxanthine D-riboside hypoxanthosine i inosina inosine inosinum CHEBI:17596 inosine Beilstein:624889 Beilstein CAS:58-63-9 ChemIDplus CAS:58-63-9 KEGG COMPOUND CAS:58-63-9 NIST Chemistry WebBook Drug_Central:3301 DrugCentral Gmelin:489332 Gmelin PMID:22770225 Europe PMC Reaxys:624889 Reaxys (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxy-9H-purin-9-yl)tetrahydrofuran-3,4-diol IUPAC 9-(beta-D-ribofuranosyl)-9H-purin-6-ol IUPAC INOSINE PDBeChem Inosine KEGG_COMPOUND inosine IUPAC inosine UniProt 0 ChEBI 268.081 KEGG_COMPOUND 268.22610 ChEBI 9-beta-D-ribofuranosyl-9H-purin-6-ol IUPAC 9-beta-D-ribofuranosylhypoxanthine NIST_Chemistry_WebBook C10H12N4O5 KEGG_COMPOUND InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1 ChEBI Inosin ChEBI OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(O)ncnc12 ChEBI UGQMRVRMYYASKQ-KQYNXXCUSA-N ChEBI hypoxanthine D-riboside ChemIDplus hypoxanthosine ChemIDplus i ChEBI inosina ChemIDplus inosine ChemIDplus inosinum ChemIDplus Any D-aldose having a chain of six carbon atoms in the molecule. CHEBI:12990 CHEBI:21038 D-aldohexose chebi_ontology C6H12O6 D-aldohexoses CHEBI:17608 D-aldohexose D-aldohexose UniProt C6H12O6 ChEBI D-aldohexoses ChEBI A a deoxyketohexose comprising L-tagatose with the hydroxy group at position 6 replaced by hydrogen. CHEBI:13103 CHEBI:21295 CHEBI:58208 CHEBI:6219 KEGG:C01721 KNApSAcK:C00019650 6-deoxy-L-tagatose L-Fuculose L-fuculose chebi_ontology 0 164.068 164.15650 6-deoxy-L-lyxo-hex-2-ulose C6H12O5 C[C@H](O)[C@@H](O)[C@@H](O)C(=O)CO InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h3,5-8,10-11H,2H2,1H3/t3-,5+,6-/m0/s1 QZNPNKJXABGCRC-LFRDXLMFSA-N CHEBI:17617 L-fuculose 6-deoxy-L-tagatose IUPAC L-Fuculose KEGG_COMPOUND L-fuculose UniProt 0 ChEBI 164.068 KEGG_COMPOUND 164.15650 ChEBI 6-deoxy-L-lyxo-hex-2-ulose IUPAC C6H12O5 KEGG_COMPOUND C[C@H](O)[C@@H](O)[C@@H](O)C(=O)CO ChEBI InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h3,5-8,10-11H,2H2,1H3/t3-,5+,6-/m0/s1 ChEBI QZNPNKJXABGCRC-LFRDXLMFSA-N ChEBI CHEBI:14487 CHEBI:24945 CHEBI:24947 CHEBI:43482 CHEBI:6106 Beilstein:61647 CAS:59-01-8 DrugBank:DB01172 Drug_Central:1519 Gmelin:2044856 KEGG:C01822 LINCS:LSM-5261 PDBeChem:KAN PMID:22907688 PMID:24336356 PMID:24566637 Wikipedia:Kanamycin (1S,2R,3R,4S,6R)-4,6-diamino-3-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside KANAMYCIN A Kanamycin A chebi_ontology 0 4,6-diamino-2-hydroxy-1,3-cyclohexane 3,6'diamino-3,6'-dideoxydi-alpha-D-glucoside 4,6-diamino-2-hydroxy-1,3-cyclohexylene 3,6'-diamino-3,6'-dideoxydi-D-glucopyranoside 484.238 484.49860 C18H36N4O11 InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-2-deoxy-D-streptamine SBUJHOSQTJFQJX-NOAMYHISSA-N CHEBI:17630 kanamycin A Beilstein:61647 Beilstein CAS:59-01-8 ChemIDplus CAS:59-01-8 KEGG COMPOUND Drug_Central:1519 DrugCentral Gmelin:2044856 Gmelin PMID:22907688 Europe PMC PMID:24336356 Europe PMC PMID:24566637 Europe PMC (1S,2R,3R,4S,6R)-4,6-diamino-3-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside IUPAC KANAMYCIN A PDBeChem Kanamycin A KEGG_COMPOUND 0 ChEBI 4,6-diamino-2-hydroxy-1,3-cyclohexane 3,6'diamino-3,6'-dideoxydi-alpha-D-glucoside ChemIDplus 4,6-diamino-2-hydroxy-1,3-cyclohexylene 3,6'-diamino-3,6'-dideoxydi-D-glucopyranoside ChemIDplus 484.238 KEGG_COMPOUND 484.49860 ChEBI C18H36N4O11 KEGG_COMPOUND InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 ChEBI NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-2-deoxy-D-streptamine ChemIDplus SBUJHOSQTJFQJX-NOAMYHISSA-N ChEBI A nitrogen oxoanion formed by loss of a proton from nitric acid. Principal species present at pH 7.3. CHEBI:14654 CHEBI:44487 CHEBI:71263 Beilstein:3587575 CAS:14797-55-8 Gmelin:1574 MetaCyc:NITRATE PDBeChem:NO3 Wikipedia:Nitrate colombos:NITRATE nitrate trioxidonitrate(1-) trioxonitrate(1-) trioxonitrate(V) chebi_ontology -1 61.988 62.00490 InChI=1S/NO3/c2-1(3)4/q-1 NHNBFGGVMKEFGY-UHFFFAOYSA-N NITRATE ION NO3 NO3(-) [NO3](-) [O-][N+]([O-])=O nitrate(1-) CHEBI:17632 nitrate Beilstein:3587575 Beilstein CAS:14797-55-8 ChemIDplus CAS:14797-55-8 NIST Chemistry WebBook Gmelin:1574 Gmelin MetaCyc:NITRATE SUBMITTER nitrate IUPAC nitrate UniProt trioxidonitrate(1-) IUPAC trioxonitrate(1-) IUPAC trioxonitrate(V) IUPAC -1 ChEBI 61.988 ChEBI 62.00490 ChEBI InChI=1S/NO3/c2-1(3)4/q-1 ChEBI NHNBFGGVMKEFGY-UHFFFAOYSA-N ChEBI NITRATE ION PDBeChem NO3 ChEBI NO3 ChEBI NO3(-) IUPAC [NO3](-) IUPAC [O-][N+]([O-])=O ChEBI nitrate(1-) ChemIDplus A glucose with D-configuration. CHEBI:12965 CHEBI:20999 CAS:50-99-7 D-gluco-hexose D-glucose chebi_ontology 0 180.15588 C6H12O6 D(+)-glucose D-(+)-glucose Traubenzucker dextrose grape sugar CHEBI:17634 D-glucose CAS:50-99-7 ChemIDplus CAS:50-99-7 NIST Chemistry WebBook D-gluco-hexose IUPAC D-glucose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 ChEBI D(+)-glucose ChemIDplus D-(+)-glucose NIST_Chemistry_WebBook Traubenzucker ChemIDplus dextrose NIST_Chemistry_WebBook grape sugar ChemIDplus A C21-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a corticosteroid hormone or glucocorticoid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. It is usually referred to as the "stress hormone" as it is involved in response to stress and anxiety, controlled by corticotropin-releasing hormone (CRH). It increases blood pressure and blood sugar, and reduces immune responses CHEBI:14023 CHEBI:24633 CHEBI:3893 CHEBI:58221 Beilstein:1354819 CAS:50-23-7 DrugBank:DB00741 Drug_Central:1388 KEGG:C00735 KEGG:D00088 LINCS:LSM-5980 LIPID_MAPS_instance:LMST02030001 PDBeChem:HCY PMID:10438974 PMID:2268561 Patent:US2602769 Wikipedia:Hydrocortisone colombos:HYDROCORTISONE 11beta,17,21-trihydroxypregn-4-ene-3,20-dione Cortisol cortisol chebi_ontology (11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione 0 11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione 11beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione 11beta-hydrocortisone 17-hydroxycorticosterone 362.209 362.45990 4-pregnen-11beta,17alpha,21-triol-3,20-dione C21H30O5 Hydrocortisone InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1 JYGXADMDTFJGBT-VWUMJDOOSA-N Kendall's compound F Reichstein's substance M [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO hidrocortisona hydrocortisone hydrocortisonum CHEBI:17650 cortisol Beilstein:1354819 Beilstein CAS:50-23-7 ChemIDplus CAS:50-23-7 KEGG COMPOUND CAS:50-23-7 NIST Chemistry WebBook Drug_Central:1388 DrugCentral LIPID_MAPS_instance:LMST02030001 LIPID MAPS PMID:10438974 Europe PMC PMID:2268561 Europe PMC 11beta,17,21-trihydroxypregn-4-ene-3,20-dione IUPAC Cortisol KEGG_COMPOUND cortisol UniProt (11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione NIST_Chemistry_WebBook 0 ChEBI 11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione KEGG_COMPOUND 11beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione NIST_Chemistry_WebBook 11beta-hydrocortisone NIST_Chemistry_WebBook 17-hydroxycorticosterone ChemIDplus 362.209 KEGG_COMPOUND 362.45990 ChEBI 4-pregnen-11beta,17alpha,21-triol-3,20-dione NIST_Chemistry_WebBook C21H30O5 KEGG_COMPOUND Hydrocortisone KEGG_COMPOUND InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1 ChEBI JYGXADMDTFJGBT-VWUMJDOOSA-N ChEBI Kendall's compound F KEGG_COMPOUND Reichstein's substance M KEGG_COMPOUND [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO ChEBI hidrocortisona ChemIDplus hydrocortisone ChemIDplus hydrocortisonum ChemIDplus CHEBI:15046 CHEBI:26557 CHEBI:8845 KEGG:C03723 Ribonucleoside diphosphate ribonucleoside diphosphate chebi_ontology 0 292.983 293.083 C5H11O10P2R ribonucleoside diphosphates CHEBI:17668 ribonucleoside diphosphate Ribonucleoside diphosphate KEGG_COMPOUND ribonucleoside diphosphate UniProt 0 KEGG_COMPOUND 292.983 KEGG_COMPOUND 293.083 KEGG_COMPOUND C5H11O10P2R KEGG_COMPOUND ribonucleoside diphosphates ChEBI CHEBI:13286 CHEBI:23522 CHEBI:3285 CHEBI:41675 Beilstein:71190 CAS:65-47-4 DrugBank:DB02431 Gmelin:723598 KEGG:C00063 KNApSAcK:C00019639 PDBeChem:CTP CTP cytidine 5'-(tetrahydrogen triphosphate) chebi_ontology 0 482.985 483.15644 5'-CTP C9H16N3O14P3 CYTIDINE-5'-TRIPHOSPHATE Cytidine 5'-triphosphate Cytidine triphosphate H4ctp InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 Nc1ccn([C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)c(=O)n1 PCDQPRRSZKQHHS-XVFCMESISA-N CHEBI:17677 CTP Beilstein:71190 Beilstein CAS:65-47-4 ChemIDplus CAS:65-47-4 KEGG COMPOUND Gmelin:723598 Gmelin CTP KEGG_COMPOUND cytidine 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 482.985 KEGG_COMPOUND 483.15644 ChEBI 5'-CTP ChemIDplus C9H16N3O14P3 KEGG_COMPOUND CYTIDINE-5'-TRIPHOSPHATE PDBeChem Cytidine 5'-triphosphate KEGG_COMPOUND Cytidine triphosphate KEGG_COMPOUND H4ctp ChEBI InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 ChEBI Nc1ccn([C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)c(=O)n1 ChEBI PCDQPRRSZKQHHS-XVFCMESISA-N ChEBI A bile acid glycine conjugate having cholic acid as the bile acid component. CHEBI:11894 CHEBI:20215 CHEBI:24378 CHEBI:42804 CHEBI:5464 Beilstein:2955826 CAS:475-31-0 DrugBank:DB02691 HMDB:HMDB00138 KEGG:C01921 KNApSAcK:C00030410 LINCS:LSM-3222 LIPID_MAPS_instance:LMST05030001 MetaCyc:GLYCOCHOLIC_ACID PDBeChem:GCH PMID:22770225 Reaxys:2955826 Wikipedia:Glycocholic_acid GLYCOCHOLIC ACID Glycocholic acid N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycine chebi_ontology 0 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oylglycine 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oylglycine 465.309 465.62270 C26H43NO6 C[C@H](CCC(=O)NCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine N-choloylglycine RFDAIACWWDREDC-FRVQLJSFSA-N CHEBI:17687 glycocholic acid Beilstein:2955826 Beilstein CAS:475-31-0 ChemIDplus CAS:475-31-0 KEGG COMPOUND CAS:475-31-0 NIST Chemistry WebBook LIPID_MAPS_instance:LMST05030001 LIPID MAPS PMID:22770225 Europe PMC Reaxys:2955826 Reaxys GLYCOCHOLIC ACID PDBeChem Glycocholic acid KEGG_COMPOUND N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycine IUPAC 0 ChEBI 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oylglycine KEGG_COMPOUND 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oylglycine ChEBI 465.309 ChEBI 465.309 KEGG_COMPOUND 465.62270 ChEBI C26H43NO6 ChEBI C26H43NO6 KEGG_COMPOUND C[C@H](CCC(=O)NCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C ChEBI InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 ChEBI N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine NIST_Chemistry_WebBook N-choloylglycine ChemIDplus RFDAIACWWDREDC-FRVQLJSFSA-N ChEBI An organochlorine compound that is dichloro-substituted acetamide containing a nitrobenzene ring, an amide bond and two alcohol functions. CHEBI:13965 CHEBI:23106 CHEBI:23108 CHEBI:3603 CHEBI:47327 Beilstein:2225532 CAS:56-75-7 DrugBank:DB00446 Drug_Central:589 KEGG:C00918 KEGG:D00104 LINCS:LSM-5256 PDBeChem:CLM PMID:11468347 PMID:12217690 PMID:16659995 PMID:16897441 PMID:17217404 PMID:17692887 PMID:18559535 PMID:18657290 PMID:18794387 PMID:23142491 PMID:23317719 PMID:23395526 PMID:23494278 PMID:23512826 PMID:657786 PMID:6653106 Patent:GB795131 Patent:GB796901 Patent:US2483871 Patent:US2483884 Patent:US2483892 Patent:US2839577 Wikipedia:Chloramphenicol colombos:CHLORAMFENICOL colombos:CHLORAMFENICOL:+UNKNOWN 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide CHLORAMPHENICOL Chloramphenicol chloramphenicol chebi_ontology 0 322.012 323.130 C11H12Cl2N2O5 C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)O)C=CC(=C1)[N+]([O-])=O Chloramex Chlorocid Chlorocol Chloromycetin D-(-)-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenylethyl)acetamide D-(-)-threo-1-p-nitrophenyl-2-dichloroacetylamino-1,3-propanediol Fenicol Globenicol Halomycetin InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1 Oleomycetin Sificetina WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol chloramphenicolum chlornitromycin cloramfenicol laevomycetinum levomicetina levomycetin CHEBI:17698 chloramphenicol Beilstein:2225532 Beilstein CAS:56-75-7 ChemIDplus CAS:56-75-7 KEGG COMPOUND Drug_Central:589 DrugCentral PMID:11468347 Europe PMC PMID:12217690 Europe PMC PMID:16659995 Europe PMC PMID:16897441 Europe PMC PMID:17217404 Europe PMC PMID:17692887 Europe PMC PMID:18559535 Europe PMC PMID:18657290 Europe PMC PMID:18794387 Europe PMC PMID:23142491 Europe PMC PMID:23317719 Europe PMC PMID:23395526 Europe PMC PMID:23494278 Europe PMC PMID:23512826 Europe PMC PMID:657786 Europe PMC PMID:6653106 Europe PMC 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide IUPAC CHLORAMPHENICOL PDBeChem Chloramphenicol KEGG_COMPOUND chloramphenicol UniProt 0 ChEBI 322.012 ChEBI 322.012 KEGG_COMPOUND 323.130 ChEBI C11H12Cl2N2O5 ChEBI C11H12Cl2N2O5 KEGG_COMPOUND C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)O)C=CC(=C1)[N+]([O-])=O ChEBI Chloramex ChemIDplus Chlorocid ChemIDplus Chlorocol ChemIDplus Chloromycetin ChemIDplus D-(-)-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenylethyl)acetamide ChemIDplus D-(-)-threo-1-p-nitrophenyl-2-dichloroacetylamino-1,3-propanediol ChemIDplus Fenicol ChemIDplus Globenicol ChemIDplus Halomycetin ChemIDplus InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1 ChEBI Oleomycetin ChemIDplus Sificetina ChemIDplus WIIZWVCIJKGZOK-RKDXNWHRSA-N ChEBI chloramphenicol ChEBI chloramphenicol ChemIDplus chloramphenicolum ChemIDplus chlornitromycin ChEBI cloramfenicol ChemIDplus laevomycetinum ChemIDplus levomicetina ChemIDplus levomycetin ChemIDplus A glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a beta-1->4 glycosidic linkage. The glucose fragment can be in either the alpha- or beta-pyranose form, whereas the galactose fragment can only have the beta-pyranose form. CHEBI:10296 CHEBI:10380 CHEBI:14497 CHEBI:22460 CHEBI:22760 CHEBI:25005 CHEBI:27755 CHEBI:613009 Beilstein:1292745 CAS:63-42-3 Gmelin:882872 KEGG:C00243 KEGG:D00046 KEGG:G10504 KNApSAcK:C00001136 PMID:1292745 PMID:17329833 PMID:18300214 PMID:19053747 PMID:19846069 PMID:19913595 PMID:20094999 PMID:20503067 PMID:20699559 PMID:20873837 PMID:20961532 PMID:21403918 PMID:2432147 PMID:2456994 PMID:6194884 PMID:7574700 Reaxys:1292745 colombos:LACTOSE beta-D-galactopyranosyl-(1->4)-D-glucopyranose lactose chebi_ontology (+)-lactose (Gal)1 (Glc)1 0 1-beta-D-Galactopyranosyl-4-D-glucopyranose 342.116 342.29648 4-(beta-D-galactosido)-D-glucose 4-O-beta-D-galactopyranosyl-D-glucose C12H22O11 D-lactose GUBGYTABKSRVRQ-QKKXKWKRSA-N Galbeta1-4-Glc InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11?,12+/m1/s1 Lac Laktobiose Laktose Milchzucker Milk sugar OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O beta-D-Gal-(1->4)-D-Glc beta-D-Galp-(1->4)-D-Glcp beta-Gal1,4-Glc lactobiose milk sugar CHEBI:17716 lactose Beilstein:1292745 Beilstein CAS:63-42-3 ChemIDplus CAS:63-42-3 KEGG COMPOUND CAS:63-42-3 NIST Chemistry WebBook Gmelin:882872 Gmelin PMID:1292745 Europe PMC PMID:17329833 Europe PMC PMID:18300214 Europe PMC PMID:19053747 ChEMBL PMID:19846069 Europe PMC PMID:19913595 Europe PMC PMID:20094999 Europe PMC PMID:20503067 Europe PMC PMID:20699559 Europe PMC PMID:20873837 Europe PMC PMID:20961532 Europe PMC PMID:21403918 Europe PMC PMID:2432147 Europe PMC PMID:2456994 Europe PMC PMID:6194884 Europe PMC PMID:7574700 Europe PMC Reaxys:1292745 Reaxys beta-D-galactopyranosyl-(1->4)-D-glucopyranose IUPAC lactose UniProt (+)-lactose NIST_Chemistry_WebBook (Gal)1 (Glc)1 KEGG_GLYCAN 0 ChEBI 1-beta-D-Galactopyranosyl-4-D-glucopyranose KEGG_COMPOUND 342.116 KEGG_COMPOUND 342.29648 ChEBI 4-(beta-D-galactosido)-D-glucose NIST_Chemistry_WebBook 4-O-beta-D-galactopyranosyl-D-glucose IUPAC C12H22O11 KEGG_COMPOUND D-lactose ChemIDplus GUBGYTABKSRVRQ-QKKXKWKRSA-N ChEBI Galbeta1-4-Glc ChEBI InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11?,12+/m1/s1 ChEBI Lac JCBN Laktobiose ChEBI Laktose ChEBI Milchzucker ChEBI Milk sugar KEGG_COMPOUND OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O ChEBI beta-D-Gal-(1->4)-D-Glc KEGG_COMPOUND beta-D-Galp-(1->4)-D-Glcp IUPAC beta-Gal1,4-Glc ChEBI lactobiose NIST_Chemistry_WebBook milk sugar NIST_Chemistry_WebBook The amino acid betaine derived from glycine. CHEBI:13895 CHEBI:15264 CHEBI:22858 CHEBI:24370 CHEBI:27128 CHEBI:3073 Beilstein:3537113 CAS:107-43-7 Drug_Central:347 Gmelin:26434 HMDB:HMDB00043 KEGG:C00719 KEGG:D07523 KNApSAcK:C00007291 MetaCyc:BETAINE PDBeChem:BET PMID:16197300 PMID:18326594 PMID:20346934 PMID:20446114 PMID:20642826 PMID:22770225 Reaxys:3537113 Wikipedia:Trimethylglycine YMDB:YMDB01516 colombos:GLYCINEBETAINE (trimethylammonio)acetate Glycine betaine chebi_ontology (trimethylammoniumyl)acetate 0 1-carboxy-N,N,N-trimethylmethanaminium inner salt 117.079 117.14638 2-N,N,N-trimethylammonio acetate Bet Betaine C5H11NO2 C[N+](C)(C)CC([O-])=O InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3 KWIUHFFTVRNATP-UHFFFAOYSA-N N,N,N-Trimethylglycine N,N,N-trimethylammonioacetate Trimethylaminoacetate Trimethylammonioacetate abromine acidol betaine trimethylglycine trimethylglycocoll CHEBI:17750 glycine betaine Beilstein:3537113 Beilstein CAS:107-43-7 ChemIDplus CAS:107-43-7 KEGG COMPOUND CAS:107-43-7 NIST Chemistry WebBook Drug_Central:347 DrugCentral Gmelin:26434 Gmelin PMID:16197300 Europe PMC PMID:18326594 Europe PMC PMID:20346934 Europe PMC PMID:20446114 Europe PMC PMID:20642826 Europe PMC PMID:22770225 Europe PMC Reaxys:3537113 Reaxys (trimethylammonio)acetate IUPAC Glycine betaine KEGG_COMPOUND (trimethylammoniumyl)acetate IUPAC 0 ChEBI 1-carboxy-N,N,N-trimethylmethanaminium inner salt NIST_Chemistry_WebBook 117.079 KEGG_COMPOUND 117.14638 ChEBI 2-N,N,N-trimethylammonio acetate ChEBI Bet ChEBI Betaine KEGG_COMPOUND C5H11NO2 KEGG_COMPOUND C[N+](C)(C)CC([O-])=O ChEBI InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3 ChEBI KWIUHFFTVRNATP-UHFFFAOYSA-N ChEBI N,N,N-Trimethylglycine KEGG_COMPOUND N,N,N-trimethylammonioacetate IUPAC Trimethylaminoacetate KEGG_COMPOUND Trimethylammonioacetate KEGG_COMPOUND abromine ChemIDplus acidol ChEBI betaine UniProt trimethylglycine ChEBI trimethylglycocoll ChemIDplus A triol with a structure of propane substituted at positions 1, 2 and 3 by hydroxy groups. CHEBI:131422 CHEBI:14334 CHEBI:24351 CHEBI:42998 CHEBI:5448 Beilstein:635685 CAS:56-81-5 DrugBank:DB04077 Drug_Central:1316 ECMDB:ECMDB00131 Gmelin:26279 HMDB:HMDB00131 KEGG:C00116 KEGG:D00028 KNApSAcK:C00001163 LINCS:LSM-37180 MetaCyc:GLYCEROL PDB:2AJS PDB:2D03 PDBeChem:GOL PMID:11958517 PMID:12672239 PMID:12689633 PMID:14559393 PMID:14563847 PMID:15342117 PMID:15786693 PMID:16244855 PMID:16258193 PMID:16319039 PMID:16349488 PMID:16651733 PMID:16664750 PMID:16901854 PMID:17336832 PMID:17439666 PMID:17979222 PMID:19184438 PMID:19231894 PMID:19460032 PMID:19548674 PMID:19795216 PMID:19956799 PMID:22705534 PMID:23562176 PMID:23747440 PMID:24643482 PMID:25108762 PMID:7031247 PMID:7392035 Reaxys:635685 UM-BBD_compID:c0066 Wikipedia:Glycerol YMDB:YMDB00283 colombos:GLYCEROL GLYCEROL Glycerol glycerol propane-1,2,3-triol chebi_ontology 0 1,2,3-Propanetriol 1,2,3-Trihydroxypropane 92.047 92.09382 C3H8O3 Glycerin Glyceritol Glyzerin Gro InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2 OCC(O)CO Oelsuess PEDCQBHIVMGVHV-UHFFFAOYSA-N Propanetriol Trihydroxypropane glycerine glycerol glycerolum glycyl alcohol CHEBI:17754 glycerol Beilstein:635685 Beilstein CAS:56-81-5 ChemIDplus CAS:56-81-5 KEGG COMPOUND CAS:56-81-5 NIST Chemistry WebBook Drug_Central:1316 DrugCentral Gmelin:26279 Gmelin PMID:11958517 Europe PMC PMID:12672239 ChEMBL PMID:12689633 Europe PMC PMID:14559393 Europe PMC PMID:14563847 Europe PMC PMID:15342117 Europe PMC PMID:15786693 Europe PMC PMID:16244855 Europe PMC PMID:16258193 Europe PMC PMID:16319039 Europe PMC PMID:16349488 Europe PMC PMID:16651733 Europe PMC PMID:16664750 Europe PMC PMID:16901854 Europe PMC PMID:17336832 Europe PMC PMID:17439666 Europe PMC PMID:17979222 Europe PMC PMID:19184438 Europe PMC PMID:19231894 Europe PMC PMID:19460032 Europe PMC PMID:19548674 Europe PMC PMID:19795216 Europe PMC PMID:19956799 Europe PMC PMID:22705534 Europe PMC PMID:23562176 Europe PMC PMID:23747440 Europe PMC PMID:24643482 Europe PMC PMID:25108762 Europe PMC PMID:7031247 ChEMBL PMID:7392035 ChEMBL Reaxys:635685 Reaxys UM-BBD_compID:c0066 UM-BBD GLYCEROL PDBeChem Glycerol KEGG_COMPOUND glycerol ChEBI glycerol UniProt propane-1,2,3-triol IUPAC 0 ChEBI 1,2,3-Propanetriol KEGG_COMPOUND 1,2,3-Trihydroxypropane KEGG_COMPOUND 92.047 KEGG_COMPOUND 92.09382 ChEBI C3H8O3 KEGG_COMPOUND Glycerin KEGG_COMPOUND Glyceritol HMDB Glyzerin ChEBI Gro JCBN InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2 ChEBI OCC(O)CO ChEBI Oelsuess ChEBI PEDCQBHIVMGVHV-UHFFFAOYSA-N ChEBI Propanetriol HMDB Trihydroxypropane HMDB glycerine ChEBI glycerol ChemIDplus glycerolum ChemIDplus glycyl alcohol NIST_Chemistry_WebBook A dicarboxylic acid monoanion that is the conjugate base of pimelic acid. CHEBI:12209 CHEBI:20708 CHEBI:2175 Gmelin:1449709 6-carboxyhexanoate chebi_ontology -1 159.066 159.15984 C7H11O4 InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)/p-1 OC(=O)CCCCCC([O-])=O Pimelate WLJVNTCWHIRURA-UHFFFAOYSA-M heptanedioate hydrogen pimelate CHEBI:17774 pimelate(1-) Gmelin:1449709 Gmelin 6-carboxyhexanoate IUPAC -1 ChEBI 159.066 ChEBI 159.15984 ChEBI C7H11O4 ChEBI InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)/p-1 ChEBI OC(=O)CCCCCC([O-])=O ChEBI Pimelate KEGG_COMPOUND WLJVNTCWHIRURA-UHFFFAOYSA-M ChEBI heptanedioate ChEBI hydrogen pimelate ChEBI The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group. CHEBI:14588 CHEBI:25227 CHEBI:44080 CHEBI:44553 CHEBI:6816 Beilstein:1098229 CAS:67-56-1 Gmelin:449 HMDB:HMDB01875 KEGG:C00132 KEGG:D02309 MetaCyc:METOH PDBeChem:MOH PMID:11141607 PMID:11430978 PMID:11489599 PMID:11680737 PMID:11684179 PMID:14012711 PMID:14678513 PMID:14760634 PMID:15172721 PMID:15906011 PMID:16705261 PMID:17451998 PMID:17733096 PMID:19064074 PMID:19850112 PMID:20314698 Reaxys:1098229 UM-BBD_compID:c0132 Wikipedia:Methanol METHANOL Methanol methanol chebi_ontology 0 32.026 32.04186 CH3OH CH4O CO InChI=1S/CH4O/c1-2/h2H,1H3 MeOH Methyl alcohol Methylalkohol OKKJLVBELUTLKV-UHFFFAOYSA-N carbinol spirit of wood wood alcohol wood naphtha wood spirit CHEBI:17790 methanol Beilstein:1098229 Beilstein CAS:67-56-1 ChemIDplus CAS:67-56-1 KEGG COMPOUND CAS:67-56-1 NIST Chemistry WebBook Gmelin:449 Gmelin PMID:11141607 Europe PMC PMID:11430978 Europe PMC PMID:11489599 Europe PMC PMID:11680737 Europe PMC PMID:11684179 Europe PMC PMID:14012711 Europe PMC PMID:14678513 Europe PMC PMID:14760634 Europe PMC PMID:15172721 Europe PMC PMID:15906011 Europe PMC PMID:16705261 Europe PMC PMID:17451998 Europe PMC PMID:17733096 Europe PMC PMID:19064074 Europe PMC PMID:19850112 Europe PMC PMID:20314698 Europe PMC Reaxys:1098229 Reaxys UM-BBD_compID:c0132 ChEBI METHANOL PDBeChem Methanol KEGG_COMPOUND methanol IUPAC methanol UniProt 0 ChEBI 32.026 KEGG_COMPOUND 32.04186 ChEBI CH3OH ChEBI CH4O KEGG_COMPOUND CO ChEBI InChI=1S/CH4O/c1-2/h2H,1H3 ChEBI MeOH ChEBI Methyl alcohol KEGG_COMPOUND Methylalkohol NIST_Chemistry_WebBook OKKJLVBELUTLKV-UHFFFAOYSA-N ChEBI carbinol ChemIDplus spirit of wood HMDB wood alcohol ChemIDplus wood naphtha ChemIDplus wood spirit NIST_Chemistry_WebBook An optically active form of idonate having L-configuration; major species at pH 7.3. CHEBI:13126 CHEBI:21335 CHEBI:57659 CHEBI:58494 CHEBI:6250 Beilstein:3906522 CAS:1114-17-6 KEGG:C00770 MetaCyc:L-IDONATE L-Idonate L-idonate chebi_ontology -1 195.050 195.14730 C6H11O7 InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3+,4-,5+/m0/s1 OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SKNVOMKLSA-M CHEBI:17796 L-idonate Beilstein:3906522 Beilstein CAS:1114-17-6 KEGG COMPOUND L-Idonate KEGG_COMPOUND L-idonate IUPAC L-idonate UniProt -1 ChEBI 195.050 ChEBI 195.14730 ChEBI C6H11O7 ChEBI InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3+,4-,5+/m0/s1 ChEBI OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O ChEBI RGHNJXZEOKUKBD-SKNVOMKLSA-M ChEBI A pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group. CHEBI:15247 CHEBI:27004 CHEBI:46017 CHEBI:9580 Beilstein:607626 CAS:65-71-4 DrugBank:DB03462 Gmelin:278790 KEGG:C00178 KNApSAcK:C00001511 PDBeChem:TDR PMID:23237383 Wikipedia:Thymine colombos:THYMINE THYMINE Thymine thymine chebi_ontology 0 126.043 126.11342 2,4-dihydroxy-5-methylpyrimidine 5-Methyluracil 5-methyl-2,4(1H,3H)-pyrimidinedione 5-methylpyrimidine-2,4(1H,3H)-dione 5-methyluracil C5H6N2O2 Cc1c[nH]c(=O)[nH]c1=O InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9) RWQNBRDOKXIBIV-UHFFFAOYSA-N T Thy Thymin CHEBI:17821 thymine Beilstein:607626 Beilstein CAS:65-71-4 ChemIDplus CAS:65-71-4 KEGG COMPOUND CAS:65-71-4 NIST Chemistry WebBook Gmelin:278790 Gmelin PMID:23237383 Europe PMC THYMINE PDBeChem Thymine KEGG_COMPOUND thymine IUPAC thymine UniProt 0 ChEBI 126.043 KEGG_COMPOUND 126.11342 ChEBI 2,4-dihydroxy-5-methylpyrimidine NIST_Chemistry_WebBook 5-Methyluracil KEGG_COMPOUND 5-methyl-2,4(1H,3H)-pyrimidinedione NIST_Chemistry_WebBook 5-methylpyrimidine-2,4(1H,3H)-dione IUPAC 5-methyluracil NIST_Chemistry_WebBook C5H6N2O2 KEGG_COMPOUND Cc1c[nH]c(=O)[nH]c1=O ChEBI InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9) ChEBI RWQNBRDOKXIBIV-UHFFFAOYSA-N ChEBI T ChEBI Thy CBN Thymin ChemIDplus An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group. CHEBI:15081 CHEBI:26648 CHEBI:9116 Beilstein:1721402 CAS:302-84-1 Gmelin:26429 KEGG:C00716 KNApSAcK:C00001393 Reaxys:1721402 Wikipedia:Serine Serine serine chebi_ontology 0 105.043 105.09262 2-Amino-3-hydroxypropionic acid 2-amino-3-hydroxypropanoic acid 3-Hydroxyalanine C3H7NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7) MTCFGRXMJLQNBG-UHFFFAOYSA-N NC(CO)C(O)=O Serin CHEBI:17822 serine Beilstein:1721402 Beilstein CAS:302-84-1 ChemIDplus CAS:302-84-1 KEGG COMPOUND CAS:302-84-1 NIST Chemistry WebBook Gmelin:26429 Gmelin Reaxys:1721402 Reaxys Serine KEGG_COMPOUND serine IUPAC 0 ChEBI 105.043 KEGG_COMPOUND 105.09262 ChEBI 2-Amino-3-hydroxypropionic acid KEGG_COMPOUND 2-amino-3-hydroxypropanoic acid IUPAC 3-Hydroxyalanine KEGG_COMPOUND C3H7NO3 KEGG_COMPOUND InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7) ChEBI MTCFGRXMJLQNBG-UHFFFAOYSA-N ChEBI NC(CO)C(O)=O ChEBI Serin ChEBI Any of a group of aminoglycoside antibiotics produced by fermentation of some Micromonospora spp. CHEBI:14293 CHEBI:24206 CHEBI:24212 CHEBI:5306 CAS:1403-66-3 DrugBank:DB00798 KEGG:C00505 colombos:GENTAMICIN 4,6-diamino-3-[3-deoxy-4-C-methyl-3-(methylamino)pentopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)heptopyranoside chebi_ontology Gentamicin gentamicin gentamycins CHEBI:17833 gentamycin CAS:1403-66-3 KEGG COMPOUND 4,6-diamino-3-[3-deoxy-4-C-methyl-3-(methylamino)pentopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)heptopyranoside IUPAC Gentamicin KEGG_COMPOUND gentamicin UniProt gentamycins ChEBI An aromatic amino-acid anion that is the conjugate base of 4-aminobenzoic acid. CHEBI:11959 CHEBI:20314 Beilstein:3904778 CAS:2906-28-7 Gmelin:82609 KEGG:C00568 Reaxys:3904778 UM-BBD_compID:c0550 4-aminobenzoate chebi_ontology -1 136.040 136.12860 4-aminobenzoic acid, ion(1-) ALYNCZNDIQEVRV-UHFFFAOYSA-M C7H6NO2 InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 Nc1ccc(cc1)C([O-])=O p-aminobenzoate CHEBI:17836 4-aminobenzoate Beilstein:3904778 Beilstein CAS:2906-28-7 ChemIDplus Gmelin:82609 Gmelin KEGG:C00568 ChEBI Reaxys:3904778 Reaxys UM-BBD_compID:c0550 ChEBI 4-aminobenzoate IUPAC 4-aminobenzoate UniProt -1 ChEBI 136.040 ChEBI 136.12860 ChEBI 4-aminobenzoic acid, ion(1-) ChemIDplus ALYNCZNDIQEVRV-UHFFFAOYSA-M ChEBI C7H6NO2 ChEBI InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 ChEBI Nc1ccc(cc1)C([O-])=O ChEBI p-aminobenzoate ChemIDplus The conjugate base of 4-hydroxybenzoic acid, comprising a 4-hydroxybenzoic acid core with a proton missing to give a charge of -1. CHEBI:12003 CHEBI:20397 Beilstein:3589159 CAS:456-23-5 Gmelin:326508 KEGG:C00156 Reaxys:3589159 UM-BBD_compID:c0104 4-hydroxybenzoate chebi_ontology -1 137.024 137.11280 4-hydroxybenzoic acid, ion(1-) C7H5O3 FJKROLUGYXJWQN-UHFFFAOYSA-M InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)/p-1 Oc1ccc(cc1)C([O-])=O p-hydroxybenzoate CHEBI:17879 4-hydroxybenzoate Beilstein:3589159 Beilstein CAS:456-23-5 ChemIDplus Gmelin:326508 Gmelin KEGG:C00156 ChEBI Reaxys:3589159 Reaxys UM-BBD_compID:c0104 ChEBI 4-hydroxybenzoate IUPAC 4-hydroxybenzoate UniProt -1 ChEBI 137.024 ChEBI 137.11280 ChEBI 4-hydroxybenzoic acid, ion(1-) ChemIDplus C7H5O3 ChEBI FJKROLUGYXJWQN-UHFFFAOYSA-M ChEBI InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)/p-1 ChEBI Oc1ccc(cc1)C([O-])=O ChEBI p-hydroxybenzoate ChemIDplus A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms. CHEBI:13364 CHEBI:24635 CHEBI:5590 CAS:7647-01-0 Drug_Central:4568 Gmelin:322 HMDB:HMDB02306 KEGG:C01327 KEGG:D02057 MetaCyc:HCL PMID:15823700 PMID:17492841 PMID:22804993 Reaxys:1098214 Wikipedia:HCl Wikipedia:Hydrochloric_acid Hydrogen chloride chlorane chloridohydrogen hydrogen chloride chebi_ontology 0 35.977 36.46064 Chlorwasserstoff ClH Cl[H] HCl Hydrochloride Hydrogenchlorid InChI=1S/ClH/h1H VEXZGXHMUGYJMC-UHFFFAOYSA-N Wasserstoffchlorid [HCl] chlorure d'hydrogene cloruro de hidrogeno hydrochloric acid CHEBI:17883 hydrogen chloride CAS:7647-01-0 ChemIDplus CAS:7647-01-0 KEGG COMPOUND CAS:7647-01-0 NIST Chemistry WebBook Drug_Central:4568 DrugCentral Gmelin:322 Gmelin PMID:15823700 Europe PMC PMID:17492841 Europe PMC PMID:22804993 Europe PMC Reaxys:1098214 Reaxys Hydrogen chloride KEGG_COMPOUND chlorane IUPAC chloridohydrogen IUPAC hydrogen chloride IUPAC 0 ChEBI 35.977 ChEBI 35.977 KEGG_COMPOUND 36.46064 ChEBI Chlorwasserstoff ChEBI ClH ChEBI Cl[H] ChEBI HCl KEGG_COMPOUND HCl KEGG_COMPOUND HCl UniProt Hydrochloride KEGG_COMPOUND Hydrogenchlorid ChEBI InChI=1S/ClH/h1H ChEBI VEXZGXHMUGYJMC-UHFFFAOYSA-N ChEBI Wasserstoffchlorid ChEBI [HCl] IUPAC chlorure d'hydrogene ChEBI cloruro de hidrogeno ChEBI hydrochloric acid ChemIDplus A molecular entity that can transfer ("donate") an electron, a pair of electrons, an atom or a group to another molecular entity. CHEBI:14202 CHEBI:4697 KEGG:C01351 Donor donor chebi_ontology Donator donneur CHEBI:17891 donor Donor KEGG_COMPOUND donor UniProt Donator ChEBI donneur ChEBI An aminonucleoside antibiotic, derived from the Streptomyces alboniger bacterium, that causes premature chain termination during translation taking place in the ribosome. CHEBI:14970 CHEBI:26402 CHEBI:45182 CHEBI:8641 CAS:53-79-2 DrugBank:DB08437 KEGG:C01610 KEGG:D05653 KNApSAcK:C00001507 LINCS:LSM-2788 PMID:13945541 PMID:15843471 PMID:18322149 PMID:323854 Reaxys:70234 Wikipedia:Puromycin colombos:PUROMYCIN colombos:PUROMYCIN:+UNKNOWN 3'-deoxy-N,N-dimethyl-3'-(O-methyl-L-tyrosinamido)adenosine Puromycin chebi_ontology (S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine 0 3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine 3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-diemthyladenosine 471.223 471.50984 9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-beta-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine Achromycin C22H29N7O5 COc1ccc(C[C@H](N)C(=O)N[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)n2cnc3c(ncnc23)N(C)C)cc1 InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1 RXWNCPJZOCPEPQ-NVWDDTSBSA-N puromicina puromycin puromycine puromycinum CHEBI:17939 puromycin CAS:53-79-2 ChemIDplus CAS:53-79-2 KEGG COMPOUND PMID:13945541 Europe PMC PMID:15843471 Europe PMC PMID:18322149 Europe PMC PMID:323854 Europe PMC Reaxys:70234 Reaxys 3'-deoxy-N,N-dimethyl-3'-(O-methyl-L-tyrosinamido)adenosine IUPAC Puromycin KEGG_COMPOUND (S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine ChemIDplus 0 ChEBI 3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine ChemIDplus 3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-diemthyladenosine ChEBI 471.223 KEGG_COMPOUND 471.50984 ChEBI 9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-beta-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine ChEBI Achromycin ChemIDplus C22H29N7O5 KEGG_COMPOUND COc1ccc(C[C@H](N)C(=O)N[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)n2cnc3c(ncnc23)N(C)C)cc1 ChEBI InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1 ChEBI RXWNCPJZOCPEPQ-NVWDDTSBSA-N ChEBI puromicina ChemIDplus puromycin ChemIDplus puromycine ChemIDplus puromycinum ChemIDplus A short-chain fatty acid anion that is the conjugate base of butyric acid, obtained by deprotonation of the carboxy group. CHEBI:13924 CHEBI:22946 Beilstein:3601060 CAS:461-55-2 Gmelin:324289 KEGG:C00246 MetaCyc:BUTYRIC_ACID PMID:17190852 PMID:7496326 Reaxys:3601060 UM-BBD_compID:c0035 butanoate butyrate chebi_ontology -1 1-butanoate 1-butyrate 1-propanecarboxylate 87.045 87.09718 C4H7O2 CCCC([O-])=O CH3-[CH2]2-COO(-) FERIUCNNQQJTOY-UHFFFAOYSA-M InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)/p-1 butanate butanoate butanoic acid, ion(1-) n-butanoate n-butyrate propanecarboxylate propylformate CHEBI:17968 butyrate Beilstein:3601060 Beilstein CAS:461-55-2 ChemIDplus Gmelin:324289 Gmelin KEGG:C00246 ChEBI PMID:17190852 Europe PMC PMID:7496326 Europe PMC Reaxys:3601060 Reaxys UM-BBD_compID:c0035 ChEBI butanoate IUPAC butyrate IUPAC -1 ChEBI 1-butanoate ChEBI 1-butyrate ChEBI 1-propanecarboxylate ChEBI 87.045 ChEBI 87.09718 ChEBI C4H7O2 ChEBI CCCC([O-])=O ChEBI CH3-[CH2]2-COO(-) IUPAC FERIUCNNQQJTOY-UHFFFAOYSA-M ChEBI InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)/p-1 ChEBI butanate ChEBI butanoate ChEBI butanoate UniProt butanoic acid, ion(1-) ChemIDplus n-butanoate ChEBI n-butyrate ChemIDplus propanecarboxylate ChEBI propylformate ChEBI CHEBI:15047 CHEBI:26559 CHEBI:8846 KEGG:C03802 Ribonucleoside triphosphate chebi_ontology 0 372.949 373.063 C5H12O13P3R ribonucleoside triphosphates CHEBI:17972 ribonucleoside triphosphate Ribonucleoside triphosphate KEGG_COMPOUND 0 KEGG_COMPOUND 372.949 KEGG_COMPOUND 373.063 KEGG_COMPOUND C5H12O13P3R KEGG_COMPOUND ribonucleoside triphosphates ChEBI An acetyl-L-serine where the acetyl group is attached to the side-chain oxygen. It is an intermediate in the biosynthesis of the amino acid cysteine in bacteria. CHEBI:12685 CHEBI:12710 CHEBI:12724 CHEBI:21938 CHEBI:44568 CHEBI:7668 CAS:5147-00-2 DrugBank:DB01837 HMDB:HMDB03011 KEGG:C00979 KNApSAcK:C00007459 MetaCyc:ACETYLSERINE PDBeChem:OAS PMID:23483228 Reaxys:1723791 Wikipedia:O-Acetylserine O-Acetyl-L-serine O-acetyl-L-serine chebi_ontology 0 147.053 147.12930 C5H9NO4 CC(=O)OC[C@H](N)C(O)=O InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1 L-Serine, acetate (ester) O3-Acetyl-L-serine O3-acetyl-L-serine VZXPDPZARILFQX-BYPYZUCNSA-N CHEBI:17981 O-acetyl-L-serine CAS:5147-00-2 ChemIDplus CAS:5147-00-2 KEGG COMPOUND PMID:23483228 Europe PMC Reaxys:1723791 Reaxys O-Acetyl-L-serine KEGG_COMPOUND O-acetyl-L-serine ChEBI O-acetyl-L-serine IUPAC 0 ChEBI 147.053 ChEBI 147.12930 ChEBI C5H9NO4 ChEBI CC(=O)OC[C@H](N)C(O)=O ChEBI InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1 ChEBI L-Serine, acetate (ester) ChemIDplus O3-Acetyl-L-serine KEGG_COMPOUND O3-acetyl-L-serine ChEBI VZXPDPZARILFQX-BYPYZUCNSA-N ChEBI A thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any carboxylic acid. CHEBI:13727 CHEBI:13802 CHEBI:22223 CHEBI:2455 CAS:9029-97-4 KEGG:C00040 PMID:11264983 PMID:11524729 PMID:16495773 PMID:21514367 PMID:21541677 Acyl-CoA chebi_ontology 0 794.102 794.53600 Acyl coenzyme A C22H35N7O17P3SR CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O CHEBI:17984 acyl-CoA CAS:9029-97-4 KEGG COMPOUND PMID:11264983 Europe PMC PMID:11524729 Europe PMC PMID:16495773 Europe PMC PMID:21514367 Europe PMC PMID:21541677 Europe PMC Acyl-CoA KEGG_COMPOUND 0 ChEBI 794.102 ChEBI 794.53600 ChEBI Acyl coenzyme A KEGG_COMPOUND C22H35N7O17P3SR ChEBI CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O ChEBI Sucrose is a disaccharide formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose. CHEBI:15128 CHEBI:26812 CHEBI:45795 CHEBI:9314 Beilstein:90825 CAS:57-50-1 DrugBank:DB02772 Drug_Central:4610 Gmelin:97695 HMDB:HMDB00258 KEGG:C00089 KEGG:D00025 KEGG:D06533 KEGG:G00370 KNApSAcK:C00001151 MetaCyc:SUCROSE PDBeChem:SUC PMID:11021636 PMID:11093712 PMID:11111003 PMID:12065720 PMID:12706980 PMID:13508893 PMID:15291457 PMID:15660210 PMID:15792978 PMID:15845855 PMID:16228482 PMID:16304615 PMID:16313996 PMID:16525719 PMID:16660545 PMID:16663947 PMID:16665852 PMID:17233733 PMID:17439666 PMID:17597061 PMID:18625236 PMID:19199566 PMID:19726178 PMID:21703290 PMID:21972845 PMID:22085755 PMID:22311778 PMID:22404833 PMID:22751876 Reaxys:1435311 Reaxys:90825 Wikipedia:Sucrose colombos:SUCROSE SUCROSE Sucrose beta-D-fructofuranosyl alpha-D-glucopyranoside sucrose chebi_ontology 0 1-alpha-D-Glucopyranosyl-2-beta-D-fructofuranoside 342.116 342.29650 C12H22O11 CZMRCDWAGMRECN-UGDNZRGBSA-N Cane sugar InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1 OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O Saccharose Sacharose White sugar beta-D-Fruf-(2<->1)-alpha-D-Glcp sacarosa table sugar CHEBI:17992 sucrose Beilstein:90825 Beilstein CAS:57-50-1 ChemIDplus CAS:57-50-1 KEGG COMPOUND CAS:57-50-1 NIST Chemistry WebBook Drug_Central:4610 DrugCentral Gmelin:97695 Gmelin PMID:11021636 Europe PMC PMID:11093712 Europe PMC PMID:11111003 Europe PMC PMID:12065720 Europe PMC PMID:12706980 Europe PMC PMID:13508893 Europe PMC PMID:15291457 Europe PMC PMID:15660210 Europe PMC PMID:15792978 Europe PMC PMID:15845855 Europe PMC PMID:16228482 Europe PMC PMID:16304615 Europe PMC PMID:16313996 Europe PMC PMID:16525719 Europe PMC PMID:16660545 Europe PMC PMID:16663947 Europe PMC PMID:16665852 Europe PMC PMID:17233733 Europe PMC PMID:17439666 Europe PMC PMID:17597061 Europe PMC PMID:18625236 Europe PMC PMID:19199566 Europe PMC PMID:19726178 Europe PMC PMID:21703290 Europe PMC PMID:21972845 Europe PMC PMID:22085755 Europe PMC PMID:22311778 Europe PMC PMID:22404833 Europe PMC PMID:22751876 Europe PMC Reaxys:1435311 Reaxys Reaxys:90825 Reaxys SUCROSE PDBeChem Sucrose KEGG_COMPOUND beta-D-fructofuranosyl alpha-D-glucopyranoside IUPAC sucrose UniProt 0 ChEBI 1-alpha-D-Glucopyranosyl-2-beta-D-fructofuranoside KEGG_COMPOUND 342.116 KEGG_COMPOUND 342.29650 ChEBI C12H22O11 KEGG_COMPOUND CZMRCDWAGMRECN-UGDNZRGBSA-N ChEBI Cane sugar KEGG_COMPOUND InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1 ChEBI OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI Saccharose KEGG_COMPOUND Sacharose ChEBI White sugar HMDB beta-D-Fruf-(2<->1)-alpha-D-Glcp JCBN sacarosa ChEBI table sugar ChemIDplus A halide anion formed when chlorine picks up an electron to form an an anion. CHEBI:13291 CHEBI:13970 CHEBI:3616 CHEBI:3731 CHEBI:48804 Beilstein:3587171 CAS:16887-00-6 Gmelin:14910 KEGG:C00115 KEGG:C00698 PDBeChem:CL UM-BBD_compID:c0884 Chloride chloride chloride(1-) chebi_ontology -1 34.969 35.45270 CHLORIDE ION Chloride ion Chloride(1-) Chlorine anion Cl Cl(-) Cl- InChI=1S/ClH/h1H/p-1 VEXZGXHMUGYJMC-UHFFFAOYSA-M [Cl-] CHEBI:17996 chloride Beilstein:3587171 Beilstein CAS:16887-00-6 ChemIDplus CAS:16887-00-6 KEGG COMPOUND CAS:16887-00-6 NIST Chemistry WebBook Gmelin:14910 Gmelin UM-BBD_compID:c0884 UM-BBD Chloride KEGG_COMPOUND chloride IUPAC chloride UniProt chloride(1-) IUPAC -1 ChEBI 34.969 KEGG_COMPOUND 35.45270 ChEBI CHLORIDE ION PDBeChem Chloride ion KEGG_COMPOUND Chloride(1-) ChemIDplus Chlorine anion NIST_Chemistry_WebBook Cl KEGG_COMPOUND Cl(-) IUPAC Cl- KEGG_COMPOUND InChI=1S/ClH/h1H/p-1 ChEBI VEXZGXHMUGYJMC-UHFFFAOYSA-M ChEBI [Cl-] ChEBI A butenedioic acid in which the C=C double bond has E geometry. It is an intermediate metabolite in the citric acid cycle. CHEBI:24124 CHEBI:42743 CHEBI:5190 Beilstein:605763 CAS:110-17-8 Drug_Central:3229 Gmelin:49855 HMDB:HMDB00134 KEGG:C00122 KEGG:D02308 KNApSAcK:C00001183 MetaCyc:FUM PDBeChem:FUM PMID:17439666 PMID:21414846 PMID:22113915 PMID:22217732 PMID:22516248 Reaxys:605763 Wikipedia:Fumaric_Acid (2E)-but-2-enedioic acid FUMARIC ACID Fumaric acid chebi_ontology (2E)-2-butenedioic acid (E)-2-butenedioic acid 0 116.011 116.07220 C4H4O4 E297 Fumarsaeure InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+ OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N trans-1,2-ethylenedicarboxylic acid trans-Butenedioic acid trans-but-2-enedioic acid CHEBI:18012 fumaric acid Beilstein:605763 Beilstein CAS:110-17-8 ChemIDplus CAS:110-17-8 KEGG COMPOUND CAS:110-17-8 NIST Chemistry WebBook Drug_Central:3229 DrugCentral Gmelin:49855 Gmelin PMID:17439666 Europe PMC PMID:21414846 Europe PMC PMID:22113915 Europe PMC PMID:22217732 Europe PMC PMID:22516248 Europe PMC Reaxys:605763 Reaxys (2E)-but-2-enedioic acid IUPAC FUMARIC ACID PDBeChem Fumaric acid KEGG_COMPOUND (2E)-2-butenedioic acid NIST_Chemistry_WebBook (E)-2-butenedioic acid NIST_Chemistry_WebBook 0 ChEBI 116.011 KEGG_COMPOUND 116.07220 ChEBI C4H4O4 KEGG_COMPOUND E297 ChEBI Fumarsaeure ChEBI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+ ChEBI OC(=O)\C=C\C(O)=O ChEBI VZCYOOQTPOCHFL-OWOJBTEDSA-N ChEBI trans-1,2-ethylenedicarboxylic acid ChemIDplus trans-Butenedioic acid KEGG_COMPOUND trans-but-2-enedioic acid IUPAC A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta. CHEBI:19320 CHEBI:41901 CHEBI:885 Beilstein:2209117 CAS:303-38-8 DrugBank:DB01672 HMDB:HMDB00397 KEGG:C00196 KNApSAcK:C00002669 PDBeChem:DBH PMID:17065237 PMID:24171385 PMID:3575393 Reaxys:2209117 Wikipedia:2,3-Dihydroxybenzoic_acid 2,3-Dihydroxybenzoic acid 2,3-dihydroxybenzoic acid chebi_ontology 0 154.027 154.12010 2,3 DHB 2,3-DIHYDROXY-BENZOIC ACID 2-pyrocatechuic acid 3-hydroxysalicylic acid C7H6O4 DOBK GLDQAMYCGOIJDV-UHFFFAOYSA-N InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11) OC(=O)c1cccc(O)c1O catechol-3-carboxylic acid o-pyrocatechuic acid pyrocatechuic acid CHEBI:18026 2,3-dihydroxybenzoic acid Beilstein:2209117 Beilstein CAS:303-38-8 ChemIDplus CAS:303-38-8 KEGG COMPOUND CAS:303-38-8 NIST Chemistry WebBook PMID:17065237 Europe PMC PMID:24171385 Europe PMC PMID:3575393 Europe PMC Reaxys:2209117 Reaxys 2,3-Dihydroxybenzoic acid KEGG_COMPOUND 2,3-dihydroxybenzoic acid ChEBI 2,3-dihydroxybenzoic acid IUPAC 0 ChEBI 154.027 KEGG_COMPOUND 154.12010 ChEBI 2,3 DHB NIST_Chemistry_WebBook 2,3-DIHYDROXY-BENZOIC ACID PDBeChem 2-pyrocatechuic acid ChemIDplus 3-hydroxysalicylic acid ChemIDplus C7H6O4 KEGG_COMPOUND DOBK NIST_Chemistry_WebBook GLDQAMYCGOIJDV-UHFFFAOYSA-N ChEBI InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11) ChEBI OC(=O)c1cccc(O)c1O ChEBI catechol-3-carboxylic acid NIST_Chemistry_WebBook o-pyrocatechuic acid ChemIDplus pyrocatechuic acid ChemIDplus An optically active form of glutamine having L-configuration. CHEBI:13110 CHEBI:21308 CHEBI:42812 CHEBI:42814 CHEBI:42899 CHEBI:42943 CHEBI:6227 Beilstein:1723797 CAS:56-85-9 DrugBank:DB00130 Drug_Central:1311 ECMDB:ECMDB00641 Gmelin:3509 HMDB:HMDB00641 KEGG:C00064 KEGG:D00015 KNApSAcK:C00001359 LINCS:LSM-4741 MetaCyc:GLN PDBeChem:GLN PMID:11139387 PMID:15204730 PMID:22055478 PMID:22206385 PMID:22451274 PMID:22453904 PMID:22575040 PMID:22770225 Reaxys:1723797 Wikipedia:Glutamine YMDB:YMDB00002 L-Glutamine L-glutamine chebi_ontology (2S)-2,5-diamino-5-oxopentanoic acid (2S)-2-amino-4-carbamoylbutanoic acid (S)-2,5-diamino-5-oxopentanoic acid 0 146.069 146.14458 C5H10N2O3 GLUTAMINE Glutamic acid 5-amide Glutamic acid amide InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 L-(+)-glutamine L-2-Aminoglutaramic acid L-2-aminoglutaramic acid L-Glutamin L-Glutaminsaeure-5-amid L-glutamic acid gamma-amide Levoglutamide N[C@@H](CCC(N)=O)C(O)=O Q ZDXPYRJPNDTMRX-VKHMYHEASA-N CHEBI:18050 L-glutamine Beilstein:1723797 ChemIDplus CAS:56-85-9 ChemIDplus CAS:56-85-9 KEGG COMPOUND CAS:56-85-9 NIST Chemistry WebBook Drug_Central:1311 DrugCentral Gmelin:3509 Gmelin PMID:11139387 Europe PMC PMID:15204730 Europe PMC PMID:22055478 Europe PMC PMID:22206385 Europe PMC PMID:22451274 Europe PMC PMID:22453904 Europe PMC PMID:22575040 Europe PMC PMID:22770225 Europe PMC Reaxys:1723797 Reaxys L-Glutamine KEGG_COMPOUND L-glutamine IUPAC (2S)-2,5-diamino-5-oxopentanoic acid IUPAC (2S)-2-amino-4-carbamoylbutanoic acid JCBN (S)-2,5-diamino-5-oxopentanoic acid ChEBI 0 ChEBI 146.069 KEGG_COMPOUND 146.14458 ChEBI C5H10N2O3 KEGG_COMPOUND GLUTAMINE PDBeChem Glutamic acid 5-amide HMDB Glutamic acid amide HMDB InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 ChEBI L-(+)-glutamine ChemIDplus L-2-Aminoglutaramic acid KEGG_COMPOUND L-2-aminoglutaramic acid ChEBI L-2-aminoglutaramic acid DrugBank L-Glutamin ChEBI L-Glutaminsaeure-5-amid ChEBI L-glutamic acid gamma-amide NIST_Chemistry_WebBook Levoglutamide KEGG_DRUG N[C@@H](CCC(N)=O)C(O)=O ChEBI Q ChEBI ZDXPYRJPNDTMRX-VKHMYHEASA-N ChEBI 'Lipids' is a loosely defined term for substances of biological origin that are soluble in nonpolar solvents. They consist of saponifiable lipids, such as glycerides (fats and oils) and phospholipids, as well as nonsaponifiable lipids, principally steroids. CHEBI:14517 CHEBI:25054 CHEBI:6486 KEGG:C01356 Lipid lipids chebi_ontology CHEBI:18059 lipid Lipid KEGG_COMPOUND lipids IUPAC A purine nucleoside in which xanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. CHEBI:10066 CHEBI:15323 CHEBI:27327 CAS:146-80-5 HMDB:HMDB00299 KEGG:C01762 KNApSAcK:C00007222 MetaCyc:XANTHOSINE PMID:10879466 PMID:19176874 PMID:21071429 PMID:22698263 PMID:22731949 PMID:22770225 PMID:22932763 Reaxys:625906 Wikipedia:Xanthosine Xanthosine xanthosine chebi_ontology 0 284.076 284.22564 9-beta-D-Ribofuranosylxanthine 9-beta-D-ribofuranosyl-3,9-dihydro-1H-purine-2,6-dione 9-beta-D-ribofuranosylxanthine C10H12N4O6 InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1 OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c1[nH]c(=O)[nH]c2=O UBORTCNDUKBEOP-UUOKFMHZSA-N Xanthine riboside xanthine 9-beta-D-ribofuranoside CHEBI:18107 xanthosine CAS:146-80-5 ChemIDplus CAS:146-80-5 KEGG COMPOUND PMID:10879466 Europe PMC PMID:19176874 Europe PMC PMID:21071429 Europe PMC PMID:22698263 Europe PMC PMID:22731949 Europe PMC PMID:22770225 Europe PMC PMID:22932763 Europe PMC Reaxys:625906 Reaxys Xanthosine KEGG_COMPOUND xanthosine IUPAC xanthosine UniProt 0 ChEBI 284.076 KEGG_COMPOUND 284.22564 ChEBI 9-beta-D-Ribofuranosylxanthine ChemIDplus 9-beta-D-ribofuranosyl-3,9-dihydro-1H-purine-2,6-dione ChEBI 9-beta-D-ribofuranosylxanthine ChEBI C10H12N4O6 KEGG_COMPOUND InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1 ChEBI OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c1[nH]c(=O)[nH]c2=O ChEBI UBORTCNDUKBEOP-UUOKFMHZSA-N ChEBI Xanthine riboside ChemIDplus xanthine 9-beta-D-ribofuranoside ChEBI Any six-carbon monosaccharide which in its linear form contains either an aldehyde group at position 1 (aldohexose) or a ketone group at position 2 (ketohexose). CHEBI:14399 CHEBI:24590 CHEBI:5709 KEGG:C00738 Hexose hexose chebi_ontology hexoses CHEBI:18133 hexose Hexose KEGG_COMPOUND hexose UniProt hexoses ChEBI A tertiary amine that is ammonia in which each hydrogen atom is substituted by an methyl group. CHEBI:15261 CHEBI:27125 CHEBI:27127 CHEBI:9732 Beilstein:956566 CAS:75-50-3 Gmelin:1309 HMDB:HMDB00906 KEGG:C00565 KNApSAcK:C00001433 MetaCyc:TRIMETHYLAMINE PDBeChem:KEN PMID:14047118 PMID:15304308 PMID:15752091 PMID:17190852 PMID:1801314 PMID:24591617 PMID:2501587 PMID:5161463 Reaxys:956566 Wikipedia:Trimethylamine N,N-dimethylmethanamine Trimethylamine chebi_ontology (CH3)3N 0 59.073 59.11030 C3H9N CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N InChI=1S/C3H9N/c1-4(2)3/h1-3H3 N(CH3)3 N,N,N-trimethylamine N,N-Dimethylmethanamine NMe3 TMA Trimethylamin tridimethylaminomethane CHEBI:18139 trimethylamine Beilstein:956566 Beilstein CAS:75-50-3 ChemIDplus CAS:75-50-3 KEGG COMPOUND CAS:75-50-3 NIST Chemistry WebBook Gmelin:1309 Gmelin PMID:14047118 Europe PMC PMID:15304308 Europe PMC PMID:15752091 Europe PMC PMID:17190852 Europe PMC PMID:1801314 Europe PMC PMID:24591617 Europe PMC PMID:2501587 Europe PMC PMID:5161463 Europe PMC Reaxys:956566 Reaxys N,N-dimethylmethanamine IUPAC Trimethylamine KEGG_COMPOUND (CH3)3N KEGG_COMPOUND 0 ChEBI 59.073 KEGG_COMPOUND 59.11030 ChEBI C3H9N KEGG_COMPOUND CN(C)C ChEBI GETQZCLCWQTVFV-UHFFFAOYSA-N ChEBI InChI=1S/C3H9N/c1-4(2)3/h1-3H3 ChEBI N(CH3)3 ChEBI N,N,N-trimethylamine ChEBI N,N-Dimethylmethanamine KEGG_COMPOUND NMe3 ChEBI TMA NIST_Chemistry_WebBook Trimethylamin ChEBI tridimethylaminomethane ChEBI CHEBI:13368 CHEBI:37140 CHEBI:5599 hydrogen halide hydrogen halides chebi_ontology 0 HX [F,Cl,Br,I] hydrogen halides CHEBI:18140 hydrogen halide hydrogen halide IUPAC hydrogen halides IUPAC 0 ChEBI HX ChEBI HX UniProt [F,Cl,Br,I] ChEBI hydrogen halides ChEBI A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of Myrica rubra and other plants. CHEBI:14636 CHEBI:44341 CHEBI:7053 Beilstein:332331 CAS:529-44-2 DrugBank:DB02375 HMDB:HMDB02755 KEGG:C10107 KNApSAcK:C00001071 LINCS:LSM-2957 LIPID_MAPS_instance:LMPK12110001 MetaCyc:MYRICETIN PDBeChem:MYC PMID:19407970 PMID:19778600 PMID:22482362 PMID:23099505 PMID:23232835 PMID:23265454 Reaxys:332331 Wikipedia:Myricetin 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one Myricetin chebi_ontology 0 3,3',4',5,5',7-Hexahydroxyflavone 3,5,7,3',4',5'-Hexahydroxyflavone 318.038 318.23510 C15H10O8 Cannabiscetin IKMDFBPHZNJCSN-UHFFFAOYSA-N InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H Myricetol Oc1cc(O)c2c(c1)oc(-c1cc(O)c(O)c(O)c1)c(O)c2=O CHEBI:18152 myricetin Beilstein:332331 Beilstein CAS:529-44-2 ChemIDplus CAS:529-44-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110001 LIPID MAPS PMID:19407970 Europe PMC PMID:19778600 Europe PMC PMID:22482362 Europe PMC PMID:23099505 Europe PMC PMID:23232835 Europe PMC PMID:23265454 Europe PMC Reaxys:332331 Reaxys 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one IUPAC Myricetin KEGG_COMPOUND 0 ChEBI 3,3',4',5,5',7-Hexahydroxyflavone ChemIDplus 3,5,7,3',4',5'-Hexahydroxyflavone KEGG_COMPOUND 318.038 ChEBI 318.23510 ChEBI C15H10O8 ChEBI Cannabiscetin ChemIDplus IKMDFBPHZNJCSN-UHFFFAOYSA-N ChEBI InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H ChEBI Myricetol ChemIDplus Oc1cc(O)c2c(c1)oc(-c1cc(O)c(O)c(O)c1)c(O)c2=O ChEBI A biomacromolecule consisting of large numbers of monosaccharide residues linked glycosidically. This term is commonly used only for those containing more than ten monosaccharide residues. CHEBI:14864 CHEBI:26205 CHEBI:8322 KEGG:C00420 Polysaccharide polysaccharide polysaccharides chebi_ontology Glycan Glycane Glykan Glykane glycans polisacarido polisacaridos CHEBI:18154 polysaccharide Polysaccharide KEGG_COMPOUND polysaccharide UniProt polysaccharides IUPAC Glycan KEGG_COMPOUND Glycane ChEBI Glykan ChEBI Glykane ChEBI glycans IUPAC polisacarido ChEBI polisacaridos IUPAC An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring. CHEBI:15277 CHEBI:27176 CHEBI:9800 Beilstein:515881 CAS:55520-40-6 CAS:556-03-6 Gmelin:27744 KEGG:C01536 KNApSAcK:C00001397 PMID:17190852 Reaxys:515881 Tyrosine tyrosine chebi_ontology 0 181.074 181.18858 2-Amino-3-(p-hydroxyphenyl)propionic acid 2-amino-3-(4-hydroxyphenyl)propanoic acid 3-(p-Hydroxyphenyl)alanine C9H11NO3 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13) NC(Cc1ccc(O)cc1)C(O)=O OUYCCCASQSFEME-UHFFFAOYSA-N Tyr Tyrosin Y tirosina CHEBI:18186 tyrosine Beilstein:515881 Beilstein CAS:55520-40-6 ChemIDplus CAS:556-03-6 KEGG COMPOUND Gmelin:27744 Gmelin PMID:17190852 Europe PMC Reaxys:515881 Reaxys Tyrosine KEGG_COMPOUND tyrosine IUPAC tyrosine UniProt 0 ChEBI 181.074 KEGG_COMPOUND 181.18858 ChEBI 2-Amino-3-(p-hydroxyphenyl)propionic acid KEGG_COMPOUND 2-amino-3-(4-hydroxyphenyl)propanoic acid IUPAC 3-(p-Hydroxyphenyl)alanine KEGG_COMPOUND C9H11NO3 KEGG_COMPOUND InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13) ChEBI NC(Cc1ccc(O)cc1)C(O)=O ChEBI OUYCCCASQSFEME-UHFFFAOYSA-N ChEBI Tyr ChEBI Tyrosin ChEBI Y ChEBI tirosina ChEBI A penicillin in which the substituent at position 6 of the penam ring is a phenylacetamido group. CHEBI:14743 CHEBI:25866 CHEBI:45073 CHEBI:7962 Beilstein:44740 CAS:61-33-6 DrugBank:DB01053 Drug_Central:2082 Gmelin:781913 HMDB:HMDB15186 KEGG:C05551 KEGG:D02336 LINCS:LSM-3229 PDBeChem:PNN PMID:10930630 PMID:11431418 PMID:11906332 PMID:12569987 PMID:12850488 PMID:1384868 PMID:16033609 PMID:1709917 PMID:2083978 PMID:24485692 PMID:24631718 PMID:25998949 PMID:27731424 PMID:6161899 PMID:7602118 PMID:7716788 Patent:US3024169 Reaxys:44740 Wikipedia:Benzylpenicillin 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylic acid Benzylpenicillin chebi_ontology (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 334.099 334.392 6-(2-phenylacetamido)penicillanic acid C16H18N2O4S InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1 JGSARLDLIJGVTE-MBNYWOFBSA-N N12C([C@H]([C@]1(SC([C@@H]2C(O)=O)(C)C)[H])NC(CC3=CC=CC=C3)=O)=O PCG PENICILLIN G PG Penicillin G bencilpenicilina bensylpenicillin benzyl benicillin benzylpenicillin benzylpenicilline benzylpenicillinic acid benzylpenicillinum free penicillin II CHEBI:18208 benzylpenicillin Beilstein:44740 Beilstein CAS:61-33-6 ChemIDplus CAS:61-33-6 KEGG COMPOUND Drug_Central:2082 DrugCentral Gmelin:781913 Gmelin PMID:10930630 Europe PMC PMID:11431418 Europe PMC PMID:11906332 Europe PMC PMID:12569987 Europe PMC PMID:12850488 Europe PMC PMID:1384868 Europe PMC PMID:16033609 Europe PMC PMID:1709917 Europe PMC PMID:2083978 Europe PMC PMID:24485692 Europe PMC PMID:24631718 Europe PMC PMID:25998949 Europe PMC PMID:27731424 Europe PMC PMID:6161899 Europe PMC PMID:7602118 Europe PMC PMID:7716788 Europe PMC Reaxys:44740 Reaxys 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylic acid IUPAC Benzylpenicillin KEGG_COMPOUND (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ChEBI 0 ChEBI 334.099 ChEBI 334.392 ChEBI 6-(2-phenylacetamido)penicillanic acid ChemIDplus C16H18N2O4S ChEBI InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1 ChEBI JGSARLDLIJGVTE-MBNYWOFBSA-N ChEBI N12C([C@H]([C@]1(SC([C@@H]2C(O)=O)(C)C)[H])NC(CC3=CC=CC=C3)=O)=O ChEBI PCG ChEBI PENICILLIN G PDBeChem PG ChEBI Penicillin G KEGG_COMPOUND bencilpenicilina ChemIDplus bensylpenicillin ChEBI benzyl benicillin ChEBI benzylpenicillin KEGG_DRUG benzylpenicilline ChemIDplus benzylpenicillinic acid ChemIDplus benzylpenicillinum ChemIDplus free penicillin II ChemIDplus CHEBI:15077 CHEBI:9090 CAS:14124-67-5 Gmelin:100833 KEGG:C05684 UM-BBD_compID:c0741 selenite trioxidoselenate(2-) trioxoselenate(2-) trioxoselenate(IV) chebi_ontology -2 126.95820 127.901 InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3)/p-2 MCAHWIHFGHIESP-UHFFFAOYSA-L O3Se Selenit Selenite [O-][Se]([O-])=O [SeO3](2-) selenite CHEBI:18212 selenite(2-) CAS:14124-67-5 ChemIDplus Gmelin:100833 Gmelin UM-BBD_compID:c0741 UM-BBD selenite IUPAC trioxidoselenate(2-) IUPAC trioxoselenate(2-) IUPAC trioxoselenate(IV) IUPAC -2 ChEBI 126.95820 ChEBI 127.901 KEGG_COMPOUND InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3)/p-2 ChEBI MCAHWIHFGHIESP-UHFFFAOYSA-L ChEBI O3Se KEGG_COMPOUND Selenit ChEBI Selenite KEGG_COMPOUND [O-][Se]([O-])=O ChEBI [SeO3](2-) IUPAC selenite UniProt An aldopentose, found in the embryos of most edible plants and used in medicine to test for malabsorption by administration in water to the patient. CHEBI:10085 CHEBI:15332 CHEBI:27348 CHEBI:33944 CHEBI:46500 KEGG:C01394 Wikipedia:Xylose colombos:XYLOSE Xylose xylo-pentose xylose chebi_ontology C5H10O5 DL-xylose Xyl CHEBI:18222 xylose Xylose KEGG_COMPOUND xylo-pentose IUPAC xylose IUPAC xylose UniProt C5H10O5 KEGG_COMPOUND DL-xylose ChEBI Xyl JCBN A galactosamine phosphate that is D-galactosamine substituted at position 1 by a monophosphate group. CHEBI:12934 CHEBI:20953 CHEBI:4137 KEGG:C06377 MetaCyc:D-GALACTOSAMINE-6-PHOSPHATE PMID:15133084 PMID:16630633 PMID:3102459 PMID:8054717 Reaxys:4143677 2-amino-2-deoxy-6-O-phosphono-D-galactopyranose 2-amino-2-deoxy-D-galactopyranose 6-(dihydrogen phosphate) D-Galactosamine 6-phosphate chebi_ontology 0 259.046 259.15106 C6H14NO8P InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1 N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@H](O)[C@@H]1O XHMJOUIAFHJHBW-GASJEMHNSA-N CHEBI:18232 D-galactosamine 6-phosphate PMID:15133084 Europe PMC PMID:16630633 Europe PMC PMID:3102459 Europe PMC PMID:8054717 Europe PMC Reaxys:4143677 Reaxys 2-amino-2-deoxy-6-O-phosphono-D-galactopyranose IUPAC 2-amino-2-deoxy-D-galactopyranose 6-(dihydrogen phosphate) IUPAC D-Galactosamine 6-phosphate KEGG_COMPOUND 0 ChEBI 259.046 KEGG_COMPOUND 259.15106 ChEBI C6H14NO8P KEGG_COMPOUND InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1 ChEBI N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@H](O)[C@@H]1O ChEBI XHMJOUIAFHJHBW-GASJEMHNSA-N ChEBI An iron group element atom that has atomic number 26. CHEBI:13322 CHEBI:24872 CHEBI:5974 CAS:7439-89-6 DrugBank:DB01592 HMDB:HMDB15531 KEGG:C00023 Reaxys:4122945 WebElements:Fe iron chebi_ontology 0 26Fe 55.84500 55.935 Eisen Fe InChI=1S/Fe Iron XEEYBQQBJWHFJM-UHFFFAOYSA-N [Fe] fer ferrum hierro iron CHEBI:18248 iron atom CAS:7439-89-6 ChemIDplus CAS:7439-89-6 KEGG COMPOUND CAS:7439-89-6 NIST Chemistry WebBook Reaxys:4122945 Reaxys iron IUPAC 0 ChEBI 26Fe IUPAC 55.84500 ChEBI 55.935 KEGG_COMPOUND Eisen ChEBI Fe IUPAC Fe KEGG_COMPOUND InChI=1S/Fe ChEBI Iron KEGG_COMPOUND XEEYBQQBJWHFJM-UHFFFAOYSA-N ChEBI [Fe] ChEBI fer ChEBI ferrum IUPAC hierro ChEBI iron ChEBI Any nucleoside where the sugar component is D-ribose. CHEBI:13014 CHEBI:13015 CHEBI:13685 CHEBI:21085 CHEBI:26560 CHEBI:4240 CHEBI:8844 KEGG:C00911 Ribonucleoside chebi_ontology 0 133.050 C5H9O4R OC[C@H]1O[C@@H]([*])[C@H](O)[C@@H]1O a ribonucleoside ribonucleosides CHEBI:18254 ribonucleoside Ribonucleoside KEGG_COMPOUND 0 ChEBI 133.050 ChEBI C5H9O4R ChEBI OC[C@H]1O[C@@H]([*])[C@H](O)[C@@H]1O ChEBI a ribonucleoside UniProt ribonucleosides ChEBI CHEBI:1083 CHEBI:11394 CHEBI:11567 CHEBI:11568 CHEBI:19259 CHEBI:19560 CHEBI:4421 KEGG:C02269 KEGG:C03216 chebi_ontology 0 117.055 2'-Deoxynucleoside 2'-deoxyribonucleosides 2-Deoxy-D-ribosyl-base C5H9O3R Deoxynucleoside OC[C@H]1O[C@@H]([*])C[C@@H]1O a 2'-deoxyribonucleoside CHEBI:18274 2'-deoxyribonucleoside 0 ChEBI 117.055 ChEBI 2'-Deoxynucleoside KEGG_COMPOUND 2'-deoxyribonucleosides ChEBI 2-Deoxy-D-ribosyl-base KEGG_COMPOUND C5H9O3R ChEBI Deoxynucleoside KEGG_COMPOUND OC[C@H]1O[C@@H]([*])C[C@@H]1O ChEBI a 2'-deoxyribonucleoside UniProt That part of DNA or RNA that may be involved in pairing. CHEBI:13873 CHEBI:25598 CHEBI:2995 KEGG:C00701 Wikipedia:Nucleobase chebi_ontology Base a nucleobase nucleobases CHEBI:18282 nucleobase Base KEGG_COMPOUND a nucleobase UniProt nucleobases ChEBI CHEBI:10201 CHEBI:12285 CHEBI:15252 CHEBI:22364 Beilstein:59815 CAS:4484-88-2 DrugBank:DB02430 KEGG:C00689 KEGG:G09795 KNApSAcK:C00007451 alpha-D-glucopyranosyl 6-O-phosphono-alpha-D-glucopyranoside chebi_ontology 0 422.083 422.27638 C12H23O14P InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 LABSPYBHMPDTEL-LIZSDCNHSA-N OC[C@H]1O[C@H](O[C@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O Trehalose 6-phosphate alpha,alpha'-Trehalose 6-phosphate alpha-D-glucopyranosyl alpha-D-glucopyranoside 6-(dihydrogen phosphate) CHEBI:18283 alpha,alpha-trehalose 6-phosphate Beilstein:59815 Beilstein CAS:4484-88-2 ChemIDplus CAS:4484-88-2 KEGG COMPOUND alpha-D-glucopyranosyl 6-O-phosphono-alpha-D-glucopyranoside IUPAC 0 ChEBI 422.083 KEGG_COMPOUND 422.27638 ChEBI C12H23O14P KEGG_COMPOUND InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 ChEBI LABSPYBHMPDTEL-LIZSDCNHSA-N ChEBI OC[C@H]1O[C@H](O[C@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI Trehalose 6-phosphate KEGG_COMPOUND alpha,alpha'-Trehalose 6-phosphate KEGG_COMPOUND alpha-D-glucopyranosyl alpha-D-glucopyranoside 6-(dihydrogen phosphate) ChemIDplus Any form of fucose having L configuration. CHEBI:13102 CHEBI:21293 CAS:2438-80-4 PMID:20877283 6-deoxy-L-galactose L-fucose chebi_ontology (-)-L-fucose (-)-fucose 0 164.15648 C6H12O5 L-(-)-fucose L-Fuc L-galactomethylose CHEBI:18287 L-fucose CAS:2438-80-4 ChemIDplus PMID:20877283 Europe PMC 6-deoxy-L-galactose IUPAC L-fucose IUPAC (-)-L-fucose ChemIDplus (-)-fucose ChemIDplus 0 ChEBI 164.15648 ChEBI C6H12O5 ChEBI L-(-)-fucose ChemIDplus L-Fuc JCBN L-galactomethylose ChemIDplus CHEBI:13382 CHEBI:25153 CHEBI:6681 CAS:7439-96-5 KEGG:C00034 WebElements:Mn manganese chebi_ontology 0 25Mn 54.938 54.93805 InChI=1S/Mn Mangan Manganese Mn PWHULOQIROXLJO-UHFFFAOYSA-N [Mn] manganese manganeso manganum CHEBI:18291 manganese atom CAS:7439-96-5 ChemIDplus CAS:7439-96-5 KEGG COMPOUND manganese IUPAC 0 ChEBI 25Mn IUPAC 54.938 KEGG_COMPOUND 54.93805 ChEBI InChI=1S/Mn ChEBI Mangan NIST_Chemistry_WebBook Manganese KEGG_COMPOUND Mn IUPAC Mn KEGG_COMPOUND PWHULOQIROXLJO-UHFFFAOYSA-N ChEBI [Mn] ChEBI manganese ChEBI manganeso ChEBI manganum ChEBI A member of the class of imidazoles that is 1H-imidazole substituted at position C-4 by a 2-aminoethyl group. CHEBI:14401 CHEBI:24596 CHEBI:43187 CHEBI:817 Beilstein:2012 CAS:51-45-6 Drug_Central:1375 Gmelin:2968 HMDB:HMDB00870 KEGG:C00388 KEGG:D08040 KNApSAcK:C00001414 MetaCyc:HISTAMINE PDBeChem:HSM PMID:16399866 PMID:19547708 PMID:19843401 PMID:22770225 PMID:24101735 Reaxys:2012 Wikipedia:Histamine 2-(1H-imidazol-4-yl)ethanamine HISTAMINE Histamine chebi_ontology 0 111.080 111.14518 1H-Imidazole-4-ethanamine 2-(4-Imidazolyl)ethylamine C5H9N3 InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8) NCCc1c[nH]cn1 NTYJJOPFIAHURM-UHFFFAOYSA-N CHEBI:18295 histamine Beilstein:2012 Beilstein CAS:51-45-6 ChemIDplus CAS:51-45-6 KEGG COMPOUND CAS:51-45-6 NIST Chemistry WebBook Drug_Central:1375 DrugCentral Gmelin:2968 Gmelin PMID:16399866 Europe PMC PMID:19547708 Europe PMC PMID:19843401 Europe PMC PMID:22770225 Europe PMC PMID:24101735 Europe PMC Reaxys:2012 Reaxys 2-(1H-imidazol-4-yl)ethanamine IUPAC HISTAMINE PDBeChem Histamine KEGG_COMPOUND 0 ChEBI 111.080 KEGG_COMPOUND 111.14518 ChEBI 1H-Imidazole-4-ethanamine KEGG_COMPOUND 2-(4-Imidazolyl)ethylamine KEGG_COMPOUND C5H9N3 KEGG_COMPOUND InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8) ChEBI NCCc1c[nH]cn1 ChEBI NTYJJOPFIAHURM-UHFFFAOYSA-N ChEBI A butenedioic acid in which the double bond has cis- (Z)-configuration. CHEBI:25119 CHEBI:43836 CHEBI:6653 Beilstein:1903639 Beilstein:605762 CAS:110-16-7 DrugBank:DB04299 Gmelin:49854 HMDB:HMDB00176 KEGG:C01384 KNApSAcK:C00007417 MetaCyc:MALEATE PDBeChem:MAE PMID:10952545 PMID:11386868 PMID:22770225 PMID:9591280 Reaxys:605762 Wikipedia:Maleic_acid (2Z)-but-2-enedioic acid MALEIC ACID Maleic acid chebi_ontology (Z)-2-butenedioic acid (Z)-butenedioic acid 0 116.011 116.07216 C4H4O4 H2male InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1- OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N cis-1,2-ethylenedicarboxylic acid cis-Butenedioic acid cis-but-2-enedioic acid toxilic acid CHEBI:18300 maleic acid Beilstein:1903639 Beilstein Beilstein:605762 Beilstein CAS:110-16-7 ChemIDplus CAS:110-16-7 KEGG COMPOUND CAS:110-16-7 NIST Chemistry WebBook Gmelin:49854 Gmelin PMID:10952545 Europe PMC PMID:11386868 Europe PMC PMID:22770225 Europe PMC PMID:9591280 Europe PMC Reaxys:605762 Reaxys (2Z)-but-2-enedioic acid IUPAC MALEIC ACID PDBeChem Maleic acid KEGG_COMPOUND (Z)-2-butenedioic acid NIST_Chemistry_WebBook (Z)-butenedioic acid NIST_Chemistry_WebBook 0 ChEBI 116.011 KEGG_COMPOUND 116.07216 ChEBI C4H4O4 KEGG_COMPOUND H2male IUPAC InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1- ChEBI OC(=O)\C=C/C(O)=O ChEBI VZCYOOQTPOCHFL-UPHRSURJSA-N ChEBI cis-1,2-ethylenedicarboxylic acid NIST_Chemistry_WebBook cis-Butenedioic acid KEGG_COMPOUND cis-but-2-enedioic acid IUPAC toxilic acid NIST_Chemistry_WebBook A alpha,beta-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group. CHEBI:19766 CHEBI:19768 CHEBI:35853 CHEBI:40714 CHEBI:8487 Beilstein:635743 CAS:79-10-7 DrugBank:DB02579 Gmelin:1817 HMDB:HMDB31647 KEGG:C00511 LIPID_MAPS_instance:LMFA01030193 MetaCyc:MY148411 MetaCyc:MY149879 PDBeChem:AKR PMID:24650085 PMID:24673501 Reaxys:635743 Wikipedia:Acrylic_acid ACRYLIC ACID Acrylic acid prop-2-enoic acid chebi_ontology 0 2-Propenoic acid 72.021 72.06266 Acrylate C3H4O2 InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5) NIXOWILDQLNWCW-UHFFFAOYSA-N OC(=O)C=C Propenoate Propenoic acid Vinylformic acid acroleic acid ethylenecarboxylic acid CHEBI:18308 acrylic acid Beilstein:635743 Beilstein CAS:79-10-7 ChemIDplus CAS:79-10-7 KEGG COMPOUND CAS:79-10-7 NIST Chemistry WebBook Gmelin:1817 Gmelin LIPID_MAPS_instance:LMFA01030193 LIPID MAPS PMID:24650085 Europe PMC PMID:24673501 Europe PMC Reaxys:635743 Reaxys ACRYLIC ACID PDBeChem Acrylic acid KEGG_COMPOUND prop-2-enoic acid IUPAC 0 ChEBI 2-Propenoic acid KEGG_COMPOUND 72.021 KEGG_COMPOUND 72.06266 ChEBI Acrylate KEGG_COMPOUND C3H4O2 KEGG_COMPOUND InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5) ChEBI NIXOWILDQLNWCW-UHFFFAOYSA-N ChEBI OC(=O)C=C ChEBI Propenoate KEGG_COMPOUND Propenoic acid ChemIDplus Vinylformic acid KEGG_COMPOUND acroleic acid ChemIDplus ethylenecarboxylic acid NIST_Chemistry_WebBook An acyclic branched or unbranched hydrocarbon having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. CHEBI:13435 CHEBI:22317 CHEBI:2576 KEGG:C01371 Alkane alkane alkanes chebi_ontology 0 15.023 Alkan CH3R C[*] RH alcane alcanes alcano alcanos an alkane CHEBI:18310 alkane Alkane KEGG_COMPOUND alkane IUPAC alkanes IUPAC 0 ChEBI 15.023 ChEBI Alkan ChEBI CH3R ChEBI C[*] ChEBI RH KEGG_COMPOUND alcane IUPAC alcanes IUPAC alcano IUPAC alcanos IUPAC an alkane UniProt A phosphate ion that is the conjugate base of hydrogenphosphate. CHEBI:14791 CHEBI:45024 CHEBI:7793 Beilstein:3903772 CAS:14265-44-2 Gmelin:1997 KEGG:C00009 PDBeChem:PO4 Reaxys:3903772 phosphate tetraoxidophosphate(3-) tetraoxophosphate(3-) tetraoxophosphate(V) chebi_ontology -3 94.953 94.97136 InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-3 NBIIXXVUZAFLBC-UHFFFAOYSA-K O4P Orthophosphate PHOSPHATE ION PO4(3-) Phosphate [O-]P([O-])([O-])=O [PO4](3-) CHEBI:18367 phosphate(3-) Beilstein:3903772 Beilstein CAS:14265-44-2 ChemIDplus CAS:14265-44-2 KEGG COMPOUND Gmelin:1997 Gmelin PDBeChem:PO4 ChEBI Reaxys:3903772 Reaxys phosphate IUPAC tetraoxidophosphate(3-) IUPAC tetraoxophosphate(3-) IUPAC tetraoxophosphate(V) IUPAC -3 ChEBI 94.953 ChEBI 94.97136 ChEBI InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-3 ChEBI NBIIXXVUZAFLBC-UHFFFAOYSA-K ChEBI O4P ChEBI Orthophosphate KEGG_COMPOUND PHOSPHATE ION PDBeChem PO4(3-) IUPAC Phosphate KEGG_COMPOUND [O-]P([O-])([O-])=O ChEBI [PO4](3-) IUPAC A ribosyl or deoxyribosyl derivative of a pyrimidine or purine base in which C-3 and C-5 of the ribose ring are engaged in formation of a cyclic mono-, di-, tri- or tetra-phosphate. CHEBI:1331 CHEBI:14672 CHEBI:19833 chebi_ontology 0 178.003 178.07980 C5H7O5PR2 OP1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1 nucleoside 3',5'-cyclic phosphates CHEBI:18375 nucleoside 3',5'-cyclic phosphate 0 ChEBI 178.003 ChEBI 178.07980 ChEBI C5H7O5PR2 ChEBI OP1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1 ChEBI nucleoside 3',5'-cyclic phosphates ChEBI A compound having the structure RC#N; thus a C-substituted derivative of hydrocyanic acid, HC#N. In systematic nomenclature, the suffix nitrile denotes the triply bound #N atom, not the carbon atom attached to it. CHEBI:13212 CHEBI:13426 CHEBI:13660 CHEBI:25547 CHEBI:7584 KEGG:C00726 Nitrile nitrile nitriles chebi_ontology 0 26.003 26.01740 CNR Nitril R-CN [*]C#N a nitrile nitrilos CHEBI:18379 nitrile Nitrile KEGG_COMPOUND nitrile IUPAC nitriles IUPAC 0 ChEBI 26.003 ChEBI 26.01740 ChEBI CNR ChEBI Nitril ChEBI R-CN KEGG_COMPOUND [*]C#N ChEBI a nitrile UniProt nitrilos IUPAC CHEBI:15227 CHEBI:26941 CHEBI:46393 CHEBI:9530 Beilstein:3595616 DrugBank:DB00152 Drug_Central:2832 Gmelin:334462 KEGG:C00378 KEGG:D08580 KNApSAcK:C00000775 LINCS:LSM-5996 PDBeChem:VIB Wikipedia:Thiamine 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chebi_ontology +1 265.112 265.35574 3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM Aneurin Antiberiberi factor C12H17N4OS Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1 InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1 JZRWCGZRTZMZEH-UHFFFAOYSA-N Thiamin Thiamine Vitamin B1 thiamine thiamine(1+) ion thiaminium CHEBI:18385 thiamine(1+) Beilstein:3595616 Beilstein Drug_Central:2832 DrugCentral Gmelin:334462 Gmelin 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium IUPAC +1 ChEBI 265.112 KEGG_COMPOUND 265.35574 ChEBI 3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM PDBeChem Aneurin KEGG_COMPOUND Antiberiberi factor KEGG_COMPOUND C12H17N4OS KEGG_COMPOUND Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1 ChEBI InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1 ChEBI JZRWCGZRTZMZEH-UHFFFAOYSA-N ChEBI Thiamin KEGG_COMPOUND Thiamine KEGG_COMPOUND Vitamin B1 KEGG_COMPOUND thiamine UniProt thiamine(1+) ion ChEBI thiaminium ChEBI A gluconate having D-configuration. CHEBI:12955 CHEBI:20983 CHEBI:20985 Beilstein:3906521 Gmelin:83544 HMDB:HMDB00625 KEGG:C00257 MetaCyc:GLUCONATE PMID:17439666 Reaxys:3906521 D-gluconate chebi_ontology -1 195.050 195.14730 2,3,4,5,6-pentahydroxyhexanoate C6H11O7 Dextronate Glycogenate Glyconate InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3-,4+,5-/m1/s1 Maltonate OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M CHEBI:18391 D-gluconate Beilstein:3906521 Beilstein Gmelin:83544 Gmelin KEGG:C00257 ChEBI PMID:17439666 Europe PMC Reaxys:3906521 Reaxys D-gluconate IUPAC D-gluconate UniProt -1 ChEBI 195.050 ChEBI 195.14730 ChEBI 2,3,4,5,6-pentahydroxyhexanoate HMDB C6H11O7 ChEBI Dextronate HMDB Glycogenate HMDB Glyconate HMDB InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3-,4+,5-/m1/s1 ChEBI Maltonate HMDB OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O ChEBI RGHNJXZEOKUKBD-SQOUGZDYSA-M ChEBI A monocarboxylic acid anion that is the conjugate base of phenylacetic acid. CHEBI:14779 CHEBI:25975 Beilstein:3539899 Gmelin:327522 MetaCyc:PHENYLACETATE Reaxys:3539899 UM-BBD_compID:c0211 phenylacetate chebi_ontology -1 135.045 135.13998 2-phenylethanoate C8H7O2 InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)/p-1 WLJVXDMOQOGPHL-UHFFFAOYSA-M [O-]C(=O)Cc1ccccc1 phenylacetate anion phenylacetate(1-) phenylacetic acid anion CHEBI:18401 phenylacetate Beilstein:3539899 Beilstein Gmelin:327522 Gmelin Reaxys:3539899 Reaxys UM-BBD_compID:c0211 UM-BBD phenylacetate IUPAC phenylacetate UniProt -1 ChEBI 135.045 ChEBI 135.13998 ChEBI 2-phenylethanoate ChEBI C8H7O2 ChEBI InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)/p-1 ChEBI WLJVXDMOQOGPHL-UHFFFAOYSA-M ChEBI [O-]C(=O)Cc1ccccc1 ChEBI phenylacetate anion ChEBI phenylacetate(1-) ChEBI phenylacetic acid anion ChEBI A one-carbon compound consisting of a methine group triple bonded to a nitrogen atom CHEBI:13362 CHEBI:5786 CAS:74-90-8 HMDB:HMDB60292 KEGG:C01326 KNApSAcK:C00007569 MetaCyc:HCN PMID:19849830 PMID:26700190 PMID:26778429 PMID:26823582 PMID:26940198 PMID:27123778 Reaxys:1718793 Wikipedia:Hydrogen_cyanide Hydrogen cyanide hydridonitridocarbon hydrogen cyanide hydrogen(nitridocarbonate) methanenitrile chebi_ontology 0 27.011 27.02530 Blausaeure C#N CHN Cyanwasserstoff HCN InChI=1S/CHN/c1-2/h1H LELOWRISYMNNSU-UHFFFAOYSA-N [CHN] formonitrile hydrocyanic acid CHEBI:18407 hydrogen cyanide CAS:74-90-8 ChemIDplus CAS:74-90-8 KEGG COMPOUND CAS:74-90-8 NIST Chemistry WebBook PMID:19849830 Europe PMC PMID:26700190 Europe PMC PMID:26778429 Europe PMC PMID:26823582 Europe PMC PMID:26940198 Europe PMC PMID:27123778 Europe PMC Reaxys:1718793 Reaxys Hydrogen cyanide KEGG_COMPOUND hydridonitridocarbon IUPAC hydrogen cyanide IUPAC hydrogen cyanide UniProt hydrogen(nitridocarbonate) IUPAC methanenitrile IUPAC 0 ChEBI 27.011 KEGG_COMPOUND 27.02530 ChEBI Blausaeure ChEBI C#N ChEBI CHN KEGG_COMPOUND Cyanwasserstoff NIST_Chemistry_WebBook HCN KEGG_COMPOUND InChI=1S/CHN/c1-2/h1H ChEBI LELOWRISYMNNSU-UHFFFAOYSA-N ChEBI [CHN] IUPAC formonitrile IUPAC hydrocyanic acid NIST_Chemistry_WebBook CHEBI:15143 CHEBI:26839 CHEBI:7710 CAS:11062-77-4 Gmelin:487 KEGG:C00704 dioxidanidyl dioxide(.1-) superoxide chebi_ontology (O2)(.-) -1 31.990 31.99880 Hyperoxid InChI=1S/HO2/c1-2/h1H/p-1 O2 O2(-) O2(.-) O2- O2.- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide anion [O][O-] dioxide(1-) hyperoxide superoxide anion radical superoxide radical superoxide radical anion superoxyde CHEBI:18421 superoxide CAS:11062-77-4 ChemIDplus CAS:11062-77-4 NIST Chemistry WebBook Gmelin:487 Gmelin dioxidanidyl IUPAC dioxide(.1-) IUPAC superoxide IUPAC superoxide UniProt (O2)(.-) IUPAC -1 ChEBI 31.990 KEGG_COMPOUND 31.99880 ChEBI Hyperoxid ChEBI InChI=1S/HO2/c1-2/h1H/p-1 ChEBI O2 KEGG_COMPOUND O2(-) IUPAC O2(.-) IUPAC O2- KEGG_COMPOUND O2.- KEGG_COMPOUND OUUQCZGPVNCOIJ-UHFFFAOYSA-M ChEBI Superoxide anion KEGG_COMPOUND [O][O-] ChEBI dioxide(1-) IUPAC hyperoxide IUPAC superoxide anion radical ChemIDplus superoxide radical ChEBI superoxide radical anion ChEBI superoxyde ChEBI A tautomer of pyrrole that has the double bonds at positions 2 and 4. Beilstein:1159 CAS:109-97-7 Gmelin:1705 PMID:1556177 PMID:2917974 1H-pyrrole chebi_ontology 0 1-aza-2,4-cyclopentadiene 67.042 67.08924 C4H5N InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H KAESVJOAVNADME-UHFFFAOYSA-N Pyrrol c1cc[nH]c1 divinyleneimine divinylenimine imidole monopyrrole pyrrole CHEBI:19203 1H-pyrrole Beilstein:1159 Beilstein CAS:109-97-7 ChemIDplus CAS:109-97-7 NIST Chemistry WebBook Gmelin:1705 Gmelin PMID:1556177 Europe PMC PMID:2917974 Europe PMC 1H-pyrrole IUPAC 1H-pyrrole UniProt 0 ChEBI 1-aza-2,4-cyclopentadiene ChemIDplus 67.042 ChEBI 67.08924 ChEBI C4H5N ChEBI InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H ChEBI KAESVJOAVNADME-UHFFFAOYSA-N ChEBI Pyrrol NIST_Chemistry_WebBook c1cc[nH]c1 ChEBI divinyleneimine ChemIDplus divinylenimine NIST_Chemistry_WebBook imidole ChemIDplus monopyrrole ChemIDplus pyrrole ChemIDplus chebi_ontology 2'-deoxyadenosine 5'-phosphates CHEBI:19237 2'-deoxyadenosine 5'-phosphate 2'-deoxyadenosine 5'-phosphates ChEBI chebi_ontology 2'-deoxyadenosine phosphates CHEBI:19239 2'-deoxyadenosine phosphate 2'-deoxyadenosine phosphates ChEBI chebi_ontology purine 2'-deoxyribonucleosides CHEBI:19254 purine 2'-deoxyribonucleoside purine 2'-deoxyribonucleosides ChEBI chebi_ontology 2'-deoxyribonucleotides CHEBI:19260 2'-deoxyribonucleotide 2'-deoxyribonucleotides ChEBI A deoxyaldopentose phosphate in which the deoxyaldopentose is 2-deoxyribose. CHEBI:60749 chebi_ontology 2-deoxyribose phosphates deoxyribose phosphate CHEBI:19569 2-deoxyribose phosphate 2-deoxyribose phosphates ChEBI deoxyribose phosphate ChEBI chebi_ontology 3',5'-cyclic purine nucleotides CHEBI:19834 3',5'-cyclic purine nucleotide 3',5'-cyclic purine nucleotides ChEBI A cephalosporin compound having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups. CHEBI:112504 CHEBI:3497 CHEBI:41475 Beilstein:1096643 CAS:63527-52-6 DrugBank:DB00493 Drug_Central:546 KEGG:C06885 KEGG:D07647 PDBeChem:CE3 PMID:10866367 PMID:11034276 PMID:11061623 PMID:11677129 PMID:12833570 PMID:1384868 PMID:14512220 PMID:1502708 PMID:15164972 PMID:15361989 PMID:15969234 PMID:1635063 PMID:17006042 PMID:17386217 PMID:18611527 PMID:19741292 PMID:21425867 PMID:24038683 PMID:24211456 PMID:9131470 Patent:DE2556736 Patent:DE2702501 Patent:US4098888 Patent:US4152432 Reaxys:1096643 Wikipedia:Cefotaxime colombos:CEFOTAXIME 3-(acetoxymethyl)-7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylic acid chebi_ontology (6R,7R)-3-(acetoxymethyl)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R)-3-Acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 0 455.057 455.46500 C16H17N5O7S2 Cephotaxime GPRBEKHLDVQUJE-QSWIMTSFSA-N InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1 [H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O cefotaxima cefotaxime cefotaximum CHEBI:204928 cefotaxime Beilstein:1096643 Beilstein CAS:63527-52-6 ChemIDplus CAS:63527-52-6 DrugBank CAS:63527-52-6 KEGG COMPOUND CAS:63527-52-6 KEGG DRUG Drug_Central:546 DrugCentral PMID:10866367 ChEMBL PMID:11034276 Europe PMC PMID:11061623 Europe PMC PMID:11677129 ChEMBL PMID:12833570 Europe PMC PMID:1384868 Europe PMC PMID:14512220 Europe PMC PMID:1502708 Europe PMC PMID:15164972 Europe PMC PMID:15361989 Europe PMC PMID:15969234 Europe PMC PMID:1635063 ChEMBL PMID:17006042 Europe PMC PMID:17386217 Europe PMC PMID:18611527 Europe PMC PMID:19741292 Europe PMC PMID:21425867 Europe PMC PMID:24038683 Europe PMC PMID:24211456 Europe PMC PMID:9131470 Europe PMC Reaxys:1096643 Reaxys 3-(acetoxymethyl)-7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylic acid IUPAC (6R,7R)-3-(acetoxymethyl)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid IUPAC (6R,7R)-3-Acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ChEMBL (6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ChEMBL 0 ChEBI 455.057 KEGG_COMPOUND 455.46500 ChEBI C16H17N5O7S2 KEGG_COMPOUND Cephotaxime ChemIDplus GPRBEKHLDVQUJE-QSWIMTSFSA-N ChEBI InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1 ChEBI [H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O ChEBI cefotaxima ChemIDplus cefotaxime KEGG_DRUG cefotaximum ChemIDplus An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19). chebi_ontology 3-enol-pyruvoylshikimate-5-phosphate synthase inhibitor 3-enol-pyruvoylshikimate-5-phosphate synthase inhibitors 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19) inhibitor 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19) inhibitors 3-phosphoshikimate 1-carboxyvinyltransferase inhibitor 3-phosphoshikimate 1-carboxyvinyltransferase inhibitors 5-enolpyruvylshikimate-3-phosphate synthase inhibitor 5-enolpyruvylshikimate-3-phosphate synthase inhibitors EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitors EC 2.5.1.19 inhibitor EC 2.5.1.19 inhibitors EPSP synthase inhibitor EPSP synthase inhibitors phosphoenolpyruvate:3-phosphoshikimate 5-O-(1-carboxyvinyl)-transferase inhibitor phosphoenolpyruvate:3-phosphoshikimate 5-O-(1-carboxyvinyl)-transferase inhibitors CHEBI:20569 EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitor 3-enol-pyruvoylshikimate-5-phosphate synthase inhibitor ChEBI 3-enol-pyruvoylshikimate-5-phosphate synthase inhibitors ChEBI 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19) inhibitor ChEBI 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19) inhibitors ChEBI 3-phosphoshikimate 1-carboxyvinyltransferase inhibitor ChEBI 3-phosphoshikimate 1-carboxyvinyltransferase inhibitors ChEBI 5-enolpyruvylshikimate-3-phosphate synthase inhibitor ChEBI 5-enolpyruvylshikimate-3-phosphate synthase inhibitors ChEBI EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitors ChEBI EC 2.5.1.19 inhibitor ChEBI EC 2.5.1.19 inhibitors ChEBI EPSP synthase inhibitor ChEBI EPSP synthase inhibitors ChEBI phosphoenolpyruvate:3-phosphoshikimate 5-O-(1-carboxyvinyl)-transferase inhibitor ChEBI phosphoenolpyruvate:3-phosphoshikimate 5-O-(1-carboxyvinyl)-transferase inhibitors ChEBI Beilstein:2048472 5beta-cholane chebi_ontology 0 330.329 330.59028 C24H42 InChI=1S/C24H42/c1-5-8-17(2)20-12-13-21-19-11-10-18-9-6-7-15-23(18,3)22(19)14-16-24(20,21)4/h17-22H,5-16H2,1-4H3/t17-,18+,19+,20-,21+,22+,23+,24-/m1/s1 QSHQKIURKJITMZ-OBUPQJQESA-N [H][C@@]12CCCC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])CC2)[C@H](C)CCC CHEBI:20664 5beta-cholane Beilstein:2048472 Beilstein 5beta-cholane IUPAC 0 ChEBI 330.329 ChEBI 330.59028 ChEBI C24H42 ChEBI InChI=1S/C24H42/c1-5-8-17(2)20-12-13-21-19-11-10-18-9-6-7-15-23(18,3)22(19)14-16-24(20,21)4/h17-22H,5-16H2,1-4H3/t17-,18+,19+,20-,21+,22+,23+,24-/m1/s1 ChEBI QSHQKIURKJITMZ-OBUPQJQESA-N ChEBI [H][C@@]12CCCC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])CC2)[C@H](C)CCC ChEBI Any aminopurine having the amino substituent at the 2-position. 2-aminopurines chebi_ontology CHEBI:20702 2-aminopurines 2-aminopurines ChEBI Any compound having 6-aminopurine (adenine) as part of its structure. PMID:1646334 PMID:18524423 PMID:7342604 6-aminopurines chebi_ontology CHEBI:20706 6-aminopurines PMID:1646334 Europe PMC PMID:18524423 Europe PMC PMID:7342604 Europe PMC 6-aminopurines ChEBI A mitochondrial respiratory-chain inhibitor that interferes with the action of ATP synthase. chebi_ontology CHEBI:20854 ATP synthase inhibitor D-glucose monophosphate chebi_ontology C6H13O9P D-glucose monophosphates CHEBI:21006 D-glucose monophosphate D-glucose monophosphate ChEBI C6H13O9P ChEBI D-glucose monophosphates ChEBI chebi_ontology glucose phosphates CHEBI:21008 glucose phosphate glucose phosphates ChEBI aldohexose phosphate chebi_ontology aldohexose phosphates CHEBI:21037 aldohexose phosphate aldohexose phosphate ChEBI aldohexose phosphates ChEBI PMID:21885436 Vitamin C chebi_ontology vitamina C vitamine C vitaminum C CHEBI:21241 vitamin C PMID:21885436 Europe PMC Vitamin C ChEBI vitamina C ChEBI vitamine C ChEBI vitaminum C ChEBI The L-enantiomer of idonic acid. CAS:1114-17-6 ECMDB:ECMDB21376 KEGG:C00770 PMID:1182275 PMID:14973046 Reaxys:1726056 L-idonic acid chebi_ontology 0 196.058 196.15530 C6H12O7 InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4-,5+/m0/s1 OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SKNVOMKLSA-N CHEBI:21336 L-idonic acid CAS:1114-17-6 KEGG COMPOUND PMID:1182275 Europe PMC PMID:14973046 Europe PMC Reaxys:1726056 Reaxys L-idonic acid IUPAC 0 ChEBI 196.058 ChEBI 196.15530 ChEBI C6H12O7 ChEBI InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4-,5+/m0/s1 ChEBI OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O ChEBI RGHNJXZEOKUKBD-SKNVOMKLSA-N ChEBI chebi_ontology C6H12O7 L-idonic acids CHEBI:21337 idonic acid C6H12O7 ChEBI L-idonic acids ChEBI An L-amino acid having an N-acetyl substituent. chebi_ontology CHEBI:21545 N-acetyl-L-amino acid An N-acyl-amino acid that has acetyl as the acyl group. CHEBI:7105 chebi_ontology N-Acetyl amino acid N-acetyl-amino acids CHEBI:21575 N-acetyl-amino acid N-Acetyl amino acid KEGG_COMPOUND N-acetyl-amino acids ChEBI Any N-acetylhexosamine in which the hexosamine has D-configuration. The structure provided is an illustrative example of the pyranose form of an N-acetyl-D-hexosamine. N-acetyl-D-hexosamine chebi_ontology 0 221.090 221.208 C1(C(C([C@@H](CO)OC1O)O)O)NC(C)=O C8H15NO6 InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5?,6?,7?,8?/m1/s1 N-acetyl-D-hexosamines N-acetylhexosamine N-acetylhexosamines OVRNDRQMDRJTHS-BKJPEWSUSA-N CHEBI:21601 N-acetyl-D-hexosamine N-acetyl-D-hexosamine UniProt 0 ChEBI 221.090 ChEBI 221.208 ChEBI C1(C(C([C@@H](CO)OC1O)O)O)NC(C)=O ChEBI C8H15NO6 ChEBI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5?,6?,7?,8?/m1/s1 ChEBI N-acetyl-D-hexosamines ChEBI N-acetylhexosamine ChEBI N-acetylhexosamines ChEBI OVRNDRQMDRJTHS-BKJPEWSUSA-N ChEBI chebi_ontology N-acetylneuraminate CHEBI:21619 N-acetylneuraminates N-acetylneuraminate ChEBI chebi_ontology CHEBI:21622 N-acetylneuraminic acids chebi_ontology N-acyl-D-glucosamine phosphates CHEBI:21637 N-acyl-D-glucosamine phosphate N-acyl-D-glucosamine phosphates ChEBI N-acylglucosamine chebi_ontology N-acylglucosamines CHEBI:21638 N-acylglucosamine N-acylglucosamine ChEBI N-acylglucosamines ChEBI Any N-acylamino acid having L-configuration. chebi_ontology CHEBI:21644 N-acyl-L-amino acid N-acylgalactosamine chebi_ontology N-acylgalactosamines CHEBI:21655 N-acylgalactosamine N-acylgalactosamine ChEBI N-acylgalactosamines ChEBI N-acyl-hexosamine chebi_ontology N-acyl-hexosamines CHEBI:21656 N-acyl-hexosamine N-acyl-hexosamine ChEBI N-acyl-hexosamines ChEBI chebi_ontology N-acylneuraminate CHEBI:21663 N-acylneuraminates N-acylneuraminate ChEBI A glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to a nitrogen atom, thus creating a C-N bond. glycosylamine chebi_ontology N-glycoside N-glycosides N-glycosyl compounds glycosylamines CHEBI:21731 N-glycosyl compound glycosylamine IUPAC N-glycoside ChEBI N-glycosides ChEBI N-glycosyl compounds ChEBI glycosylamines IUPAC An N-nitroguanidine compound having nitroso and methyl substituents at the N'-position CHEBI:34872 Beilstein:1779490 CAS:70-25-7 KEGG:C14592 1-methyl-3-nitro-1-nitrosoguanidine N-Methyl-N'-nitro-N-nitrosoguanidine chebi_ontology 0 1-Methyl-1-nitroso-3-nitroguanidine 1-Methyl-3-nitro-1-nitrosoguanidine 1-Nitroso-3-nitro-1-methylguanidine 147.039 147.09280 C2H5N5O3 CN(N=O)C(=N)N[N+]([O-])=O InChI=1S/C2H5N5O3/c1-6(5-8)2(3)4-7(9)10/h1H3,(H2,3,4) MNG MNNG Methylnitronitrosoguanidine N'-Nitro-N-nitroso-N-methylguanidine N-Methyl-N',2-dioxohydrazinecarboximidohydrazide 2-oxide N-Methyl-N-nitroso-N'-nitroguanidine N-Methyl-N-nitrosonitroguanidin N-Nitroso-N-methyl-N'-nitroguanidine VZUNGTLZRAYYDE-UHFFFAOYSA-N CHEBI:21759 N-methyl-N'-nitro-N-nitrosoguanidine Beilstein:1779490 Beilstein CAS:70-25-7 ChemIDplus CAS:70-25-7 KEGG COMPOUND CAS:70-25-7 NIST Chemistry WebBook 1-methyl-3-nitro-1-nitrosoguanidine IUPAC N-Methyl-N'-nitro-N-nitrosoguanidine KEGG_COMPOUND 0 ChEBI 1-Methyl-1-nitroso-3-nitroguanidine ChemIDplus 1-Methyl-3-nitro-1-nitrosoguanidine KEGG_COMPOUND 1-Nitroso-3-nitro-1-methylguanidine ChemIDplus 147.039 ChEBI 147.09280 ChEBI C2H5N5O3 ChEBI CN(N=O)C(=N)N[N+]([O-])=O ChEBI InChI=1S/C2H5N5O3/c1-6(5-8)2(3)4-7(9)10/h1H3,(H2,3,4) ChEBI MNG ChemIDplus MNNG ChemIDplus MNNG KEGG_COMPOUND Methylnitronitrosoguanidine KEGG_COMPOUND N'-Nitro-N-nitroso-N-methylguanidine ChemIDplus N-Methyl-N',2-dioxohydrazinecarboximidohydrazide 2-oxide NIST_Chemistry_WebBook N-Methyl-N-nitroso-N'-nitroguanidine ChEBI N-Methyl-N-nitroso-N'-nitroguanidine ChemIDplus N-Methyl-N-nitrosonitroguanidin ChEBI N-Nitroso-N-methyl-N'-nitroguanidine ChemIDplus VZUNGTLZRAYYDE-UHFFFAOYSA-N ChEBI An organosulfur compound having the structure R2S=O or R2C=S=O (R =/= H). CHEBI:35813 sulfoxide chebi_ontology S-oxides sulfoxides CHEBI:22063 sulfoxide sulfoxide ChEBI S-oxides ChEBI sulfoxides ChEBI Compounds with the general formula RNHC(=O)CH3. chebi_ontology CHEBI:22160 acetamides An acetyl-amino acid in which the amino acid specified is L-serine. chebi_ontology acetyl-L-serines CHEBI:22194 acetyl-L-serine acetyl-L-serines ChEBI Any amino acid derivative that is the N-acetyl or O-acetyl derivative of an amino acid. chebi_ontology acetyl-amino acids CHEBI:22195 acetyl-amino acid acetyl-amino acids ChEBI chebi_ontology CHEBI:22213 acridines An organic group formed by removing one or more hydroxy groups from an oxoacid that has the general structure RkE(=O)l(OH)m (l =/= 0). Although the term is almost always applied to organic compounds, with carboxylic acid as the oxoacid, acyl groups can in principle be derived from other types of acids such as sulfonic acids or phosphonic acids. acyl group alkanoyl chebi_ontology acyl groups alkanoyl group groupe acyle CHEBI:22221 acyl group acyl group IUPAC alkanoyl IUPAC acyl groups ChEBI alkanoyl group ChEBI groupe acyle IUPAC chebi_ontology adenosine bisphosphates CHEBI:22251 adenosine bisphosphate adenosine bisphosphates ChEBI chebi_ontology adenosine phosphates CHEBI:22256 adenosine phosphate adenosine phosphates ChEBI chebi_ontology CHEBI:22260 adenosines chebi_ontology aldarate aldarates aldaric acid anions CHEBI:22289 aldaric acid anion aldarate ChEBI aldarates ChEBI aldaric acid anions ChEBI Dicarboxylic acids formed from aldoses by replacement of both terminal groups (CHO and CH2OH) by carboxy groups. aldaric acid chebi_ontology aldaric acids CHEBI:22290 aldaric acid aldaric acid ChEBI aldaric acids ChEBI alditol phosphate chebi_ontology alditol phosphates CHEBI:22297 alditol phosphate alditol phosphate ChEBI alditol phosphates ChEBI aldonate chebi_ontology aldonates CHEBI:22299 aldonate aldonate ChEBI aldonates ChEBI Any carbohydrate acid formed by oxidising the aldehyde functional group of an aldose to a carboxylic acid functional group. Aldonic acids have the general formula HOCH2[CH(OH)]nC(=O)OH. aldonic acid chebi_ontology aldonic acids CHEBI:22301 aldonic acid aldonic acid ChEBI aldonic acids ChEBI alkaline earth metals chebi_ontology Erdalkalimetall Erdalkalimetalle alkaline earth metal alkaline-earth metal alkaline-earth metals metal alcalino-terreux metal alcalinoterreo metales alcalinoterreos metaux alcalino-terreux CHEBI:22313 alkaline earth metal atom alkaline earth metals IUPAC Erdalkalimetall ChEBI Erdalkalimetalle ChEBI alkaline earth metal ChEBI alkaline-earth metal ChEBI alkaline-earth metals ChEBI metal alcalino-terreux ChEBI metal alcalinoterreo ChEBI metales alcalinoterreos ChEBI metaux alcalino-terreux ChEBI alkali metals chebi_ontology Alkalimetall Alkalimetalle alkali metal metal alcalin metal alcalino metales alcalinos metaux alcalins CHEBI:22314 alkali metal atom alkali metals IUPAC Alkalimetall ChEBI Alkalimetalle ChEBI alkali metal ChEBI metal alcalin ChEBI metal alcalino ChEBI metales alcalinos ChEBI metaux alcalins ChEBI A univalent group -CnH2n+1 derived from an alkane by removal of a hydrogen atom from any carbon atom. alkyl group alkyl groups chebi_ontology groupe alkyle grupo alquilo grupos alquilo CHEBI:22323 alkyl group alkyl group IUPAC alkyl groups IUPAC groupe alkyle IUPAC grupo alquilo IUPAC grupos alquilo IUPAC chebi_ontology alkyl phosphates CHEBI:22324 alkyl phosphate alkyl phosphates ChEBI Any amine formally derived from ammonia by replacing one, two or three hydrogen atoms by alkyl groups. chebi_ontology CHEBI:22331 alkylamines Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases. chebi_ontology CHEBI:22333 alkylating agent amino cyclitol glycoside chebi_ontology amino cyclitol glycosides CHEBI:22479 amino cyclitol glycoside amino cyclitol glycoside ChEBI amino cyclitol glycosides ChEBI A disaccharide derivative that is a disaccharide having one or more substituted or unsubstituted amino groups in place of hydroxy groups at unspecified positions. chebi_ontology amino-disaccharides CHEBI:22480 amino disaccharide amino-disaccharides ChEBI chebi_ontology amino oligosaccharides CHEBI:22483 amino oligosaccharide amino oligosaccharides ChEBI chebi_ontology aminobenzoates CHEBI:22494 aminobenzoate aminobenzoates ChEBI aminobenzoic acid chebi_ontology Aminobenzoesaeure C7H7NO2 CHEBI:22495 aminobenzoic acid aminobenzoic acid IUPAC Aminobenzoesaeure ChEBI C7H7NO2 ChEBI chebi_ontology aminoglycoside antibiotics CHEBI:22507 aminoglycoside antibiotic aminoglycoside antibiotics ChEBI Any purine having at least one amino substituent. chebi_ontology aminopurines CHEBI:22527 aminopurine aminopurines ChEBI amino sugar phosphate chebi_ontology amino sugar phosphates CHEBI:22529 amino sugar phosphate amino sugar phosphate ChEBI amino sugar phosphates ChEBI Any aromatic amine that is benzene carrying at least one amino substituent and its substituted derivatives. chebi_ontology CHEBI:22562 anilines A monoatomic or polyatomic species having one or more elementary charges of the electron. Anion anion chebi_ontology Anionen aniones anions CHEBI:22563 anion Anion ChEBI anion ChEBI anion IUPAC Anionen ChEBI aniones ChEBI anions IUPAC A class of macrocyclic lactams that consist of an aromatic (phenyl or naphthyl) or quinonoid (benzoquinone or naphthoquinone) moiety that is bridged by an aliphatic chain. Wikipedia:Ansamycin chebi_ontology CHEBI:22565 ansamycin A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. chebi_ontology antioxidants antioxydant antoxidant CHEBI:22586 antioxidant antioxidants ChEBI antioxydant ChEBI antoxidant ChEBI A substance that destroys or inhibits replication of viruses. chebi_ontology anti-viral agent anti-viral agents antiviral antiviral agents antivirals CHEBI:22587 antiviral agent anti-viral agent ChEBI anti-viral agents ChEBI antiviral ChEBI antiviral agents ChEBI antivirals ChEBI CHEBI:33943 CAS:147-81-9 HMDB:HMDB29942 Wikipedia:Arabinose colombos:ARABINOSE arabino-pentose arabinose chebi_ontology 0 150.12990 Ara C5H10O5 CHEBI:22599 arabinose CAS:147-81-9 ChemIDplus arabino-pentose IUPAC arabinose ChEBI arabinose IUPAC 0 ChEBI 150.12990 ChEBI Ara JCBN C5H10O5 ChEBI arsenic molecular entity chebi_ontology arsenic compounds arsenic molecular entities CHEBI:22632 arsenic molecular entity arsenic molecular entity ChEBI arsenic compounds ChEBI arsenic molecular entities ChEBI An arsenic oxoanion resulting from the removal of one or more protons from arsenous acid. chebi_ontology arsenite anions arsenite ions CHEBI:22633 arsenite ion arsenite anions ChEBI arsenite ions ChEBI A monocarboxylic acid amide in which the amide linkage is bonded directly to an arene ring system. chebi_ontology arenecarboxamides CHEBI:22645 arenecarboxamide arenecarboxamides ChEBI A ketoaldonate that is the conjugate base of ascorbic acid. chebi_ontology CHEBI:22651 ascorbate chebi_ontology CHEBI:22652 ascorbic acid An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group. Beilstein:1723525 CAS:3130-87-8 Gmelin:279043 KEGG:C16438 PMID:22264337 PMID:22770225 Reaxys:1723525 Wikipedia:Asparagine asparagine chebi_ontology 0 132.053 132.11800 2,4-diamino-4-oxobutanoic acid 2-amino-3-carbamoylpropanoic acid ASN Asn Asparagin C4H8N2O3 DCXYFEDJOCDNAF-UHFFFAOYSA-N DL-Asparagine Hasp InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9) N NC(CC(N)=O)C(O)=O asparagina CHEBI:22653 asparagine Beilstein:1723525 Beilstein CAS:3130-87-8 ChemIDplus Gmelin:279043 Gmelin PMID:22264337 Europe PMC PMID:22770225 Europe PMC Reaxys:1723525 Reaxys asparagine IUPAC 0 ChEBI 132.053 ChEBI 132.11800 ChEBI 2,4-diamino-4-oxobutanoic acid IUPAC 2-amino-3-carbamoylpropanoic acid JCBN ASN ChEBI Asn ChEBI Asparagin ChEBI C4H8N2O3 ChEBI DCXYFEDJOCDNAF-UHFFFAOYSA-N ChEBI DL-Asparagine KEGG_COMPOUND Hasp IUPAC InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9) ChEBI N ChEBI NC(CC(N)=O)C(O)=O ChEBI asparagina ChEBI An L-alpha-amino acid which is L-aspartic acid or any of the essential amino acids biosynthesised from it (asparagine, lysine, methionine, threonine and isoleucine). A closed class. PMID:4386082 PMID:4394351 PMID:4721772 PMID:5016260 PMID:5074276 chebi_ontology aspartate family amino acids aspartic acid family amino acid aspartic acid family amino acids oxaloacetate family amino acid oxaloacetate family amino acids oxaloacetate/aspartate family amino acid oxaloacetate/aspartate family amino acids CHEBI:22658 aspartate family amino acid PMID:4386082 Europe PMC PMID:4394351 Europe PMC PMID:4721772 Europe PMC PMID:5016260 Europe PMC PMID:5074276 Europe PMC aspartate family amino acids ChEBI aspartic acid family amino acid ChEBI aspartic acid family amino acids ChEBI oxaloacetate family amino acid ChEBI oxaloacetate family amino acids ChEBI oxaloacetate/aspartate family amino acid ChEBI oxaloacetate/aspartate family amino acids ChEBI An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent Beilstein:774618 CAS:617-45-8 Gmelin:185140 KEGG:C16433 PMID:22264337 Reaxys:774618 Wikipedia:Aspartic_acid Aspartic acid aspartic acid chebi_ontology (+-)-Aspartic acid (R,S)-Aspartic acid 0 133.038 133.10272 2-aminobutanedioic acid Asp C4H7NO4 CKLJMWTZIZZHCS-UHFFFAOYSA-N D DL-Aminosuccinic acid DL-Asparagic acid InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9) NC(CC(O)=O)C(O)=O CHEBI:22660 aspartic acid Beilstein:774618 Beilstein CAS:617-45-8 ChemIDplus CAS:617-45-8 KEGG COMPOUND CAS:617-45-8 NIST Chemistry WebBook Gmelin:185140 Gmelin PMID:22264337 Europe PMC Reaxys:774618 Reaxys Aspartic acid KEGG_COMPOUND aspartic acid IUPAC (+-)-Aspartic acid ChemIDplus (R,S)-Aspartic acid ChemIDplus 0 ChEBI 133.038 ChEBI 133.10272 ChEBI 2-aminobutanedioic acid IUPAC Asp ChEBI C4H7NO4 ChEBI CKLJMWTZIZZHCS-UHFFFAOYSA-N ChEBI D ChEBI DL-Aminosuccinic acid ChemIDplus DL-Asparagic acid ChemIDplus InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9) ChEBI NC(CC(O)=O)C(O)=O ChEBI Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow"). Wikipedia:Auxin chebi_ontology auxins CHEBI:22676 auxin auxins ChEBI A molecular entity having an available pair of electrons capable of forming a covalent bond with a hydron (Bronsted base) or with the vacant orbital of some other molecular entity (Lewis base). KEGG:C00701 Base base chebi_ontology Base1 Base2 Basen Nucleobase bases CHEBI:22695 base Base ChEBI base ChEBI base IUPAC Base1 KEGG_COMPOUND Base2 KEGG_COMPOUND Basen ChEBI Nucleobase KEGG_COMPOUND bases ChEBI chebi_ontology CHEBI:22702 benzamides Any benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives. chebi_ontology CHEBI:22712 benzenes A monocarboxylic acid anion obtained by deprotonation of the carboxy group of any benzoic acid. chebi_ontology benzoate anion CHEBI:22718 benzoates benzoate anion ChEBI Any aromatic carboxylic acid that consists of benzene in which at least a single hydrogen has been substituted by a carboxy group. chebi_ontology CHEBI:22723 benzoic acids Wikipedia:Benzopyran chebi_ontology benzopyrans CHEBI:22727 benzopyran benzopyrans ChEBI chebi_ontology benzopyrroles CHEBI:22728 benzopyrrole benzopyrroles ChEBI benzyl chebi_ontology 0 91.055 91.13048 Bn C6H5-CH2- C7H7 phenylalanine side-chain phenylmethyl CHEBI:22744 benzyl group benzyl IUPAC 0 ChEBI 91.055 ChEBI 91.13048 ChEBI Bn ChEBI C6H5-CH2- IUPAC C7H7 ChEBI phenylalanine side-chain ChEBI phenylmethyl IUPAC chebi_ontology beta-alanine derivatives CHEBI:22823 beta-alanine derivative beta-alanine derivatives ChEBI Any amino acid-derived zwitterion - such as glycine betaine (N,N,N-trimethylammonioacetate) - in which the ammonium nitrogen carries three methyl substituents. chebi_ontology amino acid betaines amino-acid betaines betaines CHEBI:22860 amino-acid betaine amino acid betaines ChEBI amino-acid betaines ChEBI betaines ChEBI A sodium salt of the conjugate of any bile acid with either glycine or taurine. KEGG:C01558 chebi_ontology Bile acid bile salts CHEBI:22868 bile salt Bile acid KEGG_COMPOUND bile salts ChEBI Any amino acid in which the parent hydrocarbon chain has one or more alkyl substituents chebi_ontology branched chain amino acids CHEBI:22918 branched-chain amino acid branched chain amino acids ChEBI chebi_ontology bromide salts bromides CHEBI:22925 bromide salt bromide salts ChEBI bromides ChEBI WebElements:Br bromine chebi_ontology 0 35Br 78.918 79.90400 Br Brom InChI=1S/Br WKBOTKDWSSQWDR-UHFFFAOYSA-N [Br] brome bromine bromo bromum CHEBI:22927 bromine atom bromine IUPAC 0 ChEBI 35Br IUPAC 78.918 ChEBI 79.90400 ChEBI Br ChEBI Br ChEBI Brom ChEBI InChI=1S/Br ChEBI WKBOTKDWSSQWDR-UHFFFAOYSA-N ChEBI [Br] ChEBI brome ChEBI bromine ChEBI bromo ChEBI bromum ChEBI bromine molecular entity chebi_ontology bromine compounds bromine molecular entities CHEBI:22928 bromine molecular entity bromine molecular entity ChEBI bromine compounds ChEBI bromine molecular entities ChEBI Any gamma-lactone having the lactone moiety derived from 4-hydroxybutanoic acid. chebi_ontology butan-4-olides butanolide CHEBI:22950 butan-4-olide butan-4-olides ChEBI butanolide ChEBI Beilstein:8132074 but-2-enedioic acid chebi_ontology 0 116.011 116.07216 2-butenedioic acid C4H4O4 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8) VZCYOOQTPOCHFL-UHFFFAOYSA-N [H]C(=C([H])C(O)=O)C(O)=O CHEBI:22958 butenedioic acid Beilstein:8132074 Beilstein but-2-enedioic acid IUPAC 0 ChEBI 116.011 ChEBI 116.07216 ChEBI 2-butenedioic acid ChEBI C4H4O4 ChEBI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8) ChEBI VZCYOOQTPOCHFL-UHFFFAOYSA-N ChEBI [H]C(=C([H])C(O)=O)C(O)=O ChEBI CAS:7440-43-9 KEGG:C01413 WebElements:Cd cadmium chebi_ontology 0 112.41100 113.903 48Cd BDOSMKKIYDKNTQ-UHFFFAOYSA-N Cd InChI=1S/Cd Kadmium [Cd] cadmio cadmium CHEBI:22977 cadmium atom CAS:7440-43-9 ChemIDplus CAS:7440-43-9 KEGG COMPOUND CAS:7440-43-9 NIST Chemistry WebBook KEGG:C01413 ChEBI cadmium IUPAC 0 ChEBI 112.41100 ChEBI 113.903 ChEBI 48Cd IUPAC BDOSMKKIYDKNTQ-UHFFFAOYSA-N ChEBI Cd ChEBI Cd IUPAC InChI=1S/Cd ChEBI Kadmium NIST_Chemistry_WebBook [Cd] ChEBI cadmio ChEBI cadmium ChEBI chebi_ontology cadmium compounds cadmium molecular entities CHEBI:22978 cadmium molecular entity cadmium compounds ChEBI cadmium molecular entities ChEBI CAS:7440-70-2 DrugBank:DB01373 KEGG:C00076 WebElements:Ca calcium chebi_ontology 0 20Ca 39.963 40.07800 Ca Calcium InChI=1S/Ca Kalzium OYPRJOBELJOOCE-UHFFFAOYSA-N [Ca] calcio calcium CHEBI:22984 calcium atom CAS:7440-70-2 ChemIDplus KEGG:C00076 ChEBI calcium IUPAC 0 ChEBI 20Ca IUPAC 39.963 ChEBI 40.07800 ChEBI Ca ChEBI Ca IUPAC Calcium KEGG_COMPOUND InChI=1S/Ca ChEBI Kalzium ChEBI OYPRJOBELJOOCE-UHFFFAOYSA-N ChEBI [Ca] ChEBI calcio ChEBI calcium ChEBI calcium molecular entity chebi_ontology calcium compounds calcium molecular entities CHEBI:22985 calcium molecular entity calcium molecular entity ChEBI calcium compounds ChEBI calcium molecular entities ChEBI Any ester of carbamic acid or its N-substituted derivatives. Wikipedia:Carbamate chebi_ontology carbamate esters carbamates CHEBI:23003 carbamate ester carbamate esters ChEBI carbamates ChEBI The univalent carboacyl group formed by loss of -OH from the carboxy group of carbamic acid. PMID:24168430 carbamoyl chebi_ontology -C(O)NH2 -CONH2 0 44.014 44.03272 CH2NO aminocarbonyl carbamyl carbamyl group carboxamide CHEBI:23004 carbamoyl group PMID:24168430 Europe PMC carbamoyl IUPAC -C(O)NH2 ChEBI -CONH2 IUPAC 0 ChEBI 44.014 ChEBI 44.03272 ChEBI CH2NO ChEBI aminocarbonyl IUPAC carbamyl ChEBI carbamyl group ChEBI carboxamide IUPAC Any carbohydrate derivative that exhibits antibiotic activity. chebi_ontology CHEBI:23007 carbohydrate-containing antibiotic chebi_ontology carbon oxides oxides of carbon CHEBI:23014 carbon oxide carbon oxides ChEBI oxides of carbon ChEBI An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of carbonic anhydrase (EC 4.2.1.1). Such compounds reduce the secretion of H(+) ions by the proximal kidney tubule. Wikipedia:Carbonic_anhydrase_inhibitor chebi_ontology EC 4.2.1.1 (carbonic anhydrase) inhibitors EC 4.2.1.1 inhibitor EC 4.2.1.1 inhibitors anhydrase inhibitor anhydrase inhibitors carbonate anhydrase inhibitor carbonate anhydrase inhibitors carbonate dehydratase inhibitor carbonate dehydratase inhibitors carbonate hydro-lyase (carbon-dioxide-forming) inhibitor carbonate hydro-lyase (carbon-dioxide-forming) inhibitors carbonate hydro-lyase inhibitor carbonate hydro-lyase inhibitors carbonic acid anhydrase inhibitor carbonic acid anhydrase inhibitors carbonic anhydrase (EC 4.2.1.1) inhibitor carbonic anhydrase (EC 4.2.1.1) inhibitors carbonic anhydrase A inhibitor carbonic anhydrase A inhibitors carbonic anhydrase inhibitor carbonic anhydrase inhibitors carboxyanhydrase inhibitor carboxyanhydrase inhibitors CHEBI:23018 EC 4.2.1.1 (carbonic anhydrase) inhibitor EC 4.2.1.1 (carbonic anhydrase) inhibitors ChEBI EC 4.2.1.1 inhibitor ChEBI EC 4.2.1.1 inhibitors ChEBI anhydrase inhibitor ChEBI anhydrase inhibitors ChEBI carbonate anhydrase inhibitor ChEBI carbonate anhydrase inhibitors ChEBI carbonate dehydratase inhibitor ChEBI carbonate dehydratase inhibitors ChEBI carbonate hydro-lyase (carbon-dioxide-forming) inhibitor ChEBI carbonate hydro-lyase (carbon-dioxide-forming) inhibitors ChEBI carbonate hydro-lyase inhibitor ChEBI carbonate hydro-lyase inhibitors ChEBI carbonic acid anhydrase inhibitor ChEBI carbonic acid anhydrase inhibitors ChEBI carbonic anhydrase (EC 4.2.1.1) inhibitor ChEBI carbonic anhydrase (EC 4.2.1.1) inhibitors ChEBI carbonic anhydrase A inhibitor ChEBI carbonic anhydrase A inhibitors ChEBI carbonic anhydrase inhibitor ChEBI carbonic anhydrase inhibitors ChEBI carboxyanhydrase inhibitor ChEBI carboxyanhydrase inhibitors ChEBI carbonyl carbonyl group chebi_ontology 0 27.995 28.01010 >C=O CO CHEBI:23019 carbonyl group carbonyl IUPAC carbonyl group ChEBI carbonyl group UniProt 0 ChEBI 27.995 ChEBI 28.01010 ChEBI >C=O IUPAC CO ChEBI A class of beta-lactam antibiotics differing from the penicillins in having a 6-membered, rather than a 5-membered, side ring. Although cephalosporins are among the most commonly used antibiotics in the treatment of routine infections, and their use is increasing over time, they can cause a range of hypersensitivity reactions, from mild, delayed-onset cutaneous reactions to life-threatening anaphylaxis in patients with immunoglobulin E (IgE)-mediated allergy. CHEBI:3538 KEGG:C00875 PMID:10069359 PMID:11936371 PMID:12833570 PMID:24269048 PMID:3320614 PMID:6762896 PMID:8426246 Wikipedia:Cephalosporin Cephalosporin chebi_ontology 0 182.999 183.18500 C7H5NO3SR2 [H][C@]12SCC([*])=C(N1C(=O)[C@H]2[*])C(O)=O cephalosphorin cephalosphorins cephalosporins CHEBI:23066 cephalosporin PMID:10069359 Europe PMC PMID:11936371 Europe PMC PMID:12833570 Europe PMC PMID:24269048 Europe PMC PMID:3320614 Europe PMC PMID:6762896 Europe PMC PMID:8426246 Europe PMC Cephalosporin KEGG_COMPOUND 0 ChEBI 182.999 ChEBI 183.18500 ChEBI C7H5NO3SR2 ChEBI [H][C@]12SCC([*])=C(N1C(=O)[C@H]2[*])C(O)=O ChEBI cephalosphorin ChEBI cephalosphorins ChEBI cephalosporins ChEBI Any of the chitobioses acetylated on both amino nitrogens. chebi_ontology C16H28N2O11 CHEBI:23101 N,N'-diacetylchitobioses C16H28N2O11 ChEBI chebi_ontology chloride salts chlorides CHEBI:23114 chloride salt chloride salts ChEBI chlorides ChEBI WebElements:Cl chlorine chebi_ontology 0 17Cl 34.969 35.45270 Chlor Cl InChI=1S/Cl ZAMOUSCENKQFHK-UHFFFAOYSA-N [Cl] chlore chlorine chlorum cloro CHEBI:23116 chlorine atom chlorine IUPAC 0 ChEBI 17Cl IUPAC 34.969 ChEBI 35.45270 ChEBI Chlor ChEBI Cl ChEBI Cl IUPAC InChI=1S/Cl ChEBI ZAMOUSCENKQFHK-UHFFFAOYSA-N ChEBI [Cl] ChEBI chlore ChEBI chlorine ChEBI chlorum ChEBI cloro ChEBI A halogen molecular entity containing one or more atoms of chlorine. chebi_ontology CHEBI:23117 chlorine molecular entity A haloacetate(1-) resulting from the deprotonation of the carboxy group of chloroacetic acid. CAS:14526-03-5 MetaCyc:CHLOROACETIC-ACID Reaxys:1903575 UM-BBD_compID:c0007 chloroacetate chebi_ontology -1 92.974 93.48900 C2H2ClO2 Chloroacetic acid ion(1-) FOCAUTSVDIKZOP-UHFFFAOYSA-M InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)/p-1 [O-]C(=O)CCl chloroacetate anion chloroacetate(1-) mono-chloroacetate monochloroacetate anion monochloroacetic acid anion CHEBI:23123 chloroacetate CAS:14526-03-5 ChemIDplus Reaxys:1903575 Reaxys UM-BBD_compID:c0007 UM-BBD chloroacetate IUPAC chloroacetate UniProt -1 ChEBI 92.974 ChEBI 93.48900 ChEBI C2H2ClO2 ChEBI Chloroacetic acid ion(1-) ChEBI FOCAUTSVDIKZOP-UHFFFAOYSA-M ChEBI InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)/p-1 ChEBI [O-]C(=O)CCl ChEBI chloroacetate anion ChEBI chloroacetate(1-) ChEBI mono-chloroacetate ChEBI monochloroacetate anion ChEBI monochloroacetic acid anion ChEBI Any organochlorine compound containing a benzene ring which is substituted by one or more chlorines. chebi_ontology CHEBI:23132 chlorobenzenes An organophosphate oxoanion that is the dianion of glycerol 1-phosphate arising from deprotonation of the phosphate OH groups; major species at pH 7.3. Beilstein:1873731 Gmelin:602374 Reaxys:1873731 2,3-dihydroxypropyl phosphate chebi_ontology -2 169.998 170.05780 AWUCVROLDVIAJX-UHFFFAOYSA-L C3H7O6P InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2 OCC(O)COP([O-])([O-])=O glycerol 1-phosphate glycerol 1-phosphate dianion CHEBI:231935 glycerol 1-phosphate(2-) Beilstein:1873731 Beilstein Gmelin:602374 Gmelin Reaxys:1873731 Reaxys 2,3-dihydroxypropyl phosphate IUPAC -2 ChEBI 169.998 ChEBI 170.05780 ChEBI AWUCVROLDVIAJX-UHFFFAOYSA-L ChEBI C3H7O6P ChEBI InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2 ChEBI OCC(O)COP([O-])([O-])=O ChEBI glycerol 1-phosphate UniProt glycerol 1-phosphate dianion ChEBI A quaternary ammonium ion based on the choline ion and its substituted derivatives thereof. chebi_ontology CHEBI:23217 cholines chebi_ontology CHEBI:23232 chromenes The part (atom or group of atoms) of a molecular entity in which the electronic transition responsible for a given spectral band is approximately localized. Wikipedia:Chromophore chromophore chebi_ontology chromophores CHEBI:23240 chromophore chromophore IUPAC chromophores ChEBI cobalt cation chebi_ontology Co cobalt cations CHEBI:23336 cobalt cation cobalt cation IUPAC cobalt cation UniProt Co ChEBI cobalt cations ChEBI A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons. coenzyme chebi_ontology coenzymes CHEBI:23354 coenzyme coenzyme IUPAC coenzymes ChEBI An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group). Wikipedia:Cofactor_(biochemistry) cofactor cofactors chebi_ontology CHEBI:23357 cofactor cofactor IUPAC cofactors IUPAC Any constitutionally or isotopically distinct atom, molecule, ion, ion pair, radical, radical ion, complex, conformer etc., identifiable as a separately distinguishable entity. molecular entity chebi_ontology entidad molecular entidades moleculares entite moleculaire molecular entities molekulare Entitaet CHEBI:23367 molecular entity molecular entity IUPAC entidad molecular IUPAC entidades moleculares IUPAC entite moleculaire IUPAC molecular entities IUPAC molekulare Entitaet ChEBI copper molecular entity chebi_ontology copper compounds copper molecular entities CHEBI:23377 copper molecular entity copper molecular entity ChEBI copper compounds ChEBI copper molecular entities ChEBI copper cation chebi_ontology Cu Cu cation copper cations CHEBI:23378 copper cation copper cation IUPAC Cu ChEBI Cu cation UniProt copper cations ChEBI chebi_ontology CHEBI:23403 coumarins A metal sulfate compound having copper(2+) as the metal ion. CAS:7758-98-7 Gmelin:8294 KEGG:C18713 PMID:10469300 PMID:8566016 Wikipedia:Copper(II)_sulfate colombos:CuSO4 Copper(II) sulfate copper(2+) sulfate copper(II) sulfate chebi_ontology 0 158.881 159.60960 ARUVKPQLZAKDPS-UHFFFAOYSA-L CuO4S CuSO4 Cupric sulfate InChI=1S/Cu.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 [Cu++].[O-]S([O-])(=O)=O copper sulfate cupric sulfate anhydrous CHEBI:23414 copper(II) sulfate CAS:7758-98-7 ChemIDplus CAS:7758-98-7 KEGG COMPOUND Gmelin:8294 Gmelin PMID:10469300 Europe PMC PMID:8566016 Europe PMC Copper(II) sulfate KEGG_COMPOUND copper(2+) sulfate IUPAC copper(II) sulfate IUPAC 0 ChEBI 158.881 ChEBI 159.60960 ChEBI ARUVKPQLZAKDPS-UHFFFAOYSA-L ChEBI CuO4S ChEBI CuSO4 IUPAC Cupric sulfate ChemIDplus InChI=1S/Cu.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 ChEBI [Cu++].[O-]S([O-])(=O)=O ChEBI copper sulfate ChemIDplus cupric sulfate anhydrous ChemIDplus pseudohalogen oxoacid chebi_ontology pseudohalogen oxoacids CHEBI:23423 pseudohalogen oxoacid pseudohalogen oxoacid ChEBI pseudohalogen oxoacids ChEBI Salts and C-organyl derivatives of hydrogen cyanide, HC#N. cyanides chebi_ontology CHEBI:23424 cyanides cyanides IUPAC CHEBI:3990 cyclic amide chebi_ontology cyclic amides CHEBI:23443 cyclic amide cyclic amide ChEBI cyclic amides ChEBI chebi_ontology cyclic nucleotides CHEBI:23447 cyclic nucleotide cyclic nucleotides ChEBI chebi_ontology Cyclopeptid Zyklopeptid cyclic peptides peptide cyclique peptido ciclico CHEBI:23449 cyclic peptide Cyclopeptid ChEBI Zyklopeptid ChEBI cyclic peptides ChEBI peptide cyclique IUPAC peptido ciclico IUPAC A polyol consisting of a cycloalkane containing at least three hydroxy groups, each attached to a different ring carbon atom. cyclitols chebi_ontology CHEBI:23451 cyclitol cyclitols IUPAC An amino acid derivative resulting from reaction of cysteine at the amino group, carboxy group, or thiol group, or from the replacement of any hydrogen of cysteine by a heteroatom. The definition normally excludes peptides containing cysteine residues. cysteine derivative chebi_ontology CHEBI:23509 cysteine derivative cysteine derivative ChEBI chebi_ontology cytidine 5'-phosphates CHEBI:23521 cytidine 5'-phosphate cytidine 5'-phosphates ChEBI chebi_ontology cytidine phosphates CHEBI:23523 cytidine phosphate cytidine phosphates ChEBI chebi_ontology CHEBI:23524 cytidines chebi_ontology deoxyadenosine phosphates CHEBI:23612 deoxyadenosine phosphate deoxyadenosine phosphates ChEBI Beilstein:3629953 Gmelin:1774558 3alpha,12alpha-dihydroxy-5beta-cholan-24-oate deoxycholate chebi_ontology -1 391.285 391.56406 3alpha,12alpha-dihydroxy-5beta-cholanate C24H39O4 Desoxycholat InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1 KXGVEGMKQFWNSR-LLQZFEROSA-M [H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC([O-])=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 CHEBI:23614 deoxycholate Beilstein:3629953 Beilstein Gmelin:1774558 Gmelin 3alpha,12alpha-dihydroxy-5beta-cholan-24-oate IUPAC deoxycholate UniProt -1 ChEBI 391.285 ChEBI 391.56406 ChEBI 3alpha,12alpha-dihydroxy-5beta-cholanate ChEBI C24H39O4 ChEBI Desoxycholat ChEBI InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1 ChEBI KXGVEGMKQFWNSR-LLQZFEROSA-M ChEBI [H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC([O-])=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 ChEBI deoxygalactose chebi_ontology deoxygalactoses CHEBI:23622 deoxygalactose deoxygalactose ChEBI deoxygalactoses ChEBI Any C6 deoxy sugar having at least one hydroxy group replaced by hydrogen. deoxyhexose chebi_ontology deoxyhexoses CHEBI:23628 deoxyhexose deoxyhexose ChEBI deoxyhexoses ChEBI chebi_ontology deoxyaldopentose phosphates deoxypentose phosphate CHEBI:23634 deoxyaldopentose phosphate deoxyaldopentose phosphates ChEBI deoxypentose phosphate ChEBI chebi_ontology deoxyribonucleosides CHEBI:23636 deoxyribonucleoside deoxyribonucleosides ChEBI Any sugar having a hydroxy group replaced with a hydrogen atom. chebi_ontology deoxy sugars deoxysugar deoxysugars CHEBI:23639 deoxy sugar deoxy sugars ChEBI deoxysugar ChEBI deoxysugars ChEBI Glucans produced by the hydrolysis of starch or glycogen. They are mixtures of polymers of D-glucose units linked by alpha(1->4) or alpha(1->6) glycosidic bonds. chebi_ontology CHEBI:23652 dextrins Any polyamine that contains two amino groups. diamines chebi_ontology CHEBI:23666 diamine diamines IUPAC A dicarboxylic acid dianion that is the conjugate base of 2,6-diaminopimelic acid. 2,6-diaminoheptanedioate chebi_ontology -2 188.080 188.18126 C7H12N2O4 GMKMEZVLHJARHF-UHFFFAOYSA-L InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/p-2 NC(CCCC(N)C([O-])=O)C([O-])=O diaminoheptanedioate diaminopimelate CHEBI:23671 2,6-diaminopimelate(2-) 2,6-diaminoheptanedioate IUPAC -2 ChEBI 188.080 ChEBI 188.18126 ChEBI C7H12N2O4 ChEBI GMKMEZVLHJARHF-UHFFFAOYSA-L ChEBI InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/p-2 ChEBI NC(CCCC(N)C([O-])=O)C([O-])=O ChEBI diaminoheptanedioate ChEBI diaminopimelate ChEBI The amino dicarboxylic acid that is heptanedioic acid with amino aubstituents at C-2 and C-6. Beilstein:1787719 CAS:583-93-7 DrugBank:DB03590 PMID:10930630 PMID:13984704 PMID:23913026 Reaxys:1787719 2,6-diaminoheptanedioic acid chebi_ontology 0 190.095 190.19714 C7H14N2O4 Diaminopimelic acid Dpm GMKMEZVLHJARHF-UHFFFAOYSA-N InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13) NC(CCCC(N)C(O)=O)C(O)=O alpha,epsilon-diaminopimelic acid CHEBI:23673 2,6-diaminopimelic acid Beilstein:1787719 Beilstein CAS:583-93-7 ChemIDplus PMID:10930630 Europe PMC PMID:13984704 Europe PMC PMID:23913026 Europe PMC Reaxys:1787719 Reaxys 2,6-diaminoheptanedioic acid IUPAC 0 ChEBI 190.095 ChemIDplus 190.19714 ChEBI C7H14N2O4 ChemIDplus Diaminopimelic acid ChemIDplus Dpm ChEBI GMKMEZVLHJARHF-UHFFFAOYSA-N ChEBI InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13) ChEBI NC(CCCC(N)C(O)=O)C(O)=O ChEBI alpha,epsilon-diaminopimelic acid ChEBI An azole that is either one of a pair of heterocyclic organic compounds comprising three carbon atoms and two nitrogen atoms arranged in a ring. chebi_ontology diazoles CHEBI:23677 diazole diazoles ChEBI chebi_ontology dicarboxylic acid amides CHEBI:23690 dicarboxylic acid amide dicarboxylic acid amides ChEBI chebi_ontology quinolones CHEBI:23765 quinolone quinolones ChEBI A hydroxy-5beta-cholanic acid carrying two hydroxy groups at unspecified positions. chebi_ontology C24H40O4 dihydroxy-5beta-cholanic acids CHEBI:23775 dihydroxy-5beta-cholanic acid C24H40O4 ChEBI dihydroxy-5beta-cholanic acids ChEBI Any member of the class of hydroxybenzoic acids carrying two phenolic hydroxy groups on the benzene ring and its derivatives. chebi_ontology dihydroxybenzoic acids CHEBI:23778 dihydroxybenzoic acid dihydroxybenzoic acids ChEBI chebi_ontology CHEBI:237958 ({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(9H-purin-9-yl)oxolan-2-yl]methyl phosphonato}oxy)(phosphonatooxy)phosphinate A compound that contains two hydroxy groups, generally assumed to be, but not necessarily, alcoholic. Aliphatic diols are also called glycols. Wikipedia:Diol diols chebi_ontology CHEBI:23824 diol diols IUPAC chebi_ontology disaccharide phosphates CHEBI:23843 disaccharide phosphate disaccharide phosphates ChEBI Any substance which when absorbed into a living organism may modify one or more of its functions. The term is generally accepted for a substance taken for a therapeutic purpose, but is also commonly used for abused substances. chebi_ontology drugs medicine CHEBI:23888 drug drugs ChEBI medicine ChEBI chebi_ontology monoatomic anions CHEBI:23905 monoatomic anion monoatomic anions ChEBI chebi_ontology monoatomic cations CHEBI:23906 monoatomic cation monoatomic cations ChEBI A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. enzyme inhibitor chebi_ontology enzyme inhibitors inhibidor enzimatico inhibidores enzimaticos inhibiteur enzymatique inhibiteurs enzymatiques CHEBI:23924 enzyme inhibitor enzyme inhibitor IUPAC enzyme inhibitors ChEBI inhibidor enzimatico ChEBI inhibidores enzimaticos ChEBI inhibiteur enzymatique ChEBI inhibiteurs enzymatiques ChEBI erythromycins chebi_ontology CHEBI:23953 erythromycins erythromycins ChEBI chebi_ontology erythronolides CHEBI:23955 erythronolide erythronolides ChEBI A 3-hydroxy steroid that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17. CHEBI:42364 PMID:10696569 PMID:24084694 Wikipedia:Estradiol colombos:ESTRADIOL estra-1,3,5(10)-triene-3,17-diol chebi_ontology 0 272.178 272.38196 C18H24O2 InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17?,18+/m1/s1 VOXZDWNPVJITMN-WKUFJEKOSA-N [H][C@]12CC[C@]3(C)C(O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21 oestradiol CHEBI:23965 estradiol PMID:10696569 Europe PMC PMID:24084694 Europe PMC estra-1,3,5(10)-triene-3,17-diol IUPAC 0 ChEBI 272.178 ChEBI 272.38196 ChEBI C18H24O2 ChEBI InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17?,18+/m1/s1 ChEBI VOXZDWNPVJITMN-WKUFJEKOSA-N ChEBI [H][C@]12CC[C@]3(C)C(O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21 ChEBI oestradiol ChEBI Beilstein:3125721 LIPID_MAPS_instance:LMST02010000 estrane chebi_ontology 0 246.235 246.43080 C18H30 GRXPVLPQNMUNNX-MHJRRCNVSA-N InChI=1S/C18H30/c1-18-11-4-7-17(18)16-9-8-13-5-2-3-6-14(13)15(16)10-12-18/h13-17H,2-12H2,1H3/t13?,14-,15+,16+,17-,18-/m0/s1 Oestran [H][C@]12CCCCC1CC[C@]1([H])[C@]2([H])CC[C@]2(C)CCC[C@@]12[H] oestrane CHEBI:23966 estrane Beilstein:3125721 Beilstein LIPID_MAPS_instance:LMST02010000 LIPID MAPS estrane IUPAC 0 ChEBI 246.235 ChEBI 246.43080 ChEBI C18H30 ChEBI GRXPVLPQNMUNNX-MHJRRCNVSA-N ChEBI InChI=1S/C18H30/c1-18-11-4-7-17(18)16-9-8-13-5-2-3-6-14(13)15(16)10-12-18/h13-17H,2-12H2,1H3/t13?,14-,15+,16+,17-,18-/m0/s1 ChEBI Oestran ChEBI [H][C@]12CCCCC1CC[C@]1([H])[C@]2([H])CC[C@]2(C)CCC[C@@]12[H] ChEBI oestrane JCBN Any primary alcohol based on an ethanol skeleton. chebi_ontology CHEBI:23982 ethanols chebi_ontology ferric chelator ferric chelators iron(III) chelator CHEBI:24028 iron(3+) chelator ferric chelator ChEBI ferric chelators ChEBI iron(III) chelator ChEBI A member of the class of flavonoid with a 2-aryl-1-benzopyran-4-one (2-arylchromen-4-one) skeleton and its substituted derivatives. MetaCyc:Flavones Wikipedia:Flavone chebi_ontology 0 2-aryl-1-benzopyran-4-one 2-aryl-1-benzopyran-4-ones 2-arylchromen-4-one 2-arylchromen-4-ones [*]c1c([*])c([*])c(c([*])c1[*])-c1oc2c([*])c([*])c([*])c([*])c2c(=O)c1[*] a flavone CHEBI:24043 flavones 0 ChEBI 2-aryl-1-benzopyran-4-one ChEBI 2-aryl-1-benzopyran-4-ones ChEBI 2-arylchromen-4-one ChEBI 2-arylchromen-4-ones ChEBI [*]c1c([*])c([*])c(c([*])c1[*])-c1oc2c([*])c([*])c([*])c([*])c2c(=O)c1[*] ChEBI a flavone UniProt CAS:7782-41-4 WebElements:F fluorine chebi_ontology 0 18.998 18.99840 9F F Fluor InChI=1S/F YCKRFDGAMUMZLT-UHFFFAOYSA-N [F] fluor fluorine fluorum CHEBI:24061 fluorine atom CAS:7782-41-4 ChemIDplus fluorine IUPAC 0 ChEBI 18.998 ChEBI 18.99840 ChEBI 9F IUPAC F ChEBI F IUPAC Fluor ChemIDplus InChI=1S/F ChEBI YCKRFDGAMUMZLT-UHFFFAOYSA-N ChEBI [F] ChEBI fluor ChEBI fluorine ChEBI fluorum ChEBI fluorine molecular entity chebi_ontology fluorine compounds fluorine molecular entities CHEBI:24062 fluorine molecular entity fluorine molecular entity ChEBI fluorine compounds ChEBI fluorine molecular entities ChEBI fructuronate chebi_ontology C6H9O7 CHEBI:24112 fructuronate fructuronate IUPAC C6H9O7 ChEBI fructuronic acid chebi_ontology C6H10O7 CHEBI:24113 fructuronic acid fructuronic acid IUPAC C6H10O7 ChEBI A substance used to destroy fungal pests. chebi_ontology fungicides CHEBI:24127 fungicide fungicides ChEBI Compounds containing at least one furan ring. chebi_ontology oxacyclopenta-2,4-dienes CHEBI:24129 furans oxacyclopenta-2,4-dienes ChEBI galactosamine phosphate chebi_ontology galactosamine phosphates CHEBI:24154 galactosamine phosphate galactosamine phosphate ChEBI galactosamine phosphates ChEBI chebi_ontology galactosamines CHEBI:24156 galactosamine galactosamines ChEBI chebi_ontology C6H9O7 CHEBI:24175 galacturonate C6H9O7 ChEBI Glucocorticoids are a class of steroid hormones that regulate a variety of physiological processes, in particular control of the concentration of glucose in blood. chebi_ontology glucocorticoids CHEBI:24261 glucocorticoid glucocorticoids ChEBI gluconate chebi_ontology C6H11O7 CHEBI:24265 gluconate gluconate IUPAC C6H11O7 ChEBI DrugBank:DB04304 chebi_ontology C6H11O7 CHEBI:24266 gluconic acid C6H11O7 ChEBI An oligosaccharide comprised of glucose residues. chebi_ontology glucooligosaccharides CHEBI:24268 glucooligosaccharide glucooligosaccharides ChEBI A hexosamine phosphate having glucosamine as the amino sugar component. glucosamine phosphate chebi_ontology glucosamine phosphates CHEBI:24269 glucosamine phosphate glucosamine phosphate ChEBI glucosamine phosphates ChEBI KEGG:C01658 colombos:MEDIUM.ACIDS_AMIDES:+1 Acid amide chebi_ontology 0 43.006 43.025 CHNOR2 [*]NC([*])=O CHEBI:2427 Acid amide Acid amide KEGG_COMPOUND 0 KEGG_COMPOUND 43.006 KEGG_COMPOUND 43.025 KEGG_COMPOUND CHNOR2 KEGG_COMPOUND [*]NC([*])=O ChEBI Any hexosamine that is glucose in which at least one of the hydroxy groups has been replaced by an amino group. chebi_ontology CHEBI:24271 glucosamines glucuronate chebi_ontology C6H9O7 gluconuronate CHEBI:24297 glucuronate glucuronate IUPAC C6H9O7 ChEBI gluconuronate ChEBI PMID:24617284 PMID:24879518 glucuronic acid chebi_ontology C6H10O7 Glucuronsaeure Glukuronsaeure CHEBI:24298 glucuronic acid PMID:24617284 Europe PMC PMID:24879518 Europe PMC glucuronic acid IUPAC C6H10O7 ChEBI Glucuronsaeure ChEBI Glukuronsaeure ChEBI An L-alpha-amino acid which is L-glutamic acid or any of the essential amino acids biosynthesised from it (glutamine, proline and arginine). A closed class. PMID:20716061 chebi_ontology glutamine family amino acids CHEBI:24318 glutamine family amino acid PMID:20716061 Europe PMC glutamine family amino acids ChEBI Any organonitrogen compound derived from the Glu-Cys-Gly tripeptide glutathione. chebi_ontology glutathione derivatives CHEBI:24337 glutathione derivative glutathione derivatives ChEBI chebi_ontology CHEBI:24347 glycerates A proteinogenic amino acid derivative resulting from reaction of glycine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. chebi_ontology CHEBI:24373 glycine derivative A glycosyl compound resulting from the attachment of a glycosyl group to a non-acyl group RO-, RS-, RSe-, etc. The bond between the glycosyl group and the non-acyl group is called a glycosidic bond. By extension, the terms N-glycosides and C-glycosides are used as class names for glycosylamines and for compounds having a glycosyl group attached to a hydrocarbyl group respectively. These terms are misnomers and should not be used. The preferred terms are glycosylamines and C-glycosyl compounds, respectively. glycosides chebi_ontology O-glycoside O-glycosides glycosides CHEBI:24400 glycoside glycosides IUPAC O-glycoside ChEBI O-glycosides ChEBI glycosides ChEBI chebi_ontology glycosylglucoses CHEBI:24405 glycosylglucose glycosylglucoses ChEBI Any disaccharide in which the two monosaccharide components are connected by a glycosidic linkage between their anomeric centres. glycosyl glycoside chebi_ontology glycosyl glycosides CHEBI:24407 glycosyl glycoside glycosyl glycoside ChEBI glycosyl glycosides ChEBI A chemical entity is a physical entity of interest in chemistry including molecular entities, parts thereof, and chemical substances. chemical entity chebi_ontology CHEBI:24431 chemical entity chemical entity UniProt A role played by the molecular entity or part thereof within a biological context. chebi_ontology biological function CHEBI:24432 biological role biological function ChEBI A defined linked collection of atoms or a single atom within a molecular entity. group chebi_ontology Gruppe Rest groupe grupo grupos CHEBI:24433 group group IUPAC Gruppe ChEBI Rest ChEBI groupe IUPAC grupo IUPAC grupos IUPAC Any organonitrogen compound containing a carbamimidamido (guanidino) group. Guanidines have the general structure (R(1)R(2)N)(R(3)R(4)N)C=N-R(5) and are related structurally to amidines and ureas. chebi_ontology CHEBI:24436 guanidines chebi_ontology guanosine phosphates CHEBI:24455 guanosine phosphate guanosine phosphates ChEBI chebi_ontology CHEBI:24458 guanosines halogen molecular entity chebi_ontology halogen compounds halogen molecular entities CHEBI:24471 halogen molecular entity halogen molecular entity ChEBI halogen compounds ChEBI halogen molecular entities ChEBI halogen halogens chebi_ontology Halogene group 17 elements group VII elements halogene halogenes halogeno halogenos CHEBI:24473 halogen halogen IUPAC halogens IUPAC Halogene ChEBI group 17 elements ChEBI group VII elements ChEBI halogene ChEBI halogenes ChEBI halogeno ChEBI halogenos ChEBI A substance used to destroy plant pests. Wikipedia:Herbicide chebi_ontology Herbizid Unkrautbekaempfungsmittel Unkrautvertilgungsmittel Wildkrautbekaempfungsmittel herbicides CHEBI:24527 herbicide Herbizid ChEBI Unkrautbekaempfungsmittel ChEBI Unkrautvertilgungsmittel ChEBI Wildkrautbekaempfungsmittel ChEBI herbicides ChEBI chebi_ontology heterocyclic antibiotics CHEBI:24531 heterocyclic antibiotic heterocyclic antibiotics ChEBI A cyclic compound having as ring members atoms of carbon and at least of one other element. chebi_ontology organic heterocycle organic heterocyclic compounds CHEBI:24532 organic heterocyclic compound organic heterocycle ChEBI organic heterocyclic compounds ChEBI A heterodetic cyclic peptide is a peptide consisting only of amino-acid residues, but in which the linkages forming the ring are not solely peptide bonds; one or more is an isopeptide, disulfide, ester, or other bond. heterodetic cyclic peptide chebi_ontology heterodetic cyclic peptides peptide cyclique heterodetique peptido ciclico heterodetico CHEBI:24533 heterodetic cyclic peptide heterodetic cyclic peptide IUPAC heterodetic cyclic peptides ChEBI peptide cyclique heterodetique IUPAC peptido ciclico heterodetico IUPAC Members of the class of hydroxyflavone that is flavone substituted by 6 hydroxy groups. chebi_ontology hexahydroxyflavones CHEBI:24561 hexahydroxyflavone hexahydroxyflavones ChEBI chebi_ontology hexarate hexarates hexaric acid anions CHEBI:24576 hexaric acid anion hexarate ChEBI hexarates ChEBI hexaric acid anions ChEBI hexaric acid chebi_ontology hexaric acids CHEBI:24577 hexaric acid hexaric acid ChEBI hexaric acids ChEBI hexitol chebi_ontology hexitols CHEBI:24583 hexitol hexitol ChEBI hexitols ChEBI hexosamine phosphate chebi_ontology hexosamine phosphates CHEBI:24584 hexosamine phosphate hexosamine phosphate ChEBI hexosamine phosphates ChEBI Any 6-carbon amino monosaccharide with at least one alcoholic hydroxy group replaced by an amino group. hexosamine chebi_ontology hexosamines CHEBI:24586 hexosamine hexosamine ChEBI hexosamines ChEBI A uronate obtained via deprotonation of the carboxy group of any hexuronic acid. CHEBI:60934 hexuronate chebi_ontology hexuronates hexuronide hexuronides CHEBI:24591 hexuronate hexuronate ChEBI hexuronates ChEBI hexuronide ChEBI hexuronides ChEBI hexuronic acid chebi_ontology hexuronic acids CHEBI:24592 hexuronic acid hexuronic acid ChEBI hexuronic acids ChEBI KEGG:C05330 homocysteines chebi_ontology CHEBI:24610 homocysteines KEGG:C05330 ChEBI homocysteines ChEBI Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds. chebi_ontology endocrine hormones CHEBI:24621 hormone endocrine ChEBI hormones ChEBI An imidazolidinone with oxo groups at position 2 and 4. chebi_ontology CHEBI:24628 imidazolidine-2,4-dione A compound consisting of carbon and hydrogen only. hydrocarbon hydrocarbons chebi_ontology Kohlenwasserstoff Kohlenwasserstoffe hidrocarburo hidrocarburos hydrocarbure CHEBI:24632 hydrocarbon hydrocarbon IUPAC hydrocarbons IUPAC Kohlenwasserstoff ChEBI Kohlenwasserstoffe ChEBI hidrocarburo IUPAC hidrocarburos IUPAC hydrocarbure IUPAC An oxoanion resulting from the removal of a proton from the hydroxy group of any hydroxamic acid. chebi_ontology hydroxamate hydroxamates hydroxamic acid anions hydroxamic anion hydroxamic anions CHEBI:24648 hydroxamic acid anion hydroxamate ChEBI hydroxamates ChEBI hydroxamic acid anions ChEBI hydroxamic anion ChEBI hydroxamic anions ChEBI A compound, RkE(=O)lNHOH, derived from an oxoacid RkE(=O)l(OH) (l =/= 0) by replacing -OH with -NHOH, and derivatives thereof. Specific examples of hydroxamic acids are preferably named as N-hydroxy amides. hydroxamic acids chebi_ontology N-hydroxy amide N-hydroxy amides N-hydroxy-amide N-hydroxy-amides N-hydroxyamide N-hydroxyamides hydroxamic acids CHEBI:24650 hydroxamic acid hydroxamic acids IUPAC N-hydroxy amide ChEBI N-hydroxy amides ChEBI N-hydroxy-amide ChEBI N-hydroxy-amides ChEBI N-hydroxyamide ChEBI N-hydroxyamides ChEBI hydroxamic acids ChEBI Hydroxides are chemical compounds containing a hydroxy group or salts containing hydroxide (OH(-)). chebi_ontology CHEBI:24651 hydroxides Any member of the class of 5beta-cholanic acids carrying at least one hydroxy group at unspecified position. chebi_ontology hydroxy-5beta-cholanic acids CHEBI:24663 hydroxy-5beta-cholanic acid hydroxy-5beta-cholanic acids ChEBI Any carboxylic acid with at least one hydroxy group. chebi_ontology hydroxy carboxylic acids hydroxycarboxylic acid hydroxycarboxylic acids CHEBI:24669 hydroxy carboxylic acid hydroxy carboxylic acids ChEBI hydroxycarboxylic acid ChEBI hydroxycarboxylic acids ChEBI Any benzoate derivative carrying a single carboxylate group and at least one hydroxy substituent. chebi_ontology hydroxybenzoates CHEBI:24675 hydroxybenzoate hydroxybenzoates ChEBI Any benzoic acid carrying one or more phenolic hydroxy groups on the benzene ring. CHEBI:50778 hydroxybenzoic acid chebi_ontology C7H6O3 hydroxybenzoic acids CHEBI:24676 hydroxybenzoic acid hydroxybenzoic acid IUPAC C7H6O3 ChEBI hydroxybenzoic acids ChEBI Any flavone in which one or more ring hydrogens are replaced by hydroxy groups. chebi_ontology hydroxyflavones CHEBI:24698 hydroxyflavone hydroxyflavones ChEBI hydroxymethyl chebi_ontology -CH3-OH 0 31.018 31.03392 CH3O serine side-chain CHEBI:24712 hydroxymethyl group hydroxymethyl IUPAC -CH3-OH IUPAC 0 ChEBI 31.018 ChEBI 31.03392 ChEBI CH3O ChEBI serine side-chain ChEBI chebi_ontology hygromycins CHEBI:24753 hygromycin hygromycins ChEBI A chlorine oxoacid with formula HOCl; a weak, unstable acid, it is the active form of chlorine in water. CAS:7790-92-3 Gmelin:688 PMID:11640916 PMID:12079432 PMID:12215218 PMID:15589368 PMID:7487057 PMID:8072005 colombos:HOCl chloranol hydroxidochlorine hypochlorous acid chebi_ontology 0 51.972 52.46004 Chlor(I)-saeure ClHO HClO HOCl InChI=1S/ClHO/c1-2/h2H OCl QWPPOHNGKGFGJK-UHFFFAOYSA-N [ClOH] hypochloric acid hypochlorige Saeure CHEBI:24757 hypochlorous acid CAS:7790-92-3 ChemIDplus CAS:7790-92-3 NIST Chemistry WebBook Gmelin:688 Gmelin PMID:11640916 Europe PMC PMID:12079432 Europe PMC PMID:12215218 Europe PMC PMID:15589368 Europe PMC PMID:7487057 Europe PMC PMID:8072005 Europe PMC chloranol IUPAC hydroxidochlorine IUPAC hypochlorous acid IUPAC hypochlorous acid UniProt 0 ChEBI 51.972 ChEBI 52.46004 ChEBI Chlor(I)-saeure ChEBI ClHO ChEBI HClO IUPAC HOCl IUPAC InChI=1S/ClHO/c1-2/h2H ChEBI OCl ChEBI QWPPOHNGKGFGJK-UHFFFAOYSA-N ChEBI [ClOH] IUPAC hypochloric acid ChEBI hypochlorige Saeure ChEBI A five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 3, or any of its derivatives; compounds containing an imidazole skeleton. chebi_ontology CHEBI:24780 imidazoles imide chebi_ontology imides CHEBI:24782 imide imide ChEBI imides ChEBI chebi_ontology C8H5NO2 CHEBI:24793 indoledione C8H5NO2 ChEBI An indol-3-yl carboxylic acid in which the carboxylic acid specified is acetic acid. chebi_ontology CHEBI:24803 indole-3-acetic acids Any indolyl carboxylic acid carrying an indol-3-yl or substituted indol-3-yl group. chebi_ontology indol-3-yl carboxylic acids CHEBI:24810 indol-3-yl carboxylic acid indol-3-yl carboxylic acids ChEBI Any compound containing an indole skeleton. chebi_ontology CHEBI:24828 indoles chebi_ontology CHEBI:24829 indolones A compound which contains oxygen, at least one other element, and at least one hydrogen bound to oxygen, and which produces a conjugate base by loss of positive hydrogen ion(s) (hydrons). oxoacid oxoacids chebi_ontology oxacids oxiacids oxo acid oxy-acids oxyacids CHEBI:24833 oxoacid oxoacid IUPAC oxoacids IUPAC oxacids ChEBI oxiacids ChEBI oxo acid ChEBI oxy-acids ChEBI oxyacids ChEBI chebi_ontology inorganic anions CHEBI:24834 inorganic anion inorganic anions ChEBI A molecular entity that contains no carbon. chebi_ontology anorganische Verbindungen inorganic compounds inorganic entity inorganic molecular entities inorganics CHEBI:24835 inorganic molecular entity anorganische Verbindungen ChEBI inorganic compounds ChEBI inorganic entity ChEBI inorganic molecular entities ChEBI inorganics ChEBI chebi_ontology inorganic oxides CHEBI:24836 inorganic oxide inorganic oxides ChEBI Compounds of structure ROOR' in which R and R' are inorganic groups. inorganic peroxide chebi_ontology inorganic peroxides CHEBI:24837 inorganic peroxide inorganic peroxide ChEBI inorganic peroxides ChEBI chebi_ontology anorganisches Salz inorganic salts CHEBI:24839 inorganic salt anorganisches Salz ChEBI inorganic salts ChEBI chebi_ontology inorganic sulfate salts inorganic sulfates CHEBI:24840 inorganic sulfate salt inorganic sulfate salts ChEBI inorganic sulfates ChEBI chebi_ontology CHEBI:24844 inosines Any cyclohexane-1,2,3,4,5,6-hexol. inositol inositols chebi_ontology 0 1,2,3,4,5,6-cyclohexanehexol 180.063 180.15588 C6H12O6 CDAISMWEOUEBRE-UHFFFAOYSA-N InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H OC1C(O)C(O)C(O)C(O)C1O inositols CHEBI:24848 inositol inositol IUBMB inositols IUPAC 0 ChEBI 1,2,3,4,5,6-cyclohexanehexol ChEBI 180.063 ChEBI 180.15588 ChEBI C6H12O6 ChEBI CDAISMWEOUEBRE-UHFFFAOYSA-N ChEBI InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H ChEBI OC1C(O)C(O)C(O)C(O)C1O ChEBI inositols ChEBI Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Wikipedia:Insecticide chebi_ontology insecticides CHEBI:24852 insecticide insecticides ChEBI A role played by a chemical agent which exhibits the capability of occupying space between DNA base pairs due to particular properties in size, shape and charge. Intercalation of chemical compounds in DNA helix can result in replication errors (shift, mutation) or DNA damages. chebi_ontology agente intercalante intercalating agent intercalating agents intercalating ligands intercalators CHEBI:24853 intercalator agente intercalante ChEBI intercalating agent ChEBI intercalating agents ChEBI intercalating ligands ChEBI intercalators ChEBI A salt is an assembly of cations and anions. salt chebi_ontology Salz Salze ionic compound ionic compounds sal sales salts sel sels CHEBI:24866 salt salt IUPAC Salz ChEBI Salze ChEBI ionic compound ChEBI ionic compounds ChEBI sal ChEBI sales ChEBI salts ChEBI sel ChEBI sels ChEBI chebi_ontology monoatomic ions CHEBI:24867 monoatomic ion monoatomic ions ChEBI chebi_ontology organic salts organisches Salz CHEBI:24868 organic salt organic salts ChEBI organisches Salz ChEBI A compound which can carry specific ions through membranes of cells or organelles. Wikipedia:Ionophore ionophore chebi_ontology ionophores CHEBI:24869 ionophore ionophore IUPAC ionophores ChEBI A molecular entity having a net electric charge. Ion ion chebi_ontology Ionen iones ions CHEBI:24870 ion Ion ChEBI ion ChEBI ion IUPAC Ionen ChEBI iones ChEBI ions ChEBI iron molecular entity chebi_ontology iron compounds iron molecular entities CHEBI:24873 iron molecular entity iron molecular entity ChEBI iron compounds ChEBI iron molecular entities ChEBI Any ionophore capable of transportation of iron ions across membranes. chebi_ontology iron ionophores CHEBI:24874 iron ionophore iron ionophores ChEBI iron cation chebi_ontology Fe Fe cation iron cations CHEBI:24875 iron cation iron cation IUPAC Fe ChEBI Fe cation UniProt iron cations ChEBI A 2-amino-3-methylpentanoic acid having either (2R,3R)- or (2S,3S)-configuration. Beilstein:1721790 CAS:443-79-8 PMID:17190852 Reaxys:1721790 colombos:ISOLEUCINE colombos:ISOLEUCINE:+ isoleucine chebi_ontology Hile rel-(2R,3R)-2-amino-3-methylpentanoic acid CHEBI:24898 isoleucine Beilstein:1721790 Beilstein CAS:443-79-8 ChemIDplus CAS:443-79-8 NIST Chemistry WebBook PMID:17190852 Europe PMC Reaxys:1721790 Reaxys isoleucine IUPAC Hile IUPAC rel-(2R,3R)-2-amino-3-methylpentanoic acid IUPAC Any lipid formally derived from isoprene (2-methylbuta-1,3-diene), the skeleton of which can generally be discerned in repeated occurrence in the molecule. The skeleton of isoprenoids may differ from strict additivity of isoprene units by loss or shift of a fragment, commonly a methyl group. The class includes both hydrocarbons and oxygenated derivatives. LIPID_MAPS_class:LMPR01 PMID:12769708 PMID:19219049 isoprenoid isoprenoids chebi_ontology isoprenoids CHEBI:24913 isoprenoid LIPID_MAPS_class:LMPR01 LIPID MAPS PMID:12769708 Europe PMC PMID:19219049 Europe PMC isoprenoid ChEBI isoprenoids IUPAC isoprenoids ChEBI chebi_ontology CHEBI:24951 kanamycins Any compound that has an aldehydic and ketonic group in the same molecule. CHEBI:6124 KEGG:C01928 chebi_ontology ketoaldehydes CHEBI:24960 ketoaldehyde ketoaldehydes ChEBI ketoaldonate chebi_ontology ketoaldonates CHEBI:24961 ketoaldonate ketoaldonate ChEBI ketoaldonates ChEBI Oxo carboxylic acids formally derived from aldonic acids by replacement of a secondary CHOH group by a carbonyl group. ketoaldonic acid chebi_ontology ketoaldonic acids CHEBI:24963 ketoaldonic acid ketoaldonic acid ChEBI ketoaldonic acids ChEBI chebi_ontology deoxyketohexose phosphates ketodeoxyhexose phosphate CHEBI:24964 deoxyketohexose phosphate deoxyketohexose phosphates ChEBI ketodeoxyhexose phosphate ChEBI Any ketohexose having at least one hydroxy group replaced by hydrogen. deoxyketohexose chebi_ontology deoxyketohexoses ketodeoxyhexose ketodeoxyhexoses CHEBI:24965 deoxyketohexose deoxyketohexose ChEBI deoxyketohexoses ChEBI ketodeoxyhexose ChEBI ketodeoxyhexoses ChEBI ketohexose bisphosphate chebi_ontology ketohexose bisphosphates CHEBI:24970 ketohexose bisphosphate ketohexose bisphosphate ChEBI ketohexose bisphosphates ChEBI ketohexose monophosphate chebi_ontology ketohexose monophosphates CHEBI:24971 ketohexose monophosphate ketohexose monophosphate ChEBI ketohexose monophosphates ChEBI ketohexose phosphate chebi_ontology ketohexose phosphates CHEBI:24972 ketohexose phosphate ketohexose phosphate ChEBI ketohexose phosphates ChEBI Any hexose containing a single ketone group. ketohexose chebi_ontology ketohexoses CHEBI:24973 ketohexose ketohexose ChEBI ketohexoses ChEBI CHEBI:6131 ketose chebi_ontology ketoses CHEBI:24978 ketose ketose ChEBI ketoses ChEBI Any ketone-containing triose. ketotriose chebi_ontology ketotrioses CHEBI:24982 ketotriose ketotriose ChEBI ketotrioses ChEBI Cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. lactam lactams chebi_ontology Laktam Laktame lactams CHEBI:24995 lactam lactam IUPAC lactams IUPAC Laktam ChEBI Laktame ChEBI lactams ChEBI A hydroxy monocarboxylic acid anion that is the conjugate base of lactic acid, arising from deprotonation of the carboxy group. Beilstein:3587719 CAS:113-21-3 Gmelin:240074 KEGG:C01432 MetaCyc:Lactate colombos:LACTATE 2-hydroxypropanoate lactate chebi_ontology -1 2-hydroxypropanoic acid, ion(1-) 2-hydroxypropionate 89.024 89.07000 C3H5O3 CC(O)C([O-])=O InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1 JVTAAEKCZFNVCJ-UHFFFAOYSA-M MeCH(OH)CO2 anion b-lactate beta-lactate CHEBI:24996 lactate Beilstein:3587719 Beilstein CAS:113-21-3 ChemIDplus CAS:113-21-3 NIST Chemistry WebBook Gmelin:240074 Gmelin KEGG:C01432 ChEBI 2-hydroxypropanoate IUPAC lactate UniProt -1 ChEBI 2-hydroxypropanoic acid, ion(1-) ChemIDplus 2-hydroxypropionate ChemIDplus 89.024 ChEBI 89.07000 ChEBI C3H5O3 ChEBI CC(O)C([O-])=O ChEBI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1 ChEBI JVTAAEKCZFNVCJ-UHFFFAOYSA-M ChEBI MeCH(OH)CO2 anion NIST_Chemistry_WebBook b-lactate ChEBI beta-lactate ChEBI Any cyclic carboxylic ester containing a 1-oxacycloalkan-2-one structure, or an analogue having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. lactone lactones chebi_ontology Lacton Lakton Laktone lactona lactonas CHEBI:25000 lactone lactone IUPAC lactones IUPAC Lacton ChEBI Lakton ChEBI Laktone ChEBI lactona IUPAC lactonas IUPAC KEGG:C06696 WebElements:Pb lead chebi_ontology 0 207.20000 207.977 82Pb Blei InChI=1S/Pb Pb WABPQHHGFIMREM-UHFFFAOYSA-N [Pb] lead plomb plomo plumbum CHEBI:25016 lead atom KEGG:C06696 ChEBI lead IUPAC 0 ChEBI 207.20000 ChEBI 207.977 ChEBI 82Pb IUPAC Blei ChEBI InChI=1S/Pb ChEBI Pb ChEBI Pb IUPAC WABPQHHGFIMREM-UHFFFAOYSA-N ChEBI [Pb] ChEBI lead ChEBI plomb ChEBI plomo ChEBI plumbum IUPAC A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group. Beilstein:636005 CAS:328-39-2 Gmelin:50203 KEGG:C16439 LIPID_MAPS_instance:LMFA01100048 PMID:17439666 Reaxys:636005 Wikipedia:Leucine colombos:LEUCINE leucine chebi_ontology (+-)-Leucine (RS)-Leucine 0 131.095 131.17296 2-amino-4-methylpentanoic acid C6H13NO2 CC(C)CC(N)C(O)=O DL-Leucine Hleu InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9) L Leu Leucin Leuzin ROHFNLRQFUQHCH-UHFFFAOYSA-N CHEBI:25017 leucine Beilstein:636005 Beilstein CAS:328-39-2 ChemIDplus CAS:328-39-2 NIST Chemistry WebBook Gmelin:50203 Gmelin LIPID_MAPS_instance:LMFA01100048 LIPID MAPS PMID:17439666 Europe PMC Reaxys:636005 Reaxys leucine IUPAC (+-)-Leucine ChemIDplus (RS)-Leucine ChemIDplus 0 ChEBI 131.095 ChEBI 131.17296 ChEBI 2-amino-4-methylpentanoic acid IUPAC C6H13NO2 ChEBI CC(C)CC(N)C(O)=O ChEBI DL-Leucine ChemIDplus Hleu IUPAC InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9) ChEBI L ChEBI Leu ChEBI Leucin ChEBI Leuzin ChEBI ROHFNLRQFUQHCH-UHFFFAOYSA-N ChEBI A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6. Beilstein:1616991 CAS:70-54-2 Gmelin:279284 KEGG:C16440 PMID:17439666 PMID:22264337 Reaxys:1616991 Wikipedia:Lysine 2,6-diaminohexanoic acid lysine chebi_ontology 0 146.106 146.18764 C6H14N2O2 InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10) K KDXKERNSBIXSRK-UHFFFAOYSA-N LYS Lysin NCCCCC(N)C(O)=O alpha,epsilon-diaminocaproic acid CHEBI:25094 lysine Beilstein:1616991 Beilstein CAS:70-54-2 ChemIDplus CAS:70-54-2 NIST Chemistry WebBook Gmelin:279284 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:1616991 Reaxys 2,6-diaminohexanoic acid IUPAC lysine IUPAC 0 ChEBI 146.106 ChEBI 146.18764 ChEBI C6H14N2O2 ChEBI InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10) ChEBI K ChEBI KDXKERNSBIXSRK-UHFFFAOYSA-N ChEBI LYS ChEBI Lysin ChEBI NCCCCC(N)C(O)=O ChEBI alpha,epsilon-diaminocaproic acid ChEBI A macrocyclic lactone with a ring of twelve or more members which exhibits antibiotic activity. chebi_ontology Makrolidantibiotika macrolide antibiotics CHEBI:25105 macrolide antibiotic Makrolidantibiotika ChEBI macrolide antibiotics ChEBI A macrocyclic lactone with a ring of twelve or more members derived from a polyketide. Wikipedia:Macrolide macrolide macrolides chebi_ontology Makrolid macrolides CHEBI:25106 macrolide macrolide ChEBI macrolides IUPAC Makrolid ChEBI macrolides ChEBI CAS:7439-95-4 DrugBank:DB01378 Gmelin:16207 KEGG:C00305 WebElements:Mg magnesium chebi_ontology 0 12Mg 23.985 24.30500 FYYHWMGAXLPEAU-UHFFFAOYSA-N InChI=1S/Mg Magnesium Mg [Mg] magnesio magnesium CHEBI:25107 magnesium atom CAS:7439-95-4 ChemIDplus Gmelin:16207 Gmelin KEGG:C00305 ChEBI magnesium IUPAC 0 ChEBI 12Mg IUPAC 23.985 ChEBI 24.30500 ChEBI FYYHWMGAXLPEAU-UHFFFAOYSA-N ChEBI InChI=1S/Mg ChEBI Magnesium ChEBI Mg ChEBI Mg IUPAC [Mg] ChEBI magnesio ChEBI magnesium ChEBI magnesium molecular entity chebi_ontology magnesium compounds magnesium molecular entities CHEBI:25108 magnesium molecular entity magnesium molecular entity ChEBI magnesium compounds ChEBI magnesium molecular entities ChEBI A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of malic acid. chebi_ontology malate anion malates malic acid anion CHEBI:25115 malate malate anion ChEBI malates ChEBI malic acid anion ChEBI A dextrin in which the D-glucose units are linked by alpha-(1->4) glycosidic bonds. Wikipedia:Maltodextrin chebi_ontology CHEBI:25140 maltodextrin manganese molecular entity chebi_ontology manganese compounds manganese molecular entities CHEBI:25154 manganese molecular entity manganese molecular entity ChEBI manganese compounds ChEBI manganese molecular entities ChEBI manganese cation chebi_ontology Mn manganese cations CHEBI:25155 manganese cation manganese cation IUPAC Mn ChEBI manganese cations ChEBI chebi_ontology mannosamines CHEBI:25166 mannosamine mannosamines ChEBI CAS:7439-97-6 WebElements:Hg mercury chebi_ontology 0 200.59000 201.971 80Hg Hg InChI=1S/Hg QSHDDOUJBYECFT-UHFFFAOYSA-N Quecksilber [Hg] azogue hydrargyrum liquid silver mercure mercurio mercury quicksilver CHEBI:25195 mercury atom CAS:7439-97-6 ChemIDplus mercury IUPAC 0 ChEBI 200.59000 ChEBI 201.971 ChEBI 80Hg IUPAC Hg ChEBI Hg IUPAC InChI=1S/Hg ChEBI QSHDDOUJBYECFT-UHFFFAOYSA-N ChEBI Quecksilber ChemIDplus [Hg] ChEBI azogue ChEBI hydrargyrum IUPAC liquid silver ChemIDplus mercure ChemIDplus mercurio ChEBI mercury ChEBI quicksilver ChemIDplus chebi_ontology mercury compounds mercury molecular entities CHEBI:25196 mercury molecular entity mercury compounds ChEBI mercury molecular entities ChEBI chebi_ontology mercury cations CHEBI:25197 mercury cation mercury cations ChEBI Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. CHEBI:26619 CHEBI:35220 metabolite chebi_ontology metabolites primary metabolites secondary metabolites CHEBI:25212 metabolite metabolite IUPAC metabolites ChEBI primary metabolites ChEBI secondary metabolites ChEBI chebi_ontology a metal cation metal cations CHEBI:25213 metal cation a metal cation UniProt metal cations ChEBI A metal-sulfur cluster is a unit comprising two or more metal atoms and bridging sulfur ligand(s). chebi_ontology metal-sulfur clusters metallo-sulfur cluster CHEBI:25214 metal-sulfur cluster metal-sulfur clusters ChEBI metallo-sulfur cluster ChEBI An organosulfonic ester resulting from the formal condensation of methanesulfonic acid with the hydroxy group of an alcohol, phenol, heteroarenol, or enol. chebi_ontology 0 94.980 95.099 CH3O3SR CS(O*)(=O)=O mesylate ester mesylate esters methanesulfonic acid esters CHEBI:25223 methanesulfonate ester 0 ChEBI 94.980 ChEBI 95.099 ChEBI CH3O3SR ChEBI CS(O*)(=O)=O ChEBI mesylate ester ChEBI mesylate esters ChEBI methanesulfonic acid esters ChEBI A 1,1-diunsubstituted alkanesulfonate that is the conjugate base of methanesulfonic acid. MetaCyc:CPD-3746 UM-BBD_compID:c0347 methanesulfonate chebi_ontology -1 94.980 95.09872 AFVFQIVMOAPDHO-UHFFFAOYSA-M CH3O3S CS([O-])(=O)=O InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)/p-1 methylsulfonate CHEBI:25224 methanesulfonate UM-BBD_compID:c0347 UM-BBD methanesulfonate IUPAC methanesulfonate UniProt -1 ChEBI 94.980 ChEBI 95.09872 ChEBI AFVFQIVMOAPDHO-UHFFFAOYSA-M ChEBI CH3O3S ChEBI CS([O-])(=O)=O ChEBI InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)/p-1 ChEBI methylsulfonate UM-BBD A methanesulfonate ester resulting from the formal condensation of methanesulfonic acid with methanol. CAS:66-27-3 KEGG:C19181 MetaCyc:CPD-7038 PMID:11016630 PMID:14761437 PMID:16764919 PMID:21353429 PMID:21860482 PMID:22907509 PMID:23117069 PMID:23384783 PMID:23483329 Reaxys:1098586 Wikipedia:Methyl_methanesulfonate methyl methanesulfonate chebi_ontology 0 110.004 110.13200 C2H6O3S CB1540 COS(C)(=O)=O InChI=1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3 MBABOKRGFJTBAE-UHFFFAOYSA-N MMS Methanesulfonic acid methyl ester Methyl mesylate as-Dimethyl sulfite CHEBI:25255 methyl methanesulfonate CAS:66-27-3 ChemIDplus CAS:66-27-3 KEGG COMPOUND PMID:11016630 Europe PMC PMID:14761437 Europe PMC PMID:16764919 Europe PMC PMID:21353429 Europe PMC PMID:21860482 Europe PMC PMID:22907509 Europe PMC PMID:23117069 Europe PMC PMID:23384783 Europe PMC PMID:23483329 Europe PMC Reaxys:1098586 Reaxys methyl methanesulfonate IUPAC 0 ChEBI 110.004 ChEBI 110.13200 ChEBI C2H6O3S ChEBI CB1540 ChEBI COS(C)(=O)=O ChEBI InChI=1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3 ChEBI MBABOKRGFJTBAE-UHFFFAOYSA-N ChEBI MMS ChemIDplus MMS KEGG_COMPOUND Methanesulfonic acid methyl ester ChemIDplus Methyl mesylate ChemIDplus as-Dimethyl sulfite ChemIDplus chebi_ontology methylated amines CHEBI:25274 methylamines methylated amines ChEBI A hydroxy monocarboxylic acid anion that is the conjugate base of mevalonic acid, arising from deprotonation of the carboxy group. Beilstein:4383181 Reaxys:4383181 colombos:MEVALONATE 3,5-dihydroxy-3-methylpentanoate chebi_ontology -1 147.066 147.14914 C6H11O4 CC(O)(CCO)CC([O-])=O InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/p-1 KJTLQQUUPVSXIM-UHFFFAOYSA-M mevalonate anion CHEBI:25350 mevalonate Beilstein:4383181 Beilstein Reaxys:4383181 Reaxys 3,5-dihydroxy-3-methylpentanoate IUPAC -1 ChEBI 147.066 ChEBI 147.14914 ChEBI C6H11O4 ChEBI CC(O)(CCO)CC([O-])=O ChEBI InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/p-1 ChEBI KJTLQQUUPVSXIM-UHFFFAOYSA-M ChEBI mevalonate anion ChEBI A dihydroxy monocarboxylic acid comprising valeric acid having two hydroxy groups at the 3- and 5-positions together with a methyl group at the 3-position. Beilstein:1722595 HMDB:HMDB00227 PMID:22770225 Reaxys:1722595 3,5-dihydroxy-3-methylpentanoic acid chebi_ontology 0 148.074 148.15708 C6H12O4 CC(O)(CCO)CC(O)=O DL-Mevalonic acid InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9) KJTLQQUUPVSXIM-UHFFFAOYSA-N MVA RS-Mevalonic acid CHEBI:25351 mevalonic acid Beilstein:1722595 Beilstein PMID:22770225 Europe PMC Reaxys:1722595 Reaxys 3,5-dihydroxy-3-methylpentanoic acid IUPAC 0 ChEBI 148.074 ChemIDplus 148.15708 ChEBI C6H12O4 ChemIDplus CC(O)(CCO)CC(O)=O ChEBI DL-Mevalonic acid HMDB InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9) ChEBI KJTLQQUUPVSXIM-UHFFFAOYSA-N ChEBI MVA HMDB RS-Mevalonic acid HMDB chebi_ontology mitochondrial electron transport chain inhibitors mitochondrial electron-transport chain inhibitor mitochondrial respiratory chain inhibitors CHEBI:25355 mitochondrial respiratory-chain inhibitor mitochondrial electron transport chain inhibitors ChEBI mitochondrial electron-transport chain inhibitor ChEBI mitochondrial respiratory chain inhibitors ChEBI A family of aziridine-containing natural products isolated from Streptomyces caespitosus or Streptomyces lavendulae. PMID:19777135 Wikipedia:Mitomycin chebi_ontology mitomycins CHEBI:25357 mitomycin PMID:19777135 Europe PMC mitomycins ChEBI A molecule all atoms of which have the same atomic number. chebi_ontology homoatomic molecule homoatomic molecules CHEBI:25362 elemental molecule homoatomic molecule ChEBI homoatomic molecules ChEBI Any polyatomic entity that is an electrically neutral entity consisting of more than one atom. molecule chebi_ontology Molekuel molecula molecules neutral molecular compounds CHEBI:25367 molecule molecule IUPAC Molekuel ChEBI molecula IUPAC molecules IUPAC neutral molecular compounds IUPAC chebi_ontology molybdenum compounds molybdenum molecular entities CHEBI:25370 molybdenum molecular entity molybdenum compounds ChEBI molybdenum molecular entities ChEBI CAS:7782-91-4 Gmelin:26071 dihydroxidodioxidomolybdenum molybdic acid chebi_ontology 0 161.95348 163.901 H2MoO4 InChI=1S/Mo.2H2O.2O/h;2*1H2;;/q+2;;;;/p-2 VLAPMBHFAWRUQP-UHFFFAOYSA-L [H]O[Mo](=O)(=O)O[H] [MoO2(OH)2] molybdic(VI) acid CHEBI:25371 molybdic acid CAS:7782-91-4 ChemIDplus CAS:7782-91-4 NIST Chemistry WebBook Gmelin:26071 Gmelin dihydroxidodioxidomolybdenum IUPAC molybdic acid NIST_Chemistry_WebBook 0 ChEBI 161.95348 ChEBI 163.901 ChEBI H2MoO4 ChEBI H2MoO4 ChEBI InChI=1S/Mo.2H2O.2O/h;2*1H2;;/q+2;;;;/p-2 ChEBI VLAPMBHFAWRUQP-UHFFFAOYSA-L ChEBI [H]O[Mo](=O)(=O)O[H] ChEBI [MoO2(OH)2] ChEBI molybdic(VI) acid ChemIDplus A group of neurotransmitters and neuromodulators that contain one amino group that is connected to an aromatic ring by ethylene group (-CH2-CH2-). Monoamines are derived from the aromatic amino acids phenylalanine, tyrosine, histidine and tryptophan. chebi_ontology monamines monoamine monoamines CHEBI:25375 monoamine molecular messenger monamines ChEBI monoamine UniProt monoamines ChEBI chebi_ontology monoalkyl phosphates CHEBI:25381 monoalkyl phosphate monoalkyl phosphates ChEBI An oxoacid containing a single carboxy group. monocarboxylic acid chebi_ontology monocarboxylic acids CHEBI:25384 monocarboxylic acid monocarboxylic acid UniProt monocarboxylic acids ChEBI A hydroxybenzoate carrying a single hydroxy substituent at unspecified position. chebi_ontology monohydroxybenzoates CHEBI:25388 monohydroxybenzoate monohydroxybenzoates ChEBI Any hydroxybenzoic acid having a single phenolic hydroxy substituent on the benzene ring. chebi_ontology monohydroxybenzoic acids CHEBI:25389 monohydroxybenzoic acid monohydroxybenzoic acids ChEBI chebi_ontology +1 0.00000 [*+] monoatomic monocations monovalent cation monovalent inorganic cations CHEBI:25414 monoatomic monocation +1 ChEBI 0.00000 ChEBI [*+] ChEBI monoatomic monocations ChEBI monovalent cation UniProt monovalent inorganic cations ChEBI chebi_ontology monoatomic polycations multivalent inorganic cations CHEBI:25430 monoatomic polycation monoatomic polycations ChEBI multivalent inorganic cations ChEBI chebi_ontology CHEBI:25432 muramic acids An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution. Wikipedia:Mutagen chebi_ontology mutagene mutagenes mutagenic agent mutageno mutagenos mutagens CHEBI:25435 mutagen mutagene ChEBI mutagenes ChEBI mutagenic agent ChEBI mutageno ChEBI mutagenos ChEBI mutagens ChEBI A polycyclic aromatic ketone metabolite of naphthalene. chebi_ontology naphthoquinones CHEBI:25481 naphthoquinone naphthoquinones ChEBI chebi_ontology CHEBI:25506 neuraminates chebi_ontology CHEBI:25508 neuraminic acids An endogenous compound that is used to transmit information across the synapse between a neuron and another cell. Wikipedia:Neurotransmitter chebi_ontology neurotransmitters CHEBI:25512 neurotransmitter neurotransmitters ChEBI nickel cation chebi_ontology Ni Ni cation nickel cations CHEBI:25516 nickel cation nickel cation IUPAC Ni ChEBI Ni cation UniProt nickel cations ChEBI chebi_ontology CHEBI:25549 nitrites WebElements:N nitrogen chebi_ontology 7N N Stickstoff azote nitrogen nitrogeno CHEBI:25555 nitrogen atom nitrogen IUPAC 7N IUPAC N ChEBI N IUPAC Stickstoff ChEBI azote IUPAC nitrogen ChEBI nitrogeno ChEBI chebi_ontology organonitrogen heterocyclic antibiotics CHEBI:25558 organonitrogen heterocyclic antibiotic organonitrogen heterocyclic antibiotics ChEBI Any member of the class of phenols or substituted phenols carrying at least 1 nitro group. chebi_ontology nitrophenols CHEBI:25562 nitrophenol nitrophenols ChEBI CAS:7782-77-6 Gmelin:983 KEGG:C00088 PDBeChem:NO2 dioxonitric acid hydrogen dioxonitrate(1-) hydroxidooxidonitrogen nitrous acid chebi_ontology 0 47.001 47.01348 HNO2 IOVCWXUNBOPUCH-UHFFFAOYSA-N InChI=1S/HNO2/c2-1-3/h(H,2,3) [H]ON=O [NO(OH)] nitrosyl hydroxide CHEBI:25567 nitrous acid CAS:7782-77-6 ChemIDplus CAS:7782-77-6 NIST Chemistry WebBook Gmelin:983 Gmelin dioxonitric acid IUPAC hydrogen dioxonitrate(1-) IUPAC hydroxidooxidonitrogen IUPAC nitrous acid IUPAC 0 ChEBI 47.001 NIST_Chemistry_WebBook 47.01348 ChEBI HNO2 IUPAC HNO2 NIST_Chemistry_WebBook IOVCWXUNBOPUCH-UHFFFAOYSA-N ChEBI InChI=1S/HNO2/c2-1-3/h(H,2,3) ChEBI [H]ON=O ChEBI [NO(OH)] IUPAC nitrosyl hydroxide NIST_Chemistry_WebBook nonmetal chebi_ontology Nichtmetall Nichtmetalle no metal no metales non-metal non-metaux nonmetal nonmetals CHEBI:25585 nonmetal atom nonmetal IUPAC Nichtmetall ChEBI Nichtmetalle ChEBI no metal ChEBI no metales ChEBI non-metal ChEBI non-metaux ChEBI nonmetal ChEBI nonmetals ChEBI KEGG:C03251 Aldohexose 6-phosphate chebi_ontology C6H13O9P CHEBI:2559 aldohexose 6-phosphate Aldohexose 6-phosphate KEGG_COMPOUND C6H13O9P KEGG_COMPOUND chebi_ontology nucleoside antibiotics CHEBI:25605 nucleoside antibiotic nucleoside antibiotics ChEBI A nucleobase-containing molecular entity that is a nucleoside in which one or more of the sugar hydroxy groups has been converted into a mono- or poly-phosphate. The term includes both nucleotides and non-nucleotide nucleoside phosphates. KEGG:C01329 chebi_ontology NMP Nucleoside monophosphate nucleoside phosphates CHEBI:25608 nucleoside phosphate NMP KEGG_COMPOUND Nucleoside monophosphate KEGG_COMPOUND nucleoside phosphates ChEBI A straight-chain saturated fatty acid anion that is the conjugate base of octanoic acid (caprylic acid); believed to block adipogenesis. Beilstein:3588079 CAS:74-81-7 Gmelin:329219 PMID:11983812 Reaxys:3588079 UM-BBD_compID:c0047 octanoate chebi_ontology -1 1-heptanecarboxylate 143.107 143.204 C(CCCCCC)C(=O)[O-] C8H15O2 CH3-[CH2]6-COO(-) InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)/p-1 WWZKQHOCKIZLMA-UHFFFAOYSA-M caprilate caprylate n-caprylate n-octanoate n-octoate n-octylate octanoic acid, ion(1-) octylate CHEBI:25646 octanoate Beilstein:3588079 Beilstein CAS:74-81-7 ChemIDplus Gmelin:329219 Gmelin PMID:11983812 Europe PMC Reaxys:3588079 Reaxys UM-BBD_compID:c0047 ChEBI octanoate ChemIDplus octanoate IUPAC octanoate UniProt -1 ChEBI 1-heptanecarboxylate ChEBI 143.107 ChEBI 143.204 ChEBI C(CCCCCC)C(=O)[O-] ChEBI C8H15O2 ChEBI CH3-[CH2]6-COO(-) ChEBI InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)/p-1 ChEBI WWZKQHOCKIZLMA-UHFFFAOYSA-M ChEBI caprilate ChEBI caprylate ChEBI n-caprylate ChEBI n-octanoate ChEBI n-octoate ChEBI n-octylate ChEBI octanoic acid, ion(1-) ChemIDplus octylate ChEBI A peptide containing a relatively small number of amino acids. CHEBI:7755 Wikipedia:Oligopeptide oligopeptides chebi_ontology Oligopeptid oligopeptido CHEBI:25676 oligopeptide oligopeptides IUPAC Oligopeptid ChEBI oligopeptido ChEBI chebi_ontology organic heteromonocyclic compounds CHEBI:25693 organic heteromonocyclic compound organic heteromonocyclic compounds ChEBI Any organic ion with a net negative charge. chebi_ontology organic anions CHEBI:25696 organic anion organic anions ChEBI Any organic ion with a net positive charge. chebi_ontology organic cations CHEBI:25697 organic cation organic cations ChEBI An organooxygen compound with formula ROR, where R is not hydrogen. ether ethers chebi_ontology 0 15.995 15.99940 OR2 [*]O[*] ethers CHEBI:25698 ether ether IUPAC ethers IUPAC 0 ChEBI 15.995 ChEBI 15.99940 ChEBI OR2 ChEBI [*]O[*] ChEBI ethers ChEBI chebi_ontology organic ions CHEBI:25699 organic ion organic ions ChEBI An oxide in which the oxygen atom is bonded to a carbon atom. chebi_ontology organic oxides CHEBI:25701 organic oxide organic oxides ChEBI organic phosphate chebi_ontology organic phosphate ester organic phosphate esters organic phosphates organophosphate ester organophosphate esters CHEBI:25703 organic phosphate organic phosphate ChEBI organic phosphate ester ChEBI organic phosphate esters ChEBI organic phosphates ChEBI organophosphate ester ChEBI organophosphate esters ChEBI An alcohol derived from an aliphatic compound. KEGG:C02525 Aliphatic alcohol chebi_ontology 0 17.003 17.007 HOR aliphatic alcohols an aliphatic alcohol CHEBI:2571 aliphatic alcohol Aliphatic alcohol KEGG_COMPOUND 0 KEGG_COMPOUND 17.003 KEGG_COMPOUND 17.007 KEGG_COMPOUND HOR KEGG_COMPOUND aliphatic alcohols ChEBI an aliphatic alcohol UniProt An organophosphorus compound is formally a compound containing at least one carbon-phosphorus bond, but the term is often extended to include esters and thioesters. organophosphorus compound chebi_ontology organophosphorus compounds CHEBI:25710 organophosphorus compound organophosphorus compound ChEBI organophosphorus compounds ChEBI A solute used by a cell under water stress to maintain cell volume. chebi_ontology osmolytes CHEBI:25728 osmolyte osmolytes ChEBI An oxide is a chemical compound of oxygen with other chemical elements. oxide chebi_ontology oxides CHEBI:25741 oxide oxide ChEBI oxides ChEBI Compounds of structure R2C=NOH derived from condensation of aldehydes or ketones with hydroxylamine. Oximes from aldehydes may be called aldoximes; those from ketones may be called ketoximes. oxime oximes chebi_ontology 0 43.006 43.02470 CHNOR2 O\N=C(\[*])[*] oximes CHEBI:25750 oxime oxime IUPAC oximes IUPAC 0 ChEBI 43.006 ChEBI 43.02470 ChEBI CHNOR2 ChEBI O\N=C(\[*])[*] ChEBI oximes ChEBI Any compound that has an aldehydic or ketonic group as well as a carboxylic acid group in the same molecule. oxo carboxylic acids chebi_ontology oxo acids oxo carboxylic acids CHEBI:25754 oxo carboxylic acid oxo carboxylic acids IUPAC oxo acids IUPAC oxo carboxylic acids ChEBI KEGG:C00007 WebElements:O oxygen chebi_ontology 0 15.995 15.99940 8O InChI=1S/O O QVGXLLKOCUKJST-UHFFFAOYSA-N Sauerstoff [O] oxigeno oxygen oxygene CHEBI:25805 oxygen atom KEGG:C00007 ChEBI oxygen IUPAC 0 ChEBI 15.995 ChEBI 15.99940 ChEBI 8O IUPAC InChI=1S/O ChEBI O ChEBI O IUPAC QVGXLLKOCUKJST-UHFFFAOYSA-N ChEBI Sauerstoff ChEBI [O] ChEBI oxigeno ChEBI oxygen ChEBI oxygene ChEBI oxygen molecular entity chebi_ontology oxygen molecular entities CHEBI:25806 oxygen molecular entity oxygen molecular entity ChEBI oxygen molecular entities ChEBI chebi_ontology oxopurines CHEBI:25810 oxopurine oxopurines ChEBI A quinone in which the two oxo groups of the quinone are located para to each other on the 6-membered quinonoid ring. chebi_ontology p-quinone para-quinones CHEBI:25830 p-quinones p-quinone ChEBI para-quinones ChEBI A class of amides formed from pantoic acid and beta-alanine and its derivatives. chebi_ontology CHEBI:25848 pantothenic acids chebi_ontology CHEBI:25865 penicillanic acids chebi_ontology pentacyclic triterpenoids CHEBI:25872 pentacyclic triterpenoid pentacyclic triterpenoids ChEBI A hydroxyflavone substituted by five hydroxy groups. chebi_ontology pentahydroxyflavones CHEBI:25883 pentahydroxyflavone pentahydroxyflavones ChEBI aldopentose phosphate chebi_ontology aldopentose phosphates CHEBI:25900 aldopentose phosphate aldopentose phosphate ChEBI aldopentose phosphates ChEBI A five-carbon monosaccharide which in its linear form contains either an aldehyde group at position 1 (aldopentose) or a ketone group at position 2 (ketopentose). pentose chebi_ontology pentoses CHEBI:25901 pentose pentose ChEBI pentoses ChEBI Compounds of structure ROOR'. chebi_ontology 0 31.990 O2R2 [*]OO[*] a peroxide CHEBI:25940 peroxides 0 ChEBI 31.990 ChEBI O2R2 ChEBI [*]OO[*] ChEBI a peroxide UniProt The nitrogen oxoanion formed by loss of a proton from peroxynitrous acid. CAS:19059-14-4 Gmelin:674445 KEGG:C16845 Wikipedia:Peroxynitrite colombos:PEROXYNITRITE azoperoxoite oxidoperoxidonitrate(1-) peroxynitrite chebi_ontology -1 61.988 62.00494 CMFNMSMUKZHDEY-UHFFFAOYSA-M InChI=1S/HNO3/c2-1-4-3/h3H/p-1 NO3 [NO(OO)](-) [O-]ON=O CHEBI:25941 peroxynitrite CAS:19059-14-4 ChemIDplus CAS:19059-14-4 KEGG COMPOUND Gmelin:674445 Gmelin azoperoxoite IUPAC oxidoperoxidonitrate(1-) IUPAC peroxynitrite IUPAC peroxynitrite UniProt -1 ChEBI 61.988 ChEBI 62.00494 ChEBI CMFNMSMUKZHDEY-UHFFFAOYSA-M ChEBI InChI=1S/HNO3/c2-1-4-3/h3H/p-1 ChEBI NO3 ChEBI [NO(OO)](-) IUPAC [O-]ON=O ChEBI CAS:14691-52-2 Gmelin:49207 (dioxidanido)oxidonitrogen azoperoxous acid dioxidanidooxidonitrogen peroxynitrous acid chebi_ontology 0 62.996 63.01288 CMFNMSMUKZHDEY-UHFFFAOYSA-N HNO(O2) HNO3 InChI=1S/HNO3/c2-1-4-3/h3H [H]OON=O [NO(OOH)] CHEBI:25942 peroxynitrous acid CAS:14691-52-2 ChemIDplus Gmelin:49207 Gmelin (dioxidanido)oxidonitrogen IUPAC azoperoxous acid IUPAC dioxidanidooxidonitrogen IUPAC peroxynitrous acid ChEBI peroxynitrous acid IUPAC 0 ChEBI 62.996 ChEBI 63.01288 ChEBI CMFNMSMUKZHDEY-UHFFFAOYSA-N ChEBI HNO(O2) IUPAC HNO3 ChEBI InChI=1S/HNO3/c2-1-4-3/h3H ChEBI [H]OON=O ChEBI [NO(OOH)] IUPAC Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Wikipedia:Pesticide pesticide chebi_ontology Pestizid Pestizide pesticides CHEBI:25944 pesticide pesticide IUPAC Pestizid ChEBI Pestizide ChEBI pesticides ChEBI Any organic aromatic compound with a structure based on a phenylpropane skeleton. The class includes naturally occurring phenylpropanoid esters, flavonoids, anthocyanins, coumarins and many small phenolic molecules as well as their semi-synthetic and synthetic analogues. Phenylpropanoids are also precursors of lignin. Wikipedia:Phenylpropanoid chebi_ontology phenylpropanoids CHEBI:26004 phenylpropanoid phenylpropanoids ChEBI Salts and esters of phosphoric and oligophosphoric acids and their chalcogen analogues. In inorganic chemistry, the term is also used to describe anionic coordination entities with phosphorus as central atom. phosphates chebi_ontology Pi phosphates CHEBI:26020 phosphate phosphates IUPAC phosphates ChEBI chebi_ontology phosphite ions CHEBI:26045 phosphite ion phosphite ions ChEBI HP(=O)(OH)2 (phosphonic acid) and its P-substituted derivatives. phosphonic acids chebi_ontology CHEBI:26069 phosphonic acids phosphonic acids IUPAC A phosphorus oxoacid that consits of one oxo and three hydroxy groups joined covalently to a central phosphorus atom. Beilstein:1921286 CAS:7664-38-2 Drug_Central:4478 Gmelin:2000 HMDB:HMDB02142 KEGG:C00009 KEGG:D05467 KNApSAcK:C00007408 PMID:11455380 PMID:15630224 PMID:17439666 PMID:17518491 PMID:22282755 PMID:22333268 PMID:22381614 PMID:22401268 Reaxys:1921286 Wikipedia:Phosphoric_Acid Phosphoric acid phosphoric acid tetraoxophosphoric acid trihydrogen tetraoxophosphate(3-) trihydroxidooxidophosphorus chebi_ontology 0 97.977 97.99520 H3O4P H3PO4 InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4) NBIIXXVUZAFLBC-UHFFFAOYSA-N Orthophosphoric acid Phosphate Phosphorsaeure Phosphorsaeureloesungen [H]OP(=O)(O[H])O[H] [PO(OH)3] acide phosphorique acidum phosphoricum orthophosphoric acid CHEBI:26078 phosphoric acid Beilstein:1921286 Beilstein CAS:7664-38-2 ChemIDplus CAS:7664-38-2 KEGG COMPOUND CAS:7664-38-2 NIST Chemistry WebBook Drug_Central:4478 DrugCentral Gmelin:2000 Gmelin PMID:11455380 Europe PMC PMID:15630224 Europe PMC PMID:17439666 Europe PMC PMID:17518491 Europe PMC PMID:22282755 Europe PMC PMID:22333268 Europe PMC PMID:22381614 Europe PMC PMID:22401268 Europe PMC Reaxys:1921286 Reaxys Phosphoric acid KEGG_COMPOUND phosphoric acid IUPAC tetraoxophosphoric acid IUPAC trihydrogen tetraoxophosphate(3-) IUPAC trihydroxidooxidophosphorus IUPAC 0 ChEBI 97.977 ChEBI 97.99520 ChEBI H3O4P ChEBI H3PO4 IUPAC InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4) ChEBI NBIIXXVUZAFLBC-UHFFFAOYSA-N ChEBI Orthophosphoric acid KEGG_COMPOUND Phosphate KEGG_COMPOUND Phosphorsaeure ChEBI Phosphorsaeureloesungen ChEBI [H]OP(=O)(O[H])O[H] ChEBI [PO(OH)3] IUPAC acide phosphorique ChEBI acidum phosphoricum ChEBI orthophosphoric acid NIST_Chemistry_WebBook chebi_ontology phosphoric acid derivatives phosphoric acids CHEBI:26079 phosphoric acid derivative phosphoric acid derivatives ChEBI phosphoric acids ChEBI chebi_ontology phosphorus molecular entities CHEBI:26082 phosphorus molecular entity phosphorus molecular entities ChEBI chebi_ontology CHEBI:26144 piperazines A chemical, natural or artificial, that can affect the rate of growth of a plant. chebi_ontology plant growth regulators CHEBI:26155 plant growth regulator plant growth regulators ChEBI CHEBI:8283 KEGG:C06699 Polar amino acid chebi_ontology polar amino acids CHEBI:26167 polar amino acid Polar amino acid KEGG_COMPOUND polar amino acids ChEBI Natural and synthetic compounds containing alternating carbonyl and methylene groups ('beta-polyketones'), biogenetically derived from repeated condensation of acetyl coenzyme A (via malonyl coenzyme A), and usually the compounds derived from them by further condensations, etc. Considered by many to be synonymous with the less frequently used terms acetogenins and ketides. polyketide chebi_ontology polyketides CHEBI:26188 polyketide polyketide ChEBI polyketides ChEBI A compound that contains two or more hydroxy groups. chebi_ontology polyols CHEBI:26191 polyol polyols ChEBI Members of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group. Wikipedia:Polyphenol colombos:POLYPHENOLS chebi_ontology polyphenols CHEBI:26195 polyphenol polyphenols ChEBI CAS:7440-09-7 DrugBank:DB01345 KEGG:C00238 WebElements:K potassium chebi_ontology 0 19K 38.964 39.09830 InChI=1S/K K Kalium ZLMJMSJWJFRBEC-UHFFFAOYSA-N [K] kalium potasio potassium CHEBI:26216 potassium atom CAS:7440-09-7 ChemIDplus KEGG:C00238 ChEBI potassium IUPAC 0 ChEBI 19K IUPAC 38.964 ChEBI 39.09830 ChEBI InChI=1S/K ChEBI K ChEBI K IUPAC Kalium ChemIDplus ZLMJMSJWJFRBEC-UHFFFAOYSA-N ChEBI [K] ChEBI kalium IUPAC potasio ChEBI potassium ChEBI potassium molecular entity chebi_ontology potassium molecular entities CHEBI:26217 potassium molecular entity potassium molecular entity ChEBI potassium molecular entities ChEBI Any alkali metal salt having potassium(1+) as the cation. chebi_ontology Kaliumsalz Kaliumsalze potassium salts CHEBI:26218 potassium salt Kaliumsalz ChEBI Kaliumsalze ChEBI potassium salts ChEBI An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2. Beilstein:80809 CAS:609-36-9 Gmelin:26927 KEGG:C16435 PMID:16534801 PMID:21400017 PMID:21903295 PMID:22264337 PMID:22280966 PMID:22770225 Reaxys:80809 Wikipedia:Proline colombos:PROLINE proline chebi_ontology 0 115.063 115.13050 C5H9NO2 DL-Proline Hpro InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8) OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N Prolin prolina pyrrolidine-2-carboxylic acid CHEBI:26271 proline Beilstein:80809 Beilstein CAS:609-36-9 ChemIDplus CAS:609-36-9 KEGG COMPOUND CAS:609-36-9 NIST Chemistry WebBook Gmelin:26927 Gmelin PMID:16534801 Europe PMC PMID:21400017 Europe PMC PMID:21903295 Europe PMC PMID:22264337 Europe PMC PMID:22280966 Europe PMC PMID:22770225 Europe PMC Reaxys:80809 Reaxys proline ChEBI proline IUPAC 0 ChEBI 115.063 ChEBI 115.13050 ChEBI C5H9NO2 ChEBI DL-Proline KEGG_COMPOUND Hpro IUPAC InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8) ChEBI OC(=O)C1CCCN1 ChEBI ONIBWKKTOPOVIA-UHFFFAOYSA-N ChEBI Prolin ChEBI prolina ChEBI pyrrolidine-2-carboxylic acid IUPAC An aldehyde based on a propanal skeleton and its derivatives. chebi_ontology CHEBI:26282 propanals propane-1,2-diols chebi_ontology CHEBI:26284 propane-1,2-diols propane-1,2-diols ChEBI chebi_ontology propanediols CHEBI:26288 propanediol propanediols ChEBI Derivatives of oxoacids RnE(=O)OH in which the hydroxy group is replaced by an amino group and the oxo group is replaced by =NR. In organic chemistry an unspecified amidine is commonly a carboxamidine. amidine amidines chebi_ontology Amidines amidines CHEBI:2634 amidine amidine IUPAC amidines IUPAC Amidines KEGG_COMPOUND amidines ChEBI A tightly bound, specific nonpolypeptide unit in a protein determining and involved in its biological activity. prosthetic group chebi_ontology groupe prosthetique prosthetic groups CHEBI:26348 prosthetic group prosthetic group IUPAC groupe prosthetique IUPAC prosthetic groups ChEBI KEGG:C15587 purine nucleobase chebi_ontology purine bases purine nucleobases CHEBI:26386 purine nucleobase purine nucleobase ChEBI purine bases ChEBI purine nucleobases ChEBI chebi_ontology purine deoxyribonucleoside triphosphates CHEBI:26389 purine deoxyribonucleoside triphosphate purine deoxyribonucleoside triphosphates ChEBI chebi_ontology purine 2'-deoxyribonucleotides CHEBI:26390 purine 2'-deoxyribonucleotide purine 2'-deoxyribonucleotides ChEBI chebi_ontology purine nucleoside diphosphates CHEBI:26391 purine nucleoside diphosphate purine nucleoside diphosphates ChEBI chebi_ontology purine nucleoside monophosphates CHEBI:26392 purine nucleoside monophosphate purine nucleoside monophosphates ChEBI chebi_ontology purine nucleoside triphosphates CHEBI:26393 purine nucleoside triphosphate purine nucleoside triphosphates ChEBI purine nucleoside chebi_ontology purine nucleosides CHEBI:26394 purine nucleoside purine nucleoside ChEBI purine nucleosides ChEBI Any nucleotide that has a purine nucleobase. chebi_ontology purine nucleotides CHEBI:26395 purine nucleotide purine nucleotides ChEBI chebi_ontology purine ribonucleoside diphosphates CHEBI:26396 purine ribonucleoside diphosphate purine ribonucleoside diphosphates ChEBI chebi_ontology purine ribonucleoside monophosphates CHEBI:26397 purine ribonucleoside monophosphate purine ribonucleoside monophosphates ChEBI chebi_ontology purine ribonucleoside triphosphates CHEBI:26398 purine ribonucleoside triphosphate purine ribonucleoside triphosphates ChEBI chebi_ontology purine ribonucleosides CHEBI:26399 purine ribonucleoside purine ribonucleosides ChEBI Any ribonucleotide that has a purine nucleobase. chebi_ontology purine ribonucleotides CHEBI:26400 purine ribonucleotide purine ribonucleotides ChEBI A class of imidazopyrimidines that consists of purine and its substituted derivatives. CHEBI:13678 chebi_ontology CHEBI:26401 purines puromycins chebi_ontology CHEBI:26404 puromycins puromycins ChEBI Any organonitrogen heterocyclic compound based on a pyridine skeleton and its substituted derivatives. chebi_ontology CHEBI:26421 pyridines pyrimidine nucleobase chebi_ontology pyrimidine bases pyrimidine nucleobases CHEBI:26432 pyrimidine nucleobase pyrimidine nucleobase ChEBI pyrimidine bases ChEBI pyrimidine nucleobases ChEBI chebi_ontology pyrimidine nucleoside monophosphates CHEBI:26438 pyrimidine nucleoside monophosphate pyrimidine nucleoside monophosphates ChEBI chebi_ontology pyrimidine nucleoside triphosphates CHEBI:26439 pyrimidine nucleoside triphosphate pyrimidine nucleoside triphosphates ChEBI KEGG:C03169 chebi_ontology N-D-Ribosylpyrimidine pyrimidine nucleosides CHEBI:26440 pyrimidine nucleoside N-D-Ribosylpyrimidine KEGG_COMPOUND pyrimidine nucleosides ChEBI chebi_ontology pyrimidine nucleotides CHEBI:26441 pyrimidine nucleotide pyrimidine nucleotides ChEBI chebi_ontology pyrimidine ribonucleoside monophosphates CHEBI:26443 pyrimidine ribonucleoside monophosphate pyrimidine ribonucleoside monophosphates ChEBI chebi_ontology pyrimidine ribonucleoside triphosphates CHEBI:26444 pyrimidine ribonucleoside triphosphate pyrimidine ribonucleoside triphosphates ChEBI chebi_ontology pyrimidine ribonucleotides CHEBI:26446 pyrimidine ribonucleotide pyrimidine ribonucleotides ChEBI An azole that includes only one N atom and no other heteroatom as a part of the aromatic skeleton. chebi_ontology CHEBI:26455 pyrroles An L-alpha-amino acid which is biosynthesised from pyruvate (i.e. alanine, valine, and leucine). A closed class. chebi_ontology pyruvate family amino acids CHEBI:26463 pyruvate family amino acid pyruvate family amino acids ChEBI A nitrogen molecular entity that is electronically neutral but which contains a quaternary nitrogen. chebi_ontology CHEBI:26469 quaternary nitrogen compound Any aromatic carboxylic acid that contains a quinoline moiety that is substituted by one carboxy substituent. chebi_ontology quinolinemonocarboxylic acids CHEBI:26512 quinolinemonocarboxylic acid quinolinemonocarboxylic acids ChEBI A class of aromatic heterocyclic compounds each of which contains a benzene ring ortho fused to carbons 2 and 3 of a pyridine ring. chebi_ontology CHEBI:26513 quinolines A molecular entity possessing an unpaired electron. radical chebi_ontology Radikal Radikale free radical freies Radikal radical libre radicales libres radicals CHEBI:26519 radical radical IUPAC Radikal ChEBI Radikale ChEBI free radical ChEBI freies Radikal ChEBI radical libre ChEBI radicales libres ChEBI radicals IUPAC Molecules or ions formed by the incomplete one-electron reduction of oxygen. They contribute to the microbicidal activity of phagocytes, regulation of signal transduction and gene expression, and the oxidative damage to biopolymers. Wikipedia:Reactive_oxygen_species chebi_ontology ROS CHEBI:26523 reactive oxygen species ROS ChEBI A deoxymannose sugar that is the 6-deoxy derivative of hexose. PMID:24211429 PMID:24831810 rhamnose chebi_ontology C6H12O5 ramnose CHEBI:26546 rhamnose PMID:24211429 Europe PMC PMID:24831810 Europe PMC rhamnose UniProt C6H12O5 ChEBI ramnose ChEBI chebi_ontology ribonucleoside monophosphates CHEBI:26558 ribonucleoside monophosphate ribonucleoside monophosphates ChEBI chebi_ontology ribonucleotides CHEBI:26561 ribonucleotide ribonucleotides ChEBI ribose phosphate chebi_ontology ribose phosphates CHEBI:26562 ribose phosphate ribose phosphate ChEBI ribose phosphates ChEBI Wikipedia:Rifamycin chebi_ontology rifamycin CHEBI:26580 rifamycins rifamycin ChEBI Any fatty acid containing no carbon to carbon multiple bonds. Known to produce adverse biological effects when ingested to excess. PMID:16492686 PMID:19763019 PMID:20237329 saturated fatty acid chebi_ontology SFA SFAs saturated fatty acids CHEBI:26607 saturated fatty acid PMID:16492686 Europe PMC PMID:19763019 Europe PMC PMID:20237329 Europe PMC saturated fatty acid ChEBI SFA ChEBI SFAs ChEBI saturated fatty acids ChEBI Salts and esters of selenous acid. chebi_ontology CHEBI:26626 selenites selenium molecular entity chebi_ontology selenium molecular entities CHEBI:26628 selenium molecular entity selenium molecular entity ChEBI selenium molecular entities ChEBI CAS:7783-00-8 Gmelin:25856 dihydroxidooxidoselenium selenous acid chebi_ontology 0 128.97408 129.917 H2O3Se InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3) MCAHWIHFGHIESP-UHFFFAOYSA-N O[Se](O)=O [SeO(OH)2] selenige Saeure selenious acid CHEBI:26642 selenous acid CAS:7783-00-8 ChemIDplus Gmelin:25856 Gmelin dihydroxidooxidoselenium IUPAC selenous acid ChEBI selenous acid IUPAC selenous acid UniProt 0 ChEBI 128.97408 ChEBI 129.917 ChEBI H2O3Se ChEBI InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3) ChEBI MCAHWIHFGHIESP-UHFFFAOYSA-N ChEBI O[Se](O)=O ChEBI [SeO(OH)2] IUPAC selenige Saeure ChEBI selenious acid ChemIDplus A monocarboxylic acid derived from any dicarboxylic acid that has a retained name by the formal reduction of one of the carboxy groups to a formyl group. The resulting structure, also known as a semialdehyde, may be named by replacing the ending '...ic acid' of the retained name of the dicarboxylic acid by the ending '...aldehydic acid'. Aldehydic acids therefore contain one carboxy group and one aldehyde group. chebi_ontology Semialdehyd aldehydic acids semi-aldehyde semi-aldehydes semialdehyde semialdehydes CHEBI:26643 aldehydic acid Semialdehyd ChEBI aldehydic acids ChEBI semi-aldehyde ChEBI semi-aldehydes ChEBI semialdehyde ChEBI semialdehydes ChEBI An amino acid derivative resulting from reaction of serine at the amino group or the carboxy group, or from the replacement of any hydrogen of serine by a heteroatom. The definition normally excludes peptides containing serine residues. chebi_ontology serine derivatives CHEBI:26649 serine derivative serine derivatives ChEBI An L-alpha-amino acid which is biosynthesised from 3-phosphoglycerate (i.e. serine, glycine, cysteine and homocysteine). A closed class. PMID:20709681 chebi_ontology 3-phosphoglycerate family amino acid 3-phosphoglycerate family amino acids serine family amino acids CHEBI:26650 serine family amino acid PMID:20709681 Europe PMC 3-phosphoglycerate family amino acid ChEBI 3-phosphoglycerate family amino acids ChEBI serine family amino acids ChEBI An aliphatic monocarboxylic acid with a chain length of less than C6. If any non-hydrocarbon substituent is present, the compound is not normally regarded as a short-chain fatty acid. PMID:16633129 PMID:16870803 PMID:18203540 PMID:20148677 chebi_ontology 0 30.011 CH2OR OC([*])=O SCFA SCFAs short-chain fatty acids CHEBI:26666 short-chain fatty acid PMID:16633129 Europe PMC PMID:16870803 Europe PMC PMID:18203540 Europe PMC PMID:20148677 Europe PMC 0 ChEBI 30.011 ChEBI CH2OR ChEBI OC([*])=O ChEBI SCFA ChEBI SCFAs ChEBI short-chain fatty acids ChEBI Any of the N-acylneuraminic acids and their esters and other derivatives of the alcoholic hydroxy groups. chebi_ontology Sialsaeure Sialsaeuren acide sialique acides sialique sialic acids CHEBI:26667 sialic acid Sialsaeure ChEBI Sialsaeuren ChEBI acide sialique ChEBI acides sialique ChEBI sialic acids ChEBI Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron. siderophore chebi_ontology ferrioxamine ferrioxamines ironophore siderochrome siderochromes siderophores CHEBI:26672 siderophore siderophore IUPAC ferrioxamine ChEBI ferrioxamines ChEBI ironophore ChEBI siderochrome ChEBI siderochromes ChEBI siderophores ChEBI chebi_ontology CHEBI:26706 sn-glycerol 3-phosphates chebi_ontology glycerol phosphates CHEBI:26707 glycerol phosphate glycerol phosphates ChEBI CAS:7440-23-5 Gmelin:16221 KEGG:C01330 WebElements:Na sodium chebi_ontology 0 11Na 22.98977 22.990 InChI=1S/Na KEAYESYHFKHZAL-UHFFFAOYSA-N Na Natrium [Na] natrium sodio sodium CHEBI:26708 sodium atom CAS:7440-23-5 ChemIDplus Gmelin:16221 Gmelin KEGG:C01330 ChEBI sodium IUPAC 0 ChEBI 11Na IUPAC 22.98977 ChEBI 22.990 ChEBI InChI=1S/Na ChEBI KEAYESYHFKHZAL-UHFFFAOYSA-N ChEBI Na ChEBI Na IUPAC Natrium ChemIDplus [Na] ChEBI natrium IUPAC sodio ChemIDplus sodium ChEBI An inorganic chloride salt having sodium(1+) as the counterion. Beilstein:3534976 CAS:7647-14-5 Gmelin:13673 KEGG:C13563 KEGG:D02056 MetaCyc:NACL Reaxys:3534976 Wikipedia:Sodium_Chloride colombos:NaCl sodium chloride chebi_ontology 0 57.959 58.44247 ClNa FAPWRFPIFSIZLT-UHFFFAOYSA-M InChI=1S/ClH.Na/h1H;/q;+1/p-1 Kochsalz NaCl Natriumchlorid [Na+].[Cl-] chlorure de sodium cloruro sodico common salt halite natrii chloridum rock salt salt table salt CHEBI:26710 sodium chloride Beilstein:3534976 Beilstein CAS:7647-14-5 ChemIDplus CAS:7647-14-5 KEGG COMPOUND CAS:7647-14-5 NIST Chemistry WebBook Gmelin:13673 Gmelin Reaxys:3534976 Reaxys sodium chloride ChEBI sodium chloride IUPAC 0 ChEBI 57.959 NIST_Chemistry_WebBook 58.44247 ChEBI ClNa NIST_Chemistry_WebBook FAPWRFPIFSIZLT-UHFFFAOYSA-M ChEBI InChI=1S/ClH.Na/h1H;/q;+1/p-1 ChEBI Kochsalz ChEBI NaCl IUPAC Natriumchlorid NIST_Chemistry_WebBook [Na+].[Cl-] ChEBI chlorure de sodium ChEBI cloruro sodico ChEBI common salt ChemIDplus halite NIST_Chemistry_WebBook natrii chloridum ChEBI rock salt ChemIDplus salt ChemIDplus table salt ChemIDplus chebi_ontology sodium compounds sodium molecular entities CHEBI:26712 sodium molecular entity sodium compounds ChEBI sodium molecular entities ChEBI Any alkali metal salt having sodium(1+) as the cation. chebi_ontology Natriumsalz Natriumsalze sodium salts CHEBI:26714 sodium salt Natriumsalz ChEBI Natriumsalze ChEBI sodium salts ChEBI A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-(4-hydroxyphenyl)acetamido group. CHEBI:133770 Beilstein:4274654 CAS:26787-78-0 DrugBank:DB01060 Drug_Central:192 HMDB:HMDB15193 KEGG:C06827 KEGG:D07452 LINCS:LSM-5654 PMID:10930630 PMID:11431418 PMID:11906332 PMID:12569987 PMID:12833570 PMID:12850488 PMID:16033609 PMID:2083978 PMID:24595455 PMID:24631718 PMID:24759068 PMID:25998949 PMID:27731424 Patent:DE1942693 Patent:GB1241844 Patent:GB978178 Patent:US3192198 Reaxys:4274654 Wikipedia:Amoxicillin colombos:AMOXICILLIN 6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylic acid Amoxicillin chebi_ontology (2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 365.105 365.40400 6-(p-hydroxy-alpha-aminophenylacetamido)penicillanic acid AMPC AX Amolin Amopenixin Amoxicillin anhydrous C16H19N3O5S Clamoxyl InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N Moxal [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)C(O)=O alpha-amino-p-hydroxybenzylpenicillin amoxicilina amoxicillin amoxicilline amoxicillinum amoxycilin amoxycillin p-hydroxyampicillin CHEBI:2676 amoxicillin Beilstein:4274654 Beilstein CAS:26787-78-0 ChemIDplus CAS:26787-78-0 KEGG COMPOUND Drug_Central:192 DrugCentral PMID:10930630 Europe PMC PMID:11431418 Europe PMC PMID:11906332 Europe PMC PMID:12569987 Europe PMC PMID:12833570 Europe PMC PMID:12850488 Europe PMC PMID:16033609 Europe PMC PMID:2083978 Europe PMC PMID:24595455 Europe PMC PMID:24631718 Europe PMC PMID:24759068 Europe PMC PMID:25998949 Europe PMC PMID:27731424 Europe PMC Reaxys:4274654 Reaxys 6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylic acid IUPAC Amoxicillin KEGG_COMPOUND (2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC 0 ChEBI 365.105 ChEBI 365.40400 ChEBI 6-(p-hydroxy-alpha-aminophenylacetamido)penicillanic acid ChemIDplus AMPC DrugBank AX ChEBI Amolin DrugBank Amopenixin DrugBank Amoxicillin anhydrous KEGG_COMPOUND C16H19N3O5S ChEBI Clamoxyl ChemIDplus InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1 ChEBI LSQZJLSUYDQPKJ-NJBDSQKTSA-N ChEBI Moxal DrugBank [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)C(O)=O ChEBI alpha-amino-p-hydroxybenzylpenicillin ChemIDplus amoxicilina ChemIDplus amoxicillin KEGG_DRUG amoxicilline ChemIDplus amoxicillinum ChemIDplus amoxycilin ChEBI amoxycillin ChemIDplus p-hydroxyampicillin ChemIDplus Any steroid that acts as hormone. chebi_ontology Steroidhormon Steroidhormone hormona esteroide hormonas esteroideas hormone steroide hormones steroides steroid hormones CHEBI:26764 steroid hormone Steroidhormon ChEBI Steroidhormone ChEBI hormona esteroide ChEBI hormonas esteroideas ChEBI hormone steroide ChEBI hormones steroides ChEBI steroid hormones ChEBI chebi_ontology CHEBI:26788 streptomycins A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of succinic acid. colombos:SUCCINATE chebi_ontology succinate anion succinates succinic acid anion CHEBI:26806 succinate succinate anion ChEBI succinates ChEBI succinic acid anion ChEBI chebi_ontology carbohydrate phosphates CHEBI:26816 carbohydrate phosphate carbohydrate phosphates ChEBI Salts and esters of sulfuric acid sulfates chebi_ontology sulfuric acid derivative sulphates CHEBI:26820 sulfates sulfates ChEBI sulfuric acid derivative ChEBI sulphates ChEBI chebi_ontology sulfonium compounds CHEBI:26830 sulfonium compound sulfonium compounds ChEBI CAS:7704-34-9 KEGG:C00087 KEGG:D06527 WebElements:S sulfur chebi_ontology 0 16S 31.972 32.06600 Elemental sulfur InChI=1S/S NINIDFKCEFEMDL-UHFFFAOYSA-N S Schwefel [S] azufre soufre sulfur sulphur theion CHEBI:26833 sulfur atom CAS:7704-34-9 ChemIDplus CAS:7704-34-9 NIST Chemistry WebBook sulfur IUPAC 0 ChEBI 16S IUPAC 31.972 ChEBI 32.06600 ChEBI Elemental sulfur KEGG_COMPOUND InChI=1S/S ChEBI NINIDFKCEFEMDL-UHFFFAOYSA-N ChEBI S ChEBI S IUPAC S KEGG_COMPOUND Schwefel ChEBI [S] ChEBI azufre ChEBI soufre ChEBI sulfur ChEBI sulfur UniProt sulphur ChEBI theion IUPAC chebi_ontology sulfur-containing amino acids CHEBI:26834 sulfur-containing amino acid sulfur-containing amino acids ChEBI sulfur molecular entity chebi_ontology sulfur molecular entities CHEBI:26835 sulfur molecular entity sulfur molecular entity ChEBI sulfur molecular entities ChEBI A sulfur oxoacid that consits of two oxo and two hydroxy groups joined covalently to a central sulfur atom. CAS:7664-93-9 Gmelin:2122 KEGG:C00059 KEGG:D05963 KNApSAcK:C00007530 MolBase:4 PMID:13568755 PMID:16122922 PMID:19397353 PMID:22047659 PMID:22136045 PMID:22204399 PMID:22267186 PMID:22296037 PMID:22364556 PMID:22435616 Reaxys:2037554 Wikipedia:Sulfuric_acid Sulfuric acid dihydrogen tetraoxosulfate dihydroxidodioxidosulfur hydrogen tetraoxosulfate(2-) hydrogen tetraoxosulfate(VI) sulfuric acid tetraoxosulfuric acid chebi_ontology 0 97.967 98.07948 Acide sulfurique Acido sulfurico Acidum sulfuricum H2O4S H2SO4 InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4) QAOWNCQODCNURD-UHFFFAOYSA-N Schwefelsaeureloesungen [H]OS(=O)(=O)O[H] [S(OH)2O2] [SO2(OH)2] sulphuric acid CHEBI:26836 sulfuric acid CAS:7664-93-9 ChemIDplus CAS:7664-93-9 KEGG COMPOUND CAS:7664-93-9 NIST Chemistry WebBook Gmelin:2122 Gmelin PMID:13568755 Europe PMC PMID:16122922 Europe PMC PMID:19397353 Europe PMC PMID:22047659 Europe PMC PMID:22136045 Europe PMC PMID:22204399 Europe PMC PMID:22267186 Europe PMC PMID:22296037 Europe PMC PMID:22364556 Europe PMC PMID:22435616 Europe PMC Reaxys:2037554 Reaxys Sulfuric acid KEGG_COMPOUND dihydrogen tetraoxosulfate IUPAC dihydroxidodioxidosulfur IUPAC hydrogen tetraoxosulfate(2-) IUPAC hydrogen tetraoxosulfate(VI) IUPAC sulfuric acid ChEBI sulfuric acid IUPAC tetraoxosulfuric acid IUPAC 0 ChEBI 97.967 ChEBI 98.07948 ChEBI Acide sulfurique ChemIDplus Acido sulfurico ChemIDplus Acidum sulfuricum ChemIDplus H2O4S ChEBI H2SO4 IUPAC InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4) ChEBI QAOWNCQODCNURD-UHFFFAOYSA-N ChEBI Schwefelsaeureloesungen ChemIDplus [H]OS(=O)(=O)O[H] ChEBI [S(OH)2O2] MolBase [SO2(OH)2] IUPAC sulphuric acid MolBase Any of a group of astringent polyphenolic vegetable principles or compounds, chiefly complex glucosides of catechol and pyrogallol. Wikipedia:Tannin colombos:TANNINE chebi_ontology tannins CHEBI:26848 tannin tannins ChEBI Beilstein:1725148 Beilstein:6270431 CAS:133-37-9 Gmelin:82691 PMID:24507823 PMID:24556732 YMDB:YMDB01788 rel-(2R,3R)-2,3-dihydroxybutanedioic acid chebi_ontology (2R,3R)-rel-2,3-dihydroxybutanedioic acid (2RS,3RS)-tartaric acid (R*,R*)-(+-)-2,3-dihydroxybutanedioic acid (R*,R*)-2,3-dihydroxybutanedioic acid 0 150.08684 C4H6O6 DL-tartaric acid Traubensaeure Vogesensaeure acide tartrique acido tartarico dl-tartaric acid para-Weinsaeure paratartaric acid racemic acid racemic tartaric acid racemische Weinsaeure resolvable tartaric acid uvic acid CHEBI:26849 tartaric acid Beilstein:1725148 Beilstein Beilstein:6270431 Beilstein CAS:133-37-9 ChemIDplus CAS:133-37-9 NIST Chemistry WebBook Gmelin:82691 Gmelin PMID:24507823 Europe PMC PMID:24556732 Europe PMC rel-(2R,3R)-2,3-dihydroxybutanedioic acid IUPAC (2R,3R)-rel-2,3-dihydroxybutanedioic acid ChemIDplus (2RS,3RS)-tartaric acid ChemIDplus (R*,R*)-(+-)-2,3-dihydroxybutanedioic acid NIST_Chemistry_WebBook (R*,R*)-2,3-dihydroxybutanedioic acid ChemIDplus 0 ChEBI 150.08684 ChEBI C4H6O6 ChEBI DL-tartaric acid ChemIDplus Traubensaeure ChemIDplus Vogesensaeure ChEBI acide tartrique ChEBI acido tartarico ChEBI dl-tartaric acid NIST_Chemistry_WebBook para-Weinsaeure ChEBI paratartaric acid NIST_Chemistry_WebBook racemic acid ChemIDplus racemic tartaric acid ChemIDplus racemische Weinsaeure ChEBI resolvable tartaric acid NIST_Chemistry_WebBook uvic acid ChemIDplus Any isoprenoid that is a natural product or related compound formally derived from isoprene units. Terpenoids may contain oxygen in various functional groups. This class is subdivided according to the number of carbon atoms in the parent terpene. The skeleton of terpenoids may differ from strict additivity of isoprene units by the loss or shift of a fragment, generally a methyl group. Wikipedia:Terpenoid Terpenoid terpenoids chebi_ontology terpenoide terpenoides CHEBI:26873 terpenoid Terpenoid ChEBI terpenoids IUPAC terpenoide IUPAC terpenoides IUPAC A subclass of polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups. chebi_ontology CHEBI:26895 tetracyclines Any oxacycle having an oxolane (tetrahydrofuran) skeleton. chebi_ontology CHEBI:26912 oxolanes chebi_ontology tetraric acids CHEBI:26933 tetraric acid tetraric acids ChEBI chebi_ontology thiamines CHEBI:26948 thiamine thiamines ChEBI An ester in which one or both oxygens of an ester group have been replaced by divalent sulfur. chebi_ontology thiocarboxylic esters CHEBI:26959 thiocarboxylic ester thiocarboxylic esters ChEBI UM-BBD_compID:c0570 chebi_ontology thiosulfates thiosulphate CHEBI:26977 thiosulfate UM-BBD_compID:c0570 ChEBI thiosulfates ChEBI thiosulphate ChEBI An organic tricyclic compound in which at least one of the rings of the tricyclic skeleton contains one or more heteroatoms. chebi_ontology heterotricyclic compounds organic heterotricyclic compounds CHEBI:26979 organic heterotricyclic compound heterotricyclic compounds ChEBI organic heterotricyclic compounds ChEBI An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 1-hydroxyethyl group. Beilstein:8204750 CAS:80-68-2 PMID:11379295 PMID:15221503 PMID:22264337 Wikipedia:Threonine threonine chebi_ontology C4H9NO3 Threonin CHEBI:26986 threonine Beilstein:8204750 Beilstein CAS:80-68-2 ChemIDplus CAS:80-68-2 NIST Chemistry WebBook PMID:11379295 Europe PMC PMID:15221503 Europe PMC PMID:22264337 Europe PMC threonine IUPAC C4H9NO3 ChEBI Threonin ChEBI An amino acid derivative resulting from reaction of threonine at the amino group or the carboxy group, or from the replacement of any hydrogen of threonine by a heteroatom. The definition normally excludes peptides containing threonine residues. chebi_ontology threonine derivatives CHEBI:26987 threonine derivative threonine derivatives ChEBI Any member of the class of benzenes that is a substituted benzene in which the substituents include one (and only one) methyl group. chebi_ontology CHEBI:27024 toluenes Poisonous substance produced by a biological organism such as a microbe, animal or plant. Wikipedia:Toxin toxin chebi_ontology toxins CHEBI:27026 toxin toxin IUPAC toxins ChEBI chebi_ontology micronutrients trace elements CHEBI:27027 micronutrient micronutrients ChEBI trace elements ChEBI An element whose atom has an incomplete d sub-shell, or which can give rise to cations with an incomplete d sub-shell. transition element chebi_ontology Uebergangselement Uebergangsmetalle metal de transicion metal de transition metales de transicion metaux de transition transition element transition elements transition metal transition metals CHEBI:27081 transition element atom transition element IUPAC Uebergangselement ChEBI Uebergangsmetalle ChEBI metal de transicion ChEBI metal de transition ChEBI metales de transicion ChEBI metaux de transition ChEBI transition element ChEBI transition elements ChEBI transition metal ChEBI transition metals ChEBI A disaccharide formed by a (1<->1)-glycosidic bond between two units of D-glucose. chebi_ontology 0 342.116 342.29650 C12H22O11 HDTRYLNUVZCQOY-MFAKQEFJSA-N InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12?/m1/s1 OC[C@H]1OC(OC2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:27082 trehalose 0 ChEBI 342.116 ChEBI 342.29650 ChEBI C12H22O11 ChEBI HDTRYLNUVZCQOY-MFAKQEFJSA-N ChEBI InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12?/m1/s1 ChEBI OC[C@H]1OC(OC2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI chebi_ontology trehalose phosphates CHEBI:27084 trehalose phosphate trehalose phosphates ChEBI chebi_ontology tricarboxylate tricarboxylates tricarboxylic acid trianions CHEBI:27092 tricarboxylic acid trianion tricarboxylate ChEBI tricarboxylates ChEBI tricarboxylic acid trianions ChEBI An oxoacid containing three carboxy groups. Wikipedia:Tricarboxylic_acid chebi_ontology C3H3O6R Tricarbonsaeure Trikarbonsaeure tricarboxylic acids CHEBI:27093 tricarboxylic acid C3H3O6R ChEBI Tricarbonsaeure ChEBI Trikarbonsaeure ChEBI tricarboxylic acids ChEBI chebi_ontology C24H40O5 trihydroxy-5beta-cholanic acids CHEBI:27114 trihydroxy-5beta-cholanic acid C24H40O5 ChEBI trihydroxy-5beta-cholanic acids ChEBI A chemical compound containing three hydroxy groups. chebi_ontology triols CHEBI:27136 triol triols ChEBI A monosaccharide containing three carbon atoms, which is important in respiration. Only two trioses occur naturally: the aldotriose glyceraldehyde and the ketotriose dihydroxyacetone. triose chebi_ontology trioses CHEBI:27137 triose triose ChEBI trioses ChEBI Wikipedia:Trisaccharide chebi_ontology trisaccharides CHEBI:27150 trisaccharide trisaccharides ChEBI chebi_ontology +3 0.00000 [*+3] monoatomic trications trivalent inorganic cations CHEBI:27153 monoatomic trication +3 ChEBI 0.00000 ChEBI [*+3] ChEBI monoatomic trications ChEBI trivalent inorganic cations ChEBI chebi_ontology heterobicyclic compounds organic heterobicyclic compounds CHEBI:27171 organic heterobicyclic compound heterobicyclic compounds ChEBI organic heterobicyclic compounds ChEBI Aralkylamino compounds which contain a tyramine skeleton. chebi_ontology CHEBI:27175 tyramines A univalent carboacyl group is a group formed by loss of OH from the carboxy group of a carboxylic acid. chebi_ontology univalent acyl group univalent carboacyl groups univalent carboxylic acyl groups CHEBI:27207 univalent carboacyl group univalent acyl group ChEBI univalent carboacyl groups ChEBI univalent carboxylic acyl groups ChEBI chebi_ontology uridine 5'-phosphates CHEBI:27232 uridine 5'-phosphate uridine 5'-phosphates ChEBI chebi_ontology uridine phosphates CHEBI:27237 uridine phosphate uridine phosphates ChEBI chebi_ontology CHEBI:27242 uridines A carbohydrate acid formally derived by oxidation to a carboxy group of the terminal -CH2OH group of any aldose or ketose. uronic acid chebi_ontology uronic acids CHEBI:27252 uronic acid uronic acid ChEBI uronic acids ChEBI Any metabolite that is found naturally as a component of a volatile oil. Wikipedia:Essential_oil chebi_ontology essential oil component essential oil components ethereal oil component ethereal oil components volatile oil components CHEBI:27311 volatile oil component essential oil component ChEBI essential oil components ChEBI ethereal oil component ChEBI ethereal oil components ChEBI volatile oil components ChEBI chebi_ontology wasserloesliche Vitamine water-soluble vitamins CHEBI:27314 water-soluble vitamin wasserloesliche Vitamine ChEBI water-soluble vitamins ChEBI CAS:7440-66-6 Gmelin:16321 KEGG:C00038 PDBeChem:ZN WebElements:Zn zinc chebi_ontology 0 30Zn 63.929 65.39000 HCHKCACWOHOZIP-UHFFFAOYSA-N InChI=1S/Zn Zink Zn Zn(II) Zn2+ [Zn] cinc zinc zincum CHEBI:27363 zinc atom CAS:7440-66-6 ChemIDplus CAS:7440-66-6 KEGG COMPOUND Gmelin:16321 Gmelin zinc IUPAC 0 ChEBI 30Zn IUPAC 63.929 ChEBI 65.39000 ChEBI HCHKCACWOHOZIP-UHFFFAOYSA-N ChEBI InChI=1S/Zn ChEBI Zink ChEBI Zn ChEBI Zn IUPAC Zn(II) KEGG_COMPOUND Zn2+ KEGG_COMPOUND [Zn] ChEBI cinc ChEBI zinc ChEBI zincum ChEBI chebi_ontology zinc compounds zinc molecular entities CHEBI:27364 zinc molecular entity zinc compounds ChEBI zinc molecular entities ChEBI zinc ion chebi_ontology zinc ions CHEBI:27365 zinc ion zinc ion ChEBI zinc ions ChEBI A neutral compound having formal unit electrical charges of opposite sign on non-adjacent atoms. Sometimes referred to as inner salts, dipolar ions (a misnomer). zwitterion zwitterions chebi_ontology compose zwitterionique compuestos zwitterionicos zwitteriones zwitterionic compounds CHEBI:27369 zwitterion zwitterion IUPAC zwitterions IUPAC compose zwitterionique IUPAC compuestos zwitterionicos IUPAC zwitteriones IUPAC zwitterionic compounds IUPAC An alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is methyl. CHEBI:6813 Beilstein:1446024 CAS:75-75-2 Gmelin:1681 KEGG:C11145 MetaCyc:CPD-3746 PMID:24304088 PMID:24593036 Reaxys:1446024 Wikipedia:Methanesulfonic_acid Methanesulfonic acid methanesulfonic acid chebi_ontology 0 95.988 96.10666 AFVFQIVMOAPDHO-UHFFFAOYSA-N CH4O3S CS(O)(=O)=O InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4) Methansulfonsaeure methylsulfonic acid CHEBI:27376 methanesulfonic acid Beilstein:1446024 Beilstein CAS:75-75-2 ChemIDplus CAS:75-75-2 KEGG COMPOUND CAS:75-75-2 NIST Chemistry WebBook Gmelin:1681 Gmelin PMID:24304088 Europe PMC PMID:24593036 Europe PMC Reaxys:1446024 Reaxys Methanesulfonic acid KEGG_COMPOUND methanesulfonic acid IUPAC 0 ChEBI 95.988 KEGG_COMPOUND 96.10666 ChEBI AFVFQIVMOAPDHO-UHFFFAOYSA-N ChEBI CH4O3S KEGG_COMPOUND CS(O)(=O)=O ChEBI InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4) ChEBI Methansulfonsaeure ChEBI methylsulfonic acid NIST_Chemistry_WebBook An amino cyclitol that is scyllo-inositol in which the hydroxy groups at positions 1 and 3 are replaced by guanidino groups. CHEBI:26781 CHEBI:9280 CAS:85-17-6 KEGG:C00837 MetaCyc:CPD-10148 PMID:11642734 PMID:15736038 PMID:16956741 PMID:17011831 PMID:17609790 PMID:6076630 Reaxys:2816623 1,1'-[(1R,2s,3S,4R,5r,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine N,N'''-[(1R,2s,3S,4R,5r,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine Streptidine chebi_ontology 0 1,1'-(2,4,5,6-Tetrahydroxy-1,3-cyclohexylene)diguanidine 1,3-diguanidino-2,4,5,6-cyclohexanetetrol 262.139 262.26630 C8H18N6O4 InChI=1S/C8H18N6O4/c9-7(10)13-1-3(15)2(14-8(11)12)5(17)6(18)4(1)16/h1-6,15-18H,(H4,9,10,13)(H4,11,12,14)/t1-,2+,3-,4+,5-,6- MSXMXWJPFIDEMT-FAEUDGQSSA-N N,N'-bis(aminoiminomethyl)streptamine N,N'-diamidinostreptamine NC(=N)N[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](NC(N)=N)[C@@H]1O Streptamine, N,N'-bis(aminoiminomethyl)- CHEBI:27405 streptidine CAS:85-17-6 ChemIDplus CAS:85-17-6 KEGG COMPOUND PMID:11642734 Europe PMC PMID:15736038 Europe PMC PMID:16956741 Europe PMC PMID:17011831 Europe PMC PMID:17609790 Europe PMC PMID:6076630 Europe PMC Reaxys:2816623 Reaxys 1,1'-[(1R,2s,3S,4R,5r,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine IUPAC N,N'''-[(1R,2s,3S,4R,5r,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine IUPAC Streptidine KEGG_COMPOUND 0 ChEBI 1,1'-(2,4,5,6-Tetrahydroxy-1,3-cyclohexylene)diguanidine ChemIDplus 1,3-diguanidino-2,4,5,6-cyclohexanetetrol ChEBI 262.139 KEGG_COMPOUND 262.26630 ChEBI C8H18N6O4 KEGG_COMPOUND InChI=1S/C8H18N6O4/c9-7(10)13-1-3(15)2(14-8(11)12)5(17)6(18)4(1)16/h1-6,15-18H,(H4,9,10,13)(H4,11,12,14)/t1-,2+,3-,4+,5-,6- ChEBI MSXMXWJPFIDEMT-FAEUDGQSSA-N ChEBI N,N'-bis(aminoiminomethyl)streptamine ChEBI N,N'-diamidinostreptamine ChEBI NC(=N)N[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](NC(N)=N)[C@@H]1O ChEBI Streptamine, N,N'-bis(aminoiminomethyl)- ChemIDplus CHEBI:25356 CHEBI:6953 Beilstein:3570056 CAS:50-07-7 DrugBank:DB00305 Drug_Central:1819 KEGG:C06681 KEGG:D00208 KNApSAcK:C00018668 LINCS:LSM-6310 Wikipedia:Mitomycin colombos:MMC Mitomycin C [(1aS,8S,8aR,8bS)-6-amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazirino[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate chebi_ontology 0 334.128 334.32720 7-Amino-9alpha-methoxymitosane Ametycine C15H18N4O5 InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1 MMC Mitocin-C Mitomycin Mutamycin NWIBSHFKIJFRCO-WUDYKRTCSA-N [H][C@]12CN3C4=C([C@@H](COC(N)=O)[C@@]3(OC)[C@@]1([H])N2)C(=O)C(N)=C(C)C4=O CHEBI:27504 mitomycin C Beilstein:3570056 Beilstein CAS:50-07-7 ChemIDplus CAS:50-07-7 KEGG COMPOUND Drug_Central:1819 DrugCentral Mitomycin C KEGG_COMPOUND [(1aS,8S,8aR,8bS)-6-amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazirino[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate IUPAC 0 ChEBI 334.128 KEGG_COMPOUND 334.32720 ChEBI 7-Amino-9alpha-methoxymitosane ChemIDplus Ametycine ChemIDplus C15H18N4O5 KEGG_COMPOUND InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1 ChEBI MMC ChemIDplus Mitocin-C ChemIDplus Mitomycin KEGG_COMPOUND Mutamycin ChemIDplus NWIBSHFKIJFRCO-WUDYKRTCSA-N ChEBI [H][C@]12CN3C4=C([C@@H](COC(N)=O)[C@@]3(OC)[C@@]1([H])N2)C(=O)C(N)=C(C)C4=O ChEBI An indoledione that is the 2,3-diketo derivative of indole. CHEBI:24879 CHEBI:43625 CHEBI:5978 Beilstein:383659 CAS:91-56-5 DrugBank:DB02095 Gmelin:165206 KEGG:C11129 KNApSAcK:C00026981 MetaCyc:ISATIN PDBeChem:ISN PMID:15876476 PMID:16236622 PMID:1650428 PMID:17330218 PMID:17447419 PMID:19834914 PMID:23744416 PMID:26846278 PMID:9510091 Reaxys:383659 Wikipedia:Isatin colombos:ISTATIN 1H-indole-2,3-dione ISATIN Isatin isatin chebi_ontology 0 147.032 147.13080 C8H5NO2 InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11) JXDYKVIHCLTXOP-UHFFFAOYSA-N O=C1Nc2ccccc2C1=O indole-2,3-dione CHEBI:27539 isatin Beilstein:383659 Beilstein CAS:91-56-5 ChemIDplus CAS:91-56-5 KEGG COMPOUND CAS:91-56-5 NIST Chemistry WebBook Gmelin:165206 Gmelin PMID:15876476 Europe PMC PMID:16236622 Europe PMC PMID:1650428 Europe PMC PMID:17330218 Europe PMC PMID:17447419 Europe PMC PMID:19834914 Europe PMC PMID:23744416 Europe PMC PMID:26846278 Europe PMC PMID:9510091 Europe PMC Reaxys:383659 Reaxys 1H-indole-2,3-dione IUPAC ISATIN PDBeChem Isatin KEGG_COMPOUND isatin UniProt 0 ChEBI 147.032 ChEBI 147.13080 ChEBI C8H5NO2 ChEBI InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11) ChEBI JXDYKVIHCLTXOP-UHFFFAOYSA-N ChEBI O=C1Nc2ccccc2C1=O ChEBI indole-2,3-dione NIST_Chemistry_WebBook CHEBI:22630 CHEBI:2845 CAS:7440-38-2 KEGG:C06269 WebElements:As arsenic chebi_ontology 0 33As 74.92160 74.922 Arsen Arsenic As InChI=1S/As RQNWIZPPADIBDY-UHFFFAOYSA-N [As] arsenic arsenico arsenicum CHEBI:27563 arsenic atom CAS:7440-38-2 ChemIDplus CAS:7440-38-2 KEGG COMPOUND arsenic IUPAC 0 ChEBI 33As IUPAC 74.92160 ChEBI 74.922 ChEBI Arsen ChemIDplus Arsenic KEGG_COMPOUND As ChEBI As KEGG_COMPOUND InChI=1S/As ChEBI RQNWIZPPADIBDY-UHFFFAOYSA-N ChEBI [As] ChEBI arsenic ChEBI arsenico ChEBI arsenicum ChEBI CHEBI:26627 CHEBI:9091 CAS:7782-49-2 KEGG:C01529 WebElements:Se selenium chebi_ontology 0 34Se 78.96000 79.917 BUGBHKTXTAQXES-UHFFFAOYSA-N InChI=1S/Se Se Selen Selenium [Se] selenio selenium CHEBI:27568 selenium atom CAS:7782-49-2 ChemIDplus CAS:7782-49-2 KEGG COMPOUND selenium IUPAC 0 ChEBI 34Se IUPAC 78.96000 ChEBI 79.917 KEGG_COMPOUND BUGBHKTXTAQXES-UHFFFAOYSA-N ChEBI InChI=1S/Se ChEBI Se IUPAC Se KEGG_COMPOUND Selen ChemIDplus Selenium KEGG_COMPOUND [Se] ChEBI selenio ChEBI selenium ChEBI CHEBI:23009 CHEBI:3399 CAS:7440-44-0 KEGG:C06265 WebElements:C carbon chebi_ontology 0 12.000 12.01070 6C C Carbon InChI=1S/C Kohlenstoff OKTJSMMVPCPJKN-UHFFFAOYSA-N [C] carbon carbone carbonium carbono CHEBI:27594 carbon atom CAS:7440-44-0 ChemIDplus CAS:7440-44-0 KEGG COMPOUND carbon IUPAC 0 ChEBI 12.000 ChEBI 12.01070 ChEBI 6C IUPAC C ChEBI C IUPAC C KEGG_COMPOUND Carbon KEGG_COMPOUND InChI=1S/C ChEBI Kohlenstoff ChEBI OKTJSMMVPCPJKN-UHFFFAOYSA-N ChEBI [C] ChEBI carbon ChEBI carbone ChEBI carbonium ChEBI carbono ChEBI CHEBI:24625 CHEBI:5773 Beilstein:110598 CAS:461-72-3 Gmelin:101266 KEGG:C05146 PDBeChem:HYN Hydantoin imidazolidine-2,4-dione chebi_ontology 0 100.027 100.07614 2,4(3H,5H)-imidazoledione 2,4-imidazolidinedione C3H4N2O2 Glycolylurea InChI=1S/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7) O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N imidazole-2,4(3H,5H)-dione CHEBI:27612 hydantoin Beilstein:110598 Beilstein CAS:461-72-3 ChemIDplus CAS:461-72-3 KEGG COMPOUND CAS:461-72-3 NIST Chemistry WebBook Gmelin:101266 Gmelin Hydantoin KEGG_COMPOUND imidazolidine-2,4-dione IUPAC 0 ChEBI 100.027 KEGG_COMPOUND 100.07614 ChEBI 2,4(3H,5H)-imidazoledione NIST_Chemistry_WebBook 2,4-imidazolidinedione NIST_Chemistry_WebBook C3H4N2O2 KEGG_COMPOUND Glycolylurea KEGG_COMPOUND InChI=1S/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7) ChEBI O=C1CNC(=O)N1 ChEBI WJRBRSLFGCUECM-UHFFFAOYSA-N ChEBI imidazole-2,4(3H,5H)-dione ChemIDplus Any aldehyde having an oxo substituent at the 2-position. CHEBI:1248 CHEBI:13595 CHEBI:19739 KEGG:C00538 chebi_ontology 0 2-Oxoaldehyde 2-oxo aldehydes 2-oxoaldehyde 56.998 72.06270 C2HO2R [H]C(=O)C(C)=O CHEBI:27659 2-oxo aldehyde 0 ChEBI 2-Oxoaldehyde KEGG_COMPOUND 2-oxo aldehydes ChEBI 2-oxoaldehyde UniProt 56.998 ChEBI 72.06270 ChEBI C2HO2R ChEBI [H]C(=O)C(C)=O ChEBI A fatty acid anion 10:0 that is the conjugate base of decanoic acid. CHEBI:125804 CHEBI:23570 Beilstein:3538146 Gmelin:330643 KEGG:C01571 MetaCyc:CPD-3617 Reaxys:3538146 decanoate chebi_ontology -1 1-nonanecarboxylate 171.139 171.25670 C10H19O2 CCCCCCCCCC([O-])=O CH3-[CH2]8-COO(-) GHVNFZFCNZKVNT-UHFFFAOYSA-M InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12)/p-1 caprate caprinate caprynate decanoic acid anion decoate decylate n-caprate n-decanoate n-decoate n-decylate nC9H19CO2 anion CHEBI:27689 decanoate Beilstein:3538146 Beilstein Gmelin:330643 Gmelin KEGG:C01571 ChEBI Reaxys:3538146 Reaxys decanoate IUPAC decanoate UniProt -1 ChEBI 1-nonanecarboxylate ChEBI 171.139 ChEBI 171.25670 ChEBI C10H19O2 ChEBI CCCCCCCCCC([O-])=O ChEBI CH3-[CH2]8-COO(-) IUPAC GHVNFZFCNZKVNT-UHFFFAOYSA-M ChEBI InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12)/p-1 ChEBI caprate ChEBI caprinate ChEBI caprynate ChEBI decanoic acid anion ChEBI decoate ChEBI decylate ChEBI n-caprate ChEBI n-decanoate ChEBI n-decoate ChEBI n-decylate ChEBI nC9H19CO2 anion NIST_Chemistry_WebBook A phosphonic acid resulting from the formal oxidative coupling of the methyl group of methylphosphonic acid with the amino group of glycine. It is one of the most commonly used herbicdes worldwide, and the only one to target the enzyme 5-enolpyruvyl-3-shikimate phosphate synthase (EPSPS). CHEBI:24423 CHEBI:43013 CHEBI:5510 Beilstein:2045054 CAS:1071-83-6 DrugBank:DB04539 Gmelin:279222 KEGG:C01705 PDBeChem:GPF PDBeChem:GPJ PMID:27758090 PMID:28266132 PMID:28474816 PMID:28643882 PMID:28711546 Pesticides:glyphosate UM-BBD_compID:c0134 Wikipedia:Glyphosate colombos:GLYPHOSATE Glyphosate N-(phosphonomethyl)glycine chebi_ontology 0 169.014 169.07310 C3H8NO5P InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9) OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N CHEBI:27744 glyphosate Beilstein:2045054 Beilstein CAS:1071-83-6 Alan Wood's Pesticides CAS:1071-83-6 ChemIDplus CAS:1071-83-6 KEGG COMPOUND Gmelin:279222 Gmelin PMID:27758090 Europe PMC PMID:28266132 Europe PMC PMID:28474816 Europe PMC PMID:28643882 Europe PMC PMID:28711546 Europe PMC Pesticides:glyphosate Alan Wood's Pesticides UM-BBD_compID:c0134 ChEBI Glyphosate KEGG_COMPOUND N-(phosphonomethyl)glycine IUPAC 0 ChEBI 169.014 ChEBI 169.014 KEGG_COMPOUND 169.07310 ChEBI C3H8NO5P ChEBI C3H8NO5P KEGG_COMPOUND InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9) ChEBI OC(=O)CNCP(O)(O)=O ChEBI XDDAORKBJWWYJS-UHFFFAOYSA-N ChEBI A surfactant (or a mixture containing one or more surfactants) having cleaning properties in dilute solutions. CHEBI:23648 CHEBI:4456 KEGG:C01689 detergent chebi_ontology Detergents CHEBI:27780 detergent detergent IUPAC Detergents KEGG_COMPOUND A chlorocarboxylic acid that is acetic acid carrying a 2-chloro substituent. CHEBI:23125 CHEBI:3622 CAS:79-11-8 HMDB:HMDB31331 KEGG:C06755 KEGG:D07677 LIPID_MAPS_instance:LMFA01090068 MetaCyc:CHLOROACETIC-ACID PDBeChem:R3W PMID:12359395 PMID:15033542 PMID:16647117 PMID:17490874 PMID:23103613 PMID:25451595 Pesticides:monochloroacetic%20acid Reaxys:605438 Chloroacetic acid chloroacetic acid chebi_ontology 0 2-chloro-acetic acid 2-chloro-ethanoic acid 2-chloroacetic acid 93.982 94.49700 Acide chloracetique Acide chloroacetique Acide monochloracetique C2H3ClO2 CAA Chloroethanoic acid FOCAUTSVDIKZOP-UHFFFAOYSA-N InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5) Monochloressigsaeure OC(=O)CCl alpha-chloro-acetic acid chloracetic acid monochloroacetic acid monochloroethanoic acid CHEBI:27869 chloroacetic acid CAS:79-11-8 ChemIDplus CAS:79-11-8 KEGG COMPOUND CAS:79-11-8 NIST Chemistry WebBook LIPID_MAPS_instance:LMFA01090068 LIPID MAPS PMID:12359395 Europe PMC PMID:15033542 Europe PMC PMID:16647117 Europe PMC PMID:17490874 Europe PMC PMID:23103613 Europe PMC PMID:25451595 Europe PMC Pesticides:monochloroacetic%20acid Alan Wood's Pesticides Reaxys:605438 Reaxys Chloroacetic acid KEGG_COMPOUND chloroacetic acid IUPAC 0 ChEBI 2-chloro-acetic acid LIPID_MAPS 2-chloro-ethanoic acid LIPID_MAPS 2-chloroacetic acid ChEBI 93.982 ChEBI 94.49700 ChEBI Acide chloracetique ChemIDplus Acide chloroacetique ChemIDplus Acide monochloracetique ChemIDplus C2H3ClO2 ChEBI CAA ChEBI Chloroethanoic acid KEGG_COMPOUND FOCAUTSVDIKZOP-UHFFFAOYSA-N ChEBI InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5) ChEBI Monochloressigsaeure ChemIDplus OC(=O)CCl ChEBI alpha-chloro-acetic acid ChEBI chloracetic acid NIST_Chemistry_WebBook monochloroacetic acid NIST_Chemistry_WebBook monochloroethanoic acid NIST_Chemistry_WebBook An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3. CHEBI:27163 CHEBI:9769 Beilstein:86196 CAS:54-12-6 Gmelin:4532 KEGG:C00806 KNApSAcK:C00001396 LINCS:LSM-36836 PMID:17439666 PMID:22264337 Reaxys:86196 Wikipedia:Tryptophan colombos:TRYPTOPHAN Tryptophan tryptophan chebi_ontology 0 2-amino-3-(1H-indol-3-yl)propanoic acid 204.090 204.22526 C11H12N2O2 Htrp InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) NC(Cc1c[nH]c2ccccc12)C(O)=O QIVBCDIJIAJPQS-UHFFFAOYSA-N Trp W alpha-Amino-beta-(3-indolyl)-propionic acid alpha-amino-beta-3-indolepropionic acid beta-3-indolylalanine triptofano tryptophane CHEBI:27897 tryptophan Beilstein:86196 Beilstein CAS:54-12-6 ChemIDplus CAS:54-12-6 KEGG COMPOUND CAS:54-12-6 NIST Chemistry WebBook Gmelin:4532 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:86196 Reaxys Tryptophan KEGG_COMPOUND tryptophan IUPAC 0 ChEBI 2-amino-3-(1H-indol-3-yl)propanoic acid IUPAC 204.090 KEGG_COMPOUND 204.22526 ChEBI C11H12N2O2 KEGG_COMPOUND Htrp IUPAC InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) ChEBI NC(Cc1c[nH]c2ccccc12)C(O)=O ChEBI QIVBCDIJIAJPQS-UHFFFAOYSA-N ChEBI Trp ChEBI W ChEBI alpha-Amino-beta-(3-indolyl)-propionic acid KEGG_COMPOUND alpha-amino-beta-3-indolepropionic acid ChEBI beta-3-indolylalanine ChEBI triptofano ChEBI tryptophane ChEBI A diamminedichloroplatinum compound in which the two ammine ligands and two chloro ligands are oriented in a cis planar configuration around the central platinum ion. An anticancer drug that interacts with, and forms cross-links between, DNA and proteins, it is used as a neoplasm inhibitor to treat solid tumours, primarily of the testis and ovary. CHEBI:23314 CHEBI:3722 CAS:15663-27-1 DrugBank:DB00515 Gmelin:2519 HMDB:HMDB14656 KEGG:C06911 KEGG:D00275 MetaCyc:CPD0-1392 MolBase:25 PMID:10883661 PMID:12537968 PMID:12831510 PMID:12935404 PMID:16327988 PMID:18472761 PMID:1855275 PMID:23554447 PMID:23604226 PMID:23651576 Patent:DE2318020 Patent:DE2329485 Reaxys:11324567 Wikipedia:Cisplatin colombos:CISPLATIN (SP-4-2)-diamminedichloridoplatinum (SP-4-2)-diamminedichloroplatinum Cisplatin cis-diamminedichloridoplatinum(II) cis-diamminedichloroplatinum(II) chebi_ontology 0 298.956 300.04452 Briplatin CDDP Cismaplat Cl2H6N2Pt H6Cl2N2Pt InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2 LXZZYRPGZAFOLE-UHFFFAOYSA-L Lederplatin Neoplatin Peyrone's chloride Peyrone's salt Platamine Platinex Platinol Randa [H][N]([H])([H])[Pt](Cl)(Cl)[N]([H])([H])[H] [PtCl2(NH3)2] cis-DDP cis-Diamminedichloroplatinum(II) cis-[PtCl2(NH3)2] cis-diamminedichloroplatinum cis-diammineplatinum(II) dichloride cis-dichlorodiammineplatinum(II) cis-platin cisplatin cisplatine cisplatino cisplatinum CHEBI:27899 cisplatin CAS:15663-27-1 ChemIDplus CAS:15663-27-1 KEGG COMPOUND Gmelin:2519 Gmelin PMID:10883661 Europe PMC PMID:12537968 Europe PMC PMID:12831510 Europe PMC PMID:12935404 Europe PMC PMID:16327988 Europe PMC PMID:18472761 Europe PMC PMID:1855275 Europe PMC PMID:23554447 Europe PMC PMID:23604226 Europe PMC PMID:23651576 Europe PMC Reaxys:11324567 Reaxys (SP-4-2)-diamminedichloridoplatinum IUPAC (SP-4-2)-diamminedichloroplatinum IUPAC Cisplatin KEGG_COMPOUND cis-diamminedichloridoplatinum(II) IUPAC cis-diamminedichloroplatinum(II) IUPAC 0 ChEBI 298.956 ChEBI 298.956 KEGG_COMPOUND 300.04452 ChEBI Briplatin ChemIDplus CDDP KEGG_COMPOUND Cismaplat DrugBank Cl2H6N2Pt ChEBI H6Cl2N2Pt KEGG_COMPOUND InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2 ChEBI LXZZYRPGZAFOLE-UHFFFAOYSA-L ChEBI Lederplatin DrugBank Neoplatin DrugBank Peyrone's chloride ChemIDplus Peyrone's salt ChEBI Platamine DrugBank Platinex DrugBank Platinol KEGG_DRUG Randa DrugBank [H][N]([H])([H])[Pt](Cl)(Cl)[N]([H])([H])[H] ChEBI [PtCl2(NH3)2] KEGG_COMPOUND cis-DDP ChemIDplus cis-Diamminedichloroplatinum(II) KEGG_COMPOUND cis-[PtCl2(NH3)2] MolBase cis-diamminedichloroplatinum ChemIDplus cis-diammineplatinum(II) dichloride ChemIDplus cis-dichlorodiammineplatinum(II) ChemIDplus cis-platin ChEBI cisplatin ChemIDplus cisplatine ChemIDplus cisplatino ChemIDplus cisplatinum ChemIDplus A broad-spectrum polyketide antibiotic produced by the Streptomyces genus of actinobacteria. CHEBI:26894 CHEBI:45729 CHEBI:9474 Beilstein:2230417 CAS:60-54-8 DrugBank:DB00759 Drug_Central:2611 Gmelin:1103368 KEGG:C06570 KEGG:D00201 MetaCyc:CPD0-1414 PDBeChem:TAC PMID:11061623 PMID:11550419 PMID:11744940 PMID:12934399 PMID:14585720 PMID:15825421 PMID:15913752 PMID:16443056 PMID:1650428 PMID:16749547 PMID:17251127 PMID:17260506 PMID:18326855 PMID:18406588 PMID:19032078 PMID:19112759 PMID:19136803 PMID:25286144 PMID:26876942 Patent:US2699054 Patent:US2712517 Patent:US2886595 Patent:US3005023 Patent:US3019173 Patent:US3301899 Reaxys:2230417 Wikipedia:Tetracycline colombos:TETRACYCLINE (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide TETRACYCLINE Tetracycline tetracycline chebi_ontology (4S,4aS,5aS,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide 0 444.153 444.43460 Abramycin Achromycin Anhydrotetracycline C22H24N2O8 Deschlorobiomycin InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1 Liquamycin OFVLGDICTFRJMM-WESIUVDSSA-N Tetracyclin Tetrazyklin Tsiklomitsin [H][C@@]12C[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C tetracycline tetracyclinum CHEBI:27902 tetracycline Beilstein:2230417 Beilstein CAS:60-54-8 ChemIDplus CAS:60-54-8 KEGG COMPOUND Drug_Central:2611 DrugCentral Gmelin:1103368 Gmelin PMID:11061623 Europe PMC PMID:11550419 Europe PMC PMID:11744940 Europe PMC PMID:12934399 Europe PMC PMID:14585720 Europe PMC PMID:15825421 Europe PMC PMID:15913752 Europe PMC PMID:16443056 Europe PMC PMID:1650428 Europe PMC PMID:16749547 Europe PMC PMID:17251127 Europe PMC PMID:17260506 Europe PMC PMID:18326855 Europe PMC PMID:18406588 Europe PMC PMID:19032078 Europe PMC PMID:19112759 Europe PMC PMID:19136803 Europe PMC PMID:25286144 Europe PMC PMID:26876942 Europe PMC Reaxys:2230417 Reaxys (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide IUPAC TETRACYCLINE PDBeChem Tetracycline KEGG_COMPOUND tetracycline ChEBI (4S,4aS,5aS,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide ChemIDplus 0 ChEBI 444.153 KEGG_COMPOUND 444.43460 ChEBI Abramycin ChemIDplus Achromycin ChEBI Anhydrotetracycline DrugBank C22H24N2O8 KEGG_COMPOUND Deschlorobiomycin ChemIDplus InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1 ChEBI Liquamycin ChemIDplus OFVLGDICTFRJMM-WESIUVDSSA-N ChEBI Tetracyclin ChEBI Tetrazyklin ChEBI Tsiklomitsin ChemIDplus [H][C@@]12C[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C ChEBI tetracycline ChemIDplus tetracyclinum ChemIDplus An organonitrogen heterocyclic antibiotic that contains a beta-lactam ring. CHEBI:10427 CHEBI:22844 KEGG:C03438 PMID:19254642 PMID:22594007 Wikipedia:Beta-lactam_antibiotic chebi_ontology beta-Lactam antibiotics beta-lactam antibiotics CHEBI:27933 beta-lactam antibiotic PMID:19254642 Europe PMC PMID:22594007 Europe PMC beta-Lactam antibiotics KEGG_COMPOUND beta-lactam antibiotics ChEBI An amino cyclitol consisting of scyllo-inositol with the hydroxy groups at positions 1 and 3 replaced by unsubstituted amino groups. CHEBI:26779 CHEBI:9277 Beilstein:26714 CAS:488-52-8 KEGG:C01854 Reaxys:2802452 (1R,2r,3S,4R,5s,6S)-4,6-diaminocyclohexane-1,2,3,5-tetrol 1,3-diamino-1,3-dideoxy-scyllo-inositol Streptamine chebi_ontology 0 178.095 178.18640 ANLMVXSIPASBFL-FAEUDGQSSA-N C6H14N2O4 InChI=1S/C6H14N2O4/c7-1-3(9)2(8)5(11)6(12)4(1)10/h1-6,9-12H,7-8H2/t1-,2+,3-,4+,5-,6- N[C@H]1[C@H](O)[C@@H](N)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:27955 streptamine Beilstein:26714 Beilstein CAS:488-52-8 ChemIDplus CAS:488-52-8 KEGG COMPOUND Reaxys:2802452 Reaxys (1R,2r,3S,4R,5s,6S)-4,6-diaminocyclohexane-1,2,3,5-tetrol IUPAC 1,3-diamino-1,3-dideoxy-scyllo-inositol IUPAC Streptamine KEGG_COMPOUND 0 ChEBI 178.095 ChEBI 178.095 KEGG_COMPOUND 178.18640 ChEBI ANLMVXSIPASBFL-FAEUDGQSSA-N ChEBI C6H14N2O4 ChEBI C6H14N2O4 KEGG_COMPOUND InChI=1S/C6H14N2O4/c7-1-3(9)2(8)5(11)6(12)4(1)10/h1-6,9-12H,7-8H2/t1-,2+,3-,4+,5-,6- ChEBI N[C@H]1[C@H](O)[C@@H](N)[C@H](O)[C@@H](O)[C@@H]1O ChEBI CHEBI:27170 CHEBI:9779 CAS:7440-33-7 Gmelin:16317 KEGG:C00753 PDBeChem:W WebElements:W Tungsten tungsten wolfram chebi_ontology 0 183.84000 183.951 74W InChI=1S/W W WFKWXMTUELFFGS-UHFFFAOYSA-N Wolfram [W] tungsten atom tungstene tungsteno volframio wolframio wolframium CHEBI:27998 tungsten CAS:7440-33-7 ChemIDplus CAS:7440-33-7 KEGG COMPOUND CAS:7440-33-7 NIST Chemistry WebBook Gmelin:16317 Gmelin Tungsten KEGG_COMPOUND tungsten IUPAC wolfram IUPAC 0 ChEBI 183.84000 ChEBI 183.951 KEGG_COMPOUND 74W IUPAC InChI=1S/W ChEBI W IUPAC W KEGG_COMPOUND WFKWXMTUELFFGS-UHFFFAOYSA-N ChEBI Wolfram NIST_Chemistry_WebBook [W] ChEBI tungsten atom ChEBI tungstene ChEBI tungsteno ChEBI volframio ChEBI wolframio ChEBI wolframium ChEBI CHEBI:23422 CHEBI:3968 Beilstein:1732479 CAS:420-05-3 CAS:71000-82-3 Gmelin:839 KEGG:C01417 Cyanic acid hydrogen nitridooxocarbonate hydroxidonitridocarbon nitridooxocarbonic acid chebi_ontology 0 43.006 43.02478 CHNO Cyansaeure HOCN InChI=1S/CHNO/c2-1-3/h3H OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N Zyansaeure [C(N)OH] CHEBI:28024 cyanic acid Beilstein:1732479 Beilstein CAS:420-05-3 ChemIDplus CAS:420-05-3 KEGG COMPOUND CAS:420-05-3 NIST Chemistry WebBook CAS:71000-82-3 KEGG COMPOUND Gmelin:839 Gmelin Cyanic acid KEGG_COMPOUND hydrogen nitridooxocarbonate IUPAC hydroxidonitridocarbon IUPAC nitridooxocarbonic acid IUPAC 0 ChEBI 43.006 KEGG_COMPOUND 43.02478 ChEBI CHNO KEGG_COMPOUND Cyansaeure ChEBI HOCN IUPAC InChI=1S/CHNO/c2-1-3/h3H ChEBI OC#N ChEBI XLJMAIOERFSOGZ-UHFFFAOYSA-N ChEBI Zyansaeure ChEBI [C(N)OH] IUPAC An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group. CHEBI:25984 CHEBI:8089 Beilstein:1910407 CAS:150-30-1 Gmelin:50836 KEGG:C02057 PMID:17439666 PMID:22264337 Reaxys:1910407 Wikipedia:Phenylalanine 2-amino-3-phenylpropanoic acid Phenylalanine phenylalanine chebi_ontology 0 165.079 165.18918 C9H11NO2 COLNVLDHVKWLRT-UHFFFAOYSA-N DL-Phenylalanine F InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12) NC(Cc1ccccc1)C(O)=O PHE Phenylalanin alpha-Amino-beta-phenylpropionic acid fenilalanina CHEBI:28044 phenylalanine Beilstein:1910407 Beilstein CAS:150-30-1 ChemIDplus CAS:150-30-1 NIST Chemistry WebBook Gmelin:50836 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:1910407 Reaxys 2-amino-3-phenylpropanoic acid IUPAC Phenylalanine KEGG_COMPOUND phenylalanine ChEBI phenylalanine IUPAC 0 ChEBI 165.079 KEGG_COMPOUND 165.18918 ChEBI C9H11NO2 KEGG_COMPOUND COLNVLDHVKWLRT-UHFFFAOYSA-N ChEBI DL-Phenylalanine KEGG_COMPOUND F ChEBI InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12) ChEBI NC(Cc1ccccc1)C(O)=O ChEBI PHE ChEBI Phenylalanin ChEBI alpha-Amino-beta-phenylpropionic acid KEGG_COMPOUND fenilalanina ChEBI A glycosylglucose formed by an alpha-(1->6)-linkage between D-galactose and D-glucose. CHEBI:20943 CHEBI:25182 CHEBI:60170 CHEBI:6733 Beilstein:1292781 CAS:585-99-9 Gmelin:887780 HMDB:HMDB00048 KEGG:C05402 KEGG:G01275 KNApSAcK:C00001142 MetaCyc:MELIBIOSE PMID:12797744 PMID:17006649 PMID:17724458 PMID:19846069 PMID:19913595 PMID:3290105 PMID:718021 PMID:7524207 Reaxys:1292781 Wikipedia:Melibiose Melibiose alpha-D-galactopyranosyl-(1->6)-D-glucopyranose melibiose chebi_ontology (Gal)1 (Glc)1 0 342.116 342.29650 6-O-(alpha-D-Galactopyranosyl)-D-glucopyranose 6-O-alpha-D-galactopyranosyl-D-glucopyranose C12H22O11 D-Melibiose D-mellibiose DLRVVLDZNNYCBX-ABXHMFFYSA-N Gal-alpha(1,6)Glc InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11?,12+/m1/s1 OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O alpha-D-Gal-(1->6)-D-Glc alpha-D-Galp-(1->6)-D-Glcp alpha-D-galactosyl-(1->6)-D-glucose CHEBI:28053 melibiose Beilstein:1292781 Beilstein CAS:585-99-9 ChemIDplus CAS:585-99-9 KEGG COMPOUND Gmelin:887780 Gmelin PMID:12797744 Europe PMC PMID:17006649 Europe PMC PMID:17724458 Europe PMC PMID:19846069 Europe PMC PMID:19913595 Europe PMC PMID:3290105 Europe PMC PMID:718021 Europe PMC PMID:7524207 Europe PMC Reaxys:1292781 Reaxys Melibiose KEGG_COMPOUND alpha-D-galactopyranosyl-(1->6)-D-glucopyranose IUPAC melibiose UniProt (Gal)1 (Glc)1 KEGG_GLYCAN 0 ChEBI 342.116 ChEBI 342.116 KEGG_COMPOUND 342.29650 ChEBI 6-O-(alpha-D-Galactopyranosyl)-D-glucopyranose KEGG_COMPOUND 6-O-alpha-D-galactopyranosyl-D-glucopyranose IUPAC C12H22O11 ChEBI C12H22O11 KEGG_COMPOUND D-Melibiose ChemIDplus D-mellibiose ChEBI DLRVVLDZNNYCBX-ABXHMFFYSA-N ChEBI Gal-alpha(1,6)Glc ChEBI InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11?,12+/m1/s1 ChEBI OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O ChEBI alpha-D-Gal-(1->6)-D-Glc ChEBI alpha-D-Galp-(1->6)-D-Glcp ChEBI alpha-D-galactosyl-(1->6)-D-glucose ChEBI A member of the class of rifamycins that is a a semisynthetic antibiotic derived from Amycolatopsis rifamycinica (previously known as Amycolatopsis mediterranei and Streptomyces mediterranei) CHEBI:26577 CHEBI:45308 CHEBI:8858 Beilstein:5723476 CAS:13292-46-1 DrugBank:DB01045 HMDB:HMDB15179 KEGG:C06688 KEGG:D00211 PDBeChem:RFP PMID:11600355 PMID:14665784 PMID:14670633 PMID:15331348 PMID:15383168 PMID:15705662 PMID:16159084 PMID:16515773 PMID:17828712 PMID:18332862 PMID:19386087 PMID:19458074 PMID:19723399 PMID:24718527 PMID:26725427 PMID:26819743 PMID:27082586 PMID:27143080 PMID:27182275 PMID:27242224 PMID:27470132 PMID:27569735 PMID:27617596 PMID:27640793 PMID:27755552 PMID:27795624 PMID:27883163 PMID:27965540 PMID:27993874 PMID:28081169 PMID:28118809 PMID:28181840 PMID:28184157 PMID:28207542 PMID:28262820 Patent:NL6509961 Patent:US3342810 Reaxys:5723476 Wikipedia:Rifampicin colombos:RIFAMPICIN (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-{(E)-[(4-methylpiperazin-1-yl)imino]methyl}-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1(4,7).0(5,28)]triaconta-1(28),1(29),2,4,9,19,21,25,27-nonaen-13-yl acetate Rifampicin chebi_ontology 0 3-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV 822.405 822.94020 C43H58N4O12 CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)c(\C=N\N1CCN(C)CC1)c(O)c4c3C2=O InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1 JQXXHWHPUNPDRT-WLSIYKJHSA-N RFP Rifampin rifamcin rifampicin rifampicina rifampicinum CHEBI:28077 rifampicin Beilstein:5723476 Beilstein CAS:13292-46-1 ChemIDplus CAS:13292-46-1 KEGG COMPOUND PMID:11600355 Europe PMC PMID:14665784 Europe PMC PMID:14670633 Europe PMC PMID:15331348 Europe PMC PMID:15383168 Europe PMC PMID:15705662 Europe PMC PMID:16159084 Europe PMC PMID:16515773 Europe PMC PMID:17828712 Europe PMC PMID:18332862 Europe PMC PMID:19386087 Europe PMC PMID:19458074 Europe PMC PMID:19723399 Europe PMC PMID:24718527 Europe PMC PMID:26725427 Europe PMC PMID:26819743 Europe PMC PMID:27082586 Europe PMC PMID:27143080 Europe PMC PMID:27182275 Europe PMC PMID:27242224 Europe PMC PMID:27470132 Europe PMC PMID:27569735 Europe PMC PMID:27617596 Europe PMC PMID:27640793 Europe PMC PMID:27755552 Europe PMC PMID:27795624 Europe PMC PMID:27883163 Europe PMC PMID:27965540 Europe PMC PMID:27993874 Europe PMC PMID:28081169 Europe PMC PMID:28118809 Europe PMC PMID:28181840 Europe PMC PMID:28184157 Europe PMC PMID:28207542 Europe PMC PMID:28262820 Europe PMC Reaxys:5723476 Reaxys (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-{(E)-[(4-methylpiperazin-1-yl)imino]methyl}-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1(4,7).0(5,28)]triaconta-1(28),1(29),2,4,9,19,21,25,27-nonaen-13-yl acetate IUPAC Rifampicin KEGG_COMPOUND 0 ChEBI 3-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV ChemIDplus 822.405 KEGG_COMPOUND 822.94020 ChEBI C43H58N4O12 KEGG_COMPOUND CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)c(\C=N\N1CCN(C)CC1)c(O)c4c3C2=O ChEBI InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1 ChEBI JQXXHWHPUNPDRT-WLSIYKJHSA-N ChEBI RFP DrugBank Rifampin KEGG_COMPOUND rifamcin ChEBI rifampicin KEGG_DRUG rifampicina DrugBank rifampicinum DrugBank CHEBI:14489 CHEBI:24948 CHEBI:24949 CHEBI:6107 Beilstein:61646 CAS:4696-76-8 Drug_Central:1520 KEGG:C00825 KEGG:D07497 KNApSAcK:C00018692 PDBeChem:9CS (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside Kanamycin B chebi_ontology 0 2'-amino-2'-deoxykanamycin 483.254 483.51390 Bekanamycin C18H37N5O10 InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O Nebramycin V Nebramycin factor 5 O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1->6))-2-deoxy-D-streptamine SKKLOUVUUNMCJE-FQSMHNGLSA-N CHEBI:28098 kanamycin B Beilstein:61646 Beilstein CAS:4696-76-8 ChemIDplus CAS:4696-76-8 KEGG COMPOUND Drug_Central:1520 DrugCentral (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside IUPAC Kanamycin B KEGG_COMPOUND 0 ChEBI 2'-amino-2'-deoxykanamycin ChemIDplus 483.254 KEGG_COMPOUND 483.51390 ChEBI Bekanamycin KEGG_COMPOUND C18H37N5O10 KEGG_COMPOUND InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 ChEBI NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O ChEBI Nebramycin V ChemIDplus Nebramycin factor 5 KEGG_COMPOUND O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1->6))-2-deoxy-D-streptamine ChemIDplus SKKLOUVUUNMCJE-FQSMHNGLSA-N ChEBI Chemical element (nickel group element atom) with atomic number 28. CHEBI:25515 CHEBI:7552 CAS:7440-02-0 Gmelin:16229 KEGG:C00291 PMID:12756270 PMID:14634084 PMID:14734778 PMID:15165199 PMID:19828094 PMID:20477134 PMID:22762130 PMID:23142754 PMID:23317102 PMID:23692032 PMID:23692035 PMID:23723488 PMID:23834453 PMID:23857010 PMID:23895079 PMID:23909687 PMID:9060994 PMID:9886425 Reaxys:4122946 WebElements:Ni Wikipedia:Nickel nickel chebi_ontology 0 28Ni 57.935 58.69340 InChI=1S/Ni Ni Nickel PXHVJJICTQNCMI-UHFFFAOYSA-N Raney alloy [Ni] niccolum nickel niquel CHEBI:28112 nickel atom CAS:7440-02-0 ChemIDplus CAS:7440-02-0 KEGG COMPOUND CAS:7440-02-0 NIST Chemistry WebBook Gmelin:16229 Gmelin PMID:12756270 Europe PMC PMID:14634084 Europe PMC PMID:14734778 Europe PMC PMID:15165199 Europe PMC PMID:19828094 Europe PMC PMID:20477134 Europe PMC PMID:22762130 Europe PMC PMID:23142754 Europe PMC PMID:23317102 Europe PMC PMID:23692032 Europe PMC PMID:23692035 Europe PMC PMID:23723488 Europe PMC PMID:23834453 Europe PMC PMID:23857010 Europe PMC PMID:23895079 Europe PMC PMID:23909687 Europe PMC PMID:9060994 Europe PMC PMID:9886425 Europe PMC Reaxys:4122946 Reaxys nickel IUPAC 0 ChEBI 28Ni IUPAC 57.935 KEGG_COMPOUND 58.69340 ChEBI InChI=1S/Ni ChEBI Ni IUPAC Ni KEGG_COMPOUND Nickel ChEBI PXHVJJICTQNCMI-UHFFFAOYSA-N ChEBI Raney alloy ChemIDplus [Ni] ChEBI niccolum ChEBI nickel ChEBI niquel ChEBI An optically active form of asparagine having D-configuration. CHEBI:20918 CHEBI:4107 Beilstein:1723526 CAS:2058-58-4 DrugBank:DB03943 Gmelin:101784 HMDB:HMDB33780 KEGG:C01905 MetaCyc:CPD-3633 PDBeChem:DSG PMID:767332 Patent:CN101333175 Reaxys:1723526 YMDB:YMDB00849 D-Asparagine D-asparagine chebi_ontology (2R)-2,4-diamino-4-oxobutanoic acid (2R)-2-amino-3-carbamoylpropanoic acid (R)-2-amino-3-carbamoylpropanoic acid 0 132.053 132.11800 C4H8N2O3 D-2-aminosuccinamic acid D-Asparagin D-aspartic acid beta-amide DCXYFEDJOCDNAF-UWTATZPHSA-N DSG InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1 N[C@H](CC(N)=O)C(O)=O CHEBI:28159 D-asparagine Beilstein:1723526 Beilstein CAS:2058-58-4 ChemIDplus CAS:2058-58-4 KEGG COMPOUND Gmelin:101784 Gmelin PMID:767332 Europe PMC Reaxys:1723526 Reaxys D-Asparagine KEGG_COMPOUND D-asparagine IUPAC (2R)-2,4-diamino-4-oxobutanoic acid IUPAC (2R)-2-amino-3-carbamoylpropanoic acid JCBN (R)-2-amino-3-carbamoylpropanoic acid ChEBI 0 ChEBI 132.053 KEGG_COMPOUND 132.11800 ChEBI C4H8N2O3 KEGG_COMPOUND D-2-aminosuccinamic acid ChEBI D-Asparagin ChEBI D-aspartic acid beta-amide ChEBI DCXYFEDJOCDNAF-UWTATZPHSA-N ChEBI DSG PDBeChem InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1 ChEBI N[C@H](CC(N)=O)C(O)=O ChEBI A complex between iron(III) and three hydroxamic acid groups, used for iron transport. CHEBI:21131 CHEBI:4992 KEGG:C06227 chebi_ontology 0 232.91700 232.937 C3H3FeN3O6R3 Fe(III) hydroxamate Fe(III) hydroxamates Fe(III)hydroxamate Fe(III)hydroxamic acid [*]C1=[O][Fe]234(ON1)ONC([*])=[O]2.[*]C(NO3)=[O]4 iron(III) hydroxamates CHEBI:28163 iron(III) hydroxamate 0 ChEBI 232.91700 ChEBI 232.937 ChEBI C3H3FeN3O6R3 ChEBI Fe(III) hydroxamate ChEBI Fe(III) hydroxamates ChEBI Fe(III)hydroxamate KEGG_COMPOUND Fe(III)hydroxamic acid KEGG_COMPOUND [*]C1=[O][Fe]234(ON1)ONC([*])=[O]2.[*]C(NO3)=[O]4 ChEBI iron(III) hydroxamates ChEBI CHEBI:24950 CHEBI:6108 Beilstein:61645 CAS:2280-32-2 KEGG:C01823 KNApSAcK:C00018690 MetaCyc:CPD-4823 PDBeChem:KNC (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside Kanamycin C chebi_ontology 0 484.238 484.49880 C18H36N4O11 InChI=1S/C18H36N4O11/c19-4-1-5(20)16(33-18-13(28)8(21)10(25)6(2-23)31-18)14(29)15(4)32-17-9(22)12(27)11(26)7(3-24)30-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 N[C@H]1C[C@@H](N)[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](N)[C@H]2O)[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N WZDRWYJKESFZMB-FQSMHNGLSA-N CHEBI:28185 kanamycin C Beilstein:61645 Beilstein CAS:2280-32-2 ChemIDplus CAS:2280-32-2 KEGG COMPOUND (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside IUPAC Kanamycin C KEGG_COMPOUND 0 ChEBI 484.238 KEGG_COMPOUND 484.49880 ChEBI C18H36N4O11 KEGG_COMPOUND InChI=1S/C18H36N4O11/c19-4-1-5(20)16(33-18-13(28)8(21)10(25)6(2-23)31-18)14(29)15(4)32-17-9(22)12(27)11(26)7(3-24)30-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 ChEBI N[C@H]1C[C@@H](N)[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](N)[C@H]2O)[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N ChEBI WZDRWYJKESFZMB-FQSMHNGLSA-N ChEBI An aldohexose that is the C-4 epimer of glucose. CHEBI:24162 CHEBI:33933 CHEBI:5256 CAS:26566-61-0 KEGG:C01582 Wikipedia:Galactose colombos:GALACTOSE Galactose galacto-hexose galactose chebi_ontology C6H12O6 Gal Galaktose CHEBI:28260 galactose CAS:26566-61-0 ChemIDplus CAS:26566-61-0 NIST Chemistry WebBook Galactose KEGG_COMPOUND galacto-hexose IUPAC galactose IUPAC C6H12O6 KEGG_COMPOUND Gal JCBN Galaktose ChEBI A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents. CHEBI:23801 CHEBI:42138 CHEBI:4612 Beilstein:506008 CAS:67-68-5 DrugBank:DB01093 Drug_Central:906 Gmelin:1556 HMDB:HMDB02151 KEGG:C11143 KEGG:D01043 LINCS:LSM-36361 PDBeChem:DMS PMID:11162043 PMID:11350866 PMID:15237653 PMID:15588915 PMID:15868171 PMID:16434015 PMID:19096138 PMID:19382398 PMID:21426213 PMID:22030943 PMID:22722716 PMID:22768202 PMID:22814967 Reaxys:506008 UM-BBD_compID:c0236 Wikipedia:Dimethyl_Sulfoxide colombos:DMSO (methanesulfinyl)methane DIMETHYL SULFOXIDE Dimethyl sulfoxide dimethyl sulfoxide chebi_ontology (CH3)2SO 0 78.014 78.13444 C2H6OS CS(C)=O DMSO Dimethylsulfoxid IAZDPXIOMUYVGZ-UHFFFAOYSA-N InChI=1S/C2H6OS/c1-4(2)3/h1-2H3 S(O)Me2 dimethyl sulfoxide dimethyl sulfur oxide dimethyl sulphoxide dimethyli sulfoxidum dimethylsulfoxyde dimetil sulfoxido dmso methylsulfinylmethane sulfinylbis(methane) CHEBI:28262 dimethyl sulfoxide PMID:16434015 Europe PMC PMID:19096138 Europe PMC PMID:19382398 Europe PMC PMID:21426213 Europe PMC PMID:22030943 Europe PMC PMID:22722716 Europe PMC PMID:22768202 Europe PMC PMID:22814967 Europe PMC Reaxys:506008 Reaxys UM-BBD_compID:c0236 UM-BBD (methanesulfinyl)methane IUPAC DIMETHYL SULFOXIDE PDBeChem Dimethyl sulfoxide KEGG_COMPOUND dimethyl sulfoxide IUPAC dimethyl sulfoxide UniProt (CH3)2SO NIST_Chemistry_WebBook 0 ChEBI 78.014 KEGG_COMPOUND 78.13444 ChEBI C2H6OS KEGG_COMPOUND CS(C)=O ChEBI DMSO KEGG_COMPOUND Dimethylsulfoxid ChEBI IAZDPXIOMUYVGZ-UHFFFAOYSA-N ChEBI InChI=1S/C2H6OS/c1-4(2)3/h1-2H3 ChEBI S(O)Me2 ChEBI dimethyl sulfoxide ChemIDplus dimethyl sulfur oxide NIST_Chemistry_WebBook dimethyl sulphoxide ChemIDplus dimethyli sulfoxidum ChemIDplus dimethylsulfoxyde ChemIDplus dimetil sulfoxido ChemIDplus dmso IUPAC methylsulfinylmethane ChemIDplus sulfinylbis(methane) ChemIDplus Beilstein:506008 Beilstein CAS:67-68-5 ChemIDplus CAS:67-68-5 KEGG COMPOUND CAS:67-68-5 NIST Chemistry WebBook Drug_Central:906 DrugCentral Gmelin:1556 Gmelin PMID:11162043 Europe PMC PMID:11350866 Europe PMC PMID:15237653 Europe PMC PMID:15588915 Europe PMC PMID:15868171 Europe PMC An alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4. CHEBI:24316 CHEBI:5432 Beilstein:1723795 CAS:585-21-7 CAS:6899-04-3 Gmelin:27318 KEGG:C00303 KNApSAcK:C00001359 Reaxys:1723795 Wikipedia:Glutamine colombos:GLUTAMINE Glutamine glutamine chebi_ontology 0 146.069 146.14458 2,5-diamino-5-oxopentanoic acid 2-Aminoglutaramic acid 2-amino-4-carbamoylbutanoic acid C5H10N2O3 Glutamin Glutaminsaeure-5-amid Hgln InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10) NC(CCC(N)=O)C(O)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamic acid gamma-amide CHEBI:28300 glutamine Beilstein:1723795 Beilstein CAS:585-21-7 ChemIDplus CAS:6899-04-3 ChemIDplus CAS:6899-04-3 KEGG COMPOUND Gmelin:27318 Gmelin Reaxys:1723795 Reaxys Glutamine KEGG_COMPOUND glutamine IUPAC 0 ChEBI 146.069 KEGG_COMPOUND 146.14458 ChEBI 2,5-diamino-5-oxopentanoic acid IUPAC 2-Aminoglutaramic acid KEGG_COMPOUND 2-amino-4-carbamoylbutanoic acid JCBN C5H10N2O3 KEGG_COMPOUND Glutamin ChEBI Glutaminsaeure-5-amid ChEBI Hgln IUPAC InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10) ChEBI NC(CCC(N)=O)C(O)=O ChEBI ZDXPYRJPNDTMRX-UHFFFAOYSA-N ChEBI glutamic acid gamma-amide ChEBI The D-stereoisomer of galactosamine. CHEBI:20951 CHEBI:4135 CHEBI:447526 PMID:16530410 PMID:19067146 PMID:6196640 Wikipedia:Galactosamine chebi_ontology C6H13NO5 CHEBI:28328 D-galactosamine PMID:16530410 ChEMBL PMID:19067146 Europe PMC PMID:6196640 Europe PMC C6H13NO5 KEGG_COMPOUND A racemate comprising equimolar amounts of (R)- and (S)-lactic acid. CHEBI:24998 CHEBI:6351 Beilstein:1209341 CAS:50-21-5 DrugBank:DB04398 KEGG:C01432 KEGG:D00111 LIPID_MAPS_instance:LMFA01050002 PMID:17190852 Reaxys:1209341 Wikipedia:Lactic_acid rac-2-hydroxypropanoic acid chebi_ontology (+-)-2-hydroxypropanoic acid 2-Hydroxypropanoic acid 2-Hydroxypropionic acid C3H6O3 E270 Lactic acid Milchsaeure alpha-hydroxypropanoic acid alpha-hydroxypropionic acid CHEBI:28358 rac-lactic acid Beilstein:1209341 Beilstein CAS:50-21-5 ChemIDplus CAS:50-21-5 KEGG COMPOUND CAS:50-21-5 NIST Chemistry WebBook LIPID_MAPS_instance:LMFA01050002 LIPID MAPS PMID:17190852 Europe PMC Reaxys:1209341 Reaxys rac-2-hydroxypropanoic acid IUPAC (+-)-2-hydroxypropanoic acid ChEBI 2-Hydroxypropanoic acid KEGG_COMPOUND 2-Hydroxypropionic acid KEGG_COMPOUND C3H6O3 KEGG_COMPOUND E270 ChEBI Lactic acid KEGG_COMPOUND Milchsaeure ChEBI alpha-hydroxypropanoic acid NIST_Chemistry_WebBook alpha-hydroxypropionic acid NIST_Chemistry_WebBook A coumarin-derived antibiotic obtained from Streptomyces niveus. CHEBI:25597 CHEBI:44505 CHEBI:7644 CAS:303-81-1 DrugBank:DB01051 Drug_Central:1974 HMDB:HMDB15185 KEGG:C05080 KNApSAcK:C00002487 LINCS:LSM-5910 PDBeChem:NOV PMID:17132020 PMID:18418407 PMID:19282394 PMID:19762445 PMID:20325309 PMID:21388139 PMID:22897434 PMID:26844397 PMID:26926630 PMID:27829510 PMID:27914946 PMID:28246042 PMID:28316592 PMID:9687383 Patent:WO2012049521 Patent:WO2012103487 Reaxys:1445842 colombos:NOVOBIOCIN Novobiocin chebi_ontology 0 612.232 612.62430 C31H36N2O11 CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2C)OC1(C)C InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/t23-,25+,26-,29-/m1/s1 N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-beta-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl}-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide YJQPYGGHQPGBLI-KGSXXDOSSA-N novobiocina novobiocine novobiocinum CHEBI:28368 novobiocin CAS:303-81-1 ChemIDplus CAS:303-81-1 KEGG COMPOUND Drug_Central:1974 DrugCentral PMID:17132020 Europe PMC PMID:18418407 Europe PMC PMID:19282394 Europe PMC PMID:19762445 Europe PMC PMID:20325309 Europe PMC PMID:21388139 Europe PMC PMID:22897434 Europe PMC PMID:26844397 Europe PMC PMID:26926630 Europe PMC PMID:27829510 Europe PMC PMID:27914946 Europe PMC PMID:28246042 Europe PMC PMID:28316592 Europe PMC PMID:9687383 Europe PMC Reaxys:1445842 Reaxys Novobiocin KEGG_COMPOUND 0 ChEBI 612.232 ChEBI 612.62430 ChEBI C31H36N2O11 ChEBI CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2C)OC1(C)C ChEBI InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/t23-,25+,26-,29-/m1/s1 ChEBI N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-beta-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl}-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide ChEBI YJQPYGGHQPGBLI-KGSXXDOSSA-N ChEBI novobiocina DrugBank novobiocine DrugBank novobiocinum DrugBank CHEBI:10197 CHEBI:13780 CHEBI:22361 KEGG:C04025 alpha,omega-Dicarboxylic acid chebi_ontology alpha(omega)-Dicarboxylic acid alpha,omega-dicarboxylic acids alphaomega-dicarboxylic acid CHEBI:28383 alpha,omega-dicarboxylic acid alpha,omega-Dicarboxylic acid KEGG_COMPOUND alpha(omega)-Dicarboxylic acid KEGG_COMPOUND alpha,omega-dicarboxylic acids ChEBI alphaomega-dicarboxylic acid UniProt CHEBI:1640 CHEBI:20171 KEGG:C02122 LIPID_MAPS_instance:LMFA01060008 3-Oxohexanoic acid 3-oxohexanoic acid chebi_ontology 0 130.063 130.14180 3-Oxohexanoate BDCLDNALSPBWPQ-UHFFFAOYSA-N C6H10O3 CCCC(=O)CC(O)=O InChI=1S/C6H10O3/c1-2-3-5(7)4-6(8)9/h2-4H2,1H3,(H,8,9) CHEBI:28422 3-oxohexanoic acid LIPID_MAPS_instance:LMFA01060008 LIPID MAPS 3-Oxohexanoic acid KEGG_COMPOUND 3-oxohexanoic acid IUPAC 0 ChEBI 130.063 KEGG_COMPOUND 130.14180 ChEBI 3-Oxohexanoate KEGG_COMPOUND BDCLDNALSPBWPQ-UHFFFAOYSA-N ChEBI C6H10O3 KEGG_COMPOUND CCCC(=O)CC(O)=O ChEBI InChI=1S/C6H10O3/c1-2-3-5(7)4-6(8)9/h2-4H2,1H3,(H,8,9) ChEBI A one-carbon compound that is ammonia in which one of the hydrogens is replaced by a carboxy group. Although carbamic acid derivatives are common, carbamic acid itself has never been synthesised. CHEBI:22504 CHEBI:23002 CHEBI:3386 CHEBI:44573 Beilstein:1734754 CAS:463-77-4 DrugBank:DB04261 Gmelin:130345 KEGG:C01563 PDBeChem:OUT Wikipedia:Carbamic_acid CARBAMIC ACID Carbamic acid carbamic acid chebi_ontology 0 61.016 61.04006 Aminoameisensaeure Aminoformic acid CH3NO2 Carbamate Carbamidsaeure InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4) KXDHJXZQYSOELW-UHFFFAOYSA-N NC(O)=O CHEBI:28616 carbamic acid Beilstein:1734754 Beilstein CAS:463-77-4 ChemIDplus CAS:463-77-4 KEGG COMPOUND Gmelin:130345 Gmelin CARBAMIC ACID PDBeChem Carbamic acid KEGG_COMPOUND carbamic acid IUPAC 0 ChEBI 61.016 KEGG_COMPOUND 61.04006 ChEBI Aminoameisensaeure ChEBI Aminoformic acid KEGG_COMPOUND CH3NO2 KEGG_COMPOUND Carbamate KEGG_COMPOUND Carbamidsaeure ChEBI InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4) ChEBI KXDHJXZQYSOELW-UHFFFAOYSA-N ChEBI NC(O)=O ChEBI A monocarboxylic acid that is propionic acid substituted at position 3 by a phenyl group. CHEBI:26002 CHEBI:26005 CHEBI:43112 CHEBI:8103 Beilstein:907515 CAS:501-52-0 DrugBank:DB02024 ECMDB:ECMDB00764 Gmelin:102198 HMDB:HMDB00764 KEGG:C05629 MetaCyc:3-PHENYLPROPIONATE PDBeChem:HCI PMID:18062653 PMID:20972783 PMID:23470767 PMID:24216280 Reaxys:907515 Wikipedia:Phenylpropanoic_acid 3-phenylpropanoic acid 3-phenylpropionic acid chebi_ontology 0 150.068 150.17450 3-Phenyl-propionic acid 3-Phenylpropanoic acid 3-Phenylpropionsaeure 3PP C9H10O2 HYDROCINNAMIC ACID Hydrozimtsaeure InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11) OC(=O)CCc1ccccc1 Phenylpropanoate XMIIGOLPHOKFCH-UHFFFAOYSA-N benzenepropanoic acid benzenepropionic acid benzylacetic acid beta-phenylpropionic acid dihydrocinnamic acid CHEBI:28631 3-phenylpropionic acid Beilstein:907515 Beilstein CAS:501-52-0 ChemIDplus CAS:501-52-0 KEGG COMPOUND CAS:501-52-0 NIST Chemistry WebBook Gmelin:102198 Gmelin PMID:18062653 Europe PMC PMID:20972783 Europe PMC PMID:23470767 Europe PMC PMID:24216280 Europe PMC Reaxys:907515 Reaxys 3-phenylpropanoic acid IUPAC 3-phenylpropionic acid ChemIDplus 3-phenylpropionic acid KEGG_COMPOUND 0 ChEBI 150.068 KEGG_COMPOUND 150.17450 ChEBI 3-Phenyl-propionic acid KEGG_COMPOUND 3-Phenylpropanoic acid KEGG_COMPOUND 3-Phenylpropionsaeure ChEBI 3PP DrugBank C9H10O2 KEGG_COMPOUND HYDROCINNAMIC ACID PDBeChem Hydrozimtsaeure ChEBI InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11) ChEBI OC(=O)CCc1ccccc1 ChEBI Phenylpropanoate KEGG_COMPOUND XMIIGOLPHOKFCH-UHFFFAOYSA-N ChEBI benzenepropanoic acid ChemIDplus benzenepropionic acid NIST_Chemistry_WebBook benzylacetic acid ChemIDplus beta-phenylpropionic acid NIST_Chemistry_WebBook dihydrocinnamic acid NIST_Chemistry_WebBook CHEBI:26080 CHEBI:8168 CAS:7723-14-0 Gmelin:16235 KEGG:C06262 WebElements:P phosphorus chebi_ontology 0 15P 30.97376 30.974 InChI=1S/P OAICVXFJPJFONN-UHFFFAOYSA-N P Phosphor Phosphorus [P] fosforo phosphore phosphorus CHEBI:28659 phosphorus atom CAS:7723-14-0 ChemIDplus CAS:7723-14-0 KEGG COMPOUND Gmelin:16235 Gmelin phosphorus IUPAC 0 ChEBI 15P IUPAC 30.97376 ChEBI 30.974 ChEBI InChI=1S/P ChEBI OAICVXFJPJFONN-UHFFFAOYSA-N ChEBI P ChEBI P IUPAC P KEGG_COMPOUND Phosphor ChEBI Phosphorus KEGG_COMPOUND [P] ChEBI fosforo ChEBI phosphore ChEBI phosphorus ChEBI The N,N'-diacetylated derivative of chitobiose, but with no stereodesignation for the anomeric carbon atom. CHEBI:3597 CHEBI:701011 Beilstein:1443239 CAS:35061-50-8 KEGG:C01674 KEGG:G10336 PMID:20056550 2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-2-deoxy-D-glucopyranose N,N'-Diacetylchitobiose N,N'-diacetylchitobiose chebi_ontology 0 424.169 424.40040 C16H28N2O11 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O CDOJPCSDOXYJJF-CBTAGEKQSA-N Chitobiose Diacetylchitobiose InChI=1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,15?,16+/m1/s1 CHEBI:28681 N,N'-diacetylchitobiose Beilstein:1443239 Beilstein CAS:35061-50-8 KEGG COMPOUND PMID:20056550 ChEMBL 2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-2-deoxy-D-glucopyranose IUPAC N,N'-Diacetylchitobiose KEGG_COMPOUND N,N'-diacetylchitobiose UniProt 0 ChEBI 424.169 KEGG_COMPOUND 424.40040 ChEBI C16H28N2O11 KEGG_COMPOUND CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O ChEBI CDOJPCSDOXYJJF-CBTAGEKQSA-N ChEBI Chitobiose KEGG_COMPOUND Diacetylchitobiose KEGG_COMPOUND InChI=1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,15?,16+/m1/s1 ChEBI CHEBI:25369 CHEBI:49750 CHEBI:6968 CAS:7439-98-7 Gmelin:16205 KEGG:C00150 WebElements:Mo molybdenum chebi_ontology 0 42Mo 95.94000 97.905 InChI=1S/Mo Mo Molybdaen Molybdenum ZOKXTWBITQBERF-UHFFFAOYSA-N [Mo] molibdeno molybdene molybdenum CHEBI:28685 molybdenum atom CAS:7439-98-7 ChemIDplus CAS:7439-98-7 KEGG COMPOUND CAS:7439-98-7 NIST Chemistry WebBook Gmelin:16205 Gmelin molybdenum IUPAC 0 ChEBI 42Mo IUPAC 95.94000 ChEBI 97.905 KEGG_COMPOUND InChI=1S/Mo ChEBI Mo IUPAC Mo KEGG_COMPOUND Molybdaen ChEBI Molybdenum KEGG_COMPOUND ZOKXTWBITQBERF-UHFFFAOYSA-N ChEBI [Mo] ChEBI molibdeno ChEBI molybdene ChEBI molybdenum ChEBI CHEBI:23376 CHEBI:3874 CAS:7440-50-8 Gmelin:16269 KEGG:C00070 WebElements:Cu copper chebi_ontology 0 29Cu 62.930 63.54600 Copper Cu InChI=1S/Cu Kupfer RYGMFSIKBFXOCR-UHFFFAOYSA-N [Cu] cobre copper cuivre cuprum CHEBI:28694 copper atom CAS:7440-50-8 ChemIDplus CAS:7440-50-8 KEGG COMPOUND Gmelin:16269 Gmelin copper IUPAC 0 ChEBI 29Cu IUPAC 62.930 KEGG_COMPOUND 63.54600 ChEBI Copper KEGG_COMPOUND Cu ChEBI Cu IUPAC Cu KEGG_COMPOUND InChI=1S/Cu ChEBI Kupfer ChEBI RYGMFSIKBFXOCR-UHFFFAOYSA-N ChEBI [Cu] ChEBI cobre ChEBI copper ChEBI cuivre ChEBI cuprum IUPAC A ketohexose that is an isomer of glucose. CHEBI:24104 CHEBI:24110 CHEBI:5172 CAS:30237-26-4 DrugBank:DB04173 KEGG:C01496 Wikipedia:Fructose Fructose arabino-hex-2-ulose fructose chebi_ontology 0 180.15588 C6H12O6 Fru Fruchtzucker Fruktose arabino-Hexulose CHEBI:28757 fructose CAS:30237-26-4 ChemIDplus Fructose KEGG_COMPOUND arabino-hex-2-ulose IUPAC fructose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 ChEBI Fru JCBN Fruchtzucker ChEBI Fruktose ChEBI arabino-Hexulose KEGG_COMPOUND CHEBI:21600 CHEBI:7201 CAS:1811-31-0 KEGG:C01074 2-acetamido-2-deoxygalactose N-Acetylgalactosamine chebi_ontology 2-Acetamido-2-deoxygalactose C8H15NO6 GalNAc N-Acetylchondrosamine CHEBI:28800 N-acetylgalactosamine CAS:1811-31-0 KEGG COMPOUND 2-acetamido-2-deoxygalactose IUPAC N-Acetylgalactosamine KEGG_COMPOUND 2-Acetamido-2-deoxygalactose KEGG_COMPOUND C8H15NO6 ChEBI GalNAc KEGG_COMPOUND N-Acetylchondrosamine KEGG_COMPOUND Any hydroxyflavone in which is the ring hydrogen at position 3 of the heterocyclic ring is replaced by a hydroxy group. CHEBI:13639 CHEBI:24052 CHEBI:71969 MetaCyc:Flavonols Wikipedia:Flavonol chebi_ontology 0 228.993 229.16660 3-hydroxyflavones C15HO3R9 Oc1c(oc2c([*])c([*])c([*])c([*])c2c1=O)-c1c([*])c([*])c([*])c([*])c1[*] a flavonol CHEBI:28802 flavonols 0 ChEBI 228.993 ChEBI 229.16660 ChEBI 3-hydroxyflavones ChEBI C15HO3R9 ChEBI Oc1c(oc2c([*])c([*])c([*])c([*])c2c1=O)-c1c([*])c([*])c([*])c([*])c1[*] ChEBI a flavonol UniProt A bile acid that is 5beta-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 12 respectively. CHEBI:1687 CHEBI:23616 CHEBI:42317 Beilstein:3219882 CAS:83-44-3 DrugBank:DB03619 Drug_Central:4988 Gmelin:670078 KEGG:C04483 KNApSAcK:C00030117 LINCS:LSM-5529 LIPID_MAPS_instance:LMST04010040 PDBeChem:DXC 3alpha,12alpha-dihydroxy-5beta-cholan-24-oic acid Deoxycholic acid chebi_ontology (3ALPHA,5ALPHA,12ALPHA)-3,12-DIHYDROXYCHOLAN-24-OIC ACID (3alpha,5beta,12alpha)-3,12-dihydroxycholan-24-oic acid 0 392.293 392.57200 3alpha,12alpha-Dihydroxy-5beta-cholanic acid 7alpha-deoxycholic acid C24H40O4 Desoxycholsaeure InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1 KXGVEGMKQFWNSR-LLQZFEROSA-N [H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC(O)=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 desoxycholic acid CHEBI:28834 deoxycholic acid Beilstein:3219882 ChemIDplus CAS:83-44-3 ChemIDplus CAS:83-44-3 KEGG COMPOUND Drug_Central:4988 DrugCentral Gmelin:670078 Gmelin LIPID_MAPS_instance:LMST04010040 LIPID MAPS 3alpha,12alpha-dihydroxy-5beta-cholan-24-oic acid IUPAC Deoxycholic acid KEGG_COMPOUND (3ALPHA,5ALPHA,12ALPHA)-3,12-DIHYDROXYCHOLAN-24-OIC ACID PDBeChem (3alpha,5beta,12alpha)-3,12-dihydroxycholan-24-oic acid ChemIDplus 0 ChEBI 392.293 KEGG_COMPOUND 392.57200 ChEBI 3alpha,12alpha-Dihydroxy-5beta-cholanic acid KEGG_COMPOUND 7alpha-deoxycholic acid ChemIDplus C24H40O4 KEGG_COMPOUND Desoxycholsaeure ChEBI InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1 ChEBI KXGVEGMKQFWNSR-LLQZFEROSA-N ChEBI [H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC(O)=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 ChEBI desoxycholic acid ChemIDplus A straight-chain saturated fatty acid that is heptane in which one of the hydrogens of a terminal methyl group has been replaced by a carboxy group. Octanoic acid is also known as caprylic acid. CHEBI:25648 CHEBI:3373 CHEBI:44501 Beilstein:1747180 CAS:124-07-2 DrugBank:DB04519 Drug_Central:3998 Gmelin:142966 HMDB:HMDB00482 KEGG:C06423 KEGG:D05220 KNApSAcK:C00001231 LIPID_MAPS_instance:LMFA01010008 MetaCyc:CPD-195 PDBeChem:OCA PMID:16162522 PMID:16872526 PMID:19096058 Reaxys:1747180 Wikipedia:Caprylic_acid colombos:OCTANOIC_ACID Octanoic acid octanoic acid chebi_ontology 0 1-heptanecarboxylic acid 144.115 144.21140 8:0 Acide octanoique Acido octanoico Acidum octanocium C8:0 C8H16O2 CCCCCCCC(O)=O CH3-[CH2]6-COOH Caprylic acid InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) Kaprylsaeure OCTANOIC ACID (CAPRYLIC ACID) Octansaeure Octylic acid WWZKQHOCKIZLMA-UHFFFAOYSA-N acide octanoique acido octanoico acidum octanoicum n-caprylic acid n-octanoic acid n-octoic acid n-octylic acid octanoic acid octoic acid CHEBI:28837 octanoic acid Beilstein:1747180 Beilstein CAS:124-07-2 ChemIDplus CAS:124-07-2 KEGG COMPOUND CAS:124-07-2 NIST Chemistry WebBook Drug_Central:3998 DrugCentral Gmelin:142966 Gmelin LIPID_MAPS_instance:LMFA01010008 LIPID MAPS PMID:16162522 Europe PMC PMID:16872526 Europe PMC PMID:19096058 Europe PMC Reaxys:1747180 Reaxys Octanoic acid KEGG_COMPOUND octanoic acid IUPAC 0 ChEBI 1-heptanecarboxylic acid ChemIDplus 144.115 ChEBI 144.21140 ChEBI 8:0 ChEBI Acide octanoique ChemIDplus Acido octanoico ChemIDplus Acidum octanocium ChemIDplus C8:0 ChEBI C8H16O2 ChEBI CCCCCCCC(O)=O ChEBI CH3-[CH2]6-COOH IUPAC Caprylic acid KEGG_COMPOUND InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) ChEBI Kaprylsaeure ChEBI OCTANOIC ACID (CAPRYLIC ACID) PDBeChem Octansaeure ChEBI Octylic acid KEGG_COMPOUND WWZKQHOCKIZLMA-UHFFFAOYSA-N ChEBI acide octanoique WHO_MedNet acido octanoico WHO_MedNet acidum octanoicum WHO_MedNet n-caprylic acid ChemIDplus n-octanoic acid NIST_Chemistry_WebBook n-octoic acid ChemIDplus n-octylic acid ChemIDplus octanoic acid WHO_MedNet octoic acid NIST_Chemistry_WebBook CHEBI:20941 6-deoxy-D-galactose D-fucose chebi_ontology 0 164.15648 C6H12O5 D-Fuc CHEBI:28847 D-fucose 6-deoxy-D-galactose IUPAC D-fucose IUPAC 0 ChEBI 164.15648 ChEBI C6H12O5 ChEBI D-Fuc JCBN The conjugate base of a fatty acid, arising from deprotonation of the carboxylic acid group of the corresponding fatty acid. CHEBI:13634 CHEBI:24022 CHEBI:4985 KEGG:C02403 PMID:18628202 Fatty acid anion chebi_ontology -1 43.990 44.00950 Alkanate CO2R Fettsaeureanion Fettsaeureanionen [O-]C([*])=O a fatty acid acido graso anionico acidos grasos anionicos anion de l'acide gras fatty acid anions CHEBI:28868 fatty acid anion PMID:18628202 Europe PMC Fatty acid anion KEGG_COMPOUND -1 ChEBI 43.990 ChEBI 44.00950 ChEBI Alkanate KEGG_COMPOUND CO2R ChEBI Fettsaeureanion ChEBI Fettsaeureanionen ChEBI [O-]C([*])=O ChEBI a fatty acid UniProt acido graso anionico ChEBI acidos grasos anionicos ChEBI anion de l'acide gras ChEBI fatty acid anions ChEBI A member of the class of 1,4-naphthoquinones that is 1,4-naphthoquinone which is substituted at position 2 by a methyl group. It is used as a nutritional supplement and for the treatment of hypoprothrombinemia. CHEBI:27304 CHEBI:46306 CHEBI:6747 CAS:58-27-5 DrugBank:DB00170 Drug_Central:1683 HMDB:HMDB01892 KEGG:C05377 KEGG:D02335 LINCS:LSM-3755 PDBeChem:VK3 PMID:13779073 PMID:15052609 PMID:16469140 PMID:1650428 PMID:28166217 PMID:9380028 Reaxys:1908453 Wikipedia:Menadione 2-methylnaphthalene-1,4-dione MENADIONE Menadione menadione chebi_ontology 0 172.052 172.18002 2-Methyl-1,4-naphthochinon 2-Methyl-1,4-naphthoquinone 2-methyl-1,4-naphthalenedione C11H8O2 CC1=CC(=O)c2ccccc2C1=O InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3 MJVAVZPDRWSRRC-UHFFFAOYSA-N Vitamin K3 CHEBI:28869 menadione CAS:58-27-5 ChemIDplus CAS:58-27-5 KEGG COMPOUND CAS:58-27-5 NIST Chemistry WebBook Drug_Central:1683 DrugCentral PMID:13779073 Europe PMC PMID:15052609 Europe PMC PMID:16469140 Europe PMC PMID:1650428 Europe PMC PMID:28166217 Europe PMC PMID:9380028 Europe PMC Reaxys:1908453 Reaxys 2-methylnaphthalene-1,4-dione IUPAC MENADIONE PDBeChem Menadione KEGG_COMPOUND menadione UniProt 0 ChEBI 172.052 KEGG_COMPOUND 172.18002 ChEBI 2-Methyl-1,4-naphthochinon ChemIDplus 2-Methyl-1,4-naphthoquinone KEGG_COMPOUND 2-methyl-1,4-naphthalenedione ChemIDplus C11H8O2 KEGG_COMPOUND CC1=CC(=O)c2ccccc2C1=O ChEBI InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3 ChEBI MJVAVZPDRWSRRC-UHFFFAOYSA-N ChEBI Vitamin K3 KEGG_COMPOUND A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes. CHEBI:22936 CHEBI:39632 CHEBI:612 Beilstein:969148 CAS:71-36-3 DrugBank:DB02145 Gmelin:25753 HMDB:HMDB04327 KEGG:C06142 KEGG:D03200 MetaCyc:BUTANOL PDBeChem:1BO PMID:23980702 PMID:7096503 Reaxys:969148 Wikipedia:N-Butanol colombos:BUTANOL butan-1-ol chebi_ontology 0 1-BUTANOL 1-Butanol 1-butyl alcohol 1-hydroxybutane 74.073 74.12160 BuOH C4H10O CCCCO InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3 LRHPLDYGYMQRHN-UHFFFAOYSA-N n-Butanol n-Butylalkohol n-butan-1-ol n-butyl alcohol propyl carbinol CHEBI:28885 butan-1-ol Beilstein:969148 Beilstein CAS:71-36-3 ChemIDplus CAS:71-36-3 NIST Chemistry WebBook Gmelin:25753 Gmelin PMID:23980702 Europe PMC PMID:7096503 Europe PMC Reaxys:969148 Reaxys butan-1-ol IUPAC butan-1-ol UniProt 0 ChEBI 1-BUTANOL PDBeChem 1-Butanol KEGG_COMPOUND 1-butyl alcohol NIST_Chemistry_WebBook 1-hydroxybutane NIST_Chemistry_WebBook 74.073 KEGG_COMPOUND 74.12160 ChEBI BuOH IUPAC C4H10O KEGG_COMPOUND CCCCO ChEBI InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3 ChEBI LRHPLDYGYMQRHN-UHFFFAOYSA-N ChEBI n-Butanol KEGG_COMPOUND n-Butylalkohol ChEBI n-butan-1-ol NIST_Chemistry_WebBook n-butyl alcohol ChemIDplus propyl carbinol ChemIDplus An onium cation obtained by protonation of ammonia. CHEBI:22534 CHEBI:49783 CHEBI:7435 CAS:14798-03-9 Gmelin:84 KEGG:C01342 MetaCyc:AMMONIUM MolBase:929 PDBeChem:NH4 PMID:11319011 PMID:11341317 PMID:12096804 PMID:14512268 PMID:14879753 PMID:16345391 PMID:16903292 PMID:17392693 PMID:18515490 PMID:19199063 PMID:19596600 PMID:19682559 PMID:19716251 PMID:21993530 PMID:22265469 PMID:22524020 PMID:22562341 PMID:22631217 Reaxys:16093784 Wikipedia:Ammonium ammonium azanium chebi_ontology +1 18.034 18.03850 AMMONIUM ION Ammonium(1+) H4N InChI=1S/H3N/h1H3/p+1 NH4(+) NH4+ QGZKDVFQNNGYKY-UHFFFAOYSA-O [H][N+]([H])([H])[H] [NH4](+) CHEBI:28938 ammonium CAS:14798-03-9 ChemIDplus CAS:14798-03-9 NIST Chemistry WebBook Gmelin:84 Gmelin PMID:11319011 Europe PMC PMID:11341317 Europe PMC PMID:12096804 Europe PMC PMID:14512268 Europe PMC PMID:14879753 Europe PMC PMID:16345391 Europe PMC PMID:16903292 Europe PMC PMID:17392693 Europe PMC PMID:18515490 Europe PMC PMID:19199063 Europe PMC PMID:19596600 Europe PMC PMID:19682559 Europe PMC PMID:19716251 Europe PMC PMID:21993530 Europe PMC PMID:22265469 Europe PMC PMID:22524020 Europe PMC PMID:22562341 Europe PMC PMID:22631217 Europe PMC Reaxys:16093784 Reaxys ammonium ChEBI ammonium IUPAC azanium IUPAC +1 ChEBI 18.034 KEGG_COMPOUND 18.03850 ChEBI AMMONIUM ION PDBeChem Ammonium(1+) ChemIDplus H4N KEGG_COMPOUND InChI=1S/H3N/h1H3/p+1 ChEBI NH4(+) IUPAC NH4(+) UniProt NH4+ KEGG_COMPOUND QGZKDVFQNNGYKY-UHFFFAOYSA-O ChEBI [H][N+]([H])([H])[H] ChEBI [NH4](+) MolBase Any sugar having one or more alcoholic hydroxy groups replaced by substituted or unsubstituted amino groups. CHEBI:22481 CHEBI:22530 CHEBI:2662 KEGG:C05383 PMID:18424273 PMID:9056391 chebi_ontology Aminosugars amino sugars aminosugar CHEBI:28963 amino sugar PMID:18424273 Europe PMC PMID:9056391 Europe PMC Aminosugars KEGG_COMPOUND amino sugars ChEBI aminosugar ChEBI A carboxylic acid dianion obtained by deprotonation of both carboxy groups of any dicarboxylic acid. CHEBI:13632 CHEBI:23688 CHEBI:23689 CHEBI:38711 dicarboxylic acid dianion chebi_ontology -2 87.980 C2O4R [O-]C(=O)[*]C([O-])=O a dicarboxylate dicarboxylate dicarboxylates dicarboxylic acid dianions CHEBI:28965 dicarboxylic acid dianion dicarboxylic acid dianion ChEBI -2 ChEBI 87.980 ChEBI C2O4R ChEBI [O-]C(=O)[*]C([O-])=O ChEBI a dicarboxylate UniProt dicarboxylate ChEBI dicarboxylates ChEBI dicarboxylic acid dianions ChEBI A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group. CHEBI:22536 CHEBI:2683 CHEBI:40648 CHEBI:45042 Beilstein:4300240 CAS:69-53-4 DrugBank:DB00415 Drug_Central:198 HMDB:HMDB14559 KEGG:C06574 KEGG:D00204 LINCS:LSM-5761 PDB:1H8S PDBeChem:AIC PDBeChem:PN1 PMID:10930630 PMID:12562703 PMID:12569987 PMID:12833570 PMID:14139119 PMID:14455820 PMID:15768449 PMID:16033609 PMID:18611716 PMID:19967069 PMID:2083978 PMID:23568176 PMID:23861268 PMID:24474427 PMID:24666465 PMID:25998949 PMID:28543395 PMID:6176550 PMID:8020088 PMID:9433938 Patent:GB902703 Patent:US2985648 Patent:US3157640 Reaxys:4300240 Wikipedia:Ampicillin colombos:AMPICILIN 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid Ampicillin chebi_ontology (2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 349.110 349.40500 6-(D-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid ABPC AMP AP AVKUERGKIZMTKX-NJBDSQKTSA-N Anhydrous ampicillin C16H19N3O4S D-(-)-6-(alpha-aminophenylacetamido)penicillanic acid D-(-)-ampicillin InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1 [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C(O)=O aminobenzylpenicillin ampicilina ampicillin ampicillin acid ampicillin anhydrous ampicilline ampicillinum CHEBI:28971 ampicillin Beilstein:4300240 Beilstein CAS:69-53-4 ChemIDplus Drug_Central:198 DrugCentral PMID:10930630 Europe PMC PMID:12562703 Europe PMC PMID:12569987 Europe PMC PMID:12833570 Europe PMC PMID:14139119 Europe PMC PMID:14455820 Europe PMC PMID:15768449 Europe PMC PMID:16033609 Europe PMC PMID:18611716 Europe PMC PMID:19967069 Europe PMC PMID:2083978 Europe PMC PMID:23568176 Europe PMC PMID:23861268 Europe PMC PMID:24474427 Europe PMC PMID:24666465 Europe PMC PMID:25998949 Europe PMC PMID:28543395 Europe PMC PMID:6176550 Europe PMC PMID:8020088 Europe PMC PMID:9433938 Europe PMC Reaxys:4300240 Reaxys 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid IUPAC Ampicillin KEGG_COMPOUND (2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID PDBeChem (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC (2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid PDBeChem 0 ChEBI 349.110 ChEBI 349.40500 ChEBI 6-(D-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid ChemIDplus ABPC ChEBI AMP ChEBI AP ChEBI AVKUERGKIZMTKX-NJBDSQKTSA-N ChEBI Anhydrous ampicillin KEGG_COMPOUND C16H19N3O4S ChEBI D-(-)-6-(alpha-aminophenylacetamido)penicillanic acid ChemIDplus D-(-)-ampicillin ChemIDplus InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1 ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C(O)=O ChEBI aminobenzylpenicillin DrugBank ampicilina ChemIDplus ampicillin ChemIDplus ampicillin acid DrugBank ampicillin anhydrous DrugBank ampicilline ChemIDplus ampicillinum ChemIDplus CHEBI:13351 CHEBI:23017 CHEBI:23744 CHEBI:3401 CAS:463-79-6 Gmelin:25554 KEGG:C01353 PDBeChem:CO3 Carbonic acid carbonic acid dihydroxidooxidocarbon chebi_ontology 0 62.000 62.02478 BVKZGUZCCUSVTD-UHFFFAOYSA-N CH2O3 Dihydrogen carbonate H2CO3 InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4) Koehlensaeure OC(O)=O [CO(OH)2] CHEBI:28976 carbonic acid CAS:463-79-6 ChemIDplus CAS:463-79-6 KEGG COMPOUND Gmelin:25554 Gmelin Carbonic acid KEGG_COMPOUND carbonic acid IUPAC carbonic acid UniProt dihydroxidooxidocarbon IUPAC 0 ChEBI 62.000 KEGG_COMPOUND 62.02478 ChEBI BVKZGUZCCUSVTD-UHFFFAOYSA-N ChEBI CH2O3 KEGG_COMPOUND Dihydrogen carbonate KEGG_COMPOUND H2CO3 IUPAC H2CO3 KEGG_COMPOUND InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4) ChEBI Koehlensaeure ChEBI OC(O)=O ChEBI [CO(OH)2] IUPAC A purine 2'-deoxyribonucleoside that is inosine in which the hydroxy group at position 2' is replaced by a hydrogen. CHEBI:19248 CHEBI:23629 CHEBI:39841 CHEBI:43293 CHEBI:43436 CHEBI:4413 CAS:890-38-0 DrugBank:DB02380 HMDB:HMDB00071 KEGG:C05512 MetaCyc:DEOXYINOSINE PMID:23408659 PMID:24292023 Reaxys:1011821 YMDB:YMDB00659 2'-deoxyinosine 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-ol chebi_ontology 0 252.086 252.22684 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-9H-purin-6-ol C10H12N4O4 Deoxyinosine InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1 OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1nc[nH]c2=O VGONTNSXDCQUGY-RRKCRQDMSA-N CHEBI:28997 2'-deoxyinosine CAS:890-38-0 ChemIDplus CAS:890-38-0 KEGG COMPOUND PMID:23408659 Europe PMC PMID:24292023 Europe PMC Reaxys:1011821 Reaxys 2'-deoxyinosine IUPAC 2'-deoxyinosine UniProt 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-ol IUPAC 0 ChEBI 252.086 KEGG_COMPOUND 252.22684 ChEBI 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-9H-purin-6-ol IUPAC C10H12N4O4 KEGG_COMPOUND Deoxyinosine ChemIDplus Deoxyinosine KEGG_COMPOUND InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1 ChEBI OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1nc[nH]c2=O ChEBI VGONTNSXDCQUGY-RRKCRQDMSA-N ChEBI An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group. C6H14N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10) ODKSFYDXXFIFQN-UHFFFAOYSA-N 174.20112 174.112 NC(CCCNC(N)=N)C(O)=O CHEBI:22616 CHEBI:2643 Beilstein:1725411 CAS:7200-25-1 KEGG:C02385 PMID:10848923 Reaxys:1725411 Wikipedia:L-Arginine colombos:ARGININE Arginine arginine chebi_ontology 0 174.112 174.20112 2-Amino-5-guanidinovaleric acid 2-amino-5-(carbamimidamido)pentanoic acid 2-amino-5-guanidinopentanoic acid Arginin C6H14N4O2 Harg InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10) NC(CCCNC(N)=N)C(O)=O ODKSFYDXXFIFQN-UHFFFAOYSA-N CHEBI:29016 arginine Beilstein:1725411 Beilstein CAS:7200-25-1 ChemIDplus PMID:10848923 Europe PMC Reaxys:1725411 Reaxys Arginine KEGG_COMPOUND arginine IUPAC 0 ChEBI 174.112 KEGG_COMPOUND 174.20112 ChEBI 2-Amino-5-guanidinovaleric acid KEGG_COMPOUND 2-amino-5-(carbamimidamido)pentanoic acid IUPAC 2-amino-5-guanidinopentanoic acid JCBN Arginin ChEBI C6H14N4O2 KEGG_COMPOUND Harg IUPAC InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10) ChEBI NC(CCCNC(N)=N)C(O)=O ChEBI ODKSFYDXXFIFQN-UHFFFAOYSA-N ChEBI CHEBI:13319 CHEBI:13321 CHEBI:21129 CHEBI:24876 CHEBI:34754 CHEBI:49599 CAS:15438-31-0 Gmelin:6845 KEGG:C14818 PDBeChem:FE2 Iron(2+) iron(2+) iron(2+) ion iron(II) cation chebi_ontology +2 55.84500 55.935 CWYNVVGOOAEACU-UHFFFAOYSA-N FE (II) ION Fe Fe(2+) Fe(II) Fe2+ Ferrous ion InChI=1S/Fe/q+2 [Fe++] iron ion(2+) CHEBI:29033 iron(2+) CAS:15438-31-0 ChemIDplus Gmelin:6845 Gmelin Iron(2+) KEGG_COMPOUND iron(2+) IUPAC iron(2+) ion IUPAC iron(II) cation IUPAC +2 ChEBI 55.84500 ChEBI 55.935 KEGG_COMPOUND CWYNVVGOOAEACU-UHFFFAOYSA-N ChEBI FE (II) ION PDBeChem Fe KEGG_COMPOUND Fe(2+) UniProt Fe(II) KEGG_COMPOUND Fe2+ KEGG_COMPOUND Ferrous ion KEGG_COMPOUND InChI=1S/Fe/q+2 ChEBI [Fe++] ChEBI iron ion(2+) ChemIDplus CHEBI:13320 CHEBI:21130 CHEBI:24877 CHEBI:34755 CHEBI:49595 CAS:20074-52-6 Gmelin:15986 KEGG:C14819 PDBeChem:FE Iron(3+) iron(3+) iron(3+) ion iron(III) cation chebi_ontology +3 55.84500 55.935 FE (III) ION Fe Fe(3+) Fe(III) Fe3+ Ferric ion InChI=1S/Fe/q+3 VTLYFUHAOXGGBS-UHFFFAOYSA-N [Fe+3] ferric iron iron, ion (Fe(3+)) CHEBI:29034 iron(3+) CAS:20074-52-6 ChemIDplus Gmelin:15986 Gmelin Iron(3+) KEGG_COMPOUND iron(3+) IUPAC iron(3+) ion IUPAC iron(III) cation IUPAC +3 ChEBI 55.84500 ChEBI 55.935 KEGG_COMPOUND FE (III) ION PDBeChem Fe KEGG_COMPOUND Fe(3+) IUPAC Fe(3+) UniProt Fe(III) KEGG_COMPOUND Fe3+ KEGG_COMPOUND Ferric ion KEGG_COMPOUND InChI=1S/Fe/q+3 ChEBI VTLYFUHAOXGGBS-UHFFFAOYSA-N ChEBI [Fe+3] ChEBI ferric iron ChEBI iron, ion (Fe(3+)) ChemIDplus A divalent metal cation in which the metal is manganese. CHEBI:21435 CHEBI:25156 CHEBI:49749 CAS:16397-91-4 Gmelin:6858 PDBeChem:MN manganese(2+) manganese(2+) ion manganese(II) cation chebi_ontology +2 54.938 54.93805 InChI=1S/Mn/q+2 MANGANESE (II) ION Mn Mn(2+) Mn(II) Mn2+ WAEMQWOKJMHJLA-UHFFFAOYSA-N [Mn++] manganese(II) manganese, ion (Mn2+) manganous ion CHEBI:29035 manganese(2+) CAS:16397-91-4 ChemIDplus CAS:16397-91-4 NIST Chemistry WebBook Gmelin:6858 Gmelin manganese(2+) IUPAC manganese(2+) ion IUPAC manganese(II) cation IUPAC +2 ChEBI 54.938 ChEBI 54.93805 ChEBI InChI=1S/Mn/q+2 ChEBI MANGANESE (II) ION PDBeChem Mn ChEBI Mn(2+) ChEBI Mn(2+) UniProt Mn(II) ChEBI Mn2+ ChEBI WAEMQWOKJMHJLA-UHFFFAOYSA-N ChEBI [Mn++] ChEBI manganese(II) ChemIDplus manganese, ion (Mn2+) ChemIDplus manganous ion ChemIDplus An ion of copper carrying a double positive charge. CHEBI:20882 CHEBI:23380 CHEBI:49550 CAS:15158-11-9 Gmelin:6855 PDBeChem:CU PMID:23900424 PMID:24168430 Reaxys:3587177 copper(2+) copper(2+) ion copper(II) cation chebi_ontology +2 62.930 63.54600 COPPER (II) ION Cu Cu(2+) Cu(II) Cu2+ InChI=1S/Cu/q+2 JPVYNHNXODAKFH-UHFFFAOYSA-N [Cu++] copper(II) cation copper, ion (Cu2+) cupric ion CHEBI:29036 copper(2+) CAS:15158-11-9 ChemIDplus Gmelin:6855 Gmelin PMID:23900424 Europe PMC PMID:24168430 Europe PMC Reaxys:3587177 Reaxys copper(2+) IUPAC copper(2+) ion IUPAC copper(II) cation IUPAC +2 ChEBI 62.930 ChEBI 63.54600 ChEBI COPPER (II) ION PDBeChem Cu ChEBI Cu(2+) UniProt Cu(II) ChEBI Cu2+ ChEBI InChI=1S/Cu/q+2 ChEBI JPVYNHNXODAKFH-UHFFFAOYSA-N ChEBI [Cu++] ChEBI copper(II) cation ChEBI copper, ion (Cu2+) ChemIDplus cupric ion ChEBI The conjugate base formed when the carboxy group of a carboxylic acid is deprotonated. CO2R 44.00950 43.990 [O-]C([*])=O CHEBI:13626 CHEBI:13945 CHEBI:23026 CHEBI:58657 chebi_ontology -1 43.990 44.00950 CO2R [O-]C([*])=O a carboxylate carboxylic acid anions carboxylic anions CHEBI:29067 carboxylic acid anion -1 ChEBI 43.990 ChEBI 44.00950 ChEBI CO2R ChEBI [O-]C([*])=O ChEBI a carboxylate UniProt carboxylic acid anions ChEBI carboxylic anions ChEBI The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate. CHEBI:21240 CHEBI:2868 CHEBI:40892 CHEBI:43473 Beilstein:84272 CAS:50-81-7 DrugBank:DB00126 Drug_Central:4072 Gmelin:4087 HMDB:HMDB00044 KEGG:C00072 KEGG:D00018 KNApSAcK:C00001179 MetaCyc:ASCORBATE PDBeChem:ASC PMID:12569111 PMID:15949874 PMID:17253561 PMID:17636648 PMID:18813862 PMID:19273781 PMID:19692922 PMID:22770225 PMID:491997 PMID:9506998 Reaxys:84272 Wikipedia:Ascorbic_Acid (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one L-Ascorbic acid L-threo-hex-2-enono-1,4-lactone chebi_ontology 0 176.032 176.12410 ASCORBIC ACID Ascoltin Ascorbic acid Ascorbicap Ascorbinsaeure C6H8O6 CIWBSHSKHKDKBQ-JLAZNSOCSA-N E 300 E-300 E300 InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1 L-(+)-ascorbic acid L-Ascorbate Vitamin C [H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO acide ascorbique acido ascorbico acidum ascorbicum acidum ascorbinicum ascorbic acid CHEBI:29073 L-ascorbic acid Beilstein:84272 Beilstein CAS:50-81-7 ChemIDplus CAS:50-81-7 KEGG COMPOUND CAS:50-81-7 NIST Chemistry WebBook Drug_Central:4072 DrugCentral Gmelin:4087 Gmelin PMID:12569111 Europe PMC PMID:15949874 Europe PMC PMID:17253561 Europe PMC PMID:17636648 Europe PMC PMID:18813862 Europe PMC PMID:19273781 Europe PMC PMID:19692922 Europe PMC PMID:22770225 Europe PMC PMID:491997 Europe PMC PMID:9506998 Europe PMC Reaxys:84272 Reaxys (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one IUPAC L-Ascorbic acid KEGG_COMPOUND L-threo-hex-2-enono-1,4-lactone IUPAC 0 ChEBI 176.032 KEGG_COMPOUND 176.12410 ChEBI ASCORBIC ACID PDBeChem Ascoltin KEGG_DRUG Ascorbic acid KEGG_COMPOUND Ascorbicap KEGG_DRUG Ascorbinsaeure ChEBI C6H8O6 KEGG_COMPOUND CIWBSHSKHKDKBQ-JLAZNSOCSA-N ChEBI E 300 ChEBI E-300 ChEBI E300 ChEBI InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1 ChEBI L-(+)-ascorbic acid NIST_Chemistry_WebBook L-Ascorbate KEGG_COMPOUND Vitamin C KEGG_COMPOUND [H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO ChEBI acide ascorbique ChemIDplus acido ascorbico ChemIDplus acidum ascorbicum ChemIDplus acidum ascorbinicum ChemIDplus ascorbic acid KEGG_DRUG CHEBI:14616 CHEBI:25404 CHEBI:6983 KEGG:C02171 Mononucleotide chebi_ontology 0 213.016 213.103 C5H10O7PR mononucleotides CHEBI:29075 mononucleotide Mononucleotide KEGG_COMPOUND 0 KEGG_COMPOUND 213.016 KEGG_COMPOUND 213.103 KEGG_COMPOUND C5H10O7PR KEGG_COMPOUND mononucleotides ChEBI A monoatomic monocation obtained from sodium. CHEBI:26717 CHEBI:49766 CHEBI:9175 CAS:17341-25-2 Gmelin:15196 KEGG:C01330 PDBeChem:NA sodium cation sodium(1+) sodium(1+) ion sodium(I) cation chebi_ontology +1 22.98977 22.990 FKNQFGJONOIPTF-UHFFFAOYSA-N InChI=1S/Na/q+1 Na Na(+) Na+ SODIUM ION [Na+] CHEBI:29101 sodium(1+) CAS:17341-25-2 ChemIDplus CAS:17341-25-2 NIST Chemistry WebBook Gmelin:15196 Gmelin sodium cation IUPAC sodium(1+) IUPAC sodium(1+) ion IUPAC sodium(I) cation IUPAC +1 ChEBI 22.98977 ChEBI 22.990 KEGG_COMPOUND FKNQFGJONOIPTF-UHFFFAOYSA-N ChEBI InChI=1S/Na/q+1 ChEBI Na KEGG_COMPOUND Na(+) IUPAC Na(+) UniProt Na+ KEGG_COMPOUND SODIUM ION PDBeChem [Na+] ChEBI A monoatomic monocation obtained from potassium. CHEBI:26219 CHEBI:49685 CHEBI:8345 CAS:24203-36-9 Gmelin:15203 KEGG:C00238 KEGG:D08403 PDBeChem:K potassium cation potassium(1+) potassium(1+) ion potassium(I) cation chebi_ontology +1 38.964 39.09830 InChI=1S/K/q+1 K K(+) K+ NPYPAHLBTDXSSS-UHFFFAOYSA-N POTASSIUM ION [K+] CHEBI:29103 potassium(1+) CAS:24203-36-9 NIST Chemistry WebBook Gmelin:15203 Gmelin potassium cation IUPAC potassium(1+) IUPAC potassium(1+) ion IUPAC potassium(I) cation IUPAC +1 ChEBI 38.964 KEGG_COMPOUND 39.09830 ChEBI InChI=1S/K/q+1 ChEBI K KEGG_COMPOUND K(+) IUPAC K(+) UniProt K+ KEGG_COMPOUND NPYPAHLBTDXSSS-UHFFFAOYSA-N ChEBI POTASSIUM ION PDBeChem [K+] ChEBI CHEBI:10113 CHEBI:27368 CHEBI:49972 CHEBI:49982 CAS:23713-49-7 Gmelin:6869 KEGG:C00038 PDBeChem:ZN zinc(2+) zinc(2+) ion zinc(II) cation chebi_ontology +2 63.929 65.39000 InChI=1S/Zn/q+2 PTFCDOFLOPIGGS-UHFFFAOYSA-N ZINC ION Zn Zn(2+) Zn(II) Zn2+ [Zn++] dietary zinc zinc cation zinc, ion (Zn2+) CHEBI:29105 zinc(2+) CAS:23713-49-7 ChemIDplus Gmelin:6869 Gmelin zinc(2+) IUPAC zinc(2+) ion IUPAC zinc(II) cation IUPAC +2 ChEBI 63.929 KEGG_COMPOUND 65.39000 ChEBI InChI=1S/Zn/q+2 ChEBI PTFCDOFLOPIGGS-UHFFFAOYSA-N ChEBI ZINC ION PDBeChem Zn KEGG_COMPOUND Zn(2+) IUPAC Zn(2+) UniProt Zn(II) KEGG_COMPOUND Zn2+ KEGG_COMPOUND [Zn++] ChEBI dietary zinc ChEBI zinc cation IUPAC zinc, ion (Zn2+) ChemIDplus CAS:14691-59-9 Gmelin:507 dioxidanide hydrogen(peroxide)(1-) hydrogendioxide(1-) hydrogenperoxide(1-) chebi_ontology -1 32.998 33.00674 HO2 HO2(-) HOO anion HOO(-) InChI=1S/H2O2/c1-2/h1-2H/p-1 MHAJPDPJQMAIIY-UHFFFAOYSA-M [HO2](-) [H]O[O-] CHEBI:29192 hydrogenperoxide(1-) CAS:14691-59-9 ChemIDplus CAS:14691-59-9 NIST Chemistry WebBook Gmelin:507 Gmelin dioxidanide IUPAC hydrogen(peroxide)(1-) IUPAC hydrogendioxide(1-) IUPAC hydrogenperoxide(1-) IUPAC -1 ChEBI 32.998 ChEBI 33.00674 ChEBI HO2 ChEBI HO2(-) IUPAC HOO anion NIST_Chemistry_WebBook HOO(-) ChEBI InChI=1S/H2O2/c1-2/h1-2H/p-1 ChEBI MHAJPDPJQMAIIY-UHFFFAOYSA-M ChEBI [HO2](-) ChEBI [H]O[O-] ChEBI CHEBI:14037 CHEBI:23419 CAS:661-20-1 CAS:71000-82-3 KEGG:C01417 UM-BBD_compID:c0568 cyanate nitridooxidocarbonate(1-) chebi_ontology -1 41.998 42.01684 CNO Cyanat InChI=1S/CHNO/c2-1-3/h3H/p-1 OCN(-) XLJMAIOERFSOGZ-UHFFFAOYSA-M Zyanat [C(N)O](-) [O-]C#N cyanate ion CHEBI:29195 cyanate CAS:661-20-1 UM-BBD CAS:71000-82-3 ChemIDplus CAS:71000-82-3 KEGG COMPOUND KEGG:C01417 ChEBI UM-BBD_compID:c0568 UM-BBD cyanate IUPAC cyanate UniProt nitridooxidocarbonate(1-) IUPAC -1 ChEBI 41.998 ChEBI 42.01684 ChEBI CNO ChEBI Cyanat ChEBI InChI=1S/CHNO/c2-1-3/h3H/p-1 ChEBI OCN(-) IUPAC XLJMAIOERFSOGZ-UHFFFAOYSA-M ChEBI Zyanat ChEBI [C(N)O](-) IUPAC [O-]C#N ChEBI cyanate ion ChemIDplus A colourless, volatile, poisonous inorganic compound with the formula HNCO; the simplest stable chemical compound that contains carbon, hydrogen, nitrogen, and oxygen, the four most commonly-found elements in organic chemistry and biology. Beilstein:1616281 CAS:75-13-8 Gmelin:840 PMID:19494520 PMID:26124058 PMID:26760716 PMID:977566 Reaxys:1616281 isocyanic acid chebi_ontology 0 43.006 43.02478 CHNO HN=C=O HNCO ICA InChI=1S/CHNO/c2-1-3/h2H N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N [C(NH)O] carbimide hydrogen isocyanate isocyansaeure isozyansaeure methenamide oxidoazanediidocarbon CHEBI:29202 isocyanic acid Beilstein:1616281 Beilstein CAS:75-13-8 ChemIDplus CAS:75-13-8 NIST Chemistry WebBook Gmelin:840 Gmelin PMID:19494520 Europe PMC PMID:26124058 Europe PMC PMID:26760716 Europe PMC PMID:977566 Europe PMC Reaxys:1616281 Reaxys isocyanic acid IUPAC 0 ChEBI 43.006 ChEBI 43.02478 ChEBI CHNO ChEBI HN=C=O NIST_Chemistry_WebBook HNCO IUPAC ICA ChEBI InChI=1S/CHNO/c2-1-3/h2H ChEBI N=C=O ChEBI OWIKHYCFFJSOEH-UHFFFAOYSA-N ChEBI [C(NH)O] IUPAC carbimide ChEBI hydrogen isocyanate NIST_Chemistry_WebBook isocyansaeure ChEBI isozyansaeure ChEBI methenamide ChEBI oxidoazanediidocarbon IUPAC Gmelin:1404640 hydridohydroxidodioxidosulfur sulfonic acid chebi_ontology 0 81.972 82.08008 BDHFUVZGWQCTTF-UHFFFAOYSA-N H2O3S HSHO3 InChI=1S/H2O3S/c1-4(2)3/h4H,(H,1,2,3) Sulfonsaeure [H]S(O)(=O)=O [SHO2(OH)] acide sulfonique sulphonic acid CHEBI:29214 sulfonic acid Gmelin:1404640 Gmelin hydridohydroxidodioxidosulfur IUPAC sulfonic acid IUPAC 0 ChEBI 81.972 ChEBI 82.08008 ChEBI BDHFUVZGWQCTTF-UHFFFAOYSA-N ChEBI H2O3S ChEBI HSHO3 IUPAC InChI=1S/H2O3S/c1-4(2)3/h4H,(H,1,2,3) ChEBI Sulfonsaeure ChEBI [H]S(O)(=O)=O ChEBI [SHO2(OH)] IUPAC acide sulfonique ChEBI sulphonic acid ChEBI CAS:14380-61-1 Gmelin:682 Wikipedia:Hypochlorite hypochlorite oxidochlorate(1-) chebi_ontology -1 50.964 51.45210 ClO ClO(-) Hypochlorit InChI=1S/ClO/c1-2/q-1 WQYVRQLZKVEZGA-UHFFFAOYSA-N [ClO](-) [O-]Cl CHEBI:29222 hypochlorite CAS:14380-61-1 ChemIDplus Gmelin:682 Gmelin hypochlorite IUPAC oxidochlorate(1-) IUPAC -1 ChEBI 50.964 ChEBI 51.45210 ChEBI ClO ChEBI ClO(-) IUPAC Hypochlorit ChEBI InChI=1S/ClO/c1-2/q-1 ChEBI WQYVRQLZKVEZGA-UHFFFAOYSA-N ChEBI [ClO](-) IUPAC [O-]Cl ChEBI An organosulfur compound in which a thiol group, -SH, is attached to a carbon atom of any aliphatic or aromatic moiety. CHEBI:13443 CHEBI:13696 CHEBI:17366 CHEBI:26969 CHEBI:8766 CHEBI:9556 KEGG:C00145 Wikipedia:Thiol Thiol thiols chebi_ontology 0 32.980 33.07300 HSR Mercaptan Merkaptan RSH S[*] a thiol mercaptans thiols CHEBI:29256 thiol Thiol KEGG_COMPOUND thiols IUPAC 0 ChEBI 32.980 ChEBI 33.07300 ChEBI HSR ChEBI Mercaptan KEGG_COMPOUND Merkaptan ChEBI RSH IUPAC S[*] ChEBI a thiol UniProt mercaptans ChEBI thiols ChEBI A monovalent inorganic anion obtained by deprotonation of phosphorous acid. Gmelin:558293 dihydrogen(trioxidophosphate)(1-) dihydrogenphosphite dihydroxidooxidophosphate(1-) chebi_ontology -1 80.974 80.98784 BLBIZNCSZLTDPW-UHFFFAOYSA-N H2O3P H2PO3(-) InChI=1S/H2O3P/c1-4(2)3/h1-2H/q-1 [H]OP([O-])O[H] [PO(OH)2] (-) dihydrogen phosphite CHEBI:29258 dihydrogenphosphite Gmelin:558293 Gmelin dihydrogen(trioxidophosphate)(1-) IUPAC dihydrogenphosphite IUPAC dihydroxidooxidophosphate(1-) IUPAC -1 ChEBI 80.974 ChEBI 80.98784 ChEBI BLBIZNCSZLTDPW-UHFFFAOYSA-N ChEBI H2O3P ChEBI H2PO3(-) IUPAC InChI=1S/H2O3P/c1-4(2)3/h1-2H/q-1 ChEBI [H]OP([O-])O[H] ChEBI [PO(OH)2] (-) IUPAC dihydrogen phosphite ChEBI A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid. Gmelin:323302 hydrogen(trioxidophosphate)(2-) hydrogenphosphite hydroxidodioxidophosphate(2-) chebi_ontology -2 79.966 79.97990 GBHRVZIGDIUCJB-UHFFFAOYSA-N HO3P HPO3(2-) InChI=1S/HO3P/c1-4(2)3/h1H/q-2 [H]OP([O-])[O-] [PO2(OH)](2-) hydrogen phosphite CHEBI:29259 hydrogenphosphite Gmelin:323302 Gmelin hydrogen(trioxidophosphate)(2-) IUPAC hydrogenphosphite IUPAC hydroxidodioxidophosphate(2-) IUPAC -2 ChEBI 79.966 ChEBI 79.97990 ChEBI GBHRVZIGDIUCJB-UHFFFAOYSA-N ChEBI HO3P ChEBI HPO3(2-) IUPAC InChI=1S/HO3P/c1-4(2)3/h1H/q-2 ChEBI [H]OP([O-])[O-] ChEBI [PO2(OH)](2-) IUPAC hydrogen phosphite IUPAC CAS:7440-57-5 WebElements:Au gold chebi_ontology 0 196.96655 196.967 79Au Au Gold InChI=1S/Au PCHJSUWPFVWCPO-UHFFFAOYSA-N [Au] aurum gold or oro CHEBI:29287 gold atom CAS:7440-57-5 ChemIDplus gold IUPAC 0 ChEBI 196.96655 ChEBI 196.967 ChEBI 79Au IUPAC Au ChEBI Au IUPAC Gold ChEBI InChI=1S/Au ChEBI PCHJSUWPFVWCPO-UHFFFAOYSA-N ChEBI [Au] ChEBI aurum IUPAC gold ChEBI or ChEBI oro ChEBI Beilstein:4241647 CAS:7440-70-2 Gmelin:16277 calcium calcium(0) chebi_ontology 0 39.963 40.07800 Ca Ca(0) Can InChI=1S/Ca OYPRJOBELJOOCE-UHFFFAOYSA-N [Ca] CHEBI:29320 calcium(0) Beilstein:4241647 Beilstein CAS:7440-70-2 ChemIDplus CAS:7440-70-2 NIST Chemistry WebBook Gmelin:16277 Gmelin calcium IUPAC calcium(0) IUPAC 0 ChEBI 39.963 ChEBI 40.07800 ChEBI Ca ChEBI Ca(0) ChEBI Can IUPAC InChI=1S/Ca ChEBI OYPRJOBELJOOCE-UHFFFAOYSA-N ChEBI [Ca] ChEBI An organic sodium salt that is the disodium salt of nitroprusside. CAS:14402-89-2 sodium pentacyanidonitrosylferrate(2-) sodium pentacyanidonitrosylferrate(III) chebi_ontology 0 261.91788 261.928 C5FeN6Na2O FPWUWQVZUNFZQM-UHFFFAOYSA-N InChI=1S/5CN.Fe.NO.2Na/c5*1-2;;1-2;;/q;;;;;2*-1;2*+1 Na2[Fe(CN)5(NO)] Sodium nitroprusside anhydrous [Na+].[Na+].O=N[Fe--](C#N)(C#N)(C#N)(C#N)C#N disodium pentacyanidonitrosylferrate CHEBI:29321 sodium nitroprusside CAS:14402-89-2 ChemIDplus sodium pentacyanidonitrosylferrate(2-) IUPAC sodium pentacyanidonitrosylferrate(III) IUPAC 0 ChEBI 261.91788 ChEBI 261.928 ChEBI C5FeN6Na2O ChEBI FPWUWQVZUNFZQM-UHFFFAOYSA-N ChEBI InChI=1S/5CN.Fe.NO.2Na/c5*1-2;;1-2;;/q;;;;;2*-1;2*+1 ChEBI Na2[Fe(CN)5(NO)] IUPAC Sodium nitroprusside anhydrous ChemIDplus [Na+].[Na+].O=N[Fe--](C#N)(C#N)(C#N)(C#N)C#N ChEBI disodium pentacyanidonitrosylferrate IUPAC amide azanide dihydridonitrate(1-) chebi_ontology -1 16.019 16.02262 H2N HYGWNUKOUCZBND-UHFFFAOYSA-N InChI=1S/H2N/h1H2/q-1 NH2(-) [H][N-][H] CHEBI:29337 azanide amide IUPAC azanide IUPAC dihydridonitrate(1-) IUPAC -1 ChEBI 16.019 ChEBI 16.02262 ChEBI H2N ChEBI HYGWNUKOUCZBND-UHFFFAOYSA-N ChEBI InChI=1S/H2N/h1H2/q-1 ChEBI NH2(-) IUPAC [H][N-][H] ChEBI A divalent inorganic anion resulting from the removal of two protons from ammonia. azanediide hydridonitrate(2-) chebi_ontology -2 15.011 15.01468 DZQYTNGKSBCIOE-UHFFFAOYSA-N HN InChI=1S/HN/h1H/q-2 NH(2-) [N--][H] imide CHEBI:29340 hydridonitrate(2-) azanediide IUPAC hydridonitrate(2-) IUPAC -2 ChEBI 15.011 ChEBI 15.01468 ChEBI DZQYTNGKSBCIOE-UHFFFAOYSA-N ChEBI HN ChEBI InChI=1S/HN/h1H/q-2 ChEBI NH(2-) IUPAC [N--][H] ChEBI imide IUPAC A carboxamide derived from a monocarboxylic acid. CHEBI:13211 CHEBI:22207 CHEBI:25383 CHEBI:6977 chebi_ontology 0 41.998 42.01680 CNOR3 [*]N([*])C([*])=O monocarboxylic acid amides CHEBI:29347 monocarboxylic acid amide 0 ChEBI 41.998 ChEBI 42.01680 ChEBI CNOR3 ChEBI [*]N([*])C([*])=O ChEBI monocarboxylic acid amides ChEBI Beilstein:5915711 Gmelin:322698 dihydridocarbonate(2-) methanediide chebi_ontology -2 14.016 14.02658 CH2 CH2(2-) InChI=1S/CH2/h1H2/q-2 PZPOWPOFQLSNJO-UHFFFAOYSA-N [CH2](2-) [H][C--][H] CHEBI:29360 methanediide Beilstein:5915711 Beilstein Gmelin:322698 Gmelin dihydridocarbonate(2-) IUPAC methanediide IUPAC -2 ChEBI 14.016 ChEBI 14.02658 ChEBI CH2 ChEBI CH2(2-) IUPAC InChI=1S/CH2/h1H2/q-2 ChEBI PZPOWPOFQLSNJO-UHFFFAOYSA-N ChEBI [CH2](2-) ChEBI [H][C--][H] ChEBI peroxy chebi_ontology -OO- 0 31.990 31.99880 O2 CHEBI:29369 peroxy group peroxy IUPAC -OO- IUPAC 0 ChEBI 31.990 ChEBI 31.99880 ChEBI O2 ChEBI Gmelin:48980 dioxygen(2+) chebi_ontology +2 31.990 31.99880 InChI=1S/O2/c1-2/q+2 NIWXMCONPJOXBL-UHFFFAOYSA-N O2 O2(2+) [O+]#[O+] [O2](2+) dioxidanebis(ylium) CHEBI:29371 dioxygen(2+) Gmelin:48980 Gmelin dioxygen(2+) IUPAC +2 ChEBI 31.990 ChEBI 31.99880 ChEBI InChI=1S/O2/c1-2/q+2 ChEBI NIWXMCONPJOXBL-UHFFFAOYSA-N ChEBI O2 ChEBI O2(2+) IUPAC [O+]#[O+] ChEBI [O2](2+) ChEBI dioxidanebis(ylium) IUPAC Beilstein:1813938 CAS:15194-58-8 Gmelin:259263 methanide trihydridocarbonate(1-) chebi_ontology -1 15.023 15.03452 CH3 CH3(-) InChI=1S/CH3/h1H3/q-1 LGRLWUINFJPLSH-UHFFFAOYSA-N [CH3](-) [H][C-]([H])[H] lambda(2)-methanuide methyl anion CHEBI:29438 methanide Beilstein:1813938 Beilstein CAS:15194-58-8 NIST Chemistry WebBook Gmelin:259263 Gmelin methanide IUPAC trihydridocarbonate(1-) IUPAC -1 ChEBI 15.023 ChEBI 15.03452 ChEBI CH3 ChEBI CH3(-) IUPAC InChI=1S/CH3/h1H3/q-1 ChEBI LGRLWUINFJPLSH-UHFFFAOYSA-N ChEBI [CH3](-) ChEBI [H][C-]([H])[H] ChEBI lambda(2)-methanuide IUPAC methyl anion IUPAC A semisynthetic penicillin antibiotic used in treating infections caused by Pseudomonas aeruginosa, Escherichia coli, and Haemophilus influenzae. CHEBI:63225 Beilstein:5785146 CAS:37091-66-0 DrugBank:DB01061 Drug_Central:277 KEGG:C06839 KEGG:D02339 LINCS:LSM-15179 PMID:11036013 PMID:11397088 PMID:19292999 PMID:20363776 PMID:2068466 PMID:21219695 PMID:21360610 PMID:21883661 PMID:6212725 PMID:6231603 PMID:6289737 PMID:6810286 Patent:CN101585844 Patent:FR2100682 Patent:US3933795 Reaxys:5785146 Wikipedia:Azlocillin colombos:AZLOCILLIN 2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylic acid chebi_ontology (2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 461.137 461.49200 C20H23N5O6S InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1 JTWOMNBEOCYFNV-NFFDBFGFSA-N [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(NC(=O)N1CCNC1=O)c1ccccc1)C(O)=O azlocilina azlocillin azlocilline azlocillinum CHEBI:2956 azlocillin Beilstein:5785146 Beilstein CAS:37091-66-0 ChemIDplus CAS:37091-66-0 KEGG COMPOUND Drug_Central:277 DrugCentral PMID:11036013 Europe PMC PMID:11397088 Europe PMC PMID:19292999 Europe PMC PMID:20363776 Europe PMC PMID:2068466 Europe PMC PMID:21219695 Europe PMC PMID:21360610 Europe PMC PMID:21883661 Europe PMC PMID:6212725 Europe PMC PMID:6231603 Europe PMC PMID:6289737 Europe PMC PMID:6810286 Europe PMC Reaxys:5785146 Reaxys 2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylic acid IUPAC (2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC 0 ChEBI 461.137 ChEBI 461.49200 ChEBI C20H23N5O6S ChEBI InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1 ChEBI JTWOMNBEOCYFNV-NFFDBFGFSA-N ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(NC(=O)N1CCNC1=O)c1ccccc1)C(O)=O ChEBI azlocilina ChemIDplus azlocillin KEGG_DRUG azlocilline ChemIDplus azlocillinum ChemIDplus A N-acyl homoserine lactone that is the monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 3-oxohexanoic acid with the amino group of homoserine lactone. CAS:76924-95-3 KEGG:C11839 MetaCyc:CPD-10780 PMID:7236614 Reaxys:13576940 3-oxo-N-(2-oxotetrahydrofuran-3-yl)hexanamide N-(3-Oxohexanoyl)homoserine lactone N-(3-oxohexanoyl)homoserine lactone chebi_ontology 0 213.100 213.23040 3-oxo-C6-AHL 3-oxo-N-(tetrahydro-2-oxo-3-furanyl)hexanamide AI-1 (Vibrio fischeri) AI-1 lactone Autoinducer 1 C10H15NO4 CCCC(=O)CC(=O)NC1CCOC1=O InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13) Luciferase autoinducer N-(3-oxohexanoyl)-3-aminodihydro-2(3H)-furanone N-(beta-ketocapryloyl)-homoserine lactone YRYOXRMDHALAFL-UHFFFAOYSA-N CHEBI:29640 N-(3-oxohexanoyl)homoserine lactone CAS:76924-95-3 ChemIDplus CAS:76924-95-3 KEGG COMPOUND PMID:7236614 Europe PMC Reaxys:13576940 Reaxys 3-oxo-N-(2-oxotetrahydrofuran-3-yl)hexanamide IUPAC N-(3-Oxohexanoyl)homoserine lactone KEGG_COMPOUND N-(3-oxohexanoyl)homoserine lactone ChemIDplus 0 ChEBI 213.100 ChEBI 213.23040 ChEBI 3-oxo-C6-AHL ChEBI 3-oxo-N-(tetrahydro-2-oxo-3-furanyl)hexanamide ChemIDplus AI-1 (Vibrio fischeri) MetaCyc AI-1 lactone ChemIDplus Autoinducer 1 ChemIDplus C10H15NO4 ChEBI CCCC(=O)CC(=O)NC1CCOC1=O ChEBI InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13) ChEBI Luciferase autoinducer ChemIDplus N-(3-oxohexanoyl)-3-aminodihydro-2(3H)-furanone ChemIDplus N-(beta-ketocapryloyl)-homoserine lactone ChEBI YRYOXRMDHALAFL-UHFFFAOYSA-N ChEBI An inoganic sodium salt with formula with formula NaAsO2. CAS:7784-46-5 KEGG:C11906 MetaCyc:CPD0-1496 PMID:17070520 PMID:19131511 PMID:20423156 PMID:20598115 PMID:23194016 PMID:23694735 PMID:24004876 PMID:24100277 PMID:24519527 PMID:9580875 PMID:9649501 Reaxys:14201303 Reaxys:16472677 Wikipedia:Sodium_arsenite Sodium arsenite catena-poly[(oxidoarsenate-mu-oxido)]sodium chebi_ontology (NaAsO2)n 0 129.901 129.91020 AsNaO2 InChI=1S/AsHO2.Na/c2-1-3;/h(H,2,3);/q;+1/p-1 Na(+)n-(-As(O(-))O-)-n NaAsO2 PTLRDCMBXHILCL-UHFFFAOYSA-M Sodium dioxoarsenate [Na+].[O-][As]=O sodium meta-arsenite sodium metaarsenite CHEBI:29678 sodium arsenite CAS:7784-46-5 ChemIDplus CAS:7784-46-5 KEGG COMPOUND PMID:17070520 Europe PMC PMID:19131511 Europe PMC PMID:20423156 Europe PMC PMID:20598115 Europe PMC PMID:23194016 Europe PMC PMID:23694735 Europe PMC PMID:24004876 Europe PMC PMID:24100277 Europe PMC PMID:24519527 Europe PMC PMID:9580875 Europe PMC PMID:9649501 Europe PMC Reaxys:14201303 Reaxys Reaxys:16472677 Reaxys Sodium arsenite KEGG_COMPOUND catena-poly[(oxidoarsenate-mu-oxido)]sodium IUPAC (NaAsO2)n ChEBI 0 ChEBI 129.901 ChEBI 129.91020 ChEBI AsNaO2 ChEBI InChI=1S/AsHO2.Na/c2-1-3;/h(H,2,3);/q;+1/p-1 ChEBI Na(+)n-(-As(O(-))O-)-n ChEBI NaAsO2 ChEBI PTLRDCMBXHILCL-UHFFFAOYSA-M ChEBI Sodium dioxoarsenate KEGG_COMPOUND [Na+].[O-][As]=O ChEBI sodium meta-arsenite ChEBI sodium metaarsenite ChemIDplus A cholanic acid conjugate anion that is the conjugate base of glycocholic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3. CHEBI:14345 CHEBI:24377 CHEBI:58235 Beilstein:3739464 DrugBank:DB02691 KEGG:C01921 Reaxys:3739464 N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycinate glycocholate chebi_ontology -1 464.301 464.61482 C26H42NO6 InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/p-1/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 RFDAIACWWDREDC-FRVQLJSFSA-M [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC([O-])=O CHEBI:29746 glycocholate Beilstein:3739464 Beilstein KEGG:C01921 ChEBI Reaxys:3739464 Reaxys N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycinate IUPAC glycocholate UniProt -1 ChEBI 464.301 ChEBI 464.61482 ChEBI C26H42NO6 ChEBI InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/p-1/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 ChEBI RFDAIACWWDREDC-FRVQLJSFSA-M ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC([O-])=O ChEBI A bile acid anion that is the conjugate base of cholic acid. CHEBI:11895 CHEBI:13978 CHEBI:20216 CHEBI:23168 CHEBI:57748 Beilstein:3915750 Reaxys:3915750 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oate cholate chebi_ontology -1 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanate 407.280 407.56346 BHQCQFFYRZLCQQ-OELDTZBJSA-M C24H39O5 InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC([O-])=O CHEBI:29747 cholate Beilstein:3915750 Beilstein Reaxys:3915750 Reaxys 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oate IUPAC cholate UniProt -1 ChEBI 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanate ChEBI 407.280 ChEBI 407.56346 ChEBI BHQCQFFYRZLCQQ-OELDTZBJSA-M ChEBI C24H39O5 ChEBI InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC([O-])=O ChEBI nitro chebi_ontology -NO2 0 45.993 46.00550 NO2 CHEBI:29785 nitro group nitro IUPAC -NO2 IUPAC 0 ChEBI 45.993 ChEBI 46.00550 ChEBI NO2 ChEBI Gmelin:508 dioxidenium hydridodioxygen(1+) chebi_ontology +1 32.998 33.00674 HO2 HO2(+) HOO(+) InChI=1S/O2/c1-2/p+1 MYMOFIZGZYHOMD-UHFFFAOYSA-O [HO2](+) [H][O+]=O CHEBI:29793 hydridodioxygen(1+) Gmelin:508 Gmelin dioxidenium IUPAC hydridodioxygen(1+) IUPAC +1 ChEBI 32.998 ChEBI 33.00674 ChEBI HO2 ChEBI HO2(+) IUPAC HOO(+) ChEBI InChI=1S/O2/c1-2/p+1 ChEBI MYMOFIZGZYHOMD-UHFFFAOYSA-O ChEBI [HO2](+) ChEBI [H][O+]=O ChEBI A hydroxy monocarboxylic acid anion that is acetate where the methyl group has been hydroxylated. CHEBI:14348 CHEBI:24388 CAS:666-14-8 DrugBank:DB03085 KEGG:C00160 MetaCyc:GLYCOLLATE PMID:17190852 PMID:22093610 PMID:22207577 PMID:22268146 PMID:22327578 PMID:22394389 PMID:22446032 Reaxys:3903689 UM-BBD_compID:c0008 glycolate hydroxyacetate chebi_ontology -1 75.008 75.04342 AEMRFAOFKBGASW-UHFFFAOYSA-M C2H3O3 InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)/p-1 OCC([O-])=O CHEBI:29805 glycolate CAS:666-14-8 Reaxys KEGG:C00160 ChEBI PMID:17190852 Europe PMC PMID:22093610 Europe PMC PMID:22207577 Europe PMC PMID:22268146 Europe PMC PMID:22327578 Europe PMC PMID:22394389 Europe PMC PMID:22446032 Europe PMC Reaxys:3903689 Reaxys UM-BBD_compID:c0008 ChEBI glycolate UniProt hydroxyacetate IUPAC -1 ChEBI 75.008 ChEBI 75.04342 ChEBI AEMRFAOFKBGASW-UHFFFAOYSA-M ChEBI C2H3O3 ChEBI InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)/p-1 ChEBI OCC([O-])=O ChEBI A C4-dicarboxylate that is the E-isomer of but-2-enedioate(2-) CHEBI:14284 CHEBI:24122 CHEBI:42511 Beilstein:1861276 CAS:142-42-7 DrugBank:DB01677 Gmelin:325288 KEGG:C00122 MetaCyc:FUM PDBeChem:FMR PMID:15618158 PMID:16857679 PMID:17190852 PMID:22052553 PMID:22405071 Reaxys:1861276 UM-BBD_compID:c0111 (2E)-but-2-enedioate chebi_ontology (2E)-but-2-enedioate (E)-2-butenedioic acid, ion(2-) -2 113.995 114.05628 C4H2O4 FUMARATE InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2/b2-1+ VZCYOOQTPOCHFL-OWOJBTEDSA-L [O-]C(=O)\C=C\C([O-])=O fumarate CHEBI:29806 fumarate(2-) Beilstein:1861276 Beilstein CAS:142-42-7 ChemIDplus Gmelin:325288 Gmelin KEGG:C00122 ChEBI PMID:15618158 Europe PMC PMID:16857679 Europe PMC PMID:17190852 Europe PMC PMID:22052553 Europe PMC PMID:22405071 Europe PMC Reaxys:1861276 Reaxys UM-BBD_compID:c0111 ChEBI (2E)-but-2-enedioate IUPAC (2E)-but-2-enedioate ChEBI (E)-2-butenedioic acid, ion(2-) ChemIDplus -2 ChEBI 113.995 ChEBI 114.05628 ChEBI C4H2O4 ChEBI FUMARATE PDBeChem InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2/b2-1+ ChEBI VZCYOOQTPOCHFL-OWOJBTEDSA-L ChEBI [O-]C(=O)\C=C\C([O-])=O ChEBI fumarate UniProt A hexitol produced by a variety of organisms including bacteria, fungi, lichens and plants. CHEBI:14574 CHEBI:25163 PMID:24269997 PMID:24323504 PMID:24374122 PMID:24861101 Wikipedia:Mannitol mannitol chebi_ontology C6H14O6 CHEBI:29864 mannitol PMID:24269997 Europe PMC PMID:24323504 Europe PMC PMID:24374122 Europe PMC PMID:24861101 Europe PMC mannitol IUPAC mannitol UniProt C6H14O6 ChEBI CHEBI:26821 CHEBI:29916 sulfanyl thiol thiol group chebi_ontology -SH 0 32.980 33.07394 HS HS- Mercaptogruppe Merkaptogruppe Sulfhydrylgruppe Thiolgruppe mercapto group sulfhydryl group sulphydryl group CHEBI:29917 thiol group sulfanyl IUPAC thiol IUPAC thiol group UniProt -SH IUPAC 0 ChEBI 32.980 ChEBI 33.07394 ChEBI HS ChEBI HS- IUPAC Mercaptogruppe ChEBI Merkaptogruppe ChEBI Sulfhydrylgruppe ChEBI Thiolgruppe ChEBI mercapto group ChEBI sulfhydryl group ChEBI sulphydryl group ChEBI CAS:15035-72-0 Gmelin:24766 hydrogen(sulfide)(1-) hydrosulfide sulfanide chebi_ontology -1 32.980 33.07394 HS HS anion HS(-) InChI=1S/H2S/h1H2/p-1 RWSOTUBLDIXVET-UHFFFAOYSA-M [S-][H] hydrogen sulfide CHEBI:29919 hydrosulfide CAS:15035-72-0 ChemIDplus CAS:15035-72-0 NIST Chemistry WebBook Gmelin:24766 Gmelin hydrogen(sulfide)(1-) IUPAC hydrosulfide IUPAC sulfanide IUPAC -1 ChEBI 32.980 ChEBI 33.07394 ChEBI HS ChEBI HS anion NIST_Chemistry_WebBook HS(-) IUPAC InChI=1S/H2S/h1H2/p-1 ChEBI RWSOTUBLDIXVET-UHFFFAOYSA-M ChEBI [S-][H] ChEBI hydrogen sulfide UniProt PDBeChem:SFO SULFO GROUP hydroxydioxo-lambda(6)-sulfanyl hydroxysulfonyl sulfo chebi_ontology -S(O)2(OH) 0 80.965 81.07214 HO3S CHEBI:29922 sulfo group SULFO GROUP PDBeChem hydroxydioxo-lambda(6)-sulfanyl IUPAC hydroxysulfonyl IUPAC sulfo IUPAC -S(O)2(OH) IUPAC 0 ChEBI 80.965 ChEBI 81.07214 ChEBI HO3S ChEBI CAS:20638-10-2 Gmelin:164165 hydroxidodioxidoselenate(1-) chebi_ontology -1 127.96614 128.909 HO3Se HSeO3(-) InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3)/p-1 MCAHWIHFGHIESP-UHFFFAOYSA-M O[Se]([O-])=O [SeO2(OH)](-) hydrogen selenite hydrogenselenite(1-) CHEBI:29924 hydrogenselenite CAS:20638-10-2 ChemIDplus Gmelin:164165 Gmelin hydroxidodioxidoselenate(1-) IUPAC -1 ChEBI 127.96614 ChEBI 128.909 ChEBI HO3Se ChEBI HSeO3(-) IUPAC InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3)/p-1 ChEBI MCAHWIHFGHIESP-UHFFFAOYSA-M ChEBI O[Se]([O-])=O ChEBI [SeO2(OH)](-) IUPAC hydrogen selenite ChemIDplus hydrogenselenite(1-) IUPAC A C4-dicarboxylate that is the dianion obtained by the deprotonation of both the carboxy groups of aspartic acid. 2-aminobutanedioate aspartate aspartate(2-) chebi_ontology -2 131.022 131.08684 2-aminosuccinate C4H5NO4 CKLJMWTZIZZHCS-UHFFFAOYSA-L InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-2 NC(CC([O-])=O)C([O-])=O aspartic acid dianion CHEBI:29995 aspartate(2-) 2-aminobutanedioate IUPAC aspartate IUPAC aspartate(2-) JCBN -2 ChEBI 131.022 ChEBI 131.08684 ChEBI 2-aminosuccinate ChEBI C4H5NO4 ChEBI CKLJMWTZIZZHCS-UHFFFAOYSA-L ChEBI InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-2 ChEBI NC(CC([O-])=O)C([O-])=O ChEBI aspartic acid dianion JCBN A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxy groups of succinic acid. CHEBI:15125 CHEBI:22941 CHEBI:26803 Beilstein:1863859 CAS:56-14-4 Gmelin:240255 MetaCyc:SUC PMID:17190852 Reaxys:1863859 UM-BBD_compID:c0312 butanedioate chebi_ontology (-)OOC-CH2-CH2-COO(-) -2 116.011 116.07216 C4H4O4 InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)/p-2 KDYFGRWQOYBRFD-UHFFFAOYSA-L [O-]C(=O)CCC([O-])=O butanedioic acid, ion(2-) succinate CHEBI:30031 succinate(2-) Beilstein:1863859 Beilstein CAS:56-14-4 ChemIDplus Gmelin:240255 Gmelin PMID:17190852 Europe PMC Reaxys:1863859 Reaxys UM-BBD_compID:c0312 ChEBI butanedioate IUPAC (-)OOC-CH2-CH2-COO(-) ChEBI -2 ChEBI 116.011 ChEBI 116.07216 ChEBI C4H4O4 ChEBI InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)/p-2 ChEBI KDYFGRWQOYBRFD-UHFFFAOYSA-L ChEBI [O-]C(=O)CCC([O-])=O ChEBI butanedioic acid, ion(2-) ChemIDplus succinate UniProt CAS:7440-57-5 gold gold(0) chebi_ontology 0 196.96655 196.967 Au Au(0) Aun InChI=1S/Au PCHJSUWPFVWCPO-UHFFFAOYSA-N [Au] colloidal gold gold flake gold leaf CHEBI:30050 gold(0) CAS:7440-57-5 NIST Chemistry WebBook gold IUPAC gold(0) IUPAC 0 ChEBI 196.96655 ChEBI 196.967 ChEBI Au ChEBI Au(0) ChEBI Aun IUPAC InChI=1S/Au ChEBI PCHJSUWPFVWCPO-UHFFFAOYSA-N ChEBI [Au] ChEBI colloidal gold NIST_Chemistry_WebBook gold flake NIST_Chemistry_WebBook gold leaf NIST_Chemistry_WebBook Beilstein:1902006 Gmelin:239627 guanidinium chebi_ontology +1 60.056 60.07856 CH6N3 InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4)/p+1 NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O [C(NH2)3](+) diaminomethaniminium guanidine CHEBI:30087 guanidinium Beilstein:1902006 Beilstein Gmelin:239627 Gmelin guanidinium IUPAC +1 ChEBI 60.056 ChEBI 60.07856 ChEBI CH6N3 ChEBI InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4)/p+1 ChEBI NC(N)=[NH2+] ChEBI ZRALSGWEFCBTJO-UHFFFAOYSA-O ChEBI [C(NH2)3](+) ChEBI diaminomethaniminium IUPAC guanidine UniProt A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of acetic acid. C2H3O2 InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1 QTBSBXVTEAMEQO-UHFFFAOYSA-M 59.04402 59.013 CC([O-])=O CHEBI:13704 CHEBI:22165 CHEBI:40480 Beilstein:1901470 CAS:71-50-1 DrugBank:DB03166 Gmelin:1379 KEGG:C00033 MetaCyc:ACET PDBeChem:ACT PMID:17190852 PMID:22211106 PMID:22371380 Reaxys:1901470 UM-BBD_compID:c0050 Wikipedia:Acetate colombos:ACETATE acetate chebi_ontology -1 59.013 59.04402 ACETATE ION Azetat C2H3O2 CC([O-])=O CH3-COO(-) Ethanoat InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1 MeCO2 anion QTBSBXVTEAMEQO-UHFFFAOYSA-M acetic acid, ion(1-) ethanoate CHEBI:30089 acetate Beilstein:1901470 Beilstein CAS:71-50-1 ChemIDplus CAS:71-50-1 NIST Chemistry WebBook Gmelin:1379 Gmelin KEGG:C00033 ChEBI PMID:17190852 Europe PMC PMID:22211106 Europe PMC PMID:22371380 Europe PMC Reaxys:1901470 Reaxys UM-BBD_compID:c0050 ChEBI acetate IUPAC acetate UniProt -1 ChEBI 59.013 ChEBI 59.04402 ChEBI ACETATE ION PDBeChem Azetat ChEBI C2H3O2 ChEBI CC([O-])=O ChEBI CH3-COO(-) IUPAC Ethanoat ChEBI InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1 ChEBI MeCO2 anion NIST_Chemistry_WebBook QTBSBXVTEAMEQO-UHFFFAOYSA-M ChEBI acetic acid, ion(1-) ChemIDplus ethanoate ChEBI A class of quaternary ammonium chloride salts in which the nitrogen is substituted by a benzyl group, two methyl groups and an even-numbered alkyl chain. CAS:8001-54-5 KEGG:C08037 KEGG:D00857 PMID:17660979 PMID:22692451 PMID:23078159 PMID:23102555 PMID:23278376 PMID:23439005 PMID:23519403 PMID:23542350 PMID:23651563 PMID:23682619 PMID:23726247 PMID:23792171 PMID:23861389 PMID:23892748 PMID:23893017 PMID:23987445 PMID:23987991 PMID:23991114 PMID:7526642 colombos:BENZALKONIUM_CHLORIDE Benzalkonium chloride chebi_ontology 0 170.074 170.65900 ADBAC Alkyl dimethylbenzyl ammonium chloride Alkylbenzyldimethylammonium chloride Alkyldimethyl(phenylmethyl)quaternary ammonium chlorides Alkyldimethylbenzylammonium chloride C9H13ClNR [Cl-].C[N+](C)([*])Cc1ccccc1 benzalkonii chloridum benzalkonium chloride benzalkonium chlorides chlorure de benzalkonium cloruro de benzalconio CHEBI:3020 benzalkonium chloride CAS:8001-54-5 ChemIDplus PMID:17660979 Europe PMC PMID:22692451 Europe PMC PMID:23078159 Europe PMC PMID:23102555 Europe PMC PMID:23278376 Europe PMC PMID:23439005 Europe PMC PMID:23519403 Europe PMC PMID:23542350 Europe PMC PMID:23651563 Europe PMC PMID:23682619 Europe PMC PMID:23726247 Europe PMC PMID:23792171 Europe PMC PMID:23861389 Europe PMC PMID:23892748 Europe PMC PMID:23893017 Europe PMC PMID:23987445 Europe PMC PMID:23987991 Europe PMC PMID:23991114 Europe PMC PMID:7526642 Europe PMC Benzalkonium chloride KEGG_COMPOUND 0 ChEBI 170.074 ChEBI 170.65900 ChEBI ADBAC ChEBI Alkyl dimethylbenzyl ammonium chloride ChemIDplus Alkylbenzyldimethylammonium chloride ChemIDplus Alkyldimethyl(phenylmethyl)quaternary ammonium chlorides ChemIDplus Alkyldimethylbenzylammonium chloride ChemIDplus C9H13ClNR ChEBI [Cl-].C[N+](C)([*])Cc1ccccc1 ChEBI benzalkonii chloridum ChemIDplus benzalkonium chloride KEGG_DRUG benzalkonium chlorides ChEBI chlorure de benzalkonium ChemIDplus cloruro de benzalconio ChemIDplus A trivalent inorganic anion obtained by removal of all three protons from antimonous acid. PMID:17419726 antimonite trioxidoantimonate(3-) trioxoantimonate(3-) trioxoantimonate(III) chebi_ontology -3 168.889 169.75820 InChI=1S/3O.Sb/q3*-1; JXYAODGLKNBUTA-UHFFFAOYSA-N O3Sb SbO3(3-) [O-][Sb]([O-])[O-] [SbO3](3-) CHEBI:30297 antimonite PMID:17419726 Europe PMC antimonite IUPAC trioxidoantimonate(3-) IUPAC trioxoantimonate(3-) IUPAC trioxoantimonate(III) IUPAC -3 ChEBI 168.889 ChEBI 169.75820 ChEBI InChI=1S/3O.Sb/q3*-1; ChEBI JXYAODGLKNBUTA-UHFFFAOYSA-N ChEBI O3Sb ChEBI SbO3(3-) IUPAC [O-][Sb]([O-])[O-] ChEBI [SbO3](3-) ChEBI An alkane-alpha,omega-diamine in which the alkane is ethane. Beilstein:605263 CAS:107-15-3 Gmelin:1098 HMDB:HMDB31225 KEGG:D01114 MetaCyc:CPD-3682 PDBeChem:EDN PMID:21616561 PMID:3692019 PMID:7070713 Reaxys:605263 Wikipedia:Ethylenediamine ethane-1,2-diamine ethylenediamine chebi_ontology 0 1,2-ethanediamine 60.069 60.09840 C2H8N2 InChI=1S/C2H8N2/c3-1-2-4/h1-4H2 NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N en CHEBI:30347 ethylenediamine Beilstein:605263 Beilstein CAS:107-15-3 ChemIDplus CAS:107-15-3 NIST Chemistry WebBook Gmelin:1098 Gmelin PMID:21616561 Europe PMC PMID:3692019 Europe PMC PMID:7070713 Europe PMC Reaxys:605263 Reaxys ethane-1,2-diamine IUPAC ethylenediamine IUPAC 0 ChEBI 1,2-ethanediamine IUPAC 60.069 ChEBI 60.09840 ChEBI C2H8N2 ChEBI InChI=1S/C2H8N2/c3-1-2-4/h1-4H2 ChEBI NCCN ChEBI PIICEJLVQHRZGT-UHFFFAOYSA-N ChEBI en IUPAC A bipyridine in which the two pyridine moieties are linked by a bond between positions C-2 and C-2'. Beilstein:113089 CAS:366-18-7 Gmelin:3720 Gmelin:936807 MetaCyc:CPD-8819 PMID:11564534 PMID:15998024 Reaxys:113089 Wikipedia:2,2%27-Bipyridine 2,2'-bipyridine chebi_ontology 0 156.069 156.18400 2,2'-Bipyridin 2,2'-bipyridyl 2,2'-dipyridine 2,2'-dipyridyl 2-(2-pyridyl)pyridine C10H8N2 InChI=1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H ROFVEXUMMXZLPA-UHFFFAOYSA-N alpha,alpha'-bipyridine alpha,alpha'-bipyridyl alpha,alpha'-dipyridine alpha,alpha'-dipyridyl bpy c1ccc(nc1)-c1ccccn1 CHEBI:30351 2,2'-bipyridine Beilstein:113089 Beilstein CAS:366-18-7 ChemIDplus CAS:366-18-7 NIST Chemistry WebBook Gmelin:3720 Gmelin Gmelin:936807 Gmelin PMID:11564534 Europe PMC PMID:15998024 Europe PMC Reaxys:113089 Reaxys 2,2'-bipyridine IUPAC 0 ChEBI 156.069 ChEBI 156.18400 ChEBI 2,2'-Bipyridin ChemIDplus 2,2'-bipyridyl IUPAC 2,2'-dipyridine ChemIDplus 2,2'-dipyridyl ChemIDplus 2-(2-pyridyl)pyridine ChemIDplus C10H8N2 ChEBI InChI=1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H ChEBI ROFVEXUMMXZLPA-UHFFFAOYSA-N ChEBI alpha,alpha'-bipyridine NIST_Chemistry_WebBook alpha,alpha'-bipyridyl NIST_Chemistry_WebBook alpha,alpha'-dipyridine NIST_Chemistry_WebBook alpha,alpha'-dipyridyl NIST_Chemistry_WebBook bpy IUPAC c1ccc(nc1)-c1ccccn1 ChEBI 2-methylpropan-1-ido 2-methylpropyl isobutyl chebi_ontology (CH3)2CH-CH2- -CH2-CH(CH3)2 0 57.070 57.11426 C4H9 iBu leucine side-chain CHEBI:30356 isobutyl group 2-methylpropan-1-ido IUPAC 2-methylpropyl IUPAC isobutyl IUPAC (CH3)2CH-CH2- IUPAC -CH2-CH(CH3)2 ChEBI 0 ChEBI 57.070 ChEBI 57.11426 ChEBI C4H9 ChEBI iBu CBN leucine side-chain ChEBI An alkane that is butane substituted by a methyl group at position 2. Beilstein:1730723 CAS:78-78-4 Gmelin:49318 PMID:21481069 PMID:23904008 PMID:24833189 PMID:24932627 Reaxys:1730723 Wikipedia:Isopentane 2-methylbutane isopentane chebi_ontology (CH3)2CH-CH2-CH3 0 1,1,2-trimethylethane 1,1-dimethylpropane 72.094 72.14878 C5H12 CCC(C)C InChI=1S/C5H12/c1-4-5(2)3/h5H,4H2,1-3H3 QWTDNUCVQCZILF-UHFFFAOYSA-N R-601a dimethylethylmethane iso-C5H12 iso-pentane isoamylhydride CHEBI:30362 isopentane Beilstein:1730723 Beilstein CAS:78-78-4 ChemIDplus CAS:78-78-4 NIST Chemistry WebBook Gmelin:49318 Gmelin PMID:21481069 Europe PMC PMID:23904008 Europe PMC PMID:24833189 Europe PMC PMID:24932627 Europe PMC Reaxys:1730723 Reaxys 2-methylbutane IUPAC isopentane IUPAC (CH3)2CH-CH2-CH3 IUPAC 0 ChEBI 1,1,2-trimethylethane NIST_Chemistry_WebBook 1,1-dimethylpropane NIST_Chemistry_WebBook 72.094 ChEBI 72.14878 ChEBI C5H12 ChEBI CCC(C)C ChEBI InChI=1S/C5H12/c1-4-5(2)3/h5H,4H2,1-3H3 ChEBI QWTDNUCVQCZILF-UHFFFAOYSA-N ChEBI R-601a ChEBI dimethylethylmethane ChemIDplus iso-C5H12 NIST_Chemistry_WebBook iso-pentane NIST_Chemistry_WebBook isoamylhydride ChemIDplus An alkane that is propane substituted by a methyl group at position 2. Beilstein:1730720 CAS:75-28-5 Gmelin:1301 KEGG:D04623 PMID:24179026 PMID:24464945 Reaxys:1730720 Wikipedia:Isobutane 2-methylpropane isobutane chebi_ontology (CH3)2CH-CH3 0 58.078 58.12220 C4H10 CC(C)C E943b InChI=1S/C4H10/c1-4(2)3/h4H,1-3H3 NNPPMTNAJDCUHE-UHFFFAOYSA-N R-600a CHEBI:30363 isobutane Beilstein:1730720 Beilstein CAS:75-28-5 ChemIDplus CAS:75-28-5 NIST Chemistry WebBook Gmelin:1301 Gmelin PMID:24179026 Europe PMC PMID:24464945 Europe PMC Reaxys:1730720 Reaxys 2-methylpropane IUPAC isobutane IUPAC (CH3)2CH-CH3 IUPAC 0 ChEBI 58.078 ChEBI 58.12220 ChEBI C4H10 ChEBI CC(C)C ChEBI E943b ChEBI InChI=1S/C4H10/c1-4(2)3/h4H,1-3H3 ChEBI NNPPMTNAJDCUHE-UHFFFAOYSA-N ChEBI R-600a ChEBI An iron-sulfur cluster is a unit comprising two or more iron atoms and bridging sulfur ligands. CHEBI:24878 CHEBI:5976 COMe:BIM000452 KEGG:C00824 Iron-sulfur cluster iron-sulfur cluster chebi_ontology Fe-S clusters Iron-sulfur [nFe-xS] iron-sulfur clusters CHEBI:30408 iron-sulfur cluster Iron-sulfur cluster KEGG_COMPOUND iron-sulfur cluster IUPAC iron-sulfur cluster UniProt Fe-S clusters IUBMB Iron-sulfur KEGG_COMPOUND [nFe-xS] IUBMB iron-sulfur clusters ChEBI CHEBI:23856 CHEBI:4665 KEGG:C00572 chebi_ontology +2 0.00000 Divalent cation [*++] divalent cation divalent inorganic cations monoatomic dications CHEBI:30412 monoatomic dication +2 ChEBI 0.00000 ChEBI Divalent cation KEGG_COMPOUND [*++] ChEBI divalent cation UniProt divalent inorganic cations ChEBI monoatomic dications ChEBI CAS:13494-80-9 Gmelin:16309 WebElements:Te tellurium chebi_ontology 0 127.60000 129.906 52Te InChI=1S/Te PORWMNRCUJJQNO-UHFFFAOYSA-N Te Tellur [Te] tellure tellurium teluro CHEBI:30452 tellurium atom CAS:13494-80-9 ChemIDplus CAS:13494-80-9 NIST Chemistry WebBook Gmelin:16309 Gmelin tellurium IUPAC 0 ChEBI 127.60000 ChEBI 129.906 ChEBI 52Te IUPAC InChI=1S/Te ChEBI PORWMNRCUJJQNO-UHFFFAOYSA-N ChEBI Te ChEBI Te IUPAC Tellur ChEBI [Te] ChEBI tellure ChEBI tellurium ChEBI teluro ChEBI Gmelin:25627 dihydroxidooxidotellurium tellurous acid chebi_ontology 0 177.61408 179.907 H2O3Te H2TeO3 InChI=1S/H2O3Te/c1-4(2)3/h(H2,1,2,3) SITVSCPRJNYAGV-UHFFFAOYSA-N [H]O[Te](=O)O[H] [TeO(OH)2] tellurige Saeure CHEBI:30465 tellurous acid Gmelin:25627 Gmelin dihydroxidooxidotellurium IUPAC tellurous acid IUPAC 0 ChEBI 177.61408 ChEBI 179.907 ChEBI H2O3Te ChEBI H2TeO3 IUPAC InChI=1S/H2O3Te/c1-4(2)3/h(H2,1,2,3) ChEBI SITVSCPRJNYAGV-UHFFFAOYSA-N ChEBI [H]O[Te](=O)O[H] ChEBI [TeO(OH)2] IUPAC tellurige Saeure ChEBI CAS:15852-22-9 Gmelin:100741 Wikipedia:Tellurite_(ion) colombos:TELLURITE tellurite trioxidotellurate(2-) trioxotellurate(2-) trioxotellurate(IV) chebi_ontology -2 175.59820 177.891 InChI=1S/H2O3Te/c1-4(2)3/h(H2,1,2,3)/p-2 O3Te SITVSCPRJNYAGV-UHFFFAOYSA-L TeO3(2-) Tellurate (TeO3(2-)) [O-][Te]([O-])=O [TeO3](2-) CHEBI:30477 tellurite CAS:15852-22-9 ChemIDplus Gmelin:100741 Gmelin tellurite UniProt trioxidotellurate(2-) IUPAC trioxotellurate(2-) IUPAC trioxotellurate(IV) IUPAC -2 ChEBI 175.59820 ChEBI 177.891 ChEBI InChI=1S/H2O3Te/c1-4(2)3/h(H2,1,2,3)/p-2 ChEBI O3Te ChEBI SITVSCPRJNYAGV-UHFFFAOYSA-L ChEBI TeO3(2-) IUPAC Tellurate (TeO3(2-)) ChemIDplus [O-][Te]([O-])=O ChEBI [TeO3](2-) ChEBI CAS:18155-21-0 Gmelin:307 sulfanium sulfonium trihydridosulfur(1+) chebi_ontology +1 34.996 35.08982 H3S H3S(+) H3S+ InChI=1S/H2S/h1H2/p+1 RWSOTUBLDIXVET-UHFFFAOYSA-O [H][S+]([H])[H] [SH3](+) sulphonium CHEBI:30488 sulfonium CAS:18155-21-0 ChemIDplus CAS:18155-21-0 NIST Chemistry WebBook Gmelin:307 Gmelin sulfanium IUPAC sulfonium IUPAC trihydridosulfur(1+) IUPAC +1 ChEBI 34.996 ChEBI 35.08982 ChEBI H3S ChEBI H3S(+) IUPAC H3S+ NIST_Chemistry_WebBook InChI=1S/H2S/h1H2/p+1 ChEBI RWSOTUBLDIXVET-UHFFFAOYSA-O ChEBI [H][S+]([H])[H] ChEBI [SH3](+) ChEBI sulphonium ChEBI CAS:7440-22-4 WebElements:Ag silver chebi_ontology 0 106.905 107.86820 47Ag Ag BQCADISMDOOEFD-UHFFFAOYSA-N InChI=1S/Ag Silber [Ag] argent argentum plata silver CHEBI:30512 silver atom CAS:7440-22-4 ChemIDplus silver IUPAC 0 ChEBI 106.905 ChEBI 107.86820 ChEBI 47Ag IUPAC Ag ChEBI Ag IUPAC BQCADISMDOOEFD-UHFFFAOYSA-N ChEBI InChI=1S/Ag ChEBI Silber ChemIDplus [Ag] ChEBI argent ChEBI argentum IUPAC plata ChEBI silver ChEBI WebElements:Sb antimony chebi_ontology 0 120.904 121.76000 51Sb Antimon InChI=1S/Sb Sb WATWJIUSRGPENY-UHFFFAOYSA-N [Sb] antimoine antimonio antimony stibium CHEBI:30513 antimony atom antimony IUPAC 0 ChEBI 120.904 ChEBI 121.76000 ChEBI 51Sb IUPAC Antimon ChEBI InChI=1S/Sb ChEBI Sb ChEBI Sb IUPAC WATWJIUSRGPENY-UHFFFAOYSA-N ChEBI [Sb] ChEBI antimoine ChEBI antimonio ChEBI antimony ChEBI stibium IUPAC An alpha,omega-dicarboxylic acid that is pentane with two carboxylic acid groups at positions C-1 and C-5. CHEBI:20709 CHEBI:24517 CHEBI:44980 Beilstein:1210024 CAS:111-16-0 DrugBank:DB01856 Gmelin:261058 HMDB:HMDB00857 KEGG:C02656 KNApSAcK:C00001199 LIPID_MAPS_instance:LMFA01170051 MetaCyc:CPD-205 PDBeChem:PML PMID:20693992 PMID:21437340 PMID:22770225 PMID:24486440 Reaxys:1210024 Wikipedia:Pimelic_acid PIMELIC ACID Pimelic acid heptanedioic acid pimelic acid chebi_ontology 0 1,5-pentanedicarboxylic acid 160.074 160.16778 6-carboxyhexanoic acid C7H12O4 Heptanedioic acid InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11) OC(=O)CCCCCC(O)=O Pimelate WLJVNTCWHIRURA-UHFFFAOYSA-N CHEBI:30531 pimelic acid Beilstein:1210024 Beilstein CAS:111-16-0 ChemIDplus CAS:111-16-0 KEGG COMPOUND Gmelin:261058 Gmelin LIPID_MAPS_instance:LMFA01170051 LIPID MAPS PMID:20693992 Europe PMC PMID:21437340 Europe PMC PMID:22770225 Europe PMC PMID:24486440 Europe PMC Reaxys:1210024 Reaxys PIMELIC ACID PDBeChem Pimelic acid KEGG_COMPOUND heptanedioic acid IUPAC pimelic acid UniProt 0 ChEBI 1,5-pentanedicarboxylic acid ChemIDplus 160.074 KEGG_COMPOUND 160.16778 ChEBI 6-carboxyhexanoic acid ChEBI C7H12O4 KEGG_COMPOUND Heptanedioic acid KEGG_COMPOUND InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11) ChEBI OC(=O)CCCCCC(O)=O ChEBI Pimelate KEGG_COMPOUND WLJVNTCWHIRURA-UHFFFAOYSA-N ChEBI Dicarboxylate anion of D-glucaric acid; major species at pH 7.3. CHEBI:12953 CHEBI:20980 CHEBI:42731 Beilstein:3909239 Gmelin:407929 KEGG:C00818 PDBeChem:GKR (2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioate D-glucarate chebi_ontology -2 208.022 208.12292 C6H8O8 D-GLUCARATE D-glucarate DSLZVSRJTYRBFB-LLEIAEIESA-L InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-2/t1-,2-,3-,4+/m0/s1 O[C@@H]([C@H](O)[C@@H](O)C([O-])=O)[C@H](O)C([O-])=O CHEBI:30612 D-glucarate(2-) Beilstein:3909239 Beilstein Gmelin:407929 Gmelin KEGG:C00818 ChEBI (2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioate IUPAC D-glucarate IUPAC -2 ChEBI 208.022 ChEBI 208.12292 ChEBI C6H8O8 ChEBI D-GLUCARATE PDBeChem D-glucarate UniProt DSLZVSRJTYRBFB-LLEIAEIESA-L ChEBI InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-2/t1-,2-,3-,4+/m0/s1 ChEBI O[C@@H]([C@H](O)[C@@H](O)C([O-])=O)[C@H](O)C([O-])=O ChEBI A glucaric acid anion that is the dianion obtained by the deprotonation of both the carboxy groups of glucaric acid. CHEBI:14311 CHEBI:24256 glucarate chebi_ontology glucarate CHEBI:30613 glucarate(2-) glucarate IUPAC glucarate UniProt A nucleoside triphosphate(4-) obtained by global deprotonation of the triphosphate OH groups of ATP; major species present at pH 7.3. Beilstein:3581767 Gmelin:342798 adenosine 5'-triphosphate(4-) chebi_ontology -4 502.964 503.14946 ATP C10H12N5O13P3 InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/p-4/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-J atp CHEBI:30616 ATP(4-) Beilstein:3581767 Beilstein Gmelin:342798 Gmelin adenosine 5'-triphosphate(4-) IUPAC -4 ChEBI 502.964 ChEBI 503.14946 ChEBI ATP UniProt C10H12N5O13P3 ChEBI InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/p-4/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ChEBI ZKHQWZAMYRWXGA-KQYNXXCUSA-J ChEBI atp IUPAC The L-enantiomer of homoserine lactone. Beilstein:80586 (3R)-3-amino-4,5-dihydrofuran-2(3H)-one L-homoserine lactone chebi_ontology 0 101.048 101.10390 C4H7NO2 InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/t3-/m0/s1 N[C@H]1CCOC1=O QJPWUUJVYOJNMH-VKHMYHEASA-N CHEBI:30655 L-homoserine lactone Beilstein:80586 Beilstein (3R)-3-amino-4,5-dihydrofuran-2(3H)-one IUPAC L-homoserine lactone IUPAC 0 ChEBI 101.048 ChEBI 101.10390 ChEBI C4H7NO2 ChEBI InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/t3-/m0/s1 ChEBI N[C@H]1CCOC1=O ChEBI QJPWUUJVYOJNMH-VKHMYHEASA-N ChEBI The D-enantiomer of homoserine lactone. Beilstein:80585 (3S)-3-amino-4,5-dihydrofuran-2(3H)-one D-homoserine lactone chebi_ontology 0 101.048 101.10390 C4H7NO2 InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/t3-/m1/s1 N[C@@H]1CCOC1=O QJPWUUJVYOJNMH-GSVOUGTGSA-N CHEBI:30657 D-homoserine lactone Beilstein:80585 Beilstein (3S)-3-amino-4,5-dihydrofuran-2(3H)-one IUPAC D-homoserine lactone IUPAC 0 ChEBI 101.048 ChEBI 101.10390 ChEBI C4H7NO2 ChEBI InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/t3-/m1/s1 ChEBI N[C@@H]1CCOC1=O ChEBI QJPWUUJVYOJNMH-GSVOUGTGSA-N ChEBI A diether that is ethylene glycol in which the hydrogens of the hydroxy groups have been replaced by 2-[bis(carboxymethyl)amino]ethyl group respectively. Beilstein:1717370 CAS:67-42-5 Gmelin:234970 PMID:11034152 PMID:18804143 Reaxys:1717370 Wikipedia:EGTA_(chemical) 2,2',2'',2'''-[ethane-1,2-diylbis(oxyethane-2,1-diylnitrilo)]tetraacetic acid chebi_ontology 0 3,12-bis(carboxymethyl)-6,9-dioxa-3,12-diazatetradecanedioic acid 380.143 380.34784 C14H24N2O10 DEFVIWRASFVYLL-UHFFFAOYSA-N EGTA Egtazic acid H4egta InChI=1S/C14H24N2O10/c17-11(18)7-15(8-12(19)20)1-3-25-5-6-26-4-2-16(9-13(21)22)10-14(23)24/h1-10H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24) OC(=O)CN(CCOCCOCCN(CC(O)=O)CC(O)=O)CC(O)=O [ethylenebis(oxyethylenenitrilo)]tetraacetic acid ethylene glycol bis(beta-aminoethyl ether)-N,N,N',N'-tetraacetic acid ethylene glycol-O,O'-bis(2-aminoethyl)-N,N,N',N'-tetraacetic acid CHEBI:30740 ethylene glycol bis(2-aminoethyl)tetraacetic acid Beilstein:1717370 Beilstein CAS:67-42-5 ChemIDplus Gmelin:234970 Gmelin PMID:11034152 Europe PMC PMID:18804143 Europe PMC Reaxys:1717370 Reaxys 2,2',2'',2'''-[ethane-1,2-diylbis(oxyethane-2,1-diylnitrilo)]tetraacetic acid IUPAC 0 ChEBI 3,12-bis(carboxymethyl)-6,9-dioxa-3,12-diazatetradecanedioic acid ChemIDplus 380.143 ChEBI 380.34784 ChEBI C14H24N2O10 ChEBI DEFVIWRASFVYLL-UHFFFAOYSA-N ChEBI EGTA ChemIDplus Egtazic acid ChemIDplus H4egta IUPAC InChI=1S/C14H24N2O10/c17-11(18)7-15(8-12(19)20)1-3-25-5-6-26-4-2-16(9-13(21)22)10-14(23)24/h1-10H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24) ChEBI OC(=O)CN(CCOCCOCCN(CC(O)=O)CC(O)=O)CC(O)=O ChEBI [ethylenebis(oxyethylenenitrilo)]tetraacetic acid ChEBI ethylene glycol bis(beta-aminoethyl ether)-N,N,N',N'-tetraacetic acid ChEBI ethylene glycol-O,O'-bis(2-aminoethyl)-N,N,N',N'-tetraacetic acid ChEBI A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group. CHEBI:25977 CHEBI:44686 CHEBI:8085 Beilstein:1099647 CAS:103-82-2 Drug_Central:4624 ECMDB:ECMDB04128 Gmelin:68976 HMDB:HMDB00209 KEGG:C07086 KNApSAcK:C00000750 MetaCyc:PHENYLACETATE PDBeChem:PAC PMID:12147706 PMID:12569987 PMID:15057459 PMID:15506622 PMID:15646820 PMID:17622769 PMID:2083978 PMID:24587751 PMID:24631718 PMID:7544181 PMID:7716788 Reaxys:1099647 Wikipedia:Phenylacetic_acid YMDB:YMDB00891 Phenylacetic acid phenylacetic acid chebi_ontology 0 136.052 136.14792 2-PHENYLACETIC ACID 2-Phenylethanoic acid Benzeneacetic acid Benzylformic acid C8H8O2 InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10) OC(=O)Cc1ccccc1 Omega-Phenylacetic acid PA WLJVXDMOQOGPHL-UHFFFAOYSA-N alpha-toluic acid benzeneacetic acid omega-phenylacetic acid CHEBI:30745 phenylacetic acid Beilstein:1099647 Beilstein CAS:103-82-2 ChemIDplus CAS:103-82-2 KEGG COMPOUND CAS:103-82-2 NIST Chemistry WebBook Drug_Central:4624 DrugCentral Gmelin:68976 Gmelin PMID:12147706 Europe PMC PMID:12569987 Europe PMC PMID:15057459 Europe PMC PMID:15506622 Europe PMC PMID:15646820 Europe PMC PMID:17622769 Europe PMC PMID:2083978 Europe PMC PMID:24587751 Europe PMC PMID:24631718 Europe PMC PMID:7544181 Europe PMC PMID:7716788 Europe PMC Reaxys:1099647 Reaxys Phenylacetic acid KEGG_COMPOUND phenylacetic acid IUPAC 0 ChEBI 136.052 KEGG_COMPOUND 136.14792 ChEBI 2-PHENYLACETIC ACID PDBeChem 2-Phenylethanoic acid HMDB Benzeneacetic acid KEGG_COMPOUND Benzylformic acid KEGG_COMPOUND C8H8O2 KEGG_COMPOUND InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10) ChEBI OC(=O)Cc1ccccc1 ChEBI Omega-Phenylacetic acid HMDB PA ChEBI WLJVXDMOQOGPHL-UHFFFAOYSA-N ChEBI alpha-toluic acid NIST_Chemistry_WebBook benzeneacetic acid NIST_Chemistry_WebBook omega-phenylacetic acid HMDB A compound comprising a benzene ring core carrying a carboxylic acid substituent. CHEBI:22722 CHEBI:3029 CHEBI:41051 Beilstein:636131 CAS:65-85-0 DrugBank:DB03793 Drug_Central:4664 Gmelin:2946 HMDB:HMDB01870 KEGG:C00180 KEGG:C00539 KEGG:D00038 KNApSAcK:C00000207 LINCS:LSM-37118 MetaCyc:BENZOATE PDBeChem:BEZ PMID:16728954 PMID:17439666 PMID:18314336 Reaxys:636131 Wikipedia:Benzoic_Acid YMDB:YMDB02301 BENZOIC ACID Benzoic acid benzoic acid chebi_ontology 0 122.037 122.12130 Aromatic carboxylic acid Benzenecarboxylic acid Benzeneformic acid Benzenemethanoic acid Benzoesaeure C7H6O2 Dracylic acid E210 InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9) OC(=O)c1ccccc1 Phenylcarboxylic acid Phenylformic acid WPYMKLBDIGXBTP-UHFFFAOYSA-N acide benzoique CHEBI:30746 benzoic acid Beilstein:636131 Beilstein CAS:65-85-0 ChemIDplus CAS:65-85-0 KEGG COMPOUND CAS:65-85-0 NIST Chemistry WebBook Drug_Central:4664 DrugCentral Gmelin:2946 Gmelin PMID:16728954 Europe PMC PMID:17439666 Europe PMC PMID:18314336 Europe PMC Reaxys:636131 Reaxys BENZOIC ACID PDBeChem Benzoic acid KEGG_COMPOUND benzoic acid IUPAC 0 ChEBI 122.037 KEGG_COMPOUND 122.12130 ChEBI Aromatic carboxylic acid KEGG_COMPOUND Benzenecarboxylic acid KEGG_COMPOUND Benzeneformic acid HMDB Benzenemethanoic acid HMDB Benzoesaeure ChEBI C7H6O2 KEGG_COMPOUND Dracylic acid KEGG_COMPOUND E210 ChEBI InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9) ChEBI OC(=O)c1ccccc1 ChEBI Phenylcarboxylic acid HMDB Phenylformic acid KEGG_COMPOUND WPYMKLBDIGXBTP-UHFFFAOYSA-N ChEBI acide benzoique ChEBI The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects. CHEBI:24082 CHEBI:42460 CHEBI:5145 Beilstein:1209246 CAS:64-18-6 DrugBank:DB01942 Gmelin:1008 HMDB:HMDB00142 KEGG:C00058 KNApSAcK:C00001182 LIPID_MAPS_instance:LMFA01010040 MetaCyc:FORMATE PDBeChem:FMT PMID:12591956 PMID:14637377 PMID:15811469 PMID:16120414 PMID:16185830 PMID:16222862 PMID:16230297 PMID:16445901 PMID:16465784 PMID:18034701 PMID:18397576 PMID:22080171 PMID:22280475 PMID:22304812 PMID:22385261 PMID:22447125 PMID:22483350 PMID:22499553 PMID:22540994 PMID:22606986 PMID:22622393 PMID:3946945 PMID:7361809 Patent:CN101481304 Reaxys:1209246 Wikipedia:Formic_acid FORMIC ACID Formic acid formic acid chebi_ontology 0 46.005 46.02538 Acide formique Ameisensaeure BDAGIHXWWSANSR-UHFFFAOYSA-N CH2O2 H-COOH HCO2H HCOOH InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3) Methanoic acid [H]C(O)=O aminic acid bilorin formylic acid hydrogen carboxylic acid methoic acid CHEBI:30751 formic acid Beilstein:1209246 Beilstein CAS:64-18-6 ChemIDplus CAS:64-18-6 KEGG COMPOUND CAS:64-18-6 NIST Chemistry WebBook Gmelin:1008 Gmelin LIPID_MAPS_instance:LMFA01010040 LIPID MAPS PMID:12591956 Europe PMC PMID:14637377 Europe PMC PMID:15811469 Europe PMC PMID:16120414 Europe PMC PMID:16185830 Europe PMC PMID:16222862 Europe PMC PMID:16230297 Europe PMC PMID:16445901 Europe PMC PMID:16465784 Europe PMC PMID:18034701 Europe PMC PMID:18397576 Europe PMC PMID:22080171 Europe PMC PMID:22280475 Europe PMC PMID:22304812 Europe PMC PMID:22385261 Europe PMC PMID:22447125 Europe PMC PMID:22483350 Europe PMC PMID:22499553 Europe PMC PMID:22540994 Europe PMC PMID:22606986 Europe PMC PMID:22622393 Europe PMC PMID:3946945 Europe PMC PMID:7361809 Europe PMC Reaxys:1209246 Reaxys FORMIC ACID PDBeChem Formic acid KEGG_COMPOUND formic acid IUPAC 0 ChEBI 46.005 KEGG_COMPOUND 46.02538 ChEBI Acide formique ChemIDplus Ameisensaeure ChemIDplus BDAGIHXWWSANSR-UHFFFAOYSA-N ChEBI CH2O2 KEGG_COMPOUND H-COOH IUPAC HCO2H ChEBI HCOOH NIST_Chemistry_WebBook InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3) ChEBI Methanoic acid KEGG_COMPOUND [H]C(O)=O ChEBI aminic acid ChemIDplus bilorin ChemIDplus formylic acid ChemIDplus hydrogen carboxylic acid ChemIDplus methoic acid ChEBI An aminobenzoic acid in which the amino group is para to the carboxy group. CHEBI:113372 CHEBI:1783 CHEBI:20315 CHEBI:44778 Beilstein:471605 CAS:150-13-0 DrugBank:DB02362 Drug_Central:2049 ECMDB:ECMDB01392 Gmelin:50150 HMDB:HMDB01392 KEGG:C00568 KEGG:D02456 KNApSAcK:C00001401 PDBeChem:PAB PMID:12039592 PMID:14745019 PMID:15115392 PMID:1527790 PMID:16290145 PMID:17149871 PMID:17743450 PMID:17800214 PMID:19469519 PMID:22767283 PMID:22994574 PMID:23063996 PMID:23084339 PMID:23144588 PMID:23471007 PMID:3599019 PMID:3820215 PMID:3950915 PMID:8411009 PMID:9406595 Reaxys:471605 Wikipedia:4-Aminobenzoic_Acid YMDB:YMDB00493 4-AMINOBENZOIC ACID 4-Aminobenzoic acid 4-aminobenzoic acid chebi_ontology 0 1-Amino-4-carboxybenzene 137.048 137.13600 4-Amino-benzoic acid 4-Aminobenzoesaeure 4-Carboxyaniline 4-Carboxyphenylamine ABEE ALYNCZNDIQEVRV-UHFFFAOYSA-N C7H7NO2 InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10) Nc1ccc(cc1)C(O)=O PABA gamma-Aminobenzoic acid gamma-aminobenzoic acid p-Aminobenzoesaeure p-aminobenzoic acid p-carboxyaniline p-carboxyphenylamine para-aminobenzoic acid CHEBI:30753 4-aminobenzoic acid Beilstein:471605 Beilstein CAS:150-13-0 ChemIDplus CAS:150-13-0 KEGG COMPOUND CAS:150-13-0 NIST Chemistry WebBook Drug_Central:2049 DrugCentral Gmelin:50150 Gmelin PMID:12039592 ChEMBL PMID:14745019 Europe PMC PMID:15115392 ChEMBL PMID:1527790 ChEMBL PMID:16290145 ChEMBL PMID:17149871 ChEMBL PMID:17743450 Europe PMC PMID:17800214 Europe PMC PMID:19469519 Europe PMC PMID:22767283 Europe PMC PMID:22994574 Europe PMC PMID:23063996 Europe PMC PMID:23084339 Europe PMC PMID:23144588 Europe PMC PMID:23471007 Europe PMC PMID:3599019 ChEMBL PMID:3820215 ChEMBL PMID:3950915 ChEMBL PMID:8411009 ChEMBL PMID:9406595 ChEMBL Reaxys:471605 Reaxys 4-AMINOBENZOIC ACID PDBeChem 4-Aminobenzoic acid KEGG_COMPOUND 4-aminobenzoic acid IUPAC 0 ChEBI 1-Amino-4-carboxybenzene HMDB 137.048 ChEBI 137.13600 ChEBI 4-Amino-benzoic acid ChEMBL 4-Aminobenzoesaeure ChEBI 4-Carboxyaniline HMDB 4-Carboxyphenylamine HMDB ABEE KEGG_COMPOUND ALYNCZNDIQEVRV-UHFFFAOYSA-N ChEBI C7H7NO2 ChEBI InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10) ChEBI Nc1ccc(cc1)C(O)=O ChEBI PABA NIST_Chemistry_WebBook gamma-Aminobenzoic acid HMDB gamma-aminobenzoic acid HMDB p-Aminobenzoesaeure ChEBI p-aminobenzoic acid NIST_Chemistry_WebBook p-carboxyaniline HMDB p-carboxyphenylamine HMDB para-aminobenzoic acid NIST_Chemistry_WebBook An aminobenzoic acid that is benzoic acid having a single amino substituent located at position 2. It is a metabolite produced in L-tryptophan-kynurenine pathway in the central nervous system. CHEBI:22577 CHEBI:22578 CHEBI:2757 CHEBI:40980 Beilstein:471803 CAS:118-92-3 DrugBank:DB04166 Gmelin:3397 HMDB:HMDB01123 KEGG:C00108 KNApSAcK:C00007382 MetaCyc:ANTHRANILATE PDBeChem:BE2 PMID:11680877 PMID:19745702 PMID:20511543 PMID:22321994 PMID:22341575 PMID:22784643 PMID:28166217 PMID:9784247 Reaxys:471803 Wikipedia:Anthranilic_acid 2-aminobenzoic acid Anthranilic acid chebi_ontology 0 137.048 137.13600 2-AMINOBENZOIC ACID 2-Aminobenzoesaeure 2-carboxyaniline C7H7NO2 InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10) Nc1ccccc1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N Vitamin L1 o-Aminobenzoesaeure o-Aminobenzoic acid o-aminobenzoic acid o-carboxyaniline CHEBI:30754 anthranilic acid Beilstein:471803 Beilstein CAS:118-92-3 ChemIDplus CAS:118-92-3 KEGG COMPOUND CAS:118-92-3 NIST Chemistry WebBook Gmelin:3397 Gmelin PMID:11680877 Europe PMC PMID:19745702 Europe PMC PMID:20511543 Europe PMC PMID:22321994 Europe PMC PMID:22341575 Europe PMC PMID:22784643 Europe PMC PMID:28166217 Europe PMC PMID:9784247 Europe PMC Reaxys:471803 Reaxys 2-aminobenzoic acid IUPAC Anthranilic acid KEGG_COMPOUND 0 ChEBI 137.048 ChEBI 137.13600 ChEBI 2-AMINOBENZOIC ACID PDBeChem 2-Aminobenzoesaeure ChEBI 2-carboxyaniline NIST_Chemistry_WebBook C7H7NO2 ChEBI InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10) ChEBI Nc1ccccc1C(O)=O ChEBI RWZYAGGXGHYGMB-UHFFFAOYSA-N ChEBI Vitamin L1 KEGG_COMPOUND o-Aminobenzoesaeure ChEBI o-Aminobenzoic acid KEGG_COMPOUND o-aminobenzoic acid NIST_Chemistry_WebBook o-carboxyaniline NIST_Chemistry_WebBook A monohydroxybenzoate that is the conjugate base of salicylic acid. CHEBI:15061 CHEBI:26595 Beilstein:3605209 CAS:63-36-5 Gmelin:3417 KEGG:C00805 PMID:16669002 PMID:16934829 Reaxys:3605209 UM-BBD_compID:c0043 2-hydroxybenzoate Salicylate salicylate chebi_ontology -1 137.024 137.11280 2-hydroxybenzoic acid ion(1-) C7H5O3 InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1 Oc1ccccc1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M o-hydroxybenzoate sal CHEBI:30762 salicylate Beilstein:3605209 Beilstein CAS:63-36-5 ChemIDplus Gmelin:3417 Gmelin PMID:16669002 Europe PMC PMID:16934829 Europe PMC Reaxys:3605209 Reaxys UM-BBD_compID:c0043 ChEBI 2-hydroxybenzoate IUPAC Salicylate KEGG_COMPOUND salicylate UniProt -1 ChEBI 137.024 ChEBI 137.11280 ChEBI 2-hydroxybenzoic acid ion(1-) ChemIDplus C7H5O3 ChEBI InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1 ChEBI Oc1ccccc1C([O-])=O ChEBI YGSDEFSMJLZEOE-UHFFFAOYSA-M ChEBI o-hydroxybenzoate ChemIDplus sal IUPAC A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. CHEBI:1858 CHEBI:20398 CHEBI:44949 Beilstein:970950 CAS:99-96-7 DrugBank:DB04242 ECMDB:ECMDB00500 Gmelin:3102 HMDB:HMDB00500 KEGG:C00156 KNApSAcK:C00000856 PDBeChem:PHB PMID:17185273 PMID:22770225 PMID:24128482 PMID:24236566 Reaxys:970950 Wikipedia:4-Hydroxybenzoic_acid YMDB:YMDB00495 4-Hydroxybenzoic acid 4-hydroxybenzoic acid chebi_ontology 0 138.032 138.12074 4-carboxyphenol C7H6O3 FJKROLUGYXJWQN-UHFFFAOYSA-N InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10) OC(=O)c1ccc(O)cc1 P-HYDROXYBENZOIC ACID p-hydroxybenzoic acid p-salicylic acid CHEBI:30763 4-hydroxybenzoic acid Beilstein:970950 Beilstein CAS:99-96-7 ChemIDplus CAS:99-96-7 KEGG COMPOUND CAS:99-96-7 NIST Chemistry WebBook Gmelin:3102 Gmelin PMID:17185273 Europe PMC PMID:22770225 Europe PMC PMID:24128482 Europe PMC PMID:24236566 Europe PMC Reaxys:970950 Reaxys 4-Hydroxybenzoic acid KEGG_COMPOUND 4-hydroxybenzoic acid IUPAC 0 ChEBI 138.032 KEGG_COMPOUND 138.12074 ChEBI 4-carboxyphenol NIST_Chemistry_WebBook C7H6O3 KEGG_COMPOUND FJKROLUGYXJWQN-UHFFFAOYSA-N ChEBI InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10) ChEBI OC(=O)c1ccc(O)cc1 ChEBI P-HYDROXYBENZOIC ACID PDBeChem p-hydroxybenzoic acid NIST_Chemistry_WebBook p-salicylic acid NIST_Chemistry_WebBook A short-chain saturated fatty acid comprising ethane attached to the carbon of a carboxy group. CHEBI:26304 CHEBI:45227 CHEBI:8476 Beilstein:506071 CAS:79-09-4 DrugBank:DB03766 Gmelin:1821 KEGG:C00163 KEGG:D02310 LIPID_MAPS_instance:LMFA01010003 PDBeChem:PPI PMID:15868474 PMID:1628870 PMID:16763906 Propionic acid propanoic acid propionic acid chebi_ontology 0 74.037 74.07850 C3H6O2 CCC(O)=O CH3-CH2-COOH InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5) PA PROPANOIC ACID Propanoic acid Propionsaeure XBDQKXXYIPTUBI-UHFFFAOYSA-N acide propanoique acide propionique carboxyethane ethanecarboxylic acid ethylformic acid metacetonic acid methylacetic acid propioic acid propoic acid pseudoacetic acid CHEBI:30768 propionic acid Beilstein:506071 Beilstein CAS:79-09-4 ChemIDplus CAS:79-09-4 KEGG COMPOUND CAS:79-09-4 NIST Chemistry WebBook Gmelin:1821 Gmelin LIPID_MAPS_instance:LMFA01010003 LIPID MAPS PMID:15868474 Europe PMC PMID:1628870 Europe PMC PMID:16763906 Europe PMC Propionic acid KEGG_COMPOUND propanoic acid IUPAC propionic acid IUPAC 0 ChEBI 74.037 KEGG_COMPOUND 74.07850 ChEBI C3H6O2 KEGG_COMPOUND CCC(O)=O ChEBI CH3-CH2-COOH IUPAC InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5) ChEBI PA ChEBI PROPANOIC ACID PDBeChem Propanoic acid KEGG_COMPOUND Propionsaeure ChEBI XBDQKXXYIPTUBI-UHFFFAOYSA-N ChEBI acide propanoique ChEBI acide propionique NIST_Chemistry_WebBook carboxyethane ChemIDplus ethanecarboxylic acid ChemIDplus ethylformic acid ChemIDplus metacetonic acid ChemIDplus methylacetic acid ChemIDplus propioic acid LIPID_MAPS propoic acid ChEBI pseudoacetic acid ChemIDplus A tricarboxylic acid that is propane-1,2,3-tricarboxylic acid bearing a hydroxy substituent at position 2. It is an important metabolite in the pathway of all aerobic organisms. CHEBI:23322 CHEBI:3727 CHEBI:41523 Beilstein:782061 CAS:77-92-9 DrugBank:DB04272 Drug_Central:666 Gmelin:4240 HMDB:HMDB00094 KEGG:C00158 KEGG:D00037 KNApSAcK:C00007619 MetaCyc:CIT PDBeChem:CIT PMID:11762832 PMID:11782123 PMID:11857437 PMID:14537820 PMID:15311880 PMID:15934243 PMID:16232627 PMID:17190852 PMID:17357118 PMID:17604395 PMID:18298573 PMID:18960216 PMID:19288211 PMID:22115968 PMID:22192423 PMID:22264346 PMID:22373571 PMID:22509852 Reaxys:782061 Wikipedia:Citric_Acid 2-hydroxypropane-1,2,3-tricarboxylic acid CITRIC ACID Citric acid citric acid chebi_ontology 0 192.027 192.12350 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-Hydroxytricarballylic acid 3-Carboxy-3-hydroxypentane-1,5-dioic acid C6H8O7 Citronensaeure E330 H3cit InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12) KRKNYBCHXYNGOX-UHFFFAOYSA-N OC(=O)CC(O)(CC(O)=O)C(O)=O CHEBI:30769 citric acid Beilstein:782061 Beilstein CAS:77-92-9 ChemIDplus CAS:77-92-9 KEGG COMPOUND CAS:77-92-9 NIST Chemistry WebBook Drug_Central:666 DrugCentral Gmelin:4240 Gmelin PMID:11762832 Europe PMC PMID:11782123 Europe PMC PMID:11857437 Europe PMC PMID:14537820 Europe PMC PMID:15311880 Europe PMC PMID:15934243 Europe PMC PMID:16232627 Europe PMC PMID:17190852 Europe PMC PMID:17357118 Europe PMC PMID:17604395 Europe PMC PMID:18298573 Europe PMC PMID:18960216 Europe PMC PMID:19288211 Europe PMC PMID:22115968 Europe PMC PMID:22192423 Europe PMC PMID:22264346 Europe PMC PMID:22373571 Europe PMC PMID:22509852 Europe PMC Reaxys:782061 Reaxys 2-hydroxypropane-1,2,3-tricarboxylic acid IUPAC CITRIC ACID PDBeChem Citric acid KEGG_COMPOUND citric acid UniProt 0 ChEBI 192.027 ChEBI 192.12350 ChEBI 2-Hydroxy-1,2,3-propanetricarboxylic acid KEGG_COMPOUND 2-Hydroxytricarballylic acid KEGG_COMPOUND 3-Carboxy-3-hydroxypentane-1,5-dioic acid HMDB C6H8O7 ChEBI Citronensaeure ChEBI E330 ChEBI H3cit IUPAC InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12) ChEBI KRKNYBCHXYNGOX-UHFFFAOYSA-N ChEBI OC(=O)CC(O)(CC(O)=O)C(O)=O ChEBI A straight-chain saturated fatty acid that is butane in which one of the terminal methyl groups has been oxidised to a carboxy group. CHEBI:113450 CHEBI:22948 CHEBI:3234 CHEBI:41208 Beilstein:906770 CAS:107-92-6 DrugBank:DB03568 Gmelin:26242 HMDB:HMDB00039 KEGG:C00246 KNApSAcK:C00001180 LIPID_MAPS_instance:LMFA01010004 MetaCyc:BUTYRIC_ACID PDBeChem:BUA PMID:10736622 PMID:10956204 PMID:11201044 PMID:11208715 PMID:11238216 PMID:11305323 PMID:12068484 PMID:13678314 PMID:14962641 PMID:1542095 PMID:15809727 PMID:15810631 PMID:15938880 PMID:19318247 PMID:19366864 PMID:19703412 PMID:21699495 PMID:22038864 PMID:22194341 PMID:22322557 PMID:22339023 PMID:22466881 Reaxys:906770 Wikipedia:Butyric_acid Butyric acid butanoic acid butyric acid chebi_ontology 0 1-butanoic acid 1-butyric acid 1-propanecarboxylic acid 4:0 88.052 88.10510 BUTANOIC ACID Butanoate Butanoic acid Buttersaeure C4:0 C4H8O2 CCCC(O)=O CH3-[CH2]2-COOH FERIUCNNQQJTOY-UHFFFAOYSA-N InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6) acide butanoique acide butyrique butanic acid butanoic acid butoic acid ethylacetic acid n-butanoic acid n-butyric acid propanecarboxylic acid propylformic acid CHEBI:30772 butyric acid Beilstein:906770 Beilstein CAS:107-92-6 ChemIDplus CAS:107-92-6 KEGG COMPOUND CAS:107-92-6 NIST Chemistry WebBook Gmelin:26242 Gmelin LIPID_MAPS_instance:LMFA01010004 LIPID MAPS PMID:10736622 Europe PMC PMID:10956204 ChEMBL PMID:11201044 Europe PMC PMID:11208715 Europe PMC PMID:11238216 Europe PMC PMID:11305323 Europe PMC PMID:12068484 Europe PMC PMID:13678314 Europe PMC PMID:14962641 Europe PMC PMID:1542095 ChEMBL PMID:15809727 Europe PMC PMID:15810631 Europe PMC PMID:15938880 Europe PMC PMID:19318247 Europe PMC PMID:19366864 Europe PMC PMID:19703412 Europe PMC PMID:21699495 Europe PMC PMID:22038864 Europe PMC PMID:22194341 Europe PMC PMID:22322557 Europe PMC PMID:22339023 Europe PMC PMID:22466881 Europe PMC Reaxys:906770 Reaxys Butyric acid KEGG_COMPOUND butanoic acid IUPAC butyric acid IUPAC 0 ChEBI 1-butanoic acid HMDB 1-butyric acid HMDB 1-propanecarboxylic acid MetaCyc 4:0 ChEBI 88.052 KEGG_COMPOUND 88.10510 ChEBI BUTANOIC ACID PDBeChem Butanoate KEGG_COMPOUND Butanoic acid KEGG_COMPOUND Buttersaeure ChEBI C4:0 ChEBI C4H8O2 KEGG_COMPOUND CCCC(O)=O ChEBI CH3-[CH2]2-COOH IUPAC FERIUCNNQQJTOY-UHFFFAOYSA-N ChEBI InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6) ChEBI acide butanoique IUPAC acide butyrique ChEBI butanic acid ChEBI butanoic acid UniProt butoic acid ChEBI ethylacetic acid NIST_Chemistry_WebBook n-butanoic acid NIST_Chemistry_WebBook n-butyric acid NIST_Chemistry_WebBook propanecarboxylic acid HMDB propylformic acid MetaCyc A C6, straight-chain saturated fatty acid. CHEBI:24571 CHEBI:40213 CHEBI:5702 Beilstein:773837 CAS:142-62-1 ECMDB:ECMDB21229 Gmelin:185066 HMDB:HMDB00535 KEGG:C01585 KNApSAcK:C00001218 LIPID_MAPS_instance:LMFA01010006 MetaCyc:HEXANOATE PDBeChem:6NA PMID:10685018 PMID:1556177 PMID:24357269 PMID:24924750 Reaxys:773837 Wikipedia:Hexanoic_acid YMDB:YMDB01424 HEXANOIC ACID Hexanoic acid hexanoic acid chebi_ontology 0 1-hexanoic acid 1-pentanecarboxylic acid 116.084 116.15830 6:0 C6:0 C6H12O2 CCCCCC(O)=O CH3-[CH2]4-COOH FUZZWVXGSFPDMH-UHFFFAOYSA-N Hexanoate Hexylic acid InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8) Pentanecarboxylic acid butylacetic acid caproic acid capronic acid hexoic acid n-Caproic acid n-hexanoic acid n-hexoic acid n-hexylic acid pentiformic acid pentylformic acid CHEBI:30776 hexanoic acid Beilstein:773837 Beilstein CAS:142-62-1 ChemIDplus CAS:142-62-1 KEGG COMPOUND CAS:142-62-1 NIST Chemistry WebBook Gmelin:185066 Gmelin LIPID_MAPS_instance:LMFA01010006 LIPID MAPS PMID:10685018 Europe PMC PMID:1556177 Europe PMC PMID:24357269 Europe PMC PMID:24924750 Europe PMC Reaxys:773837 Reaxys HEXANOIC ACID PDBeChem Hexanoic acid KEGG_COMPOUND hexanoic acid IUPAC 0 ChEBI 1-hexanoic acid ChemIDplus 1-pentanecarboxylic acid ChemIDplus 116.084 KEGG_COMPOUND 116.15830 ChEBI 6:0 ChEBI C6:0 ChEBI C6H12O2 KEGG_COMPOUND CCCCCC(O)=O ChEBI CH3-[CH2]4-COOH IUPAC FUZZWVXGSFPDMH-UHFFFAOYSA-N ChEBI Hexanoate KEGG_COMPOUND Hexylic acid KEGG_COMPOUND InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8) ChEBI Pentanecarboxylic acid ChemIDplus butylacetic acid ChemIDplus caproic acid ChEBI capronic acid NIST_Chemistry_WebBook hexoic acid NIST_Chemistry_WebBook n-Caproic acid KEGG_COMPOUND n-hexanoic acid NIST_Chemistry_WebBook n-hexoic acid ChemIDplus n-hexylic acid ChemIDplus pentiformic acid ChemIDplus pentylformic acid ChemIDplus A dicarboxylic acid monoanion resulting from the removal of a proton from one of the carboxy groups of succinic acid. Beilstein:3904279 Gmelin:325292 Reaxys:3904279 3-carboxypropanoate chebi_ontology -1 117.019 117.08010 Butanedioic acid, conjugate base C4H5O4 HOOC-CH2-CH2-COO(-) InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)/p-1 KDYFGRWQOYBRFD-UHFFFAOYSA-M OC(=O)CCC([O-])=O hydrogen succinate CHEBI:30779 succinate(1-) Beilstein:3904279 Beilstein Gmelin:325292 Gmelin Reaxys:3904279 Reaxys 3-carboxypropanoate IUPAC -1 ChEBI 117.019 ChEBI 117.08010 ChEBI Butanedioic acid, conjugate base NIST_Chemistry_WebBook C4H5O4 ChEBI HOOC-CH2-CH2-COO(-) ChEBI InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)/p-1 ChEBI KDYFGRWQOYBRFD-UHFFFAOYSA-M ChEBI OC(=O)CCC([O-])=O ChEBI hydrogen succinate ChEBI A C4-dicarboxylate that is the Z-isomer of but-2-enedioate(2-) CHEBI:14559 CHEBI:25118 Beilstein:3588415 Gmelin:49853 Reaxys:3588415 (2Z)-but-2-enedioate chebi_ontology -2 113.995 114.05628 C4H2O4 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2/b2-1- VZCYOOQTPOCHFL-UPHRSURJSA-L [O-]C(=O)\C=C/C([O-])=O male maleate CHEBI:30780 maleate(2-) Beilstein:3588415 Beilstein Gmelin:49853 Gmelin Reaxys:3588415 Reaxys (2Z)-but-2-enedioate IUPAC -2 ChEBI 113.995 ChEBI 114.05628 ChEBI C4H2O4 ChEBI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2/b2-1- ChEBI VZCYOOQTPOCHFL-UPHRSURJSA-L ChEBI [O-]C(=O)\C=C/C([O-])=O ChEBI male IUPAC maleate UniProt An optically active form of malic acid having (R)-configuration. CHEBI:18686 CHEBI:342 CHEBI:42060 CHEBI:44073 Beilstein:1723540 CAS:636-61-3 HMDB:HMDB00744 KEGG:C00497 MetaCyc:CPD-660 PDBeChem:DMR PDBeChem:MLT PMID:13842473 PMID:22735334 PMID:8620111 Reaxys:1723540 Wikipedia:Malic_acid (2R)-2-hydroxybutanedioic acid chebi_ontology (+)-D-malic acid (R)-2-hydroxybutanedioic acid 0 134.022 134.08740 2-HYDROXY-SUCCINIC ACID BJEPYKJPYRNKOW-UWTATZPHSA-N C4H6O5 D-Malic acid D-malic acid InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1 O[C@H](CC(O)=O)C(O)=O CHEBI:30796 (R)-malic acid Beilstein:1723540 Beilstein CAS:636-61-3 ChemIDplus CAS:636-61-3 KEGG COMPOUND CAS:636-61-3 NIST Chemistry WebBook PMID:13842473 Europe PMC PMID:22735334 Europe PMC PMID:8620111 Europe PMC Reaxys:1723540 Reaxys (2R)-2-hydroxybutanedioic acid IUPAC (+)-D-malic acid ChEBI (R)-2-hydroxybutanedioic acid ChEBI 0 ChEBI 134.022 ChEBI 134.08740 ChEBI 2-HYDROXY-SUCCINIC ACID PDBeChem BJEPYKJPYRNKOW-UWTATZPHSA-N ChEBI C4H6O5 ChEBI D-Malic acid KEGG_COMPOUND D-malic acid ChEBI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1 ChEBI O[C@H](CC(O)=O)C(O)=O ChEBI An optically active form of malic acid having (S)-configuration. CHEBI:18785 CHEBI:423 Beilstein:1723541 CAS:97-67-6 HMDB:HMDB00156 KEGG:C00149 KNApSAcK:C00001192 MetaCyc:MAL PDBeChem:LMR PMID:22452826 Reaxys:1723541 (2S)-2-hydroxybutanedioic acid chebi_ontology (-)-L-malic acid (S)-(-)-Hydroxysuccinic acid 0 134.022 134.08744 BJEPYKJPYRNKOW-REOHCLBHSA-N C4H6O5 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1 L-2-Hydroxybutanedioic acid L-Apple acid L-Malic acid L-malic acid Malate Malic acid O[C@@H](CC(O)=O)C(O)=O S-2-Hydroxybutanedioic acid CHEBI:30797 (S)-malic acid Beilstein:1723541 Beilstein CAS:97-67-6 ChemIDplus CAS:97-67-6 KEGG COMPOUND CAS:97-67-6 NIST Chemistry WebBook PMID:22452826 Europe PMC Reaxys:1723541 Reaxys (2S)-2-hydroxybutanedioic acid IUPAC (-)-L-malic acid ChEBI (S)-(-)-Hydroxysuccinic acid HMDB 0 ChEBI 134.022 KEGG_COMPOUND 134.08744 ChEBI BJEPYKJPYRNKOW-REOHCLBHSA-N ChEBI C4H6O5 KEGG_COMPOUND InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1 ChEBI L-2-Hydroxybutanedioic acid KEGG_COMPOUND L-Apple acid KEGG_COMPOUND L-Malic acid KEGG_COMPOUND L-malic acid ChEBI Malate KEGG_COMPOUND Malic acid KEGG_COMPOUND O[C@@H](CC(O)=O)C(O)=O ChEBI S-2-Hydroxybutanedioic acid HMDB CAS:7758-94-3 Drug_Central:4543 Gmelin:1398 MolBase:315 Wikipedia:Iron(II)_chloride iron dichloride iron(2+) chloride iron(II) chloride chebi_ontology 0 125.873 126.75040 Cl2Fe Cl[Fe]Cl FeCl2 InChI=1S/2ClH.Fe/h2*1H;/q;;+2/p-2 NMCUIPGRVMDVDB-UHFFFAOYSA-L [FeCl2] ferrous chloride CHEBI:30812 iron dichloride CAS:7758-94-3 ChemIDplus CAS:7758-94-3 NIST Chemistry WebBook Drug_Central:4543 DrugCentral Gmelin:1398 Gmelin iron dichloride IUPAC iron(2+) chloride IUPAC iron(II) chloride IUPAC 0 ChEBI 125.873 ChEBI 126.75040 ChEBI Cl2Fe ChEBI Cl[Fe]Cl ChEBI FeCl2 IUPAC InChI=1S/2ClH.Fe/h2*1H;/q;;+2/p-2 ChEBI NMCUIPGRVMDVDB-UHFFFAOYSA-L ChEBI [FeCl2] MolBase ferrous chloride ChemIDplus A C10, straight-chain saturated fatty acid. CHEBI:23572 CHEBI:41906 CHEBI:4347 Beilstein:1754556 CAS:334-48-5 DrugBank:DB03600 ECMDB:ECMDB21204 Gmelin:69184 HMDB:HMDB00511 KEGG:C01571 KNApSAcK:C00001213 LIPID_MAPS_instance:LMFA01010010 MetaCyc:CPD-3617 PDBeChem:DKA PMID:19168249 PMID:20661498 PMID:24284257 PMID:24357269 YMDB:YMDB00677 DECANOIC ACID Decanoic acid decanoic acid chebi_ontology 0 1-nonanecarboxylic acid 10:0 172.146 172.265 C(CCCCCC)CCC(=O)O C10:0 C10H20O2 CH3-[CH2]8-COOH Decanoate Decylic acid Dekansaeure GHVNFZFCNZKVNT-UHFFFAOYSA-N InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) Kaprinsaeure capric acid caprinic acid decoic acid n-Capric acid n-decanoic acid n-decoic acid n-decylic acid CHEBI:30813 decanoic acid Beilstein:1754556 Beilstein CAS:334-48-5 ChemIDplus CAS:334-48-5 KEGG COMPOUND CAS:334-48-5 NIST Chemistry WebBook Gmelin:69184 Gmelin LIPID_MAPS_instance:LMFA01010010 LIPID MAPS PMID:19168249 Europe PMC PMID:20661498 Europe PMC PMID:24284257 Europe PMC PMID:24357269 Europe PMC DECANOIC ACID PDBeChem Decanoic acid KEGG_COMPOUND decanoic acid IUPAC 0 ChEBI 1-nonanecarboxylic acid ChemIDplus 10:0 ChEBI 172.146 ChEBI 172.265 ChEBI C(CCCCCC)CCC(=O)O ChEBI C10:0 ChEBI C10H20O2 ChEBI CH3-[CH2]8-COOH IUPAC Decanoate KEGG_COMPOUND Decylic acid KEGG_COMPOUND Dekansaeure ChEBI GHVNFZFCNZKVNT-UHFFFAOYSA-N ChEBI InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) ChEBI Kaprinsaeure ChEBI capric acid ChEBI caprinic acid NIST_Chemistry_WebBook decoic acid NIST_Chemistry_WebBook n-Capric acid KEGG_COMPOUND n-decanoic acid NIST_Chemistry_WebBook n-decoic acid ChemIDplus n-decylic acid ChemIDplus The L-enantiomer of arabinose. CHEBI:13076 CAS:5328-37-0 PMID:17336832 PMID:23545138 PMID:23949136 PMID:24078190 PMID:24195072 L-arabino-pentose L-arabinose chebi_ontology 0 150.12990 C5H10O5 L-Ara CHEBI:30849 L-arabinose CAS:5328-37-0 ChemIDplus PMID:17336832 Europe PMC PMID:23545138 Europe PMC PMID:23949136 Europe PMC PMID:24078190 Europe PMC PMID:24195072 Europe PMC L-arabino-pentose IUPAC L-arabinose IUPAC 0 ChEBI 150.12990 ChEBI C5H10O5 ChEBI L-Ara JCBN A hexaric acid resulting from formal oxidative ring cleavage of galactose. CHEBI:24137 CHEBI:4130 CHEBI:5250 Beilstein:1728117 CAS:526-99-8 Gmelin:165629 HMDB:HMDB00639 KEGG:C00879 MetaCyc:D-GALACTARATE PMID:11675026 PMID:12459157 PMID:1288842 PMID:16667263 PMID:23052862 Patent:WO2010072902 Reaxys:1728117 Wikipedia:Galactaric_acid (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioic acid Galactaric acid meso-galactaric acid chebi_ontology 0 210.038 210.13880 C6H10O8 DSLZVSRJTYRBFB-DUHBMQHGSA-N Galactarsaeure Galactosaccharic acid Galaktarsaeure InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4- Mucic acid Mucinsaeure O[C@@H]([C@@H](O)[C@H](O)C(O)=O)[C@@H](O)C(O)=O Saccharolactic acid Schleimsaeure acido galactarico acido mucico CHEBI:30852 galactaric acid Beilstein:1728117 ChemIDplus CAS:526-99-8 ChemIDplus CAS:526-99-8 KEGG COMPOUND CAS:526-99-8 NIST Chemistry WebBook Gmelin:165629 Gmelin PMID:11675026 Europe PMC PMID:12459157 Europe PMC PMID:1288842 Europe PMC PMID:16667263 Europe PMC PMID:23052862 Europe PMC Reaxys:1728117 Reaxys (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioic acid IUPAC Galactaric acid KEGG_COMPOUND meso-galactaric acid IUPAC 0 ChEBI 210.038 KEGG_COMPOUND 210.13880 ChEBI C6H10O8 KEGG_COMPOUND DSLZVSRJTYRBFB-DUHBMQHGSA-N ChEBI Galactarsaeure ChEBI Galactosaccharic acid HMDB Galaktarsaeure ChEBI InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4- ChEBI Mucic acid KEGG_COMPOUND Mucinsaeure ChEBI O[C@@H]([C@@H](O)[C@H](O)C(O)=O)[C@@H](O)C(O)=O ChEBI Saccharolactic acid HMDB Schleimsaeure ChemIDplus acido galactarico ChEBI acido mucico ChEBI An indol-3-yl carboxylic acid anion that is the conjugate base of indole-3-acetic acid. CHEBI:14447 CHEBI:14452 CHEBI:24801 Beilstein:3906817 Gmelin:329972 Reaxys:3906817 1H-indol-3-ylacetate chebi_ontology (indol-3-yl)acetate -1 174.056 174.17660 2-(indol-3-yl)ethanoate C10H8NO2 InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)/p-1 SEOVTRFCIGRIMH-UHFFFAOYSA-M [O-]C(=O)Cc1c[nH]c2ccccc12 CHEBI:30854 indole-3-acetate Beilstein:3906817 Beilstein Gmelin:329972 Gmelin Reaxys:3906817 Reaxys 1H-indol-3-ylacetate IUPAC (indol-3-yl)acetate UniProt -1 ChEBI 174.056 ChEBI 174.17660 ChEBI 2-(indol-3-yl)ethanoate ChEBI C10H8NO2 ChEBI InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)/p-1 ChEBI SEOVTRFCIGRIMH-UHFFFAOYSA-M ChEBI [O-]C(=O)Cc1c[nH]c2ccccc12 ChEBI A compound in which a hydroxy group, -OH, is attached to a saturated carbon atom. CHEBI:13804 CHEBI:22288 CHEBI:2553 KEGG:C00069 Alcohol alcohols chebi_ontology 0 17.003 HOR O[*] an alcohol CHEBI:30879 alcohol Alcohol KEGG_COMPOUND alcohols IUPAC 0 ChEBI 17.003 ChEBI HOR ChEBI O[*] ChEBI an alcohol UniProt CHEBI:15093 CHEBI:26724 CHEBI:26726 CHEBI:33795 CHEBI:33796 CHEBI:9201 Beilstein:1721909 Gmelin:83165 Wikipedia:Sorbitol glucitol chebi_ontology C6H14O6 Sorbitol gulitol rel-(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol sorbitol CHEBI:30911 glucitol Beilstein:1721909 Beilstein Gmelin:83165 Gmelin glucitol IUPAC C6H14O6 ChEBI Sorbitol KEGG_COMPOUND gulitol ChEBI rel-(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol IUPAC sorbitol UniProt CHEBI:10961 CHEBI:11018 CHEBI:18711 Beilstein:3906378 CAS:87-69-4 Gmelin:305937 KEGG:C00898 (2R,3R)-2,3-dihydroxybutanedioate chebi_ontology (+)-tartrate (2R,3R)-2,3-dihydroxysuccinate (2R,3R)-tartrate (R,R)-Tartrate -2 148.001 148.07096 C4H4O6 FEWJPZIEWOKRBE-JCYAYHJZSA-L InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2-/m1/s1 L-threarate O[C@H]([C@@H](O)C([O-])=O)C([O-])=O CHEBI:30924 L-tartrate(2-) Beilstein:3906378 Beilstein CAS:87-69-4 KEGG COMPOUND Gmelin:305937 Gmelin (2R,3R)-2,3-dihydroxybutanedioate IUPAC (+)-tartrate ChEBI (2R,3R)-2,3-dihydroxysuccinate ChEBI (2R,3R)-tartrate ChEBI (2R,3R)-tartrate UniProt (R,R)-Tartrate KEGG_COMPOUND -2 ChEBI 148.001 ChEBI 148.07096 ChEBI C4H4O6 ChEBI FEWJPZIEWOKRBE-JCYAYHJZSA-L ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2-/m1/s1 ChEBI L-threarate ChEBI O[C@H]([C@@H](O)C([O-])=O)C([O-])=O ChEBI CHEBI:11077 CHEBI:18807 Beilstein:5740672 Gmelin:326909 (2S,3S)-2,3-dihydroxybutanedioate chebi_ontology (-)-tartrate (2S,3S)-2,3-dihydroxysuccinate (2S,3S)-tartrate (S,S)-tartrate -2 148.001 148.07096 C4H4O6 D-threarate FEWJPZIEWOKRBE-LWMBPPNESA-L InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2-/m0/s1 O[C@@H]([C@H](O)C([O-])=O)C([O-])=O CHEBI:30927 D-tartrate(2-) Beilstein:5740672 Beilstein Gmelin:326909 Gmelin (2S,3S)-2,3-dihydroxybutanedioate IUPAC (-)-tartrate ChEBI (2S,3S)-2,3-dihydroxysuccinate ChEBI (2S,3S)-tartrate ChEBI (S,S)-tartrate UniProt -2 ChEBI 148.001 ChEBI 148.07096 ChEBI C4H4O6 ChEBI D-threarate ChEBI FEWJPZIEWOKRBE-LWMBPPNESA-L ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2-/m0/s1 ChEBI O[C@@H]([C@H](O)C([O-])=O)C([O-])=O ChEBI CHEBI:12824 CHEBI:25207 Beilstein:3906377 Gmelin:326908 (2R,3S)-2,3-dihydroxybutanedioate chebi_ontology (2R,3S)-2,3-dihydroxysuccinate (2R,3S)-tartrate -2 148.001 148.07096 C4H4O6 FEWJPZIEWOKRBE-XIXRPRMCSA-L InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2+ O[C@@H]([C@@H](O)C([O-])=O)C([O-])=O erythrarate CHEBI:30928 meso-tartrate(2-) Beilstein:3906377 Beilstein Gmelin:326908 Gmelin (2R,3S)-2,3-dihydroxybutanedioate IUPAC (2R,3S)-2,3-dihydroxysuccinate ChEBI (2R,3S)-tartrate ChEBI (2R,3S)-tartrate UniProt -2 ChEBI 148.001 ChEBI 148.07096 ChEBI C4H4O6 ChEBI FEWJPZIEWOKRBE-XIXRPRMCSA-L ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2+ ChEBI O[C@@H]([C@@H](O)C([O-])=O)C([O-])=O ChEBI erythrarate ChEBI A tartaric acid anion that is the conjugate base of 3-carboxy-2,3-dihydroxypropanoate. CHEBI:26850 Beilstein:1876435 2,3-dihydroxybutanedioate chebi_ontology -2 148.001 148.07096 2,3-dihydroxysuccinate C4H4O6 FEWJPZIEWOKRBE-UHFFFAOYSA-L InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2 OC(C(O)C([O-])=O)C([O-])=O tartrate CHEBI:30929 2,3-dihydroxybutanedioate Beilstein:1876435 Beilstein 2,3-dihydroxybutanedioate IUPAC -2 ChEBI 148.001 ChEBI 148.07096 ChEBI 2,3-dihydroxysuccinate ChEBI C4H4O6 ChEBI FEWJPZIEWOKRBE-UHFFFAOYSA-L ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2 ChEBI OC(C(O)C([O-])=O)C([O-])=O ChEBI tartrate UniProt CHEBI:12207 CHEBI:20704 Gmelin:604420 KEGG:C02954 (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate chebi_ontology -1 215.049 215.25062 C8H11N2O3S InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/p-1/t3-,4+,6-/m1/s1 NGHVIOIJCVXTGV-ALEPSDHESA-M [H][C@@]1(N)C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C([O-])=O CHEBI:30938 6-aminopenicillanate Gmelin:604420 Gmelin KEGG:C02954 ChEBI (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate IUPAC -1 ChEBI 215.049 ChEBI 215.25062 ChEBI C8H11N2O3S ChEBI InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/p-1/t3-,4+,6-/m1/s1 ChEBI NGHVIOIJCVXTGV-ALEPSDHESA-M ChEBI [H][C@@]1(N)C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C([O-])=O ChEBI Any member of a group of steroid carboxylic acids occuring in bile, where they are present as the sodium salts of their amides with glycine or taurine. KEGG:C01558 Bile acid chebi_ontology Bile salt Gallensaeure Gallensaeuren bile acids CHEBI:3098 bile acid Bile acid KEGG_COMPOUND Bile salt KEGG_COMPOUND Gallensaeure ChEBI Gallensaeuren ChEBI bile acids ChEBI A bipyridine in which the two pyridine moieties are linked by a bond between positions C-4 and C-4'. Beilstein:113176 CAS:553-26-4 Gmelin:3759 PMID:24022647 PMID:24358992 PMID:24446585 Reaxys:113176 Wikipedia:4,4%27-Bipyridine 4,4'-bipyridine chebi_ontology 0 156.069 156.18400 4,4'-bipyridyl 4,4'-bpy 4,4'-dipyridine 4,4'-dipyridyl 4,4-Bipyridin 4-(4-pyridyl)pyridine C10H8N2 InChI=1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H MWVTWFVJZLCBMC-UHFFFAOYSA-N c1cc(ccn1)-c1ccncc1 gamma,gamma'-bipyridyl gamma,gamma'-dipyridyl CHEBI:30985 4,4'-bipyridine Beilstein:113176 Beilstein CAS:553-26-4 ChemIDplus CAS:553-26-4 NIST Chemistry WebBook Gmelin:3759 Gmelin PMID:24022647 Europe PMC PMID:24358992 Europe PMC PMID:24446585 Europe PMC Reaxys:113176 Reaxys 4,4'-bipyridine IUPAC 0 ChEBI 156.069 ChEBI 156.18400 ChEBI 4,4'-bipyridyl ChemIDplus 4,4'-bpy IUPAC 4,4'-dipyridine NIST_Chemistry_WebBook 4,4'-dipyridyl NIST_Chemistry_WebBook 4,4-Bipyridin ChEBI 4-(4-pyridyl)pyridine ChemIDplus C10H8N2 ChEBI InChI=1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H ChEBI MWVTWFVJZLCBMC-UHFFFAOYSA-N ChEBI c1cc(ccn1)-c1ccncc1 ChEBI gamma,gamma'-bipyridyl NIST_Chemistry_WebBook gamma,gamma'-dipyridyl NIST_Chemistry_WebBook A short-chain fatty acid anion that is the conjugate base of valeric acid; present in ester form as component of many steroid-based pharmaceuticals. CHEBI:14751 CHEBI:25890 Beilstein:3903735 CAS:10023-74-2 Gmelin:325619 PMID:17314444 PMID:18783570 Reaxys:3903735 pentanoate chebi_ontology -1 101.060 101.12376 C5H9O2 CCCCC([O-])=O CH3-[CH2]3-COO(-) InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)/p-1 NQPDZGIKBAWPEJ-UHFFFAOYSA-M n-propylacetate pentanoate pentanoic acid, ion(1-) CHEBI:31011 valerate Beilstein:3903735 Beilstein CAS:10023-74-2 ChemIDplus Gmelin:325619 Gmelin PMID:17314444 Europe PMC PMID:18783570 Europe PMC Reaxys:3903735 Reaxys pentanoate IUPAC -1 ChEBI 101.060 ChEBI 101.12376 ChEBI C5H9O2 ChEBI CCCCC([O-])=O ChEBI CH3-[CH2]3-COO(-) IUPAC InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)/p-1 ChEBI NQPDZGIKBAWPEJ-UHFFFAOYSA-M ChEBI n-propylacetate ChEBI pentanoate UniProt pentanoic acid, ion(1-) ChemIDplus KEGG:C05921 Reaxys:20733000 5'-O-[hydroxy({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}oxy)phosphoryl]adenosine Biotinyl-5'-AMP chebi_ontology 0 573.141 573.51786 C20H28N7O9PS InChI=1S/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/t9-,10+,11-,13-,15+,16+,19+/m0/s1 UTQCSTJVMLODHM-RHCAYAJFSA-N [H][C@]12CS[C@@H](CCCCC(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)[C@@]1([H])NC(=O)N2 CHEBI:3110 biotinyl-5'-AMP Reaxys:20733000 Reaxys 5'-O-[hydroxy({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}oxy)phosphoryl]adenosine IUPAC Biotinyl-5'-AMP KEGG_COMPOUND 0 ChEBI 573.141 KEGG_COMPOUND 573.51786 ChEBI C20H28N7O9PS KEGG_COMPOUND InChI=1S/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/t9-,10+,11-,13-,15+,16+,19+/m0/s1 ChEBI UTQCSTJVMLODHM-RHCAYAJFSA-N ChEBI [H][C@]12CS[C@@H](CCCCC(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)[C@@]1([H])NC(=O)N2 ChEBI An inorganic chloride having ammonium as the counterion. CAS:12125-02-9 Gmelin:10120 KEGG:C12538 KEGG:D01139 Wikipedia:Ammonium_Chloride Ammonium chloride ammonium chloride chebi_ontology 0 53.003 53.49120 Ammoniumchlorid Cl.H4N ClH4N InChI=1S/ClH.H3N/h1H;1H3 NH4Cl NLXLAEXVIDQMFP-UHFFFAOYSA-N [Cl-].[H][N+]([H])([H])[H] [NH4]Cl azanium chloride CHEBI:31206 ammonium chloride CAS:12125-02-9 ChemIDplus CAS:12125-02-9 KEGG COMPOUND CAS:12125-02-9 NIST Chemistry WebBook Gmelin:10120 Gmelin Ammonium chloride KEGG_COMPOUND ammonium chloride IUPAC 0 ChEBI 53.003 ChEBI 53.003 KEGG_COMPOUND 53.49120 ChEBI Ammoniumchlorid NIST_Chemistry_WebBook Cl.H4N KEGG_COMPOUND ClH4N ChEBI InChI=1S/ClH.H3N/h1H;1H3 ChEBI NH4Cl IUPAC NLXLAEXVIDQMFP-UHFFFAOYSA-N ChEBI [Cl-].[H][N+]([H])([H])[H] ChEBI [NH4]Cl IUPAC azanium chloride ChEBI Beilstein:6047788 CAS:138-14-7 DrugBank:DB00746 KEGG:D01186 N'-{5-[acetyl(hydroxy)amino]pentyl}-N-(5-{4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanamido}pentyl)-N-hydroxybutanediamide methanesulfonate chebi_ontology 0 656.341 656.79092 C25H48N6O8.CH4SO3 C26H52N6SO11 Deferoxamine B mesylate Deferoxamine mesylate Deferoxamine methanesulfonate Desferal Desferin Desferrioxamine mesylate Desferrioxamine methanesulfonate IDDIJAWJANBQLJ-UHFFFAOYSA-N InChI=1S/C25H48N6O8.CH4O3S/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26;1-5(2,3)4/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34);1H3,(H,2,3,4) [H+].CS([O-])(=O)=O.CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN CHEBI:31460 desferrioxamine B mesylate Beilstein:6047788 Beilstein CAS:138-14-7 ChemIDplus N'-{5-[acetyl(hydroxy)amino]pentyl}-N-(5-{4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanamido}pentyl)-N-hydroxybutanediamide methanesulfonate IUPAC 0 ChEBI 656.341 ChEBI 656.341 KEGG_DRUG 656.79092 ChEBI C25H48N6O8.CH4SO3 KEGG_DRUG C26H52N6SO11 ChEBI Deferoxamine B mesylate ChemIDplus Deferoxamine mesylate ChemIDplus Deferoxamine methanesulfonate ChemIDplus Desferal DrugBank Desferin DrugBank Desferrioxamine mesylate ChemIDplus Desferrioxamine methanesulfonate ChemIDplus IDDIJAWJANBQLJ-UHFFFAOYSA-N ChEBI InChI=1S/C25H48N6O8.CH4O3S/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26;1-5(2,3)4/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34);1H3,(H,2,3,4) ChEBI [H+].CS([O-])(=O)=O.CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN ChEBI The simplest member of the class of salicylamides derived from salicylic acid. Beilstein:742439 CAS:65-45-2 DrugBank:DB08797 Drug_Central:2415 Gmelin:142521 KEGG:D01811 PDBeChem:OHB PMID:14729655 PMID:1650428 PMID:22530891 Reaxys:742439 Wikipedia:Salicylamide 2-hydroxybenzamide chebi_ontology 0 137.048 137.13600 2-Carbamoylphenol 2-Carboxamidophenol 2-Hydroxybenzamide C7H7NO2 InChI=1S/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10) NC(=O)c1ccccc1O OHB SKZKKFZAGNVIMN-UHFFFAOYSA-N Salicylic Acid amide o-Hydroxybenzamide salicilamida salicylamide salicylamidum CHEBI:32114 salicylamide Beilstein:742439 Beilstein CAS:65-45-2 ChemIDplus CAS:65-45-2 NIST Chemistry WebBook Drug_Central:2415 DrugCentral Gmelin:142521 Gmelin PMID:14729655 Europe PMC PMID:1650428 Europe PMC PMID:22530891 Europe PMC Reaxys:742439 Reaxys 2-hydroxybenzamide IUPAC 0 ChEBI 137.048 KEGG_DRUG 137.13600 ChEBI 2-Carbamoylphenol ChemIDplus 2-Carboxamidophenol ChemIDplus 2-Hydroxybenzamide ChemIDplus C7H7NO2 KEGG_DRUG InChI=1S/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10) ChEBI NC(=O)c1ccccc1O ChEBI OHB NIST_Chemistry_WebBook SKZKKFZAGNVIMN-UHFFFAOYSA-N ChEBI Salicylic Acid amide NIST_Chemistry_WebBook o-Hydroxybenzamide ChemIDplus salicilamida ChemIDplus salicylamide KEGG_DRUG salicylamidum ChemIDplus CAS:13463-67-7 Drug_Central:4237 Gmelin:833511 Gmelin:9354 KEGG:C13409 KEGG:D01931 MolBase:272 Wikipedia:Titanium_Dioxide Titanium dioxide bis(oxido)titanium titanium dioxide titanium(IV) oxide chebi_ontology 0 79.86580 79.938 E 171 GWEVSGVZZGPLCZ-UHFFFAOYSA-N InChI=1S/2O.Ti O2Ti O=[Ti]=O TiO2 Titandioxid Titanium oxide [TiO2] dioxido de titanio dioxyde de titane oxido de titanio(IV) titania CHEBI:32234 titanium dioxide CAS:13463-67-7 ChemIDplus CAS:13463-67-7 KEGG COMPOUND CAS:13463-67-7 NIST Chemistry WebBook Drug_Central:4237 DrugCentral Gmelin:833511 Gmelin Gmelin:9354 Gmelin Titanium dioxide KEGG_COMPOUND bis(oxido)titanium IUPAC titanium dioxide IUPAC titanium(IV) oxide IUPAC 0 ChEBI 79.86580 ChEBI 79.938 KEGG_COMPOUND E 171 ChEBI GWEVSGVZZGPLCZ-UHFFFAOYSA-N ChEBI InChI=1S/2O.Ti ChEBI O2Ti KEGG_COMPOUND O=[Ti]=O ChEBI TiO2 IUPAC Titandioxid ChemIDplus Titanium oxide KEGG_COMPOUND [TiO2] MolBase dioxido de titanio ChEBI dioxyde de titane ChEBI oxido de titanio(IV) ChEBI titania ChemIDplus The D-enantiomer of glyceric acid. CHEBI:21030 CHEBI:4187 CHEBI:41990 Beilstein:1721418 CAS:473-81-4 ECMDB:ECMDB04077 HMDB:HMDB00139 KEGG:C00258 KNApSAcK:C00001185 MetaCyc:GLYCERATE PDBeChem:DGY PMID:17439666 PMID:18853153 PMID:19621222 PMID:21852749 PMID:22226201 PMID:22290646 Patent:JP2009153507 Patent:JP2009159826 Reaxys:1721418 YMDB:YMDB02299 (2R)-2,3-dihydroxypropanoic acid D-Glyceric acid chebi_ontology 0 106.027 106.07734 C3H6O4 D-GroA Glyceric acid InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m1/s1 OC[C@@H](O)C(O)=O R-glyceric acid RBNPOMFGQQGHHO-UWTATZPHSA-N alpha,beta-Hydroxypropionic acid CHEBI:32398 D-glyceric acid Beilstein:1721418 Beilstein CAS:473-81-4 KEGG COMPOUND PMID:17439666 Europe PMC PMID:18853153 Europe PMC PMID:19621222 Europe PMC PMID:21852749 Europe PMC PMID:22226201 Europe PMC PMID:22290646 Europe PMC Reaxys:1721418 Reaxys (2R)-2,3-dihydroxypropanoic acid IUPAC D-Glyceric acid HMDB 0 ChEBI 106.027 KEGG_COMPOUND 106.07734 ChEBI C3H6O4 KEGG_COMPOUND D-GroA ChEBI Glyceric acid KEGG_COMPOUND InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m1/s1 ChEBI OC[C@@H](O)C(O)=O ChEBI R-glyceric acid ChEBI RBNPOMFGQQGHHO-UWTATZPHSA-N ChEBI alpha,beta-Hydroxypropionic acid HMDB The L-enantiomer of alaninate. Beilstein:4126899 Gmelin:324350 L-alaninate chebi_ontology (2S)-2-aminopropanoate -1 88.040 88.08528 C3H6NO2 C[C@H](N)C([O-])=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1/t2-/m0/s1 L-alanine anion QNAYBMKLOCPYGJ-REOHCLBHSA-M CHEBI:32431 L-alaninate Beilstein:4126899 Beilstein Gmelin:324350 Gmelin L-alaninate IUPAC (2S)-2-aminopropanoate IUPAC -1 ChEBI 88.040 ChEBI 88.08528 ChEBI C3H6NO2 ChEBI C[C@H](N)C([O-])=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1/t2-/m0/s1 ChEBI L-alanine anion JCBN QNAYBMKLOCPYGJ-REOHCLBHSA-M ChEBI The L-enantiomer of alaninium. Gmelin:362664 L-alaninium chebi_ontology (1S)-1-carboxyethanaminium +1 90.056 90.10116 C3H8NO2 C[C@H]([NH3+])C(O)=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1/t2-/m0/s1 L-alanine cation QNAYBMKLOCPYGJ-REOHCLBHSA-O CHEBI:32432 L-alaninium Gmelin:362664 Gmelin L-alaninium IUPAC (1S)-1-carboxyethanaminium IUPAC +1 ChEBI 90.056 ChEBI 90.10116 ChEBI C3H8NO2 ChEBI C[C@H]([NH3+])C(O)=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1/t2-/m0/s1 ChEBI L-alanine cation JCBN QNAYBMKLOCPYGJ-REOHCLBHSA-O ChEBI The D-enantiomer of alaninate. Beilstein:4781244 Gmelin:745914 D-alaninate chebi_ontology (2R)-2-aminopropanoate -1 88.040 88.08528 C3H6NO2 C[C@@H](N)C([O-])=O D-alanine anion InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1/t2-/m1/s1 QNAYBMKLOCPYGJ-UWTATZPHSA-M CHEBI:32435 D-alaninate Beilstein:4781244 Beilstein Gmelin:745914 Gmelin D-alaninate IUPAC (2R)-2-aminopropanoate IUPAC -1 ChEBI 88.040 ChEBI 88.08528 ChEBI C3H6NO2 ChEBI C[C@@H](N)C([O-])=O ChEBI D-alanine anion JCBN InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1/t2-/m1/s1 ChEBI QNAYBMKLOCPYGJ-UWTATZPHSA-M ChEBI An alaninium that is the conjugate acid of D-alanine. D-alaninium chebi_ontology (1R)-1-carboxyethanaminium +1 90.056 90.10116 C3H8NO2 C[C@@H]([NH3+])C(O)=O D-alanine cation InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1/t2-/m1/s1 QNAYBMKLOCPYGJ-UWTATZPHSA-O CHEBI:32436 D-alaninium D-alaninium IUPAC (1R)-1-carboxyethanaminium IUPAC +1 ChEBI 90.056 ChEBI 90.10116 ChEBI C3H8NO2 ChEBI C[C@@H]([NH3+])C(O)=O ChEBI D-alanine cation JCBN InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1/t2-/m1/s1 ChEBI QNAYBMKLOCPYGJ-UWTATZPHSA-O ChEBI An alpha-amino-acid anion that is the conjugate base of alanine, arising from deprotonation of the carboxy group. Beilstein:3903719 Gmelin:101040 2-aminopropanoate alaninate chebi_ontology -1 88.040 88.08528 C3H6NO2 CC(N)C([O-])=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1 QNAYBMKLOCPYGJ-UHFFFAOYSA-M alanine anion CHEBI:32439 alaninate Beilstein:3903719 Beilstein Gmelin:101040 Gmelin 2-aminopropanoate IUPAC alaninate JCBN -1 ChEBI 88.040 ChEBI 88.08528 ChEBI C3H6NO2 ChEBI CC(N)C([O-])=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1 ChEBI QNAYBMKLOCPYGJ-UHFFFAOYSA-M ChEBI alanine anion JCBN An alpha-amino-acid cation that is the conjugate acid of alanine. Gmelin:362663 1-carboxyethanaminium alaninium chebi_ontology +1 90.056 90.10116 C3H8NO2 CC([NH3+])C(O)=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1 QNAYBMKLOCPYGJ-UHFFFAOYSA-O alanine cation CHEBI:32440 alaninium Gmelin:362663 Gmelin 1-carboxyethanaminium IUPAC alaninium JCBN +1 ChEBI 90.056 ChEBI 90.10116 ChEBI C3H8NO2 ChEBI CC([NH3+])C(O)=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1 ChEBI QNAYBMKLOCPYGJ-UHFFFAOYSA-O ChEBI alanine cation JCBN The L-enantiomer of cysteinate(1-). Beilstein:4128886 Gmelin:325857 Reaxys:4128886 L-cysteinate(1-) hydrogen L-cysteinate chebi_ontology (2R)-2-amino-3-mercaptopropanoate (2R)-2-amino-3-sulfanylpropanoate -1 120.012 120.15128 C3H6NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1/t2-/m0/s1 L-cysteine anion L-cysteine monoanion N[C@@H](CS)C([O-])=O XUJNEKJLAYXESH-REOHCLBHSA-M CHEBI:32442 L-cysteinate(1-) Beilstein:4128886 Beilstein Gmelin:325857 Gmelin Reaxys:4128886 Reaxys L-cysteinate(1-) JCBN hydrogen L-cysteinate IUPAC (2R)-2-amino-3-mercaptopropanoate ChEBI (2R)-2-amino-3-sulfanylpropanoate IUPAC -1 ChEBI 120.012 ChEBI 120.15128 ChEBI C3H6NO2S ChEBI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1/t2-/m0/s1 ChEBI L-cysteine anion NIST_Chemistry_WebBook L-cysteine monoanion JCBN N[C@@H](CS)C([O-])=O ChEBI XUJNEKJLAYXESH-REOHCLBHSA-M ChEBI The L-enantiomer of cysteinate(2-). Beilstein:5921923 Gmelin:325856 Reaxys:5921923 L-cysteinate L-cysteinate(2-) chebi_ontology (2R)-2-amino-3-sulfidopropanoate -2 119.004 119.14334 C3H5NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2/t2-/m0/s1 L-cysteine dianion N[C@@H](C[S-])C([O-])=O XUJNEKJLAYXESH-REOHCLBHSA-L CHEBI:32443 L-cysteinate(2-) Beilstein:5921923 Beilstein Gmelin:325856 Gmelin Reaxys:5921923 Reaxys L-cysteinate IUPAC L-cysteinate(2-) JCBN (2R)-2-amino-3-sulfidopropanoate IUPAC -2 ChEBI 119.004 ChEBI 119.14334 ChEBI C3H5NO2S ChEBI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2/t2-/m0/s1 ChEBI L-cysteine dianion JCBN N[C@@H](C[S-])C([O-])=O ChEBI XUJNEKJLAYXESH-REOHCLBHSA-L ChEBI The L-enantiomer of cysteinium. Gmelin:325860 L-cysteinium chebi_ontology (1R)-1-carboxy-2-mercaptoethanaminium (1R)-1-carboxy-2-sulfanylethanaminium +1 122.028 122.16716 C3H8NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1/t2-/m0/s1 L-cysteine cation L-cysteinium(1+) XUJNEKJLAYXESH-REOHCLBHSA-O [NH3+][C@@H](CS)C(O)=O CHEBI:32445 L-cysteinium Gmelin:325860 Gmelin L-cysteinium IUPAC (1R)-1-carboxy-2-mercaptoethanaminium ChEBI (1R)-1-carboxy-2-sulfanylethanaminium IUPAC +1 ChEBI 122.028 ChEBI 122.16716 ChEBI C3H8NO2S ChEBI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1/t2-/m0/s1 ChEBI L-cysteine cation JCBN L-cysteinium(1+) ChEBI XUJNEKJLAYXESH-REOHCLBHSA-O ChEBI [NH3+][C@@H](CS)C(O)=O ChEBI The D-enantiomer of cysteinate(1-). Gmelin:1006156 D-cysteinate(1-) hydrogen D-cysteinate chebi_ontology (2S)-2-amino-3-mercaptopropanoate (2S)-2-amino-3-sulfanylpropanoate -1 120.012 120.15128 C3H6NO2S D-cysteine monoanion InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1/t2-/m1/s1 N[C@H](CS)C([O-])=O XUJNEKJLAYXESH-UWTATZPHSA-M CHEBI:32449 D-cysteinate(1-) Gmelin:1006156 Gmelin D-cysteinate(1-) JCBN hydrogen D-cysteinate IUPAC (2S)-2-amino-3-mercaptopropanoate ChEBI (2S)-2-amino-3-sulfanylpropanoate IUPAC -1 ChEBI 120.012 ChEBI 120.15128 ChEBI C3H6NO2S ChEBI D-cysteine monoanion JCBN InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1/t2-/m1/s1 ChEBI N[C@H](CS)C([O-])=O ChEBI XUJNEKJLAYXESH-UWTATZPHSA-M ChEBI The D-enantiomer of cysteinate(2-). Gmelin:1342792 D-cysteinate D-cysteinate(2-) chebi_ontology (2S)-2-amino-3-sulfidopropanoate -2 119.004 119.14334 C3H5NO2S D-cysteine dianion InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2/t2-/m1/s1 N[C@H](C[S-])C([O-])=O XUJNEKJLAYXESH-UWTATZPHSA-L CHEBI:32450 D-cysteinate(2-) Gmelin:1342792 Gmelin D-cysteinate IUPAC D-cysteinate(2-) JCBN (2S)-2-amino-3-sulfidopropanoate IUPAC -2 ChEBI 119.004 ChEBI 119.14334 ChEBI C3H5NO2S ChEBI D-cysteine dianion JCBN InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2/t2-/m1/s1 ChEBI N[C@H](C[S-])C([O-])=O ChEBI XUJNEKJLAYXESH-UWTATZPHSA-L ChEBI The D-enantiomer of cysteinium. Gmelin:363237 D-cysteinium chebi_ontology (1S)-1-carboxy-2-mercaptoethanaminium (1S)-1-carboxy-2-sulfanylethanaminium +1 122.028 122.16716 C3H8NO2S D-cysteine cation InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1/t2-/m1/s1 XUJNEKJLAYXESH-UWTATZPHSA-O [NH3+][C@H](CS)C(O)=O CHEBI:32451 D-cysteinium Gmelin:363237 Gmelin D-cysteinium IUPAC (1S)-1-carboxy-2-mercaptoethanaminium ChEBI (1S)-1-carboxy-2-sulfanylethanaminium IUPAC +1 ChEBI 122.028 ChEBI 122.16716 ChEBI C3H8NO2S ChEBI D-cysteine cation JCBN InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1/t2-/m1/s1 ChEBI XUJNEKJLAYXESH-UWTATZPHSA-O ChEBI [NH3+][C@H](CS)C(O)=O ChEBI A sulfur-containing amino-acid anion that is the conjugate base of cysteine, obtained by deprotonation of the carboxy group. Beilstein:4128885 Gmelin:363235 Reaxys:4128885 cysteinate(1-) hydrogen cysteinate chebi_ontology -1 120.012 120.15128 2-amino-3-mercaptopropanoate 2-amino-3-sulfanylpropanoate C3H6NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1 NC(CS)C([O-])=O XUJNEKJLAYXESH-UHFFFAOYSA-M cys(-) cysteine monoanion CHEBI:32456 cysteinate(1-) Beilstein:4128885 Beilstein Gmelin:363235 Gmelin Reaxys:4128885 Reaxys cysteinate(1-) JCBN hydrogen cysteinate IUPAC -1 ChEBI 120.012 ChEBI 120.15128 ChEBI 2-amino-3-mercaptopropanoate ChEBI 2-amino-3-sulfanylpropanoate IUPAC C3H6NO2S ChEBI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1 ChEBI NC(CS)C([O-])=O ChEBI XUJNEKJLAYXESH-UHFFFAOYSA-M ChEBI cys(-) IUPAC cysteine monoanion JCBN Gmelin:49990 cysteinate cysteinate(2-) chebi_ontology -2 119.004 119.14334 2-amino-3-sulfidopropanoate C3H5NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2 NC(C[S-])C([O-])=O XUJNEKJLAYXESH-UHFFFAOYSA-L cysteine dianion CHEBI:32457 cysteinate(2-) Gmelin:49990 Gmelin cysteinate IUPAC cysteinate(2-) JCBN -2 ChEBI 119.004 ChEBI 119.14334 ChEBI 2-amino-3-sulfidopropanoate IUPAC C3H5NO2S ChEBI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2 ChEBI NC(C[S-])C([O-])=O ChEBI XUJNEKJLAYXESH-UHFFFAOYSA-L ChEBI cysteine dianion JCBN Gmelin:325859 1-carboxy-2-sulfanylethanaminium cysteinium chebi_ontology +1 1-carboxy-2-mercaptoethanaminium 122.028 122.16716 C3H8NO2S H2cys(+) InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1 XUJNEKJLAYXESH-UHFFFAOYSA-O [NH3+]C(CS)C(O)=O cysteine cation CHEBI:32458 cysteinium Gmelin:325859 Gmelin 1-carboxy-2-sulfanylethanaminium IUPAC cysteinium JCBN +1 ChEBI 1-carboxy-2-mercaptoethanaminium ChEBI 122.028 ChEBI 122.16716 ChEBI C3H8NO2S ChEBI H2cys(+) IUPAC InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1 ChEBI XUJNEKJLAYXESH-UHFFFAOYSA-O ChEBI [NH3+]C(CS)C(O)=O ChEBI cysteine cation JCBN An aromatic amino-acid anion that is the conjugate base of phenylalanine, arising from deprotonation of the carboxy group. Gmelin:329083 phenylalaninate chebi_ontology -1 164.071 164.18120 2-amino-3-phenylpropanoate C9H10NO2 COLNVLDHVKWLRT-UHFFFAOYSA-M InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p-1 NC(Cc1ccccc1)C([O-])=O phenylalanine anion CHEBI:32504 phenylalaninate Gmelin:329083 Gmelin phenylalaninate IUPAC -1 ChEBI 164.071 ChEBI 164.18120 ChEBI 2-amino-3-phenylpropanoate IUPAC C9H10NO2 ChEBI COLNVLDHVKWLRT-UHFFFAOYSA-M ChEBI InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p-1 ChEBI NC(Cc1ccccc1)C([O-])=O ChEBI phenylalanine anion JCBN An alpha-amino-acid cation that is the conjugate acid of phenylalanine, arising from protonation of the amino group. phenylalaninium chebi_ontology +1 1-carboxy-2-phenylethanaminium 166.087 166.19710 C9H12NO2 COLNVLDHVKWLRT-UHFFFAOYSA-O InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p+1 [NH3+]C(Cc1ccccc1)C(O)=O phenylalanine cation CHEBI:32505 phenylalaninium phenylalaninium IUPAC +1 ChEBI 1-carboxy-2-phenylethanaminium IUPAC 166.087 ChEBI 166.19710 ChEBI C9H12NO2 ChEBI COLNVLDHVKWLRT-UHFFFAOYSA-O ChEBI InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/p+1 ChEBI [NH3+]C(Cc1ccccc1)C(O)=O ChEBI phenylalanine cation JCBN An alpha-amino-acid cation that is the conjugate acid of glycine, arising from protonation of the amino. Gmelin:323509 glycinium chebi_ontology +1 76.040 76.07458 C2H6NO2 DHMQDGOQFOQNFH-UHFFFAOYSA-O H2gly(+) InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)/p+1 NH3(+)-CH2-COOH [NH3+]CC(O)=O carboxymethanaminium glycine cation CHEBI:32507 glycinium Gmelin:323509 Gmelin glycinium IUPAC +1 ChEBI 76.040 ChEBI 76.07458 ChEBI C2H6NO2 ChEBI DHMQDGOQFOQNFH-UHFFFAOYSA-O ChEBI H2gly(+) IUPAC InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)/p+1 ChEBI NH3(+)-CH2-COOH IUPAC [NH3+]CC(O)=O ChEBI carboxymethanaminium IUPAC glycine cation JCBN An alpha-amino-acid anion that is the conjugate base of glycine, arising from deprotonation of the carboxy group. Beilstein:1852023 Gmelin:81890 Reaxys:1852023 UM-BBD_compID:c0559 glycinate chebi_ontology -1 74.024 74.05870 C2H4NO2 DHMQDGOQFOQNFH-UHFFFAOYSA-M H2N-CH2-COO(-) InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)/p-1 NCC([O-])=O aminoacetate gly(-) glycine anion CHEBI:32508 glycinate Beilstein:1852023 Beilstein Gmelin:81890 Gmelin Reaxys:1852023 Reaxys UM-BBD_compID:c0559 UM-BBD glycinate IUPAC -1 ChEBI 74.024 ChEBI 74.05870 ChEBI C2H4NO2 ChEBI DHMQDGOQFOQNFH-UHFFFAOYSA-M ChEBI H2N-CH2-COO(-) IUPAC InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)/p-1 ChEBI NCC([O-])=O ChEBI aminoacetate IUPAC gly(-) IUPAC glycine anion JCBN An alpha-amino-acid anion that is the conjugate base of lysine, arising from deprotonation of the carboxy group. Gmelin:815095 lysinate chebi_ontology -1 145.098 145.17970 2,6-diaminohexanoate C6H13N2O2 InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p-1 KDXKERNSBIXSRK-UHFFFAOYSA-M NCCCCC(N)C([O-])=O lys(-) lysine anion CHEBI:32563 lysinate Gmelin:815095 Gmelin lysinate IUPAC -1 ChEBI 145.098 ChEBI 145.17970 ChEBI 2,6-diaminohexanoate IUPAC C6H13N2O2 ChEBI InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p-1 ChEBI KDXKERNSBIXSRK-UHFFFAOYSA-M ChEBI NCCCCC(N)C([O-])=O ChEBI lys(-) IUPAC lysine anion JCBN An alpha-amino-acid cation that is the conjugate acid of lysine, having two cationic amino groups and an anionic carboxy group. lysinium lysinium(1+) chebi_ontology +1 147.113 147.19558 2,6-diammoniohexanoate C6H15N2O2 InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1 KDXKERNSBIXSRK-UHFFFAOYSA-O [NH3+]CCCCC([NH3+])C([O-])=O lysine monocation CHEBI:32564 lysinium(1+) lysinium IUPAC lysinium(1+) JCBN +1 ChEBI 147.113 ChEBI 147.19558 ChEBI 2,6-diammoniohexanoate IUPAC C6H15N2O2 ChEBI InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1 ChEBI KDXKERNSBIXSRK-UHFFFAOYSA-O ChEBI [NH3+]CCCCC([NH3+])C([O-])=O ChEBI lysine monocation JCBN An alpha-amino-acid cation obtained by protonation of both amino groups of lysine. lysinediium lysinium(2+) chebi_ontology +2 1-carboxypentane-1,5-diaminium 148.121 148.20352 C6H16N2O2 InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+2 KDXKERNSBIXSRK-UHFFFAOYSA-P [NH3+]CCCCC([NH3+])C(O)=O lysine dication CHEBI:32565 lysinium(2+) lysinediium IUPAC lysinium(2+) JCBN +2 ChEBI 1-carboxypentane-1,5-diaminium IUPAC 148.121 ChEBI 148.20352 ChEBI C6H16N2O2 ChEBI InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+2 ChEBI KDXKERNSBIXSRK-UHFFFAOYSA-P ChEBI [NH3+]CCCCC([NH3+])C(O)=O ChEBI lysine dication JCBN Beilstein:1842102 CAS:555-60-2 KEGG:C11164 LINCS:LSM-2341 CCCP N'-(3-chlorophenyl)carbonohydrazonoyl dicyanide chebi_ontology (3-chlorophenyl)hydrazonomalononitrile 0 204.020 204.61566 C9H5ClN4 Carbonyl cyanide m-chlorophenyl hydrazone Clc1cccc(NN=C(C#N)C#N)c1 InChI=1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H UGTJLJZQQFGTJD-UHFFFAOYSA-N [(3-chlorophenyl)hydrazono]malononitrile [(3-chlorophenyl)hydrazono]propanedinitrile carbonylcyanide-3-chlorophenylhydrazone CHEBI:3259 CCCP Beilstein:1842102 ChemIDplus CAS:555-60-2 ChemIDplus CAS:555-60-2 KEGG COMPOUND CCCP KEGG_COMPOUND N'-(3-chlorophenyl)carbonohydrazonoyl dicyanide IUPAC (3-chlorophenyl)hydrazonomalononitrile ChemIDplus 0 ChEBI 204.020 KEGG_COMPOUND 204.61566 ChEBI C9H5ClN4 KEGG_COMPOUND Carbonyl cyanide m-chlorophenyl hydrazone KEGG_COMPOUND Clc1cccc(NN=C(C#N)C#N)c1 ChEBI InChI=1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H ChEBI UGTJLJZQQFGTJD-UHFFFAOYSA-N ChEBI [(3-chlorophenyl)hydrazono]malononitrile ChemIDplus [(3-chlorophenyl)hydrazono]propanedinitrile ChemIDplus carbonylcyanide-3-chlorophenylhydrazone ChemIDplus A magnesium salt having sulfate as the counterion. CAS:7487-88-9 DrugBank:DB00653 PMID:8991630 Reaxys:4208125 colombos:MgSO4 magnesium sulfate chebi_ontology 0 119.937 120.36860 CSNNHWWHGAXBCP-UHFFFAOYSA-L InChI=1S/Mg.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 Magnesium sulfate (1:1) Magnesiumsulfat MgO4S MgSO4 [Mg++].[O-]S([O-])(=O)=O magnesium sulfate anhydrous magnesium sulphate magnesium(II) sulfate CHEBI:32599 magnesium sulfate CAS:7487-88-9 ChemIDplus CAS:7487-88-9 NIST Chemistry WebBook PMID:8991630 Europe PMC Reaxys:4208125 Reaxys magnesium sulfate IUPAC 0 ChEBI 119.937 ChEBI 120.36860 ChEBI CSNNHWWHGAXBCP-UHFFFAOYSA-L ChEBI InChI=1S/Mg.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 ChEBI Magnesium sulfate (1:1) ChemIDplus Magnesiumsulfat ChEBI MgO4S ChEBI MgSO4 IUPAC [Mg++].[O-]S([O-])(=O)=O ChEBI magnesium sulfate anhydrous ChemIDplus magnesium sulphate NIST_Chemistry_WebBook magnesium(II) sulfate NIST_Chemistry_WebBook An acene that consists of four ortho-fused benzene rings in a rectilinear arrangement. Beilstein:1909299 CAS:92-24-0 Gmelin:306993 PMID:11493061 PMID:24655187 Reaxys:1909299 Wikipedia:Tetracene tetracene chebi_ontology 0 2,3-benzanthracene 228.094 228.28788 C18H12 IFLREYGFSNHWGE-UHFFFAOYSA-N InChI=1S/C18H12/c1-2-6-14-10-18-12-16-8-4-3-7-15(16)11-17(18)9-13(14)5-1/h1-12H benz[b]anthracene c1ccc2cc3cc4ccccc4cc3cc2c1 naphthacene CHEBI:32600 tetracene Beilstein:1909299 Beilstein CAS:92-24-0 ChemIDplus CAS:92-24-0 NIST Chemistry WebBook Gmelin:306993 Gmelin PMID:11493061 Europe PMC PMID:24655187 Europe PMC Reaxys:1909299 Reaxys tetracene IUPAC 0 ChEBI 2,3-benzanthracene NIST_Chemistry_WebBook 228.094 ChEBI 228.28788 ChEBI C18H12 ChEBI IFLREYGFSNHWGE-UHFFFAOYSA-N ChEBI InChI=1S/C18H12/c1-2-6-14-10-18-12-16-8-4-3-7-15(16)11-17(18)9-13(14)5-1/h1-12H ChEBI benz[b]anthracene NIST_Chemistry_WebBook c1ccc2cc3cc4ccccc4cc3cc2c1 ChEBI naphthacene IUPAC Gmelin:101585 isoleucinate chebi_ontology ile(-) isoleucine anion rel-(2R,3R)-2-amino-3-methylpentanoate CHEBI:32612 isoleucinate Gmelin:101585 Gmelin isoleucinate IUPAC ile(-) IUPAC isoleucine anion JCBN rel-(2R,3R)-2-amino-3-methylpentanoate IUPAC Gmelin:1651827 isoleucinium chebi_ontology H2ile(+) isoleucine cation rel-(1R,2R)-1-carboxy-2-methylbutan-1-aminium CHEBI:32613 isoleucinium Gmelin:1651827 Gmelin isoleucinium IUPAC H2ile(+) IUPAC isoleucine cation JCBN rel-(1R,2R)-1-carboxy-2-methylbutan-1-aminium IUPAC An alkane-alpha,omega-diammonium(2+) that is the dication of putrescine (1,4-butanediamine) arising from protonation of both primary amino groups; major species at pH 7.3. Gmelin:323413 MetaCyc:PUTRESCINE butane-1,4-bis(aminium) chebi_ontology +2 90.116 90.16740 C4H14N2 InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2/p+2 KIDHWZJUCRJVML-UHFFFAOYSA-P [NH3+]CCCC[NH3+] butane-1,4-diaminium putrescine putrescinium dication putrescinium(2+) CHEBI:326268 1,4-butanediammonium Gmelin:323413 Gmelin butane-1,4-bis(aminium) IUPAC +2 ChEBI 90.116 ChEBI 90.16740 ChEBI C4H14N2 ChEBI InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2/p+2 ChEBI KIDHWZJUCRJVML-UHFFFAOYSA-P ChEBI [NH3+]CCCC[NH3+] ChEBI butane-1,4-diaminium IUPAC putrescine UniProt putrescinium dication ChEBI putrescinium(2+) ChEBI An alpha-amino-acid anion that is the conjugate base of leucine, arising from deprotonation of the carboxy group. Reaxys:5245805 leucinate chebi_ontology -1 130.087 130.16502 2-amino-4-methylpentanoate C6H12NO2 CC(C)CC(N)C([O-])=O InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p-1 ROHFNLRQFUQHCH-UHFFFAOYSA-M leu(-) leucine anion CHEBI:32627 leucinate Reaxys:5245805 Reaxys leucinate IUPAC -1 ChEBI 130.087 ChEBI 130.16502 ChEBI 2-amino-4-methylpentanoate IUPAC C6H12NO2 ChEBI CC(C)CC(N)C([O-])=O ChEBI InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p-1 ChEBI ROHFNLRQFUQHCH-UHFFFAOYSA-M ChEBI leu(-) IUPAC leucine anion JCBN An alpha-amino-acid cation that is the conjugate acid of leucine, arising from protonation of the amino group. Gmelin:1651836 leucinium chebi_ontology +1 1-carboxy-3-methylbutan-1-aminium 132.102 132.18090 C6H14NO2 CC(C)CC([NH3+])C(O)=O H2leu(+) InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p+1 ROHFNLRQFUQHCH-UHFFFAOYSA-O leucine cation CHEBI:32628 leucinium Gmelin:1651836 Gmelin leucinium IUPAC +1 ChEBI 1-carboxy-3-methylbutan-1-aminium IUPAC 132.102 ChEBI 132.18090 ChEBI C6H14NO2 ChEBI CC(C)CC([NH3+])C(O)=O ChEBI H2leu(+) IUPAC InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/p+1 ChEBI ROHFNLRQFUQHCH-UHFFFAOYSA-O ChEBI leucine cation JCBN The L-enantiomer of methioninate. Beilstein:4740675 Gmelin:326566 Reaxys:4740675 L-methioninate chebi_ontology (2S)-2-amino-4-(methylsulfanyl)butanoate -1 148.043 148.20444 C5H10NO2S CSCC[C@H](N)C([O-])=O FFEARJCKVFRZRR-BYPYZUCNSA-M InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1/t4-/m0/s1 L-methionine anion CHEBI:32631 L-methioninate Beilstein:4740675 Beilstein Gmelin:326566 Gmelin Reaxys:4740675 Reaxys L-methioninate IUPAC (2S)-2-amino-4-(methylsulfanyl)butanoate IUPAC -1 ChEBI 148.043 ChEBI 148.20444 ChEBI C5H10NO2S ChEBI CSCC[C@H](N)C([O-])=O ChEBI FFEARJCKVFRZRR-BYPYZUCNSA-M ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1/t4-/m0/s1 ChEBI L-methionine anion JCBN The L-enantiomer of methioninium. Gmelin:1568767 L-methioninium chebi_ontology (1S)-1-carboxy-3-(methylsulfanyl)propan-1-aminium +1 150.059 150.22032 C5H12NO2S CSCC[C@H]([NH3+])C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-O InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1/t4-/m0/s1 L-methionine cation CHEBI:32632 L-methioninium Gmelin:1568767 Gmelin L-methioninium IUPAC (1S)-1-carboxy-3-(methylsulfanyl)propan-1-aminium IUPAC +1 ChEBI 150.059 ChEBI 150.22032 ChEBI C5H12NO2S ChEBI CSCC[C@H]([NH3+])C(O)=O ChEBI FFEARJCKVFRZRR-BYPYZUCNSA-O ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1/t4-/m0/s1 ChEBI L-methionine cation JCBN The D-enantiomer of methioninate. Gmelin:720123 D-methioninate chebi_ontology (2R)-2-amino-4-(methylsulfanyl)butanoate -1 148.043 148.20444 C5H10NO2S CSCC[C@@H](N)C([O-])=O D-methionine anion FFEARJCKVFRZRR-SCSAIBSYSA-M InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1/t4-/m1/s1 CHEBI:32637 D-methioninate Gmelin:720123 Gmelin D-methioninate IUPAC (2R)-2-amino-4-(methylsulfanyl)butanoate IUPAC -1 ChEBI 148.043 ChEBI 148.20444 ChEBI C5H10NO2S ChEBI CSCC[C@@H](N)C([O-])=O ChEBI D-methionine anion JCBN FFEARJCKVFRZRR-SCSAIBSYSA-M ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1/t4-/m1/s1 ChEBI The D-enantiomer of methioninium. D-methioninium chebi_ontology (1R)-1-carboxy-3-(methylsulfanyl)propan-1-aminium +1 150.059 150.22032 C5H12NO2S CSCC[C@@H]([NH3+])C(O)=O D-methionine cation FFEARJCKVFRZRR-SCSAIBSYSA-O InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1/t4-/m1/s1 CHEBI:32638 D-methioninium D-methioninium IUPAC (1R)-1-carboxy-3-(methylsulfanyl)propan-1-aminium IUPAC +1 ChEBI 150.059 ChEBI 150.22032 ChEBI C5H12NO2S ChEBI CSCC[C@@H]([NH3+])C(O)=O ChEBI D-methionine cation JCBN FFEARJCKVFRZRR-SCSAIBSYSA-O ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1/t4-/m1/s1 ChEBI A sulfur-containing amino-acid anion that is the conjugate base of methionine, arising from deprotonation of the carboxy group. Beilstein:3937270 Gmelin:326565 Reaxys:3937270 methioninate chebi_ontology -1 148.043 148.20444 2-amino-4-(methylsulfanyl)butanoate C5H10NO2S CSCCC(N)C([O-])=O FFEARJCKVFRZRR-UHFFFAOYSA-M InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1 met(-) methionine anion CHEBI:32644 methioninate Beilstein:3937270 Beilstein Gmelin:326565 Gmelin Reaxys:3937270 Reaxys methioninate IUPAC -1 ChEBI 148.043 ChEBI 148.20444 ChEBI 2-amino-4-(methylsulfanyl)butanoate IUPAC C5H10NO2S ChEBI CSCCC(N)C([O-])=O ChEBI FFEARJCKVFRZRR-UHFFFAOYSA-M ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1 ChEBI met(-) IUPAC methionine anion JCBN A sulfur-containing amino-acid anion that is the conjugate acid of methionine, arising from protonation of the amino group. Gmelin:326567 methioninium chebi_ontology +1 1-carboxy-3-(methylsulfanyl)propan-1-aminium 150.059 150.22032 C5H12NO2S CSCCC([NH3+])C(O)=O FFEARJCKVFRZRR-UHFFFAOYSA-O H2met(+) InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1 methionine cation CHEBI:32646 methioninium Gmelin:326567 Gmelin methioninium IUPAC +1 ChEBI 1-carboxy-3-(methylsulfanyl)propan-1-aminium IUPAC 150.059 ChEBI 150.22032 ChEBI C5H12NO2S ChEBI CSCCC([NH3+])C(O)=O ChEBI FFEARJCKVFRZRR-UHFFFAOYSA-O ChEBI H2met(+) IUPAC InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1 ChEBI methionine cation JCBN An optically active form of asparaginate having L-configuration. Beilstein:6115348 Gmelin:327371 HMDB:HMDB00168 Reaxys:6115348 L-asparaginate chebi_ontology (2S)-2,4-diamino-4-oxobutanoate -1 131.046 131.11006 C4H7N2O3 DCXYFEDJOCDNAF-REOHCLBHSA-M InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1/t2-/m0/s1 L-asparagine anion N[C@@H](CC(N)=O)C([O-])=O CHEBI:32650 L-asparaginate Beilstein:6115348 Beilstein Gmelin:327371 Gmelin Reaxys:6115348 Reaxys L-asparaginate IUPAC (2S)-2,4-diamino-4-oxobutanoate IUPAC -1 ChEBI 131.046 ChEBI 131.11006 ChEBI C4H7N2O3 ChEBI DCXYFEDJOCDNAF-REOHCLBHSA-M ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1/t2-/m0/s1 ChEBI L-asparagine anion JCBN N[C@@H](CC(N)=O)C([O-])=O ChEBI L-asparaginium chebi_ontology (1S)-3-amino-1-carboxy-3-oxopropan-1-aminium +1 133.061 133.12594 C4H9N2O3 DCXYFEDJOCDNAF-REOHCLBHSA-O InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1/t2-/m0/s1 L-asparagine cation NC(=O)C[C@H]([NH3+])C(O)=O CHEBI:32651 L-asparaginium L-asparaginium IUPAC (1S)-3-amino-1-carboxy-3-oxopropan-1-aminium IUPAC +1 ChEBI 133.061 ChEBI 133.12594 ChEBI C4H9N2O3 ChEBI DCXYFEDJOCDNAF-REOHCLBHSA-O ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1/t2-/m0/s1 ChEBI L-asparagine cation JCBN NC(=O)C[C@H]([NH3+])C(O)=O ChEBI Gmelin:533547 D-asparaginate chebi_ontology (2R)-2,4-diamino-4-oxobutanoate -1 131.046 131.11006 C4H7N2O3 D-asparagine anion DCXYFEDJOCDNAF-UWTATZPHSA-M InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1/t2-/m1/s1 N[C@H](CC(N)=O)C([O-])=O CHEBI:32656 D-asparaginate Gmelin:533547 Gmelin D-asparaginate IUPAC (2R)-2,4-diamino-4-oxobutanoate IUPAC -1 ChEBI 131.046 ChEBI 131.11006 ChEBI C4H7N2O3 ChEBI D-asparagine anion JCBN DCXYFEDJOCDNAF-UWTATZPHSA-M ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1/t2-/m1/s1 ChEBI N[C@H](CC(N)=O)C([O-])=O ChEBI D-asparaginium chebi_ontology (1R)-3-amino-1-carboxy-3-oxopropan-1-aminium +1 133.061 133.12594 C4H9N2O3 D-asparagine cation DCXYFEDJOCDNAF-UWTATZPHSA-O InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1/t2-/m1/s1 NC(=O)C[C@@H]([NH3+])C(O)=O CHEBI:32657 D-asparaginium D-asparaginium IUPAC (1R)-3-amino-1-carboxy-3-oxopropan-1-aminium IUPAC +1 ChEBI 133.061 ChEBI 133.12594 ChEBI C4H9N2O3 ChEBI D-asparagine cation JCBN DCXYFEDJOCDNAF-UWTATZPHSA-O ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1/t2-/m1/s1 ChEBI NC(=O)C[C@@H]([NH3+])C(O)=O ChEBI An alpha-amino-acid anion that is the conjugate base of asparagine, arising from deprotonation of the carboxy group. Gmelin:327370 asparaginate chebi_ontology -1 131.046 131.11006 2,4-diamino-4-oxobutanoate C4H7N2O3 DCXYFEDJOCDNAF-UHFFFAOYSA-M InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1 NC(CC(N)=O)C([O-])=O asp(-) asparagine anion CHEBI:32660 asparaginate Gmelin:327370 Gmelin asparaginate IUPAC -1 ChEBI 131.046 ChEBI 131.11006 ChEBI 2,4-diamino-4-oxobutanoate IUPAC C4H7N2O3 ChEBI DCXYFEDJOCDNAF-UHFFFAOYSA-M ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p-1 ChEBI NC(CC(N)=O)C([O-])=O ChEBI asp(-) IUPAC asparagine anion JCBN asparaginium chebi_ontology +1 133.061 133.12594 3-amino-1-carboxy-3-oxopropan-1-aminium C4H9N2O3 DCXYFEDJOCDNAF-UHFFFAOYSA-O H2asp(+) InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1 NC(=O)CC([NH3+])C(O)=O asparagine cation CHEBI:32661 asparaginium asparaginium IUPAC +1 ChEBI 133.061 ChEBI 133.12594 ChEBI 3-amino-1-carboxy-3-oxopropan-1-aminium IUPAC C4H9N2O3 ChEBI DCXYFEDJOCDNAF-UHFFFAOYSA-O ChEBI H2asp(+) IUPAC InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/p+1 ChEBI NC(=O)CC([NH3+])C(O)=O ChEBI asparagine cation JCBN An optically active form of glutaminate having L-configuration. Gmelin:327924 L-glutaminate chebi_ontology (2S)-2,5-diamino-5-oxopentanoate -1 145.061 145.13664 C5H9N2O3 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1/t3-/m0/s1 L-glutamine anion N[C@@H](CCC(N)=O)C([O-])=O ZDXPYRJPNDTMRX-VKHMYHEASA-M CHEBI:32665 L-glutaminate Gmelin:327924 Gmelin L-glutaminate IUPAC (2S)-2,5-diamino-5-oxopentanoate IUPAC -1 ChEBI 145.061 ChEBI 145.13664 ChEBI C5H9N2O3 ChEBI InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1/t3-/m0/s1 ChEBI L-glutamine anion JCBN N[C@@H](CCC(N)=O)C([O-])=O ChEBI ZDXPYRJPNDTMRX-VKHMYHEASA-M ChEBI An optically active form of glutaminium having L-configuration. L-glutaminium chebi_ontology (1S)-4-amino-1-carboxy-4-oxobutan-1-aminium +1 147.077 147.15252 C5H11N2O3 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1/t3-/m0/s1 L-glutamine cation NC(=O)CC[C@H]([NH3+])C(O)=O ZDXPYRJPNDTMRX-VKHMYHEASA-O CHEBI:32666 L-glutaminium L-glutaminium IUPAC (1S)-4-amino-1-carboxy-4-oxobutan-1-aminium IUPAC +1 ChEBI 147.077 ChEBI 147.15252 ChEBI C5H11N2O3 ChEBI InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1/t3-/m0/s1 ChEBI L-glutamine cation JCBN NC(=O)CC[C@H]([NH3+])C(O)=O ChEBI ZDXPYRJPNDTMRX-VKHMYHEASA-O ChEBI An optically active form of glutaminate having D-configuration. Gmelin:1342585 D-glutaminate chebi_ontology (2R)-2,5-diamino-5-oxopentanoate -1 145.061 145.13664 C5H9N2O3 D-glutamine anion InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1/t3-/m1/s1 N[C@H](CCC(N)=O)C([O-])=O ZDXPYRJPNDTMRX-GSVOUGTGSA-M CHEBI:32672 D-glutaminate Gmelin:1342585 Gmelin D-glutaminate IUPAC (2R)-2,5-diamino-5-oxopentanoate IUPAC -1 ChEBI 145.061 ChEBI 145.13664 ChEBI C5H9N2O3 ChEBI D-glutamine anion JCBN InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1/t3-/m1/s1 ChEBI N[C@H](CCC(N)=O)C([O-])=O ChEBI ZDXPYRJPNDTMRX-GSVOUGTGSA-M ChEBI An optically active form of glutaminium having D-configuration. D-glutaminium chebi_ontology (1R)-4-amino-1-carboxy-4-oxobutan-1-aminium +1 147.077 147.15252 C5H11N2O3 D-glutamine cation InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1/t3-/m1/s1 NC(=O)CC[C@@H]([NH3+])C(O)=O ZDXPYRJPNDTMRX-GSVOUGTGSA-O CHEBI:32673 D-glutaminium D-glutaminium IUPAC (1R)-4-amino-1-carboxy-4-oxobutan-1-aminium IUPAC +1 ChEBI 147.077 ChEBI 147.15252 ChEBI C5H11N2O3 ChEBI D-glutamine cation JCBN InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1/t3-/m1/s1 ChEBI NC(=O)CC[C@@H]([NH3+])C(O)=O ChEBI ZDXPYRJPNDTMRX-GSVOUGTGSA-O ChEBI An alpha-amino-acid anion that is the conjugate base of glutamine, arising from deprotonation of the carboxy group. Gmelin:464703 glutaminate chebi_ontology -1 145.061 145.13664 2,5-diamino-5-oxopentanoate C5H9N2O3 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1 NC(CCC(N)=O)C([O-])=O ZDXPYRJPNDTMRX-UHFFFAOYSA-M gln(-) glutamine anion CHEBI:32678 glutaminate Gmelin:464703 Gmelin glutaminate IUPAC -1 ChEBI 145.061 ChEBI 145.13664 ChEBI 2,5-diamino-5-oxopentanoate IUPAC C5H9N2O3 ChEBI InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p-1 ChEBI NC(CCC(N)=O)C([O-])=O ChEBI ZDXPYRJPNDTMRX-UHFFFAOYSA-M ChEBI gln(-) IUPAC glutamine anion JCBN An alpha-amino-acid cation that is the conjugate acid of glutamine, arising from protonation of the amino group. glutaminium chebi_ontology +1 147.077 147.15252 4-amino-1-carboxy-4-oxobutan-1-aminium C5H11N2O3 H2gln(+) InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1 NC(=O)CCC([NH3+])C(O)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-O glutamine cation CHEBI:32679 glutaminium glutaminium IUPAC +1 ChEBI 147.077 ChEBI 147.15252 ChEBI 4-amino-1-carboxy-4-oxobutan-1-aminium IUPAC C5H11N2O3 ChEBI H2gln(+) IUPAC InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/p+1 ChEBI NC(=O)CCC([NH3+])C(O)=O ChEBI ZDXPYRJPNDTMRX-UHFFFAOYSA-O ChEBI glutamine cation JCBN An L-alpha-amino acid anion that is the conjugate base of L-arginine; obtained by deprotonation of the carboxy group. Beilstein:4745004 Gmelin:329320 L-argininate chebi_ontology (2S)-2-amino-5-(carbamimidamido)pentanoate (2S)-2-amino-5-guanidinopentanoate -1 173.104 173.19318 C6H13N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1/t4-/m0/s1 L-arginine anion N[C@@H](CCCNC(N)=N)C([O-])=O ODKSFYDXXFIFQN-BYPYZUCNSA-M CHEBI:32681 L-argininate Beilstein:4745004 Beilstein Gmelin:329320 Gmelin L-argininate IUPAC (2S)-2-amino-5-(carbamimidamido)pentanoate IUPAC (2S)-2-amino-5-guanidinopentanoate JCBN -1 ChEBI 173.104 ChEBI 173.19318 ChEBI C6H13N4O2 ChEBI InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1/t4-/m0/s1 ChEBI L-arginine anion JCBN N[C@@H](CCCNC(N)=N)C([O-])=O ChEBI ODKSFYDXXFIFQN-BYPYZUCNSA-M ChEBI The L-enantiomer of argininium(1+). CHEBI:133495 Gmelin:1345601 (2S)-2-azaniumyl-5-{[azaniumyl(imino)methyl]amino}pentanoate L-argininium L-argininium(1+) chebi_ontology (2S)-2-amino-5-(carbamimidamido)pentanoate (2S)-2-amino-5-guanidinopentanoate (2S)-2-ammonio-5-guanidiniopentanoate +1 175.120 175.20906 C6H15N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m0/s1 L-arginine L-arginine cation L-arginine monocation NC(=[NH2+])NCCC[C@H]([NH3+])C([O-])=O ODKSFYDXXFIFQN-BYPYZUCNSA-O arginine(1+) CHEBI:32682 L-argininium(1+) Gmelin:1345601 Gmelin (2S)-2-azaniumyl-5-{[azaniumyl(imino)methyl]amino}pentanoate IUPAC L-argininium IUPAC L-argininium(1+) JCBN (2S)-2-amino-5-(carbamimidamido)pentanoate ChEBI (2S)-2-amino-5-guanidinopentanoate JCBN (2S)-2-ammonio-5-guanidiniopentanoate JCBN +1 ChEBI 175.120 ChEBI 175.20906 ChEBI C6H15N4O2 ChEBI InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m0/s1 ChEBI L-arginine ChEBI L-arginine UniProt L-arginine cation ChEBI L-arginine monocation JCBN NC(=[NH2+])NCCC[C@H]([NH3+])C([O-])=O ChEBI ODKSFYDXXFIFQN-BYPYZUCNSA-O ChEBI arginine(1+) ChEBI Beilstein:4745613 L-argininediium L-argininium(2+) chebi_ontology +2 176.127 176.21700 C6H16N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2/t4-/m0/s1 L-arginine dication NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P [(1S)-1-carboxy-4-guanidiniobutyl]ammonium CHEBI:32683 L-argininium(2+) Beilstein:4745613 Beilstein L-argininediium IUPAC L-argininium(2+) JCBN +2 ChEBI 176.127 ChEBI 176.21700 ChEBI C6H16N4O2 ChEBI InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2/t4-/m0/s1 ChEBI L-arginine dication JCBN NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ChEBI ODKSFYDXXFIFQN-BYPYZUCNSA-P ChEBI [(1S)-1-carboxy-4-guanidiniobutyl]ammonium ChEBI D-argininate chebi_ontology (2R)-2-amino-5-(carbamimidamido)pentanoate (2R)-2-amino-5-guanidinopentanoate -1 173.104 173.19318 C6H13N4O2 D-arginine anion InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1/t4-/m1/s1 N[C@H](CCCNC(N)=N)C([O-])=O ODKSFYDXXFIFQN-SCSAIBSYSA-M CHEBI:32688 D-argininate D-argininate IUPAC (2R)-2-amino-5-(carbamimidamido)pentanoate IUPAC (2R)-2-amino-5-guanidinopentanoate JCBN -1 ChEBI 173.104 ChEBI 173.19318 ChEBI C6H13N4O2 ChEBI D-arginine anion JCBN InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1/t4-/m1/s1 ChEBI N[C@H](CCCNC(N)=N)C([O-])=O ChEBI ODKSFYDXXFIFQN-SCSAIBSYSA-M ChEBI The D-enantiomer of argininium(1+). Gmelin:1345600 MetaCyc:CPD-220 D-argininium D-argininium(1+) chebi_ontology (2R)-2-ammonio-5-guanidiniopentanoate +1 175.120 175.20906 C6H15N4O2 D-arginine D-arginine monocation InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m1/s1 NC(=[NH2+])NCCC[C@@H]([NH3+])C([O-])=O ODKSFYDXXFIFQN-SCSAIBSYSA-O CHEBI:32689 D-argininium(1+) Gmelin:1345600 Gmelin D-argininium IUPAC D-argininium(1+) JCBN (2R)-2-ammonio-5-guanidiniopentanoate JCBN +1 ChEBI 175.120 ChEBI 175.20906 ChEBI C6H15N4O2 ChEBI D-arginine UniProt D-arginine monocation JCBN InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m1/s1 ChEBI NC(=[NH2+])NCCC[C@@H]([NH3+])C([O-])=O ChEBI ODKSFYDXXFIFQN-SCSAIBSYSA-O ChEBI D-argininediium D-argininium(2+) chebi_ontology +2 176.127 176.21700 C6H16N4O2 D-arginine dication InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2/t4-/m1/s1 NC(=[NH2+])NCCC[C@@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-SCSAIBSYSA-P [(1R)-1-carboxy-4-guanidiniobutyl]ammonium CHEBI:32690 D-argininium(2+) D-argininediium IUPAC D-argininium(2+) JCBN +2 ChEBI 176.127 ChEBI 176.21700 ChEBI C6H16N4O2 ChEBI D-arginine dication JCBN InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2/t4-/m1/s1 ChEBI NC(=[NH2+])NCCC[C@@H]([NH3+])C(O)=O ChEBI ODKSFYDXXFIFQN-SCSAIBSYSA-P ChEBI [(1R)-1-carboxy-4-guanidiniobutyl]ammonium ChEBI Gmelin:603497 argininate chebi_ontology -1 173.104 173.19318 2-amino-5-(carbamimidamido)pentanoate 2-amino-5-guanidinopentanoate C6H13N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1 NC(CCCNC(N)=N)C([O-])=O ODKSFYDXXFIFQN-UHFFFAOYSA-M arg(-) arginine anion CHEBI:32695 argininate Gmelin:603497 Gmelin argininate IUPAC -1 ChEBI 173.104 ChEBI 173.19318 ChEBI 2-amino-5-(carbamimidamido)pentanoate IUPAC 2-amino-5-guanidinopentanoate JCBN C6H13N4O2 ChEBI InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p-1 ChEBI NC(CCCNC(N)=N)C([O-])=O ChEBI ODKSFYDXXFIFQN-UHFFFAOYSA-M ChEBI arg(-) IUPAC arginine anion JCBN Gmelin:1345599 argininium argininium(1+) chebi_ontology +1 175.120 175.20906 2-ammonio-5-guanidiniopentanoate C6H15N4O2 H2arg(+) InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1 NC(=[NH2+])NCCCC([NH3+])C([O-])=O ODKSFYDXXFIFQN-UHFFFAOYSA-O arginine arginine monocation CHEBI:32696 argininium(1+) Gmelin:1345599 Gmelin argininium IUPAC argininium(1+) JCBN +1 ChEBI 175.120 ChEBI 175.20906 ChEBI 2-ammonio-5-guanidiniopentanoate JCBN C6H15N4O2 ChEBI H2arg(+) IUPAC InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1 ChEBI NC(=[NH2+])NCCCC([NH3+])C([O-])=O ChEBI ODKSFYDXXFIFQN-UHFFFAOYSA-O ChEBI arginine UniProt arginine monocation JCBN argininediium argininium(2+) chebi_ontology (1-carboxy-4-guanidiniobutyl)ammonium +2 176.127 176.21700 C6H16N4O2 H3arg(2+) InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2 NC(=[NH2+])NCCCC([NH3+])C(O)=O ODKSFYDXXFIFQN-UHFFFAOYSA-P arginine dication CHEBI:32697 argininium(2+) argininediium IUPAC argininium(2+) JCBN (1-carboxy-4-guanidiniobutyl)ammonium ChEBI +2 ChEBI 176.127 ChEBI 176.21700 ChEBI C6H16N4O2 ChEBI H3arg(2+) IUPAC InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+2 ChEBI NC(=[NH2+])NCCCC([NH3+])C(O)=O ChEBI ODKSFYDXXFIFQN-UHFFFAOYSA-P ChEBI arginine dication JCBN The L-enantiomer of tryptophanate. Beilstein:4144998 Gmelin:331343 L-tryptophanate chebi_ontology (2S)-2-amino-3-(1H-indol-3-yl)propanoate -1 203.082 203.21732 C11H11N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1/t9-/m0/s1 L-tryptophan anion N[C@@H](Cc1c[nH]c2ccccc12)C([O-])=O QIVBCDIJIAJPQS-VIFPVBQESA-M CHEBI:32702 L-tryptophanate Beilstein:4144998 Beilstein Gmelin:331343 Gmelin L-tryptophanate IUPAC (2S)-2-amino-3-(1H-indol-3-yl)propanoate IUPAC -1 ChEBI 203.082 ChEBI 203.21732 ChEBI C11H11N2O2 ChEBI InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1/t9-/m0/s1 ChEBI L-tryptophan anion JCBN N[C@@H](Cc1c[nH]c2ccccc12)C([O-])=O ChEBI QIVBCDIJIAJPQS-VIFPVBQESA-M ChEBI The L-enantiomer of tryptophanium. L-tryptophanium chebi_ontology (1S)-1-carboxy-2-(1H-indol-3-yl)ethanaminium +1 205.098 205.23320 C11H13N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1/t9-/m0/s1 L-tryptophan cation QIVBCDIJIAJPQS-VIFPVBQESA-O [NH3+][C@@H](Cc1c[nH]c2ccccc12)C(O)=O CHEBI:32704 L-tryptophanium L-tryptophanium IUPAC (1S)-1-carboxy-2-(1H-indol-3-yl)ethanaminium IUPAC +1 ChEBI 205.098 ChEBI 205.23320 ChEBI C11H13N2O2 ChEBI InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1/t9-/m0/s1 ChEBI L-tryptophan cation JCBN QIVBCDIJIAJPQS-VIFPVBQESA-O ChEBI [NH3+][C@@H](Cc1c[nH]c2ccccc12)C(O)=O ChEBI The D-enantiomer of tryptophanate. Beilstein:6847890 Gmelin:331344 D-tryptophanate chebi_ontology (2R)-2-amino-3-(1H-indol-3-yl)propanoate -1 203.082 203.21732 C11H11N2O2 D-tryptophan anion InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1/t9-/m1/s1 N[C@H](Cc1c[nH]c2ccccc12)C([O-])=O QIVBCDIJIAJPQS-SECBINFHSA-M CHEBI:32716 D-tryptophanate Beilstein:6847890 Beilstein Gmelin:331344 Gmelin D-tryptophanate IUPAC (2R)-2-amino-3-(1H-indol-3-yl)propanoate IUPAC -1 ChEBI 203.082 ChEBI 203.21732 ChEBI C11H11N2O2 ChEBI D-tryptophan anion JCBN InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1/t9-/m1/s1 ChEBI N[C@H](Cc1c[nH]c2ccccc12)C([O-])=O ChEBI QIVBCDIJIAJPQS-SECBINFHSA-M ChEBI The D-enantiomer of tryptophanium. D-tryptophanium chebi_ontology (1R)-1-carboxy-2-(1H-indol-3-yl)ethanaminium +1 205.098 205.23320 C11H13N2O2 D-tryptophan cation InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1/t9-/m1/s1 QIVBCDIJIAJPQS-SECBINFHSA-O [NH3+][C@H](Cc1c[nH]c2ccccc12)C(O)=O CHEBI:32717 D-tryptophanium D-tryptophanium IUPAC (1R)-1-carboxy-2-(1H-indol-3-yl)ethanaminium IUPAC +1 ChEBI 205.098 ChEBI 205.23320 ChEBI C11H13N2O2 ChEBI D-tryptophan cation JCBN InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1/t9-/m1/s1 ChEBI QIVBCDIJIAJPQS-SECBINFHSA-O ChEBI [NH3+][C@H](Cc1c[nH]c2ccccc12)C(O)=O ChEBI An alpha-amino-acid anion that is the conjugate base of tryptophan, arising from deprotonation of the carboxy group. Beilstein:4144997 Gmelin:331342 Reaxys:4144998 tryptophanate chebi_ontology -1 2-amino-3-(1H-indol-3-yl)propanoate 203.082 203.21732 C11H11N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1 NC(Cc1c[nH]c2ccccc12)C([O-])=O QIVBCDIJIAJPQS-UHFFFAOYSA-M trp(-) tryptophan anion CHEBI:32727 tryptophanate Beilstein:4144997 Beilstein Gmelin:331342 Gmelin Reaxys:4144998 Reaxys tryptophanate IUPAC -1 ChEBI 2-amino-3-(1H-indol-3-yl)propanoate IUPAC 203.082 ChEBI 203.21732 ChEBI C11H11N2O2 ChEBI InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p-1 ChEBI NC(Cc1c[nH]c2ccccc12)C([O-])=O ChEBI QIVBCDIJIAJPQS-UHFFFAOYSA-M ChEBI trp(-) IUPAC tryptophan anion JCBN An alpha-amino-acid cation that is the conjugate acid of tryptophan, arising from protonation of the alpha-amino group. tryptophanium chebi_ontology +1 1-carboxy-2-(1H-indol-3-yl)ethanaminium 205.098 205.23320 C11H13N2O2 Htrp(+) InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1 QIVBCDIJIAJPQS-UHFFFAOYSA-O [NH3+]C(Cc1c[nH]c2ccccc12)C(O)=O tryptophan cation CHEBI:32728 tryptophanium tryptophanium IUPAC +1 ChEBI 1-carboxy-2-(1H-indol-3-yl)ethanaminium IUPAC 205.098 ChEBI 205.23320 ChEBI C11H13N2O2 ChEBI Htrp(+) IUPAC InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/p+1 ChEBI QIVBCDIJIAJPQS-UHFFFAOYSA-O ChEBI [NH3+]C(Cc1c[nH]c2ccccc12)C(O)=O ChEBI tryptophan cation JCBN An alpha-amino-acid anion that is the conjugate base of tyrosine, arising from deprotonation of the carboxy group. Beilstein:3548387 Beilstein:4139515 Gmelin:329372 hydrogen tyrosinate tyrosinate(1-) chebi_ontology -1 180.066 180.18064 2-amino-3-(4-hydroxyphenyl)propanoate C9H10NO3 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-1 NC(Cc1ccc(O)cc1)C([O-])=O OUYCCCASQSFEME-UHFFFAOYSA-M tyrosine anion CHEBI:32784 tyrosinate(1-) Beilstein:3548387 Beilstein Beilstein:4139515 Beilstein Gmelin:329372 Gmelin hydrogen tyrosinate IUPAC tyrosinate(1-) JCBN -1 ChEBI 180.066 ChEBI 180.18064 ChEBI 2-amino-3-(4-hydroxyphenyl)propanoate IUPAC C9H10NO3 ChEBI InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-1 ChEBI NC(Cc1ccc(O)cc1)C([O-])=O ChEBI OUYCCCASQSFEME-UHFFFAOYSA-M ChEBI tyrosine anion JCBN tyrosinate tyrosinate(2-) chebi_ontology -2 179.058 179.17270 2-amino-3-(4-oxidophenyl)propanoate C9H9NO3 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-2 NC(Cc1ccc([O-])cc1)C([O-])=O OUYCCCASQSFEME-UHFFFAOYSA-L tyrosine dianion CHEBI:32785 tyrosinate(2-) tyrosinate IUPAC tyrosinate(2-) JCBN -2 ChEBI 179.058 ChEBI 179.17270 ChEBI 2-amino-3-(4-oxidophenyl)propanoate IUPAC C9H9NO3 ChEBI InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p-2 ChEBI NC(Cc1ccc([O-])cc1)C([O-])=O ChEBI OUYCCCASQSFEME-UHFFFAOYSA-L ChEBI tyrosine dianion JCBN An alpha-amino-acid cation that is the conjugate acid of tyrosine, arising from protonation of the amino group. tyrosinium chebi_ontology +1 1-carboxy-2-(4-hydroxyphenyl)ethanaminium 182.082 182.19652 C9H12NO3 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p+1 OUYCCCASQSFEME-UHFFFAOYSA-O [NH3+]C(Cc1ccc(O)cc1)C(O)=O tyrosine cation CHEBI:32786 tyrosinium tyrosinium IUPAC +1 ChEBI 1-carboxy-2-(4-hydroxyphenyl)ethanaminium IUPAC 182.082 ChEBI 182.19652 ChEBI C9H12NO3 ChEBI InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/p+1 ChEBI OUYCCCASQSFEME-UHFFFAOYSA-O ChEBI [NH3+]C(Cc1ccc(O)cc1)C(O)=O ChEBI tyrosine cation JCBN An ammonium ion that is the conjugate acid of tyramine; major species at pH 7.3. MetaCyc:TYRAMINE 2-(4-hydroxyphenyl)ethanaminium chebi_ontology +1 138.092 138.18700 C8H12NO DZGWFCGJZKJUFP-UHFFFAOYSA-O InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2/p+1 [NH3+]CCc1ccc(O)cc1 tyramine tyraminium cation tyraminium(1+) CHEBI:327995 tyraminium 2-(4-hydroxyphenyl)ethanaminium IUPAC +1 ChEBI 138.092 ChEBI 138.18700 ChEBI C8H12NO ChEBI DZGWFCGJZKJUFP-UHFFFAOYSA-O ChEBI InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2/p+1 ChEBI [NH3+]CCc1ccc(O)cc1 ChEBI tyramine UniProt tyraminium cation ChEBI tyraminium(1+) ChEBI A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis. CHEBI:26466 CHEBI:45253 CHEBI:8685 Beilstein:506211 CAS:127-17-3 DrugBank:DB00119 ECMDB:ECMDB00243 Gmelin:101087 HMDB:HMDB00243 KEGG:C00022 KNApSAcK:C00001200 LIPID_MAPS_instance:LMFA01060077 MetaCyc:PYRUVATE PDBeChem:PYR PMID:11762589 PMID:19260671 PMID:22150460 PMID:22233273 PMID:22735334 PMID:22770225 Reaxys:506211 Wikipedia:Pyruvic_acid YMDB:YMDB00175 2-oxopropanoic acid PYRUVIC ACID Pyruvic acid pyruvic acid chebi_ontology 0 2-Oxopropanoic acid 2-Oxopropansaeure 2-Oxopropionsaeure 2-ketopropionic acid 2-oxopropanoic acid 88.016 88.06206 Acetylformic acid BTS Brenztraubensaeure C3H4O3 CC(=O)C(O)=O CH3COCOOH InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6) LCTONWCANYUPML-UHFFFAOYSA-N Pyroracemic acid acetylformic acid acide pyruvique alpha-Oxopropionsaeure alpha-ketopropionic acid CHEBI:32816 pyruvic acid Beilstein:506211 Beilstein CAS:127-17-3 ChemIDplus CAS:127-17-3 NIST Chemistry WebBook Gmelin:101087 Gmelin LIPID_MAPS_instance:LMFA01060077 LIPID MAPS PMID:11762589 Europe PMC PMID:19260671 Europe PMC PMID:22150460 Europe PMC PMID:22233273 Europe PMC PMID:22735334 Europe PMC PMID:22770225 Europe PMC Reaxys:506211 Reaxys 2-oxopropanoic acid IUPAC PYRUVIC ACID PDBeChem Pyruvic acid KEGG_COMPOUND pyruvic acid ChEBI 0 ChEBI 2-Oxopropanoic acid KEGG_COMPOUND 2-Oxopropansaeure ChemIDplus 2-Oxopropionsaeure ChemIDplus 2-ketopropionic acid ChemIDplus 2-oxopropanoic acid ChEBI 88.016 KEGG_COMPOUND 88.06206 ChEBI Acetylformic acid HMDB BTS ChemIDplus Brenztraubensaeure ChEBI C3H4O3 KEGG_COMPOUND CC(=O)C(O)=O ChEBI CH3COCOOH NIST_Chemistry_WebBook InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6) ChEBI LCTONWCANYUPML-UHFFFAOYSA-N ChEBI Pyroracemic acid KEGG_COMPOUND acetylformic acid NIST_Chemistry_WebBook acide pyruvique ChEBI alpha-Oxopropionsaeure ChemIDplus alpha-ketopropionic acid NIST_Chemistry_WebBook An L-alpha-amino acid anion that is the conjugate base of L-threonine, arising from deprotonation of the carboxy group. Beilstein:4376295 Gmelin:464365 Reaxys:4376295 L-threoninate chebi_ontology (2S,3R)-2-amino-3-hydroxybutanoate -1 118.050 118.11126 AYFVYJQAPQTCCC-GBXIJSLDSA-M C4H8NO3 C[C@@H](O)[C@H](N)C([O-])=O InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p-1/t2-,3+/m1/s1 L-threonine anion CHEBI:32820 L-threoninate Beilstein:4376295 Beilstein Gmelin:464365 Gmelin Reaxys:4376295 Reaxys L-threoninate IUPAC (2S,3R)-2-amino-3-hydroxybutanoate IUPAC -1 ChEBI 118.050 ChEBI 118.11126 ChEBI AYFVYJQAPQTCCC-GBXIJSLDSA-M ChEBI C4H8NO3 ChEBI C[C@@H](O)[C@H](N)C([O-])=O ChEBI InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p-1/t2-,3+/m1/s1 ChEBI L-threonine anion JCBN The L-enantiomer of threoninium. L-threoninium chebi_ontology (1S,2R)-1-carboxy-2-hydroxypropan-1-aminium +1 120.066 120.12714 AYFVYJQAPQTCCC-GBXIJSLDSA-O C4H10NO3 C[C@@H](O)[C@H]([NH3+])C(O)=O InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p+1/t2-,3+/m1/s1 L-threonine cation CHEBI:32822 L-threoninium L-threoninium IUPAC (1S,2R)-1-carboxy-2-hydroxypropan-1-aminium IUPAC +1 ChEBI 120.066 ChEBI 120.12714 ChEBI AYFVYJQAPQTCCC-GBXIJSLDSA-O ChEBI C4H10NO3 ChEBI C[C@@H](O)[C@H]([NH3+])C(O)=O ChEBI InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p+1/t2-,3+/m1/s1 ChEBI L-threonine cation JCBN The D-enantiomer of threoninate. Gmelin:1006174 D-threoninate chebi_ontology (2R,3S)-2-amino-3-hydroxybutanoate -1 118.050 118.11126 AYFVYJQAPQTCCC-STHAYSLISA-M C4H8NO3 C[C@H](O)[C@@H](N)C([O-])=O D-threonine anion InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p-1/t2-,3+/m0/s1 CHEBI:32827 D-threoninate Gmelin:1006174 Gmelin D-threoninate IUPAC (2R,3S)-2-amino-3-hydroxybutanoate IUPAC -1 ChEBI 118.050 ChEBI 118.11126 ChEBI AYFVYJQAPQTCCC-STHAYSLISA-M ChEBI C4H8NO3 ChEBI C[C@H](O)[C@@H](N)C([O-])=O ChEBI D-threonine anion JCBN InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p-1/t2-,3+/m0/s1 ChEBI The D-enantiomer of threoninium. D-threoninium chebi_ontology (1R,2S)-1-carboxy-2-hydroxypropan-1-aminium +1 120.066 120.12714 AYFVYJQAPQTCCC-STHAYSLISA-O C4H10NO3 C[C@H](O)[C@@H]([NH3+])C(O)=O D-threonine cation InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p+1/t2-,3+/m0/s1 CHEBI:32828 D-threoninium D-threoninium IUPAC (1R,2S)-1-carboxy-2-hydroxypropan-1-aminium IUPAC +1 ChEBI 120.066 ChEBI 120.12714 ChEBI AYFVYJQAPQTCCC-STHAYSLISA-O ChEBI C4H10NO3 ChEBI C[C@H](O)[C@@H]([NH3+])C(O)=O ChEBI D-threonine cation JCBN InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/p+1/t2-,3+/m0/s1 ChEBI threoninate chebi_ontology C4H8NO3 rel-(2R,3S)-2-amino-3-hydroxybutanoate threonine anion CHEBI:32832 threoninate threoninate IUPAC C4H8NO3 ChEBI rel-(2R,3S)-2-amino-3-hydroxybutanoate IUPAC threonine anion JCBN threoninium chebi_ontology C4H10NO3 rel-(1R,2S)-1-carboxy-2-hydroxypropan-1-aminium threonine cation CHEBI:32833 threoninium threoninium IUPAC C4H10NO3 ChEBI rel-(1R,2S)-1-carboxy-2-hydroxypropan-1-aminium IUPAC threonine cation JCBN A serinate that is the conjugate base of L-serine, obtained by deprotonation of the carboxy group. Beilstein:4372751 Gmelin:324693 L-serinate chebi_ontology (2S)-2-amino-3-hydroxypropanoate -1 104.035 104.08468 C3H6NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1/t2-/m0/s1 L-serine anion MTCFGRXMJLQNBG-REOHCLBHSA-M N[C@@H](CO)C([O-])=O CHEBI:32836 L-serinate Beilstein:4372751 Beilstein Gmelin:324693 Gmelin L-serinate IUPAC (2S)-2-amino-3-hydroxypropanoate IUPAC -1 ChEBI 104.035 ChEBI 104.08468 ChEBI C3H6NO3 ChEBI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1/t2-/m0/s1 ChEBI L-serine anion JCBN MTCFGRXMJLQNBG-REOHCLBHSA-M ChEBI N[C@@H](CO)C([O-])=O ChEBI A serinium that is the conjugate acid of L-serine, obtained by protonation of the amino group. L-serinium chebi_ontology (1S)-1-carboxy-2-hydroxyethanaminium +1 106.050 106.10056 C3H8NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1/t2-/m0/s1 L-serine cation MTCFGRXMJLQNBG-REOHCLBHSA-O [NH3+][C@@H](CO)C(O)=O CHEBI:32837 L-serinium L-serinium IUPAC (1S)-1-carboxy-2-hydroxyethanaminium IUPAC +1 ChEBI 106.050 ChEBI 106.10056 ChEBI C3H8NO3 ChEBI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1/t2-/m0/s1 ChEBI L-serine cation JCBN MTCFGRXMJLQNBG-REOHCLBHSA-O ChEBI [NH3+][C@@H](CO)C(O)=O ChEBI The D-enantiomer of serinate. Gmelin:745975 D-serinate chebi_ontology (2R)-2-amino-3-hydroxypropanoate -1 104.035 104.08468 C3H6NO3 D-serine anion InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1/t2-/m1/s1 MTCFGRXMJLQNBG-UWTATZPHSA-M N[C@H](CO)C([O-])=O CHEBI:32840 D-serinate Gmelin:745975 Gmelin D-serinate IUPAC (2R)-2-amino-3-hydroxypropanoate IUPAC -1 ChEBI 104.035 ChEBI 104.08468 ChEBI C3H6NO3 ChEBI D-serine anion JCBN InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1/t2-/m1/s1 ChEBI MTCFGRXMJLQNBG-UWTATZPHSA-M ChEBI N[C@H](CO)C([O-])=O ChEBI The D-enantiomer of serinium. D-serinium chebi_ontology (1R)-1-carboxy-2-hydroxyethanaminium +1 106.050 106.10056 C3H8NO3 D-serine cation InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1/t2-/m1/s1 MTCFGRXMJLQNBG-UWTATZPHSA-O [NH3+][C@H](CO)C(O)=O CHEBI:32841 D-serinium D-serinium IUPAC (1R)-1-carboxy-2-hydroxyethanaminium IUPAC +1 ChEBI 106.050 ChEBI 106.10056 ChEBI C3H8NO3 ChEBI D-serine cation JCBN InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1/t2-/m1/s1 ChEBI MTCFGRXMJLQNBG-UWTATZPHSA-O ChEBI [NH3+][C@H](CO)C(O)=O ChEBI An alpha-amino-acid anion that is the conjugate base of serine. Gmelin:324692 serinate chebi_ontology -1 104.035 104.08468 2-amino-3-hydroxypropanoate C3H6NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1 MTCFGRXMJLQNBG-UHFFFAOYSA-M NC(CO)C([O-])=O serine anion CHEBI:32845 serinate Gmelin:324692 Gmelin serinate IUPAC -1 ChEBI 104.035 ChEBI 104.08468 ChEBI 2-amino-3-hydroxypropanoate IUPAC C3H6NO3 ChEBI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p-1 ChEBI MTCFGRXMJLQNBG-UHFFFAOYSA-M ChEBI NC(CO)C([O-])=O ChEBI serine anion JCBN An alpha-amino-acid cation that is the conjugate acid of serine. Gmelin:1925675 serinium chebi_ontology +1 1-carboxy-2-hydroxyethanaminium 106.050 106.10056 C3H8NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1 MTCFGRXMJLQNBG-UHFFFAOYSA-O [NH3+]C(CO)C(O)=O serine cation CHEBI:32846 serinium Gmelin:1925675 Gmelin serinium IUPAC +1 ChEBI 1-carboxy-2-hydroxyethanaminium IUPAC 106.050 ChEBI 106.10056 ChEBI C3H8NO3 ChEBI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/p+1 ChEBI MTCFGRXMJLQNBG-UHFFFAOYSA-O ChEBI [NH3+]C(CO)C(O)=O ChEBI serine cation JCBN An alpha-amino-acid anion that is the conjugate base of proline, arising from deprotonation of the carboxy group. Beilstein:5387795 Gmelin:50151 Reaxys:5387795 prolinate chebi_ontology -1 114.056 114.12256 C5H8NO2 InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p-1 ONIBWKKTOPOVIA-UHFFFAOYSA-M [O-]C(=O)C1CCCN1 pro(-) proline anion pyrrolidine-2-carboxylate CHEBI:32871 prolinate Beilstein:5387795 Beilstein Gmelin:50151 Gmelin Reaxys:5387795 Reaxys prolinate IUPAC -1 ChEBI 114.056 ChEBI 114.12256 ChEBI C5H8NO2 ChEBI InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p-1 ChEBI ONIBWKKTOPOVIA-UHFFFAOYSA-M ChEBI [O-]C(=O)C1CCCN1 ChEBI pro(-) IUPAC proline anion JCBN pyrrolidine-2-carboxylate IUPAC An alpha-amino-acid cation that is the conjugate acid of proline, arising from protonation of the amino group. prolinium chebi_ontology +1 116.071 116.13840 2-carboxypyrrolidinium C5H10NO2 H2pro(+) InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p+1 OC(=O)C1CCC[NH2+]1 ONIBWKKTOPOVIA-UHFFFAOYSA-O proline cation CHEBI:32872 prolinium prolinium IUPAC +1 ChEBI 116.071 ChEBI 116.13840 ChEBI 2-carboxypyrrolidinium IUPAC C5H10NO2 ChEBI H2pro(+) IUPAC InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p+1 ChEBI OC(=O)C1CCC[NH2+]1 ChEBI ONIBWKKTOPOVIA-UHFFFAOYSA-O ChEBI proline cation JCBN An alkyl group that is the univalent group derived from methane by removal of a hydrogen atom. CHEBI:2449 CHEBI:25251 CHEBI:25252 CHEBI:48801 METHYL GROUP methyl methyl group chebi_ontology -CH3 -Me 0 15.023 15.03452 CH3 CH3- Methylgruppe alanine side-chain group methyle grupo metilo CHEBI:32875 methyl group METHYL GROUP PDBeChem methyl IUPAC methyl group UniProt -CH3 IUPAC -Me IUPAC 0 ChEBI 15.023 ChEBI 15.03452 ChEBI CH3 ChEBI CH3- IUPAC Methylgruppe ChEBI alanine side-chain ChEBI group methyle ChEBI grupo metilo ChEBI A compound formally derived from ammonia by replacing three hydrogen atoms by hydrocarbyl groups. CHEBI:26879 CHEBI:9458 KEGG:C02196 Tertiary amine tertiary amines chebi_ontology 0 14.003 14.00670 NR3 R3N [*]N([*])[*] tertiaeres Amin CHEBI:32876 tertiary amine Tertiary amine KEGG_COMPOUND tertiary amines IUPAC 0 ChEBI 14.003 ChEBI 14.00670 ChEBI NR3 ChEBI R3N IUPAC [*]N([*])[*] ChEBI tertiaeres Amin ChEBI A compound formally derived from ammonia by replacing one hydrogen atom by a hydrocarbyl group. CHEBI:26263 CHEBI:26265 CHEBI:8407 CHEBI:8409 KEGG:C00375 KEGG:C00893 KEGG:C02580 Primary amine primary amines chebi_ontology 0 16.019 16.02260 H2NR N[*] Primary monoamine R-NH2 RCH2NH2 primaeres Amin CHEBI:32877 primary amine Primary amine KEGG_COMPOUND primary amines IUPAC 0 ChEBI 16.019 ChEBI 16.02260 ChEBI H2NR ChEBI N[*] ChEBI Primary monoamine KEGG_COMPOUND R-NH2 IUPAC RCH2NH2 KEGG_COMPOUND primaeres Amin ChEBI A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by hydrocarbyl groups. CHEBI:13814 CHEBI:22474 CHEBI:2641 KEGG:C00706 Amine amines chebi_ontology Amin Substituted amine CHEBI:32952 amine Amine KEGG_COMPOUND amines IUPAC Amin ChEBI Substituted amine KEGG_COMPOUND Beilstein:3595639 CAS:127-09-3 Gmelin:20502 Wikipedia:Sodium_Acetate sodium acetate chebi_ontology 0 82.003 82.03379 C2H3NaO2 InChI=1S/C2H4O2.Na/c1-2(3)4;/h1H3,(H,3,4);/q;+1/p-1 Natriumazetat VMHLLURERBWHNL-UHFFFAOYSA-M [Na+].CC([O-])=O acetic acid, sodium salt anhydrous sodium acetate sodium acetate anhydrous CHEBI:32954 sodium acetate Beilstein:3595639 Beilstein CAS:127-09-3 ChemIDplus Gmelin:20502 Gmelin sodium acetate IUPAC 0 ChEBI 82.003 ChEBI 82.03379 ChEBI C2H3NaO2 ChEBI InChI=1S/C2H4O2.Na/c1-2(3)4;/h1H3,(H,3,4);/q;+1/p-1 ChEBI Natriumazetat ChEBI VMHLLURERBWHNL-UHFFFAOYSA-M ChEBI [Na+].CC([O-])=O ChEBI acetic acid, sodium salt ChemIDplus anhydrous sodium acetate ChemIDplus sodium acetate anhydrous ChemIDplus An amide is a derivative of an oxoacid RkE(=O)l(OH)m (l =/= 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group. CHEBI:22473 CHEBI:2633 KEGG:C00241 Amide amides chebi_ontology CHEBI:32988 amide Amide KEGG_COMPOUND amides IUPAC A dinitrile that is methane subtituted by two cyano groups. Beilstein:773697 CAS:109-77-3 Gmelin:1303 PMID:24683341 Reaxys:773697 Wikipedia:Malononitrile malononitrile chebi_ontology 0 66.022 66.06140 C3H2N2 CUONGYYJJVDODC-UHFFFAOYSA-N InChI=1S/C3H2N2/c4-2-1-3-5/h1H2 Malonsaeuredinitril N#CCC#N dicyanmethane dicyanomethane propanedinitrile CHEBI:33186 malononitrile Beilstein:773697 Beilstein CAS:109-77-3 ChemIDplus CAS:109-77-3 NIST Chemistry WebBook Gmelin:1303 Gmelin PMID:24683341 Europe PMC Reaxys:773697 Reaxys malononitrile IUPAC 0 ChEBI 66.022 ChEBI 66.06140 ChEBI C3H2N2 ChEBI CUONGYYJJVDODC-UHFFFAOYSA-N ChEBI InChI=1S/C3H2N2/c4-2-1-3-5/h1H2 ChEBI Malonsaeuredinitril ChEBI N#CCC#N ChEBI dicyanmethane ChemIDplus dicyanomethane NIST_Chemistry_WebBook propanedinitrile NIST_Chemistry_WebBook Beilstein:1699394 CAS:1115-12-4 Gmelin:217598 carbonyl dicyanide oxomalononitrile chebi_ontology 0 80.001 80.04498 C3N2O InChI=1S/C3N2O/c4-1-3(6)2-5 JSGHQDAEHDRLOI-UHFFFAOYSA-N NC-CO-CN O=C(C#N)C#N mesoxalonitrile oxopropanedinitrile CHEBI:33187 oxomalononitrile Beilstein:1699394 Beilstein CAS:1115-12-4 ChemIDplus CAS:1115-12-4 NIST Chemistry WebBook Gmelin:217598 Gmelin carbonyl dicyanide IUPAC oxomalononitrile IUPAC 0 ChEBI 80.001 ChEBI 80.04498 ChEBI C3N2O ChEBI InChI=1S/C3N2O/c4-1-3(6)2-5 ChEBI JSGHQDAEHDRLOI-UHFFFAOYSA-N ChEBI NC-CO-CN IUPAC O=C(C#N)C#N ChEBI mesoxalonitrile ChemIDplus oxopropanedinitrile NIST_Chemistry_WebBook Beilstein:1903731 carbonohydrazonoyl dicyanide chebi_ontology 0 94.028 94.07494 C3H2N4 InChI=1S/C3H2N4/c4-1-3(2-5)7-6/h6H2 NC-C(=NNH2)-CN NN=C(C#N)C#N NYVGCXQGEYONIC-UHFFFAOYSA-N CHEBI:33189 hydrazonomalononitrile Beilstein:1903731 Beilstein carbonohydrazonoyl dicyanide IUPAC 0 ChEBI 94.028 ChEBI 94.07494 ChEBI C3H2N4 ChEBI InChI=1S/C3H2N4/c4-1-3(2-5)7-6/h6H2 ChEBI NC-C(=NNH2)-CN IUPAC NN=C(C#N)C#N ChEBI NYVGCXQGEYONIC-UHFFFAOYSA-N ChEBI A cyanide salt containing equal numbers of potassium cations and cyanide anions. Beilstein:3593645 Beilstein:4652394 CAS:151-50-8 Gmelin:647425 PMID:16850258 PMID:24318282 PMID:25850896 PMID:27170681 PMID:27170682 PMID:27250664 PMID:27666790 PMID:27737792 Wikipedia:Potassium_cyanide colombos:KCN potassium cyanide chebi_ontology 0 64.967 65.116 CKN InChI=1S/CN.K/c1-2;/q-1;+1 KCN Kaliumcyanid Kaliumzyanid NNFCIKHAZHQZJG-UHFFFAOYSA-N Zyankali [C-]#N.[K+] cyanide of potassium CHEBI:33191 potassium cyanide Beilstein:3593645 Beilstein Beilstein:4652394 ChemIDplus CAS:151-50-8 ChemIDplus CAS:151-50-8 NIST Chemistry WebBook Gmelin:647425 Gmelin PMID:16850258 Europe PMC PMID:24318282 Europe PMC PMID:25850896 Europe PMC PMID:27170681 Europe PMC PMID:27170682 Europe PMC PMID:27250664 Europe PMC PMID:27666790 Europe PMC PMID:27737792 Europe PMC potassium cyanide IUPAC 0 ChEBI 64.967 ChEBI 65.116 ChEBI CKN ChEBI InChI=1S/CN.K/c1-2;/q-1;+1 ChEBI KCN IUPAC Kaliumcyanid ChEBI Kaliumzyanid ChEBI NNFCIKHAZHQZJG-UHFFFAOYSA-N ChEBI Zyankali ChEBI [C-]#N.[K+] ChEBI cyanide of potassium NIST_Chemistry_WebBook A gluconic acid having D-configuration. CHEBI:20986 CHEBI:4157 CHEBI:42715 Beilstein:1726055 CAS:526-95-4 Drug_Central:3264 Gmelin:83545 HMDB:HMDB00625 KEGG:C00257 KNApSAcK:C00007303 MetaCyc:GLUCONATE PDBeChem:GCO PMID:11777404 PMID:17439666 PMID:19577953 PMID:20222845 PMID:21086198 PMID:21424687 PMID:21819772 PMID:22352719 PMID:22541639 PMID:22688246 PMID:22770225 PMID:24024763 Reaxys:1726055 Wikipedia:Gluconic_acid D-Gluconic acid D-gluconic acid chebi_ontology (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid 0 196.058 196.15528 C6H12O7 D-Gluconsaeure D-Glukonsaeure D-gluco-Hexonic acid Dextronic acid GLUCONIC ACID Gluconic acid Glycogenic acid Hexonic acid InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5-/m1/s1 Maltonic acid OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N CHEBI:33198 D-gluconic acid Beilstein:1726055 Beilstein CAS:526-95-4 ChemIDplus CAS:526-95-4 KEGG COMPOUND Drug_Central:3264 DrugCentral Gmelin:83545 Gmelin PMID:11777404 Europe PMC PMID:17439666 Europe PMC PMID:19577953 Europe PMC PMID:20222845 Europe PMC PMID:21086198 Europe PMC PMID:21424687 Europe PMC PMID:21819772 Europe PMC PMID:22352719 Europe PMC PMID:22541639 Europe PMC PMID:22688246 Europe PMC PMID:22770225 Europe PMC PMID:24024763 Europe PMC Reaxys:1726055 Reaxys D-Gluconic acid KEGG_COMPOUND D-gluconic acid IUPAC (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid HMDB 0 ChEBI 196.058 KEGG_COMPOUND 196.15528 ChEBI C6H12O7 KEGG_COMPOUND D-Gluconsaeure ChEBI D-Glukonsaeure ChEBI D-gluco-Hexonic acid KEGG_COMPOUND Dextronic acid ChemIDplus GLUCONIC ACID PDBeChem Gluconic acid ChemIDplus Glycogenic acid HMDB Hexonic acid HMDB InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5-/m1/s1 ChEBI Maltonic acid HMDB OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O ChEBI RGHNJXZEOKUKBD-SQOUGZDYSA-N ChEBI An organic substance that is distributed in foodstuffs, is distinct from the main organic components of food (protein, carbohydrate and fat) and is needed for the normal nutrition of the organism in question. The term "vitamines" (from vita + amines) was coined in 1912 by Casimir Funk, who believed that these compounds were amines. CHEBI:10004 CHEBI:27305 Vitamin chebi_ontology vitamina vitaminas vitamine vitamines vitamins vitaminum CHEBI:33229 vitamin Vitamin ChEBI vitamina ChEBI vitaminas ChEBI vitamine ChEBI vitamines ChEBI vitamins ChEBI vitaminum ChEBI A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis. chebi_ontology antitubercular antitubercular agents antitubercular drug antitubercular drugs tuberculostatic agent CHEBI:33231 antitubercular agent antitubercular ChEBI antitubercular agents ChEBI antitubercular drug ChEBI antitubercular drugs ChEBI tuberculostatic agent ChEBI Intended use of the molecular entity or part thereof by humans. chebi_ontology CHEBI:33232 application A particle not known to have substructure. elementary particle chebi_ontology elementary particles CHEBI:33233 fundamental particle elementary particle IUPAC elementary particles ChEBI A monoatomic entity is a molecular entity consisting of a single atom. chebi_ontology atomic entity monoatomic entities CHEBI:33238 monoatomic entity atomic entity ChEBI monoatomic entities ChEBI An assembly consisting of a central atom (usually metallic) to which is attached a surrounding array of other groups of atoms (ligands). coordination entities coordination entity chebi_ontology coordination compounds CHEBI:33240 coordination entity coordination entities IUPAC coordination entity IUPAC coordination compounds ChEBI chebi_ontology oxoacid derivatives CHEBI:33241 oxoacid derivative oxoacid derivatives ChEBI chebi_ontology inorganic hydrides CHEBI:33242 inorganic hydride inorganic hydrides ChEBI An organic fundamental parent is a structure used as a basis for substitutive names in organic nomenclature, containing, in addition to one or more hydrogen atoms, a single atom of an element, a number of atoms (alike or different) linked together to form an unbranched chain, a monocyclic or polycyclic ring system, or a ring assembly or ring/chain system. chebi_ontology organic fundamental parents organic parent hydrides CHEBI:33245 organic fundamental parent organic fundamental parents ChEBI organic parent hydrides ChEBI Any substituent group which does not contain carbon. chebi_ontology inorganic groups CHEBI:33246 inorganic group inorganic groups ChEBI Any substituent group or skeleton containing carbon. chebi_ontology organic groups CHEBI:33247 organic group organic groups ChEBI A univalent group formed by removing a hydrogen atom from a hydrocarbon. hydrocarbyl group hydrocarbyl groups chebi_ontology groupe hydrocarbyle grupo hidrocarbilo grupos hidrocarbilo CHEBI:33248 hydrocarbyl group hydrocarbyl group IUPAC hydrocarbyl groups IUPAC groupe hydrocarbyle IUPAC grupo hidrocarbilo IUPAC grupos hidrocarbilo IUPAC Any organic substituent group, regardless of functional type, having one free valence at a carbon atom. organyl group organyl groups chebi_ontology groupe organyle grupo organilo grupos organilo CHEBI:33249 organyl group organyl group IUPAC organyl groups IUPAC groupe organyle IUPAC grupo organilo IUPAC grupos organilo IUPAC A chemical entity constituting the smallest component of an element having the chemical properties of the element. CHEBI:22671 CHEBI:23907 atom chebi_ontology atome atomo atoms atomus element elements CHEBI:33250 atom atom IUPAC atome IUPAC atomo IUPAC atoms ChEBI atomus ChEBI element ChEBI elements ChEBI A nucleus is the positively charged central portion of an atom, excluding the orbital electrons. nucleus chebi_ontology Atomkern Kern noyau noyau atomique nuclei nucleo nucleo atomico nucleus atomi CHEBI:33252 atomic nucleus nucleus IUPAC Atomkern ChEBI Kern ChEBI noyau IUPAC noyau atomique ChEBI nuclei ChEBI nucleo IUPAC nucleo atomico ChEBI nucleus atomi ChEBI Heavy nuclear particle: proton or neutron. nucleon chebi_ontology Nukleon Nukleonen nucleons CHEBI:33253 nucleon nucleon IUPAC nucleon IUPAC Nukleon ChEBI Nukleonen ChEBI nucleons ChEBI A derivative of an oxoacid RkE(=O)l(OH)m (l =/= 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group. primary amide primary amides chebi_ontology CHEBI:33256 primary amide primary amide IUPAC primary amides IUPAC A derivative of two oxoacids RkE(=O)l(OH)m (l =/= 0) in which two acyl groups are attached to the amino or substituted amino group. secondary amide secondary amides chebi_ontology CHEBI:33257 secondary amide secondary amide IUPAC secondary amides IUPAC A molecular entity all atoms of which have the same atomic number. chebi_ontology homoatomic entity homoatomic molecular entities homoatomic molecular entity CHEBI:33259 elemental molecular entity homoatomic entity ChEBI homoatomic molecular entities ChEBI homoatomic molecular entity ChEBI An organosulfur compound is a compound containing at least one carbon-sulfur bond. CHEBI:23010 CHEBI:25714 Wikipedia:Organosulfur_compounds organosulfur compound chebi_ontology organosulfur compounds CHEBI:33261 organosulfur compound organosulfur compound ChEBI organosulfur compounds ChEBI chebi_ontology CHEBI:33262 elemental oxygen chebi_ontology O2 CHEBI:33263 diatomic oxygen O2 ChEBI An anion consisting of more than one atom. chebi_ontology polyatomic anions CHEBI:33273 polyatomic anion polyatomic anions ChEBI chebi_ontology chemical messenger CHEBI:33280 molecular messenger chemical messenger ChEBI A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. CHEBI:22582 PMID:12964249 PMID:22117953 PMID:22439833 PMID:22849268 PMID:22849276 PMID:22958833 chebi_ontology Antibiotika Antibiotikum antibiotic antibiotics antibiotique antimicrobial antimicrobial agents antimicrobials microbicide microbicides CHEBI:33281 antimicrobial agent PMID:12964249 Europe PMC PMID:22117953 Europe PMC PMID:22439833 Europe PMC PMID:22849268 Europe PMC PMID:22849276 Europe PMC PMID:22958833 Europe PMC Antibiotika ChEBI Antibiotikum ChEBI antibiotic ChEBI antibiotics ChEBI antibiotique IUPAC antimicrobial ChEBI antimicrobial agents ChEBI antimicrobials ChEBI microbicide ChEBI microbicides ChEBI A substance that kills or slows the growth of bacteria. chebi_ontology antibacterial agents antibacterials bactericide bactericides CHEBI:33282 antibacterial agent antibacterial agents ChEBI antibacterials ChEBI bactericide ChEBI bactericides ChEBI A nutrient is a chemical element needed by all life forms. chebi_ontology nutrients CHEBI:33284 nutrient nutrients ChEBI A heteroorganic entity is an organic molecular entity in which carbon atoms or organic groups are bonded directly to one or more heteroatoms. chebi_ontology heteroorganic entities organoelement compounds CHEBI:33285 heteroorganic entity heteroorganic entities ChEBI organoelement compounds ChEBI An agrochemical is a substance that is used in agriculture or horticulture. Wikipedia:Agrochemical chebi_ontology agrichemical agrichemicals agricultural chemicals agrochemicals CHEBI:33286 agrochemical agrichemical ChEBI agrichemicals ChEBI agricultural chemicals ChEBI agrochemicals ChEBI A fertilizer is any substance that is added to soil or water to assist the growth of plants. chebi_ontology fertiliser fertilizers CHEBI:33287 fertilizer fertiliser ChEBI fertilizers ChEBI A substance used to destroy rodent pests. Wikipedia:Rodenticide chebi_ontology rodenticides CHEBI:33288 rodenticide rodenticides ChEBI An energy-rich substance that can be transformed with release of usable energy. chebi_ontology CHEBI:33292 fuel A substance administered to aid diagnosis of a disease. chebi_ontology diagnostic aid CHEBI:33295 diagnostic agent diagnostic aid ChEBI A molecular entity containing one or more atoms of an alkali metal. chebi_ontology alkali metal molecular entities CHEBI:33296 alkali metal molecular entity alkali metal molecular entities ChEBI An alkaline earth molecular entity is a molecular entity containing one or more atoms of an alkaline earth metal. alkaline earth molecular entity chebi_ontology alkaline earth compounds alkaline earth molecular entities alkaline-earth compounds CHEBI:33299 alkaline earth molecular entity alkaline earth molecular entity ChEBI alkaline earth compounds ChEBI alkaline earth molecular entities ChEBI alkaline-earth compounds ChEBI Any p-block element atom that is in group 15 of the periodic table: nitrogen, phosphorus, arsenic, antimony and bismuth. pnictogens chebi_ontology group 15 elements group V elements nitrogenoideos nitrogenoides pnictogene pnictogenes CHEBI:33300 pnictogen pnictogens IUPAC group 15 elements ChEBI group V elements ChEBI nitrogenoideos ChEBI nitrogenoides ChEBI pnictogene ChEBI pnictogenes ChEBI A p-block molecular entity containing any pnictogen. pnictogen molecular entity chebi_ontology pnictogen molecular entities CHEBI:33302 pnictogen molecular entity pnictogen molecular entity ChEBI pnictogen molecular entities ChEBI Any p-block element belonging to the group 16 family of the periodic table. PMID:17084588 chalcogen chalcogens chebi_ontology Chalkogen Chalkogene anfigeno anfigenos calcogeno calcogenos chalcogene chalcogenes group 16 elements group VI elements CHEBI:33303 chalcogen PMID:17084588 Europe PMC chalcogen IUPAC chalcogens IUPAC Chalkogen ChEBI Chalkogene ChEBI anfigeno ChEBI anfigenos ChEBI calcogeno ChEBI calcogenos ChEBI chalcogene ChEBI chalcogenes ChEBI group 16 elements ChEBI group VI elements ChEBI Any p-block molecular entity containing a chalcogen. chalcogen molecular entity chebi_ontology chalcogen compounds chalcogen molecular entities CHEBI:33304 chalcogen molecular entity chalcogen molecular entity ChEBI chalcogen compounds ChEBI chalcogen molecular entities ChEBI tellurium molecular entity chebi_ontology tellurium compounds tellurium molecular entities CHEBI:33305 tellurium molecular entity tellurium molecular entity ChEBI tellurium compounds ChEBI tellurium molecular entities ChEBI group 14 elements chebi_ontology carbon group element carbon group elements carbonoides cristallogene cristallogenes group IV elements CHEBI:33306 carbon group element atom group 14 elements IUPAC carbon group element ChEBI carbon group elements ChEBI carbonoides ChEBI cristallogene ChEBI cristallogenes ChEBI group IV elements ChEBI An ester of a carboxylic acid, R(1)C(=O)OR(2), where R(1) = H or organyl and R(2) = organyl. CHEBI:13204 CHEBI:23028 CHEBI:3408 KEGG:C02391 Wikipedia:Ester Carboxylic ester carboxylic esters chebi_ontology 0 43.990 CO2R2 [*]C(=O)O[*] a carboxylic ester carboxylic acid esters CHEBI:33308 carboxylic ester Carboxylic ester KEGG_COMPOUND carboxylic esters IUPAC 0 ChEBI 43.990 ChEBI CO2R2 ChEBI [*]C(=O)O[*] ChEBI a carboxylic ester UniProt carboxylic acid esters ChEBI An atom belonging to one of the main groups (found in the s- and p- blocks) of the periodic table. main group elements chebi_ontology Hauptgruppenelement Hauptgruppenelemente main group element CHEBI:33318 main group element atom main group elements IUPAC Hauptgruppenelement ChEBI Hauptgruppenelemente ChEBI main group element ChEBI lanthanoids chebi_ontology Lanthanoid Lanthanoide Lanthanoidengruppe Lanthanoidenreiche Ln lanthanide lanthanides lanthanoid CHEBI:33319 lanthanoid atom lanthanoids IUPAC Lanthanoid ChEBI Lanthanoide ChEBI Lanthanoidengruppe ChEBI Lanthanoidenreiche ChEBI Ln ChEBI lanthanide ChEBI lanthanides ChEBI lanthanoid ChEBI rare earth metals chebi_ontology rare earth metal CHEBI:33321 rare earth metal atom rare earth metals IUPAC rare earth metal ChEBI group 12 elements chebi_ontology zinc group element zinc group elements CHEBI:33340 zinc group element atom group 12 elements IUPAC zinc group element ChEBI zinc group elements ChEBI CAS:7440-32-6 WebElements:Ti titanium chebi_ontology 0 22Ti 47.86700 47.948 InChI=1S/Ti RTAQQCXQSZGOHL-UHFFFAOYSA-N Ti Titan [Ti] titane titanio titanium CHEBI:33341 titanium atom CAS:7440-32-6 ChemIDplus CAS:7440-32-6 NIST Chemistry WebBook titanium IUPAC 0 ChEBI 22Ti IUPAC 47.86700 ChEBI 47.948 ChEBI InChI=1S/Ti ChEBI RTAQQCXQSZGOHL-UHFFFAOYSA-N ChEBI Ti ChEBI Ti IUPAC Titan ChEBI [Ti] ChEBI titane ChEBI titanio ChEBI titanium ChEBI group 4 elements chebi_ontology titanium group element titanium group elements CHEBI:33345 titanium group element atom group 4 elements IUPAC titanium group element ChEBI titanium group elements ChEBI group 6 elements chebi_ontology chromium group element chromium group elements CHEBI:33350 chromium group element atom group 6 elements IUPAC chromium group element ChEBI chromium group elements ChEBI group 7 elements chebi_ontology manganese group element manganese group elements CHEBI:33352 manganese group element atom group 7 elements IUPAC manganese group element ChEBI manganese group elements ChEBI group 8 elements chebi_ontology iron group element iron group elements CHEBI:33356 iron group element atom group 8 elements IUPAC iron group element ChEBI iron group elements ChEBI group 10 elements chebi_ontology nickel group element nickel group elements CHEBI:33362 nickel group element atom group 10 elements IUPAC nickel group element ChEBI nickel group elements ChEBI CAS:7440-06-4 WebElements:Pt platinum chebi_ontology 0 194.965 195.07800 78Pt BASFCYQUMIYNBI-UHFFFAOYSA-N InChI=1S/Pt Platin Pt [Pt] platine platino CHEBI:33364 platinum CAS:7440-06-4 ChemIDplus CAS:7440-06-4 NIST Chemistry WebBook platinum IUPAC 0 ChEBI 194.965 ChEBI 195.07800 ChEBI 78Pt IUPAC BASFCYQUMIYNBI-UHFFFAOYSA-N ChEBI InChI=1S/Pt ChEBI Platin ChEBI Pt ChEBI Pt IUPAC [Pt] ChEBI platine ChEBI platino ChEBI chebi_ontology PGM Platinmetalle Platinoide platinoid platinum group metal platinum group metals platinum metals CHEBI:33365 platinum group metal atom PGM ChEBI Platinmetalle ChEBI Platinoide ChEBI platinoid ChEBI platinum group metal ChEBI platinum group metals ChEBI platinum metals ChEBI group 11 elements chebi_ontology coinage metals copper group element copper group elements CHEBI:33366 copper group element atom group 11 elements IUPAC coinage metals ChEBI copper group element ChEBI copper group elements ChEBI CAS:7440-45-1 Gmelin:16275 WebElements:Ce cerium chebi_ontology 0 139.905 140.11600 58Ce Ce Cer GWXLDORMOJMVQZ-UHFFFAOYSA-N InChI=1S/Ce Zer [Ce] cerio CHEBI:33369 cerium CAS:7440-45-1 ChemIDplus CAS:7440-45-1 NIST Chemistry WebBook Gmelin:16275 Gmelin cerium ChEBI cerium IUPAC 0 ChEBI 139.905 ChEBI 140.11600 ChEBI 58Ce IUPAC Ce ChEBI Ce IUPAC Cer ChEBI GWXLDORMOJMVQZ-UHFFFAOYSA-N ChEBI InChI=1S/Ce ChEBI Zer ChEBI [Ce] ChEBI cerio ChEBI A serine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-serine. MetaCyc:SER (2S)-2-ammonio-3-hydroxypropanoate L-serine zwitterion chebi_ontology 0 105.043 105.09262 C3H7NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 L-serine MTCFGRXMJLQNBG-REOHCLBHSA-N [NH3+][C@@H](CO)C([O-])=O CHEBI:33384 L-serine zwitterion (2S)-2-ammonio-3-hydroxypropanoate IUPAC L-serine zwitterion IUPAC 0 ChEBI 105.043 ChEBI 105.09262 ChEBI C3H7NO3 ChEBI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 ChEBI L-serine UniProt MTCFGRXMJLQNBG-REOHCLBHSA-N ChEBI [NH3+][C@@H](CO)C([O-])=O ChEBI chebi_ontology oxoacids of sulfur sulfur oxoacids CHEBI:33402 sulfur oxoacid oxoacids of sulfur ChEBI sulfur oxoacids ChEBI A hydracid is a compound which contains hydrogen that is not bound to oxygen, and which produces a conjugate base by loss of positive hydrogen ion(s) (hydrons). hydracid chebi_ontology hydracids CHEBI:33405 hydracid hydracid IUPAC hydracids ChEBI chebi_ontology pnictogen oxoacids CHEBI:33408 pnictogen oxoacid pnictogen oxoacids ChEBI sulfur oxoacid derivative chebi_ontology sulfur oxoacid derivatives CHEBI:33424 sulfur oxoacid derivative sulfur oxoacid derivative ChEBI sulfur oxoacid derivatives ChEBI halogen oxoacid chebi_ontology halogen oxoacids CHEBI:33425 halogen oxoacid halogen oxoacid ChEBI halogen oxoacids ChEBI chlorine oxoacid chebi_ontology chlorine oxoacids CHEBI:33426 chlorine oxoacid chlorine oxoacid ChEBI chlorine oxoacids ChEBI chebi_ontology -1 0.00000 [*-] monoatomic monoanions CHEBI:33429 monoatomic monoanion -1 ChEBI 0.00000 ChEBI [*-] ChEBI monoatomic monoanions ChEBI chebi_ontology CHEBI:33431 elemental chlorine chebi_ontology Cl atomic chlorine CHEBI:33432 monoatomic chlorine Cl ChEBI atomic chlorine ChEBI chebi_ontology monoatomic halogens CHEBI:33433 monoatomic halogen monoatomic halogens ChEBI elemental halogen chebi_ontology elemental halogens CHEBI:33434 elemental halogen elemental halogen ChEBI elemental halogens ChEBI chlorine oxoanion chebi_ontology chlorine oxoanions CHEBI:33437 chlorine oxoanion chlorine oxoanion ChEBI chlorine oxoanions ChEBI halogen oxoanion chebi_ontology halogen oxoanions CHEBI:33443 halogen oxoanion halogen oxoanion ChEBI halogen oxoanions ChEBI Any monosaccharide containing an alcoholic hydroxy group esterified with phosphoric acid. CHEBI:15132 CHEBI:25406 CHEBI:26086 CHEBI:9320 KEGG:C00934 PMID:18186488 phospho sugar chebi_ontology monosaccharide phosphates phospho sugars phosphorylated sugar phosphorylated sugars phosphosugar phosphosugars CHEBI:33447 phospho sugar PMID:18186488 Europe PMC phospho sugar ChEBI monosaccharide phosphates ChEBI phospho sugars ChEBI phosphorylated sugar ChEBI phosphorylated sugars ChEBI phosphosugar ChEBI phosphosugars ChEBI Arylmethyl groups and derivatives formed by substitution: ArCR2-. benzylic group benzylic groups chebi_ontology benzylic groups groupe benzylique CHEBI:33452 benzylic group benzylic group IUPAC benzylic groups IUPAC benzylic groups ChEBI groupe benzylique IUPAC chebi_ontology nitrogen oxoacids oxoacids of nitrogen CHEBI:33455 nitrogen oxoacid nitrogen oxoacids ChEBI oxoacids of nitrogen ChEBI A pnictogen oxoacid which contains phosphorus and oxygen, at least one hydrogen atom bound to oxygen, and forms an ion by the loss of one or more protons. phosphorus oxoacid chebi_ontology Oxosaeure des Phosphors oxoacids of phosphorus phosphorus oxoacids CHEBI:33457 phosphorus oxoacid phosphorus oxoacid ChEBI Oxosaeure des Phosphors ChEBI oxoacids of phosphorus ChEBI phosphorus oxoacids ChEBI nitrogen oxoanion chebi_ontology nitrogen oxoanions oxoanions of nitrogen CHEBI:33458 nitrogen oxoanion nitrogen oxoanion ChEBI nitrogen oxoanions ChEBI oxoanions of nitrogen ChEBI pnictogen oxoanion chebi_ontology pnictogen oxoanions CHEBI:33459 pnictogen oxoanion pnictogen oxoanion ChEBI pnictogen oxoanions ChEBI phosphorus oxoanion chebi_ontology oxoanions of phosphorus phosphorus oxoanions CHEBI:33461 phosphorus oxoanion phosphorus oxoanion ChEBI oxoanions of phosphorus ChEBI phosphorus oxoanions ChEBI A monovalent inorganic anion obtained by deprotonation of one of the two OH groups in phosphonic acid. hydridohydroxidodioxidophosphate(1-) hydrogenphosphonate chebi_ontology -1 80.974 80.98784 ABLZXFCXXLZCGV-UHFFFAOYSA-M H2O3P InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-1 [H]OP([H])([O-])=O [PHO2(OH)](-) hydrogen phosphonate CHEBI:33462 phosphonate(1-) hydridohydroxidodioxidophosphate(1-) IUPAC hydrogenphosphonate IUPAC -1 ChEBI 80.974 ChEBI 80.98784 ChEBI ABLZXFCXXLZCGV-UHFFFAOYSA-M ChEBI H2O3P ChEBI InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-1 ChEBI [H]OP([H])([O-])=O ChEBI [PHO2(OH)](-) IUPAC hydrogen phosphonate IUPAC sulfur oxoanion chebi_ontology oxoanions of sulfur sulfur oxoanions CHEBI:33482 sulfur oxoanion sulfur oxoanion ChEBI oxoanions of sulfur ChEBI sulfur oxoanions ChEBI chalcogen oxoacid chebi_ontology chalcogen oxoacids CHEBI:33484 chalcogen oxoacid chalcogen oxoacid ChEBI chalcogen oxoacids ChEBI chalcogen oxoanion chebi_ontology chalcogen oxoanions CHEBI:33485 chalcogen oxoanion chalcogen oxoanion ChEBI chalcogen oxoanions ChEBI selenium oxoanion chebi_ontology oxoanions of selenium selenium oxoanions CHEBI:33488 selenium oxoanion selenium oxoanion ChEBI oxoanions of selenium ChEBI selenium oxoanions ChEBI selenium oxoacid chebi_ontology oxoacids of selenium selenium oxoacids CHEBI:33489 selenium oxoacid selenium oxoacid ChEBI oxoacids of selenium ChEBI selenium oxoacids ChEBI A molecular entity containing one or more atoms of a transition element. chebi_ontology transition element molecular entities transition metal molecular entity CHEBI:33497 transition element molecular entity transition element molecular entities ChEBI transition metal molecular entity ChEBI chebi_ontology alkali metal cations CHEBI:33504 alkali metal cation alkali metal cations ChEBI A trionic acid that consists of propionic acid substituted at positions 2 and 3 by hydroxy groups. CHEBI:24348 CHEBI:24349 CHEBI:33846 Beilstein:1721417 CAS:473-81-4 Gmelin:164608 PMID:14957916 PMID:17439666 PMID:21071844 PMID:21701101 PMID:21852749 PMID:22226201 Reaxys:1721417 Wikipedia:Glyceric_acid 2,3-dihydroxypropanoic acid glyceric acid chebi_ontology 0 106.027 106.07734 2,3-dihydroxypropionic acid C3H6O4 Gro InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7) OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N CHEBI:33508 glyceric acid Beilstein:1721417 Beilstein CAS:473-81-4 ChemIDplus Gmelin:164608 Gmelin PMID:14957916 Europe PMC PMID:17439666 Europe PMC PMID:21071844 Europe PMC PMID:21701101 Europe PMC PMID:21852749 Europe PMC PMID:22226201 Europe PMC Reaxys:1721417 Reaxys 2,3-dihydroxypropanoic acid IUPAC glyceric acid ChemIDplus 0 ChEBI 106.027 ChEBI 106.07734 ChEBI 2,3-dihydroxypropionic acid ChEBI C3H6O4 ChEBI Gro ChEBI InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7) ChEBI OCC(O)C(O)=O ChEBI RBNPOMFGQQGHHO-UHFFFAOYSA-N ChEBI chebi_ontology transition element cations transition metal cation CHEBI:33515 transition element cation transition element cations ChEBI transition metal cation ChEBI tellurium oxoacid chebi_ontology oxoacids of tellurium tellurium oxoacids CHEBI:33519 tellurium oxoacid tellurium oxoacid ChEBI oxoacids of tellurium ChEBI tellurium oxoacids ChEBI tellurium oxoanion chebi_ontology oxoanions of tellurium tellurium oxoanions CHEBI:33520 tellurium oxoanion tellurium oxoanion ChEBI oxoanions of tellurium ChEBI tellurium oxoanions ChEBI An atom of an element that exhibits typical metallic properties, being typically shiny, with high electrical and thermal conductivity. CHEBI:25217 CHEBI:6788 KEGG:C00050 PMID:21784043 Wikipedia:Metal chebi_ontology elemental metal elemental metals metal element metal elements metals CHEBI:33521 metal atom PMID:21784043 Europe PMC elemental metal ChEBI elemental metals ChEBI metal element ChEBI metal elements ChEBI metals ChEBI A monovalent inorganic anion obtained by removal of a proton from H2TeO3 Gmelin:323330 hydroxidodioxidotellurate(1-) chebi_ontology -1 176.60614 178.899 HO3Te HTeO3(-) InChI=1S/H2O3Te/c1-4(2)3/h(H2,1,2,3)/p-1 SITVSCPRJNYAGV-UHFFFAOYSA-M [H]O[Te]([O-])=O [TeO2(OH)](-) CHEBI:33522 hydrogentellurite Gmelin:323330 Gmelin hydroxidodioxidotellurate(1-) IUPAC -1 ChEBI 176.60614 ChEBI 178.899 ChEBI HO3Te ChEBI HTeO3(-) IUPAC InChI=1S/H2O3Te/c1-4(2)3/h(H2,1,2,3)/p-1 ChEBI SITVSCPRJNYAGV-UHFFFAOYSA-M ChEBI [H]O[Te]([O-])=O ChEBI [TeO2(OH)](-) IUPAC CHEBI:24767 CHEBI:33528 chebi_ontology -1 C5H11O7 idonates CHEBI:33529 idonate -1 ChEBI C5H11O7 ChEBI idonates ChEBI sulfur hydride chebi_ontology hydrides of sulfur sulfur hydrides sulphur hydrides CHEBI:33535 sulfur hydride sulfur hydride ChEBI hydrides of sulfur ChEBI sulfur hydrides ChEBI sulphur hydrides ChEBI sulfurothioic acid thiosulfuric acid chebi_ontology H2O3S2 CHEBI:33540 thiosulfuric acid sulfurothioic acid IUPAC thiosulfuric acid IUPAC H2O3S2 ChEBI KEGG:C00320 hydrogen sulfurothioate chebi_ontology HO3S2 HS2O3(-) CHEBI:33541 thiosulfate(1-) hydrogen sulfurothioate IUPAC HO3S2 ChEBI HS2O3(-) IUPAC The sulfur oxoanion formed by deprotonation of sulfonic acid. Gmelin:971569 hydridotrioxidosulfate(1-) chebi_ontology -1 80.965 81.07214 BDHFUVZGWQCTTF-UHFFFAOYSA-M HO3S InChI=1S/H2O3S/c1-4(2)3/h4H,(H,1,2,3)/p-1 SHO3(-) [H]S([O-])(=O)=O [SHO3](-) sulfonates CHEBI:33543 sulfonate Gmelin:971569 Gmelin hydridotrioxidosulfate(1-) IUPAC -1 ChEBI 80.965 ChEBI 81.07214 ChEBI BDHFUVZGWQCTTF-UHFFFAOYSA-M ChEBI HO3S ChEBI InChI=1S/H2O3S/c1-4(2)3/h4H,(H,1,2,3)/p-1 ChEBI SHO3(-) IUPAC [H]S([O-])(=O)=O ChEBI [SHO3](-) IUPAC sulfonates ChEBI CHEBI:27250 CHEBI:27251 uronate chebi_ontology uronates CHEBI:33549 uronate uronate ChEBI uronates ChEBI An organic derivative of sulfonic acid in which the sulfo group is linked directly to carbon. chebi_ontology 0 80.965 81.07100 HO3SR OS([*])(=O)=O organosulfonic acids sulfonic acids CHEBI:33551 organosulfonic acid 0 ChEBI 80.965 ChEBI 81.07100 ChEBI HO3SR ChEBI OS([*])(=O)=O ChEBI organosulfonic acids ChEBI sulfonic acids ChEBI sulfonic acid derivative chebi_ontology derivatives of sulfonic acid sulfonic acid derivatives CHEBI:33552 sulfonic acid derivative sulfonic acid derivative ChEBI derivatives of sulfonic acid ChEBI sulfonic acid derivatives ChEBI An organic anion obtained by deprotonation of the sufonate group(s) of any organosulfonic acid. chebi_ontology *S([O-])(=O)=O -1 79.957 80.064 O3SR organosulfonate organosulfonate oxoanions organosulfonates CHEBI:33554 organosulfonate oxoanion *S([O-])(=O)=O ChEBI -1 ChEBI 79.957 ChEBI 80.064 ChEBI O3SR ChEBI organosulfonate ChEBI organosulfonate oxoanions ChEBI organosulfonates ChEBI An amino-acid anion obtained by deprotonation of any alpha-amino acid. alpha-amino-acid anion chebi_ontology alpha-amino acid anions alpha-amino-acid anions CHEBI:33558 alpha-amino-acid anion alpha-amino-acid anion ChEBI alpha-amino acid anions ChEBI alpha-amino-acid anions ChEBI chebi_ontology s-block element s-block elements CHEBI:33559 s-block element atom s-block element ChEBI s-block elements ChEBI Any main group element atom belonging to the p-block of the periodic table. chebi_ontology p-block element p-block elements CHEBI:33560 p-block element atom p-block element ChEBI p-block elements ChEBI chebi_ontology d-block element d-block elements CHEBI:33561 d-block element atom d-block element ChEBI d-block elements ChEBI chebi_ontology f-block element f-block elements CHEBI:33562 f-block element atom f-block element ChEBI f-block elements ChEBI Any compound containing an o-diphenol component. CHEBI:134187 CHEBI:13628 CHEBI:18862 KEGG:C15571 chebi_ontology 0 1,2-benzenediols 106.005 106.079 C6H2O2R4 OC1=C(O)C(*)=C(*)C(*)=C1* a catechol benzene-1,2-diols CHEBI:33566 catechols 0 ChEBI 1,2-benzenediols ChEBI 106.005 ChEBI 106.079 ChEBI C6H2O2R4 ChEBI OC1=C(O)C(*)=C(*)C(*)=C1* ChEBI a catechol UniProt benzene-1,2-diols ChEBI 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] and derivatives formed by substitution. CHEBI:23056 CHEBI:3468 KEGG:C02012 Catecholamine catecholamines chebi_ontology 0 151.063 151.163 C8H9NO2R2 catecholamines CHEBI:33567 catecholamine Catecholamine KEGG_COMPOUND catecholamines IUPAC 0 KEGG_COMPOUND 151.063 KEGG_COMPOUND 151.163 KEGG_COMPOUND C8H9NO2R2 KEGG_COMPOUND catecholamines ChEBI A catecholamine in which the aminoethyl side-chain is hydroxy-substituted at C-1 and methylated on nitrogen. Beilstein:2212160 CAS:329-65-7 Drug_Central:4508 Gmelin:51559 LINCS:LSM-4958 PMID:10052027 PMID:24252294 PMID:24719616 Reaxys:2212160 colombos:EPINEPHRINE 4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol chebi_ontology (+-)-adrenaline (+-)-epinephrine 0 183.090 183.20446 2-(methylamino)-1-(3,4-dihydroxyphenyl)ethanol C9H13NO3 CNCC(O)c1ccc(O)c(O)c1 InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3 UCTWMZQNUQWSLP-UHFFFAOYSA-N dl-adrenaline epinephrine racemic racepinefrina racepinefrine racepinefrinum CHEBI:33568 adrenaline Beilstein:2212160 ChemIDplus CAS:329-65-7 ChemIDplus Drug_Central:4508 DrugCentral Gmelin:51559 Gmelin PMID:10052027 Europe PMC PMID:24252294 Europe PMC PMID:24719616 Europe PMC Reaxys:2212160 Reaxys 4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol IUPAC (+-)-adrenaline IUPHAR (+-)-epinephrine ChemIDplus 0 ChEBI 183.090 ChEBI 183.20446 ChEBI 2-(methylamino)-1-(3,4-dihydroxyphenyl)ethanol ChemIDplus C9H13NO3 ChEBI CNCC(O)c1ccc(O)c(O)c1 ChEBI InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3 ChEBI UCTWMZQNUQWSLP-UHFFFAOYSA-N ChEBI dl-adrenaline ChemIDplus epinephrine racemic ChemIDplus racepinefrina ChemIDplus racepinefrine ChemIDplus racepinefrinum ChemIDplus A catecholamine in which C-1 of the aminoethyl side-chain is hydroxy-substituted. Beilstein:2210994 CAS:138-65-8 Gmelin:863925 LINCS:LSM-5181 colombos:NOREPINEPHRINE 4-(2-amino-1-hydroxyethyl)benzene-1,2-diol chebi_ontology 0 169.074 169.17788 C8H11NO3 InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2 NCC(O)c1ccc(O)c(O)c1 SFLSHLFXELFNJZ-UHFFFAOYSA-N noradrenalina norepinephrine CHEBI:33569 noradrenaline Beilstein:2210994 Beilstein CAS:138-65-8 ChemIDplus CAS:138-65-8 NIST Chemistry WebBook Gmelin:863925 Gmelin 4-(2-amino-1-hydroxyethyl)benzene-1,2-diol IUPAC 0 ChEBI 169.074 ChEBI 169.17788 ChEBI C8H11NO3 ChEBI InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2 ChEBI NCC(O)c1ccc(O)c(O)c1 ChEBI SFLSHLFXELFNJZ-UHFFFAOYSA-N ChEBI noradrenalina ChEBI norepinephrine ChEBI CHEBI:22705 CHEBI:22711 chebi_ontology CHEBI:33570 benzenediols A carbon oxoacid acid carrying at least one -C(=O)OH group and having the structure RC(=O)OH, where R is any any monovalent functional group. Carboxylic acids are the most common type of organic acid. CHO2R 45.01740 44.998 OC([*])=O CHEBI:13428 CHEBI:13627 CHEBI:23027 PMID:17147560 PMID:18433345 Wikipedia:Carboxylic_acid carboxylic acid carboxylic acids chebi_ontology 0 44.998 45.01740 CHO2R Carbonsaeure Carbonsaeuren Karbonsaeure OC([*])=O RC(=O)OH acide carboxylique acides carboxyliques acido carboxilico acidos carboxilicos CHEBI:33575 carboxylic acid PMID:17147560 Europe PMC PMID:18433345 Europe PMC carboxylic acid IUPAC carboxylic acids IUPAC 0 ChEBI 44.998 ChEBI 45.01740 ChEBI CHO2R ChEBI Carbonsaeure ChEBI Carbonsaeuren ChEBI Karbonsaeure ChEBI OC([*])=O ChEBI RC(=O)OH IUPAC acide carboxylique IUPAC acides carboxyliques IUPAC acido carboxilico IUPAC acidos carboxilicos IUPAC Any carboxylic acid having a sulfur substituent. chebi_ontology S-containing carboxylic acid S-containing carboxylic acids sulfur-containing carboxylic acids CHEBI:33576 sulfur-containing carboxylic acid S-containing carboxylic acid ChEBI S-containing carboxylic acids ChEBI sulfur-containing carboxylic acids ChEBI A molecular entity containing one or more atoms from any of groups 1, 2, 13, 14, 15, 16, 17, and 18 of the periodic table. chebi_ontology main group compounds main group molecular entities CHEBI:33579 main group molecular entity main group compounds ChEBI main group molecular entities ChEBI carbon group molecular entity chebi_ontology carbon group molecular entities CHEBI:33582 carbon group molecular entity carbon group molecular entity ChEBI carbon group molecular entities ChEBI lead molecular entity chebi_ontology lead compounds lead molecular entities CHEBI:33585 lead molecular entity lead molecular entity ChEBI lead compounds ChEBI lead molecular entities ChEBI Any molecule that consists of a series of atoms joined together to form a ring. Wikipedia:Cyclic_compound chebi_ontology cyclic compounds CHEBI:33595 cyclic compound cyclic compounds ChEBI A cyclic compound having as ring members atoms of the same element only. homocyclic compound homocyclic compounds chebi_ontology isocyclic compounds CHEBI:33597 homocyclic compound homocyclic compound IUPAC homocyclic compounds IUPAC isocyclic compounds IUPAC A homocyclic compound in which all of the ring members are carbon atoms. carbocyclic compound carbocyclic compounds chebi_ontology carbocycle CHEBI:33598 carbocyclic compound carbocyclic compound IUPAC carbocyclic compounds IUPAC carbocycle ChEBI chebi_ontology hydrogen compounds hydrogen molecular entities CHEBI:33608 hydrogen molecular entity hydrogen compounds ChEBI hydrogen molecular entities ChEBI chebi_ontology polycyclic compounds CHEBI:33635 polycyclic compound polycyclic compounds ChEBI A molecule that features two fused rings. chebi_ontology bicyclic compounds CHEBI:33636 bicyclic compound bicyclic compounds ChEBI A polycyclic compound in which two rings have two, and only two, atoms in common. Such compounds have n common faces and 2n common atoms. ortho-fused polycyclic compounds chebi_ontology ortho-fused compounds CHEBI:33637 ortho-fused compound ortho-fused polycyclic compounds IUPAC ortho-fused compounds ChEBI Any acyclic or cyclic, saturated or unsaturated carbon compound, excluding aromatic compounds. aliphatic compounds chebi_ontology CHEBI:33653 aliphatic compound aliphatic compounds IUPAC A cyclically conjugated molecular entity with a stability (due to delocalization) significantly greater than that of a hypothetical localized structure (e.g. Kekule structure) is said to possess aromatic character. aromatic compounds aromatic molecular entity chebi_ontology aromatics aromatische Verbindungen CHEBI:33655 aromatic compound aromatic compounds IUPAC aromatic molecular entity IUPAC aromatics ChEBI aromatische Verbindungen ChEBI Any monocyclic or polycyclic aromatic hydrocarbon. arene arenes chebi_ontology aromatic hydrocarbons CHEBI:33658 arene arene IUPAC arenes IUPAC aromatic hydrocarbons IUPAC chebi_ontology organic aromatic compounds CHEBI:33659 organic aromatic compound organic aromatic compounds ChEBI chebi_ontology monocyclic compounds CHEBI:33661 monocyclic compound monocyclic compounds ChEBI A mancude monocyclic hydrocarbon without side chains of the general formula CnHn (n is an even number) or CnHn+1 (n is an odd number). In systematic nomenclature an annulene with seven or more carbon atoms may be named [n]annulene, where n is the number of carbon atoms. annulene annulenes chebi_ontology CHEBI:33662 annulene annulene IUPAC annulenes IUPAC cyclic hydrocarbon chebi_ontology cyclic hydrocarbons CHEBI:33663 cyclic hydrocarbon cyclic hydrocarbon ChEBI cyclic hydrocarbons ChEBI monocyclic hydrocarbon monocyclic hydrocarbons chebi_ontology monocyclic hydrocarbons CHEBI:33664 monocyclic hydrocarbon monocyclic hydrocarbon ChEBI monocyclic hydrocarbons IUPAC monocyclic hydrocarbons ChEBI polycyclic hydrocarbon polycyclic hydrocarbons chebi_ontology CHEBI:33666 polycyclic hydrocarbon polycyclic hydrocarbon IUPAC polycyclic hydrocarbons IUPAC heteromonocyclic compound heteromonocyclic compounds chebi_ontology CHEBI:33670 heteromonocyclic compound heteromonocyclic compound IUPAC heteromonocyclic compounds IUPAC heteropolycyclic compounds chebi_ontology polyheterocyclic compounds CHEBI:33671 heteropolycyclic compound heteropolycyclic compounds IUPAC polyheterocyclic compounds ChEBI A bicyclic compound in which at least one of the rings contains at least one skeletal heteroatom. heterobicyclic compounds chebi_ontology CHEBI:33672 heterobicyclic compound heterobicyclic compounds IUPAC chebi_ontology zinc group molecular entities CHEBI:33673 zinc group molecular entity zinc group molecular entities ChEBI An s-block molecular entity is a molecular entity containing one or more atoms of an s-block element. s-block molecular entity chebi_ontology s-block compounds s-block molecular entities CHEBI:33674 s-block molecular entity s-block molecular entity ChEBI s-block compounds ChEBI s-block molecular entities ChEBI A main group molecular entity that contains one or more atoms of a p-block element. chebi_ontology p-block compounds p-block molecular entities p-block molecular entitiy CHEBI:33675 p-block molecular entity p-block compounds ChEBI p-block molecular entities ChEBI p-block molecular entitiy ChEBI A d-block molecular entity is a molecular entity containing one or more atoms of a d-block element. d-block molecular entity chebi_ontology d-block compounds d-block molecular entities CHEBI:33676 d-block molecular entity d-block molecular entity ChEBI d-block compounds ChEBI d-block molecular entities ChEBI A molecular entity containing one or more atoms of an f-block element. chebi_ontology f-block compounds f-block molecular entities CHEBI:33677 f-block molecular entity f-block compounds ChEBI f-block molecular entities ChEBI Hydrides are chemical compounds of hydrogen with other chemical elements. chebi_ontology CHEBI:33692 hydrides oxygen hydride chebi_ontology hydrides of oxygen oxygen hydrides CHEBI:33693 oxygen hydride oxygen hydride ChEBI hydrides of oxygen ChEBI oxygen hydrides ChEBI A macromolecule formed by a living organism. biopolymer chebi_ontology Biopolymere biomacromolecules biopolymers CHEBI:33694 biomacromolecule biopolymer IUPAC Biopolymere ChEBI biomacromolecules ChEBI biopolymers ChEBI A cation consisting of more than one atom. chebi_ontology polyatomic cations CHEBI:33702 polyatomic cation polyatomic cations ChEBI amino-acid cation chebi_ontology amino acid cation amino-acid cations CHEBI:33703 amino-acid cation amino-acid cation ChEBI amino acid cation ChEBI amino-acid cations ChEBI An amino acid in which the amino group is located on the carbon atom at the position alpha to the carboxy group. C2H4NO2R 74.05870 74.024 NC([*])C(O)=O CHEBI:10208 CHEBI:13779 CHEBI:22442 CHEBI:2642 KEGG:C00045 KEGG:C05167 alpha-amino acid chebi_ontology 0 74.024 74.05870 Amino acid Amino acids C2H4NO2R NC([*])C(O)=O alpha-amino acids alpha-amino carboxylic acids CHEBI:33704 alpha-amino acid alpha-amino acid IUPAC 0 ChEBI 74.024 ChEBI 74.05870 ChEBI Amino acid KEGG_COMPOUND Amino acids KEGG_COMPOUND C2H4NO2R ChEBI NC([*])C(O)=O ChEBI alpha-amino acids ChEBI alpha-amino acids JCBN alpha-amino carboxylic acids IUPAC A non-proteinogenic amino acid in which the amino group is located on the carbon atom at the position beta to the carboxy group. beta-amino acid chebi_ontology beta-amino acids CHEBI:33706 beta-amino acid beta-amino acid ChEBI beta-amino acids ChEBI A non-proteinogenic amino-acid in which the amino group is located on the carbon atom at the position gamma to the carboxy group. gamma-amino acid chebi_ontology gamma-amino acids CHEBI:33707 gamma-amino acid gamma-amino acid ChEBI gamma-amino acids ChEBI When two or more amino acids combine to form a peptide, the elements of water are removed, and what remains of each amino acid is called an amino-acid residue. amino-acid residue chebi_ontology amino acid residue amino-acid residues CHEBI:33708 amino-acid residue amino-acid residue IUPAC amino acid residue ChEBI amino-acid residues JCBN A carboxylic acid containing one or more amino groups. CHEBI:13815 CHEBI:22477 Wikipedia:Amino_acid chebi_ontology Aminocarbonsaeure Aminokarbonsaeure Aminosaeure amino acids CHEBI:33709 amino acid Aminocarbonsaeure ChEBI Aminokarbonsaeure ChEBI Aminosaeure ChEBI amino acids ChEBI alpha-amino-acid cation chebi_ontology alpha-amino acid cations alpha-amino-acid cations CHEBI:33719 alpha-amino-acid cation alpha-amino-acid cation ChEBI alpha-amino acid cations ChEBI alpha-amino-acid cations ChEBI carbohydrate acid chebi_ontology carbohydrate acids CHEBI:33720 carbohydrate acid carbohydrate acid ChEBI carbohydrate acids ChEBI carbohydrate acid anion chebi_ontology carbohydrate acid anions CHEBI:33721 carbohydrate acid anion carbohydrate acid anion ChEBI carbohydrate acid anions ChEBI A cluster is a number of metal centres grouped close together which can have direct metal bonding interactions or interactions through a bridging ligand, but are not necessarily held together by these interactions. cluster polynuclear clusters chebi_ontology cluster compound cluster compounds clusters CHEBI:33731 cluster cluster IUPAC polynuclear clusters IUPAC cluster compound ChEBI cluster compounds ChEBI clusters ChEBI hetero-nuclear clusters heteronuclear cluster chebi_ontology heteronuclear clusters CHEBI:33733 heteronuclear cluster hetero-nuclear clusters IUPAC heteronuclear cluster ChEBI heteronuclear clusters ChEBI Gmelin:1485588 di-mu-sulfido-diiron(1+) di-mu-sulfido-diiron(II,III) chebi_ontology +1 175.814 175.82200 Fe2S2 InChI=1S/2Fe.2S/q;+1;; MAGIRAZQQVQNKP-UHFFFAOYSA-N S1[Fe]S[Fe+]1 [2Fe-2S](1+) [Fe2(mu-S)2](+) [Fe2S2](+) CHEBI:33738 di-mu-sulfido-diiron(1+) Gmelin:1485588 Gmelin di-mu-sulfido-diiron(1+) IUPAC di-mu-sulfido-diiron(II,III) IUPAC +1 ChEBI 175.814 ChEBI 175.82200 ChEBI Fe2S2 ChEBI InChI=1S/2Fe.2S/q;+1;; ChEBI MAGIRAZQQVQNKP-UHFFFAOYSA-N ChEBI S1[Fe]S[Fe+]1 ChEBI [2Fe-2S](1+) IUBMB [2Fe-2S](1+) UniProt [Fe2(mu-S)2](+) ChEBI [Fe2S2](+) ChEBI chromium group molecular entity chebi_ontology chromium group molecular entities CHEBI:33741 chromium group molecular entity chromium group molecular entity ChEBI chromium group molecular entities ChEBI tungsten molecular entity chebi_ontology tungsten compounds tungsten molecular entities CHEBI:33742 tungsten molecular entity tungsten molecular entity ChEBI tungsten compounds ChEBI tungsten molecular entities ChEBI manganese group molecular entity chebi_ontology manganese group molecular entities CHEBI:33743 manganese group molecular entity manganese group molecular entity ChEBI manganese group molecular entities ChEBI iron group molecular entity chebi_ontology iron group molecular entities CHEBI:33744 iron group molecular entity iron group molecular entity ChEBI iron group molecular entities ChEBI copper group molecular entity chebi_ontology copper group molecular entities CHEBI:33745 copper group molecular entity copper group molecular entity ChEBI copper group molecular entities ChEBI nickel group molecular entity chebi_ontology nickel group molecular entities CHEBI:33747 nickel group molecular entity nickel group molecular entity ChEBI nickel group molecular entities ChEBI nickel molecular entity chebi_ontology nickel compounds nickel molecular entities CHEBI:33748 nickel molecular entity nickel molecular entity ChEBI nickel compounds ChEBI nickel molecular entities ChEBI platinum molecular entity chebi_ontology platinum compounds platinum molecular entities CHEBI:33749 platinum molecular entity platinum molecular entity ChEBI platinum compounds ChEBI platinum molecular entities ChEBI Any aldonic acid formed by oxidising the aldehyde group of an aldohexose to a carboxylic acid group. hexonic acid chebi_ontology aldohexonic acids hexonic acids CHEBI:33752 hexonic acid hexonic acid ChEBI aldohexonic acids ChEBI hexonic acids ChEBI trionic acid chebi_ontology aldotrionic acids trionic acids CHEBI:33754 trionic acid trionic acid ChEBI aldotrionic acids ChEBI trionic acids ChEBI hexonate chebi_ontology aldohexonates hexonates CHEBI:33760 hexonate hexonate ChEBI aldohexonates ChEBI hexonates ChEBI trionate chebi_ontology aldotrionates trionates CHEBI:33763 trionate trionate ChEBI aldotrionates ChEBI trionates ChEBI titanium group molecular entity chebi_ontology titanium group molecular entities CHEBI:33768 titanium group molecular entity titanium group molecular entity ChEBI titanium group molecular entities ChEBI chebi_ontology lanthanoid compounds lanthanoid molecular entities CHEBI:33775 lanthanoid molecular entity lanthanoid compounds ChEBI lanthanoid molecular entities ChEBI chebi_ontology tetrarate tetrarates tetraric acid anions CHEBI:33798 tetraric acid anion tetrarate ChEBI tetrarates ChEBI tetraric acid anions ChEBI hydrogen D-glucarate chebi_ontology C6H9O8 D-saccharate D-saccharate(1-) CHEBI:33801 D-glucarate(1-) hydrogen D-glucarate IUPAC C6H9O8 ChEBI D-saccharate ChEBI D-saccharate(1-) ChEBI chebi_ontology CHEBI:33804 gluconates chebi_ontology CHEBI:33808 galacturonic acids chebi_ontology CHEBI:33812 galacturonates An organic compound having at least one hydroxy group attached to a carbon atom. CHEBI:64710 hydroxy compounds chebi_ontology organic alcohol organic hydroxy compounds CHEBI:33822 organic hydroxy compound hydroxy compounds IUPAC organic alcohol ChEBI organic hydroxy compounds ChEBI Alkenols; the term refers specifically to vinylic alcohols, which have the structure HOCR'=CR2. Enols are tautomeric with aldehydes (R' = H) or ketones (R' =/= H). enol enols chebi_ontology 0 41.003 41.02870 C2HOR3 O\C([*])=C(/[*])[*] alkenols enols CHEBI:33823 enol enol IUPAC enols IUPAC 0 ChEBI 41.003 ChEBI 41.02870 ChEBI C2HOR3 ChEBI O\C([*])=C(/[*])[*] ChEBI alkenols IUPAC enols ChEBI CHEBI:24176 CHEBI:42929 CHEBI:5261 CAS:14982-50-4 DrugBank:DB03511 KEGG:C08348 PMID:24315943 Galacturonic acid chebi_ontology C6H10O7 CHEBI:33830 galacturonic acid CAS:14982-50-4 KEGG COMPOUND PMID:24315943 Europe PMC Galacturonic acid KEGG_COMPOUND C6H10O7 KEGG_COMPOUND Any organic molecule that consists of atoms connected in the form of a ring. chebi_ontology organic cyclic compounds CHEBI:33832 organic cyclic compound organic cyclic compounds ChEBI A heterocyclic compound formally derived from an arene by replacement of one or more methine (-C=) and/or vinylene (-CH=CH-) groups by trivalent or divalent heteroatoms, respectively, in such a way as to maintain the continuous pi-electron system characteristic of aromatic systems and a number of out-of-plane pi-electrons corresponding to the Hueckel rule (4n+2). heteroarenes chebi_ontology hetarenes CHEBI:33833 heteroarene heteroarenes IUPAC hetarenes IUPAC chebi_ontology benzenoid aromatic compounds benzenoid compound CHEBI:33836 benzenoid aromatic compound benzenoid aromatic compounds ChEBI benzenoid compound ChEBI An N-glycosyl compound that has both a nucleobase, normally adenine, guanine, xanthine, thymine, cytosine or uracil, and either a ribose or deoxyribose as functional parents. CHEBI:13661 CHEBI:25611 CHEBI:7647 KEGG:C00801 Nucleoside nucleosides chebi_ontology 0 116.047 116.115 C5H8O3R2 [C@H]1([C@H]([C@@H](*)[C@@H](O1)*)O)CO a nucleoside nucleosides CHEBI:33838 nucleoside Nucleoside KEGG_COMPOUND nucleosides IUPAC 0 ChEBI 116.047 ChEBI 116.115 ChEBI C5H8O3R2 ChEBI [C@H]1([C@H]([C@@H](*)[C@@H](O1)*)O)CO ChEBI a nucleoside UniProt nucleosides ChEBI A macromolecule is a molecule of high relative molecular mass, the structure of which essentially comprises the multiple repetition of units derived, actually or conceptually, from molecules of low relative molecular mass. Wikipedia:Macromolecule macromolecule chebi_ontology macromolecules polymer polymer molecule polymers CHEBI:33839 macromolecule macromolecule IUPAC macromolecules ChEBI polymer ChEBI polymer molecule IUPAC polymers ChEBI chebi_ontology aromatic annulenes CHEBI:33842 aromatic annulene aromatic annulenes ChEBI A monocyclic aromatic hydrocarbon. chebi_ontology monocyclic arenes CHEBI:33847 monocyclic arene monocyclic arenes ChEBI A polycyclic aromatic hydrocarbon. PMID:15198916 PMID:25679824 Wikipedia:Polycyclic_aromatic_hydrocarbon chebi_ontology PAH PAHs polycyclic arenes polycyclic aromatic hydrocarbons CHEBI:33848 polycyclic arene PMID:15198916 Europe PMC PMID:25679824 Europe PMC PAH ChEBI PAHs ChEBI polycyclic arenes ChEBI polycyclic aromatic hydrocarbons ChEBI Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring. CHEBI:13664 CHEBI:13825 CHEBI:25969 CHEBI:2857 KEGG:C15584 MetaCyc:Aryl-Alcohol Wikipedia:Phenols phenols chebi_ontology Aryl alcohol arenols aryl alcohol CHEBI:33853 phenols phenols IUPAC Aryl alcohol KEGG_COMPOUND arenols IUPAC aryl alcohol UniProt CHEBI:13820 CHEBI:22623 CHEBI:2835 KEGG:C01021 Aromatic amino acid aromatic amino acid chebi_ontology 0 74.024 88.085 Aromatic L-amino acid C2H4NO2R aromatic amino acids CHEBI:33856 aromatic amino acid Aromatic amino acid KEGG_COMPOUND aromatic amino acid UniProt 0 KEGG_COMPOUND 74.024 KEGG_COMPOUND 88.085 KEGG_COMPOUND Aromatic L-amino acid KEGG_COMPOUND C2H4NO2R KEGG_COMPOUND aromatic amino acids ChEBI Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring. CHEBI:13817 CHEBI:13821 CHEBI:2830 chebi_ontology aromatic carboxylic acids CHEBI:33859 aromatic carboxylic acid aromatic carboxylic acids ChEBI An amino compound in which the amino group is linked directly to an aromatic system. CHEBI:13827 CHEBI:22622 CHEBI:22646 CHEBI:2834 CHEBI:2863 chebi_ontology aromatic amines aryl amine aryl amines arylamine arylamines CHEBI:33860 aromatic amine aromatic amines ChEBI aryl amine ChEBI aryl amines ChEBI arylamine ChEBI arylamines ChEBI chebi_ontology transition element coordination entities transition metal coordination compounds transition metal coordination entities CHEBI:33861 transition element coordination entity transition element coordination entities ChEBI transition metal coordination compounds ChEBI transition metal coordination entities ChEBI platinum coordination entity chebi_ontology platinum coordination compounds platinum coordination entities CHEBI:33862 platinum coordination entity platinum coordination entity ChEBI platinum coordination compounds ChEBI platinum coordination entities ChEBI chebi_ontology CHEBI:33867 idonates A hydroxy monocarboxylic acid anion that is the conjugate base of glyceric acid, obtained by deprotonation of the carboxy group. Reaxys:3602204 chebi_ontology -1 105.019 105.06940 C3H5O4 InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/p-1 OCC(O)C([O-])=O RBNPOMFGQQGHHO-UHFFFAOYSA-M CHEBI:33871 glycerate Reaxys:3602204 Reaxys -1 ChEBI 105.019 ChEBI 105.06940 ChEBI C3H5O4 ChEBI InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/p-1 ChEBI OCC(O)C([O-])=O ChEBI RBNPOMFGQQGHHO-UHFFFAOYSA-M ChEBI chebi_ontology CHEBI:33883 fructuronic acids chebi_ontology CHEBI:33886 glucuronic acids iron coordination entity chebi_ontology iron coordination compounds iron coordination entities CHEBI:33892 iron coordination entity iron coordination entity ChEBI iron coordination compounds ChEBI iron coordination entities ChEBI A substance used in a chemical reaction to detect, measure, examine, or produce other substances. reagent chebi_ontology reactif reactivo reagents CHEBI:33893 reagent reagent IUPAC reactif IUPAC reactivo IUPAC reagents ChEBI chebi_ontology CHEBI:33901 fructuronates chebi_ontology CHEBI:33903 glucuronates A pentose with a (potential) aldehyde group at one end. PMID:10723607 aldopentose chebi_ontology aldopentoses CHEBI:33916 aldopentose PMID:10723607 Europe PMC aldopentose ChEBI aldopentoses ChEBI A hexose with a (potential) aldehyde group at one end. CHEBI:2558 aldohexose chebi_ontology aldohexoses CHEBI:33917 aldohexose aldohexose ChEBI aldohexoses ChEBI chebi_ontology macronutrients CHEBI:33937 macronutrient macronutrients ChEBI Any aldopentose where the open-chain form has all the hydroxy groups on the same side in the Fischer projection. Occurrs in two enantiomeric forms, D- and L-ribose, of which only the former is found in nature. CHEBI:26564 ribo-pentose ribose chebi_ontology C5H10O5 Rib CHEBI:33942 ribose ribo-pentose IUPAC ribose IUPAC C5H10O5 ChEBI Rib JCBN chebi_ontology halide salts halides CHEBI:33958 halide salt halide salts ChEBI halides ChEBI gold molecular entity chebi_ontology gold compounds gold molecular entities CHEBI:33969 gold molecular entity gold molecular entity ChEBI gold compounds ChEBI gold molecular entities ChEBI chebi_ontology CHEBI:33970 elemental gold chebi_ontology magnesium salts CHEBI:33975 magnesium salt magnesium salts ChEBI chebi_ontology deoxymannoses CHEBI:33983 deoxymannose deoxymannoses ChEBI Any deoxygalactose that is deoxygenated at the 6-position. CHEBI:24118 CHEBI:5182 CAS:7724-73-4 KEGG:C00382 PMID:12651883 6-deoxygalactose Fucose fucose chebi_ontology 6-Deoxygalactose Fuc CHEBI:33984 fucose CAS:7724-73-4 ChemIDplus PMID:12651883 Europe PMC 6-deoxygalactose IUPAC Fucose KEGG_COMPOUND fucose IUPAC 6-Deoxygalactose KEGG_COMPOUND Fuc JCBN chebi_ontology CHEBI:33985 muramates A quaternary ammonium ion that is the the conjugate acid of carnitine. CAS:406-76-8 CAS:461-06-3 KEGG:C00487 3-carboxy-2-hydroxy-N,N,N-trimethylpropan-1-aminium chebi_ontology +1 162.113 162.20688 3-hydroxy-4-(trimethylammonio)butanoic acid C7H16NO3 C[N+](C)(C)CC(O)CC(O)=O Carnitine InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/p+1 PHIQHXFUZVPYII-UHFFFAOYSA-O CHEBI:3424 carnitinium CAS:406-76-8 KEGG COMPOUND CAS:461-06-3 KEGG COMPOUND 3-carboxy-2-hydroxy-N,N,N-trimethylpropan-1-aminium IUPAC +1 ChEBI 162.113 KEGG_COMPOUND 162.20688 ChEBI 3-hydroxy-4-(trimethylammonio)butanoic acid ChEBI C7H16NO3 KEGG_COMPOUND C[N+](C)(C)CC(O)CC(O)=O ChEBI Carnitine KEGG_COMPOUND InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/p+1 ChEBI PHIQHXFUZVPYII-UHFFFAOYSA-O ChEBI An aldehyde that is furan with the hydrogen at position 2 substituted by a formyl group. CHEBI:42593 CAS:98-01-1 KEGG:C14279 KNApSAcK:C00030331 MetaCyc:CPD0-2357 PDBeChem:FU2 PMID:17439666 PMID:21925629 PMID:22081946 PMID:22133603 PMID:22213717 PMID:22277539 PMID:22315196 PMID:22504824 PMID:22512171 PMID:22592554 PMID:22639140 PMID:22648683 PMID:22703600 Reaxys:105755 Wikipedia:Furfural YMDB:YMDB01459 colombos:FURFURAL furan-2-carbaldehyde chebi_ontology 0 2-Formylfuran 2-Furaldehyde 2-Furanaldehyde 2-Furancarbonal 2-Furancarboxaldehyde 2-Furyl-methanal 2-Furylcarboxaldehyde 96.021 96.08410 C5H4O2 Furaldehyde HYBBIBNJHNGZAN-UHFFFAOYSA-N InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H O=Cc1ccco1 CHEBI:34768 furfural CAS:98-01-1 ChemIDplus CAS:98-01-1 KEGG COMPOUND CAS:98-01-1 NIST Chemistry WebBook PMID:17439666 Europe PMC PMID:21925629 Europe PMC PMID:22081946 Europe PMC PMID:22133603 Europe PMC PMID:22213717 Europe PMC PMID:22277539 Europe PMC PMID:22315196 Europe PMC PMID:22504824 Europe PMC PMID:22512171 Europe PMC PMID:22592554 Europe PMC PMID:22639140 Europe PMC PMID:22648683 Europe PMC PMID:22703600 Europe PMC Reaxys:105755 Reaxys furan-2-carbaldehyde IUPAC 0 ChEBI 2-Formylfuran ChemIDplus 2-Furaldehyde KEGG_COMPOUND 2-Furanaldehyde NIST_Chemistry_WebBook 2-Furancarbonal ChemIDplus 2-Furancarboxaldehyde ChemIDplus 2-Furyl-methanal ChemIDplus 2-Furylcarboxaldehyde ChemIDplus 96.021 ChEBI 96.08410 ChEBI C5H4O2 ChEBI Furaldehyde NIST_Chemistry_WebBook HYBBIBNJHNGZAN-UHFFFAOYSA-N ChEBI InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H ChEBI O=Cc1ccco1 ChEBI A compound of nickel and chloride in which the ratio of nickel (in the +2 oxidation state) to chloride is 1:2. CAS:7718-54-9 KEGG:C14711 PMID:11739495 PMID:12603851 PMID:21928331 PMID:23179351 PMID:23622879 PMID:23702803 PMID:23735035 PMID:7671317 Reaxys:3902827 Reaxys:8128171 Wikipedia:Nickel_dichloride nickel dichloride nickel(2+) chloride nickel(II) chloride chebi_ontology 0 127.873 129.59880 Cl2Ni Cl[Ni]Cl InChI=1S/2ClH.Ni/h2*1H;/q;;+2/p-2 NiCl2 Nickel chloride Nickel(II) chloride QMMRZOWCJAIUJA-UHFFFAOYSA-L [NiCl2] nickelous chloride CHEBI:34887 nickel dichloride CAS:7718-54-9 ChemIDplus CAS:7718-54-9 KEGG COMPOUND CAS:7718-54-9 NIST Chemistry WebBook PMID:11739495 Europe PMC PMID:12603851 Europe PMC PMID:21928331 Europe PMC PMID:23179351 Europe PMC PMID:23622879 Europe PMC PMID:23702803 Europe PMC PMID:23735035 Europe PMC PMID:7671317 Europe PMC Reaxys:3902827 Reaxys Reaxys:8128171 Reaxys nickel dichloride IUPAC nickel(2+) chloride IUPAC nickel(II) chloride IUPAC 0 ChEBI 127.873 KEGG_COMPOUND 129.59880 ChEBI Cl2Ni KEGG_COMPOUND Cl[Ni]Cl ChEBI InChI=1S/2ClH.Ni/h2*1H;/q;;+2/p-2 ChEBI NiCl2 IUPAC Nickel chloride KEGG_COMPOUND Nickel(II) chloride KEGG_COMPOUND QMMRZOWCJAIUJA-UHFFFAOYSA-L ChEBI [NiCl2] IUPAC nickelous chloride ChemIDplus An organic cation that consists of 4,4'-bipyridine bearing two N-methyl substituents loctated at the 1- and 1'-positions. Beilstein:3590305 CAS:4685-14-7 Gmelin:51125 KEGG:C14701 PMID:11349957 PMID:18620719 PMID:20377249 PMID:20582739 PMID:21236547 PMID:21300143 PMID:21318114 PMID:21429624 PMID:21493003 PMID:21598522 PMID:21616728 PMID:21619794 PMID:21619822 PMID:21750730 PMID:21777615 PMID:21787677 PMID:21802509 Reaxys:3590305 colombos:PARAQUAT 1,1'-dimethyl-[4,4'-bipyridin]-1,1'-diium Paraquat chebi_ontology +2 1,1'-Dimethyl-4,4'-bipyridinium 1,1'-dimethyl-4,4'-bipyridyldiylium 186.116 186.25304 C12H14N2 C[n+]1ccc(cc1)-c1cc[n+](C)cc1 INFDPOAKFNIJBF-UHFFFAOYSA-N InChI=1S/C12H14N2/c1-13-7-3-11(4-8-13)12-5-9-14(2)10-6-12/h3-10H,1-2H3/q+2 N,N'-dimethyl-4,4'-bipyridinium N,N'-dimethyl-4,4'-bipyridinium dication dimethyl viologen methyl viologen ion(2+) paraquat dication paraquat ion CHEBI:34905 paraquat Beilstein:3590305 Beilstein CAS:4685-14-7 ChemIDplus CAS:4685-14-7 KEGG COMPOUND CAS:4685-14-7 NIST Chemistry WebBook Gmelin:51125 Gmelin PMID:11349957 Europe PMC PMID:18620719 Europe PMC PMID:20377249 Europe PMC PMID:20582739 Europe PMC PMID:21236547 Europe PMC PMID:21300143 Europe PMC PMID:21318114 Europe PMC PMID:21429624 Europe PMC PMID:21493003 Europe PMC PMID:21598522 Europe PMC PMID:21616728 Europe PMC PMID:21619794 Europe PMC PMID:21619822 Europe PMC PMID:21750730 Europe PMC PMID:21777615 Europe PMC PMID:21787677 Europe PMC PMID:21802509 Europe PMC Reaxys:3590305 Reaxys 1,1'-dimethyl-[4,4'-bipyridin]-1,1'-diium IUPAC Paraquat KEGG_COMPOUND +2 ChEBI 1,1'-Dimethyl-4,4'-bipyridinium KEGG_COMPOUND 1,1'-dimethyl-4,4'-bipyridyldiylium ChemIDplus 186.116 KEGG_COMPOUND 186.25304 ChEBI C12H14N2 KEGG_COMPOUND C[n+]1ccc(cc1)-c1cc[n+](C)cc1 ChEBI INFDPOAKFNIJBF-UHFFFAOYSA-N ChEBI InChI=1S/C12H14N2/c1-13-7-3-11(4-8-13)12-5-9-14(2)10-6-12/h3-10H,1-2H3/q+2 ChEBI N,N'-dimethyl-4,4'-bipyridinium ChemIDplus N,N'-dimethyl-4,4'-bipyridinium dication ChemIDplus dimethyl viologen ChemIDplus methyl viologen ion(2+) ChemIDplus paraquat dication ChemIDplus paraquat ion ChemIDplus A pyridinium-substituted semi-synthetic, broad-spectrum, cephalosporin antibiotic. CAS:62587-73-9 Drug_Central:558 KEGG:C11253 KEGG:D07653 PMID:1384868 PMID:23139798 Wikipedia:Cefsulodin colombos:CEFSULODIN (6R,7R)-3-[(4-carbamoylpyridinium-1-yl)methyl]-8-oxo-7-{[(2R)-2-phenyl-2-sulfoacetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 7beta-{[(2R)-2-phenyl-2-sulfoacetyl]amino}-3-(4-carbamoylpyridinium-1-yl)methyl-3,4-didehydrocepham-4-carboxylate Cefsulodin chebi_ontology 0 532.072 532.54600 C22H20N4O8S2 InChI=1S/C22H20N4O8S2/c23-18(27)13-6-8-25(9-7-13)10-14-11-35-21-15(20(29)26(21)16(14)22(30)31)24-19(28)17(36(32,33)34)12-4-2-1-3-5-12/h1-9,15,17,21H,10-11H2,(H4-,23,24,27,28,30,31,32,33,34)/t15-,17-,21-/m1/s1 SYLKGLMBLAAGSC-QLVMHMETSA-N [H][C@]12SCC(C[n+]3ccc(cc3)C(N)=O)=C(N1C(=O)[C@H]2NC(=O)[C@@H](c1ccccc1)S(O)(=O)=O)C([O-])=O cefsulodin cefsulodine cefsulodino cefsulodinum CHEBI:3507 cefsulodin CAS:62587-73-9 ChemIDplus CAS:62587-73-9 KEGG COMPOUND Drug_Central:558 DrugCentral PMID:1384868 Europe PMC PMID:23139798 Europe PMC (6R,7R)-3-[(4-carbamoylpyridinium-1-yl)methyl]-8-oxo-7-{[(2R)-2-phenyl-2-sulfoacetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate IUPAC 7beta-{[(2R)-2-phenyl-2-sulfoacetyl]amino}-3-(4-carbamoylpyridinium-1-yl)methyl-3,4-didehydrocepham-4-carboxylate IUPAC Cefsulodin KEGG_COMPOUND 0 ChEBI 532.072 KEGG_COMPOUND 532.54600 ChEBI C22H20N4O8S2 KEGG_COMPOUND InChI=1S/C22H20N4O8S2/c23-18(27)13-6-8-25(9-7-13)10-14-11-35-21-15(20(29)26(21)16(14)22(30)31)24-19(28)17(36(32,33)34)12-4-2-1-3-5-12/h1-9,15,17,21H,10-11H2,(H4-,23,24,27,28,30,31,32,33,34)/t15-,17-,21-/m1/s1 ChEBI SYLKGLMBLAAGSC-QLVMHMETSA-N ChEBI [H][C@]12SCC(C[n+]3ccc(cc3)C(N)=O)=C(N1C(=O)[C@H]2NC(=O)[C@@H](c1ccccc1)S(O)(=O)=O)C([O-])=O ChEBI cefsulodin ChemIDplus cefsulodine ChemIDplus cefsulodino ChemIDplus cefsulodinum ChemIDplus chebi_ontology nitrogen hydrides CHEBI:35106 nitrogen hydride nitrogen hydrides ChEBI Saturated acyclic nitrogen hydrides having the general formula NnHn+2. chebi_ontology azanes CHEBI:35107 azane azanes ChEBI chebi_ontology CHEBI:35113 elemental mercury chebi_ontology CHEBI:35115 elemental manganese manganese coordination entity chebi_ontology manganese coordination compounds manganese coordination entities CHEBI:35117 manganese coordination entity manganese coordination entity ChEBI manganese coordination compounds ChEBI manganese coordination entities ChEBI chebi_ontology aldose phosphates CHEBI:35131 aldose phosphate aldose phosphates ChEBI ketose phosphate chebi_ontology ketose phosphates CHEBI:35132 ketose phosphate ketose phosphate ChEBI ketose phosphates ChEBI chebi_ontology CHEBI:35155 elemental calcium chebi_ontology sulfate salts sulfates sulphate salts sulphates CHEBI:35175 sulfate salt sulfate salts ChEBI sulfates ChEBI sulphate salts ChEBI sulphates ChEBI A metal sulfate compound having zinc(2+) as the counterion. CAS:7733-02-0 Gmelin:18165 PMID:10469300 PMID:16792750 PMID:23264166 PMID:23271682 PMID:23282999 PMID:23356505 PMID:23689708 PMID:23720981 PMID:8566016 Wikipedia:Zinc_Sulfate colombos:ZnSO4 zinc sulfate chebi_ontology 0 159.881 161.45360 InChI=1S/H2O4S.Zn/c1-5(2,3)4;/h(H2,1,2,3,4);/q;+2/p-2 NWONKYPBYAMBJT-UHFFFAOYSA-L O4SZn ZnSO4 [Zn++].[O-]S([O-])(=O)=O zinc sulfate (1:1) zinc sulfate anhydrous zinc sulphate zinc(2+) sulfate zinc(II) sulfate CHEBI:35176 zinc sulfate CAS:7733-02-0 ChemIDplus Gmelin:18165 Gmelin PMID:10469300 Europe PMC PMID:16792750 Europe PMC PMID:23264166 Europe PMC PMID:23271682 Europe PMC PMID:23282999 Europe PMC PMID:23356505 Europe PMC PMID:23689708 Europe PMC PMID:23720981 Europe PMC PMID:8566016 Europe PMC zinc sulfate IUPAC 0 ChEBI 159.881 ChEBI 161.45360 ChEBI InChI=1S/H2O4S.Zn/c1-5(2,3)4;/h(H2,1,2,3,4);/q;+2/p-2 ChEBI NWONKYPBYAMBJT-UHFFFAOYSA-L ChEBI O4SZn ChEBI ZnSO4 IUPAC [Zn++].[O-]S([O-])(=O)=O ChEBI zinc sulfate (1:1) ChemIDplus zinc sulfate anhydrous ChemIDplus zinc sulphate ChemIDplus zinc(2+) sulfate IUPAC zinc(II) sulfate IUPAC An oxo monocarboxylic acid anion in which the oxo group is located at the 2-position. CHEBI:70795 MetaCyc:2-Oxo-carboxylates PMID:10850983 chebi_ontology -1 2-oxo monocarboxylate 2-oxo monocarboxylic acid anions 71.985 C2O3R [O-]C(=O)C([*])=O a 2-oxo carboxylate CHEBI:35179 2-oxo monocarboxylic acid anion MetaCyc:2-Oxo-carboxylates SUBMITTER PMID:10850983 SUBMITTER -1 ChEBI 2-oxo monocarboxylate ChEBI 2-oxo monocarboxylic acid anions ChEBI 71.985 ChEBI C2O3R ChEBI [O-]C(=O)C([*])=O ChEBI a 2-oxo carboxylate UniProt A hydrocarbon of biological origin having carbon skeleton formally derived from isoprene [CH2=C(CH3)CH=CH2]. terpene terpenes chebi_ontology Terpen terpenes terpeno terpenos CHEBI:35186 terpene terpene IUPAC terpenes IUPAC Terpen ChEBI terpenes IUPAC terpeno IUPAC terpenos IUPAC A C30 terpene. triterpenes chebi_ontology Triterpen triterpenes triterpeno triterpenos CHEBI:35191 triterpene triterpenes IUPAC Triterpen ChEBI triterpenes IUPAC triterpeno IUPAC triterpenos IUPAC A substance which lowers the surface tension of the medium in which it is dissolved, and/or the interfacial tension with other phases, and, accordingly, is positively adsorbed at the liquid/vapour and/or at other interfaces. surfactant chebi_ontology surface active agent surfactants CHEBI:35195 surfactant surfactant IUPAC surface active agent IUPAC surfactants ChEBI chebi_ontology nitrogen oxides oxides of nitrogen CHEBI:35196 nitrogen oxide nitrogen oxides ChEBI oxides of nitrogen ChEBI chebi_ontology molybdenum coordination compounds molybdenum coordination entities CHEBI:35202 molybdenum coordination entity molybdenum coordination compounds ChEBI molybdenum coordination entities ChEBI CHEBI:26154 CHEBI:26156 chebi_ontology plant growth inhibitor plant growth inhibitors plant growth retardants CHEBI:35219 plant growth retardant plant growth inhibitor ChEBI plant growth inhibitors ChEBI plant growth retardants ChEBI A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization. Wikipedia:Antimetabolite antimetabolite chebi_ontology antimetabolites CHEBI:35221 antimetabolite antimetabolite IUPAC antimetabolites ChEBI A substance that diminishes the rate of a chemical reaction. inhibitor chebi_ontology inhibidor inhibiteur inhibitors CHEBI:35222 inhibitor inhibitor IUPAC inhibidor ChEBI inhibiteur ChEBI inhibitors ChEBI A substance that increases the rate of a reaction without modifying the overall standard Gibbs energy change in the reaction. catalyst chebi_ontology Katalysator catalizador catalyseur CHEBI:35223 catalyst catalyst IUPAC Katalysator ChEBI catalizador ChEBI catalyseur ChEBI A small molecule which increases (activator) or decreases (inhibitor) the activity of an (allosteric) enzyme by binding to the enzyme at the regulatory site (which is different from the substrate-binding catalytic site). Wikipedia:Effector_(biology) effector chebi_ontology enzyme modulator CHEBI:35224 effector effector IUPAC enzyme modulator ChEBI Any substance or mixture of substances that, in solution (typically aqueous), resists change in pH upon addition of small amounts of acid or base. chebi_ontology buffer compound buffer compounds CHEBI:35225 buffer buffer compound ChEBI buffer compounds ChEBI A fuel such as coal, oil and natural gas which has formed over many years through the decomposition of deposited vegetation which was under extreme pressure of an overburden of earth. fossil fuel chebi_ontology CHEBI:35230 fossil fuel fossil fuel IUPAC tungsten coordination entity chebi_ontology tungsten coordination compounds tungsten coordination entities CHEBI:35233 tungsten coordination entity tungsten coordination entity ChEBI tungsten coordination compounds ChEBI tungsten coordination entities ChEBI Gmelin:49993 (2R)-2-ammonio-3-sulfanylpropanoate L-cysteine zwitterion chebi_ontology (2R)-2-ammonio-3-mercaptopropanoate 0 121.020 121.15922 C3H7NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 L-cysteine XUJNEKJLAYXESH-REOHCLBHSA-N [NH3+][C@@H](CS)C([O-])=O CHEBI:35235 L-cysteine zwitterion Gmelin:49993 Gmelin (2R)-2-ammonio-3-sulfanylpropanoate IUPAC L-cysteine zwitterion IUPAC (2R)-2-ammonio-3-mercaptopropanoate ChEBI 0 ChEBI 121.020 ChEBI 121.15922 ChEBI C3H7NO2S ChEBI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 ChEBI L-cysteine UniProt XUJNEKJLAYXESH-REOHCLBHSA-N ChEBI [NH3+][C@@H](CS)C([O-])=O ChEBI Gmelin:2352354 (2S)-2-ammonio-3-sulfanylpropanoate D-cysteine zwitterion chebi_ontology (2S)-2-ammonio-3-mercaptopropanoate 0 121.020 121.15922 C3H7NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1 XUJNEKJLAYXESH-UWTATZPHSA-N [NH3+][C@H](CS)C([O-])=O CHEBI:35236 D-cysteine zwitterion Gmelin:2352354 Gmelin (2S)-2-ammonio-3-sulfanylpropanoate IUPAC D-cysteine zwitterion IUPAC (2S)-2-ammonio-3-mercaptopropanoate ChEBI 0 ChEBI 121.020 ChEBI 121.15922 ChEBI C3H7NO2S ChEBI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1 ChEBI XUJNEKJLAYXESH-UWTATZPHSA-N ChEBI [NH3+][C@H](CS)C([O-])=O ChEBI Gmelin:49992 2-ammonio-3-sulfanylpropanoate cysteine zwitterion chebi_ontology (+)H3N-CH(CH2SH)-COO(-) 0 121.020 121.15922 2-ammonio-3-mercaptopropanoate C3H7NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) XUJNEKJLAYXESH-UHFFFAOYSA-N [NH3+]C(CS)C([O-])=O cysteine CHEBI:35237 cysteine zwitterion Gmelin:49992 Gmelin 2-ammonio-3-sulfanylpropanoate IUPAC cysteine zwitterion IUPAC (+)H3N-CH(CH2SH)-COO(-) ChEBI 0 ChEBI 121.020 ChEBI 121.15922 ChEBI 2-ammonio-3-mercaptopropanoate ChEBI C3H7NO2S ChEBI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) ChEBI XUJNEKJLAYXESH-UHFFFAOYSA-N ChEBI [NH3+]C(CS)C([O-])=O ChEBI cysteine UniProt The zwitterionic form of an amino acid having a negatively charged carboxyl group and a positively charged amino group. amino acid zwitterion chebi_ontology CHEBI:35238 amino acid zwitterion amino acid zwitterion ChEBI An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amnio group of serine. Beilstein:3935647 Gmelin:2060272 2-ammonio-3-hydroxypropanoate serine zwitterion chebi_ontology 0 105.043 105.09262 C3H7NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7) MTCFGRXMJLQNBG-UHFFFAOYSA-N [NH3+]C(CO)C([O-])=O CHEBI:35243 serine zwitterion Beilstein:3935647 Beilstein Gmelin:2060272 Gmelin 2-ammonio-3-hydroxypropanoate IUPAC serine zwitterion IUPAC 0 ChEBI 105.043 ChEBI 105.09262 ChEBI C3H7NO3 ChEBI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7) ChEBI MTCFGRXMJLQNBG-UHFFFAOYSA-N ChEBI [NH3+]C(CO)C([O-])=O ChEBI A serine zwitterion obtained by transfer of a proton from the carboxy to the amino group of D-serine. MetaCyc:D-SERINE (2R)-2-ammonio-3-hydroxypropanoate D-serine zwitterion chebi_ontology 0 105.043 105.09262 C3H7NO3 D-serine InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 MTCFGRXMJLQNBG-UWTATZPHSA-N [NH3+][C@H](CO)C([O-])=O CHEBI:35247 D-serine zwitterion (2R)-2-ammonio-3-hydroxypropanoate IUPAC D-serine zwitterion IUPAC 0 ChEBI 105.043 ChEBI 105.09262 ChEBI C3H7NO3 ChEBI D-serine UniProt InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 ChEBI MTCFGRXMJLQNBG-UWTATZPHSA-N ChEBI [NH3+][C@H](CO)C([O-])=O ChEBI A derivative of ammonium, NH4(+), in which all four of the hydrogens bonded to nitrogen have been replaced with univalent (usually organyl) groups. CHEBI:26470 CHEBI:8693 KEGG:C06703 quaternary ammonium ion chebi_ontology +1 14.003 14.00670 NR4 Quaternary amine [*][N+]([*])([*])[*] quaternary ammonium quaternary ammonium ions CHEBI:35267 quaternary ammonium ion quaternary ammonium ion IUPAC +1 ChEBI 14.003 ChEBI 14.00670 ChEBI NR4 ChEBI Quaternary amine KEGG_COMPOUND [*][N+]([*])([*])[*] ChEBI quaternary ammonium UniProt quaternary ammonium ions ChEBI Derivatives of ammonium compounds, (NH4(+))Y(-), in which all four of the hydrogens bonded to nitrogen have been replaced with univalent (usually organyl) groups. CHEBI:26468 CHEBI:35268 quaternary ammonium compounds quaternary ammonium salt chebi_ontology quaternary ammonium compound quaternary ammonium salts CHEBI:35273 quaternary ammonium salt quaternary ammonium compounds IUPAC quaternary ammonium salt ChEBI quaternary ammonium compound ChEBI quaternary ammonium salts ChEBI Ammonium, NH4(+), and derivatives formed by substitution by univalent groups. chebi_ontology ammonium ions azanium ions CHEBI:35274 ammonium ion ammonium ions ChEBI azanium ions ChEBI A glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and a S atom bound to a carbon atom, thus creating a C-S bond. CHEBI:22048 CHEBI:33577 S-glycosyl compound chebi_ontology S-glycoside S-glycosides S-glycosyl compounds thioglycoside thioglycosides CHEBI:35275 S-glycosyl compound S-glycosyl compound ChEBI S-glycoside ChEBI S-glycosides ChEBI S-glycosyl compounds ChEBI thioglycoside JCBN thioglycosides JCBN Compounds (NH4(+))Y(-) and derivatives, in which one or more of the hydrogens bonded to nitrogen have been replaced with univalent groups. azanium compounds chebi_ontology ammonium compounds CHEBI:35276 ammonium compound azanium compounds IUPAC ammonium compounds ChEBI ammonium compounds IUPAC Neutral molecules having charge-separated forms with an onium atom which bears no hydrogen atoms and that is not adjacent to the anionic atom. betaines chebi_ontology onium betaines CHEBI:35281 onium betaine betaines IUPAC onium betaines ChEBI Neutral molecules having charge-separated forms with an sulfonium atom which bears no hydrogen atoms and that is not adjacent to the anionic atom. chebi_ontology sulfonium betaines CHEBI:35282 sulfonium betaine sulfonium betaines ChEBI Any neutral molecule having charge-separated forms with a quaternary ammonium atom which bears no hydrogen atoms and that is not adjacent to the anionic atom. chebi_ontology ammonium betaines CHEBI:35284 ammonium betaine ammonium betaines ChEBI Cations of structure R2C=N(+)R2. iminium ion chebi_ontology iminium cations iminium ions CHEBI:35286 iminium ion iminium ion ChEBI iminium cations ChEBI iminium ions ChEBI chebi_ontology fused compounds fused polycyclic compounds fused-ring polycyclic compound fused-ring polycyclic compounds polycyclic fused-ring compounds CHEBI:35293 fused compound fused compounds ChEBI fused polycyclic compounds ChEBI fused-ring polycyclic compound ChEBI fused-ring polycyclic compounds ChEBI polycyclic fused-ring compounds ChEBI A polyclic compound in which all of the ring members are carbon atoms. chebi_ontology carbopolycyclic compounds CHEBI:35294 carbopolycyclic compound carbopolycyclic compounds ChEBI chebi_ontology homopolycyclic compounds CHEBI:35295 homopolycyclic compound homopolycyclic compounds ChEBI chebi_ontology ortho-fused polycyclic arenes CHEBI:35296 ortho-fused polycyclic arene ortho-fused polycyclic arenes ChEBI A polycyclic aromatic hydrocarbon consisting of fused benzene rings in a rectilinear arrangement. acene acenes chebi_ontology 0 178.078 178.22920 Acen Azen C14H10 polyacenes CHEBI:35297 acene acene IUPAC acenes IUPAC 0 ChEBI 178.078 ChEBI 178.22920 ChEBI Acen ChEBI Azen ChEBI C14H10 ChEBI polyacenes ChEBI hexoside chebi_ontology hexosides CHEBI:35313 hexoside hexoside ChEBI hexosides ChEBI Any of naturally occurring compounds and synthetic analogues, based on the cyclopenta[a]phenanthrene carbon skeleton, partially or completely hydrogenated; there are usually methyl groups at C-10 and C-13, and often an alkyl group at C-17. By extension, one or more bond scissions, ring expansions and/or ring contractions of the skeleton may have occurred. Natural steroids are derived biogenetically from squalene, so may be considered as triterpenoids. CHEBI:13687 CHEBI:26768 CHEBI:9263 KEGG:C00377 MetaCyc:Steroids Steroid steroids chebi_ontology 0 259.243 259.450 C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCCC4)C C19H31R a steroid CHEBI:35341 steroid Steroid KEGG_COMPOUND steroids IUPAC 0 ChEBI 259.243 ChEBI 259.450 ChEBI C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCCC4)C ChEBI C19H31R ChEBI a steroid UniProt The alpha-stereoisomer of 17-hydroxy steroid. CHEBI:13585 CHEBI:19174 CHEBI:782 KEGG:C03336 chebi_ontology 17-alpha-Hydroxysteroid 17alpha-hydroxy steroids CHEBI:35342 17alpha-hydroxy steroid 17-alpha-Hydroxysteroid KEGG_COMPOUND 17alpha-hydroxy steroids ChEBI CHEBI:1300 CHEBI:13596 CHEBI:19803 KEGG:C02506 chebi_ontology 21-Hydroxysteroid 21-hydroxy steroids 21-hydroxysteroids CHEBI:35344 21-hydroxy steroid 21-Hydroxysteroid KEGG_COMPOUND 21-hydroxy steroids ChEBI 21-hydroxysteroids ChEBI Any 11-hydroxy steroid in which the hydroxy group at position 11 has beta- configuration. CHEBI:13774 CHEBI:19134 CHEBI:738 KEGG:C01058 chebi_ontology 0 11beta-Hydroxysteroid 11beta-hydroxy steroids 11beta-hydroxysteroids 275.237 275.450 C12(CCCCC1CCC3C2[C@H](CC4(C3CCC4*)C)O)C C19H31OR an 11beta-hydroxysteroid CHEBI:35346 11beta-hydroxy steroid 0 ChEBI 11beta-Hydroxysteroid KEGG_COMPOUND 11beta-hydroxy steroids ChEBI 11beta-hydroxysteroids ChEBI 275.237 ChEBI 275.450 ChEBI C12(CCCCC1CCC3C2[C@H](CC4(C3CCC4*)C)O)C ChEBI C19H31OR ChEBI an 11beta-hydroxysteroid UniProt CHEBI:24748 CHEBI:5814 KEGG:C02159 chebi_ontology Hydroxysteroid hydroxy steroids hydroxysteroids CHEBI:35350 hydroxy steroid Hydroxysteroid KEGG_COMPOUND hydroxy steroids ChEBI hydroxysteroids ChEBI Any heteroorganic entity containing at least one carbon-nitrogen bond. organonitrogen compounds chebi_ontology organonitrogens CHEBI:35352 organonitrogen compound organonitrogen compounds IUPAC organonitrogens ChEBI An imide in which the two acyl substituents on nitrogen are carboacyl groups. chebi_ontology 0 69.993 C2NO2R3 [*]N(C([*])=O)C([*])=O dicarboximides secondary carboxamide CHEBI:35356 dicarboximide 0 ChEBI 69.993 ChEBI C2NO2R3 ChEBI [*]N(C([*])=O)C([*])=O ChEBI dicarboximides ChEBI secondary carboxamide ChEBI An amide of a sulfonic acid RS(=O)2NR'2. PMID:11498380 PMID:2434548 PMID:26811268 PMID:26832216 Wikipedia:Sulfonamide sulfonamides chebi_ontology 0 77.965 78.07100 NO2SR3 [*]S(=O)(=O)N([*])[*] sulfonamides CHEBI:35358 sulfonamide PMID:11498380 Europe PMC PMID:2434548 Europe PMC PMID:26811268 Europe PMC PMID:26832216 Europe PMC sulfonamides IUPAC 0 ChEBI 77.965 ChEBI 78.07100 ChEBI NO2SR3 ChEBI [*]S(=O)(=O)N([*])[*] ChEBI sulfonamides ChEBI Compounds having the structure RC(=NR)NR2. The term is used as a suffix in systematic nomenclature to denote the -C(=NH)NH2 group including its carbon atom. KEGG:C06060 carboxamidines chebi_ontology Amidines carboxamidines CHEBI:35359 carboxamidine carboxamidines IUPAC Amidines KEGG_COMPOUND carboxamidines ChEBI Any aliphatic monocarboxylic acid derived from or contained in esterified form in an animal or vegetable fat, oil or wax. CHEBI:13633 CHEBI:24024 CHEBI:4984 KEGG:C00162 PMID:14287444 PMID:14300208 PMID:14328676 Wikipedia:Fatty_acid Fatty acid fatty acids chebi_ontology 0 44.998 45.01740 CHO2R Fettsaeure Fettsaeuren OC([*])=O acide gras acides gras acido graso acidos grasos fatty acids CHEBI:35366 fatty acid PMID:14287444 Europe PMC PMID:14300208 Europe PMC PMID:14328676 Europe PMC Fatty acid KEGG_COMPOUND fatty acids IUPAC 0 ChEBI 44.998 ChEBI 45.01740 ChEBI CHO2R ChEBI Fettsaeure ChEBI Fettsaeuren ChEBI OC([*])=O ChEBI acide gras ChEBI acides gras ChemIDplus acido graso ChEBI acidos grasos ChEBI fatty acids ChEBI Parent monosaccharides are polyhydroxy aldehydes H[CH(OH)]nC(=O)H or polyhydroxy ketones H-[CHOH]n-C(=O)[CHOH]m-H with three or more carbon atoms. The generic term 'monosaccharide' (as opposed to oligosaccharide or polysaccharide) denotes a single unit, without glycosidic connection to other such units. It includes aldoses, dialdoses, aldoketoses, ketoses and diketoses, as well as deoxy sugars, provided that the parent compound has a (potential) carbonyl group. CHEBI:25407 CHEBI:6984 KEGG:C06698 Monosaccharide monosaccharide monosaccharides chebi_ontology Monosaccharid Monosacharid monosacarido monosacaridos CHEBI:35381 monosaccharide Monosaccharide KEGG_COMPOUND monosaccharide UniProt monosaccharides IUPAC Monosaccharid ChEBI Monosacharid ChEBI monosacarido ChEBI monosacaridos IUPAC A dicarboxylic acid monoanion that is the conjugate base of galactaric acid. (2R,3S,4R,5S)-5-carboxy-2,3,4,5-tetrahydroxypentanoate hydrogen meso-galactarate chebi_ontology -1 209.030 209.13086 C6H9O8 DSLZVSRJTYRBFB-DUHBMQHGSA-M InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-1/t1-,2+,3+,4- O[C@H]([C@H](O)[C@@H](O)C([O-])=O)[C@H](O)C(O)=O CHEBI:35390 galactarate(1-) (2R,3S,4R,5S)-5-carboxy-2,3,4,5-tetrahydroxypentanoate IUPAC hydrogen meso-galactarate IUPAC -1 ChEBI 209.030 ChEBI 209.13086 ChEBI C6H9O8 ChEBI DSLZVSRJTYRBFB-DUHBMQHGSA-M ChEBI InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-1/t1-,2+,3+,4- ChEBI O[C@H]([C@H](O)[C@@H](O)C([O-])=O)[C@H](O)C(O)=O ChEBI An alpha-amino-acid anion that is the conjugate base of aspartic acid. CHEBI:22659 CHEBI:29992 aspartate(1-) hydrogen aspartate chebi_ontology -1 132.030 132.09478 2-ammoniobutanedioate 2-ammoniosuccinate C4H6NO4 CKLJMWTZIZZHCS-UHFFFAOYSA-M InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-1 [NH3+]C(CC([O-])=O)C([O-])=O aspartic acid monoanion CHEBI:35391 aspartate(1-) aspartate(1-) JCBN hydrogen aspartate IUPAC -1 ChEBI 132.030 ChEBI 132.09478 ChEBI 2-ammoniobutanedioate IUPAC 2-ammoniosuccinate ChEBI C4H6NO4 ChEBI CKLJMWTZIZZHCS-UHFFFAOYSA-M ChEBI InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-1 ChEBI [NH3+]C(CC([O-])=O)C([O-])=O ChEBI aspartic acid monoanion JCBN hydrogen glucarate chebi_ontology C6H9O8 saccharate saccharate(1-) CHEBI:35392 glucarate(1-) hydrogen glucarate IUPAC C6H9O8 ChEBI saccharate ChEBI saccharate(1-) ChEBI A 3-carboxy-2,3-dihydroxypropanoate that is the conjugate base of tartaric acid. rel-(2R,3R)-3-carboxy-2,3-dihydroxypropanoate chebi_ontology -1 149.07890 C4H5O6 CHEBI:35397 tartrate(1-) rel-(2R,3R)-3-carboxy-2,3-dihydroxypropanoate IUPAC -1 ChEBI 149.07890 ChEBI C4H5O6 ChEBI (2R,3R)-3-carboxy-2,3-dihydroxypropanoate chebi_ontology -1 149.009 149.07890 C4H5O6 FEWJPZIEWOKRBE-JCYAYHJZSA-M InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-1/t1-,2-/m1/s1 O[C@H]([C@@H](O)C([O-])=O)C(O)=O CHEBI:35398 L-tartrate(1-) (2R,3R)-3-carboxy-2,3-dihydroxypropanoate IUPAC -1 ChEBI 149.009 ChEBI 149.07890 ChEBI C4H5O6 ChEBI FEWJPZIEWOKRBE-JCYAYHJZSA-M ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-1/t1-,2-/m1/s1 ChEBI O[C@H]([C@@H](O)C([O-])=O)C(O)=O ChEBI Beilstein:3905888 Gmelin:326915 MetaCyc:D-TARTRATE (2S,3S)-3-carboxy-2,3-dihydroxypropanoate chebi_ontology -1 149.009 149.07890 C4H5O6 FEWJPZIEWOKRBE-LWMBPPNESA-M InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-1/t1-,2-/m0/s1 O[C@@H]([C@H](O)C([O-])=O)C(O)=O CHEBI:35399 D-tartrate(1-) Beilstein:3905888 Beilstein Gmelin:326915 Gmelin (2S,3S)-3-carboxy-2,3-dihydroxypropanoate IUPAC -1 ChEBI 149.009 ChEBI 149.07890 ChEBI C4H5O6 ChEBI FEWJPZIEWOKRBE-LWMBPPNESA-M ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-1/t1-,2-/m0/s1 ChEBI O[C@@H]([C@H](O)C([O-])=O)C(O)=O ChEBI hydrogen (2R,3S)-2,3-dihydroxybutanedioate rel-(2R,3S)-3-carboxy-2,3-dihydroxypropanoate chebi_ontology -1 149.009 149.07890 C4H5O6 FEWJPZIEWOKRBE-XIXRPRMCSA-M InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-1/t1-,2+ [H+].O[C@@H]([C@@H](O)C([O-])=O)C([O-])=O CHEBI:35400 meso-tartrate(1-) hydrogen (2R,3S)-2,3-dihydroxybutanedioate IUPAC rel-(2R,3S)-3-carboxy-2,3-dihydroxypropanoate IUPAC -1 ChEBI 149.009 ChEBI 149.07890 ChEBI C4H5O6 ChEBI FEWJPZIEWOKRBE-XIXRPRMCSA-M ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-1/t1-,2+ ChEBI [H+].O[C@@H]([C@@H](O)C([O-])=O)C([O-])=O ChEBI chebi_ontology transition element oxoanions transition metal oxoanion transition metal oxoanions CHEBI:35405 transition element oxoanion transition element oxoanions ChEBI transition metal oxoanion ChEBI transition metal oxoanions ChEBI An oxoanion is an anion derived from an oxoacid by loss of hydron(s) bound to oxygen. CHEBI:33274 CHEBI:33436 oxoanion chebi_ontology oxoacid anions oxoanions CHEBI:35406 oxoanion oxoanion ChEBI oxoacid anions ChEBI oxoanions ChEBI A primary diamine is a compound derived from a hydrocarbon by replacing two hydrogen atoms by amino groups. CHEBI:26264 CHEBI:8408 KEGG:C02311 Primary diamine primary diamines chebi_ontology 32.037 H4N2R N[*]N primary diamines CHEBI:35410 primary diamine Primary diamine KEGG_COMPOUND primary diamines IUPAC 32.037 ChEBI H4N2R ChEBI N[*]N ChEBI primary diamines ChEBI A primary diamine that is ethane or a higher alkane in which a hydrogen of each of the terminal methyl groups has been replaced by an amino group. H2NCH2(CH2)nCH2NH2, where n = 0, 1, 2, etc. CHEBI:10204 CHEBI:13775 CHEBI:13808 CHEBI:22316 CHEBI:2577 KEGG:C02896 KEGG:C03687 Alkane-alpha,omega-diamine chebi_ontology (CH2)n.C2H8N2 0 H4N2(CH2)n alkane-alpha,omega-diamines alpha,omega-Diamine CHEBI:35411 alkane-alpha,omega-diamine Alkane-alpha,omega-diamine KEGG_COMPOUND (CH2)n.C2H8N2 ChEBI 0 ChEBI H4N2(CH2)n KEGG_COMPOUND alkane-alpha,omega-diamines ChEBI alpha,omega-Diamine KEGG_COMPOUND A ketoaldonate that is the conjugate base of N-acetylneuraminic acid, obtained by deprotonation of the carboxy group. CHEBI:12471 CHEBI:12579 CHEBI:21617 CHEBI:33987 MetaCyc:N-ACETYLNEURAMINATE Reaxys:9227329 5-acetamido-3,5-dideoxy-D-galacto-non-2-ulopyranosonate 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonate N-acetylneuraminate chebi_ontology -1 308.098 308.26196 C11H18NO9 InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/p-1/t5-,6+,7+,8+,9+,11?/m0/s1 SQVRNKJHWKZAKO-LUWBGTNYSA-M [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C([O-])=O)[C@H](O)[C@H](O)CO sialate CHEBI:35418 N-acetylneuraminate Reaxys:9227329 Reaxys 5-acetamido-3,5-dideoxy-D-galacto-non-2-ulopyranosonate IUPAC 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonate IUPAC N-acetylneuraminate UniProt -1 ChEBI 308.098 ChEBI 308.26196 ChEBI C11H18NO9 ChEBI InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/p-1/t5-,6+,7+,8+,9+,11?/m0/s1 ChEBI SQVRNKJHWKZAKO-LUWBGTNYSA-M ChEBI [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C([O-])=O)[C@H](O)[C@H](O)CO ChEBI sialate MetaCyc ortho-fused polycyclic hydrocarbon chebi_ontology ortho-fused polycyclic hydrocarbons CHEBI:35427 ortho-fused polycyclic hydrocarbon ortho-fused polycyclic hydrocarbon ChEBI ortho-fused polycyclic hydrocarbons ChEBI nickel coordination entity chebi_ontology nickel coordination compounds nickel coordination entities CHEBI:35438 nickel coordination entity nickel coordination entity ChEBI nickel coordination compounds ChEBI nickel coordination entities ChEBI A substance used in the prophylaxis or therapy of infectious diseases. chebi_ontology anti-infective agents anti-infective drugs antiinfective agents antiinfective drug CHEBI:35441 antiinfective agent anti-infective agents ChEBI anti-infective drugs ChEBI antiinfective agents ChEBI antiinfective drug ChEBI A substance used to treat or prevent parasitic infections. Wikipedia:Antiparasitic chebi_ontology antiparasitic drugs antiparasitics parasiticides CHEBI:35442 antiparasitic agent antiparasitic drugs ChEBI antiparasitics ChEBI parasiticides ChEBI Substance intended to kill parasitic worms (helminths). anthelminthic chebi_ontology anthelminthics anthelmintic anthelmintics antihelminth antihelmintico CHEBI:35443 anthelminthic drug anthelminthic IUPAC anthelminthics ChEBI anthelmintic IUPAC anthelmintics ChEBI antihelminth ChEBI antihelmintico ChEBI A cadmium coordination entity in which cadmium(2+) and Cl(-) ions are present in the ratio 2:1. Although considered to be ionic, it has considerable covalent character to its bonding. CAS:10108-64-2 Gmelin:912918 KEGG:C15233 LINCS:LSM-37028 MolBase:1667 PMID:23804459 PMID:25042713 PMID:25509961 PMID:25717432 Wikipedia:Cadmium_chloride cadmium dichloride cadmium(2+) chloride cadmium(II) chloride chebi_ontology 0 183.31640 183.841 Caddy CdCl2 Cl[Cd]Cl Dichlorocadmium InChI=1S/Cd.2ClH/h;2*1H/q+2;;/p-2 Kadmiumchlorid YKYOUMDCQGMQQO-UHFFFAOYSA-L [CdCl2] cadmium chloride CHEBI:35456 cadmium dichloride CAS:10108-64-2 ChemIDplus CAS:10108-64-2 KEGG COMPOUND CAS:10108-64-2 NIST Chemistry WebBook Gmelin:912918 Gmelin PMID:23804459 Europe PMC PMID:25042713 Europe PMC PMID:25509961 Europe PMC PMID:25717432 Europe PMC cadmium dichloride IUPAC cadmium(2+) chloride IUPAC cadmium(II) chloride IUPAC 0 ChEBI 183.31640 ChEBI 183.841 ChEBI Caddy ChemIDplus CdCl2 ChEBI CdCl2 IUPAC Cl[Cd]Cl ChEBI Dichlorocadmium ChemIDplus InChI=1S/Cd.2ClH/h;2*1H/q+2;;/p-2 ChEBI Kadmiumchlorid NIST_Chemistry_WebBook YKYOUMDCQGMQQO-UHFFFAOYSA-L ChEBI [CdCl2] MolBase cadmium chloride ChemIDplus CAS:11098-86-5 CAS:7790-86-5 Gmelin:1828 colombos:CeCl3 cerium trichloride cerium(3+) chloride cerium(III) chloride trichloridocerium chebi_ontology 0 244.812 246.47410 CeCl3 Cl[Ce](Cl)Cl InChI=1S/Ce.3ClH/h;3*1H/q+3;;;/p-3 VYLVYHXQOHJDJL-UHFFFAOYSA-K [CeCl3] cerium chloride cerous chloride cerous(III) chloride CHEBI:35458 cerium trichloride CAS:11098-86-5 ChemIDplus CAS:7790-86-5 ChemIDplus CAS:7790-86-5 NIST Chemistry WebBook Gmelin:1828 Gmelin cerium trichloride IUPAC cerium(3+) chloride IUPAC cerium(III) chloride IUPAC trichloridocerium IUPAC 0 ChEBI 244.812 ChEBI 246.47410 ChEBI CeCl3 ChEBI CeCl3 IUPAC Cl[Ce](Cl)Cl ChEBI InChI=1S/Ce.3ClH/h;3*1H/q+3;;;/p-3 ChEBI VYLVYHXQOHJDJL-UHFFFAOYSA-K ChEBI [CeCl3] ChEBI cerium chloride NIST_Chemistry_WebBook cerous chloride ChemIDplus cerous(III) chloride ChemIDplus Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. chebi_ontology antidepressant drugs antidepressants thymoanaleptics thymoleptic drugs thymoleptics CHEBI:35469 antidepressant antidepressant drugs ChEBI antidepressants ChEBI thymoanaleptics ChEBI thymoleptic drugs ChEBI thymoleptics ChEBI A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. chebi_ontology CNS agent CNS drugs central nervous system agents CHEBI:35470 central nervous system drug CNS agent ChEBI CNS drugs ChEBI central nervous system agents ChEBI A loosely defined grouping of drugs that have effects on psychological function. Wikipedia:Psychotropic_drug chebi_ontology psychoactive agent psychoactive drugs psychopharmaceuticals psychotropic drugs CHEBI:35471 psychotropic drug psychoactive agent ChEBI psychoactive drugs ChEBI psychopharmaceuticals ChEBI psychotropic drugs ChEBI A substance that reduces or suppresses inflammation. chebi_ontology anti-inflammatory drugs antiinflammatory agent antiinflammatory drug antiinflammatory drugs CHEBI:35472 anti-inflammatory drug anti-inflammatory drugs ChEBI antiinflammatory agent ChEBI antiinflammatory drug ChEBI antiinflammatory drugs ChEBI chebi_ontology alkali metal salts CHEBI:35479 alkali metal salt alkali metal salts ChEBI An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. chebi_ontology CHEBI:35480 analgesic A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors. chebi_ontology CHEBI:35481 non-narcotic analgesic A loosely defined group of drugs that tend to reduce the activity of the central nervous system. chebi_ontology CNS depressants central nervous system depressants CHEBI:35488 central nervous system depressant CNS depressants ChEBI central nervous system depressants ChEBI natural product fundamental parents chebi_ontology CHEBI:35507 natural product fundamental parent natural product fundamental parents IUPAC chebi_ontology steroid fundamental parents CHEBI:35508 steroid fundamental parent steroid fundamental parents ChEBI cholane chebi_ontology 0 330.329 330.59028 C24H42 InChI=1S/C24H42/c1-5-8-17(2)20-12-13-21-19-11-10-18-9-6-7-15-23(18,3)22(19)14-16-24(20,21)4/h17-22H,5-16H2,1-4H3/t17-,18?,19+,20-,21+,22+,23+,24-/m1/s1 QSHQKIURKJITMZ-BRPMRXRMSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4CCCC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC CHEBI:35519 cholane cholane IUPAC 0 ChEBI 330.329 ChEBI 330.59028 ChEBI C24H42 ChEBI InChI=1S/C24H42/c1-5-8-17(2)20-12-13-21-19-11-10-18-9-6-7-15-23(18,3)22(19)14-16-24(20,21)4/h17-22H,5-16H2,1-4H3/t17-,18?,19+,20-,21+,22+,23+,24-/m1/s1 ChEBI QSHQKIURKJITMZ-BRPMRXRMSA-N ChEBI [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4CCCC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC ChEBI An agent that causes an increase in the expansion of a bronchus or bronchial tubes. chebi_ontology bronchodilator bronchodilator agents broncholytic agent CHEBI:35523 bronchodilator agent bronchodilator ChEBI bronchodilator agents ChEBI broncholytic agent ChEBI A drug which lowers the blood glucose level. chebi_ontology antidiabetic antihyperglycemic antihyperglycemic agent antihyperglycemic agents antihyperglycemic drug antihyperglycemic drugs antihyperglycemics hypoglycemic agents hypoglycemic drug hypoglycemic drugs CHEBI:35526 hypoglycemic agent antidiabetic ChEBI antihyperglycemic ChEBI antihyperglycemic agent ChEBI antihyperglycemic agents ChEBI antihyperglycemic drug ChEBI antihyperglycemic drugs ChEBI antihyperglycemics ChEBI hypoglycemic agents ChEBI hypoglycemic drug ChEBI hypoglycemic drugs ChEBI A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes. chebi_ontology (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate,hydrogen-donor:oxygen oxidoreductase inhibitor (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate,hydrogen-donor:oxygen oxidoreductase inhibitors (PG)H synthase inhibitor (PG)H synthase inhibitors COX inhibitor EC 1.14.99.1 (cyclooxygenase) inhibitor EC 1.14.99.1 (cyclooxygenase) inhibitors EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitors EC 1.14.99.1 inhibitor EC 1.14.99.1 inhibitors PG synthetase inhibitor PG synthetase inhibitors cyclooxygenase (EC 1.14.99.1) inhibitor cyclooxygenase (EC 1.14.99.1) inhibitors cyclooxygenase inhibitor cyclooxygenase inhibitors fatty acid cyclooxygenase inhibitor fatty acid cyclooxygenase inhibitors prostaglandin G/H synthase inhibitor prostaglandin G/H synthase inhibitors prostaglandin endoperoxide synthetase inhibitor prostaglandin endoperoxide synthetase inhibitors prostaglandin synthase inhibitor prostaglandin synthase inhibitors prostaglandin synthetase inhibitor prostaglandin synthetase inhibitors CHEBI:35544 EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate,hydrogen-donor:oxygen oxidoreductase inhibitor ChEBI (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate,hydrogen-donor:oxygen oxidoreductase inhibitors ChEBI (PG)H synthase inhibitor ChEBI (PG)H synthase inhibitors ChEBI COX inhibitor ChEBI EC 1.14.99.1 (cyclooxygenase) inhibitor ChEBI EC 1.14.99.1 (cyclooxygenase) inhibitors ChEBI EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitors ChEBI EC 1.14.99.1 inhibitor ChEBI EC 1.14.99.1 inhibitors ChEBI PG synthetase inhibitor ChEBI PG synthetase inhibitors ChEBI cyclooxygenase (EC 1.14.99.1) inhibitor ChEBI cyclooxygenase (EC 1.14.99.1) inhibitors ChEBI cyclooxygenase inhibitor ChEBI cyclooxygenase inhibitors ChEBI fatty acid cyclooxygenase inhibitor ChEBI fatty acid cyclooxygenase inhibitors ChEBI prostaglandin G/H synthase inhibitor ChEBI prostaglandin G/H synthase inhibitors ChEBI prostaglandin endoperoxide synthetase inhibitor ChEBI prostaglandin endoperoxide synthetase inhibitors ChEBI prostaglandin synthase inhibitor ChEBI prostaglandin synthase inhibitors ChEBI prostaglandin synthetase inhibitor ChEBI prostaglandin synthetase inhibitors ChEBI bipyridine chebi_ontology Bipyridin C10H8N2 bipyridyl CHEBI:35545 bipyridine bipyridine IUPAC Bipyridin ChEBI C10H8N2 ChEBI bipyridyl IUPAC heterocyclic parent hydrides chebi_ontology heterocyclic fundamental parent heterocyclic organic fundamental parents organic heterocyclic fundamental parents CHEBI:35552 heterocyclic organic fundamental parent heterocyclic parent hydrides IUPAC heterocyclic fundamental parent ChEBI heterocyclic organic fundamental parents ChEBI organic heterocyclic fundamental parents ChEBI A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. chebi_ontology cardiovascular agent cardiovascular drugs CHEBI:35554 cardiovascular drug cardiovascular agent ChEBI cardiovascular drugs ChEBI chebi_ontology mancude organic heteromonocyclic parents mancude-ring organic heteromonocyclic parents CHEBI:35555 mancude organic heteromonocyclic parent mancude organic heteromonocyclic parents ChEBI mancude-ring organic heteromonocyclic parents ChEBI A five-membered monocyclic heteroarene comprising one NH and four CH units which forms the parent compound of the pyrrole group of compounds. Its five-membered ring structure has three tautomers. A 'closed class'. pyrrole chebi_ontology C4H5N CHEBI:35556 pyrrole pyrrole IUPAC C4H5N ChEBI That one of the three tautomers of pyrrole which has the double bonds at positions 1 and 4. 3H-pyrrole chebi_ontology 0 67.042 67.08924 C1C=CN=C1 C4H5N InChI=1S/C4H5N/c1-2-4-5-3-1/h1,3-4H,2H2 VXIKDBJPBRMXBP-UHFFFAOYSA-N CHEBI:35557 3H-pyrrole 3H-pyrrole IUPAC 0 ChEBI 67.042 ChEBI 67.08924 ChEBI C1C=CN=C1 ChEBI C4H5N ChEBI InChI=1S/C4H5N/c1-2-4-5-3-1/h1,3-4H,2H2 ChEBI VXIKDBJPBRMXBP-UHFFFAOYSA-N ChEBI That one of the three tautomers of pyrrole which has the double bonds at positions 1 and 3. Beilstein:1633591 2H-pyrrole chebi_ontology 0 67.042 67.08924 C1C=CC=N1 C4H5N InChI=1S/C4H5N/c1-2-4-5-3-1/h1-3H,4H2 JZIBVTUXIVIFGC-UHFFFAOYSA-N CHEBI:35558 2H-pyrrole Beilstein:1633591 Beilstein 2H-pyrrole IUPAC 0 ChEBI 67.042 ChEBI 67.08924 ChEBI C1C=CC=N1 ChEBI C4H5N ChEBI InChI=1S/C4H5N/c1-2-4-5-3-1/h1-3H,4H2 ChEBI JZIBVTUXIVIFGC-UHFFFAOYSA-N ChEBI A monocyclic heteroarene with a structure consisting of a 5-membered ring containing four carbons and one oxygen, with formula C4H4O. It is a toxic, flammable, low-boiling (31degreeC) colourless liquid. CHEBI:30855 CHEBI:34767 Beilstein:103221 CAS:110-00-9 Gmelin:25716 HMDB:HMDB13785 KEGG:C14275 LINCS:LSM-37156 PMID:16006568 PMID:17224250 PMID:22079235 PMID:22542513 PMID:22641279 PMID:22865590 PMID:9169064 Reaxys:103221 Wikipedia:Furan Furan furan chebi_ontology 0 1,4-epoxy-1,3-butadiene 68.026 68.07400 C4H4O InChI=1S/C4H4O/c1-2-4-5-3-1/h1-4H YLQBMQCUIZJEEH-UHFFFAOYSA-N c1ccoc1 divinylene oxide furane oxacyclopentadiene oxole tetrole CHEBI:35559 furan Beilstein:103221 Beilstein CAS:110-00-9 ChemIDplus CAS:110-00-9 KEGG COMPOUND CAS:110-00-9 NIST Chemistry WebBook Gmelin:25716 Gmelin PMID:16006568 Europe PMC PMID:17224250 Europe PMC PMID:22079235 Europe PMC PMID:22542513 Europe PMC PMID:22641279 Europe PMC PMID:22865590 Europe PMC PMID:9169064 Europe PMC Reaxys:103221 Reaxys Furan KEGG_COMPOUND furan IUPAC 0 ChEBI 1,4-epoxy-1,3-butadiene ChemIDplus 68.026 ChEBI 68.07400 ChEBI C4H4O ChEBI InChI=1S/C4H4O/c1-2-4-5-3-1/h1-4H ChEBI YLQBMQCUIZJEEH-UHFFFAOYSA-N ChEBI c1ccoc1 ChEBI divinylene oxide ChemIDplus furane NIST_Chemistry_WebBook oxacyclopentadiene ChemIDplus oxole NIST_Chemistry_WebBook tetrole ChemIDplus Any molecular entity that consists of a ring having (formally) the maximum number of noncumulative double bonds. mancude-ring systems chebi_ontology mancude rings mancunide-ring systems CHEBI:35568 mancude ring mancude-ring systems IUPAC mancude rings ChEBI mancunide-ring systems IUPAC chebi_ontology mancude organic heterobicyclic parents mancude-ring organic heterobicyclic parents CHEBI:35570 mancude organic heterobicyclic parent mancude organic heterobicyclic parents ChEBI mancude-ring organic heterobicyclic parents ChEBI chebi_ontology mancude organic heterocyclic parents mancude-ring organic heterocyclic parents CHEBI:35571 mancude organic heterocyclic parent mancude organic heterocyclic parents ChEBI mancude-ring organic heterocyclic parents ChEBI chebi_ontology organic mancude parents organic mancude-ring parents CHEBI:35573 organic mancude parent organic mancude parents ChEBI organic mancude-ring parents ChEBI N-oxide chebi_ontology N-oxides CHEBI:35580 N-oxide N-oxide ChEBI N-oxides ChEBI Either of two isomeric forms comprising a benzene ring fused to a pyrrole ring. HMDB:HMDB00738 PMID:24563545 PMID:24695245 Wikipedia:Indole colombos:INDOLE indole chebi_ontology C8H7N CHEBI:35581 indole PMID:24563545 Europe PMC PMID:24695245 Europe PMC indole IUPAC C8H7N ChEBI A heterobicyclic aromatic organic compound comprising a pyrimidine ring fused to an imidazole ring; the parent compound of the purines. HMDB:HMDB01366 KEGG:C15587 MetaCyc:PURINE PMID:12865945 PMID:24088627 purine chebi_ontology C5H4N4 CHEBI:35584 purine PMID:12865945 Europe PMC PMID:24088627 Europe PMC purine IUPAC C5H4N4 ChEBI The 1H-tautomer of purine. Gmelin:2379911 1H-purine chebi_ontology 0 120.044 120.11210 C5H4N4 InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) KDCGOANMDULRCW-UHFFFAOYSA-N c1nc2c[nH]cnc2n1 CHEBI:35586 1H-purine Gmelin:2379911 Gmelin 1H-purine ChEBI 0 ChEBI 120.044 ChEBI 120.11210 ChEBI C5H4N4 ChEBI InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) ChEBI KDCGOANMDULRCW-UHFFFAOYSA-N ChEBI c1nc2c[nH]cnc2n1 ChEBI The 3H-tautomer of purine. PMID:6149478 PMID:7178185 PMID:7296170 Reaxys:1210196 3H-purine chebi_ontology 0 120.044 120.11222 C5H4N4 InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) KDCGOANMDULRCW-UHFFFAOYSA-N c1nc2cnc[nH]c2n1 CHEBI:35588 3H-purine PMID:6149478 Europe PMC PMID:7178185 Europe PMC PMID:7296170 Europe PMC Reaxys:1210196 Reaxys 3H-purine IUPAC 0 ChEBI 120.044 ChEBI 120.11222 ChEBI C5H4N4 ChEBI InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) ChEBI KDCGOANMDULRCW-UHFFFAOYSA-N ChEBI c1nc2cnc[nH]c2n1 ChEBI The 9H-tautomer of purine. Beilstein:606899 CAS:120-73-0 Gmelin:3120 Wikipedia:Purine 9H-purine chebi_ontology 0 120.044 120.11222 C5H4N4 InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) KDCGOANMDULRCW-UHFFFAOYSA-N c1ncc2nc[nH]c2n1 CHEBI:35589 9H-purine Beilstein:606899 Beilstein CAS:120-73-0 NIST Chemistry WebBook Gmelin:3120 Gmelin 9H-purine IUPAC 9H-purine UniProt 0 ChEBI 120.044 ChEBI 120.11222 ChEBI C5H4N4 ChEBI InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) ChEBI KDCGOANMDULRCW-UHFFFAOYSA-N ChEBI c1ncc2nc[nH]c2n1 ChEBI A negative ion consisting solely of carbon and oxygen atoms, and therefore having the general formula CxOy(n-) for some integers x, y and n. carbon oxoanion chebi_ontology carbon oxoanions oxocarbon anion oxocarbon anions CHEBI:35604 carbon oxoanion carbon oxoanion ChEBI carbon oxoanions ChEBI oxocarbon anion ChEBI oxocarbon anions ChEBI chebi_ontology carbon oxoacids oxoacids of carbon CHEBI:35605 carbon oxoacid carbon oxoacids ChEBI oxoacids of carbon ChEBI A substance that inhibits or prevents the proliferation of neoplasms. chebi_ontology anticancer agent anticancer agents antineoplastic antineoplastic agents cytostatic CHEBI:35610 antineoplastic agent anticancer agent ChEBI anticancer agents ChEBI antineoplastic ChEBI antineoplastic agents ChEBI cytostatic ChEBI A food additive that is used to added improve the taste or odour of a food. chebi_ontology flavoring agent flavoring agents flavour enhancer flavour enhancers flavouring agents CHEBI:35617 flavouring agent flavoring agent ChEBI flavoring agents ChEBI flavour enhancer ChEBI flavour enhancers ChEBI flavouring agents ChEBI Any ether in which the oxygen is attached to at least one aryl substituent. chebi_ontology CHEBI:35618 aromatic ether A drug used to cause dilation of the blood vessels. chebi_ontology vasodilator vasodilator agents CHEBI:35620 vasodilator agent vasodilator ChEBI vasodilator agents ChEBI A drug used to prevent seizures or reduce their severity. chebi_ontology Antiepileptika Antiepileptikum Antikonvulsiva Antikonvulsivum anti-convulsant anti-convulsants anti-convulsive agent anti-convulsive agents anticonvulsants anticonvulsive agent anticonvulsive agents antiepileptic antiepileptics antiepileptique antiepileptiques CHEBI:35623 anticonvulsant Antiepileptika ChEBI Antiepileptikum ChEBI Antikonvulsiva ChEBI Antikonvulsivum ChEBI anti-convulsant ChEBI anti-convulsants ChEBI anti-convulsive agent ChEBI anti-convulsive agents ChEBI anticonvulsants ChEBI anticonvulsive agent ChEBI anticonvulsive agents ChEBI antiepileptic ChEBI antiepileptics ChEBI antiepileptique ChEBI antiepileptiques ChEBI A lactam in which the amide bond is contained within a four-membered ring, which includes the amide nitrogen and the carbonyl carbon. CHEBI:10426 CHEBI:22845 KEGG:C01866 Wikipedia:Beta-lactam beta-Lactam chebi_ontology beta-lactams CHEBI:35627 beta-lactam beta-Lactam KEGG_COMPOUND beta-lactams ChEBI chebi_ontology terpenoid fundamental parents CHEBI:35662 terpenoid fundamental parent terpenoid fundamental parents ChEBI Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. chebi_ontology antihypertensive antihypertensive agents antihypertensive drug antihypertensive drugs CHEBI:35674 antihypertensive agent antihypertensive ChEBI antihypertensive agents ChEBI antihypertensive drug ChEBI antihypertensive drugs ChEBI Any carboxylic acid containing two carboxy groups. CHEBI:23692 CHEBI:36172 CHEBI:4501 KEGG:C02028 Dicarboxylic acid chebi_ontology dicarboxylic acids CHEBI:35692 dicarboxylic acid Dicarboxylic acid KEGG_COMPOUND dicarboxylic acids ChEBI dicarboxylic acid anion chebi_ontology dicarboxylic acid anions CHEBI:35693 dicarboxylic acid anion dicarboxylic acid anion ChEBI dicarboxylic acid anions ChEBI Any dicarboxylic acid anion that is a monoanion obtained by the deprotonation of only one of the carboxy groups of the dicarboxylic acid. chebi_ontology dicarboxylic acid monoanions CHEBI:35695 dicarboxylic acid monoanion dicarboxylic acid monoanions ChEBI A compound formally derived from an oxoacid RkE(=O)l(OH)m (l > 0) and an alcohol, phenol, heteroarenol, or enol by linking with formal loss of water from an acidic hydroxy group of the former and a hydroxy group of the latter. CHEBI:23960 CHEBI:4859 KEGG:C00287 Wikipedia:Ester Ester chebi_ontology esters CHEBI:35701 ester Ester KEGG_COMPOUND esters ChEBI A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. CHEBI:10074 CHEBI:27333 KEGG:C06708 Wikipedia:Xenobiotic Xenobiotic xenobiotic xenobiotics chebi_ontology xenobiotic compounds CHEBI:35703 xenobiotic Xenobiotic KEGG_COMPOUND xenobiotic IUPAC xenobiotics IUPAC xenobiotic compounds ChEBI Beilstein:3207208 ursane chebi_ontology 0 412.407 412.73388 C30H52 InChI=1S/C30H52/c1-20-12-16-27(5)18-19-29(7)22(25(27)21(20)2)10-11-24-28(6)15-9-14-26(3,4)23(28)13-17-30(24,29)8/h20-25H,9-19H2,1-8H3/t20-,21+,22-,23+,24-,25+,27-,28+,29-,30-/m1/s1 OOTXFYSZXCPMPG-BMYLZFHVSA-N [H][C@]12CC[C@]3([H])[C@@]4(C)CCCC(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]1(C)CC[C@@H](C)[C@H](C)[C@@]21[H] CHEBI:35711 ursane Beilstein:3207208 Beilstein ursane IUPAC 0 ChEBI 412.407 ChEBI 412.73388 ChEBI C30H52 ChEBI InChI=1S/C30H52/c1-20-12-16-27(5)18-19-29(7)22(25(27)21(20)2)10-11-24-28(6)15-9-14-26(3,4)23(28)13-17-30(24,29)8/h20-25H,9-19H2,1-8H3/t20-,21+,22-,23+,24-,25+,27-,28+,29-,30-/m1/s1 ChEBI OOTXFYSZXCPMPG-BMYLZFHVSA-N ChEBI [H][C@]12CC[C@]3([H])[C@@]4(C)CCCC(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]1(C)CC[C@@H](C)[C@H](C)[C@@]21[H] ChEBI A compound having a nitro group, -NO2 (free valence on nitrogen), which may be attached to carbon, nitrogen (as in nitramines), or oxygen (as in nitrates), among other elements (in the absence of specification, C-nitro compounds are usually implied). nitro compounds chebi_ontology CHEBI:35715 nitro compound nitro compounds IUPAC A nitro compound having the nitro group (-NO2) attached to a carbon atom. C-nitro compounds chebi_ontology CHEBI:35716 C-nitro compound C-nitro compounds IUPAC A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. chebi_ontology hypnotics hypnotics and sedatives sedative drug sedatives sedatives and hypnotics CHEBI:35717 sedative hypnotics ChEBI hypnotics and sedatives ChEBI sedative drug ChEBI sedatives ChEBI sedatives and hypnotics ChEBI An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. chebi_ontology antifungal antifungal agents antifungal drug antifungal drugs antifungals CHEBI:35718 antifungal agent antifungal ChEBI antifungal agents ChEBI antifungal drug ChEBI antifungal drugs ChEBI antifungals ChEBI A quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid substituted by an oxo group at position 4, a fluoro group at position 6, a cyclopropyl group at position 1 and a 4-ethylpiperazin-1-yl group at position 7. It is a veterinary antibacterial agent used for the treatment of pets. CAS:93106-60-6 Drug_Central:1017 HMDB:HMDB29861 KEGG:D02473 LINCS:LSM-3709 PMID:15967281 PMID:19376344 PMID:24380725 PMID:26963935 PMID:8828132 Patent:KR20130080422 Patent:RU2491922 Patent:US4659603 Reaxys:5307824 Wikipedia:Enrofloxacin colombos:ENROFLOXACINE 1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid Enrofloxacin chebi_ontology 0 359.165 359.395 Baytril C19H22FN3O3 C1=C(C(=CC2=C1N(C=C(C2=O)C(=O)O)C3CC3)F)N4CCN(CC4)CC InChI=1S/C19H22FN3O3/c1-2-21-5-7-22(8-6-21)17-10-16-13(9-15(17)20)18(24)14(19(25)26)11-23(16)12-3-4-12/h9-12H,2-8H2,1H3,(H,25,26) SPFYMRJSYKOXGV-UHFFFAOYSA-N CHEBI:35720 enrofloxacin CAS:93106-60-6 ChemIDplus Drug_Central:1017 DrugCentral PMID:15967281 Europe PMC PMID:19376344 Europe PMC PMID:24380725 Europe PMC PMID:26963935 Europe PMC PMID:8828132 Europe PMC Reaxys:5307824 Reaxys 1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid IUPAC Enrofloxacin ChemIDplus 0 ChEBI 359.165 ChEBI 359.395 ChEBI Baytril ChemIDplus C19H22FN3O3 ChEBI C1=C(C(=CC2=C1N(C=C(C2=O)C(=O)O)C3CC3)F)N4CCN(CC4)CC ChEBI InChI=1S/C19H22FN3O3/c1-2-21-5-7-22(8-6-21)17-10-16-13(9-15(17)20)18(24)14(19(25)26)11-23(16)12-3-4-12/h9-12H,2-8H2,1H3,(H,25,26) ChEBI SPFYMRJSYKOXGV-UHFFFAOYSA-N ChEBI lanthanoid coordination entity chebi_ontology lanthanoid coordination compounds lanthanoid coordination entities CHEBI:35728 lanthanoid coordination entity lanthanoid coordination entity ChEBI lanthanoid coordination compounds ChEBI lanthanoid coordination entities ChEBI CHEBI:13210 CHEBI:23691 CHEBI:6976 dicarboxylic acid monoamide chebi_ontology dicarboxylic acid monoamides CHEBI:35735 dicarboxylic acid monoamide dicarboxylic acid monoamide UniProt dicarboxylic acid monoamides ChEBI An oxoacid containing four carboxy groups. chebi_ontology C4H4O8R tetracarboxylic acids CHEBI:35742 tetracarboxylic acid C4H4O8R ChEBI tetracarboxylic acids ChEBI Any anion of a tricarboxylic acid formed by deprotonation of at least one carboxy group. tricarboxylic acid anion chebi_ontology tricarboxylic acid anions CHEBI:35753 tricarboxylic acid anion tricarboxylic acid anion ChEBI tricarboxylic acid anions ChEBI A carboxylic acid anion formed when the carboxy group of a monocarboxylic acid is deprotonated. CO2R 44.01000 43.990 [O-]C([*])=O CHEBI:13657 CHEBI:25382 CHEBI:3407 KEGG:C00060 chebi_ontology -1 43.990 44.01000 CO2R Carboxylate Monocarboxylate [O-]C([*])=O a monocarboxylate monocarboxylates monocarboxylic acid anions CHEBI:35757 monocarboxylic acid anion -1 ChEBI 43.990 ChEBI 44.01000 ChEBI CO2R ChEBI Carboxylate KEGG_COMPOUND Monocarboxylate KEGG_COMPOUND [O-]C([*])=O ChEBI a monocarboxylate UniProt monocarboxylates ChEBI monocarboxylic acid anions ChEBI arsenic oxoanion chebi_ontology arsenic oxoanions oxoanions of arsenic CHEBI:35776 arsenic oxoanion arsenic oxoanion ChEBI arsenic oxoanions ChEBI oxoanions of arsenic ChEBI A phosphorus oxoanion that is the conjugate base of phosphoric acid. colombos:PHOSPHATE chebi_ontology Pi phosphate phosphate ions CHEBI:35780 phosphate ion Pi ChEBI phosphate ChEBI phosphate ions ChEBI CHEBI:24979 CHEBI:25804 chebi_ontology keto steroids ketosteroids oxo steroids oxosteroids CHEBI:35789 oxo steroid keto steroids ChEBI ketosteroids ChEBI oxo steroids ChEBI oxosteroids ChEBI An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom. oxazole chebi_ontology oxazoles CHEBI:35790 oxazole oxazole ChEBI oxazoles ChEBI Compounds having the nitroso group, -NO, attached to carbon, or to another element, most commonly nitrogen or oxygen. chebi_ontology nitroso compounds CHEBI:35800 nitroso compound nitroso compounds ChEBI nitroso chebi_ontology -N=O 0 29.998 30.00614 NO O=N- CHEBI:35801 nitroso group nitroso IUPAC -N=O IUPAC 0 ChEBI 29.998 ChEBI 30.00614 ChEBI NO ChEBI O=N- IUPAC A tricarboxylic acid monoanion that is the conjugate base of citric acid, obtained by deprotonation of one of the three carboxy groups. dihydrogen citrate chebi_ontology -1 191.11558 C6H7O7 H2cit H2cit(-) CHEBI:35804 citrate(1-) dihydrogen citrate IUPAC -1 ChEBI 191.11558 ChEBI C6H7O7 ChEBI H2cit IUPAC H2cit(-) ChEBI A tricarboxylic acid dianion obtained by deprotonation of two of the three carboxy groups of citric acid. hydrogen citrate chebi_ontology -2 190.10764 C6H6O7 Hcit Hcit(2-) CHEBI:35808 citrate(2-) hydrogen citrate IUPAC -2 ChEBI 190.10764 ChEBI C6H6O7 ChEBI Hcit IUPAC Hcit(2-) ChEBI A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions. chebi_ontology leprostatic leprostatic agent leprostatic drugs CHEBI:35816 leprostatic drug leprostatic ChEBI leprostatic agent ChEBI leprostatic drugs ChEBI Any antimicrobial drug which is used to treat or prevent protozoal infections. Wikipedia:Antiprotozoal_agent chebi_ontology antiprotozoal agent antiprotozoal agents antiprotozoal drugs CHEBI:35820 antiprotozoal drug antiprotozoal agent ChEBI antiprotozoal agents ChEBI antiprotozoal drugs ChEBI A drug used to treat rheumatoid arthritis. chebi_ontology anti-rheumatic drugs antirheumatic agent antirheumatic drugs CHEBI:35842 antirheumatic drug anti-rheumatic drugs ChEBI antirheumatic agent ChEBI antirheumatic drugs ChEBI A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes. chebi_ontology lipooxygenase inhibitor lipoxygenase inhibitors CHEBI:35856 lipoxygenase inhibitor lipooxygenase inhibitor ChEBI lipoxygenase inhibitors ChEBI Any monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent. chebi_ontology hydroxy acid hydroxy monocarboxylic acids CHEBI:35868 hydroxy monocarboxylic acid hydroxy acid ChEBI hydroxy monocarboxylic acids ChEBI Any monocarboxylic acid having at least one additional oxo functional group. chebi_ontology oxo monocarboxylic acids CHEBI:35871 oxo monocarboxylic acid oxo monocarboxylic acids ChEBI chebi_ontology imidazopyrimidines CHEBI:35875 imidazopyrimidine imidazopyrimidines ChEBI The saturated hydrides of tervalent phosphorus having the general formula PnHn+2. phosphanes chebi_ontology CHEBI:35878 phosphanes phosphanes IUPAC chebi_ontology phosphorus hydrides CHEBI:35879 phosphorus hydride phosphorus hydrides ChEBI The simplest of the diphosphanes, consisting of two covelently linked phosphorus atoms each carrying two hydrogens. CAS:13445-50-6 Reaxys:13729060 Wikipedia:Diphosphane diphosphane chebi_ontology 0 65.979 65.97928 H4P2 InChI=1S/H4P2/c1-2/h1-2H2 P2H4 VURFVHCLMJOLKN-UHFFFAOYSA-N [H]P([H])P([H])[H] biphosphine diphosphine CHEBI:35880 diphosphane CAS:13445-50-6 ChemIDplus CAS:13445-50-6 NIST Chemistry WebBook Reaxys:13729060 Reaxys diphosphane IUPAC 0 ChEBI 65.979 ChEBI 65.97928 ChEBI H4P2 ChEBI InChI=1S/H4P2/c1-2/h1-2H2 ChEBI P2H4 IUPAC VURFVHCLMJOLKN-UHFFFAOYSA-N ChEBI [H]P([H])P([H])[H] ChEBI biphosphine ChEBI diphosphine NIST_Chemistry_WebBook pnictogen hydride chebi_ontology pnictogen hydrides CHEBI:35881 pnictogen hydride pnictogen hydride ChEBI pnictogen hydrides ChEBI Phosphane (PH3) and compounds derived from it by substituting one, two or three hydrogen atoms by hydrocarbyl groups: RPH2, R2PH, R3P (R =/= H) are called primary, secondary and tertiary phosphines, respectively. A specific phosphine is preferably named as a substituted phosphane. PMID:14629181 PMID:21241104 PMID:21399776 PMID:21699183 PMID:21714575 PMID:21854058 PMID:21957974 phosphines chebi_ontology fosfinas phosphines CHEBI:35883 phosphine PMID:14629181 Europe PMC PMID:21241104 Europe PMC PMID:21399776 Europe PMC PMID:21699183 Europe PMC PMID:21714575 Europe PMC PMID:21854058 Europe PMC PMID:21957974 Europe PMC phosphines IUPAC fosfinas IUPAC phosphines ChEBI A compound derived from phosphane by substituting one hydrogen atom by a hydrocarbyl group. primary phosphines chebi_ontology fosfina primaria fosfinas primarias phospnines primaires CHEBI:35884 primary phosphine primary phosphines IUPAC fosfina primaria IUPAC fosfinas primarias IUPAC phospnines primaires IUPAC Beilstein:1730775 Patent:CA1320105 Patent:US4721683 propylphosphane chebi_ontology 0 76.044 76.07730 C3H9P CCCP InChI=1S/C3H9P/c1-2-3-4/h2-4H2,1H3 NNOBHPBYUHDMQF-UHFFFAOYSA-N PrPH2 n-propylphosphine CHEBI:35891 propylphosphine Beilstein:1730775 Beilstein propylphosphane IUPAC 0 ChEBI 76.044 ChEBI 76.07730 ChEBI C3H9P ChEBI CCCP ChEBI InChI=1S/C3H9P/c1-2-3-4/h2-4H2,1H3 ChEBI NNOBHPBYUHDMQF-UHFFFAOYSA-N ChEBI PrPH2 ChEBI n-propylphosphine Patent CHEBI:35178 CHEBI:35901 chebi_ontology oxo monocarboxylic acid anions CHEBI:35902 oxo monocarboxylic acid anion oxo monocarboxylic acid anions ChEBI Any carboxylic acid anion containing at least one oxo group. chebi_ontology oxo carboxylic acid anions CHEBI:35903 oxo carboxylic acid anion oxo carboxylic acid anions ChEBI Any monocarboxylic acid having a 2-oxo substituent. CHEBI:11634 CHEBI:1238 CHEBI:13195 CHEBI:13594 CHEBI:19736 CHEBI:35909 KEGG:C00161 2-oxo carboxylic acids chebi_ontology 0 2-Oxo acid 2-Oxocarboxylate 2-oxo acid 2-oxo monocarboxylic acids 72.993 73.02750 C2HO3R OC(=O)C([*])=O CHEBI:35910 2-oxo monocarboxylic acid 2-oxo carboxylic acids IUPAC 0 ChEBI 2-Oxo acid KEGG_COMPOUND 2-Oxocarboxylate KEGG_COMPOUND 2-oxo acid UniProt 2-oxo monocarboxylic acids ChEBI 72.993 ChEBI 73.02750 ChEBI C2HO3R ChEBI OC(=O)C([*])=O ChEBI A substance used for its pharmacological action on any aspect of neurotransmitter systems. Neurotransmitter agents include agonists, antagonists, degradation inhibitors, uptake inhibitors, depleters, precursors, and modulators of receptor function. chebi_ontology neurotransmitter agents CHEBI:35942 neurotransmitter agent neurotransmitter agents ChEBI A hydroxy monocarboxylic acid that has a hydroxy group beta to the carboxy group. chebi_ontology 3-hydroxy acid 3-hydroxy monocarboxylic acids beta-hydroxy acid beta-hydroxy acids beta-hydroxy carboxylic acid beta-hydroxy carboxylic acids CHEBI:35969 3-hydroxy monocarboxylic acid 3-hydroxy acid ChEBI 3-hydroxy monocarboxylic acids ChEBI beta-hydroxy acid ChEBI beta-hydroxy acids ChEBI beta-hydroxy carboxylic acid ChEBI beta-hydroxy carboxylic acids ChEBI Any hydroxy monocarboxylic acid carrying at least two hydroxy groups. chebi_ontology dihydroxy monocarboxylic acids CHEBI:35972 dihydroxy monocarboxylic acid dihydroxy monocarboxylic acids ChEBI An oxo monocarboxylic acid anion having the oxo group located at the 3-position (R = H or organyl group). chebi_ontology -1 3-oxo monocarboxylic acid anions 83.985 84.03030 C3O3R3 [O-]C(=O)C([*])([*])C([*])=O a 3-oxo acid CHEBI:35973 3-oxo monocarboxylic acid anion -1 ChEBI 3-oxo monocarboxylic acid anions ChEBI 83.985 ChEBI 84.03030 ChEBI C3O3R3 ChEBI [O-]C(=O)C([*])([*])C([*])=O ChEBI a 3-oxo acid UniProt Any amino acid carrying two amino groups. chebi_ontology CHEBI:35987 diamino acid A polycyclic compound in which two rings have two or more atoms in common. chebi_ontology bridged compounds CHEBI:35990 bridged compound bridged compounds ChEBI Natural and synthetic antibiotics containing the 4-thia-1-azabicyclo[3.2.0]heptan-7-one structure, generally assumed to have the 5R configuration unless otherwise specified. penams chebi_ontology CHEBI:35992 penams penams IUPAC A drug used to treat or prevent microbial infections. chebi_ontology antimicrobial drugs CHEBI:36043 antimicrobial drug antimicrobial drugs ChEBI A substance used in the prophylaxis or therapy of virus diseases. chebi_ontology anti-viral drug anti-virus drug antiviral drugs CHEBI:36044 antiviral drug anti-viral drug ChEBI anti-virus drug ChEBI antiviral drugs ChEBI A drug used to treat or prevent bacterial infections. Wikipedia:Antibacterial chebi_ontology antibacterial drugs CHEBI:36047 antibacterial drug antibacterial drugs ChEBI Any monocarboxylic acid anion carrying at least one hydroxy substituent. chebi_ontology hydroxy monocarboxylic acid anions hydroxymonocarboxylic acid anion hydroxymonocarboxylic acid anions CHEBI:36059 hydroxy monocarboxylic acid anion hydroxy monocarboxylic acid anions ChEBI hydroxymonocarboxylic acid anion ChEBI hydroxymonocarboxylic acid anions ChEBI CHEBI:22867 CHEBI:50419 LIPID_MAPS_class:LMST04 chebi_ontology bile acids and derivatives cholanoids CHEBI:36078 cholanoid LIPID_MAPS_class:LMST04 LIPID MAPS bile acids and derivatives LIPID_MAPS cholanoids ChEBI A hydroxybenzoate that is the conjugate base of dihydroxybenzoic acid. dihydroxybenzoate chebi_ontology dihydroxybenzoates CHEBI:36084 dihydroxybenzoate dihydroxybenzoate ChEBI dihydroxybenzoates ChEBI chebi_ontology inorganic chloride salt inorganic chloride salts inorganic chlorides CHEBI:36093 inorganic chloride inorganic chloride salt ChEBI inorganic chloride salts ChEBI inorganic chlorides ChEBI chebi_ontology organic chloride salts CHEBI:36094 organic chloride salt organic chloride salts ChEBI Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included). CHEBI:13684 CHEBI:26517 Wikipedia:Quinone quinone quinones chebi_ontology Chinon a quinone quinones CHEBI:36141 quinone quinone IUPAC quinones IUPAC Chinon ChEBI a quinone UniProt quinones ChEBI chebi_ontology amino dicarboxylic acids CHEBI:36164 amino dicarboxylic acid amino dicarboxylic acids ChEBI A dicarboxylic acid dianion obtained by the deprotonation of both the carboxy groups of pimelic acid. Beilstein:3905193 Gmelin:363895 MetaCyc:CPD-205 Reaxys:3905193 heptanedioate chebi_ontology -2 158.058 158.15190 C7H10O4 InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)/p-2 WLJVNTCWHIRURA-UHFFFAOYSA-L [O-]C(=O)CCCCCC([O-])=O heptanedioate CHEBI:36165 pimelate(2-) Beilstein:3905193 Beilstein Gmelin:363895 Gmelin Reaxys:3905193 Reaxys heptanedioate IUPAC -2 ChEBI 158.058 ChEBI 158.15190 ChEBI C7H10O4 ChEBI InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)/p-2 ChEBI WLJVNTCWHIRURA-UHFFFAOYSA-L ChEBI [O-]C(=O)CCCCCC([O-])=O ChEBI heptanedioate UniProt CHEBI:22956 CHEBI:22957 Gmelin:874013 but-2-enedioate chebi_ontology -2 113.995 114.05628 C4H2O4 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2 VZCYOOQTPOCHFL-UHFFFAOYSA-L [H]C(=C([H])C([O-])=O)C([O-])=O CHEBI:36180 butenedioate Gmelin:874013 Gmelin but-2-enedioate IUPAC -2 ChEBI 113.995 ChEBI 114.05628 ChEBI C4H2O4 ChEBI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2 ChEBI VZCYOOQTPOCHFL-UHFFFAOYSA-L ChEBI [H]C(=C([H])C([O-])=O)C([O-])=O ChEBI A glycosylglucose consisting of galactose and glucose units linked through a 1-6 glycosidic linkage. Beilstein:1292777 CAS:645-03-4 DrugBank:DB04116 PMID:24128493 PMID:241475 Reaxys:1292777 allolactose beta-D-galactopyranosyl-(1->6)-D-glucopyranose chebi_ontology 0 342.116 342.29648 6-O-beta-D-galactopyranosyl-D-glucopyranose C12H22O11 DLRVVLDZNNYCBX-VDGMBKLFSA-N InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11?,12-/m1/s1 OC[C@H]1O[C@@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O beta-D-Galp-(1->6)-D-Glcp CHEBI:36229 allolactose Beilstein:1292777 Beilstein CAS:645-03-4 ChemIDplus PMID:24128493 Europe PMC PMID:241475 Europe PMC Reaxys:1292777 Reaxys allolactose ChemIDplus beta-D-galactopyranosyl-(1->6)-D-glucopyranose IUPAC 0 ChEBI 342.116 ChEBI 342.29648 ChEBI 6-O-beta-D-galactopyranosyl-D-glucopyranose ChemIDplus C12H22O11 ChEBI DLRVVLDZNNYCBX-VDGMBKLFSA-N ChEBI InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11?,12-/m1/s1 ChEBI OC[C@H]1O[C@@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O ChEBI beta-D-Galp-(1->6)-D-Glcp IUPAC A compound in which two monosaccharides are joined by a glycosidic bond. CHEBI:23844 CHEBI:4654 KEGG:C01911 Disaccharide disaccharides chebi_ontology Disaccharid Disacharid disacarido disacaridos CHEBI:36233 disaccharide Disaccharide KEGG_COMPOUND disaccharides IUPAC Disaccharid ChEBI Disacharid ChEBI disacarido ChEBI disacaridos IUPAC Conjugate base of chenodeoxycholic acid; major species at pH 7.3. CHEBI:13960 CHEBI:23093 CHEBI:57884 Beilstein:3703074 3alpha,7alpha-dihydroxy-5beta-cholan-24-oate chenodeoxycholate chebi_ontology -1 391.285 391.56406 C24H39O4 InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 RUDATBOHQWOJDD-BSWAIDMHSA-M [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC([O-])=O chenodeoxycholate anion chenodeoxycholate(1-) CHEBI:36234 chenodeoxycholate Beilstein:3703074 Beilstein 3alpha,7alpha-dihydroxy-5beta-cholan-24-oate IUPAC chenodeoxycholate UniProt -1 ChEBI 391.285 ChEBI 391.56406 ChEBI C24H39O4 ChEBI InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 ChEBI RUDATBOHQWOJDD-BSWAIDMHSA-M ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC([O-])=O ChEBI chenodeoxycholate anion ChEBI chenodeoxycholate(1-) ChEBI chebi_ontology bile acid anions CHEBI:36235 bile acid anion bile acid anions ChEBI A steroid acid that consists of cholane having a carboxy group in place of the methyl group at position 24. CAS:25312-65-6 Patent:JP2008069152 Reaxys:13246008 cholan-24-oic acid chebi_ontology 0 360.303 360.57320 C24H40O2 InChI=1S/C24H40O2/c1-16(7-12-22(25)26)19-10-11-20-18-9-8-17-6-4-5-14-23(17,2)21(18)13-15-24(19,20)3/h16-21H,4-15H2,1-3H3,(H,25,26)/t16-,17?,18+,19-,20+,21+,23+,24-/m1/s1 RPKLZQLYODPWTM-KBMWBBLPSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4CCCC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)=O CHEBI:36237 cholanic acid CAS:25312-65-6 ChemIDplus Reaxys:13246008 Reaxys cholan-24-oic acid IUPAC 0 ChEBI 360.303 ChEBI 360.57320 ChEBI C24H40O2 ChEBI InChI=1S/C24H40O2/c1-16(7-12-22(25)26)19-10-11-20-18-9-8-17-6-4-5-14-23(17,2)21(18)13-15-24(19,20)3/h16-21H,4-15H2,1-3H3,(H,25,26)/t16-,17?,18+,19-,20+,21+,23+,24-/m1/s1 ChEBI RPKLZQLYODPWTM-KBMWBBLPSA-N ChEBI [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4CCCC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)=O ChEBI Beilstein:3214794 CAS:546-18-9 LIPID_MAPS_instance:LMST04010441 5beta-cholan-24-oic acid 5beta-cholanic acid chebi_ontology (5beta)-cholan-24-oic acid (5beta,17beta)-gamma-methylandrostane-17-butanoic acid 0 360.303 360.57320 5beta-cholanoic acid C24H40O2 InChI=1S/C24H40O2/c1-16(7-12-22(25)26)19-10-11-20-18-9-8-17-6-4-5-14-23(17,2)21(18)13-15-24(19,20)3/h16-21H,4-15H2,1-3H3,(H,25,26)/t16-,17+,18+,19-,20+,21+,23+,24-/m1/s1 RPKLZQLYODPWTM-LVVAJZGHSA-N [H][C@@]12CCCC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])CC2)[C@H](C)CCC(O)=O ursocholanic acid CHEBI:36238 5beta-cholanic acid Beilstein:3214794 Beilstein CAS:546-18-9 ChemIDplus LIPID_MAPS_instance:LMST04010441 LIPID MAPS 5beta-cholan-24-oic acid IUPAC 5beta-cholanic acid ChemIDplus (5beta)-cholan-24-oic acid ChemIDplus (5beta,17beta)-gamma-methylandrostane-17-butanoic acid ChemIDplus 0 ChEBI 360.303 ChEBI 360.57320 ChEBI 5beta-cholanoic acid ChemIDplus C24H40O2 ChEBI InChI=1S/C24H40O2/c1-16(7-12-22(25)26)19-10-11-20-18-9-8-17-6-4-5-14-23(17,2)21(18)13-15-24(19,20)3/h16-21H,4-15H2,1-3H3,(H,25,26)/t16-,17+,18+,19-,20+,21+,23+,24-/m1/s1 ChEBI RPKLZQLYODPWTM-LVVAJZGHSA-N ChEBI [H][C@@]12CCCC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])CC2)[C@H](C)CCC(O)=O ChEBI ursocholanic acid ChemIDplus Members of the class of cholanic acids based on a 5beta-cholane skeleton. chebi_ontology CHEBI:36248 5beta-cholanic acids A glycine or taurine amide of a bile acid. chebi_ontology bile acid conjugates CHEBI:36249 bile acid conjugate bile acid conjugates ChEBI A N-acylglycinate that is the conjugate base of glycochenodeoxycholic acid. CHEBI:58664 CHEBI:59452 Beilstein:3730023 Reaxys:3730023 N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)glycinate glycochenodeoxycholate chebi_ontology -1 448.306 448.61542 C26H42NO5 GHCZAUBVMUEKKP-GYPHWSFCSA-M InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/p-1/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC([O-])=O CHEBI:36252 glycochenodeoxycholate Beilstein:3730023 Beilstein Reaxys:3730023 Reaxys N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)glycinate IUPAC glycochenodeoxycholate UniProt -1 ChEBI 448.306 ChEBI 448.61542 ChEBI C26H42NO5 ChEBI GHCZAUBVMUEKKP-GYPHWSFCSA-M ChEBI InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/p-1/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1 ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC([O-])=O ChEBI Amide of a bile acid with glycine. chebi_ontology bile acid glycine conjugates CHEBI:36255 bile acid glycine conjugate bile acid glycine conjugates ChEBI molybdenum oxoanion chebi_ontology molybdenum oxoanions CHEBI:36262 molybdenum oxoanion molybdenum oxoanion ChEBI molybdenum oxoanions ChEBI A monovalent inorganic anion that consists of molybdic acid where one of the two OH groups has been deprotonated. hydrogen(tetraoxidomolybdate)(1-) hydroxidodioxidomolybdate(1-) chebi_ontology -1 160.94554 162.893 HMoO4 HMoO4(-) InChI=1S/Mo.H2O.3O/h;1H2;;;/q+1;;;;-1/p-1 NIBXJCYCRLUCEJ-UHFFFAOYSA-M [H]O[Mo]([O-])(=O)=O [MoO3(OH)](-) hydrogen molybdate CHEBI:36263 hydrogenmolybdate hydrogen(tetraoxidomolybdate)(1-) IUPAC hydroxidodioxidomolybdate(1-) IUPAC -1 ChEBI 160.94554 ChEBI 162.893 ChEBI HMoO4 ChEBI HMoO4(-) ChEBI InChI=1S/Mo.H2O.3O/h;1H2;;;/q+1;;;;-1/p-1 ChEBI NIBXJCYCRLUCEJ-UHFFFAOYSA-M ChEBI [H]O[Mo]([O-])(=O)=O ChEBI [MoO3(OH)](-) ChEBI hydrogen molybdate IUPAC A divalent inorganic anion obtained by removal of both protons from molybdic acid CHEBI:25368 CHEBI:6967 CAS:14259-85-9 Gmelin:2155 KEGG:C06232 MolBase:230 PDBeChem:MOO Molybdate molybdate tetraoxidomolybdate(2-) tetraoxidomolybdate(VI) chebi_ontology -2 159.93760 161.885 InChI=1S/Mo.4O/q;;;2*-1 MEFBJEMVZONFCJ-UHFFFAOYSA-N MOLYBDATE ION MoO4 [MoO4](2-) [O-][Mo]([O-])(=O)=O CHEBI:36264 molybdate CAS:14259-85-9 ChemIDplus Gmelin:2155 Gmelin Molybdate KEGG_COMPOUND molybdate UniProt tetraoxidomolybdate(2-) IUPAC tetraoxidomolybdate(VI) IUPAC -2 ChEBI 159.93760 ChEBI 161.885 ChEBI InChI=1S/Mo.4O/q;;;2*-1 ChEBI MEFBJEMVZONFCJ-UHFFFAOYSA-N ChEBI MOLYBDATE ION PDBeChem MoO4 ChEBI [MoO4](2-) MolBase [O-][Mo]([O-])(=O)=O ChEBI chebi_ontology transition element oxoacids transition metal oxoacid transition metal oxoacids CHEBI:36265 transition element oxoacid transition element oxoacids ChEBI transition metal oxoacid ChEBI transition metal oxoacids ChEBI molybdenum oxoacid chebi_ontology molybdenum oxoacids oxoacids of molybdenum CHEBI:36267 molybdenum oxoacid molybdenum oxoacid ChEBI molybdenum oxoacids ChEBI oxoacids of molybdenum ChEBI tungsten oxoanion chebi_ontology tungsten oxoanions CHEBI:36270 tungsten oxoanion tungsten oxoanion ChEBI tungsten oxoanions ChEBI A monovalent inorganic anion that consists of tungstic acid where one of the two OH groups has been deprotonated. Gmelin:26402 hydrogen(tetraoxidotungstate)(1-) hydroxidodioxidotungstate(1-) chebi_ontology -1 248.84554 248.938 HO4W HWO4(-) InChI=1S/H2O.3O.W/h1H2;;;;/q;;;-1;+1/p-1 QGUPUDUDXSOSNF-UHFFFAOYSA-M [H]O[W]([O-])(=O)=O [WO3(OH)](-) CHEBI:36271 hydrogentungstate Gmelin:26402 Gmelin hydrogen(tetraoxidotungstate)(1-) IUPAC hydroxidodioxidotungstate(1-) IUPAC -1 ChEBI 248.84554 ChEBI 248.938 ChEBI HO4W ChEBI HWO4(-) IUPAC InChI=1S/H2O.3O.W/h1H2;;;;/q;;;-1;+1/p-1 ChEBI QGUPUDUDXSOSNF-UHFFFAOYSA-M ChEBI [H]O[W]([O-])(=O)=O ChEBI [WO3(OH)](-) ChEBI CAS:7783-03-1 Gmelin:82224 dihydroxidodioxidotungsten chebi_ontology 0 249.85348 249.946 CMPGARWFYBADJI-UHFFFAOYSA-L H2O4W H2WO4 InChI=1S/2H2O.2O.W/h2*1H2;;;/q;;;;+2/p-2 [H]O[W](=O)(=O)O[H] [WO2(OH)2] dihydrogen wolframate tungstic(VI) acid CHEBI:36272 tungstic acid CAS:7783-03-1 ChemIDplus Gmelin:82224 Gmelin dihydroxidodioxidotungsten IUPAC 0 ChEBI 249.85348 ChEBI 249.946 ChEBI CMPGARWFYBADJI-UHFFFAOYSA-L ChEBI H2O4W ChEBI H2WO4 IUPAC InChI=1S/2H2O.2O.W/h2*1H2;;;/q;;;;+2/p-2 ChEBI [H]O[W](=O)(=O)O[H] ChEBI [WO2(OH)2] ChEBI dihydrogen wolframate ChemIDplus tungstic(VI) acid ChemIDplus Beilstein:3854517 CAS:863-57-0 sodium N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycinate sodium glycocholate chebi_ontology 0 487.291 487.60459 C26H42NNaO6 InChI=1S/C26H43NO6.Na/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29;/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33);/q;+1/p-1/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-;/m1./s1 N-choloylglycine, monosodium salt OABYVIYXWMZFFJ-ZUHYDKSRSA-M [Na+].[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC([O-])=O glycocholate sodium glycocholate sodium salt glycocholic acid sodium salt monosodium glycocholic acid CHEBI:36273 sodium glycocholate Beilstein:3854517 Beilstein CAS:863-57-0 ChemIDplus sodium N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycinate IUPAC sodium glycocholate ChemIDplus 0 ChEBI 487.291 ChEBI 487.60459 ChEBI C26H42NNaO6 ChEBI InChI=1S/C26H43NO6.Na/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29;/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33);/q;+1/p-1/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-;/m1./s1 ChEBI N-choloylglycine, monosodium salt ChemIDplus OABYVIYXWMZFFJ-ZUHYDKSRSA-M ChEBI [Na+].[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC([O-])=O ChEBI glycocholate sodium ChemIDplus glycocholate sodium salt ChemIDplus glycocholic acid sodium salt ChemIDplus monosodium glycocholic acid ChemIDplus A bile acid glycine conjugate having 3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl as the bile acid component. CHEBI:3591 CHEBI:41520 CHEBI:5463 Beilstein:3226177 CAS:640-79-9 DrugBank:DB02123 HMDB:HMDB06898 KEGG:C05466 MetaCyc:GLYCOCHENODEOXYCHOLIC_ACID PDBeChem:CHO PMID:22770225 PMID:23078175 Reaxys:3226177 Wikipedia:Glycochenodeoxycholic_acid GLYCOCHENODEOXYCHOLIC ACID Glycochenodeoxycholic acid N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)glycine [(3alpha,7alpha-dihydroxy-24-oxo-5beta-cholan-24-yl)amino]acetic acid chebi_ontology 0 449.314 449.62336 C26H43NO5 Chenodeoxyglycocholate GCDCA GHCZAUBVMUEKKP-GYPHWSFCSA-N Glycochenodeoxycholate InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC(O)=O chenodeoxycholylglycine chenodeoxyglycocholic acid glycine chenodeoxycholate CHEBI:36274 glycochenodeoxycholic acid Beilstein:3226177 Beilstein CAS:640-79-9 ChemIDplus CAS:640-79-9 KEGG COMPOUND PMID:22770225 Europe PMC PMID:23078175 Europe PMC Reaxys:3226177 Reaxys GLYCOCHENODEOXYCHOLIC ACID PDBeChem Glycochenodeoxycholic acid KEGG_COMPOUND N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)glycine IUPAC [(3alpha,7alpha-dihydroxy-24-oxo-5beta-cholan-24-yl)amino]acetic acid IUPAC 0 ChEBI 449.314 KEGG_COMPOUND 449.62336 ChEBI C26H43NO5 KEGG_COMPOUND Chenodeoxyglycocholate KEGG_COMPOUND GCDCA ChEBI GHCZAUBVMUEKKP-GYPHWSFCSA-N ChEBI Glycochenodeoxycholate KEGG_COMPOUND InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1 ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(=O)NCC(O)=O ChEBI chenodeoxycholylglycine ChemIDplus chenodeoxyglycocholic acid ChEBI glycine chenodeoxycholate ChemIDplus A salt of a bile acid. chebi_ontology bile acid salts CHEBI:36277 bile acid salt bile acid salts ChEBI CHEBI:23166 CHEBI:23211 chebi_ontology cholan-24-oic acids CHEBI:36278 cholanic acids cholan-24-oic acids ChEBI chebi_ontology tricarboxylic acid monoanions CHEBI:36299 tricarboxylic acid monoanion tricarboxylic acid monoanions ChEBI chebi_ontology tricarboxylic acid dianions CHEBI:36300 tricarboxylic acid dianion tricarboxylic acid dianions ChEBI Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block. local anaesthetic chebi_ontology Lokalanaesthetikum anesthesique local local anaesthetics local anesthetics CHEBI:36333 local anaesthetic local anaesthetic IUPAC Lokalanaesthetikum ChEBI anesthesique local ChEBI local anaesthetics ChEBI local anesthetics ChEBI A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida. chebi_ontology antitrypanosomal agent antitrypanosomal agents antitrypanosomal drug antitrypanosomal drugs trypanocidal drugs trypanocide trypanosomicidal agents CHEBI:36335 trypanocidal drug antitrypanosomal agent ChEBI antitrypanosomal agents ChEBI antitrypanosomal drug ChEBI antitrypanosomal drugs ChEBI trypanocidal drugs ChEBI trypanocide ChEBI trypanosomicidal agents ChEBI Lepton is a fermion that does not experience the strong force (strong interaction). The term is derived from the Greek lambdaepsilonpitauomicronsigma (small, thin). chebi_ontology leptons CHEBI:36338 lepton leptons ChEBI Baryon is a fermion that does experience the strong force (strong interaction). The term is derived from the Greek betaalpharhoupsilonsigma (heavy). chebi_ontology baryons CHEBI:36339 baryon baryons ChEBI Particle of half-integer spin quantum number following Fermi-Dirac statistics. Fermions are named after Enrico Fermi. fermion chebi_ontology fermions CHEBI:36340 fermion fermion IUPAC fermions ChEBI A particle smaller than an atom. chebi_ontology subatomic particles CHEBI:36342 subatomic particle subatomic particles ChEBI A subatomic particle known to have substructure (i.e. consisting of smaller particles). chebi_ontology composite particles CHEBI:36343 composite particle composite particles ChEBI Hadron is a subatomic particle which experiences the strong force. chebi_ontology hadrons CHEBI:36344 hadron hadrons ChEBI A nucleus or any of its constituents in any of their energy states. nuclear particle chebi_ontology CHEBI:36347 nuclear particle nuclear particle IUPAC Any molecular entity consisting of more than one atom. chebi_ontology polyatomic entities CHEBI:36357 polyatomic entity polyatomic entities ChEBI An ion consisting of more than one atom. chebi_ontology polyatomic ions CHEBI:36358 polyatomic ion polyatomic ions ChEBI phosphorus oxoacid derivative chebi_ontology CHEBI:36359 phosphorus oxoacid derivative phosphorus oxoacid derivative ChEBI phosphorus oxoacids and derivatives chebi_ontology CHEBI:36360 phosphorus oxoacids and derivatives phosphorus oxoacids and derivatives ChEBI CHEBI:26081 CHEBI:29196 CAS:10294-56-1 Gmelin:164068 phosphorous acid trihydrogen trioxophosphate(3-) trihydroxidophosphorus trioxophosphoric(3-) acid chebi_ontology 0 81.982 81.99578 H3O3P H3PO3 InChI=1S/H3O3P/c1-4(2)3/h1-3H OJMIONKXNSYLSR-UHFFFAOYSA-N P(OH)3 [H]OP(O[H])O[H] [P(OH)3] phosphite phosphorige Saeure CHEBI:36361 phosphorous acid CAS:10294-56-1 ChemIDplus CAS:10294-56-1 NIST Chemistry WebBook Gmelin:164068 Gmelin phosphorous acid IUPAC trihydrogen trioxophosphate(3-) IUPAC trihydroxidophosphorus IUPAC trioxophosphoric(3-) acid IUPAC 0 ChEBI 81.982 ChEBI 81.99578 ChEBI H3O3P ChEBI H3PO3 IUPAC H3PO3 NIST_Chemistry_WebBook InChI=1S/H3O3P/c1-4(2)3/h1-3H ChEBI OJMIONKXNSYLSR-UHFFFAOYSA-N ChEBI P(OH)3 IUPAC [H]OP(O[H])O[H] ChEBI [P(OH)3] IUPAC phosphite UniProt phosphorige Saeure ChEBI chebi_ontology alkaline earth salts CHEBI:36364 alkaline earth salt alkaline earth salts ChEBI chebi_ontology mancude organic heterotricyclic parents mancude-ring organic heterotricyclic parents CHEBI:36416 mancude organic heterotricyclic parent mancude organic heterotricyclic parents ChEBI mancude-ring organic heterotricyclic parents ChEBI An azaarene that is the 9-aza derivative of phenanthrene. The parent of the class of phenanthridines. Beilstein:120204 CAS:229-87-8 PMID:18522130 PMID:24452525 PMID:24547771 Reaxys:120204 Wikipedia:Phenanthridine phenanthridine chebi_ontology 0 179.073 179.21730 3,4-benzoisoquinoline 3,4-benzoquinoline 6-phenanthridine 9-azaphenanthrene C13H9N InChI=1S/C13H9N/c1-2-6-11-10(5-1)9-14-13-8-4-3-7-12(11)13/h1-9H RDOWQLZANAYVLL-UHFFFAOYSA-N benzo[c]quinoline c1ccc2c(c1)cnc1ccccc21 CHEBI:36421 phenanthridine Beilstein:120204 Beilstein CAS:229-87-8 ChemIDplus CAS:229-87-8 NIST Chemistry WebBook PMID:18522130 Europe PMC PMID:24452525 Europe PMC PMID:24547771 Europe PMC Reaxys:120204 Reaxys phenanthridine IUPAC 0 ChEBI 179.073 ChEBI 179.21730 ChEBI 3,4-benzoisoquinoline ChemIDplus 3,4-benzoquinoline NIST_Chemistry_WebBook 6-phenanthridine ChemIDplus 9-azaphenanthrene NIST_Chemistry_WebBook C13H9N ChEBI InChI=1S/C13H9N/c1-2-6-11-10(5-1)9-14-13-8-4-3-7-12(11)13/h1-9H ChEBI RDOWQLZANAYVLL-UHFFFAOYSA-N ChEBI benzo[c]quinoline NIST_Chemistry_WebBook c1ccc2c(c1)cnc1ccccc21 ChEBI Beilstein:3140799 oleanane chebi_ontology 0 412.407 412.73388 C30H52 InChI=1S/C30H52/c1-25(2)16-17-27(5)18-19-29(7)21(22(27)20-25)10-11-24-28(6)14-9-13-26(3,4)23(28)12-15-30(24,29)8/h21-24H,9-20H2,1-8H3/t21-,22+,23+,24-,27-,28+,29-,30-/m1/s1 VCNKUCWWHVTTBY-KQCVGMHHSA-N [H][C@]12CC[C@]3([H])[C@@]4(C)CCCC(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]1(C)CCC(C)(C)C[C@@]21[H] CHEBI:36481 oleanane Beilstein:3140799 Beilstein oleanane IUPAC 0 ChEBI 412.407 ChEBI 412.73388 ChEBI C30H52 ChEBI InChI=1S/C30H52/c1-25(2)16-17-27(5)18-19-29(7)21(22(27)20-25)10-11-24-28(6)14-9-13-26(3,4)23(28)12-15-30(24,29)8/h21-24H,9-20H2,1-8H3/t21-,22+,23+,24-,27-,28+,29-,30-/m1/s1 ChEBI VCNKUCWWHVTTBY-KQCVGMHHSA-N ChEBI [H][C@]12CC[C@]3([H])[C@@]4(C)CCCC(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]1(C)CCC(C)(C)C[C@@]21[H] ChEBI A coordination entity in which the central atom to which the ligands are attached comes from groups 1, 2, 13, 14, 15, 16, 17, or 18 of the periodic table. chebi_ontology main group coordination compounds main-group coordination entities CHEBI:36562 main-group coordination entity main group coordination compounds ChEBI main-group coordination entities ChEBI chebi_ontology zinc group coordination compounds zinc group coordination entities CHEBI:36563 zinc group coordination entity zinc group coordination compounds ChEBI zinc group coordination entities ChEBI chebi_ontology cadmium coordination compounds cadmium coordination entities CHEBI:36565 cadmium coordination entity cadmium coordination compounds ChEBI cadmium coordination entities ChEBI cyanide salt chebi_ontology cyanide salts CHEBI:36572 cyanide salt cyanide salt ChEBI cyanide salts ChEBI Any compound containing the carbonyl group, C=O. The term is commonly used in the restricted sense of aldehydes and ketones, although it actually includes carboxylic acids and derivatives. carbonyl compounds chebi_ontology CHEBI:36586 carbonyl compound carbonyl compounds IUPAC Organic compounds containing an oxygen atom, =O, doubly bonded to carbon or another element. oxo compounds chebi_ontology organic oxo compounds CHEBI:36587 organic oxo compound oxo compounds IUPAC organic oxo compounds ChEBI Any terpenoid derived from a triterpene. The term includes compounds in which the C30 skeleton of the parent triterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups). CHEBI:27151 CHEBI:9748 KEGG:C06085 Triterpenoid chebi_ontology triterpenoides triterpenoids CHEBI:36615 triterpenoid Triterpenoid KEGG_COMPOUND triterpenoides ChEBI triterpenoids ChEBI Any one of eight organic heterobicyclic compounds that have a naphthalene skeleton in which two of the carbons are replaced by nitrogens. A 'closed' class. Wikipedia:Naphthyridine naphthyridine chebi_ontology C8H6N2 CHEBI:36624 naphthyridine naphthyridine IUPAC C8H6N2 ChEBI A naphthyridine in which the nitrogens are situated at positions 1 and 8. Beilstein:109347 CAS:254-60-4 Gmelin:27124 Reaxys:109347 1,8-naphthyridine chebi_ontology 0 1,8-diazanaphthalene 1,8-pyridopyridine 130.053 130.14660 C8H6N2 FLBAYUMRQUHISI-UHFFFAOYSA-N InChI=1S/C8H6N2/c1-3-7-4-2-6-10-8(7)9-5-1/h1-6H c1cnc2ncccc2c1 napy CHEBI:36628 1,8-naphthyridine Beilstein:109347 Beilstein CAS:254-60-4 ChemIDplus CAS:254-60-4 NIST Chemistry WebBook Gmelin:27124 Gmelin Reaxys:109347 Reaxys 1,8-naphthyridine IUPAC 0 ChEBI 1,8-diazanaphthalene NIST_Chemistry_WebBook 1,8-pyridopyridine NIST_Chemistry_WebBook 130.053 ChEBI 130.14660 ChEBI C8H6N2 ChEBI FLBAYUMRQUHISI-UHFFFAOYSA-N ChEBI InChI=1S/C8H6N2/c1-3-7-4-2-6-10-8(7)9-5-1/h1-6H ChEBI c1cnc2ncccc2c1 ChEBI napy IUPAC CHEBI:11427 CHEBI:19319 Beilstein:3666805 KEGG:C00196 UM-BBD_compID:c0056 2,3-Dihydroxybenzoate 2,3-dihydroxybenzoate chebi_ontology -1 153.019 153.11220 2-pyrocatechuate 3-hydroxysalicylate C7H5O4 GLDQAMYCGOIJDV-UHFFFAOYSA-M InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)/p-1 Oc1cccc(C([O-])=O)c1O catechol-3-carboxylate CHEBI:36654 2,3-dihydroxybenzoate Beilstein:3666805 Beilstein KEGG:C00196 ChEBI UM-BBD_compID:c0056 ChEBI 2,3-Dihydroxybenzoate KEGG_COMPOUND 2,3-dihydroxybenzoate IUPAC 2,3-dihydroxybenzoate UniProt -1 ChEBI 153.019 ChEBI 153.11220 ChEBI 2-pyrocatechuate ChEBI 3-hydroxysalicylate ChEBI C7H5O4 ChEBI GLDQAMYCGOIJDV-UHFFFAOYSA-M ChEBI InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)/p-1 ChEBI Oc1cccc(C([O-])=O)c1O ChEBI catechol-3-carboxylate ChEBI The conjugate base of glyoxylic acid. CHEBI:14368 CHEBI:24420 CHEBI:35977 Beilstein:3903641 Gmelin:323497 MetaCyc:GLYOX glyoxylate oxoacetate chebi_ontology -1 72.993 73.02754 C2HO3 Glyoxylat HHLFWLYXYJOTON-UHFFFAOYSA-M InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)/p-1 [H]C(=O)C([O-])=O CHEBI:36655 glyoxylate Beilstein:3903641 Beilstein Gmelin:323497 Gmelin glyoxylate UniProt oxoacetate IUPAC -1 ChEBI 72.993 ChEBI 73.02754 ChEBI C2HO3 ChEBI Glyoxylat ChEBI HHLFWLYXYJOTON-UHFFFAOYSA-M ChEBI InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)/p-1 ChEBI [H]C(=O)C([O-])=O ChEBI An organochlorine compound is a compound containing at least one carbon-chlorine bond. Wikipedia:Organochloride organochlorine compound chebi_ontology chloroorganic compounds chlororganische Verbindungen organochloride compound organochloride compounds organochlorine compounds CHEBI:36683 organochlorine compound organochlorine compound ChEBI chloroorganic compounds ChEBI chlororganische Verbindungen ChEBI organochloride compound ChEBI organochloride compounds ChEBI organochlorine compounds ChEBI A compound containing at least one carbon-halogen bond. chebi_ontology organohalogen compounds CHEBI:36684 organohalogen compound organohalogen compounds ChEBI A carboxylic acid containing at least one chloro group. chebi_ontology chlorocarboxylic acids CHEBI:36685 chlorocarboxylic acid chlorocarboxylic acids ChEBI heterotricyclic compound heterotricyclic compounds chebi_ontology heterotricyclic compounds CHEBI:36688 heterotricyclic compound heterotricyclic compound ChEBI heterotricyclic compounds IUPAC heterotricyclic compounds ChEBI Any of a class of steroid hormones that are produced in the adrenal cortex. chebi_ontology adrenal cortex hormones corticosteroid hormones CHEBI:36699 corticosteroid hormone adrenal cortex hormones ChEBI corticosteroid hormones ChEBI aminoquinoline chebi_ontology aminoquinolines CHEBI:36709 aminoquinoline aminoquinoline ChEBI aminoquinolines ChEBI A salt formally resulting from the reaction of hydrochloric acid with an organic base. chebi_ontology Hydrochlorid hydrochloride salts hydrochlorides CHEBI:36807 hydrochloride Hydrochlorid ChEBI hydrochloride salts ChEBI hydrochlorides ChEBI O-organyl oximes R2C=NOR' (R' =/= H). oxime O-ether oxime O-ethers chebi_ontology 0 41.998 CNOR3 O-substituted oximes [*]O\N=C(/[*])[*] oxime O-ethers oxime ether oxime ethers CHEBI:36816 oxime O-ether oxime O-ether IUPAC oxime O-ethers IUPAC 0 ChEBI 41.998 ChEBI CNOR3 ChEBI O-substituted oximes ChEBI [*]O\N=C(/[*])[*] ChEBI oxime O-ethers ChEBI oxime ether ChEBI oxime ethers ChEBI Two or more cyclic systems (single rings or fused systems) which are directly joined to each other by double or single bonds are named ring assemblies when the number of such direct ring junctions is one less than the number of cyclic systems involved. ring assemblies ring assembly chebi_ontology CHEBI:36820 ring assembly ring assemblies IUPAC ring assembly IUPAC pseudohalide group chebi_ontology halogenoid group pseudohalido group pseudohalo groups pseudohalogen group CHEBI:36823 pseudohalo group pseudohalide group IUPAC halogenoid group ChEBI pseudohalido group ChEBI pseudohalo groups ChEBI pseudohalogen group IUPAC pseudohalide ions chebi_ontology pseudohalide anions pseudohalides pseudohalogen anion pseudohalogen ion CHEBI:36828 pseudohalide anion pseudohalide ions IUPAC pseudohalide anions ChEBI pseudohalides ChEBI pseudohalogen anion ChEBI pseudohalogen ion ChEBI chebi_ontology polyatomic monoanions CHEBI:36829 polyatomic monoanion polyatomic monoanions ChEBI chebi_ontology -1 monoanions CHEBI:36830 monoanion -1 ChEBI monoanions ChEBI Any hydroxy steroid carrying a hydroxy group at position 3. chebi_ontology 3-hydroxy steroids CHEBI:36834 3-hydroxy steroid 3-hydroxy steroids ChEBI A hydroxy steroid carrying a hydroxy group at position 17. chebi_ontology 17-hydroxy steroids CHEBI:36838 17-hydroxy steroid 17-hydroxy steroids ChEBI chebi_ontology 11-hydroxy steroids CHEBI:36841 11-hydroxy steroid 11-hydroxy steroids ChEBI Beilstein:2069401 CAS:6914-07-4 Gmelin:113 hydrogen isocyanide nitriliomethanide chebi_ontology 0 27.011 27.02538 CHN CNH HN(+)#C(-) HNC InChI=1S/CHN/c1-2/h2H QIUBLANJVAOHHY-UHFFFAOYSA-N [C-]#[NH+] hydroisocyanic acid CHEBI:36856 hydrogen isocyanide Beilstein:2069401 Beilstein CAS:6914-07-4 NIST Chemistry WebBook Gmelin:113 Gmelin hydrogen isocyanide NIST_Chemistry_WebBook nitriliomethanide IUPAC 0 ChEBI 27.011 ChEBI 27.02538 ChEBI CHN ChEBI CNH ChEBI HN(+)#C(-) IUPAC HNC NIST_Chemistry_WebBook InChI=1S/CHN/c1-2/h2H ChEBI QIUBLANJVAOHHY-UHFFFAOYSA-N ChEBI [C-]#[NH+] ChEBI hydroisocyanic acid ChEBI chebi_ontology inorganic radicals CHEBI:36871 inorganic radical inorganic radicals ChEBI radical anion chebi_ontology anion radical radical anions CHEBI:36873 radical anion radical anion IUPAC anion radical IUPAC radical anions ChEBI A radical that carries an electric charge. radical ion chebi_ontology ion radical radical ions CHEBI:36875 radical ion radical ion IUPAC ion radical IUPAC radical ions IUPAC chebi_ontology inorganic anion radical inorganic radical anions CHEBI:36876 inorganic radical anion inorganic anion radical ChEBI inorganic radical anions ChEBI chebi_ontology inorganic ion radical inorganic radical ions CHEBI:36878 inorganic radical ion inorganic ion radical ChEBI inorganic radical ions ChEBI An oxo steroid carrying an oxo group at position 20. chebi_ontology 20-oxo steroids CHEBI:36885 20-oxo steroid 20-oxo steroids ChEBI chebi_ontology CHEBI:36894 elemental bromine chebi_ontology Br atomic bromine CHEBI:36896 monoatomic bromine Br ChEBI atomic bromine ChEBI chalcogen hydride chebi_ontology chalcogen hydrides CHEBI:36902 chalcogen hydride chalcogen hydride ChEBI chalcogen hydrides ChEBI chebi_ontology inorganic ions CHEBI:36914 inorganic ion inorganic ions ChEBI chebi_ontology inorganic cations CHEBI:36915 inorganic cation inorganic cations ChEBI A monoatomic or polyatomic species having one or more elementary charges of the proton. CHEBI:23058 CHEBI:3473 KEGG:C01373 Cation cation chebi_ontology Kation Kationen cationes cations CHEBI:36916 cation Cation KEGG_COMPOUND cation ChEBI cation IUPAC Kation ChEBI Kationen ChEBI cationes ChEBI cations ChEBI antimony molecular entity chebi_ontology antimony compounds antimony molecular entities CHEBI:36919 antimony molecular entity antimony molecular entity ChEBI antimony compounds ChEBI antimony molecular entities ChEBI chebi_ontology antimony oxoacids oxoacids of antimony CHEBI:36920 antimony oxoacid antimony oxoacids ChEBI oxoacids of antimony ChEBI antimony oxoanion chebi_ontology antimony oxoanions oxoanions of antimony CHEBI:36921 antimony oxoanion antimony oxoanion ChEBI antimony oxoanions ChEBI oxoanions of antimony ChEBI chalcocarbonic acid chalcocarbonic acids chebi_ontology chalcocarbonic acids CHEBI:36961 chalcocarbonic acid chalcocarbonic acid ChEBI chalcocarbonic acids IUPAC chalcocarbonic acids ChEBI An organochalcogen compound is a compound containing at least one carbon-chalcogen bond. organochalcogen compound chebi_ontology organochalcogen compounds CHEBI:36962 organochalcogen compound organochalcogen compound ChEBI organochalcogen compounds ChEBI An organochalcogen compound containing at least one carbon-oxygen bond. PMID:17586126 organooxygen compound chebi_ontology organooxygen compounds CHEBI:36963 organooxygen compound PMID:17586126 Europe PMC organooxygen compound ChEBI organooxygen compounds ChEBI A nucleotide is a nucleoside phosphate resulting from the condensation of the 3 or 5 hydroxy group of a nucleoside with phosphoric acid. CHEBI:13215 CHEBI:13663 CHEBI:7656 KEGG:C00215 Nucleotide chebi_ontology a nucleotide nucleotides CHEBI:36976 nucleotide Nucleotide KEGG_COMPOUND a nucleotide UniProt nucleotides ChEBI chebi_ontology cyclic purine nucleotides CHEBI:36982 cyclic purine nucleotide cyclic purine nucleotides ChEBI CHEBI:1976 CHEBI:1977 CHEBI:20500 CHEBI:36996 chebi_ontology ribonucleoside 5'-monophosphates CHEBI:37010 ribonucleoside 5'-monophosphate ribonucleoside 5'-monophosphates ChEBI chebi_ontology ribonucleoside 5'-phosphates CHEBI:37015 ribonucleoside 5'-phosphate ribonucleoside 5'-phosphates ChEBI chebi_ontology 2'-deoxyribonucleoside 5'-phosphates CHEBI:37016 2'-deoxyribonucleoside 5'-phosphate 2'-deoxyribonucleoside 5'-phosphates ChEBI chebi_ontology purine ribonucleoside 5'-monophosphates CHEBI:37021 purine ribonucleoside 5'-monophosphate purine ribonucleoside 5'-monophosphates ChEBI amino-acid anion chebi_ontology amino acid anions amino-acid anions CHEBI:37022 amino-acid anion amino-acid anion ChEBI amino acid anions ChEBI amino-acid anions ChEBI chebi_ontology purine ribonucleoside 5'-diphosphates CHEBI:37038 purine ribonucleoside 5'-diphosphate purine ribonucleoside 5'-diphosphates ChEBI chebi_ontology purine 2'-deoxyribonucleoside 5'-triphosphates CHEBI:37042 purine 2'-deoxyribonucleoside 5'-triphosphate purine 2'-deoxyribonucleoside 5'-triphosphates ChEBI chebi_ontology pyrimidine ribonucleoside 5'-triphosphates CHEBI:37044 pyrimidine ribonucleoside 5'-triphosphate pyrimidine ribonucleoside 5'-triphosphates ChEBI chebi_ontology purine ribonucleoside 5'-triphosphates CHEBI:37045 purine ribonucleoside 5'-triphosphate purine ribonucleoside 5'-triphosphates ChEBI chebi_ontology ribonucleoside 5'-diphosphates CHEBI:37075 ribonucleoside 5'-diphosphate ribonucleoside 5'-diphosphates ChEBI chebi_ontology ribonucleoside 5'-triphosphates CHEBI:37076 ribonucleoside 5'-triphosphate ribonucleoside 5'-triphosphates ChEBI CHEBI:13721 CHEBI:35937 Beilstein:3535778 Beilstein:3931336 CAS:10344-93-1 Gmelin:323518 KEGG:C00511 UM-BBD_compID:c0113 acrylate prop-2-enoate chebi_ontology -1 2-propenoate 2-propenoic acid, ion(1-) 71.013 71.05472 C3H3O2 InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)/p-1 NIXOWILDQLNWCW-UHFFFAOYSA-M Propenoate [O-]C(=O)C=C CHEBI:37080 acrylate Beilstein:3535778 Beilstein Beilstein:3931336 Beilstein CAS:10344-93-1 ChemIDplus Gmelin:323518 Gmelin UM-BBD_compID:c0113 UM-BBD acrylate UniProt prop-2-enoate IUPAC -1 ChEBI 2-propenoate ChemIDplus 2-propenoic acid, ion(1-) ChemIDplus 71.013 ChEBI 71.05472 ChEBI C3H3O2 ChEBI InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)/p-1 ChEBI NIXOWILDQLNWCW-UHFFFAOYSA-M ChEBI Propenoate KEGG_COMPOUND [O-]C(=O)C=C ChEBI chebi_ontology adenosine 5'-phosphates CHEBI:37096 adenosine 5'-phosphate adenosine 5'-phosphates ChEBI chebi_ontology guanosine 5'-phosphates CHEBI:37121 guanosine 5'-phosphate guanosine 5'-phosphates ChEBI chebi_ontology nucleoside bisphosphates CHEBI:37123 nucleoside bisphosphate nucleoside bisphosphates ChEBI An organofluorine compound is a compound containing at least one carbon-fluorine bond. organofluorine compound chebi_ontology fluoroorganic compound fluoroorganic compounds fluoroorganics fluororganische Verbindungen organofluorine compounds CHEBI:37143 organofluorine compound organofluorine compound ChEBI fluoroorganic compound ChEBI fluoroorganic compounds ChEBI fluoroorganics ChEBI fluororganische Verbindungen ChEBI organofluorine compounds ChEBI A hydrogen butenedioate obtained by deprotonation of one of the carboxy groups of fumaric acid. Beilstein:1906438 Gmelin:325290 Reaxys:1906438 (2E)-3-carboxyprop-2-enoate chebi_ontology (2E)-3-carboxyacrylate -1 115.003 115.06422 C4H3O4 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-1/b2-1+ OC(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-M fumarate monoanion hydrogen fumarate CHEBI:37154 fumarate(1-) Beilstein:1906438 Beilstein Gmelin:325290 Gmelin Reaxys:1906438 Reaxys (2E)-3-carboxyprop-2-enoate IUPAC (2E)-3-carboxyacrylate IUPAC -1 ChEBI 115.003 ChEBI 115.06422 ChEBI C4H3O4 ChEBI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-1/b2-1+ ChEBI OC(=O)\C=C\C([O-])=O ChEBI VZCYOOQTPOCHFL-OWOJBTEDSA-M ChEBI fumarate monoanion ChEBI hydrogen fumarate ChEBI Beilstein:5244783 Gmelin:1342303 3-carboxyprop-2-enoate chebi_ontology -1 115.003 115.06422 3-carboxyacrylate C4H3O4 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-1 VZCYOOQTPOCHFL-UHFFFAOYSA-M [H]C(=C([H])C([O-])=O)C(O)=O CHEBI:37155 hydrogen butenedioate Beilstein:5244783 Beilstein Gmelin:1342303 Gmelin 3-carboxyprop-2-enoate IUPAC -1 ChEBI 115.003 ChEBI 115.06422 ChEBI 3-carboxyacrylate IUPAC C4H3O4 ChEBI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-1 ChEBI VZCYOOQTPOCHFL-UHFFFAOYSA-M ChEBI [H]C(=C([H])C([O-])=O)C(O)=O ChEBI A hydrogen butenedioate that is the conjugate base of maleic acid. Beilstein:3537457 Gmelin:325289 Reaxys:3537457 (2Z)-3-carboxyprop-2-enoate chebi_ontology (2Z)-3-carboxyacrylate -1 115.003 115.06422 C4H3O4 Hmale InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-1/b2-1- OC(=O)\C=C/C([O-])=O VZCYOOQTPOCHFL-UPHRSURJSA-M hydrogen maleate CHEBI:37156 maleate(1-) Beilstein:3537457 Beilstein Gmelin:325289 Gmelin Reaxys:3537457 Reaxys (2Z)-3-carboxyprop-2-enoate IUPAC (2Z)-3-carboxyacrylate IUPAC -1 ChEBI 115.003 ChEBI 115.06422 ChEBI C4H3O4 ChEBI Hmale IUPAC InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-1/b2-1- ChEBI OC(=O)\C=C/C([O-])=O ChEBI VZCYOOQTPOCHFL-UPHRSURJSA-M ChEBI hydrogen maleate ChEBI A polysaccharide composed of glucose residues. CHEBI:24255 CHEBI:5392 CAS:9037-91-6 KEGG:C01379 Glucan glucan chebi_ontology C12H22O11(C6H10O5)n glucans CHEBI:37163 glucan CAS:9037-91-6 ChemIDplus Glucan KEGG_COMPOUND glucan IUPAC C12H22O11(C6H10O5)n KEGG_COMPOUND glucans ChEBI Glycans composed of a single type of monosaccharide residue. They are named by replacing the ending '-ose' of the sugar by '-an'. homopolysaccharide chebi_ontology homoglycan homopolysaccharides CHEBI:37164 homopolysaccharide homopolysaccharide IUPAC homoglycan IUPAC homopolysaccharides ChEBI chebi_ontology organic hydrides CHEBI:37175 organic hydride organic hydrides ChEBI mononuclear parent hydrides chebi_ontology mononuclear hydride mononuclear hydrides CHEBI:37176 mononuclear parent hydride mononuclear parent hydrides IUPAC mononuclear hydride ChEBI mononuclear hydrides IUPAC lead coordination entity chebi_ontology lead coordination compounds lead coordination entities CHEBI:37185 lead coordination entity lead coordination entity ChEBI lead coordination compounds ChEBI lead coordination entities ChEBI chebi_ontology CHEBI:37193 elemental lead A polyol that contains 6 hydroxy groups. hexol chebi_ontology hexols CHEBI:37206 hexol hexol IUPAC hexols ChEBI titanium molecular entity chebi_ontology titanium compounds titanium molecular entities CHEBI:37217 titanium molecular entity titanium molecular entity ChEBI titanium compounds ChEBI titanium molecular entities ChEBI chebi_ontology adenosine 3',5'-bisphosphates CHEBI:37240 adenosine 3',5'-bisphosphate adenosine 3',5'-bisphosphates ChEBI chebi_ontology CHEBI:37246 elemental sodium chebi_ontology CHEBI:37247 elemental potassium chebi_ontology CHEBI:37253 elemental zinc cerium molecular entity chebi_ontology cerium compounds cerium molecular entities CHEBI:37261 cerium molecular entity cerium molecular entity ChEBI cerium compounds ChEBI cerium molecular entities ChEBI cerium coordination entity chebi_ontology cerium coordination compounds cerium coordination entities CHEBI:37262 cerium coordination entity cerium coordination entity ChEBI cerium coordination compounds ChEBI cerium coordination entities ChEBI A substance administered to enhance contrast in images of the inside of the body obtained using X-rays, gamma-rays, sound waves, radio waves (MRI), or radioactive particles in order to diagnose disease. chebi_ontology CHEBI:37334 diagnostic imaging agent chebi_ontology magnetic resonance imaging contrast agent CHEBI:37335 MRI contrast agent magnetic resonance imaging contrast agent ChEBI chebi_ontology CHEBI:37404 elemental copper An EC 2.7.7.* (nucleotidyltransferase) inhibitor that interferes with the action of RNA polymerase (EC 2.7.7.6). Wikipedia:RNA_polymerase chebi_ontology C RNA formation factors inhibitor C RNA formation factors inhibitors C ribonucleic acid formation factors inhibitor C ribonucleic acid formation factors inhibitors DNA-dependent RNA nucleotidyltransferase inhibitor DNA-dependent RNA nucleotidyltransferase inhibitors DNA-dependent RNA polymerase inhibitor DNA-dependent RNA polymerase inhibitors DNA-dependent ribonucleate nucleotidyltransferase inhibitor DNA-dependent ribonucleate nucleotidyltransferase inhibitors DNA-directed RNA polymerase inhibitor DNA-directed RNA polymerase inhibitors DNA-directed nucleoside-triphosphate:RNA nucleotidyltransferase inhibitor DNA-directed nucleoside-triphosphate:RNA nucleotidyltransferase inhibitors EC 2.7.7.6 (RNA polymerase) inhibitors EC 2.7.7.6 inhibitor EC 2.7.7.6 inhibitors RNA nucleotidyltransferase (DNA-directed) inhibitor RNA nucleotidyltransferase (DNA-directed) inhibitors RNA nucleotidyltransferase inhibitor RNA nucleotidyltransferase inhibitors RNA polymerase (EC 2.7.7.6) inhibitor RNA polymerase (EC 2.7.7.6) inhibitors RNA polymerase I inhibitor RNA polymerase I inhibitors RNA polymerase II inhibitor RNA polymerase II inhibitors RNA polymerase III inhibitor RNA polymerase III inhibitors RNA polymerase inhibitor RNA polymerase inhibitors RNA transcriptase inhibitor RNA transcriptase inhibitors deoxyribonucleic acid-dependent ribonucleic acid polymerase inhibitor deoxyribonucleic acid-dependent ribonucleic acid polymerase inhibitors directed RNA polymerase inhibitor nucleoside-triphosphate:RNA nucleotidyltransferase (DNA-directed) inhibitor nucleoside-triphosphate:RNA nucleotidyltransferase (DNA-directed) inhibitors ribonucleate nucleotidyltransferase inhibitor ribonucleate nucleotidyltransferase inhibitors ribonucleate polymerase inhibitor ribonucleate polymerase inhibitors ribonucleic acid nucleotidyltransferase inhibitor ribonucleic acid nucleotidyltransferase inhibitors ribonucleic acid polymerase inhibitor ribonucleic acid polymerase inhibitors ribonucleic acid transcriptase inhibitor ribonucleic acid transcriptase inhibitors ribonucleic polymerase inhibitor ribonucleic polymerase inhibitors ribonucleic transcriptase inhibitor ribonucleic transcriptase inhibitors transcriptase inhibitor transcriptase inhibitors CHEBI:37416 EC 2.7.7.6 (RNA polymerase) inhibitor C RNA formation factors inhibitor ChEBI C RNA formation factors inhibitors ChEBI C ribonucleic acid formation factors inhibitor ChEBI C ribonucleic acid formation factors inhibitors ChEBI DNA-dependent RNA nucleotidyltransferase inhibitor ChEBI DNA-dependent RNA nucleotidyltransferase inhibitors ChEBI DNA-dependent RNA polymerase inhibitor ChEBI DNA-dependent RNA polymerase inhibitors ChEBI DNA-dependent ribonucleate nucleotidyltransferase inhibitor ChEBI DNA-dependent ribonucleate nucleotidyltransferase inhibitors ChEBI DNA-directed RNA polymerase inhibitor ChEBI DNA-directed RNA polymerase inhibitors ChEBI DNA-directed nucleoside-triphosphate:RNA nucleotidyltransferase inhibitor ChEBI DNA-directed nucleoside-triphosphate:RNA nucleotidyltransferase inhibitors ChEBI EC 2.7.7.6 (RNA polymerase) inhibitors ChEBI EC 2.7.7.6 inhibitor ChEBI EC 2.7.7.6 inhibitors ChEBI RNA nucleotidyltransferase (DNA-directed) inhibitor ChEBI RNA nucleotidyltransferase (DNA-directed) inhibitors ChEBI RNA nucleotidyltransferase inhibitor ChEBI RNA nucleotidyltransferase inhibitors ChEBI RNA polymerase (EC 2.7.7.6) inhibitor ChEBI RNA polymerase (EC 2.7.7.6) inhibitors ChEBI RNA polymerase I inhibitor ChEBI RNA polymerase I inhibitors ChEBI RNA polymerase II inhibitor ChEBI RNA polymerase II inhibitors ChEBI RNA polymerase III inhibitor ChEBI RNA polymerase III inhibitors ChEBI RNA polymerase inhibitor ChEBI RNA polymerase inhibitors ChEBI RNA transcriptase inhibitor ChEBI RNA transcriptase inhibitors ChEBI deoxyribonucleic acid-dependent ribonucleic acid polymerase inhibitor ChEBI deoxyribonucleic acid-dependent ribonucleic acid polymerase inhibitors ChEBI directed RNA polymerase inhibitor ChEBI nucleoside-triphosphate:RNA nucleotidyltransferase (DNA-directed) inhibitor ChEBI nucleoside-triphosphate:RNA nucleotidyltransferase (DNA-directed) inhibitors ChEBI ribonucleate nucleotidyltransferase inhibitor ChEBI ribonucleate nucleotidyltransferase inhibitors ChEBI ribonucleate polymerase inhibitor ChEBI ribonucleate polymerase inhibitors ChEBI ribonucleic acid nucleotidyltransferase inhibitor ChEBI ribonucleic acid nucleotidyltransferase inhibitors ChEBI ribonucleic acid polymerase inhibitor ChEBI ribonucleic acid polymerase inhibitors ChEBI ribonucleic acid transcriptase inhibitor ChEBI ribonucleic acid transcriptase inhibitors ChEBI ribonucleic polymerase inhibitor ChEBI ribonucleic polymerase inhibitors ChEBI ribonucleic transcriptase inhibitor ChEBI ribonucleic transcriptase inhibitors ChEBI transcriptase inhibitor ChEBI transcriptase inhibitors ChEBI An acid is a molecular entity capable of donating a hydron (Bronsted acid) or capable of forming a covalent bond with an electron pair (Lewis acid). CHEBI:13800 CHEBI:13801 CHEBI:22209 CHEBI:2426 KEGG:C00174 Acid acid chebi_ontology Saeure Saeuren acide acido acids an acid CHEBI:37527 acid Acid KEGG_COMPOUND acid IUPAC Saeure ChEBI Saeuren ChEBI acide IUPAC acido ChEBI acids ChEBI an acid UniProt chebi_ontology CHEBI:37528 sn-glycerol 1-phosphates A nucleoside triphosphate(4-) obtained by global deprotonation of the triphosphate OH groups of CTP; major species present at pH 7.3. Beilstein:4732530 Gmelin:1265115 cytidine 5'-triphosphate(4-) chebi_ontology -4 478.953 479.12468 C9H12N3O14P3 CTP InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/p-4/t4-,6-,7-,8-/m1/s1 Nc1ccn([C@@H]2O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]2O)c(=O)n1 PCDQPRRSZKQHHS-XVFCMESISA-J ctp CHEBI:37563 CTP(4-) Beilstein:4732530 Beilstein Gmelin:1265115 Gmelin cytidine 5'-triphosphate(4-) IUPAC -4 ChEBI 478.953 ChEBI 479.12468 ChEBI C9H12N3O14P3 ChEBI CTP UniProt InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/p-4/t4-,6-,7-,8-/m1/s1 ChEBI Nc1ccn([C@@H]2O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]2O)c(=O)n1 ChEBI PCDQPRRSZKQHHS-XVFCMESISA-J ChEBI ctp ChEBI A nucleoside triphosphate(4-) obtained by global deprotonation of the triphosphate OH groups of GTP; major species present at pH 7.3. Beilstein:5211792 Gmelin:1264613 guanosine 5'-triphosphate(4-) chebi_ontology -4 518.959 519.14886 C10H12N5O14P3 GTP InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/p-4/t3-,5-,6-,9-/m1/s1 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O XKMLYUALXHKNFT-UUOKFMHZSA-J gtp CHEBI:37565 GTP(4-) Beilstein:5211792 Beilstein Gmelin:1264613 Gmelin guanosine 5'-triphosphate(4-) IUPAC -4 ChEBI 518.959 ChEBI 519.14886 ChEBI C10H12N5O14P3 ChEBI GTP UniProt InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/p-4/t3-,5-,6-,9-/m1/s1 ChEBI Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ChEBI XKMLYUALXHKNFT-UUOKFMHZSA-J ChEBI gtp ChEBI A molecular entity consisting of two or more chemical elements. chebi_ontology chemical compound heteroatomic molecular entities CHEBI:37577 heteroatomic molecular entity chemical compound ChEBI heteroatomic molecular entities ChEBI Any heteroatomic molecular entity that is a chemical compound of halogen with other chemical elements. Wikipedia:Halide chebi_ontology halides CHEBI:37578 halide halides ChEBI A lactone having a five-membered lactone ring. CHEBI:13194 CHEBI:18937 CHEBI:22971 CHEBI:541 PMID:18789684 chebi_ontology 0 1,4-Lactone 1,4-lactones 83.013 83.066 C4H3O2R3 O1C(C(C(C1=O)*)*)* a 1,4-lactone butyrolactones gamma-Laktone gamma-lactona gamma-lactonas gamma-lactones CHEBI:37581 gamma-lactone PMID:18789684 Europe PMC 0 ChEBI 1,4-Lactone KEGG_COMPOUND 1,4-lactones ChEBI 83.013 ChEBI 83.066 ChEBI C4H3O2R3 ChEBI O1C(C(C(C1=O)*)*)* ChEBI a 1,4-lactone UniProt butyrolactones ChEBI gamma-Laktone ChEBI gamma-lactona ChEBI gamma-lactonas ChEBI gamma-lactones ChEBI An amide of a carboxylic acid, having the structure RC(=O)NR2. The term is used as a suffix in systematic name formation to denote the -C(=O)NH2 group including its carbon atom. CNOR3 42.01680 41.998 [*]C(=O)N([*])[*] CHEBI:35354 CHEBI:35355 carboxamides chebi_ontology 0 41.998 42.01680 CNOR3 [*]C(=O)N([*])[*] carboxamides primary carboxamide CHEBI:37622 carboxamide carboxamides IUPAC 0 ChEBI 41.998 ChEBI 42.01680 ChEBI CNOR3 ChEBI [*]C(=O)N([*])[*] ChEBI carboxamides ChEBI primary carboxamide ChEBI A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. CAS:508-02-1 KEGG:C17148 PMID:15541359 PMID:24393202 Wikipedia:Oleanolic_acid 3beta-hydroxyolean-12-en-28-oic acid chebi_ontology 0 3beta-Hydroxyolean-12-en-28-oic acid 456.360 456.70030 Astrantiagenin C C30H48O3 Caryophyllin Giganteumgenin C InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 MIJYXULNPSFWEK-GTOFXWBISA-N Oleanic acid Virgaureagenin B [H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O CHEBI:37659 oleanolic acid CAS:508-02-1 ChemIDplus CAS:508-02-1 KEGG COMPOUND PMID:15541359 Europe PMC PMID:24393202 Europe PMC 3beta-hydroxyolean-12-en-28-oic acid IUPAC 0 ChEBI 3beta-Hydroxyolean-12-en-28-oic acid KEGG_COMPOUND 456.360 ChEBI 456.70030 ChEBI Astrantiagenin C ChemIDplus Astrantiagenin C KEGG_COMPOUND C30H48O3 ChEBI Caryophyllin ChemIDplus Caryophyllin KEGG_COMPOUND Giganteumgenin C ChemIDplus InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 ChEBI MIJYXULNPSFWEK-GTOFXWBISA-N ChEBI Oleanic acid ChemIDplus Virgaureagenin B ChemIDplus [H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O ChEBI An aldohexose that is the C-2 epimer of glucose. CHEBI:14575 CHEBI:33930 PMID:16180318 PMID:24407290 colombos:MANOSE manno-hexose mannose chebi_ontology C6H12O6 Man CHEBI:37684 mannose PMID:16180318 Europe PMC PMID:24407290 Europe PMC manno-hexose IUPAC mannose IUPAC mannose UniProt C6H12O6 ChEBI Man JCBN An aldohexose that is the C-3 epimer of glucose. CHEBI:33927 CHEBI:33935 PMID:24696548 Wikipedia:Allose allo-hexose allose chebi_ontology All C6H12O6 CHEBI:37690 allose PMID:24696548 Europe PMC allo-hexose IUPAC allose IUPAC All JCBN C6H12O6 ChEBI An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of protein kinases. chebi_ontology protein kinase inhibitors CHEBI:37699 protein kinase inhibitor protein kinase inhibitors ChEBI An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). chebi_ontology BChE inhibitor BChE inhibitors BtChoEase inhibitor BtChoEase inhibitors EC 3.1.1.8 (cholinesterase) inhibitors EC 3.1.1.8 inhibitor EC 3.1.1.8 inhibitors anticholineesterase inhibitor anticholineesterase inhibitors anticholinesterase anticholinesterases benzoylcholinesterase inhibitor benzoylcholinesterase inhibitors butyrylcholine esterase inhibitor butyrylcholine esterase inhibitors butyrylcholinesterase inhibitor butyrylcholinesterase inhibitors choline esterase II (unspecific) inhibitor choline esterase II (unspecific) inhibitors choline esterase inhibitor choline esterase inhibitors cholinesterase (EC 3.1.1.8) inhibitor cholinesterase (EC 3.1.1.8) inhibitors cholinesterase inhibitor non-specific cholinesterase inhibitor non-specific cholinesterase inhibitors propionylcholinesterase inhibitor propionylcholinesterase inhibitors pseudocholinesterase inhibitor pseudocholinesterase inhibitors CHEBI:37733 EC 3.1.1.8 (cholinesterase) inhibitor BChE inhibitor ChEBI BChE inhibitors ChEBI BtChoEase inhibitor ChEBI BtChoEase inhibitors ChEBI EC 3.1.1.8 (cholinesterase) inhibitors ChEBI EC 3.1.1.8 inhibitor ChEBI EC 3.1.1.8 inhibitors ChEBI anticholineesterase inhibitor ChEBI anticholineesterase inhibitors ChEBI anticholinesterase ChEBI anticholinesterases ChEBI benzoylcholinesterase inhibitor ChEBI benzoylcholinesterase inhibitors ChEBI butyrylcholine esterase inhibitor ChEBI butyrylcholine esterase inhibitors ChEBI butyrylcholinesterase inhibitor ChEBI butyrylcholinesterase inhibitors ChEBI choline esterase II (unspecific) inhibitor ChEBI choline esterase II (unspecific) inhibitors ChEBI choline esterase inhibitor ChEBI choline esterase inhibitors ChEBI cholinesterase (EC 3.1.1.8) inhibitor ChEBI cholinesterase (EC 3.1.1.8) inhibitors ChEBI cholinesterase inhibitor ChEBI non-specific cholinesterase inhibitor ChEBI non-specific cholinesterase inhibitors ChEBI propionylcholinesterase inhibitor ChEBI propionylcholinesterase inhibitors ChEBI pseudocholinesterase inhibitor ChEBI pseudocholinesterase inhibitors ChEBI CHEBI:26019 chebi_ontology phosphate esters phosphoric esters CHEBI:37734 phosphoric ester phosphate esters ChEBI phosphoric esters ChEBI halogen oxide chebi_ontology halogen oxides CHEBI:37749 halogen oxide halogen oxide ChEBI halogen oxides ChEBI chebi_ontology chlorine oxides CHEBI:37750 chlorine oxide chlorine oxides ChEBI A penam that consists of 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane bearing a carboxy group at position 2 and having (2S,5R)-configuration. Beilstein:4677775 CAS:87-53-6 Reaxys:4677775 2,2-dimethylpenam-3alpha-carboxylic acid penicillanic acid chebi_ontology (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 201.046 201.24388 C8H11NO3S InChI=1S/C8H11NO3S/c1-8(2)6(7(11)12)9-4(10)3-5(9)13-8/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1 RBKMMJSQKNKNEV-RITPCOANSA-N [H][C@@]12CC(=O)N1[C@@H](C(O)=O)C(C)(C)S2 CHEBI:37806 penicillanic acid Beilstein:4677775 Beilstein CAS:87-53-6 ChemIDplus Reaxys:4677775 Reaxys 2,2-dimethylpenam-3alpha-carboxylic acid IUPAC penicillanic acid ChemIDplus (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC 0 ChEBI 201.046 ChEBI 201.24388 ChEBI C8H11NO3S ChEBI InChI=1S/C8H11NO3S/c1-8(2)6(7(11)12)9-4(10)3-5(9)13-8/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1 ChEBI RBKMMJSQKNKNEV-RITPCOANSA-N ChEBI [H][C@@]12CC(=O)N1[C@@H](C(O)=O)C(C)(C)S2 ChEBI A straight chain alkane composed of 4 carbon atoms. CHEBI:22945 CHEBI:25462 CHEBI:44430 Beilstein:969129 CAS:106-97-8 Gmelin:1148 PDBeChem:NBU PMID:24179026 Reaxys:969129 Wikipedia:Butane butane chebi_ontology 0 58.078 58.12220 C4H10 CCCC E 943a E-943a E943a IJDNQMDRQITEOD-UHFFFAOYSA-N InChI=1S/C4H10/c1-3-4-2/h3-4H2,1-2H3 N-BUTANE R-600 n-Butan n-C4H10 n-butane CHEBI:37808 butane Beilstein:969129 Beilstein CAS:106-97-8 ChemIDplus CAS:106-97-8 NIST Chemistry WebBook Gmelin:1148 Gmelin PMID:24179026 Europe PMC Reaxys:969129 Reaxys butane IUPAC butane UniProt 0 ChEBI 58.078 ChEBI 58.12220 ChEBI C4H10 ChEBI CCCC ChEBI E 943a ChEBI E-943a ChEBI E943a ChEBI IJDNQMDRQITEOD-UHFFFAOYSA-N ChEBI InChI=1S/C4H10/c1-3-4-2/h3-4H2,1-2H3 ChEBI N-BUTANE PDBeChem R-600 ChEBI n-Butan ChEBI n-C4H10 NIST_Chemistry_WebBook n-butane NIST_Chemistry_WebBook sulfuric acid derivative chebi_ontology sulfuric acid derivatives CHEBI:37826 sulfuric acid derivative sulfuric acid derivative ChEBI sulfuric acid derivatives ChEBI chebi_ontology thiosulfuric acid derivatives CHEBI:37827 thiosulfuric acid derivative thiosulfuric acid derivatives ChEBI A carboacyl group is a group formed by loss of at least one OH from the carboxy group of a carboxylic acid. carboacyl groups carboxylic acyl group chebi_ontology carboxylic acyl groups CHEBI:37838 carboacyl group carboacyl groups IUPAC carboxylic acyl group IUPAC carboxylic acyl groups IUPAC A plant growth regulator that modulates the formation of stems, leaves and flowers, as well as the development and ripening of fruit. The term includes endogenous and non-endogenous compounds (e.g. active compounds produced by bacteria on the leaf surface) as well as semi-synthetic and fully synthetic compounds. CHEBI:26158 Wikipedia:Phytohormone chebi_ontology phytohormone phytohormones plant growth factor plant growth factors plant growth hormone plant growth hormones plant hormones CHEBI:37848 plant hormone phytohormone ChEBI phytohormones ChEBI plant growth factor ChEBI plant growth factors ChEBI plant growth hormone ChEBI plant growth hormones ChEBI plant hormones ChEBI Any coumarin carrying at least one hydroxy substituent. CHEBI:24691 CHEBI:24692 chebi_ontology hydroxycoumarins CHEBI:37912 hydroxycoumarin hydroxycoumarins ChEBI A dye derived by condensation of phthalic anhydride with resorcinol (and derivatives) or m-aminophenol (and derivatives). xanthene dyes chebi_ontology CHEBI:37929 xanthene dye xanthene dyes IUPAC H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. PMID:22035879 chebi_ontology H1 antihistaminics H1 receptor antagonists H1 receptor blockaders H1-receptor antagonists H1-receptor blocker H1-receptor blockers classical antihistamines classical antihistaminics CHEBI:37955 H1-receptor antagonist PMID:22035879 Europe PMC H1 antihistaminics ChEBI H1 receptor antagonists IUPHAR H1 receptor blockaders ChEBI H1-receptor antagonists ChEBI H1-receptor blocker ChEBI H1-receptor blockers ChEBI classical antihistamines ChEBI classical antihistaminics ChEBI Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. PMID:22035879 Wikipedia:Antihistamines chebi_ontology antihistamine antihistamines antihistaminico antihistaminics histamine receptor blocker histamine receptor blockers CHEBI:37956 histamine antagonist PMID:22035879 Europe PMC antihistamine ChEBI antihistamines ChEBI antihistaminico ChEBI antihistaminics ChEBI histamine receptor blocker ChEBI histamine receptor blockers ChEBI Drugs used for their actions on histaminergic systems. chebi_ontology histamine agents histamine drugs histaminergic agent histaminergic agents histaminergic drugs CHEBI:37957 histaminergic drug histamine agents ChEBI histamine drugs ChEBI histaminergic agent ChEBI histaminergic agents ChEBI histaminergic drugs ChEBI chebi_ontology Farbstoff Farbstoffe colorante colorantes dyes teinture teintures CHEBI:37958 dye Farbstoff ChEBI Farbstoffe ChEBI colorante ChEBI colorantes ChEBI dyes ChEBI teinture ChEBI teintures ChEBI chebi_ontology mesylate salt mesylate salts methanesulfonate salts CHEBI:38037 methanesulfonate salt mesylate salt ChEBI mesylate salts ChEBI methanesulfonate salts ChEBI A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. chebi_ontology antiarrhythmic agent CHEBI:38070 anti-arrhythmia drug antiarrhythmic agent ChEBI chebi_ontology CHEBI:38093 phenothiazines Any organonitrogen compound containing a cyclic component with nitrogen and at least one other element as ring member atoms. chebi_ontology heterocyclic organonitrogen compounds organonitrogen heterocyclic compounds CHEBI:38101 organonitrogen heterocyclic compound heterocyclic organonitrogen compounds ChEBI organonitrogen heterocyclic compounds ChEBI Any organic heterocyclic compound containing at least one ring oxygen atom. PMID:17134300 chebi_ontology heterocyclic organooxygen compounds organooxygen heterocyclic compounds oxacycles CHEBI:38104 oxacycle PMID:17134300 Europe PMC heterocyclic organooxygen compounds ChEBI organooxygen heterocyclic compounds ChEBI oxacycles ChEBI chebi_ontology heterocyclic organosulfur compounds organosulfur heterocyclic compounds CHEBI:38106 organosulfur heterocyclic compound heterocyclic organosulfur compounds ChEBI organosulfur heterocyclic compounds ChEBI Cyclic hemiacetals formed by intramolecular addition of a hydroxy group to an aldehydic or ketonic carbonyl group. They are thus 1-oxacycloalkan-2-ols or unsaturated analogues. lactol lactols chebi_ontology lactols CHEBI:38131 lactol lactol IUPAC lactols IUPAC lactols ChEBI chebi_ontology iron chelating agents iron chelators CHEBI:38157 iron chelator iron chelating agents ChEBI iron chelators ChEBI A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate. CHEBI:23090 CHEBI:3585 CHEBI:6789 KEGG:C00917 KEGG:C02169 chebi_ontology Chelating agent Metal chelator chelating agents chelators complexon CHEBI:38161 chelator Chelating agent KEGG_COMPOUND Metal chelator KEGG_COMPOUND chelating agents ChEBI chelators ChEBI complexon ChEBI chebi_ontology organic heterotetracyclic compounds CHEBI:38163 organic heterotetracyclic compound organic heterotetracyclic compounds ChEBI CHEBI:25429 CHEBI:38075 chebi_ontology organic heteropolycyclic compounds CHEBI:38166 organic heteropolycyclic compound organic heteropolycyclic compounds ChEBI chebi_ontology monocyclic heteroarenes CHEBI:38179 monocyclic heteroarene monocyclic heteroarenes ChEBI chebi_ontology polycyclic heteroarenes CHEBI:38180 polycyclic heteroarene polycyclic heteroarenes ChEBI One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools. chebi_ontology calcium channel antagonist calcium channel antagonists calcium channel blockers CHEBI:38215 calcium channel blocker calcium channel antagonist ChEBI calcium channel antagonists ChEBI calcium channel blockers ChEBI hydrocarbyl anion chebi_ontology hydrocarbyl anions CHEBI:38222 hydrocarbyl anion hydrocarbyl anion ChEBI hydrocarbyl anions ChEBI Any of a class of heterocyclic amines having a saturated five-membered ring. CHEBI:26922 CHEBI:38191 chebi_ontology CHEBI:38260 pyrrolidines chebi_ontology CHEBI:38261 imidazolidines An alpha-amino acid that is butanoic acid substituted by an amino group at position 2 and a hydroxy group at position 3. Beilstein:1098902 2-amino-3-hydroxybutanoic acid chebi_ontology 0 119.058 119.11920 AYFVYJQAPQTCCC-UHFFFAOYSA-N C4H9NO3 CC(O)C(N)C(O)=O InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8) CHEBI:38263 2-amino-3-hydroxybutanoic acid Beilstein:1098902 Beilstein 2-amino-3-hydroxybutanoic acid IUPAC 0 ChEBI 119.058 ChEBI 119.11920 ChEBI AYFVYJQAPQTCCC-UHFFFAOYSA-N ChEBI C4H9NO3 ChEBI CC(O)C(N)C(O)=O ChEBI InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8) ChEBI A branched chain amino acid that consists of 3-methylpentanoic acid bearing an amino substituent at position 2. CAS:443-79-8 KEGG:C16434 PMID:10944265 Reaxys:1721790 2-amino-3-methylpentanoic acid chebi_ontology 0 131.095 131.17296 AGPKZVBTJJNPAG-UHFFFAOYSA-N C6H13NO2 CCC(C)C(N)C(O)=O InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9) CHEBI:38264 2-amino-3-methylpentanoic acid CAS:443-79-8 ChemIDplus CAS:443-79-8 KEGG COMPOUND PMID:10944265 Europe PMC Reaxys:1721790 Reaxys 2-amino-3-methylpentanoic acid IUPAC 0 ChEBI 131.095 ChEBI 131.17296 ChEBI AGPKZVBTJJNPAG-UHFFFAOYSA-N ChEBI C6H13NO2 ChEBI CCC(C)C(N)C(O)=O ChEBI InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9) ChEBI The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants. CHEBI:13082 CHEBI:13861 Beilstein:3549814 CAS:299-36-5 Gmelin:506552 KEGG:C00072 PMID:18450228 PMID:18678913 PMID:19162177 PMID:9506998 (2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate L-Ascorbate L-ascorbate chebi_ontology -1 175.024 175.11618 Ascorbate C6H7O6 CIWBSHSKHKDKBQ-JLAZNSOCSA-M InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/p-1/t2-,5+/m0/s1 L-ascorbate(1-) L-ascorbic acid, ion(1-) Vitamin C [H][C@@]1(OC(=O)C(O)=C1[O-])[C@@H](O)CO CHEBI:38290 L-ascorbate Beilstein:3549814 Beilstein CAS:299-36-5 ChemIDplus Gmelin:506552 Gmelin PMID:18450228 Europe PMC PMID:18678913 Europe PMC PMID:19162177 Europe PMC PMID:9506998 Europe PMC (2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate IUPAC L-Ascorbate KEGG_COMPOUND L-ascorbate UniProt -1 ChEBI 175.024 ChEBI 175.11618 ChEBI Ascorbate KEGG_COMPOUND C6H7O6 ChEBI CIWBSHSKHKDKBQ-JLAZNSOCSA-M ChEBI InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/p-1/t2-,5+/m0/s1 ChEBI L-ascorbate(1-) ChEBI L-ascorbic acid, ion(1-) ChemIDplus Vitamin C KEGG_COMPOUND [H][C@@]1(OC(=O)C(O)=C1[O-])[C@@H](O)CO ChEBI chebi_ontology azabicycloalkanes CHEBI:38295 azabicycloalkane azabicycloalkanes ChEBI chebi_ontology thiabicycloalkanes CHEBI:38297 thiabicycloalkane thiabicycloalkanes ChEBI chebi_ontology azirinopyrroloindoles CHEBI:38303 azirinopyrroloindole azirinopyrroloindoles ChEBI chebi_ontology diazolidines CHEBI:38304 diazolidine diazolidines ChEBI chebi_ontology cephems CHEBI:38311 cephem cephems ChEBI Any organic heterocyclic compound containing a benzene ring in which two of the C-H fragments have been replaced by isolobal nitrogens (the diazine parent structure). chebi_ontology CHEBI:38313 diazines Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons. chebi_ontology cholinergic agent cholinergic drugs cholinomimetic CHEBI:38323 cholinergic drug cholinergic agent ChEBI cholinergic drugs ChEBI cholinomimetic ChEBI A pyrimidine carrying one or more oxo substituents. chebi_ontology pyrimidones CHEBI:38337 pyrimidone pyrimidones ChEBI A member of the class of pyrimidines that is pyrimidine substituted by at least one amino group and its derivatives. chebi_ontology aminopyrimidines CHEBI:38338 aminopyrimidine aminopyrimidines ChEBI CHEBI:26949 CHEBI:38417 chebi_ontology 1,3-thiazoles CHEBI:38418 1,3-thiazole 1,3-thiazoles ChEBI chebi_ontology 1-benzopyrans CHEBI:38443 1-benzopyran 1-benzopyrans ChEBI chebi_ontology chromenones CHEBI:38445 chromenone chromenones ChEBI An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. Wikipedia:Acetylcholinesterase_inhibitor chebi_ontology AChEI AcCholE inhibitor AcCholE inhibitors EC 3.1.1.7 (acetylcholinesterase) inhibitors EC 3.1.1.7 inhibitor EC 3.1.1.7 inhibitors acetyl.beta-methylcholinesterase inhibitor acetyl.beta-methylcholinesterase inhibitors acetylcholine acetylhydrolase inhibitor acetylcholine acetylhydrolase inhibitors acetylcholine esterase inhibitor acetylcholine hydrolase inhibitor acetylcholine hydrolase inhibitors acetylcholinesterase (EC 3.1.1.7) inhibitor acetylcholinesterase (EC 3.1.1.7) inhibitors acetylcholinesterase inhibitor acetylcholinesterase inhibitors acetylthiocholinesterase inhibitor acetylthiocholinesterase inhibitors choline esterase I inhibitor choline esterase I inhibitors cholinesterase inhibitor cholinesterase inhibitors true cholinesterase inhibitor true cholinesterase inhibitors CHEBI:38462 EC 3.1.1.7 (acetylcholinesterase) inhibitor AChEI ChEBI AcCholE inhibitor ChEBI AcCholE inhibitors ChEBI EC 3.1.1.7 (acetylcholinesterase) inhibitors ChEBI EC 3.1.1.7 inhibitor ChEBI EC 3.1.1.7 inhibitors ChEBI acetyl.beta-methylcholinesterase inhibitor ChEBI acetyl.beta-methylcholinesterase inhibitors ChEBI acetylcholine acetylhydrolase inhibitor ChEBI acetylcholine acetylhydrolase inhibitors ChEBI acetylcholine esterase inhibitor ChEBI acetylcholine hydrolase inhibitor ChEBI acetylcholine hydrolase inhibitors ChEBI acetylcholinesterase (EC 3.1.1.7) inhibitor ChEBI acetylcholinesterase (EC 3.1.1.7) inhibitors ChEBI acetylcholinesterase inhibitor ChEBI acetylcholinesterase inhibitors ChEBI acetylthiocholinesterase inhibitor ChEBI acetylthiocholinesterase inhibitors ChEBI choline esterase I inhibitor ChEBI choline esterase I inhibitors ChEBI cholinesterase inhibitor ChEBI cholinesterase inhibitors ChEBI true cholinesterase inhibitor ChEBI true cholinesterase inhibitors ChEBI chebi_ontology indol-3-yl carboxylic acid anions CHEBI:38468 indol-3-yl carboxylic acid anion indol-3-yl carboxylic acid anions ChEBI chebi_ontology ETC inhibitor electron transport chain inhibitors CHEBI:38496 electron-transport chain inhibitor ETC inhibitor ChEBI electron transport chain inhibitors ChEBI chebi_ontology respiratory chain inhibitor respiratory electron-transport chain inhibitor respiratory-chain inhibitors CHEBI:38497 respiratory-chain inhibitor respiratory chain inhibitor ChEBI respiratory electron-transport chain inhibitor ChEBI respiratory-chain inhibitors ChEBI An EC 1.9.3.* (oxidoreductase acting on donor heme group, oxygen as acceptor) inhibitor that interferes with the action of cytochrome c oxidase (EC 1.9.3.1). CHEBI:38501 CHEBI:62966 PMID:12969439 Wikipedia:Cytochrome_c_oxidase chebi_ontology CcO inhibitor EC 1.9.3.1 (cytochrome c oxidase) inhibitors EC 1.9.3.1 inhibitor EC 1.9.3.1 inhibitors NADH cytochrome c oxidase inhibitor NADH cytochrome c oxidase inhibitors Warburg's respiratory enzyme inhibitor Warburg's respiratory enzyme inhibitors complex IV (mitochondrial electron transport) inhibitor complex IV (mitochondrial electron transport) inhibitors cytochrome a3 inhibitor cytochrome a3 inhibitors cytochrome aa3 inhibitor cytochrome aa3 inhibitors cytochrome c oxidase (EC 1.9.3.1) inhibitor cytochrome c oxidase (EC 1.9.3.1) inhibitors cytochrome c oxidase inhibitor cytochrome c oxidase inhibitors cytochrome oxidase inhibitor cytochrome oxidase inhibitors cytochrome-c oxidase inhibitor cytochrome-c oxidase inhibitors ferrocytochrome c oxidase inhibitor ferrocytochrome c oxidase inhibitors ferrocytochrome-c:oxygen oxidoreductase inhibitor ferrocytochrome-c:oxygen oxidoreductase inhibitors indophenol oxidase inhibitor indophenol oxidase inhibitors indophenolase inhibitor indophenolase inhibitors mitochondrial complex IV inhibitor mitochondrial complex IV inhibitors mitochondrial cytochrome-c oxidase inhibitors CHEBI:38500 EC 1.9.3.1 (cytochrome c oxidase) inhibitor PMID:12969439 Europe PMC CcO inhibitor ChEBI EC 1.9.3.1 (cytochrome c oxidase) inhibitors ChEBI EC 1.9.3.1 inhibitor ChEBI EC 1.9.3.1 inhibitors ChEBI NADH cytochrome c oxidase inhibitor ChEBI NADH cytochrome c oxidase inhibitors ChEBI Warburg's respiratory enzyme inhibitor ChEBI Warburg's respiratory enzyme inhibitors ChEBI complex IV (mitochondrial electron transport) inhibitor ChEBI complex IV (mitochondrial electron transport) inhibitors ChEBI cytochrome a3 inhibitor ChEBI cytochrome a3 inhibitors ChEBI cytochrome aa3 inhibitor ChEBI cytochrome aa3 inhibitors ChEBI cytochrome c oxidase (EC 1.9.3.1) inhibitor ChEBI cytochrome c oxidase (EC 1.9.3.1) inhibitors ChEBI cytochrome c oxidase inhibitor ChEBI cytochrome c oxidase inhibitors ChEBI cytochrome oxidase inhibitor ChEBI cytochrome oxidase inhibitors ChEBI cytochrome-c oxidase inhibitor ChEBI cytochrome-c oxidase inhibitors ChEBI ferrocytochrome c oxidase inhibitor ChEBI ferrocytochrome c oxidase inhibitors ChEBI ferrocytochrome-c:oxygen oxidoreductase inhibitor ChEBI ferrocytochrome-c:oxygen oxidoreductase inhibitors ChEBI indophenol oxidase inhibitor ChEBI indophenol oxidase inhibitors ChEBI indophenolase inhibitor ChEBI indophenolase inhibitors ChEBI mitochondrial complex IV inhibitor ChEBI mitochondrial complex IV inhibitors ChEBI mitochondrial cytochrome-c oxidase inhibitors ChEBI Compounds having the structure R2C=NNR2, formally derived from aldehydes or ketones by replacing =O by =NNH2 (or substituted analogues). hydrazones chebi_ontology hydrazones CHEBI:38532 hydrazone hydrazones IUPAC hydrazones ChEBI An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4). Wikipedia:Monoamine_oxidase_inhibitor chebi_ontology EC 1.4.3.4 (monoamine oxidase) inhibitors EC 1.4.3.4 inhibitor EC 1.4.3.4 inhibitors MAO A inhibitor MAO A inhibitors MAO B inhibitor MAO B inhibitors MAO inhibitor MAO inhibitors MAO-A inhibitor MAO-A inhibitors MAO-B inhibitor MAO-B inhibitors adrenalin oxidase inhibitor adrenalin oxidase inhibitors adrenaline oxidase inhibitor adrenaline oxidase inhibitors amine oxidase (flavin-containing) inhibitor amine oxidase (flavin-containing) inhibitors amine:oxygen oxidoreductase (deaminating) (flavin-containing) inhibitor amine:oxygen oxidoreductase (deaminating) (flavin-containing) inhibitors amine:oxygen oxidoreductase (deaminating) inhibitor amine:oxygen oxidoreductase (deaminating) inhibitors epinephrine oxidase inhibitor epinephrine oxidase inhibitors monoamine oxidase (EC 1.4.3.4) inhibitor monoamine oxidase (EC 1.4.3.4) inhibitors monoamine oxidase A inhibitor monoamine oxidase A inhibitors monoamine oxidase B inhibitor monoamine oxidase B inhibitors monoamine oxidase inhibitor monoamine oxidase inhibitors monoamine:O2 oxidoreductase (deaminating) inhibitor monoamine:O2 oxidoreductase (deaminating) inhibitors serotonin deaminase inhibitor serotonin deaminase inhibitors tyraminase inhibitor tyraminase inhibitors tyramine oxidase inhibitor tyramine oxidase inhibitors CHEBI:38623 EC 1.4.3.4 (monoamine oxidase) inhibitor EC 1.4.3.4 (monoamine oxidase) inhibitors ChEBI EC 1.4.3.4 inhibitor ChEBI EC 1.4.3.4 inhibitors ChEBI MAO A inhibitor ChEBI MAO A inhibitors ChEBI MAO B inhibitor ChEBI MAO B inhibitors ChEBI MAO inhibitor ChEBI MAO inhibitors ChEBI MAO-A inhibitor ChEBI MAO-A inhibitors ChEBI MAO-B inhibitor ChEBI MAO-B inhibitors ChEBI adrenalin oxidase inhibitor ChEBI adrenalin oxidase inhibitors ChEBI adrenaline oxidase inhibitor ChEBI adrenaline oxidase inhibitors ChEBI amine oxidase (flavin-containing) inhibitor ChEBI amine oxidase (flavin-containing) inhibitors ChEBI amine:oxygen oxidoreductase (deaminating) (flavin-containing) inhibitor ChEBI amine:oxygen oxidoreductase (deaminating) (flavin-containing) inhibitors ChEBI amine:oxygen oxidoreductase (deaminating) inhibitor ChEBI amine:oxygen oxidoreductase (deaminating) inhibitors ChEBI epinephrine oxidase inhibitor ChEBI epinephrine oxidase inhibitors ChEBI monoamine oxidase (EC 1.4.3.4) inhibitor ChEBI monoamine oxidase (EC 1.4.3.4) inhibitors ChEBI monoamine oxidase A inhibitor ChEBI monoamine oxidase A inhibitors ChEBI monoamine oxidase B inhibitor ChEBI monoamine oxidase B inhibitors ChEBI monoamine oxidase inhibitor ChEBI monoamine oxidase inhibitors ChEBI monoamine:O2 oxidoreductase (deaminating) inhibitor ChEBI monoamine:O2 oxidoreductase (deaminating) inhibitors ChEBI serotonin deaminase inhibitor ChEBI serotonin deaminase inhibitors ChEBI tyraminase inhibitor ChEBI tyraminase inhibitors ChEBI tyramine oxidase inhibitor ChEBI tyramine oxidase inhibitors ChEBI The parent structure of the diazines. chebi_ontology C4H4N2 Diazin CHEBI:38627 diazine C4H4N2 ChEBI Diazin ChEBI CHEBI:22503 CHEBI:24792 chebi_ontology aminoalkylindoles CHEBI:38631 aminoalkylindole aminoalkylindoles ChEBI Any agent that affects the transport of molecular entities across a biological membrane. chebi_ontology membrane transport modulators CHEBI:38632 membrane transport modulator membrane transport modulators ChEBI organic sodium salt chebi_ontology organic sodium salts CHEBI:38700 organic sodium salt organic sodium salt ChEBI organic sodium salts ChEBI chebi_ontology inorganic sodium salts CHEBI:38702 inorganic sodium salt inorganic sodium salts ChEBI Any dianion containing at least one carboxy group. carboxylic acid dianion chebi_ontology carboxylic acid dianions CHEBI:38716 carboxylic acid dianion carboxylic acid dianion ChEBI carboxylic acid dianions ChEBI A trianion containing at least one carboxy group. carboxylic acid trianion chebi_ontology carboxylic acid trianions CHEBI:38717 carboxylic acid trianion carboxylic acid trianion ChEBI carboxylic acid trianions ChEBI Any polyamine that contained three amino groups. triamines chebi_ontology CHEBI:38751 triamine triamines IUPAC A monocarboxylic acid anion that is the monoanion obtained by the deprotonation of the carboxy group attached to the quinoline skeleton chebi_ontology quinolinemonocarboxylates CHEBI:38773 quinolinemonocarboxylate quinolinemonocarboxylates ChEBI A compound having the nitro group (-NO2) attached to a nitrogen atom. N-nitro compounds chebi_ontology CHEBI:38780 N-nitro compound N-nitro compounds IUPAC Any compound containing morpholine as part of its structure. chebi_ontology CHEBI:38785 morpholines A membrane transport modulator that is able to regulate intracellular calcium levels. chebi_ontology calcium channel modulators CHEBI:38808 calcium channel modulator calcium channel modulators ChEBI chebi_ontology CHEBI:38835 xanthenes Substance which produces loss of feeling or sensation. anaesthetic chebi_ontology Anaesthetika Anaesthetikum anaesthetics anesthetic agent anesthetic drug anesthetics CHEBI:38867 anaesthetic anaesthetic IUPAC Anaesthetika ChEBI Anaesthetikum ChEBI anaesthetics ChEBI anesthetic agent ChEBI anesthetic drug ChEBI anesthetics ChEBI Any alkylbenzene that is benzene substituted with one or more methyl groups. chebi_ontology methylbenzenes CHEBI:38975 methylbenzene methylbenzenes ChEBI A monocyclic arene that is benzene substituted with one or more alkyl groups. alkylbenzene chebi_ontology Alkylbenzol alkylbenzenes CHEBI:38976 alkylbenzene alkylbenzene ChEBI Alkylbenzol ChEBI alkylbenzenes ChEBI Any member of a collection of zwitterionic buffer substances selected or devised for suitability in experimental biological systems according to a number of predetermined criteria. Named after Dr. Norman Good. Wikipedia:Good's_buffers chebi_ontology Good buffer substance Good's buffer Good's buffers CHEBI:39011 Good's buffer substance Good buffer substance ChEBI Good's buffer ChEBI Good's buffers ChEBI An oxygen molecular entity that acts as an excellent buffer for many biological systems at near-neutral pH. chebi_ontology CHEBI:39074 MOPS A molecular entity capable of donating a hydron to an acceptor (Bronsted base). Bronsted acid chebi_ontology Bronsted-Saeure acide de Bronsted donneur d'hydron hydron donor CHEBI:39141 Bronsted acid Bronsted acid IUPAC Bronsted-Saeure ChEBI acide de Bronsted IUPAC donneur d'hydron IUPAC hydron donor IUPAC A molecular entity capable of accepting a hydron from a donor (Bronsted acid). Bronsted base chebi_ontology Bronsted-Base accepteur d'hydron base de Bronsted hydron acceptor CHEBI:39142 Bronsted base Bronsted base IUPAC Bronsted-Base ChEBI accepteur d'hydron IUPAC base de Bronsted IUPAC hydron acceptor IUPAC A molecular entity that is an electron-pair acceptor and therefore able to form a covalent bond with an electron-pair donor (Lewis base), thereby producing a Lewis adduct. Lewis acid chebi_ontology Lewis-Saeure accepteur d'une paire d'electrons acide de Lewis electron acceptor electron-pair acceptor CHEBI:39143 Lewis acid Lewis acid IUPAC Lewis-Saeure ChEBI accepteur d'une paire d'electrons IUPAC acide de Lewis IUPAC electron acceptor ChEBI electron-pair acceptor IUPAC A molecular entity able to provide a pair of electrons and thus capable of forming a covalent bond with an electron-pair acceptor (Lewis acid), thereby producing a Lewis adduct. Lewis base chebi_ontology Lewis-Base base de Lewis donneur d'une paire d'electrons electron donor CHEBI:39144 Lewis base Lewis base IUPAC Lewis-Base ChEBI base de Lewis IUPAC donneur d'une paire d'electrons ChEBI electron donor ChEBI An N-nitro compound that is guanidine in which one of the hydrogens is replaced by a nitro group. It can exist in distinct tautomeric forms, as 1-nitroguanidine (a nitroimine) or 2-nitroguanidine (a nitroamine); in both solid and in solution, the nitroimine form predominates. CAS:556-88-7 Wikipedia:Nitroguanidine nitroguanidine chebi_ontology CH4N4O2 picrite CHEBI:39179 nitroguanidine CAS:556-88-7 ChemIDplus CAS:556-88-7 NIST Chemistry WebBook nitroguanidine IUPAC CH4N4O2 ChEBI picrite NIST_Chemistry_WebBook Any organic heteropolycyclic compound based on a skeleton consisting of a pyran ring fused with two benzene rings. chebi_ontology dibenzopyrans CHEBI:39203 dibenzopyran dibenzopyrans ChEBI chebi_ontology dibenzopyridines CHEBI:39206 dibenzopyridine dibenzopyridines ChEBI chebi_ontology naphthofurans CHEBI:39270 naphthofuran naphthofurans ChEBI Any chemical substance that inhibits the life-cycle of an organism. chebi_ontology growth regulators CHEBI:39317 growth regulator growth regulators ChEBI Members of the class of nitrophenol carrying two nitro substituents. CAS:25550-58-7 dinitrophenol chebi_ontology C6H4N2O5 dinitrophenols CHEBI:39352 dinitrophenol CAS:25550-58-7 ChemIDplus dinitrophenol IUPAC C6H4N2O5 ChEBI dinitrophenols ChEBI Any saturated fatty acid lacking a side-chain. PMID:15644336 straight-chain saturated fatty acid chebi_ontology straight-chain saturated fatty acids CHEBI:39418 straight-chain saturated fatty acid PMID:15644336 Europe PMC straight-chain saturated fatty acid ChEBI straight-chain saturated fatty acids ChEBI CHEBI:13784 CHEBI:26445 CHEBI:7263 chebi_ontology CHEBI:39446 pyrimidine ribonucleosides Any compound having a pyrimidine as part of its structure. CHEBI:13681 CHEBI:26448 chebi_ontology CHEBI:39447 pyrimidines CHEBI:13682 CHEBI:37019 CHEBI:8677 KEGG:C03536 chebi_ontology Pyrimidine 5'-nucleotide pyrimidine 5'-nucleotide pyrimidine ribonucleoside 5'-monophosphates pyrimidine ribonucleoside 5'-phosphate CHEBI:39457 pyrimidine ribonucleoside 5'-monophosphate Pyrimidine 5'-nucleotide KEGG_COMPOUND pyrimidine 5'-nucleotide UniProt pyrimidine ribonucleoside 5'-monophosphates ChEBI pyrimidine ribonucleoside 5'-phosphate ChEBI Any azaalkane in which two or more carbons in the chain are replaced by nitrogen. chebi_ontology polyazaalkanes CHEBI:39474 polyazaalkane polyazaalkanes ChEBI A monovalent inorganic anion that consists of phosphoric acid in which one of the three OH groups has been deprotonated. CHEBI:29137 CHEBI:39739 DrugBank:DB02831 Gmelin:1999 PDBeChem:2HP dihydrogen(tetraoxidophosphate)(1-) dihydrogenphosphate dihydrogentetraoxophosphate(1-) dihydrogentetraoxophosphate(V) dihydroxidodioxidophosphate(1-) chebi_ontology -1 96.969 96.98724 DIHYDROGENPHOSPHATE ION H2O4P H2PO4(-) InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-1 NBIIXXVUZAFLBC-UHFFFAOYSA-M [H]OP([O-])(=O)O[H] [PO2(OH)2](-) CHEBI:39745 dihydrogenphosphate Gmelin:1999 Gmelin dihydrogen(tetraoxidophosphate)(1-) IUPAC dihydrogenphosphate IUPAC dihydrogentetraoxophosphate(1-) IUPAC dihydrogentetraoxophosphate(V) IUPAC dihydroxidodioxidophosphate(1-) IUPAC -1 ChEBI 96.969 ChEBI 96.98724 ChEBI DIHYDROGENPHOSPHATE ION PDBeChem H2O4P ChEBI H2PO4(-) IUPAC InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-1 ChEBI NBIIXXVUZAFLBC-UHFFFAOYSA-M ChEBI [H]OP([O-])(=O)O[H] ChEBI [PO2(OH)2](-) IUPAC KEGG:C02019 Cyclic ketone cyclic ketones chebi_ontology CHEBI:3992 cyclic ketone Cyclic ketone KEGG_COMPOUND cyclic ketones IUPAC An organic anion that is a borate diester derived from a furanose and acts a universal signal molecule mediating intra- and interspecies communication among bacteria. KEGG:C16421 PDBeChem:AI2 PMID:23078586 PMID:23305926 PMID:23649272 PMID:24026770 PMID:24324385 PMID:24370626 PMID:24491837 PMID:24871429 PMID:25081571 PMID:25101248 Reaxys:23834806 colombos:AUTO_INDUCER_2 dihydroxy[(2S,3R,4S)-2-methyldihydrofuran-2,3,3,4(2H)-tetrolato(2-)-kappa(2)O(2),O(3)]borate(1-) chebi_ontology (3aS,6S,6aR)-2,2,6,6a-tetrahydroxy-3a-methyltetrahydrofuro[3,2-d][1,3,2]dioxaborolan-2-uide -1 192.94000 193.052 ACKRRKSNOOISSG-VPENINKCSA-N AI-2 Autoinducer 2 C5H10BO7 C[C@]12OC[C@H](O)[C@@]1(O)O[B-](O)(O)O2 InChI=1S/C5H10BO7/c1-4-5(8,3(7)2-11-4)13-6(9,10)12-4/h3,7-10H,2H2,1H3/q-1/t3-,4+,5+/m0/s1 CHEBI:40646 autoinducer-2 PMID:23078586 Europe PMC PMID:23305926 Europe PMC PMID:23649272 Europe PMC PMID:24026770 Europe PMC PMID:24324385 Europe PMC PMID:24370626 Europe PMC PMID:24491837 Europe PMC PMID:24871429 Europe PMC PMID:25081571 Europe PMC PMID:25101248 Europe PMC Reaxys:23834806 Reaxys dihydroxy[(2S,3R,4S)-2-methyldihydrofuran-2,3,3,4(2H)-tetrolato(2-)-kappa(2)O(2),O(3)]borate(1-) IUPAC (3aS,6S,6aR)-2,2,6,6a-tetrahydroxy-3a-methyltetrahydrofuro[3,2-d][1,3,2]dioxaborolan-2-uide ChEBI -1 ChEBI 192.94000 ChEBI 193.052 ChEBI ACKRRKSNOOISSG-VPENINKCSA-N ChEBI AI-2 KEGG_COMPOUND Autoinducer 2 KEGG_COMPOUND C5H10BO7 ChEBI C[C@]12OC[C@H](O)[C@@]1(O)O[B-](O)(O)O2 ChEBI InChI=1S/C5H10BO7/c1-4-5(8,3(7)2-11-4)13-6(9,10)12-4/h3,7-10H,2H2,1H3/q-1/t3-,4+,5+/m0/s1 ChEBI An organic cation that is the conjugate acid of AMP obtained by selective protonation at position N1 on the purine moiety. PDBeChem:AP7 chebi_ontology +1 348.071 348.22920 C10H15N5O7P InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/p+1/t4-,6-,7-,10-/m1/s1 N1-PROTONATED ADENOSINE-5'-MONOPHOSPHATE Nc1[nH+]cnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O UDMBCSSLTHHNCD-KQYNXXCUSA-O CHEBI:40721 AMP(1+) +1 ChEBI 348.071 ChEBI 348.22920 ChEBI C10H15N5O7P ChEBI InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/p+1/t4-,6-,7-,10-/m1/s1 ChEBI N1-PROTONATED ADENOSINE-5'-MONOPHOSPHATE PDBeChem Nc1[nH+]cnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI UDMBCSSLTHHNCD-KQYNXXCUSA-O ChEBI A quaternary ammonium ion in which the substituents on nitrogen are methyl (three) and carboxymethyl. CHEBI:12531 CHEBI:41134 Beilstein:1758492 DrugBank:DB04455 ECMDB:ECMDB04024 Gmelin:324712 PDBeChem:BET Reaxys:1758492 carboxy-N,N,N-trimethylmethanaminium chebi_ontology +1 118.087 118.154 C5H12NO2 InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3/p+1 KWIUHFFTVRNATP-UHFFFAOYSA-O TRIMETHYL GLYCINE [N+](C)(C)(C)CC(=O)O CHEBI:41139 N,N,N-trimethylglycinium Beilstein:1758492 Beilstein Gmelin:324712 Gmelin Reaxys:1758492 Reaxys carboxy-N,N,N-trimethylmethanaminium IUPAC +1 ChEBI 118.087 ChEBI 118.154 ChEBI C5H12NO2 ChEBI InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3/p+1 ChEBI KWIUHFFTVRNATP-UHFFFAOYSA-O ChEBI TRIMETHYL GLYCINE PDBeChem [N+](C)(C)(C)CC(=O)O ChEBI CHEBI:23029 CHEBI:41396 PDBeChem:CBM CARBOXYMETHYL GROUP carboxymethyl chebi_ontology -CH2-COOH 0 59.013 59.04402 C2H3O2 aspartic acid side-chain CHEBI:41402 carboxymethyl group CARBOXYMETHYL GROUP PDBeChem carboxymethyl IUPAC -CH2-COOH ChEBI 0 ChEBI 59.013 ChEBI 59.04402 ChEBI C2H3O2 ChEBI aspartic acid side-chain ChEBI CHEBI:29201 CHEBI:41605 Beilstein:3600898 CAS:3812-32-6 Gmelin:1559 PDBeChem:CO3 carbonate trioxidocarbonate(2-) chebi_ontology -2 59.985 60.00890 BVKZGUZCCUSVTD-UHFFFAOYSA-L CARBONATE ION CO3 CO3(2-) InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-2 Karbonat [CO3](2-) [O-]C([O-])=O CHEBI:41609 carbonate Beilstein:3600898 Beilstein CAS:3812-32-6 ChemIDplus Gmelin:1559 Gmelin carbonate IUPAC trioxidocarbonate(2-) IUPAC -2 ChEBI 59.985 ChEBI 60.00890 ChEBI BVKZGUZCCUSVTD-UHFFFAOYSA-L ChEBI CARBONATE ION PDBeChem CO3 ChEBI CO3(2-) ChEBI InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-2 ChEBI Karbonat ChEBI [CO3](2-) IUPAC [O-]C([O-])=O ChEBI A straight-chain alkane with 10 carbon atoms. CHEBI:32894 CHEBI:41801 Beilstein:1696981 CAS:124-18-5 DrugBank:DB02826 Gmelin:67816 HMDB:HMDB31450 LIPID_MAPS_instance:LMFA11000568 MetaCyc:CPD-9287 PDBeChem:D10 PMID:11762597 Reaxys:1696981 Wikipedia:Decane DECANE decane chebi_ontology 0 142.172 142.28168 C10H22 CCCCCCCCCC CH3-[CH2]8-CH3 DIOQZVSQGTUSAI-UHFFFAOYSA-N Dekan InChI=1S/C10H22/c1-3-5-7-9-10-8-6-4-2/h3-10H2,1-2H3 n-Dekan n-decane CHEBI:41808 decane Beilstein:1696981 ChemIDplus CAS:124-18-5 ChemIDplus CAS:124-18-5 NIST Chemistry WebBook Gmelin:67816 Gmelin LIPID_MAPS_instance:LMFA11000568 LIPID MAPS PMID:11762597 Europe PMC Reaxys:1696981 Reaxys DECANE PDBeChem decane IUPAC 0 ChEBI 142.172 ChEBI 142.28168 ChEBI C10H22 ChEBI CCCCCCCCCC ChEBI CH3-[CH2]8-CH3 IUPAC DIOQZVSQGTUSAI-UHFFFAOYSA-N ChEBI Dekan ChEBI InChI=1S/C10H22/c1-3-5-7-9-10-8-6-4-2/h3-10H2,1-2H3 ChEBI n-Dekan ChEBI n-decane NIST_Chemistry_WebBook A hexose that has D-configuration at position 5. KEGG:C00738 D-Hexose D-hexopyranose D-hexose chebi_ontology C6H12O6 D-hexoses CHEBI:4194 D-hexose D-Hexose KEGG_COMPOUND D-hexopyranose IUPAC D-hexose UniProt C6H12O6 ChEBI D-hexoses ChEBI KEGG:C02965 D-Hexose 6-phosphate chebi_ontology CHEBI:4195 D-hexose 6-phosphate D-Hexose 6-phosphate KEGG_COMPOUND A dinitrophenol having the nitro groups at the 2- and 4-positions. CHEBI:42013 CHEBI:918 Beilstein:1246142 CAS:51-28-5 DrugBank:DB04528 Gmelin:103005 KEGG:C02496 LINCS:LSM-20951 MetaCyc:CPD-8179 PDBeChem:DNF PMID:10509480 PMID:10888472 PMID:13532746 PMID:15307184 PMID:16661637 PMID:25281383 PMID:5959282 PMID:9129253 Reaxys:1246142 Wikipedia:2,4-Dinitrophenol 2,4-DINITROPHENOL 2,4-Dinitrophenol 2,4-dinitrophenol chebi_ontology 0 1-hydroxy-2,4-dinitrobenzene 184.012 184.10640 2,4-DNP C6H4N2O5 InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H Oc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N alpha-dinitrophenol CHEBI:42017 2,4-dinitrophenol Beilstein:1246142 Beilstein CAS:51-28-5 ChemIDplus CAS:51-28-5 KEGG COMPOUND CAS:51-28-5 NIST Chemistry WebBook Gmelin:103005 Gmelin PMID:10509480 Europe PMC PMID:10888472 Europe PMC PMID:13532746 Europe PMC PMID:15307184 Europe PMC PMID:16661637 Europe PMC PMID:25281383 Europe PMC PMID:5959282 Europe PMC PMID:9129253 Europe PMC Reaxys:1246142 Reaxys 2,4-DINITROPHENOL PDBeChem 2,4-Dinitrophenol KEGG_COMPOUND 2,4-dinitrophenol IUPAC 0 ChEBI 1-hydroxy-2,4-dinitrobenzene ChemIDplus 184.012 ChEBI 184.10640 ChEBI 2,4-DNP NIST_Chemistry_WebBook C6H4N2O5 ChEBI InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H ChEBI Oc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O ChEBI UFBJCMHMOXMLKC-UHFFFAOYSA-N ChEBI alpha-dinitrophenol NIST_Chemistry_WebBook An optically active form of lactic acid having (R)-configuration. CHEBI:341 CHEBI:42105 CHEBI:43701 Beilstein:1720252 CAS:10326-41-7 DrugBank:DB03066 DrugBank:DB04398 Gmelin:362718 HMDB:HMDB01311 KEGG:C00256 KNApSAcK:C00019549 PDBeChem:LAC PMID:21842515 PMID:22127808 PMID:22277286 PMID:22344644 Reaxys:1720252 Wikipedia:Lactic_acid (2R)-2-hydroxypropanoic acid chebi_ontology (-)-lactic acid (R)-(-)-lactic acid 0 90.032 90.07794 C3H6O3 C[C@@H](O)C(O)=O D-2-Hydroxypropanoic acid D-2-Hydroxypropionic acid D-Lactic acid D-Milchsaeure D-lactic acid InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1 JVTAAEKCZFNVCJ-UWTATZPHSA-N LACTIC ACID CHEBI:42111 (R)-lactic acid Beilstein:1720252 Beilstein CAS:10326-41-7 ChemIDplus CAS:10326-41-7 KEGG COMPOUND Gmelin:362718 Gmelin PMID:21842515 Europe PMC PMID:22127808 Europe PMC PMID:22277286 Europe PMC PMID:22344644 Europe PMC Reaxys:1720252 Reaxys (2R)-2-hydroxypropanoic acid IUPAC (-)-lactic acid ChemIDplus (R)-(-)-lactic acid ChemIDplus 0 ChEBI 90.032 KEGG_COMPOUND 90.07794 ChEBI C3H6O3 KEGG_COMPOUND C[C@@H](O)C(O)=O ChEBI D-2-Hydroxypropanoic acid KEGG_COMPOUND D-2-Hydroxypropionic acid KEGG_COMPOUND D-Lactic acid KEGG_COMPOUND D-Milchsaeure ChEBI D-lactic acid ChemIDplus InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1 ChEBI JVTAAEKCZFNVCJ-UWTATZPHSA-N ChEBI LACTIC ACID PDBeChem An optically active form of lactic acid having (S)-configuration. Beilstein:1720251 CAS:79-33-4 Gmelin:362717 HMDB:HMDB00190 KEGG:C00186 KNApSAcK:C00001191 PMID:21996028 PMID:22336740 PMID:22367529 PMID:22424924 PMID:22443585 PMID:22461545 PMID:22534372 PMID:22538963 PMID:22578598 Reaxys:1720251 Wikipedia:Lactic_Acid (2S)-2-hydroxypropanoic acid chebi_ontology (+)-lactic acid (S)-(+)-lactic acid (S)-2-hydroxypropanoic acid (S)-2-hydroxypropionic acid 0 90.032 90.07794 C3H6O3 C[C@H](O)C(O)=O InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1 JVTAAEKCZFNVCJ-REOHCLBHSA-N L-(+)-alpha-hydroxypropionic acid L-(+)-lactic acid L-Lactic acid L-Milchsaeure CHEBI:422 (S)-lactic acid Beilstein:1720251 Beilstein CAS:79-33-4 ChemIDplus CAS:79-33-4 KEGG COMPOUND CAS:79-33-4 NIST Chemistry WebBook Gmelin:362717 Gmelin PMID:21996028 Europe PMC PMID:22336740 Europe PMC PMID:22367529 Europe PMC PMID:22424924 Europe PMC PMID:22443585 Europe PMC PMID:22461545 Europe PMC PMID:22534372 Europe PMC PMID:22538963 Europe PMC PMID:22578598 Europe PMC Reaxys:1720251 Reaxys (2S)-2-hydroxypropanoic acid IUPAC (+)-lactic acid NIST_Chemistry_WebBook (S)-(+)-lactic acid NIST_Chemistry_WebBook (S)-2-hydroxypropanoic acid NIST_Chemistry_WebBook (S)-2-hydroxypropionic acid NIST_Chemistry_WebBook 0 ChEBI 90.032 KEGG_COMPOUND 90.07794 ChEBI C3H6O3 KEGG_COMPOUND C[C@H](O)C(O)=O ChEBI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1 ChEBI JVTAAEKCZFNVCJ-REOHCLBHSA-N ChEBI L-(+)-alpha-hydroxypropionic acid ChemIDplus L-(+)-lactic acid NIST_Chemistry_WebBook L-Lactic acid KEGG_COMPOUND L-Milchsaeure ChEBI An alkane comprising of two carbon atoms. CHEBI:23975 CHEBI:42260 Beilstein:1730716 CAS:74-84-0 Gmelin:212 PDBeChem:EHN PMID:12826252 PMID:14664856 PMID:16236899 Reaxys:1730716 Wikipedia:Ethane ETHANE ethane chebi_ontology 0 30.047 30.06904 Aethan C2H6 CC CH3-CH3 Ethan InChI=1S/C2H6/c1-2/h1-2H3 OTMSDBZUPAUEDD-UHFFFAOYSA-N R-170 bimethyl dimethyl ethyl hydride methylmethane CHEBI:42266 ethane Beilstein:1730716 Beilstein CAS:74-84-0 ChemIDplus CAS:74-84-0 NIST Chemistry WebBook Gmelin:212 Gmelin PMID:12826252 Europe PMC PMID:14664856 Europe PMC PMID:16236899 Europe PMC Reaxys:1730716 Reaxys ETHANE PDBeChem ethane IUPAC 0 ChEBI 30.047 ChEBI 30.06904 ChEBI Aethan ChEBI C2H6 ChEBI C2H6 ChEBI CC ChEBI CH3-CH3 IUPAC Ethan ChEBI InChI=1S/C2H6/c1-2/h1-2H3 ChEBI OTMSDBZUPAUEDD-UHFFFAOYSA-N ChEBI R-170 ChEBI bimethyl NIST_Chemistry_WebBook dimethyl NIST_Chemistry_WebBook ethyl hydride NIST_Chemistry_WebBook methylmethane NIST_Chemistry_WebBook The fluorescent compound widely used in experimental cell biology and biochemistry to reveal double-stranded DNA and RNA. Beilstein:3627183 CAS:3546-21-2 Gmelin:981639 PDBeChem:ET 3,8-diamino-5-ethyl-6-phenylphenanthridinium ETHIDIUM chebi_ontology +1 314.166 314.40372 C21H20N3 CC[n+]1c(-c2ccccc2)c2cc(N)ccc2c2ccc(N)cc12 InChI=1S/C21H19N3/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14/h3-13,23H,2,22H2,1H3/p+1 QTANTQQOYSUMLC-UHFFFAOYSA-O ethidium cation homidium CHEBI:42478 ethidium Beilstein:3627183 ChemIDplus CAS:3546-21-2 ChemIDplus Gmelin:981639 Gmelin 3,8-diamino-5-ethyl-6-phenylphenanthridinium IUPAC ETHIDIUM PDBeChem +1 ChEBI 314.166 ChEBI 314.40372 ChEBI C21H20N3 ChEBI CC[n+]1c(-c2ccccc2)c2cc(N)ccc2c2ccc(N)cc12 ChEBI InChI=1S/C21H19N3/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14/h3-13,23H,2,22H2,1H3/p+1 ChEBI QTANTQQOYSUMLC-UHFFFAOYSA-O ChEBI ethidium cation ChemIDplus homidium ChemIDplus CHEBI:24089 CHEBI:42480 PDBeChem:FOR FORMYL GROUP aldehyde group carbaldehyde formyl chebi_ontology -CH(O) -CHO 0 29.003 29.01804 CHO Fo H-CO- methanoyl CHEBI:42485 formyl group FORMYL GROUP PDBeChem aldehyde group IUPAC carbaldehyde IUPAC formyl IUPAC -CH(O) IUPAC -CHO IUPAC 0 ChEBI 29.003 ChEBI 29.01804 ChEBI CHO ChEBI Fo CBN H-CO- IUPAC methanoyl IUPAC An aminocarboxamidine, the parent compound of the guanidines. CHEBI:24435 CHEBI:42816 Beilstein:506044 CAS:113-00-8 DrugBank:DB00536 Drug_Central:1344 Gmelin:100679 PDBeChem:GAI PMID:8070089 Reaxys:506044 Wikipedia:Guanidine GUANIDINE guanidine chebi_ontology 0 59.048 59.07062 CH5N3 Gu H2N-C(=NH)-NH2 InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4) NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N aminomethanamidine guanidin iminourea CHEBI:42820 guanidine Beilstein:506044 Beilstein CAS:113-00-8 ChemIDplus CAS:113-00-8 NIST Chemistry WebBook Drug_Central:1344 DrugCentral Gmelin:100679 Gmelin PMID:8070089 Europe PMC Reaxys:506044 Reaxys GUANIDINE PDBeChem guanidine IUPAC 0 ChEBI 59.048 ChEBI 59.07062 ChEBI CH5N3 ChEBI Gu ChEBI H2N-C(=NH)-NH2 IUPAC InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4) ChEBI NC(N)=N ChEBI ZRALSGWEFCBTJO-UHFFFAOYSA-N ChEBI aminomethanamidine NIST_Chemistry_WebBook guanidin ChEBI iminourea NIST_Chemistry_WebBook CHEBI:24706 CHEBI:43171 PDBeChem:HYD HYDROXY GROUP hydroxy hydroxy group oxidanyl chebi_ontology -OH 0 17.003 17.00734 HO hydroxyl hydroxyl group CHEBI:43176 hydroxy group HYDROXY GROUP PDBeChem hydroxy IUPAC hydroxy group UniProt oxidanyl IUPAC -OH IUPAC 0 ChEBI 17.003 ChEBI 17.00734 ChEBI HO ChEBI hydroxyl ChEBI hydroxyl group ChEBI PDBeChem:HPY (4S)-4-hydroxy-3,4-dihydropyrimidin-2(1H)-one chebi_ontology 0 114.043 114.10272 4-HYDROXY-3,4-DIHYDRO-1H-PYRIMIDIN-2-ONE C4H6N2O2 DEAAWXYGBWCVJW-VKHMYHEASA-N InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-3,7H,(H2,5,6,8)/t3-/m0/s1 [H]O[C@]1([H])N([H])C(=O)N([H])C([H])=C1[H] CHEBI:43254 (4S)-4-hydroxy-3,4-dihydropyrimidin-2(1H)-one (4S)-4-hydroxy-3,4-dihydropyrimidin-2(1H)-one PDBeChem 0 ChEBI 114.043 ChEBI 114.10272 ChEBI 4-HYDROXY-3,4-DIHYDRO-1H-PYRIMIDIN-2-ONE PDBeChem C4H6N2O2 ChEBI DEAAWXYGBWCVJW-VKHMYHEASA-N ChEBI InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-3,7H,(H2,5,6,8)/t3-/m0/s1 ChEBI [H]O[C@]1([H])N([H])C(=O)N([H])C([H])=C1[H] ChEBI A phosphate ion that is the conjugate base of dihydrogenphosphate. CHEBI:29139 CHEBI:43470 Gmelin:1998 MolBase:1628 PDBeChem:IPS PDBeChem:PI hydrogen(tetraoxidophosphate)(2-) hydrogenphosphate hydrogentetraoxophosphate(2-) hydrogentetraoxophosphate(V) hydroxidotrioxidophosphate(2-) chebi_ontology -2 95.961 95.97930 HO4P HPO4(2-) HYDROGENPHOSPHATE ION INORGANIC PHOSPHATE GROUP InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-2 NBIIXXVUZAFLBC-UHFFFAOYSA-L OP([O-])([O-])=O [P(OH)O3](2-) [PO3(OH)](2-) hydrogen phosphate phosphate CHEBI:43474 hydrogenphosphate Gmelin:1998 Gmelin hydrogen(tetraoxidophosphate)(2-) IUPAC hydrogenphosphate IUPAC hydrogentetraoxophosphate(2-) IUPAC hydrogentetraoxophosphate(V) IUPAC hydroxidotrioxidophosphate(2-) IUPAC -2 ChEBI 95.961 ChEBI 95.97930 ChEBI HO4P ChEBI HPO4(2-) IUPAC HYDROGENPHOSPHATE ION PDBeChem INORGANIC PHOSPHATE GROUP PDBeChem InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-2 ChEBI NBIIXXVUZAFLBC-UHFFFAOYSA-L ChEBI OP([O-])([O-])=O ChEBI [P(OH)O3](2-) MolBase [PO3(OH)](2-) IUPAC hydrogen phosphate ChEBI phosphate UniProt Beilstein:2514118 CAS:70-51-9 DrugBank:DB00746 Drug_Central:792 KEGG:C06940 KEGG:D03670 LINCS:LSM-6541 Patent:BE609053 Wikipedia:Deferoxamine N'-{5-[acetyl(hydroxy)amino]pentyl}-N-(5-{4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanamido}pentyl)-N-hydroxybutanediamide chebi_ontology 0 560.353 560.68400 C25H48N6O8 CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN DFO Deferoxamin Deferrioxamine Desferrioxamine InChI=1S/C25H48N6O8/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34) UBQYURCVBFRUQT-UHFFFAOYSA-N deferoxamina deferoxamine deferoxaminum deferrioxamine B CHEBI:4356 desferrioxamine B Beilstein:2514118 Beilstein CAS:70-51-9 ChemIDplus Drug_Central:792 DrugCentral N'-{5-[acetyl(hydroxy)amino]pentyl}-N-(5-{4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanamido}pentyl)-N-hydroxybutanediamide IUPAC 0 ChEBI 560.353 ChEBI 560.68400 ChEBI C25H48N6O8 ChEBI CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN ChEBI DFO DrugBank Deferoxamin DrugBank Deferrioxamine DrugBank Desferrioxamine DrugBank InChI=1S/C25H48N6O8/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34) ChEBI UBQYURCVBFRUQT-UHFFFAOYSA-N ChEBI deferoxamina ChemIDplus deferoxamine ChEBI deferoxamine ChemIDplus deferoxaminum ChEBI deferrioxamine B ChemIDplus A primary aliphatic amine that is butane substituted by an amino group at position 1. Beilstein:605269 CAS:109-73-9 DrugBank:DB03659 Gmelin:1784 MetaCyc:BUTYLAMINE PDBeChem:LYT PMID:16387436 PMID:23470444 PMID:23734590 Reaxys:605269 Wikipedia:N-Butylamine butan-1-amine chebi_ontology 0 1-Aminobutan 1-aminobutane 1-butanamine 1-butylamine 73.089 73.13680 BUTYLAMINE C4H11N CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3 butanamine butylamine mono-n-butylamine monobutylamine n-Butylamin n-C4H9NH2 n-butylamine CHEBI:43799 butan-1-amine Beilstein:605269 Beilstein CAS:109-73-9 ChemIDplus CAS:109-73-9 NIST Chemistry WebBook Gmelin:1784 Gmelin PMID:16387436 Europe PMC PMID:23470444 Europe PMC PMID:23734590 Europe PMC Reaxys:605269 Reaxys butan-1-amine IUPAC 0 ChEBI 1-Aminobutan ChemIDplus 1-aminobutane ChemIDplus 1-butanamine NIST_Chemistry_WebBook 1-butylamine NIST_Chemistry_WebBook 73.089 ChEBI 73.13680 ChEBI BUTYLAMINE PDBeChem C4H11N ChEBI CCCCN ChEBI HQABUPZFAYXKJW-UHFFFAOYSA-N ChEBI InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3 ChEBI butanamine NIST_Chemistry_WebBook butylamine ChemIDplus mono-n-butylamine ChemIDplus monobutylamine NIST_Chemistry_WebBook n-Butylamin ChemIDplus n-C4H9NH2 NIST_Chemistry_WebBook n-butylamine ChemIDplus A nucleotide in which the ribose moiety has one or more of its hydroxy groups substituted by hydrogen. chebi_ontology deoxyribonucleotides CHEBI:4431 deoxyribonucleotide deoxyribonucleotides ChEBI A member of the class of ureas that is urea in which one of the hydrogens is replaced by a hydroxy group. An antineoplastic used in the treatment of chronic myeloid leukaemia as well as for sickle-cell disease. CHEBI:44420 CHEBI:5816 Beilstein:1741548 CAS:127-07-1 DrugBank:DB01005 Drug_Central:1399 Gmelin:130423 HMDB:HMDB15140 KEGG:C07044 KEGG:D00341 MetaCyc:HYDROXY-UREA PDBeChem:NHY PMID:11285159 PMID:11298103 PMID:11364534 PMID:11365149 PMID:11391710 PMID:12107454 PMID:14988684 PMID:15772364 PMID:15994344 PMID:16356682 PMID:22983419 PMID:23318979 PMID:23643402 PMID:23696560 PMID:9271088 Patent:US2705727 Reaxys:1741548 Wikipedia:Hydroxyurea Hydroxyurea N-hydroxyurea hydroxyurea chebi_ontology 0 76.027 76.05474 CH4N2O2 Hydroxycarbamid Hydroxycarbamide Hydroxyharnstoff InChI=1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4) N-HYDROXYUREA N-carbamoylhydroxylamine NC(=O)NO VSNHCAURESNICA-UHFFFAOYSA-N carbamohydroxamic acid carbamohydroximic acid carbamoyl oxime carbamyl hydroxamate hidroxicarbamida hydrea hydroxycarbamide hydroxycarbamidum oxyurea CHEBI:44423 hydroxyurea Beilstein:1741548 ChemIDplus CAS:127-07-1 ChemIDplus CAS:127-07-1 KEGG COMPOUND Drug_Central:1399 DrugCentral Gmelin:130423 Gmelin PMID:11285159 Europe PMC PMID:11298103 Europe PMC PMID:11364534 Europe PMC PMID:11365149 Europe PMC PMID:11391710 Europe PMC PMID:12107454 Europe PMC PMID:14988684 Europe PMC PMID:15772364 Europe PMC PMID:15994344 Europe PMC PMID:16356682 Europe PMC PMID:22983419 Europe PMC PMID:23318979 Europe PMC PMID:23643402 Europe PMC PMID:23696560 Europe PMC PMID:9271088 Europe PMC Reaxys:1741548 Reaxys Hydroxyurea KEGG_COMPOUND N-hydroxyurea IUPAC hydroxyurea UniProt 0 ChEBI 76.027 KEGG_COMPOUND 76.05474 ChEBI CH4N2O2 KEGG_COMPOUND Hydroxycarbamid ChEBI Hydroxycarbamide KEGG_COMPOUND Hydroxyharnstoff ChEBI InChI=1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4) ChEBI N-HYDROXYUREA PDBeChem N-carbamoylhydroxylamine ChemIDplus NC(=O)NO ChEBI VSNHCAURESNICA-UHFFFAOYSA-N ChEBI carbamohydroxamic acid ChemIDplus carbamohydroximic acid ChemIDplus carbamoyl oxime ChemIDplus carbamyl hydroxamate ChemIDplus hidroxicarbamida ChemIDplus hydrea ChemIDplus hydroxycarbamide ChemIDplus hydroxycarbamide WHO_MedNet hydroxycarbamidum ChemIDplus oxyurea ChemIDplus A member of the class of maleimides that is the N-ethyl derivative of maleimide. CHEBI:44483 CHEBI:7269 Beilstein:112448 CAS:128-53-0 DrugBank:DB02967 Gmelin:405614 KEGG:C02441 LINCS:LSM-4219 MetaCyc:N-ETHYLMALEIMIDE PDBeChem:NEQ PMID:12232209 PMID:18499511 PMID:24211707 PMID:6501266 Reaxys:112448 Wikipedia:N-Ethylmaleimide 1-ethyl-1H-pyrrole-2,5-dione N-ETHYLMALEIMIDE N-Ethylmaleimide N-ethylmaleimide chebi_ontology 0 125.048 125.12530 C6H7NO2 CCN1C(=O)C=CC1=O Ethylmaleimide HDFGOPSGAURCEO-UHFFFAOYSA-N InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3 NEM CHEBI:44485 N-ethylmaleimide Beilstein:112448 Beilstein CAS:128-53-0 ChemIDplus CAS:128-53-0 KEGG COMPOUND CAS:128-53-0 NIST Chemistry WebBook Gmelin:405614 Gmelin PMID:12232209 Europe PMC PMID:18499511 Europe PMC PMID:24211707 Europe PMC PMID:6501266 Europe PMC Reaxys:112448 Reaxys 1-ethyl-1H-pyrrole-2,5-dione IUPAC N-ETHYLMALEIMIDE PDBeChem N-Ethylmaleimide KEGG_COMPOUND N-ethylmaleimide UniProt 0 ChEBI 125.048 ChEBI 125.048 KEGG_COMPOUND 125.12530 ChEBI C6H7NO2 ChEBI C6H7NO2 KEGG_COMPOUND CCN1C(=O)C=CC1=O ChEBI Ethylmaleimide ChemIDplus HDFGOPSGAURCEO-UHFFFAOYSA-N ChEBI InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3 ChEBI NEM NIST_Chemistry_WebBook A phosphorus oxoacid that consists of a single pentavalent phosphorus covalently bound via single bonds to a single hydrogen and two hydroxy groups and via a double bond to an oxygen. The parent of the class of phosphonic acids. CHEBI:26067 CAS:13598-36-2 Gmelin:1619 KEGG:C06701 PDBeChem:PHS Reaxys:1209272 Wikipedia:Phosphonic_acid Phosphonic acid dihydrogen hydridotrioxophosphate(2-) hydridodihydroxidooxidophosphorus hydridotrioxophosphoric(2-) acid phosphonic acid chebi_ontology (HO)2HPO 0 81.982 81.99580 ABLZXFCXXLZCGV-UHFFFAOYSA-N H2PHO3 H3O3P H3PO3 HPO(OH)2 InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3) OP(O)=O Phosphite Phosphonate Phosphonsaeure [PHO(OH)2] CHEBI:44976 phosphonic acid CAS:13598-36-2 ChemIDplus CAS:13598-36-2 KEGG COMPOUND CAS:13598-36-2 NIST Chemistry WebBook Gmelin:1619 Gmelin Reaxys:1209272 Reaxys Phosphonic acid KEGG_COMPOUND dihydrogen hydridotrioxophosphate(2-) IUPAC hydridodihydroxidooxidophosphorus IUPAC hydridotrioxophosphoric(2-) acid IUPAC phosphonic acid ChEBI (HO)2HPO NIST_Chemistry_WebBook 0 ChEBI 81.982 ChEBI 81.982 KEGG_COMPOUND 81.99580 ChEBI ABLZXFCXXLZCGV-UHFFFAOYSA-N ChEBI H2PHO3 IUPAC H3O3P ChEBI H3O3P KEGG_COMPOUND H3PO3 ChEBI HPO(OH)2 IUPAC InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3) ChEBI OP(O)=O ChEBI Phosphite KEGG_COMPOUND Phosphonate KEGG_COMPOUND Phosphonsaeure ChEBI [PHO(OH)2] IUPAC A trivalent inorganic anion obtained by removal of all three protons from phosphorous acid. CHEBI:29197 CHEBI:45060 Gmelin:68617 PDBeChem:PO3 trioxidophosphate(3-) trioxophosphate(3-) trioxophosphate(III) chebi_ontology -3 78.959 78.97196 AQSJGOWTSHOLKH-UHFFFAOYSA-N InChI=1S/O3P/c1-4(2)3/q-3 O3P PHOSPHITE ION PO3(3-) Phosphit [O-]P([O-])[O-] [PO3](3-) phosphite CHEBI:45064 phosphite(3-) Gmelin:68617 Gmelin trioxidophosphate(3-) IUPAC trioxophosphate(3-) IUPAC trioxophosphate(III) IUPAC -3 ChEBI 78.959 ChEBI 78.97196 ChEBI AQSJGOWTSHOLKH-UHFFFAOYSA-N ChEBI InChI=1S/O3P/c1-4(2)3/q-3 ChEBI O3P ChEBI PHOSPHITE ION PDBeChem PO3(3-) IUPAC Phosphit ChEBI [O-]P([O-])[O-] ChEBI [PO3](3-) IUPAC phosphite IUPAC A sulfonamide in which the sulfamoyl functional group is attached to aniline at the 4-position. CHEBI:45370 CHEBI:9333 Beilstein:511852 CAS:63-74-1 DrugBank:DB00259 Drug_Central:2521 Gmelin:83068 HMDB:HMDB14404 KEGG:C07458 KEGG:D08543 LINCS:LSM-6524 PDBeChem:SAN PMID:22214209 PMID:22342371 PMID:22974493 PMID:23061287 PMID:23065453 PMID:23122138 PMID:23294218 PMID:23476893 PMID:23561569 PMID:2420897 PMID:9639594 Reaxys:511852 Wikipedia:Sulfanilamide 4-aminobenzenesulfonamide SULFANILAMIDE Sulfanilamide chebi_ontology 0 172.031 172.20600 4-aminobenzene sulfonic acid amide 4-azanylbenzenesulfonamide C6H8N2O2S FDDDEECHVMSUSB-UHFFFAOYSA-N InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10) Nc1ccc(cc1)S(N)(=O)=O Prontosil album SA Streptocide Sulfamine p-aminobenzenesulfamide p-aminobenzenesulfonamide para-aminobenzenesulfonamide sulfamine sulphanilamide CHEBI:45373 sulfanilamide Beilstein:511852 Beilstein CAS:63-74-1 ChemIDplus CAS:63-74-1 KEGG COMPOUND CAS:63-74-1 NIST Chemistry WebBook Drug_Central:2521 DrugCentral Gmelin:83068 Gmelin PMID:22214209 Europe PMC PMID:22342371 Europe PMC PMID:22974493 Europe PMC PMID:23061287 Europe PMC PMID:23065453 Europe PMC PMID:23122138 Europe PMC PMID:23294218 Europe PMC PMID:23476893 Europe PMC PMID:23561569 Europe PMC PMID:2420897 Europe PMC PMID:9639594 Europe PMC Reaxys:511852 Reaxys 4-aminobenzenesulfonamide IUPAC SULFANILAMIDE PDBeChem Sulfanilamide KEGG_COMPOUND 0 ChEBI 172.031 KEGG_COMPOUND 172.20600 ChEBI 4-aminobenzene sulfonic acid amide ChEBI 4-azanylbenzenesulfonamide IUPAC C6H8N2O2S KEGG_COMPOUND FDDDEECHVMSUSB-UHFFFAOYSA-N ChEBI InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10) ChEBI Nc1ccc(cc1)S(N)(=O)=O ChEBI Prontosil album KEGG_COMPOUND SA ChEBI Streptocide NIST_Chemistry_WebBook Sulfamine KEGG_COMPOUND p-aminobenzenesulfamide NIST_Chemistry_WebBook p-aminobenzenesulfonamide NIST_Chemistry_WebBook para-aminobenzenesulfonamide ChEBI sulfamine NIST_Chemistry_WebBook sulphanilamide ChEBI An N-acetyl-L-amino acid in which the amino acid specified is L-serine. Metabolite observed in cancer metabolism. CHEBI:21561 CHEBI:45438 CHEBI:88006 CAS:16354-58-8 Chemspider:312807 HMDB:HMDB02931 PDBeChem:SAC PMID:25518943 Reaxys:1724424 N-acetylserine chebi_ontology 0 147.053 147.129 C([C@H](CO)NC(C)=O)(=O)O C5H9NO4 InChI=1S/C5H9NO4/c1-3(8)6-4(2-7)5(9)10/h4,7H,2H2,1H3,(H,6,8)(H,9,10)/t4-/m0/s1 JJIHLJJYMXLCOY-BYPYZUCNSA-N CHEBI:45441 N-acetyl-L-serine CAS:16354-58-8 ChemIDplus PMID:25518943 Europe PMC Reaxys:1724424 Reaxys N-acetylserine IUPAC 0 ChEBI 147.053 ChEBI 147.129 ChEBI C([C@H](CO)NC(C)=O)(=O)O ChEBI C5H9NO4 ChEBI InChI=1S/C5H9NO4/c1-3(8)6-4(2-7)5(9)10/h4,7H,2H2,1H3,(H,6,8)(H,9,10)/t4-/m0/s1 ChEBI JJIHLJJYMXLCOY-BYPYZUCNSA-N ChEBI CHEBI:22410 CHEBI:45501 Beilstein:1722195 Beilstein:3587846 Beilstein:6052585 Gmelin:2027190 PDBeChem:RIB alpha-D-ribofuranose chebi_ontology 0 150.053 150.12990 C5H10O5 HMFHBZSHGGEWLO-AIHAYLRMSA-N InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5+/m1/s1 OC[C@H]1O[C@H](O)[C@H](O)[C@@H]1O RIBOSE alpha-D-Rib CHEBI:45506 alpha-D-ribose Beilstein:1722195 Beilstein Beilstein:3587846 Beilstein Beilstein:6052585 Beilstein Gmelin:2027190 Gmelin alpha-D-ribofuranose IUPAC 0 ChEBI 150.053 ChEBI 150.12990 ChEBI C5H10O5 ChEBI HMFHBZSHGGEWLO-AIHAYLRMSA-N ChEBI InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5+/m1/s1 ChEBI OC[C@H]1O[C@H](O)[C@H](O)[C@@H]1O ChEBI RIBOSE PDBeChem alpha-D-Rib JCBN CHEBI:30352 CHEBI:45554 PDBeChem:SBU 1-methylpropyl SEC-BUTYL GROUP butan-2-ido butan-2-yl sec-butyl chebi_ontology -CH(CH3)-CH2-CH3 0 57.070 57.11426 C4H9 CH3-CH2-CH(CH3)- but-2-yl isoleucine side-chain s-butyl CHEBI:45557 sec-butyl group 1-methylpropyl IUPAC SEC-BUTYL GROUP PDBeChem butan-2-ido IUPAC butan-2-yl IUPAC sec-butyl IUPAC -CH(CH3)-CH2-CH3 ChEBI 0 ChEBI 57.070 ChEBI 57.11426 ChEBI C4H9 ChEBI CH3-CH2-CH(CH3)- IUPAC but-2-yl ChEBI isoleucine side-chain ChEBI s-butyl ChEBI A nucleoside 5'-monophosphate(2-) that results from the removal of two protons from the phosphate group of AMP. HMDB:HMDB00045 MetaCyc:AMP Reaxys:3598274 5'-O-phosphonatoadenosine chebi_ontology -2 345.047 345.20530 AMP AMP dianion Adenosine-5-monophosphate dianion Adenosine-5-monophosphate(2-) C10H12N5O7P InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/p-2/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]1O UDMBCSSLTHHNCD-KQYNXXCUSA-L CHEBI:456215 AMP(2-) Reaxys:3598274 Reaxys 5'-O-phosphonatoadenosine IUPAC -2 ChEBI 345.047 ChEBI 345.20530 ChEBI AMP UniProt AMP dianion ChEBI Adenosine-5-monophosphate dianion ChEBI Adenosine-5-monophosphate(2-) ChEBI C10H12N5O7P ChEBI InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/p-2/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]1O ChEBI UDMBCSSLTHHNCD-KQYNXXCUSA-L ChEBI A nucleoside 5'-diphosphate(3-) arising from deprotonation of all three diphosphate OH groups of adenosine 5'-diphosphate (ADP); major species present at pH 7.3. Beilstein:3783669 Gmelin:341336 adenosine 5'-diphosphate chebi_ontology -3 424.006 424.17730 5'-O-[(phosphonatooxy)phosphinato]adenosine ADP ADP trianion C10H12N5O10P2 InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/p-3/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O XTWYTFMLZFPYCI-KQYNXXCUSA-K CHEBI:456216 ADP(3-) Beilstein:3783669 Beilstein Gmelin:341336 Gmelin adenosine 5'-diphosphate IUPAC -3 ChEBI 424.006 ChEBI 424.17730 ChEBI 5'-O-[(phosphonatooxy)phosphinato]adenosine ChEBI ADP UniProt ADP trianion ChEBI C10H12N5O10P2 ChEBI InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/p-3/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ChEBI XTWYTFMLZFPYCI-KQYNXXCUSA-K ChEBI CHEBI:29199 CHEBI:45693 Gmelin:2121 PDBeChem:SOH hydrogen(tetraoxidosulfate)(1-) hydrogensulfate hydrogensulfate(1-) hydrogentetraoxosulfate(1-) hydrogentetraoxosulfate(VI) hydroxidotrioxidosulfate(1-) chebi_ontology -1 96.960 97.07154 HO4S HSO4(-) HYDROGEN SULFATE InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-1 QAOWNCQODCNURD-UHFFFAOYSA-M [H]OS([O-])(=O)=O [SO3(OH)](-) CHEBI:45696 hydrogensulfate Gmelin:2121 Gmelin hydrogen(tetraoxidosulfate)(1-) IUPAC hydrogensulfate IUPAC hydrogensulfate(1-) IUPAC hydrogentetraoxosulfate(1-) IUPAC hydrogentetraoxosulfate(VI) IUPAC hydroxidotrioxidosulfate(1-) IUPAC -1 ChEBI 96.960 ChEBI 97.07154 ChEBI HO4S ChEBI HSO4(-) IUPAC HYDROGEN SULFATE PDBeChem InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-1 ChEBI QAOWNCQODCNURD-UHFFFAOYSA-M ChEBI [H]OS([O-])(=O)=O ChEBI [SO3(OH)](-) IUPAC A nucleoside triphosphate(4-) obtained by global deprotonation of the triphosphate OH groups of UTP; major species present at pH 7.3. CHEBI:37567 CHEBI:46397 Beilstein:5204708 Gmelin:336589 PDBeChem:UTP uridine 5'-triphosphate(4-) chebi_ontology -4 479.937 480.10940 C9H11N2O15P3 InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/p-4/t4-,6-,7-,8-/m1/s1 O[C@@H]1[C@@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O PGAVKCOVUIYSFO-XVFCMESISA-J URIDINE 5'-TRIPHOSPHATE UTP utp CHEBI:46398 UTP(4-) Beilstein:5204708 Beilstein Gmelin:336589 Gmelin uridine 5'-triphosphate(4-) IUPAC -4 ChEBI 479.937 ChEBI 480.10940 ChEBI C9H11N2O15P3 ChEBI InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/p-4/t4-,6-,7-,8-/m1/s1 ChEBI O[C@@H]1[C@@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O ChEBI PGAVKCOVUIYSFO-XVFCMESISA-J ChEBI URIDINE 5'-TRIPHOSPHATE PDBeChem UTP UniProt utp ChEBI A divalent inorganic anion obtained by removal of both protons from tungstic acid. CHEBI:30518 CHEBI:46497 CAS:14311-52-5 Gmelin:2540 MolBase:529 PDBeChem:WO4 tetraoxidotungstate(2-) tetraoxidotungstate(VI) tungstate chebi_ontology -2 247.83760 247.931 InChI=1S/4O.W/q;;2*-1; O4W PBYZMCDFOULPGH-UHFFFAOYSA-N TUNGSTATE(VI)ION Wolframat [O-][W]([O-])(=O)=O [WO4](2-) wolframate CHEBI:46502 tungstate CAS:14311-52-5 ChemIDplus Gmelin:2540 Gmelin tetraoxidotungstate(2-) IUPAC tetraoxidotungstate(VI) IUPAC tungstate UniProt -2 ChEBI 247.83760 ChEBI 247.931 ChEBI InChI=1S/4O.W/q;;2*-1; ChEBI O4W ChEBI PBYZMCDFOULPGH-UHFFFAOYSA-N ChEBI TUNGSTATE(VI)ION PDBeChem Wolframat ChEBI [O-][W]([O-])(=O)=O ChEBI [WO4](2-) MolBase wolframate ChEBI CHEBI:29353 CHEBI:44607 PDBeChem:OXO OXO GROUP oxo chebi_ontology 0 15.995 15.99940 =O O CHEBI:46629 oxo group OXO GROUP PDBeChem oxo IUPAC 0 ChEBI 15.995 ChEBI 15.99940 ChEBI =O IUPAC O ChEBI An alkyl alcohol that is propan-1-ol substituted by a methyl group at position 2. Beilstein:1730878 CAS:78-83-1 Gmelin:49282 HMDB:HMDB06006 KEGG:C14710 PMID:24305546 PMID:24430208 Reaxys:1730878 Wikipedia:Isobutanol YMDB:YMDB00573 colombos:ISOBUTANOL 2-methylpropan-1-ol isobutanol chebi_ontology 0 1-Hydroxymethylpropane 1-hydroxymethylpropane 2-Methyl-1-propanol 2-methyl-1-propanol 2-methylpropanol 74.073 74.12160 C4H10O CC(C)CO IBA InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3 Isobutylalkohol ZXEKIIBDNHEJCQ-UHFFFAOYSA-N i-Butanol i-Butyl alcohol iso-C4H9OH iso-butyl alcohol isobutyl alcohol isopropylcarbinol CHEBI:46645 isobutanol Beilstein:1730878 ChemIDplus CAS:78-83-1 ChemIDplus CAS:78-83-1 KEGG COMPOUND CAS:78-83-1 NIST Chemistry WebBook Gmelin:49282 Gmelin PMID:24305546 Europe PMC PMID:24430208 Europe PMC Reaxys:1730878 Reaxys 2-methylpropan-1-ol IUPAC isobutanol ChemIDplus 0 ChEBI 1-Hydroxymethylpropane KEGG_COMPOUND 1-hydroxymethylpropane ChemIDplus 2-Methyl-1-propanol KEGG_COMPOUND 2-methyl-1-propanol NIST_Chemistry_WebBook 2-methylpropanol NIST_Chemistry_WebBook 74.073 ChEBI 74.12160 ChEBI C4H10O ChEBI CC(C)CO ChEBI IBA NIST_Chemistry_WebBook InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3 ChEBI Isobutylalkohol NIST_Chemistry_WebBook ZXEKIIBDNHEJCQ-UHFFFAOYSA-N ChEBI i-Butanol NIST_Chemistry_WebBook i-Butyl alcohol NIST_Chemistry_WebBook iso-C4H9OH NIST_Chemistry_WebBook iso-butyl alcohol ChemIDplus isobutyl alcohol ChemIDplus isopropylcarbinol NIST_Chemistry_WebBook chebi_ontology nitrite salts CHEBI:46648 nitrite salt nitrite salts ChEBI chebi_ontology azaalkanes CHEBI:46686 azaalkane azaalkanes ChEBI chebi_ontology diazaalkanes CHEBI:46687 diazaalkane diazaalkanes ChEBI Any ether that contains more than one ether linkage. polyether chebi_ontology polyethers CHEBI:46774 polyether polyether ChEBI polyethers ChEBI A polyether in which the number of ether linkages is 2. diether chebi_ontology diethers CHEBI:46786 diether diether ChEBI diethers ChEBI A liquid that can dissolve other substances (solutes) without any change in their chemical composition. Wikipedia:Solvent chebi_ontology Loesungsmittel solvant solvents CHEBI:46787 solvent Loesungsmittel ChEBI solvant ChEBI solvents ChEBI chebi_ontology N-alkylpiperazines CHEBI:46845 N-alkylpiperazine N-alkylpiperazines ChEBI chebi_ontology N-iminopiperazines CHEBI:46847 N-iminopiperazine N-iminopiperazines ChEBI chebi_ontology N-arylpiperazines CHEBI:46848 N-arylpiperazine N-arylpiperazines ChEBI chebi_ontology organoammonium salts CHEBI:46850 organoammonium salt organoammonium salts ChEBI chebi_ontology indolyl carboxylic acids CHEBI:46867 indolyl carboxylic acid indolyl carboxylic acids ChEBI CHEBI:23025 CHEBI:41420 PDBeChem:CBX CARBOXY GROUP carboxy chebi_ontology -C(O)OH -CO2H -COOH 0 44.998 45.01744 CHO2 carboxyl group CHEBI:46883 carboxy group CARBOXY GROUP PDBeChem carboxy IUPAC -C(O)OH IUPAC -CO2H ChEBI -COOH IUPAC 0 ChEBI 44.998 ChEBI 45.01744 ChEBI CHO2 ChEBI carboxyl group ChEBI A compound consisting of a peptide with attached lipid. PMID:19889045 PMID:20545290 PMID:23131643 PMID:23318669 Wikipedia:Lipopeptide chebi_ontology LP lipopeptides CHEBI:46895 lipopeptide PMID:19889045 Europe PMC PMID:20545290 Europe PMC PMID:23131643 Europe PMC PMID:23318669 Europe PMC LP ChEBI lipopeptides ChEBI chebi_ontology N-methylpiperazines CHEBI:46920 N-methylpiperazine N-methylpiperazines ChEBI chebi_ontology oxazinanes CHEBI:46952 oxazinane oxazinanes ChEBI A ribose in which the chiral carbon atom furthest away from the aldehyde group (C4') has the same configuration as in L-glyceraldehyde. L-ribo-pentose L-ribose chebi_ontology C5H10O5 L-Rib CHEBI:46997 L-ribose L-ribo-pentose IUPAC L-ribose IUPAC C5H10O5 ChEBI L-Rib JCBN A cyclic ribose having a 5-membered tetrahydrofuran ring; the predominant (C3'-endo) form of the two cyclic structures (the other is the "C2'-endo" form, having a 6-membered ring) adopted by ribose in aqueous solution. ribofuranose chebi_ontology 0 150.12990 C5H10O5 rel-(3R,4S,5R)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol CHEBI:46998 ribofuranose ribofuranose IUPAC 0 ChEBI 150.12990 ChEBI C5H10O5 ChEBI rel-(3R,4S,5R)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol IUPAC An ribofuranose having L-configuration. Beilstein:1904879 L-ribofuranose chebi_ontology (3S,4R,5S)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol 0 150.053 150.12990 C5H10O5 HMFHBZSHGGEWLO-OWMBCFKOSA-N InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5?/m0/s1 OC[C@@H]1OC(O)[C@@H](O)[C@H]1O CHEBI:47000 L-ribofuranose Beilstein:1904879 Beilstein L-ribofuranose IUPAC (3S,4R,5S)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol IUPAC 0 ChEBI 150.053 ChEBI 150.12990 ChEBI C5H10O5 ChEBI HMFHBZSHGGEWLO-OWMBCFKOSA-N ChEBI InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5?/m0/s1 ChEBI OC[C@@H]1OC(O)[C@@H](O)[C@H]1O ChEBI Beilstein:8977514 alpha-L-ribofuranose chebi_ontology 0 150.053 150.12990 C5H10O5 HMFHBZSHGGEWLO-NEEWWZBLSA-N InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5+/m0/s1 OC[C@@H]1O[C@@H](O)[C@@H](O)[C@H]1O alpha-L-Rib CHEBI:47004 alpha-L-ribose Beilstein:8977514 Beilstein alpha-L-ribofuranose IUPAC 0 ChEBI 150.053 ChEBI 150.12990 ChEBI C5H10O5 ChEBI HMFHBZSHGGEWLO-NEEWWZBLSA-N ChEBI InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5+/m0/s1 ChEBI OC[C@@H]1O[C@@H](O)[C@@H](O)[C@H]1O ChEBI alpha-L-Rib JCBN A ribofuranose having D-configuration. CHEBI:4233 CHEBI:46999 Beilstein:1904878 CAS:50-69-1 Gmelin:364108 KEGG:C00121 PMID:9506998 Patent:US2152662 Reaxys:1904878 D-ribofuranose chebi_ontology (3R,4S,5R)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol 0 150.053 150.12990 C5H10O5 D-Ribose D-ribose HMFHBZSHGGEWLO-SOOFDHNKSA-N InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5?/m1/s1 OC[C@H]1OC(O)[C@H](O)[C@@H]1O ribose CHEBI:47013 D-ribofuranose Beilstein:1904878 Beilstein CAS:50-69-1 ChemIDplus CAS:50-69-1 KEGG COMPOUND Gmelin:364108 Gmelin PMID:9506998 Europe PMC Reaxys:1904878 Reaxys D-ribofuranose IUPAC (3R,4S,5R)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol IUPAC 0 ChEBI 150.053 KEGG_COMPOUND 150.12990 ChEBI C5H10O5 KEGG_COMPOUND D-Ribose KEGG_COMPOUND D-ribose UniProt HMFHBZSHGGEWLO-SOOFDHNKSA-N ChEBI InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5?/m1/s1 ChEBI OC[C@H]1OC(O)[C@H](O)[C@@H]1O ChEBI ribose ChemIDplus Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring. PMID:6047194 chebi_ontology tetrahydrofuranones CHEBI:47016 tetrahydrofuranone PMID:6047194 Europe PMC tetrahydrofuranones ChEBI chebi_ontology tetrahydrofuranols CHEBI:47017 tetrahydrofuranol tetrahydrofuranols ChEBI chebi_ontology monohydroxytetrahydrofurans CHEBI:47018 monohydroxytetrahydrofuran monohydroxytetrahydrofurans ChEBI chebi_ontology dihydroxytetrahydrofurans CHEBI:47019 dihydroxytetrahydrofuran dihydroxytetrahydrofurans ChEBI cyclic purine dinucleotide chebi_ontology cyclic purine dinucleotides CHEBI:47037 cyclic purine dinucleotide cyclic purine dinucleotide ChEBI cyclic purine dinucleotides ChEBI A diatomic molecule containing covalently bonded hydrogen and bromine atoms. CHEBI:29134 CHEBI:31673 CAS:10035-10-6 Gmelin:620 KEGG:C13645 bromane bromidohydrogen hydrogen bromide chebi_ontology 0 79.926 80.91194 BrH Br[H] Bromwasserstoff CPELXLSAUQHCOX-UHFFFAOYSA-N HBr Hydrobromic acid Hydrogenbromid InChI=1S/BrH/h1H [HBr] bromure d'hydrogene CHEBI:47266 hydrogen bromide CAS:10035-10-6 ChemIDplus CAS:10035-10-6 KEGG COMPOUND CAS:10035-10-6 NIST Chemistry WebBook Gmelin:620 Gmelin bromane IUPAC bromidohydrogen IUPAC hydrogen bromide IUPAC hydrogen bromide NIST_Chemistry_WebBook 0 ChEBI 79.926 ChemIDplus 79.926 KEGG_COMPOUND 80.91194 ChEBI BrH ChemIDplus Br[H] ChEBI Bromwasserstoff NIST_Chemistry_WebBook CPELXLSAUQHCOX-UHFFFAOYSA-N ChEBI HBr KEGG_COMPOUND HBr KEGG_COMPOUND Hydrobromic acid KEGG_COMPOUND Hydrogenbromid ChEBI InChI=1S/BrH/h1H ChEBI [HBr] IUPAC bromure d'hydrogene ChEBI The L-enantiomer of glucaric acid. CHEBI:21300 CHEBI:47536 Beilstein:1728120 PDBeChem:LGT Reaxys:1728120 (2R,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanedioic acid L-GLUCARIC ACID L-glucaric acid chebi_ontology 0 210.038 210.13880 C6H10O8 DSLZVSRJTYRBFB-AJSXGEPRSA-N InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m1/s1 O[C@H]([C@@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O CHEBI:47537 L-glucaric acid Beilstein:1728120 Beilstein Reaxys:1728120 Reaxys (2R,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanedioic acid IUPAC L-GLUCARIC ACID PDBeChem L-glucaric acid IUPAC 0 ChEBI 210.038 ChEBI 210.13880 ChEBI C6H10O8 ChEBI DSLZVSRJTYRBFB-AJSXGEPRSA-N ChEBI InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m1/s1 ChEBI O[C@H]([C@@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O ChEBI Any carboxylic ester where the carboxylic acid component is acetic acid. CHEBI:13244 CHEBI:13799 CHEBI:22189 CHEBI:2406 KEGG:C01883 Wikipedia:Acetate#Esters chebi_ontology 0 59.013 59.04400 Acetic ester Acetyl ester C2H3O2R CC(=O)O[*] acetate acetate esters acetates acetyl esters an acetyl ester CHEBI:47622 acetate ester 0 ChEBI 59.013 ChEBI 59.013 KEGG_COMPOUND 59.04400 ChEBI Acetic ester KEGG_COMPOUND Acetyl ester KEGG_COMPOUND C2H3O2R ChEBI C2H3O2R KEGG_COMPOUND CC(=O)O[*] ChEBI acetate ChEBI acetate esters ChEBI acetates ChEBI acetyl esters ChEBI an acetyl ester UniProt ammonium salt chebi_ontology Ammoniumsalz Ammoniumsalze ammonium salts CHEBI:47704 ammonium salt ammonium salt ChEBI Ammoniumsalz ChEBI Ammoniumsalze ChEBI ammonium salts ChEBI chebi_ontology aminoglycosides CHEBI:47779 aminoglycoside aminoglycosides ChEBI Any oxo steroid where an oxo substituent is located at position 3. CHEBI:13607 CHEBI:1653 CHEBI:20182 CHEBI:71186 KEGG:C01876 MetaCyc:3-Oxosteroids PMID:9811880 chebi_ontology 0 273.222 273.434 3-Oxosteroid 3-oxo steroids 3-oxosteroids C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)=O)C C19H29OR a 3-oxosteroid CHEBI:47788 3-oxo steroid PMID:9811880 SUBMITTER 0 ChEBI 273.222 ChEBI 273.434 ChEBI 3-Oxosteroid KEGG_COMPOUND 3-oxo steroids ChEBI 3-oxosteroids ChEBI C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)=O)C ChEBI C19H29OR ChEBI a 3-oxosteroid UniProt chebi_ontology penamcarboxylates CHEBI:47811 penamcarboxylate penamcarboxylates ChEBI CHEBI:27220 CHEBI:36947 chebi_ontology urea derivatives CHEBI:47857 ureas urea derivatives ChEBI Anything used in a scientific experiment to indicate the presence of a substance or quality, change in a body, etc. chebi_ontology Indikator CHEBI:47867 indicator Indikator ChEBI A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells. chebi_ontology photosensitising agent CHEBI:47868 photosensitizing agent photosensitising agent ChEBI chebi_ontology CHEBI:47877 hexose 6-phosphate A phospho sugar that is formally obtained from a hexose. hexose phosphate chebi_ontology CHEBI:47878 hexose phosphate hexose phosphate ChEBI CHEBI:13600 CHEBI:1619 CHEBI:35949 KEGG:C01656 chebi_ontology 3-Keto acid 3-Oxo acid 3-oxo monocarboxylic acids 3-oxomonocarboxylic acid 3-oxomonocarboxylic acids C3H2O3R2 CHEBI:47881 3-oxo monocarboxylic acid 3-Keto acid KEGG_COMPOUND 3-Oxo acid KEGG_COMPOUND 3-oxo monocarboxylic acids ChEBI 3-oxomonocarboxylic acid ChEBI 3-oxomonocarboxylic acids ChEBI C3H2O3R2 KEGG_COMPOUND Any steroid substituted by at least one carboxy group. chebi_ontology steroid acids CHEBI:47891 steroid acid steroid acids ChEBI Organic derivatives of sulfonic acid in which the sulfo group is linked directly to carbon of an alkyl group. CHEBI:13809 CHEBI:33553 alkanesulfonic acid chebi_ontology alkanesulfonic acids alkylsulfonic acids CHEBI:47901 alkanesulfonic acid alkanesulfonic acid UniProt alkanesulfonic acids ChEBI alkylsulfonic acids ChEBI A 3-oxo steroid conjugated to a C=C double bond at the alpha,beta position. CHEBI:13604 CHEBI:1626 CHEBI:20157 KEGG:C00619 MetaCyc:3-Oxo-Delta-4-Steroids chebi_ontology 0 271.206 271.418 3-Oxo-delta4-steroid 3-oxo Delta(4)-steroid 3-oxo Delta(4)-steroids 3-oxo-Delta(4) steroids C12C(C3C(C(CC3)*)(C)CC1)CCC=4C2(CCC(C4)=O)C C19H27OR a 3-oxo-Delta(4)-steroid CHEBI:47909 3-oxo-Delta(4) steroid 0 ChEBI 271.206 ChEBI 271.418 ChEBI 3-Oxo-delta4-steroid KEGG_COMPOUND 3-oxo Delta(4)-steroid ChEBI 3-oxo Delta(4)-steroids ChEBI 3-oxo-Delta(4) steroids ChEBI C12C(C3C(C(CC3)*)(C)CC1)CCC=4C2(CCC(C4)=O)C ChEBI C19H27OR ChEBI a 3-oxo-Delta(4)-steroid UniProt Any member of the 'superclass' flavonoids whose skeleton is based on 1-benzopyran with an aryl substituent at position 2. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds. CHEBI:13638 CHEBI:24044 CHEBI:5077 KEGG:C01579 Wikipedia:Flavonoid Flavonoid flavonoid chebi_ontology 2-aryl-1-benzopyran 2-aryl-1-benzopyrans flavonoids CHEBI:47916 flavonoid Flavonoid KEGG_COMPOUND flavonoid UniProt 2-aryl-1-benzopyran ChEBI 2-aryl-1-benzopyrans ChEBI flavonoids ChEBI Any molecule that contains three amino-acid residues connected by peptide linkages. CHEBI:27138 CHEBI:9742 KEGG:C00316 Tripeptide chebi_ontology C6H8N3O4R3 tripeptides CHEBI:47923 tripeptide Tripeptide KEGG_COMPOUND C6H8N3O4R3 KEGG_COMPOUND tripeptides ChEBI CAS:1856-93-5 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucose chebi_ontology 2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucose C11H19NO8 acetylmuramic acid CHEBI:47965 N-acetylmuramic acid CAS:1856-93-5 ChemIDplus 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucose IUPAC 2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucose IUPAC C11H19NO8 ChEBI acetylmuramic acid ChemIDplus KEGG:C16698 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucose 6-(dihydrogen phosphate) chebi_ontology 0 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-6-O-phosphono-D-glucose 373.077 373.25040 C11H20NO11P C[C@@H](O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(O)[C@@H]1NC(C)=O)C(O)=O InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/t4-,6-,7-,8-,9-,11?/m1/s1 MurNAc 6-phosphate MurNAc-6-P NMEMTQKUEVNSPV-MKFCKLDKSA-N CHEBI:47968 N-acetylmuramic acid 6-phosphate 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucose 6-(dihydrogen phosphate) IUPAC 0 ChEBI 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-6-O-phosphono-D-glucose IUPAC 373.077 ChEBI 373.25040 ChEBI C11H20NO11P ChEBI C[C@@H](O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(O)[C@@H]1NC(C)=O)C(O)=O ChEBI InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/t4-,6-,7-,8-,9-,11?/m1/s1 ChEBI MurNAc 6-phosphate KEGG_COMPOUND MurNAc-6-P ChEBI NMEMTQKUEVNSPV-MKFCKLDKSA-N ChEBI 2-acetamido-3-O-[(1R)-1-carboxylatoethyl]-2-deoxy-D-glucose chebi_ontology C11H18NO8 CHEBI:47978 N-acetylmuramate 2-acetamido-3-O-[(1R)-1-carboxylatoethyl]-2-deoxy-D-glucose IUPAC C11H18NO8 ChEBI A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein. chebi_ontology protein synthesis antagonist protein synthesis antagonists protein synthesis inhibitors CHEBI:48001 protein synthesis inhibitor protein synthesis antagonist ChEBI protein synthesis antagonists ChEBI protein synthesis inhibitors ChEBI A nitrogen oxoacid of formula HNO3 in which the nitrogen atom is bonded to a hydroxy group and by equivalent bonds to the remaining two oxygen atoms. CHEBI:25545 CHEBI:7580 CAS:7697-37-2 Gmelin:1576 KEGG:C00244 KEGG:D02313 MetaCyc:CPD-15028 PMID:22285512 PMID:23402861 Reaxys:3587310 Wikipedia:Nitric_acid Nitric acid hydrogen trioxonitrate(1-) hydroxidodioxidonitrogen trioxonitric acid chebi_ontology 0 62.996 63.01280 GRYLNZFGIOXLOG-UHFFFAOYSA-N HNO3 HONO2 InChI=1S/HNO3/c2-1(3)4/h(H,2,3,4) O[N+]([O-])=O Salpetersaeure [NO2(OH)] acide azotique acide nitrique azotic acid hydrogen nitrate CHEBI:48107 nitric acid CAS:7697-37-2 ChemIDplus CAS:7697-37-2 NIST Chemistry WebBook Gmelin:1576 Gmelin PMID:22285512 Europe PMC PMID:23402861 Europe PMC Reaxys:3587310 Reaxys Nitric acid KEGG_COMPOUND hydrogen trioxonitrate(1-) IUPAC hydroxidodioxidonitrogen IUPAC trioxonitric acid IUPAC 0 ChEBI 62.996 ChEBI 62.996 KEGG_COMPOUND 63.01280 ChEBI GRYLNZFGIOXLOG-UHFFFAOYSA-N ChEBI HNO3 ChEBI HNO3 IUPAC HNO3 KEGG_COMPOUND HONO2 NIST_Chemistry_WebBook InChI=1S/HNO3/c2-1(3)4/h(H,2,3,4) ChEBI O[N+]([O-])=O ChEBI Salpetersaeure ChemIDplus [NO2(OH)] IUPAC acide azotique ChEBI acide nitrique ChemIDplus azotic acid ChemIDplus hydrogen nitrate NIST_Chemistry_WebBook chebi_ontology CHEBI:48136 xanthosines chebi_ontology Schwefeloxide oxides of sulfur sulfur oxides CHEBI:48154 sulfur oxide Schwefeloxide ChEBI oxides of sulfur ChEBI sulfur oxides ChEBI A substance used locally on humans and other animals to destroy harmful microorganisms or to inhibit their activity (cf. disinfectants, which destroy microorganisms found on non-living objects, and antibiotics, which can be transported through the lymphatic system to destroy bacteria within the body). Wikipedia:Antiseptic chebi_ontology antiseptic antiseptic agent antiseptic agents antiseptics local antiinfective agents local microbicides topical antiinfective agents topical microbicides CHEBI:48218 antiseptic drug antiseptic ChEBI antiseptic agent ChEBI antiseptic agents ChEBI antiseptics ChEBI local antiinfective agents ChEBI local microbicides ChEBI topical antiinfective agents ChEBI topical microbicides ChEBI An antimicrobial agent that is applied to non-living objects to destroy harmful microorganisms or to inhibit their activity. chebi_ontology Desinfektionsmittel desinfectant disinfectants disinfecting agent CHEBI:48219 disinfectant Desinfektionsmittel ChEBI desinfectant ChEBI disinfectants ChEBI disinfecting agent ChEBI A solvent that is composed of polar molecules. Polar solvents can dissolve ionic compounds or ionisable covalent compounds. polar solvent chebi_ontology polar solvents CHEBI:48354 polar solvent polar solvent IUPAC polar solvents ChEBI chebi_ontology non-polar solvents CHEBI:48355 non-polar solvent non-polar solvents ChEBI A polar solvent that is capable of acting as a hydron (proton) donor. protogenic solvent chebi_ontology CHEBI:48356 protic solvent protogenic solvent IUPAC aprotic solvent chebi_ontology CHEBI:48357 aprotic solvent aprotic solvent IUPAC A solvent with a comparatively high relative permittivity (or dielectric constant), greater than ca. 15, and a sizable permanent dipole moment, that cannot donate suitably labile hydrogen atoms to form strong hydrogen bonds. dipolar aprotic solvent chebi_ontology CHEBI:48358 polar aprotic solvent dipolar aprotic solvent IUPAC protophilic solvent chebi_ontology HBA solvent hydrogen bond acceptor solvent CHEBI:48359 protophilic solvent protophilic solvent IUPAC HBA solvent ChEBI hydrogen bond acceptor solvent ChEBI amphiprotic solvent chebi_ontology CHEBI:48360 amphiprotic solvent amphiprotic solvent IUPAC chebi_ontology organic bromide salts CHEBI:48369 organic bromide salt organic bromide salts ChEBI Beilstein:773698 CAS:4744-36-9 carbamimidic acid chebi_ontology 0 60.032 60.05534 CH4N2O H2N-C(=NH)-OH H2N-C(OH)=NH HO-C(=NH)-NH2 InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4) Isoharnstoff NC(O)=N XSQUKJJJFZCRTK-UHFFFAOYSA-N carbamimic acid carbonamidimidic acid isourea pseudourea CHEBI:48376 carbamimidic acid Beilstein:773698 Beilstein CAS:4744-36-9 ChemIDplus carbamimidic acid IUPAC 0 ChEBI 60.032 ChEBI 60.05534 ChEBI CH4N2O ChEBI H2N-C(=NH)-OH IUPAC H2N-C(OH)=NH IUPAC HO-C(=NH)-NH2 IUPAC InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4) ChEBI Isoharnstoff ChEBI NC(O)=N ChEBI XSQUKJJJFZCRTK-UHFFFAOYSA-N ChEBI carbamimic acid ChemIDplus carbonamidimidic acid IUPAC isourea ChemIDplus pseudourea ChemIDplus Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing =O by =NR; thus tautomers of amides. In organic chemistry an unspecified imidic acid is generally a carboximidic acid, RC(=NR)(OH). imidic acid imidic acids chebi_ontology imidic acids imino acids CHEBI:48377 imidic acid imidic acid ChEBI imidic acids IUPAC imidic acids ChEBI imino acids IUPAC carboximidic acid carboximidic acids chebi_ontology carboximidic acids CHEBI:48378 carboximidic acid carboximidic acid ChEBI carboximidic acids IUPAC carboximidic acids ChEBI A carboximidic acid that is the imidic acid tautomer of urea, H2NC(=NH)OH, and its hydrocarbyl derivatives. isoureas chebi_ontology isoureas CHEBI:48379 isourea isoureas IUPAC isoureas ChEBI An agent and endogenous substances that antagonize or inhibit the development of new blood vessels. CHEBI:67170 Wikipedia:Angiogenesis_inhibitor chebi_ontology angiogenesis antagonist angiostatic agents anti-angiogenic agent CHEBI:48422 angiogenesis inhibitor angiogenesis antagonist ChEBI angiostatic agents ChEBI anti-angiogenic agent ChEBI Esters or salts of methanesulfonic acid. chebi_ontology CHEBI:48544 methanesulfonates A role played by a substance that can react readily with, and thereby eliminate, radicals. chebi_ontology free radical scavengers free-radical scavenger CHEBI:48578 radical scavenger free radical scavengers ChEBI free-radical scavenger ChEBI Substance which binds to cell receptors normally responding to naturally occurring substances and which produces a response of its own. agonist chebi_ontology agonista agoniste agonists CHEBI:48705 agonist agonist IUPAC agonista ChEBI agoniste ChEBI agonists ChEBI Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. antagonist chebi_ontology antagonista antagoniste antagonists CHEBI:48706 antagonist antagonist IUPAC antagonista ChEBI antagoniste ChEBI antagonists ChEBI CHEBI:3290 CHEBI:48773 CAS:22537-48-0 Gmelin:6851 KEGG:C01413 PDBeChem:CD cadmium(2+) cadmium(2+) ion cadmium(II) cation chebi_ontology +2 112.41100 113.903 CADMIUM ION Cd Cd(2+) Cd2+ InChI=1S/Cd/q+2 WLZRMCYVCSSEQC-UHFFFAOYSA-N [Cd++] cadmium, ion (Cd2+) CHEBI:48775 cadmium(2+) CAS:22537-48-0 ChemIDplus Gmelin:6851 Gmelin cadmium(2+) IUPAC cadmium(2+) ion IUPAC cadmium(II) cation IUPAC +2 ChEBI 112.41100 ChEBI 113.903 KEGG_COMPOUND CADMIUM ION PDBeChem Cd KEGG_COMPOUND Cd(2+) IUPAC Cd(2+) UniProt Cd2+ KEGG_COMPOUND InChI=1S/Cd/q+2 ChEBI WLZRMCYVCSSEQC-UHFFFAOYSA-N ChEBI [Cd++] ChEBI cadmium, ion (Cd2+) ChemIDplus CHEBI:36824 CHEBI:48818 PDBeChem:CN cyanido cyano chebi_ontology -C#N -CN 0 26.003 26.01744 CN CYANIDE GROUP NC- carbonitrile group CHEBI:48819 cyano group cyanido IUPAC cyano IUPAC -C#N IUPAC -CN IUPAC 0 ChEBI 26.003 ChEBI 26.01744 ChEBI CN ChEBI CYANIDE GROUP PDBeChem NC- IUPAC carbonitrile group ChEBI CHEBI:23337 CHEBI:48827 CAS:22541-53-3 Gmelin:6853 KEGG:C00175 PDBeChem:CO Cobalt(2+) cobalt(2+) cobalt(2+) ion cobalt(II) cation chebi_ontology +2 58.933 58.93320 COBALT (II) ION Co Co(2+) Co(II) Co2+ InChI=1S/Co/q+2 XLJKHNWPARRRJB-UHFFFAOYSA-N [Co++] cobalt(2+) ion cobalt(II) cation cobaltous ion CHEBI:48828 cobalt(2+) CAS:22541-53-3 ChemIDplus CAS:22541-53-3 KEGG COMPOUND Gmelin:6853 Gmelin Cobalt(2+) KEGG_COMPOUND cobalt(2+) IUPAC cobalt(2+) ion IUPAC cobalt(II) cation IUPAC +2 ChEBI 58.933 ChEBI 58.93320 ChEBI COBALT (II) ION PDBeChem Co ChEBI Co(2+) UniProt Co(II) KEGG_COMPOUND Co2+ ChEBI Co2+ KEGG_COMPOUND InChI=1S/Co/q+2 ChEBI XLJKHNWPARRRJB-UHFFFAOYSA-N ChEBI [Co++] ChEBI cobalt(2+) ion ChEBI cobalt(II) cation ChEBI cobaltous ion ChEBI Beilstein:3642536 CAS:1239-45-8 KEGG:C11161 3,8-diamino-5-ethyl-6-phenylphenanthridinium bromide Ethidium bromide chebi_ontology 0 2,7-diamino-10-ethyl-9-phenylphenanthridinium bromide 2,7-diamino-9-phenyl-10-ethylphenanthridinium bromide 393.084 394.30800 C21H20BrN3 C21H20N3.Br Dromilac EtBr Homidium bromide InChI=1S/C21H19N3.BrH/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14;/h3-13,23H,2,22H2,1H3;1H ZMMJGEGLRURXTF-UHFFFAOYSA-N [Br-].CC[n+]1c(-c2ccccc2)c2cc(N)ccc2c2ccc(N)cc12 CHEBI:4883 ethidium bromide Beilstein:3642536 Beilstein CAS:1239-45-8 ChemIDplus CAS:1239-45-8 KEGG COMPOUND 3,8-diamino-5-ethyl-6-phenylphenanthridinium bromide IUPAC Ethidium bromide KEGG_COMPOUND 0 ChEBI 2,7-diamino-10-ethyl-9-phenylphenanthridinium bromide ChemIDplus 2,7-diamino-9-phenyl-10-ethylphenanthridinium bromide ChemIDplus 393.084 ChEBI 393.084 KEGG_COMPOUND 394.30800 ChEBI C21H20BrN3 ChEBI C21H20N3.Br KEGG_COMPOUND Dromilac ChemIDplus EtBr ChEBI Homidium bromide KEGG_COMPOUND InChI=1S/C21H19N3.BrH/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14;/h3-13,23H,2,22H2,1H3;1H ChEBI ZMMJGEGLRURXTF-UHFFFAOYSA-N ChEBI [Br-].CC[n+]1c(-c2ccccc2)c2cc(N)ccc2c2ccc(N)cc12 ChEBI Salts of selenous acid. chebi_ontology Selenitsalz Selenitsalze selenite salts CHEBI:48840 selenite salt Selenitsalz ChEBI Selenitsalze ChEBI selenite salts ChEBI An inorganic sodium salt composed of sodium and selenite ions in a 2:1 ratio. CAS:10102-18-8 Gmelin:30272 KEGG:C18385 Wikipedia:Sodium_selenite disodium selenite chebi_ontology 0 172.93774 173.881 BVTBRVFYZUCAKH-UHFFFAOYSA-L InChI=1S/2Na.H2O3Se/c;;1-4(2)3/h;;(H2,1,2,3)/q2*+1;/p-2 Na2O3Se Natriumselenit [Na+].[Na+].[O-][Se]([O-])=O sodium selenite CHEBI:48843 disodium selenite CAS:10102-18-8 ChemIDplus CAS:10102-18-8 KEGG COMPOUND Gmelin:30272 Gmelin disodium selenite IUPAC 0 ChEBI 172.93774 ChEBI 173.881 ChEBI BVTBRVFYZUCAKH-UHFFFAOYSA-L ChEBI InChI=1S/2Na.H2O3Se/c;;1-4(2)3/h;;(H2,1,2,3)/q2*+1;/p-2 ChEBI Na2O3Se ChEBI Natriumselenit ChemIDplus [Na+].[Na+].[O-][Se]([O-])=O ChEBI sodium selenite ChemIDplus CHEBI:26837 CHEBI:9344 CAS:7782-99-2 Gmelin:1458 KEGG:C00094 KNApSAcK:C00019662 PDBeChem:SO3 UM-BBD_compID:c0348 Sulfurous acid dihydrogen trioxosulfate dihydroxidooxidosulfur sulfurous acid trioxosulfuric acid chebi_ontology 0 81.972 82.08008 H2O3S H2SO3 InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3) LSNNMFCWUKXFEE-UHFFFAOYSA-N OS(O)=O S(O)(OH)2 Sulfite [SO(OH)2] acide sulfureux acido sulfuroso schweflige Saeure sulphurous acid CHEBI:48854 sulfurous acid CAS:7782-99-2 ChemIDplus Gmelin:1458 Gmelin UM-BBD_compID:c0348 UM-BBD Sulfurous acid KEGG_COMPOUND dihydrogen trioxosulfate IUPAC dihydroxidooxidosulfur IUPAC sulfurous acid IUPAC trioxosulfuric acid IUPAC 0 ChEBI 81.972 KEGG_COMPOUND 82.08008 ChEBI H2O3S KEGG_COMPOUND H2SO3 IUPAC InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3) ChEBI LSNNMFCWUKXFEE-UHFFFAOYSA-N ChEBI OS(O)=O ChEBI S(O)(OH)2 IUPAC Sulfite KEGG_COMPOUND [SO(OH)2] IUPAC acide sulfureux ChEBI acido sulfuroso ChEBI schweflige Saeure ChemIDplus sulphurous acid ChemIDplus CHEBI:24136 CHEBI:33799 chebi_ontology galactarate galactarates galactaric acid anions CHEBI:48871 galactaric acid anion galactarate ChEBI galactarates ChEBI galactaric acid anions ChEBI Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists. chebi_ontology Anticholinergika Anticholinergikum acetylcholine antagonists acetylcholine receptor antagonist agent anticholinergique agente anticolinergico agentes anticolinergicos anticholinergic agents anticholinergics anticholinergiques anticolinergicos cholinergic-blocking agents CHEBI:48873 cholinergic antagonist Anticholinergika ChEBI Anticholinergikum ChEBI acetylcholine antagonists ChEBI acetylcholine receptor antagonist IUPHAR agent anticholinergique ChEBI agente anticolinergico ChEBI agentes anticolinergicos ChEBI anticholinergic agents ChEBI anticholinergics ChEBI anticholinergiques ChEBI anticolinergicos ChEBI cholinergic-blocking agents ChEBI An azole in which the five-membered heterocyclic aromatic skeleton contains a N atom and one S atom. chebi_ontology CHEBI:48901 thiazoles CHEBI:24257 CHEBI:33800 chebi_ontology glucarate glucarates glucaric acid anions CHEBI:48914 glucaric acid anion glucarate ChEBI glucarates ChEBI glucaric acid anions ChEBI Any of several wide-spectrum macrolide antibiotics obtained from actinomycete Saccharopolyspora erythraea (formerly known as Streptomyces erythraeus). DrugBank:DB00199 HMDB:HMDB14344 Patent:US2653899 Wikipedia:Erythromycin colombos:ERYTHROMYCIN colombos:ERYTHROMYCIN:+UNKNOWN chebi_ontology eritromicina erthromycin erythromycine CHEBI:48923 erythromycin eritromicina ChEBI erthromycin ChEBI erythromycine ChEBI A tartaric acid anion that is the conjugate base of 2,3-dihydroxybutanedioic acid. Beilstein:3905887 Reaxys:3905887 3-carboxy-2,3-dihydroxypropanoate chebi_ontology -1 149.009 149.07890 C4H5O6 FEWJPZIEWOKRBE-UHFFFAOYSA-M InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-1 OC(C(O)C([O-])=O)C(O)=O CHEBI:48929 3-carboxy-2,3-dihydroxypropanoate Beilstein:3905887 Beilstein Reaxys:3905887 Reaxys 3-carboxy-2,3-dihydroxypropanoate IUPAC -1 ChEBI 149.009 ChEBI 149.07890 ChEBI C4H5O6 ChEBI FEWJPZIEWOKRBE-UHFFFAOYSA-M ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-1 ChEBI OC(C(O)C([O-])=O)C(O)=O ChEBI chebi_ontology substituted anilines CHEBI:48975 substituted aniline substituted anilines ChEBI beta-amino-acid anion chebi_ontology beta-amino acid anions beta-amino-acid anions CHEBI:49095 beta-amino-acid anion beta-amino-acid anion ChEBI beta-amino acid anions ChEBI beta-amino-acid anions ChEBI A hydrochloride obtained by combining thiamine chloride with one molar equivalent of hydrochloric acid. Beilstein:3642937 Beilstein:3851771 CAS:67-03-8 Gmelin:31154 Gmelin:691133 KEGG:D02094 PMID:12224421 PMID:26616989 PMID:27163892 Reaxys:17124533 Wikipedia:Thiamine 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride 3-[(4-azaniumyl-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium dichloride chebi_ontology 0 336.058 337.270 C([N+]=1C(=C(SC1)CCO)C)C=2C(=NC(C)=NC2)N.[Cl-].Cl C12H17N4OS.HCl.Cl C12H18Cl2N4OS DPJRMOMPQZCRJU-UHFFFAOYSA-M InChI=1S/C12H17N4OS.2ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);2*1H/q+1;;/p-1 thiamine HCl thiamine chloride hydrochloride thiamine dichloride thiamine(2+) dichloride thiaminium chloride hydrochloride CHEBI:49105 thiamine hydrochloride Beilstein:3642937 Beilstein Beilstein:3851771 Beilstein CAS:67-03-8 ChemIDplus Gmelin:31154 Gmelin Gmelin:691133 Gmelin PMID:12224421 Europe PMC PMID:26616989 Europe PMC PMID:27163892 Europe PMC Reaxys:17124533 Reaxys 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride IUPAC 3-[(4-azaniumyl-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium dichloride IUPAC 0 ChEBI 336.058 ChEBI 336.058 KEGG_DRUG 337.270 ChEBI C([N+]=1C(=C(SC1)CCO)C)C=2C(=NC(C)=NC2)N.[Cl-].Cl ChEBI C12H17N4OS.HCl.Cl KEGG_DRUG C12H18Cl2N4OS ChEBI DPJRMOMPQZCRJU-UHFFFAOYSA-M ChEBI InChI=1S/C12H17N4OS.2ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);2*1H/q+1;;/p-1 ChEBI thiamine HCl ChemIDplus thiamine chloride hydrochloride ChemIDplus thiamine dichloride ChemIDplus thiamine(2+) dichloride ChemIDplus thiaminium chloride hydrochloride ChemIDplus Beilstein:3627364 Gmelin:677220 3-[(4-ammonio-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chebi_ontology +2 266.120 266.36368 C12H18N4OS Cc1ncc(C[n+]2csc(CCO)c2C)c([NH3+])n1 InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1/p+1 JZRWCGZRTZMZEH-UHFFFAOYSA-O CHEBI:49107 thiamine(2+) Beilstein:3627364 Beilstein Gmelin:677220 Gmelin 3-[(4-ammonio-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium IUPAC +2 ChEBI 266.120 ChEBI 266.36368 ChEBI C12H18N4OS ChEBI Cc1ncc(C[n+]2csc(CCO)c2C)c([NH3+])n1 ChEBI InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1/p+1 ChEBI JZRWCGZRTZMZEH-UHFFFAOYSA-O ChEBI A drug used to treat asthma. chebi_ontology anti-asthmatic agent anti-asthmatic agents anti-asthmatic drugs CHEBI:49167 anti-asthmatic drug anti-asthmatic agent ChEBI anti-asthmatic agents ChEBI anti-asthmatic drugs ChEBI One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract. chebi_ontology anti-ulcer agent anti-ulcer agents anti-ulcer drugs CHEBI:49201 anti-ulcer drug anti-ulcer agent ChEBI anti-ulcer agents ChEBI anti-ulcer drugs ChEBI CHEBI:19626 CHEBI:35967 chebi_ontology 2-hydroxy acid 2-hydroxy monocarboxylic acids CHEBI:49302 2-hydroxy monocarboxylic acid 2-hydroxy acid ChEBI 2-hydroxy monocarboxylic acids ChEBI A chemical substance that prevents or reduces the probability of conception. chebi_ontology contraceptive agent contraceptive drugs CHEBI:49323 contraceptive drug contraceptive agent ChEBI contraceptive drugs ChEBI A cyclic purine dinucleotide that is the 3',5'-cyclic dimer of MP. CHEBI:47036 CHEBI:49535 Beilstein:9696190 CAS:61093-23-0 KEGG:C16463 MetaCyc:C-DI-GMP PMID:17646358 PMID:19691499 PMID:20577685 PMID:21320509 PMID:22021215 PMID:22661686 PMID:22728658 PMID:22728659 PMID:22728660 PMID:22821967 PMID:23021863 PMID:23023210 PMID:23202856 PMID:23289502 PMID:23299943 Reaxys:9606190 9,9'-[(2R,3R,3aS,7aR,9R,10R,10aS,14aR)-3,5,10,12-tetrahydroxy-5,12-dioxidooctahydro-2H,7H-difuro[3,2-d:3',2'-j][1,3,7,9,2,8]tetraoxadiphosphacyclododecine-2,9-diyl]bis(2-amino-1,9-dihydro-6H-purin-6-one) chebi_ontology 0 3',5'-Cyclic diguanylic acid 3',5'-cyclic di-GMP 690.095 690.41108 Bis-(3',5')-cyclic diGMP C20H24N10O14P2 Cyclic di-3',5'-guanylate InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP(O)(=O)O[C@@H]3[C@@H](COP(O)(=O)O[C@H]2[C@H]1O)O[C@H]([C@@H]3O)n1cnc2c1nc(N)[nH]c2=O PKFDLKSEZWEFGL-MHARETSRSA-N bis(3',5')-cyclic diguanylic acid bis-(3'-5')-cyclic dimeric guanosine monophosphate c-(GpGp) cGpGp cdiGMP cyclic di-3',5'-guanylic acid cyclic di-GMP cyclic diguanylic acid cyclic dinucleotide di-GMP cyclic-bis(3',5')diguanylic acid cyclic-bis(3'->5') dimeric GMP guanylyl-(3'->5')-3'-guanylic acid, cyclic 3'->5'''-nucleotide CHEBI:49537 c-di-GMP Beilstein:9696190 Beilstein CAS:61093-23-0 ChemIDplus CAS:61093-23-0 KEGG COMPOUND PMID:17646358 Europe PMC PMID:19691499 Europe PMC PMID:20577685 Europe PMC PMID:21320509 Europe PMC PMID:22021215 Europe PMC PMID:22661686 Europe PMC PMID:22728658 Europe PMC PMID:22728659 Europe PMC PMID:22728660 Europe PMC PMID:22821967 Europe PMC PMID:23021863 Europe PMC PMID:23023210 Europe PMC PMID:23202856 Europe PMC PMID:23289502 Europe PMC PMID:23299943 Europe PMC Reaxys:9606190 Reaxys 9,9'-[(2R,3R,3aS,7aR,9R,10R,10aS,14aR)-3,5,10,12-tetrahydroxy-5,12-dioxidooctahydro-2H,7H-difuro[3,2-d:3',2'-j][1,3,7,9,2,8]tetraoxadiphosphacyclododecine-2,9-diyl]bis(2-amino-1,9-dihydro-6H-purin-6-one) IUPAC 0 ChEBI 3',5'-Cyclic diguanylic acid KEGG_COMPOUND 3',5'-cyclic di-GMP ChEBI 690.095 ChemIDplus 690.41108 ChEBI Bis-(3',5')-cyclic diGMP KEGG_COMPOUND C20H24N10O14P2 ChemIDplus Cyclic di-3',5'-guanylate KEGG_COMPOUND InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 ChEBI Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP(O)(=O)O[C@@H]3[C@@H](COP(O)(=O)O[C@H]2[C@H]1O)O[C@H]([C@@H]3O)n1cnc2c1nc(N)[nH]c2=O ChEBI PKFDLKSEZWEFGL-MHARETSRSA-N ChEBI bis(3',5')-cyclic diguanylic acid ChemIDplus bis-(3'-5')-cyclic dimeric guanosine monophosphate ChEBI c-(GpGp) ChemIDplus cGpGp ChemIDplus cdiGMP KEGG_COMPOUND cyclic di-3',5'-guanylic acid UniProt cyclic di-GMP ChEBI cyclic diguanylic acid ChemIDplus cyclic dinucleotide di-GMP ChEBI cyclic-bis(3',5')diguanylic acid ChemIDplus cyclic-bis(3'->5') dimeric GMP IUBMB guanylyl-(3'->5')-3'-guanylic acid, cyclic 3'->5'''-nucleotide ChemIDplus A 2'-deoxyribonucleoside triphosphate oxoanion that is the trianion of 2'-deoxyadenosine 5'-triphosphate, arising from deprotonation of three of the four triphosphate OH groups; major species at pH 7.3. Gmelin:2691379 2'-deoxy-5'-O-[({[(hydroxyphosphinato)oxy]phosphinato}oxy)phosphinato]adenosine chebi_ontology -3 487.977 488.15780 C10H13N5O12P3 InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/p-3/t5-,6+,7+/m0/s1 Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)O1 SUYVUBYJARFZHO-RRKCRQDMSA-K dATP trianion CHEBI:495505 dATP(3-) Gmelin:2691379 Gmelin 2'-deoxy-5'-O-[({[(hydroxyphosphinato)oxy]phosphinato}oxy)phosphinato]adenosine IUPAC -3 ChEBI 487.977 ChEBI 488.15780 ChEBI C10H13N5O12P3 ChEBI InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/p-3/t5-,6+,7+/m0/s1 ChEBI Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)O1 ChEBI SUYVUBYJARFZHO-RRKCRQDMSA-K ChEBI dATP trianion ChEBI An iron-sulfur cluster containing two iron atoms and two sulfur atoms. CHEBI:21134 CHEBI:49600 CHEBI:64605 chebi_ontology 0 175.82000 2 iron, 2 sulfur cluster Fe2S2 [2Fe-2S] cluster CHEBI:49601 Fe2S2 iron-sulfur cluster 0 ChEBI 175.82000 ChEBI 2 iron, 2 sulfur cluster SUBMITTER Fe2S2 ChEBI [2Fe-2S] cluster UniProt CHEBI:24634 CHEBI:49636 WebElements:H hydrogen chebi_ontology 0 1.00794 1.008 1H H InChI=1S/H Wasserstoff YZCKVEUIGOORGS-UHFFFAOYSA-N [H] hidrogeno hydrogen hydrogene CHEBI:49637 hydrogen atom hydrogen IUPAC 0 ChEBI 1.00794 ChEBI 1.008 ChEBI 1H IUPAC H ChEBI H IUPAC InChI=1S/H ChEBI Wasserstoff ChEBI YZCKVEUIGOORGS-UHFFFAOYSA-N ChEBI [H] ChEBI hidrogeno ChEBI hydrogen ChEBI hydrogene ChEBI An ion of nickel carrying a double positive charge. CHEBI:25517 CHEBI:49785 CAS:14701-22-5 Gmelin:6859 PDBeChem:NI PMID:20456924 nickel(2+) nickel(2+) ion nickel(II) cation chebi_ontology +2 57.935 58.69340 InChI=1S/Ni/q+2 NICKEL (II) ION Ni Ni(2+) Ni2+ Nickel, ion (Ni2+) VEQPNABPJHWNSG-UHFFFAOYSA-N [Ni++] nickelous ion CHEBI:49786 nickel(2+) CAS:14701-22-5 ChemIDplus Gmelin:6859 Gmelin PMID:20456924 Europe PMC nickel(2+) IUPAC nickel(2+) ion IUPAC nickel(II) cation IUPAC +2 ChEBI 57.935 ChEBI 58.69340 ChEBI InChI=1S/Ni/q+2 ChEBI NICKEL (II) ION PDBeChem Ni ChEBI Ni(2+) IUPAC Ni(2+) UniProt Ni2+ KEGG_COMPOUND Nickel, ion (Ni2+) ChemIDplus VEQPNABPJHWNSG-UHFFFAOYSA-N ChEBI [Ni++] ChEBI nickelous ion ChEBI CHEBI:30179 CHEBI:49804 CAS:14280-50-3 CAS:7439-92-1 Gmelin:6861 KEGG:C06696 PDBeChem:PB lead(2+) lead(2+) ion lead(II) cation chebi_ontology +2 207.20000 207.977 InChI=1S/Pb/q+2 LEAD (II) ION Lead, ion (Pb2+) Pb Pb(2+) Pb2+ RVPVRDXYQKGNMQ-UHFFFAOYSA-N [Pb++] CHEBI:49807 lead(2+) CAS:14280-50-3 ChemIDplus CAS:7439-92-1 KEGG COMPOUND Gmelin:6861 Gmelin lead(2+) IUPAC lead(2+) ion IUPAC lead(II) cation IUPAC +2 ChEBI 207.20000 ChEBI 207.977 ChEBI InChI=1S/Pb/q+2 ChEBI LEAD (II) ION PDBeChem Lead, ion (Pb2+) ChemIDplus Pb ChEBI Pb KEGG_COMPOUND Pb(2+) IUPAC Pb(2+) UniProt Pb2+ KEGG_COMPOUND RVPVRDXYQKGNMQ-UHFFFAOYSA-N ChEBI [Pb++] ChEBI CHEBI:30296 CHEBI:49869 DrugBank:DB02453 Gmelin:558348 PDBeChem:SBO antimonous acid trihydroxidoantimony chebi_ontology 0 171.912 172.78202 H3O3Sb H3SbO3 InChI=1S/3H2O.Sb/h3*1H2;/q;;;+3/p-3 SZOADBKOANDULT-UHFFFAOYSA-K TRIHYDROXYANTIMONITE(III) [H]O[Sb](O[H])O[H] [Sb(OH)3] stiborous acid CHEBI:49870 antimonous acid Gmelin:558348 Gmelin antimonous acid IUPAC trihydroxidoantimony IUPAC 0 ChEBI 171.912 ChEBI 172.78202 ChEBI H3O3Sb ChEBI H3SbO3 IUPAC InChI=1S/3H2O.Sb/h3*1H2;/q;;;+3/p-3 ChEBI SZOADBKOANDULT-UHFFFAOYSA-K ChEBI TRIHYDROXYANTIMONITE(III) ChemIDplus [H]O[Sb](O[H])O[H] ChEBI [Sb(OH)3] IUPAC stiborous acid IUPAC A compound of zinc and chloride ions in the ratio 1:2. It exists in four crystalline forms, in each of which the Zn(2+) ions are trigonal planar coordinated to four chloride ions. CAS:7646-85-7 Gmelin:430396 KEGG:D02058 MolBase:1125 PMID:23021350 PMID:23399499 PMID:23471775 PMID:23514640 PMID:23546181 PMID:23574241 PMID:23739012 PMID:23761032 PMID:23763136 PMID:7615984 PMID:9730919 Wikipedia:Zinc_Chloride zinc dichloride zinc(2+) chloride zinc(II) chloride chebi_ontology 0 133.867 136.29540 Cl2Zn InChI=1S/2ClH.Zn/h2*1H;/q;;+2/p-2 JIAARYAFYJHUJI-UHFFFAOYSA-L Zinkchlorid ZnCl2 [Cl-].[Cl-].[Zn++] butter of zinc chlorure de zinc dichlorozinc zinc chloride zinc chloride, anhydrous CHEBI:49976 zinc dichloride CAS:7646-85-7 ChemIDplus CAS:7646-85-7 NIST Chemistry WebBook Gmelin:430396 Gmelin PMID:23021350 Europe PMC PMID:23399499 Europe PMC PMID:23471775 Europe PMC PMID:23514640 Europe PMC PMID:23546181 Europe PMC PMID:23574241 Europe PMC PMID:23739012 Europe PMC PMID:23761032 Europe PMC PMID:23763136 Europe PMC PMID:7615984 Europe PMC PMID:9730919 Europe PMC zinc dichloride IUPAC zinc(2+) chloride IUPAC zinc(II) chloride IUPAC 0 ChEBI 133.867 ChEBI 136.29540 ChEBI Cl2Zn ChEBI InChI=1S/2ClH.Zn/h2*1H;/q;;+2/p-2 ChEBI JIAARYAFYJHUJI-UHFFFAOYSA-L ChEBI Zinkchlorid ChemIDplus ZnCl2 IUPAC [Cl-].[Cl-].[Zn++] ChEBI butter of zinc ChemIDplus chlorure de zinc ChemIDplus dichlorozinc NIST_Chemistry_WebBook zinc chloride ChemIDplus zinc chloride, anhydrous NIST_Chemistry_WebBook antimony coordination entity chebi_ontology antimony coordination compounds antimony coordination entities CHEBI:50007 antimony coordination entity antimony coordination entity ChEBI antimony coordination compounds ChEBI antimony coordination entities ChEBI A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by organyl groups. chebi_ontology organic amino compounds CHEBI:50047 organic amino compound organic amino compounds ChEBI Beilstein:3566211 CAS:57564-91-7 colombos:GSNO L-gamma-glutamyl-S-nitroso-L-cysteinylglycine chebi_ontology 0 336.074 336.32280 C10H16N4O7S GSNO HYHSBSXUHZOYLX-WDSKDSINSA-N InChI=1S/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/t5-,6-/m0/s1 N-(N-L-gamma-glutamyl-S-nitroso-L-cysteinyl)glycine N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(O)=O)C(O)=O SNOG glutathione thionitrite nitrosoglutathione CHEBI:50091 S-nitrosoglutathione Beilstein:3566211 ChemIDplus CAS:57564-91-7 ChemIDplus L-gamma-glutamyl-S-nitroso-L-cysteinylglycine IUPAC 0 ChEBI 336.074 ChEBI 336.32280 ChEBI C10H16N4O7S ChEBI GSNO ChemIDplus HYHSBSXUHZOYLX-WDSKDSINSA-N ChEBI InChI=1S/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/t5-,6-/m0/s1 ChEBI N-(N-L-gamma-glutamyl-S-nitroso-L-cysteinyl)glycine ChemIDplus N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(O)=O)C(O)=O ChEBI SNOG ChemIDplus glutathione thionitrite ChemIDplus nitrosoglutathione ChemIDplus A member of the class of N-nitrosoureas that is urea in which one of the nitrogens is substituted by methyl and nitroso groups. CHEBI:25565 CHEBI:34843 CHEBI:50101 Beilstein:1756040 CAS:684-93-5 KEGG:C14595 PMID:11479921 PMID:12767522 PMID:15990165 PMID:19181008 PMID:24441676 PMID:6243984 PMID:8098217 PMID:8603364 Wikipedia:N-Methyl-N-nitrosourea 1-methyl-1-nitrosourea N-Methyl-N-nitrosourea chebi_ontology 0 1-(aminocarbonyl)-1-methyl-2-oxohydrazine 1-nitroso-1-methylurea 103.038 103.08012 C2H5N3O2 CN(N=O)C(N)=O InChI=1S/C2H5N3O2/c1-5(4-7)2(3)6/h1H3,(H2,3,6) MNU Methylnitrosoharnstoff Methylnitrosourea N-Methyl-N-nitrosoharnstoff N-Nitroso-N-methylharnstoff N-methyl-N-nitrosocarbamide N-methyl-N-nitrosouree N-nitroso-N-methylcarbamide N-nitroso-N-methylurea N-nitroso-N-methyluree N-nitrosomethylurea NMH NMU ZRKWMRDKSOPRRS-UHFFFAOYSA-N methylnitrosouree nitrosomethylurea CHEBI:50102 N-methyl-N-nitrosourea Beilstein:1756040 Beilstein CAS:684-93-5 ChemIDplus CAS:684-93-5 KEGG COMPOUND CAS:684-93-5 NIST Chemistry WebBook PMID:11479921 Europe PMC PMID:12767522 Europe PMC PMID:15990165 Europe PMC PMID:19181008 Europe PMC PMID:24441676 Europe PMC PMID:6243984 Europe PMC PMID:8098217 Europe PMC PMID:8603364 Europe PMC 1-methyl-1-nitrosourea IUPAC N-Methyl-N-nitrosourea KEGG_COMPOUND 0 ChEBI 1-(aminocarbonyl)-1-methyl-2-oxohydrazine NIST_Chemistry_WebBook 1-nitroso-1-methylurea ChemIDplus 103.038 KEGG_COMPOUND 103.08012 ChEBI C2H5N3O2 KEGG_COMPOUND CN(N=O)C(N)=O ChEBI InChI=1S/C2H5N3O2/c1-5(4-7)2(3)6/h1H3,(H2,3,6) ChEBI MNU ChemIDplus Methylnitrosoharnstoff ChEBI Methylnitrosourea KEGG_COMPOUND N-Methyl-N-nitrosoharnstoff ChEBI N-Nitroso-N-methylharnstoff ChEBI N-methyl-N-nitrosocarbamide ChemIDplus N-methyl-N-nitrosouree ChEBI N-nitroso-N-methylcarbamide NIST_Chemistry_WebBook N-nitroso-N-methylurea ChemIDplus N-nitroso-N-methyluree ChEBI N-nitrosomethylurea NIST_Chemistry_WebBook NMH ChemIDplus NMU ChemIDplus ZRKWMRDKSOPRRS-UHFFFAOYSA-N ChEBI methylnitrosouree ChemIDplus nitrosomethylurea NIST_Chemistry_WebBook An agent that binds to and activates excitatory amino acid receptors. chebi_ontology excitatory amino acid agonists excitatory amino acid receptor agonist excitatory amino acid receptor agonists CHEBI:50103 excitatory amino acid agonist excitatory amino acid agonists ChEBI excitatory amino acid receptor agonist ChEBI excitatory amino acid receptor agonists ChEBI Any hormone that is responsible for controlling sexual characteristics and reproductive function. chebi_ontology Geschlechtshormon Geschlechtshormone Sexualhormon Sexualhormone hormone sexuelle hormones sexuelles sex hormones CHEBI:50112 sex hormone Geschlechtshormon ChEBI Geschlechtshormone ChEBI Sexualhormon ChEBI Sexualhormone ChEBI hormone sexuelle ChEBI hormones sexuelles ChEBI sex hormones ChEBI A hormone that stimulates or controls the development and maintenance of female sex characteristics in mammals by binding to oestrogen receptors. The oestrogens are named for their importance in the oestrous cycle. The oestrogens that occur naturally in the body, notably estrone, estradiol, estriol, and estetrol are steroids. Other compounds with oestrogenic activity are produced by plants (phytoestrogens) and fungi (mycoestrogens); synthetic compounds with oestrogenic activity are known as xenoestrogens. Wikipedia:Estrogen chebi_ontology Estrogene Oestrogen Oestrogene estrogene estrogenes estrogenes Hormon estrogeno estrogenos estrogens oestrogen oestrogene oestrogenes oestrogens CHEBI:50114 estrogen Estrogene ChEBI Oestrogen ChEBI Oestrogene ChEBI estrogene ChEBI estrogenes ChEBI estrogenes Hormon ChEBI estrogeno ChEBI estrogenos ChEBI estrogens ChEBI oestrogen ChEBI oestrogene ChEBI oestrogenes ChEBI oestrogens ChEBI Any anion formed by loss of a proton from a steroid acid. chebi_ontology steroid acid anions CHEBI:50160 steroid acid anion steroid acid anions ChEBI A drug that softens, separates, and causes desquamation of the cornified epithelium or horny layer of skin. Keratolytic drugs are used to expose mycelia of infecting fungi or to treat corns, warts, and certain other skin diseases. chebi_ontology desquamating agent keratolytic agent keratolytic drugs skin-peeling agent CHEBI:50176 keratolytic drug desquamating agent ChEBI keratolytic agent ChEBI keratolytic drugs ChEBI skin-peeling agent ChEBI A drug used to treat or prevent skin disorders or for the routine care of skin. chebi_ontology dermatologic agent dermatologic drugs dermatological agent CHEBI:50177 dermatologic drug dermatologic agent ChEBI dermatologic drugs ChEBI dermatological agent ChEBI Any protective agent counteracting or neutralizing the action of poisons. chebi_ontology antidotes CHEBI:50247 antidote antidotes ChEBI Drug that acts on blood and blood-forming organs and those that affect the hemostatic system. chebi_ontology hematologic agents CHEBI:50248 hematologic agent hematologic agents ChEBI An agent that prevents blood clotting. chebi_ontology anticoagulante anticoagulants CHEBI:50249 anticoagulant anticoagulante ChEBI anticoagulants ChEBI Any dicarboxylic acid carrying a hydroxy group on the carbon atom at position alpha to the carboxy group. CHEBI:1154 CHEBI:19636 KEGG:C03668 2-Hydroxydicarboxylic acid chebi_ontology 2-hydroxydicarboxylic acids C3H4O5(CH2)n CHEBI:50263 2-hydroxydicarboxylic acid 2-Hydroxydicarboxylic acid KEGG_COMPOUND 2-hydroxydicarboxylic acids ChEBI C3H4O5(CH2)n KEGG_COMPOUND A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug. PMID:23993918 PMID:23998799 PMID:24329110 PMID:24628402 PMID:24709544 PMID:25144792 PMID:25157234 PMID:25269430 PMID:25391982 PMID:25591121 PMID:25620096 PMID:25795057 PMID:26028253 PMID:26184144 PMID:28070577 PMID:28215138 PMID:28219047 PMID:28259775 PMID:28319647 PMID:28329729 PMID:28334528 Wikipedia:Prodrug chebi_ontology Prodrugs CHEBI:50266 prodrug PMID:23993918 Europe PMC PMID:23998799 Europe PMC PMID:24329110 Europe PMC PMID:24628402 Europe PMC PMID:24709544 Europe PMC PMID:25144792 Europe PMC PMID:25157234 Europe PMC PMID:25269430 Europe PMC PMID:25391982 Europe PMC PMID:25591121 Europe PMC PMID:25620096 Europe PMC PMID:25795057 Europe PMC PMID:26028253 Europe PMC PMID:26184144 Europe PMC PMID:28070577 Europe PMC PMID:28215138 Europe PMC PMID:28219047 Europe PMC PMID:28259775 Europe PMC PMID:28319647 Europe PMC PMID:28329729 Europe PMC PMID:28334528 Europe PMC Prodrugs ChEBI Synthetic or natural substance which is given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent. chebi_ontology chemoprotectant chemoprotectants chemoprotective agent chemoprotective agents protective agents CHEBI:50267 protective agent chemoprotectant ChEBI chemoprotectants ChEBI chemoprotective agent ChEBI chemoprotective agents ChEBI protective agents ChEBI A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA. chebi_ontology DNA topoisomerase inhibitor DNA topoisomerase inhibitors EC 5.99.1.2 (DNA topoisomerase) inhibitors EC 5.99.1.2 (topoisomerase I) inhibitor EC 5.99.1.2 (topoisomerase I) inhibitors EC 5.99.1.2 inhibitor EC 5.99.1.2 inhibitors topoisomerase I (EC 5.99.1.2) inhibitor topoisomerase I (EC 5.99.1.2) inhibitors topoisomerase I inhibitor topoisomerase I inhibitors type I DNA topoisomerase inhibitor type I DNA topoisomerase inhibitors CHEBI:50276 EC 5.99.1.2 (DNA topoisomerase) inhibitor DNA topoisomerase inhibitor ChEBI DNA topoisomerase inhibitors ChEBI EC 5.99.1.2 (DNA topoisomerase) inhibitors ChEBI EC 5.99.1.2 (topoisomerase I) inhibitor ChEBI EC 5.99.1.2 (topoisomerase I) inhibitors ChEBI EC 5.99.1.2 inhibitor ChEBI EC 5.99.1.2 inhibitors ChEBI topoisomerase I (EC 5.99.1.2) inhibitor ChEBI topoisomerase I (EC 5.99.1.2) inhibitors ChEBI topoisomerase I inhibitor ChEBI topoisomerase I inhibitors ChEBI type I DNA topoisomerase inhibitor ChEBI type I DNA topoisomerase inhibitors ChEBI onium compound onium compounds chebi_ontology onium compounds CHEBI:50312 onium compound onium compound ChEBI onium compounds IUPAC onium compounds ChEBI Mononuclear cations derived by addition of a hydron to a mononuclear parent hydride of the pnictogen, chalcogen and halogen families. onium cations chebi_ontology onium cations onium ion onium ions CHEBI:50313 onium cation onium cations IUPAC onium cations ChEBI onium ion ChEBI onium ions ChEBI Gmelin:331 chloranium chloronium chebi_ontology +1 36.985 37.46858 ClH2 H2Cl(+) IGJWHVUMEJASKV-UHFFFAOYSA-N InChI=1S/ClH2/h1H2/q+1 [ClH2](+) [H][Cl+][H] CHEBI:50315 chloronium Gmelin:331 Gmelin chloranium IUPAC chloronium IUPAC +1 ChEBI 36.985 ChEBI 37.46858 ChEBI ClH2 ChEBI H2Cl(+) IUPAC IGJWHVUMEJASKV-UHFFFAOYSA-N ChEBI InChI=1S/ClH2/h1H2/q+1 ChEBI [ClH2](+) IUPAC [H][Cl+][H] ChEBI Gmelin:719134 bromanium bromonium chebi_ontology +1 80.934 81.91988 BrH2 H2Br(+) IWNNBBVLEFUBNE-UHFFFAOYSA-N InChI=1S/BrH2/h1H2/q+1 [BrH2](+) [H][Br+][H] CHEBI:50316 bromonium Gmelin:719134 Gmelin bromanium IUPAC bromonium IUPAC +1 ChEBI 80.934 ChEBI 81.91988 ChEBI BrH2 ChEBI H2Br(+) IUPAC IWNNBBVLEFUBNE-UHFFFAOYSA-N ChEBI InChI=1S/BrH2/h1H2/q+1 ChEBI [BrH2](+) ChEBI [H][Br+][H] ChEBI A univalent organyl group obtained by cleaving the bond from C-2 to the side chain of a proteinogenic amino-acid. chebi_ontology canonical amino-acid side-chain canonical amino-acid side-chains proteinogenic amino-acid side-chain proteinogenic amino-acid side-chain groups proteinogenic amino-acid side-chains CHEBI:50325 proteinogenic amino-acid side-chain group canonical amino-acid side-chain ChEBI canonical amino-acid side-chains ChEBI proteinogenic amino-acid side-chain ChEBI proteinogenic amino-acid side-chain groups ChEBI proteinogenic amino-acid side-chains ChEBI sulfanylmethyl chebi_ontology -CH2-SH 0 46.996 47.10052 CH3S HS-CH2- cysteine side-chain CHEBI:50326 sulfanylmethyl group sulfanylmethyl IUPAC -CH2-SH IUPAC 0 ChEBI 46.996 ChEBI 47.10052 ChEBI CH3S ChEBI HS-CH2- IUPAC cysteine side-chain ChEBI 2-amino-2-oxoethyl chebi_ontology 0 58.029 58.05930 C2H4NO asparagine side-chain CHEBI:50330 2-amino-2-oxoethyl group 2-amino-2-oxoethyl IUPAC 0 ChEBI 58.029 ChEBI 58.05930 ChEBI C2H4NO ChEBI asparagine side-chain ChEBI 3-amino-3-oxopropyl chebi_ontology 0 72.045 72.08588 C3H6NO glutamine side-chain CHEBI:50331 3-amino-3-oxopropyl group 3-amino-3-oxopropyl IUPAC 0 ChEBI 72.045 ChEBI 72.08588 ChEBI C3H6NO ChEBI glutamine side-chain ChEBI 4-hydroxybenzyl chebi_ontology 0 107.050 107.12988 C7H7O tyrosine side-chain CHEBI:50336 4-hydroxybenzyl group 4-hydroxybenzyl IUPAC 0 ChEBI 107.050 ChEBI 107.12988 ChEBI C7H7O ChEBI tyrosine side-chain ChEBI 1H-indol-3-ylmethyl chebi_ontology 0 130.066 130.16656 C9H8N tryptophan side-chain CHEBI:50337 1H-indol-3-ylmethyl group 1H-indol-3-ylmethyl IUPAC 0 ChEBI 130.066 ChEBI 130.16656 ChEBI C9H8N ChEBI tryptophan side-chain ChEBI 4-aminobutyl chebi_ontology 0 72.081 72.12894 C4H10N lysine side-chain CHEBI:50339 4-aminobutyl group 4-aminobutyl IUPAC 0 ChEBI 72.081 ChEBI 72.12894 ChEBI C4H10N ChEBI lysine side-chain ChEBI 3-carbamimidamidopropyl chebi_ontology 0 100.087 100.14242 3-(carbamimidoylamino)propyl 3-guanidinopropyl C4H10N3 arginine side-chain CHEBI:50340 3-carbamimidamidopropyl group 3-carbamimidamidopropyl IUPAC 0 ChEBI 100.087 ChEBI 100.14242 ChEBI 3-(carbamimidoylamino)propyl IUPAC 3-guanidinopropyl ChEBI C4H10N3 ChEBI arginine side-chain ChEBI 1-hydroxyethyl chebi_ontology 0 45.034 45.06050 C2H5O threonine side-chain CHEBI:50341 1-hydroxyethyl group 1-hydroxyethyl IUPAC 0 ChEBI 45.034 ChEBI 45.06050 ChEBI C2H5O ChEBI threonine side-chain ChEBI D-glucose 3-(dihydrogen phosphate) chebi_ontology 3-O-phosphono-D-glucose C6H13O9P CHEBI:50416 D-glucose 3-phosphate D-glucose 3-(dihydrogen phosphate) IUPAC 3-O-phosphono-D-glucose IUPAC C6H13O9P ChEBI A Fe(III)-complexed hydroxamate siderophore comprising equimolar amounts of iron(3+) and desferrioxamine B(3-) CAS:14836-73-8 KEGG:C07597 PDBeChem:0UE PMID:24606332 Reaxys:16078693 [N-(5-aminopentyl)-N-(hydroxy-kappaO)-N'-{5-[(hydroxy-kappaO){4-[(5-{(hydroxy-kappaO)[1-(oxo-kappaO)ethyl]amino}pentyl)amino]-4-oxo-1-(oxo-kappaO)butyl}amino]pentyl}succinamidato(3-)-kappaO(1)]iron iron(3+) [acetyl(27-amino-11,22-dioxido-7,10,18,21-tetraoxo-6,11,17,22-tetraazaheptacos-1-yl)amino]oxidanide chebi_ontology 0 613.265 613.50500 C25H45FeN6O8 CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O2 Desferal-iron(III) Ferrioxamine Ferroxamine CHEBI:5044 ferrioxamine B CAS:14836-73-8 ChemIDplus CAS:14836-73-8 KEGG COMPOUND PMID:24606332 Europe PMC Reaxys:16078693 Reaxys [N-(5-aminopentyl)-N-(hydroxy-kappaO)-N'-{5-[(hydroxy-kappaO){4-[(5-{(hydroxy-kappaO)[1-(oxo-kappaO)ethyl]amino}pentyl)amino]-4-oxo-1-(oxo-kappaO)butyl}amino]pentyl}succinamidato(3-)-kappaO(1)]iron IUPAC iron(3+) [acetyl(27-amino-11,22-dioxido-7,10,18,21-tetraoxo-6,11,17,22-tetraazaheptacos-1-yl)amino]oxidanide IUPAC 0 ChEBI 613.265 ChEBI 613.50500 ChEBI C25H45FeN6O8 ChEBI CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O2 ChEBI Desferal-iron(III) KEGG_COMPOUND Ferrioxamine KEGG_COMPOUND Ferroxamine KEGG_COMPOUND N-substituted diamine chebi_ontology N-substituted diamines CHEBI:50441 N-substituted diamine N-substituted diamine ChEBI N-substituted diamines ChEBI chebi_ontology desferrioxamines CHEBI:50453 desferrioxamine desferrioxamines ChEBI chebi_ontology acyclic desferrioxamines CHEBI:50454 acyclic desferrioxamine acyclic desferrioxamines ChEBI A primary amine formally derived from ammonia by replacing one hydrogen atom by an aryl group. primary arylamine chebi_ontology CHEBI:50471 primary arylamine primary arylamine ChEBI Substance that sweeten food, beverages, medications, etc. chebi_ontology sweetener sweeteners CHEBI:50505 sweetening agent sweetener ChEBI sweeteners ChEBI Compounds containing a bipyridine group. chebi_ontology bipyridyls CHEBI:50511 bipyridines bipyridyls ChEBI An organic anion arising from deprotonation of the OH function of a phenol compound. chebi_ontology phenolate anions CHEBI:50525 phenolate anion phenolate anions ChEBI A salt of the organic compound tartaric acid. chebi_ontology tartrate tartrate salts tartrates CHEBI:50562 tartrate salt tartrate ChEBI tartrate salts ChEBI tartrates ChEBI An agent, with unique chemical structure and biochemical requirements, which generates nitric oxide. CHEBI:77704 chebi_ontology NO donor NO donors NO generator NO generators NO releasing agent NO releasing agents nitric oxide donors nitric oxide generators nitric oxide releasing agent nitric oxide releasing agents CHEBI:50566 nitric oxide donor NO donor ChEBI NO donors ChEBI NO generator ChEBI NO generators ChEBI NO releasing agent ChEBI NO releasing agents ChEBI nitric oxide donors ChEBI nitric oxide generators ChEBI nitric oxide releasing agent ChEBI nitric oxide releasing agents ChEBI An aliphatic alcohol in which the aliphatic alkane chain is substituted by a hydroxy group at unspecified position. CHEBI:22937 CHEBI:50581 chebi_ontology alkyl alcohols hydroxyalkane hydroxyalkanes CHEBI:50584 alkyl alcohol alkyl alcohols ChEBI hydroxyalkane ChEBI hydroxyalkanes ChEBI A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. Wikipedia:PTGS1 chebi_ontology COX-1 inhibitor COX-1 inhibitors PTGS1 inhibitor PTGS1 inhibitors cyclo-oxygenase 1 inhibitor cyclo-oxygenase 1 inhibitors cyclooxygenase 1 inhibitors cyclooxygenase-1 inhibitor cyclooxygenase-1 inhibitors prostaglandin G/H synthase 1 inhibitor prostaglandin G/H synthase 1 inhibitors prostaglandin H2 synthase 1 inhibitor prostaglandin H2 synthase 1 inhibitors prostaglandin-endoperoxide synthase 1 inhibitor prostaglandin-endoperoxide synthase 1 inhibitors CHEBI:50630 cyclooxygenase 1 inhibitor COX-1 inhibitor ChEBI COX-1 inhibitors ChEBI PTGS1 inhibitor ChEBI PTGS1 inhibitors ChEBI cyclo-oxygenase 1 inhibitor ChEBI cyclo-oxygenase 1 inhibitors ChEBI cyclooxygenase 1 inhibitors ChEBI cyclooxygenase-1 inhibitor ChEBI cyclooxygenase-1 inhibitors ChEBI prostaglandin G/H synthase 1 inhibitor ChEBI prostaglandin G/H synthase 1 inhibitors ChEBI prostaglandin H2 synthase 1 inhibitor ChEBI prostaglandin H2 synthase 1 inhibitors ChEBI prostaglandin-endoperoxide synthase 1 inhibitor ChEBI prostaglandin-endoperoxide synthase 1 inhibitors ChEBI 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate chebi_ontology (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate -1 348.102 348.39794 AVKUERGKIZMTKX-NJBDSQKTSA-M C16H18N3O4S InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/p-1/t9-,10-,11+,14-/m1/s1 [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C([O-])=O ampicillinate CHEBI:50658 ampicillin(1-) 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate IUPAC (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate IUPAC -1 ChEBI 348.102 ChEBI 348.39794 ChEBI AVKUERGKIZMTKX-NJBDSQKTSA-M ChEBI C16H18N3O4S ChEBI InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/p-1/t9-,10-,11+,14-/m1/s1 ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C([O-])=O ChEBI ampicillinate ChEBI A family of compounds derived from chitin and based on the structure of D-glucosaminyl-(1->4)-D-glucosamine. 2-amino-4-O-(2-amino-2-deoxy-beta-D-glucosyl)-2-deoxy-D-glucose chebi_ontology C12H24N2O9 CHEBI:50674 chitobioses 2-amino-4-O-(2-amino-2-deoxy-beta-D-glucosyl)-2-deoxy-D-glucose IUPAC C12H24N2O9 ChEBI Beilstein:1654149 2-amino-4-O-(2-amino-2-deoxy-beta-D-glucopyranosyl)-2-deoxy-D-glucopyranose chebi_ontology 0 340.148 340.32704 C12H24N2O9 InChI=1S/C12H24N2O9/c13-5-9(19)10(4(2-16)21-11(5)20)23-12-6(14)8(18)7(17)3(1-15)22-12/h3-12,15-20H,1-2,13-14H2/t3-,4-,5-,6-,7-,8-,9-,10-,11?,12+/m1/s1 N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2N)[C@@H]1O QLTSDROPCWIKKY-ZMYKSUFESA-N CHEBI:50675 beta-D-glucosaminyl-(1->4)-D-glucosamine Beilstein:1654149 Beilstein 2-amino-4-O-(2-amino-2-deoxy-beta-D-glucopyranosyl)-2-deoxy-D-glucopyranose IUPAC 0 ChEBI 340.148 ChEBI 340.32704 ChEBI C12H24N2O9 ChEBI InChI=1S/C12H24N2O9/c13-5-9(19)10(4(2-16)21-11(5)20)23-12-6(14)8(18)7(17)3(1-15)22-12/h3-12,15-20H,1-2,13-14H2/t3-,4-,5-,6-,7-,8-,9-,10-,11?,12+/m1/s1 ChEBI N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2N)[C@@H]1O ChEBI QLTSDROPCWIKKY-ZMYKSUFESA-N ChEBI A reagent with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between macromolecules, principally side chains of amino acids in proteins, allowing the locations of naturally reactive areas within the proteins to be identified. chebi_ontology cross-linking reagents CHEBI:50684 cross-linking reagent cross-linking reagents ChEBI A substance used either in the prevention or facilitation of pregnancy. chebi_ontology reproductive control agent reproductive control drugs CHEBI:50689 reproductive control drug reproductive control agent ChEBI reproductive control drugs ChEBI A compound in which monosaccharide units are joined by glycosidic linkages. The term is commonly used to refer to a defined structure as opposed to a polymer of unspecified length or a homologous mixture. When the linkages are of other types the compounds are regarded as oligosaccharide analogues. CHEBI:25679 CHEBI:35319 CHEBI:7758 KEGG:C00930 Oligosaccharide oligosaccharides chebi_ontology O-glycosylglycoside O-glycosylglycosides an oligosaccharide oligosacarido oligosacaridos CHEBI:50699 oligosaccharide Oligosaccharide KEGG_COMPOUND oligosaccharides IUPAC O-glycosylglycoside ChEBI O-glycosylglycosides ChEBI an oligosaccharide UniProt oligosacarido ChEBI oligosacaridos IUPAC A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. chebi_ontology Dietary Supplement Food Supplementation Nutritional supplement CHEBI:50733 nutraceutical Dietary Supplement ChEBI Food Supplementation ChEBI Nutritional supplement ChEBI A compound that interacts with progesterone receptors in target tissues to bring about effects similar to those of progesterone. chebi_ontology gestagen gestagens progestagen progestagens progestogens CHEBI:50745 progestogen gestagen ChEBI gestagens ChEBI progestagen ChEBI progestagens ChEBI progestogens ChEBI A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands. CHEBI:132229 CHEBI:50234 chebi_ontology DNA gyrase inhibitor DNA gyrase inhibitors DNA topoisomerase (ATP-hydrolysing) (EC 5.99.1.3) inhibitor DNA topoisomerase (ATP-hydrolysing) (EC 5.99.1.3) inhibitors DNA topoisomerase (ATP-hydrolysing) inhibitor DNA topoisomerase (ATP-hydrolysing) inhibitors DNA topoisomerase II inhibitor DNA topoisomerase II inhibitors EC 5.99.1.3 (DNA topoisomerase (ATP-hydrolysing)) inhibitor EC 5.99.1.3 (DNA topoisomerase (ATP-hydrolysing)) inhibitors EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitors EC 5.99.1.3 inhibitor EC 5.99.1.3 inhibitors inhibitor of type II topoisomerase inhibitors of type II topoisomerase topoisomerase II inhibitor topoisomerase II inhibitors topoisomerase-II inhibitor topoisomerase-II inhibitors type II DNA topoisomerase inhibitor type II DNA topoisomerase inhibitors CHEBI:50750 EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor DNA gyrase inhibitor ChEBI DNA gyrase inhibitors ChEBI DNA topoisomerase (ATP-hydrolysing) (EC 5.99.1.3) inhibitor ChEBI DNA topoisomerase (ATP-hydrolysing) (EC 5.99.1.3) inhibitors ChEBI DNA topoisomerase (ATP-hydrolysing) inhibitor ChEBI DNA topoisomerase (ATP-hydrolysing) inhibitors ChEBI DNA topoisomerase II inhibitor ChEBI DNA topoisomerase II inhibitors ChEBI EC 5.99.1.3 (DNA topoisomerase (ATP-hydrolysing)) inhibitor ChEBI EC 5.99.1.3 (DNA topoisomerase (ATP-hydrolysing)) inhibitors ChEBI EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitors ChEBI EC 5.99.1.3 inhibitor ChEBI EC 5.99.1.3 inhibitors ChEBI inhibitor of type II topoisomerase ChEBI inhibitors of type II topoisomerase ChEBI topoisomerase II inhibitor ChEBI topoisomerase II inhibitors ChEBI topoisomerase-II inhibitor ChEBI topoisomerase-II inhibitors ChEBI type II DNA topoisomerase inhibitor ChEBI type II DNA topoisomerase inhibitors ChEBI A nanometre sized object. chebi_ontology nanoestructura CHEBI:50795 nanostructure nanoestructura ChEBI A nanosized spherical or capsule-shaped structure. chebi_ontology NP Nanoteilchen nanoparticles nanoparticula nanoparticule CHEBI:50803 nanoparticle NP ChEBI Nanoteilchen ChEBI nanoparticles ChEBI nanoparticula ChEBI nanoparticule ChEBI Biologically active substance whose activity affects or plays a role in the functioning of the immune system. Wikipedia:Immunotherapy chebi_ontology Biomodulator Immune factor Immunologic factor Immunological factor immunomodulators CHEBI:50846 immunomodulator Biomodulator ChEBI Immune factor ChEBI Immunologic factor ChEBI Immunological factor ChEBI immunomodulators ChEBI A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity. Wikipedia:Immunologic_adjuvant chebi_ontology Immunoactivator Immunoadjuvant Immunologic adjuvant Immunopotentiator Immunostimulant CHEBI:50847 immunological adjuvant Immunoactivator ChEBI Immunoadjuvant ChEBI Immunologic adjuvant ChEBI Immunopotentiator ChEBI Immunostimulant ChEBI A drug used to treat allergic reactions. chebi_ontology anti-allergic agents anti-allergic drug anti-allergic drugs CHEBI:50857 anti-allergic agent anti-allergic agents ChEBI anti-allergic drug ChEBI anti-allergic drugs ChEBI A natural or synthetic analogue of the hormones secreted by the adrenal gland. chebi_ontology corticoides corticosteroides corticosteroids CHEBI:50858 corticosteroid corticoides ChEBI corticosteroides ChEBI corticosteroids ChEBI Any molecular entity that contains carbon. CHEBI:25700 CHEBI:33244 chebi_ontology organic compounds organic entity organic molecular entities CHEBI:50860 organic molecular entity organic compounds ChEBI organic entity ChEBI organic molecular entities ChEBI chebi_ontology azaarenes CHEBI:50893 azaarene azaarenes ChEBI A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells. Wikipedia:Genotoxicity chebi_ontology genotoxic agent genotoxic agents genotoxins CHEBI:50902 genotoxin genotoxic agent ChEBI genotoxic agents ChEBI genotoxins ChEBI A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. chebi_ontology agente carcinogeno cancerigene cancerogene carcinogen carcinogene carcinogenic agents carcinogeno carcinogens CHEBI:50903 carcinogenic agent agente carcinogeno ChEBI cancerigene ChEBI cancerogene ChEBI carcinogen ChEBI carcinogene ChEBI carcinogenic agents ChEBI carcinogeno ChEBI carcinogens ChEBI A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. Wikipedia:Allergen chebi_ontology alergeno allergene allergenic agent CHEBI:50904 allergen alergeno ChEBI allergene ChEBI allergenic agent ChEBI A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect. chebi_ontology agent teratogene teratogen teratogeno CHEBI:50905 teratogenic agent agent teratogene ChEBI teratogen ChEBI teratogeno ChEBI A role is particular behaviour which a material entity may exhibit. chebi_ontology CHEBI:50906 role A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. chebi_ontology agente hepatotoxico hepatotoxicant hepatoxic agent hepatoxicant CHEBI:50908 hepatotoxic agent agente hepatotoxico ChEBI hepatotoxicant ChEBI hepatoxic agent ChEBI hepatoxicant ChEBI A poison that interferes with the functions of the nervous system. CHEBI:50911 Wikipedia:Neurotoxin chebi_ontology agente neurotoxico nerve poison nerve poisons neurotoxic agent neurotoxic agents neurotoxicant neurotoxins CHEBI:50910 neurotoxin agente neurotoxico ChEBI nerve poison ChEBI nerve poisons ChEBI neurotoxic agent ChEBI neurotoxic agents ChEBI neurotoxicant ChEBI neurotoxins ChEBI An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of lipid kinases. chebi_ontology lipid kinase inhibitors CHEBI:50916 lipid kinase inhibitor lipid kinase inhibitors ChEBI A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors. Wikipedia:Antiemetic chebi_ontology anti-emetic anti-emetics antiemetico antiemetics CHEBI:50919 antiemetic anti-emetic ChEBI anti-emetics ChEBI antiemetico ChEBI antiemetics ChEBI An agent that modulates the physiologic angiogenesis process. This is accomplished by endogenous angiogenic proteins and a variety of other chemicals and pharmaceutical agents. chebi_ontology CHEBI:50926 angiogenesis modulating agent A compound formally derived from ammonia by replacing one hydrogen atom by an organyl group. chebi_ontology primary amino compounds CHEBI:50994 primary amino compound primary amino compounds ChEBI A compound formally derived from ammonia by replacing two hydrogen atoms by organyl groups. chebi_ontology secondary amino compounds CHEBI:50995 secondary amino compound secondary amino compounds ChEBI A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups. chebi_ontology tertiary amino compounds CHEBI:50996 tertiary amino compound tertiary amino compounds ChEBI A cyclic compound containing nine or more atoms as part of the cyclic system. Wikipedia:Macrocycle macrocycle chebi_ontology Makrocyclen Makrozyklen macrocycles makrocyclische Verbindungen makrozyklische Verbindungen CHEBI:51026 macrocycle macrocycle IUPAC Makrocyclen ChEBI Makrozyklen ChEBI macrocycles ChEBI makrocyclische Verbindungen ChEBI makrozyklische Verbindungen ChEBI A nanoparticle consisting of titanium dioxide. colombos:NANOPARTICLES.TiO2 chebi_ontology O2Ti TiO2 nanoparticle CHEBI:51050 titanium dioxide nanoparticle O2Ti ChEBI TiO2 nanoparticle ChEBI A monocarboxylic acid anion that is the conjugate base of 3-phenylpropionic acid, obtained by deprotonation of the carboxy group. CHEBI:20186 CHEBI:20187 Beilstein:4670367 Gmelin:328656 HMDB:HMDB00764 MetaCyc:3-PHENYLPROPIONATE Reaxys:4670367 UM-BBD_compID:c0422 3-phenylpropanoate chebi_ontology -1 149.060 149.16656 3-phenyl propionate 3-phenylpropanoate C9H9O2 InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)/p-1 XMIIGOLPHOKFCH-UHFFFAOYSA-M [O-]C(=O)CCc1ccccc1 CHEBI:51057 3-phenylpropionate Beilstein:4670367 Beilstein Gmelin:328656 Gmelin Reaxys:4670367 Reaxys UM-BBD_compID:c0422 UM-BBD 3-phenylpropanoate IUPAC -1 ChEBI 149.060 ChEBI 149.16656 ChEBI 3-phenyl propionate UM-BBD 3-phenylpropanoate UniProt C9H9O2 ChEBI InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)/p-1 ChEBI XMIIGOLPHOKFCH-UHFFFAOYSA-M ChEBI [O-]C(=O)CCc1ccccc1 ChEBI A chemical substance which binds to specific hormone receptors activating the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites. chebi_ontology CHEBI:51060 hormone agonist A drug that modulates the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites. chebi_ontology hormone receptor modulators CHEBI:51061 hormone receptor modulator hormone receptor modulators ChEBI chebi_ontology organic halide salts CHEBI:51069 organic halide salt organic halide salts ChEBI chebi_ontology nitrate salts CHEBI:51082 nitrate salt nitrate salts ChEBI chebi_ontology inorganic nitrate salts inorganic nitrates CHEBI:51084 inorganic nitrate salt inorganic nitrate salts ChEBI inorganic nitrates ChEBI A role played by the molecular entity or part thereof within a chemical context. chebi_ontology CHEBI:51086 chemical role chebi_ontology fluorescent dyes CHEBI:51121 fluorescent dye fluorescent dyes ChEBI CHEBI:25556 CHEBI:7594 KEGG:C06061 chebi_ontology Nitrogenous compounds nitrogen compounds nitrogen molecular entities CHEBI:51143 nitrogen molecular entity Nitrogenous compounds KEGG_COMPOUND nitrogen compounds ChEBI nitrogen molecular entities ChEBI nitrogen group chebi_ontology nitrogen groups nitrogen-containing group nitrogenous group CHEBI:51144 nitrogen group nitrogen group ChEBI nitrogen groups ChEBI nitrogen-containing group ChEBI nitrogenous group ChEBI An organic molecule that is electrically neutral carrying a positive and a negative charge in one of its major canonical descriptions. In most dipolar compounds the charges are delocalized; however the term is also applied to species where this is not the case. chebi_ontology dipolar compounds CHEBI:51151 dipolar compound dipolar compounds ChEBI Beilstein:1223657 CAS:32887-01-7 DrugBank:DB01163 LINCS:LSM-5528 Patent:DE2055531 Patent:US3957764 colombos:MECILLINAM 6beta-[(azepan-1-ylmethylidene)amino]-2,2-dimethylpenam-3alpha-carboxylic acid chebi_ontology (2S,5R,6R)-6-[(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 325.146 325.42754 BWWVAEOLVKTZFQ-NTZNESFSSA-N C15H23N3O3S Coactin InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1 [H]C(=N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])N1CCCCCC1 amdinocillin mecilinamo mecillinam mecillinamum penicillin HX CHEBI:51208 mecillinam Beilstein:1223657 Beilstein CAS:32887-01-7 ChemIDplus 6beta-[(azepan-1-ylmethylidene)amino]-2,2-dimethylpenam-3alpha-carboxylic acid IUPAC (2S,5R,6R)-6-[(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC 0 ChEBI 325.146 ChEBI 325.42754 ChEBI BWWVAEOLVKTZFQ-NTZNESFSSA-N ChEBI C15H23N3O3S ChEBI Coactin DrugBank InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1 ChEBI [H]C(=N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])N1CCCCCC1 ChEBI amdinocillin ChemIDplus mecilinamo ChemIDplus mecillinam ChemIDplus mecillinamum ChemIDplus penicillin HX ChemIDplus CAS:14913-33-8 Gmelin:101110 diamminedichloridoplatinum diamminedichloridoplatinum(II) diamminedichloroplatinum diamminedichloroplatinum(II) chebi_ontology Cl2H6N2Pt diammine(dichloro)platinum diammineplatinum dichloride CHEBI:51214 diamminedichloroplatinum CAS:14913-33-8 NIST Chemistry WebBook Gmelin:101110 Gmelin diamminedichloridoplatinum IUPAC diamminedichloridoplatinum(II) IUPAC diamminedichloroplatinum IUPAC diamminedichloroplatinum(II) IUPAC Cl2H6N2Pt ChEBI diammine(dichloro)platinum ChEBI diammineplatinum dichloride NIST_Chemistry_WebBook A fluorescent dye used to stain biological specimens. chebi_ontology fluorochromes CHEBI:51217 fluorochrome fluorochromes ChEBI Any dibenzopyridine based on the skeleton of phenanthridine and its substituted derivatives thereof. chebi_ontology CHEBI:51245 phenanthridines Beilstein:6077298 6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylate chebi_ontology (2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate -1 364.097 364.39734 C16H18N3O5S InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/p-1/t9-,10-,11+,14-/m1/s1 LSQZJLSUYDQPKJ-NJBDSQKTSA-M [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)C([O-])=O CHEBI:51256 amoxicillin(1-) Beilstein:6077298 Beilstein 6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylate IUPAC (2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate IUPAC -1 ChEBI 364.097 ChEBI 364.39734 ChEBI C16H18N3O5S ChEBI InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/p-1/t9-,10-,11+,14-/m1/s1 ChEBI LSQZJLSUYDQPKJ-NJBDSQKTSA-M ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)C([O-])=O ChEBI Polycyclic aromatic hydrocarbons consisting of fused benzene rings in a rectilinear arrangement and their substitution derivatives. chebi_ontology CHEBI:51269 acenes Compounds containing a tetracene skeleton. chebi_ontology naphthacenes CHEBI:51270 tetracenes naphthacenes ChEBI A compound of general formula RC(=O)SR'. Compare with thionoester, RC(=S)OR'. chebi_ontology 0 59.967 60.07500 COSR2 [*]C(=O)S[*] thio ester thioesters thiol ester CHEBI:51277 thioester 0 ChEBI 59.967 ChEBI 60.07500 ChEBI COSR2 ChEBI [*]C(=O)S[*] ChEBI thio ester ChEBI thioesters ChEBI thiol ester ChEBI A dinitrile is a compound containing two nitrile groups. dinitrile chebi_ontology dinitriles CHEBI:51308 dinitrile dinitrile ChEBI dinitriles ChEBI Sulfate salts where the cation is a metal ion. chebi_ontology metal sulfates CHEBI:51336 metal sulfate metal sulfates ChEBI Beilstein:3915298 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylate chebi_ontology (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate -1 333.091 333.38326 C16H17N2O4S InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/p-1/t11-,12+,14-/m1/s1 JGSARLDLIJGVTE-MBNYWOFBSA-M [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)Cc1ccccc1)C([O-])=O CHEBI:51354 benzylpenicillin(1-) Beilstein:3915298 Beilstein 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylate IUPAC (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate IUPAC -1 ChEBI 333.091 ChEBI 333.38326 ChEBI C16H17N2O4S ChEBI InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/p-1/t11-,12+,14-/m1/s1 ChEBI JGSARLDLIJGVTE-MBNYWOFBSA-M ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)Cc1ccccc1)C([O-])=O ChEBI Any anion formed by loss of a proton from the carboxy group of a penicillin. CHEBI:58108 chebi_ontology -1 242.036 242.25200 C9H10N2O4SR [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C([O-])=O penicillin penicillin anion penicillin anions CHEBI:51356 penicillinate anion -1 ChEBI 242.036 ChEBI 242.25200 ChEBI C9H10N2O4SR ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C([O-])=O ChEBI penicillin UniProt penicillin anion ChEBI penicillin anions ChEBI A drug that binds to and activates gamma-aminobutyric acid receptors. chebi_ontology CHEBI:51373 GABA agonist A substance, such as agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function, used for its pharmacological actions on GABAergic systems. chebi_ontology CHEBI:51374 GABA agent Beilstein:84273 CAS:10504-35-5 (5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one D-threo-hex-2-enono-1,4-lactone chebi_ontology 0 176.032 176.12412 C6H8O6 CIWBSHSKHKDKBQ-MVHIGOERSA-N D-lyxoascorbic acid D-threo-hex-2-enoic acid gamma-lactone D-xyloascorbic acid InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m1/s1 [H][C@]1(OC(=O)C(O)=C1O)[C@H](O)CO CHEBI:51384 D-ascorbic acid Beilstein:84273 Beilstein CAS:10504-35-5 ChemIDplus (5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one IUPAC D-threo-hex-2-enono-1,4-lactone IUPAC 0 ChEBI 176.032 ChemIDplus 176.12412 ChEBI C6H8O6 ChemIDplus CIWBSHSKHKDKBQ-MVHIGOERSA-N ChEBI D-lyxoascorbic acid ChEBI D-threo-hex-2-enoic acid gamma-lactone ChEBI D-xyloascorbic acid ChEBI InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m1/s1 ChEBI [H][C@]1(OC(=O)C(O)=C1O)[C@H](O)CO ChEBI Any organic substituent group, regardless of functional type, having two free valences at carbon atom(s). chebi_ontology organodiyl groups CHEBI:51422 organodiyl group organodiyl groups ChEBI chebi_ontology CHEBI:51446 organic divalent group chebi_ontology organic monovalent group CHEBI:51447 organic univalent group organic monovalent group ChEBI Cyclopropane and its derivatives formed by substitution. chebi_ontology CHEBI:51454 cyclopropanes A carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of an amino acid. CHEBI:21653 CHEBI:22226 chebi_ontology N-acyl amino acid N-acyl amino acids N-acyl-amino-acid N-acyl-amino-acids N-acylamino acid N-acylamino acids acyl-amino-acid acyl-amino-acids acylamino acids CHEBI:51569 N-acyl-amino acid N-acyl amino acid ChEBI N-acyl amino acids ChEBI N-acyl-amino-acid ChEBI N-acyl-amino-acids ChEBI N-acylamino acid ChEBI N-acylamino acids ChEBI acyl-amino-acid ChEBI acyl-amino-acids ChEBI acylamino acids ChEBI Compounds containing a biotin (5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid) skeleton. chebi_ontology CHEBI:51570 biotins Compounds containing two phosphane groups linked directly by a P-P bond or via a hydrocarbon bridge. chebi_ontology diphosphines CHEBI:51650 diphosphanes diphosphines ChEBI An alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position. Wikipedia:Enone chebi_ontology 0 51.995 52.03150 C3OR4 [*]\C([*])=C(\[*])C([*])=O enones CHEBI:51689 enone 0 ChEBI 51.995 ChEBI 52.03150 ChEBI C3OR4 ChEBI [*]\C([*])=C(\[*])C([*])=O ChEBI enones ChEBI A ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) or R(1)C#C-C(=O)R(2) (R(2) =/= H) in which the ketonic C=O function is conjugated to an unsaturated C-C bond at the alpha,beta position. chebi_ontology alpha,beta-unsaturated ketones CHEBI:51721 alpha,beta-unsaturated ketone alpha,beta-unsaturated ketones ChEBI Acridines which are substituted in any position by one or more amino groups or substituted amino groups. Note that the term 'aminoacridine' is the International Prorietary Name (INN) for 9-aminoacridine. chebi_ontology aminoacridine CHEBI:51803 aminoacridines aminoacridine ChEBI A compound containing both ketone and nitrile functionalities. chebi_ontology ketonitriles CHEBI:51851 ketonitrile ketonitriles ChEBI A ketonitrile where the ketone and nitrile functionalities are on adjacent atoms. chebi_ontology alpha-ketonitriles CHEBI:51852 alpha-ketonitrile alpha-ketonitriles ChEBI Beilstein:5683653 2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylate chebi_ontology (2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate -1 460.129 460.48478 C20H22N5O6S InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/p-1/t11-,12-,13+,16-/m1/s1 JTWOMNBEOCYFNV-NFFDBFGFSA-M [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(NC(=O)N1CCNC1=O)c1ccccc1)C([O-])=O CHEBI:51863 azlocillin(1-) Beilstein:5683653 Beilstein 2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylate IUPAC (2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate IUPAC -1 ChEBI 460.129 ChEBI 460.48478 ChEBI C20H22N5O6S ChEBI InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/p-1/t11-,12-,13+,16-/m1/s1 ChEBI JTWOMNBEOCYFNV-NFFDBFGFSA-M ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(NC(=O)N1CCNC1=O)c1ccccc1)C([O-])=O ChEBI chebi_ontology organic polycyclic compounds CHEBI:51958 organic polycyclic compound organic polycyclic compounds ChEBI chebi_ontology organic tricyclic compounds CHEBI:51959 organic tricyclic compound organic tricyclic compounds ChEBI KEGG:C11484 4-[(aminoacetyl)amino]-N-(2,6-dimethylphenyl)benzamide GA chebi_ontology 0 297.148 297.35178 C17H19N3O2 Cc1cccc(C)c1NC(=O)c1ccc(NC(=O)CN)cc1 InChI=1S/C17H19N3O2/c1-11-4-3-5-12(2)16(11)20-17(22)13-6-8-14(9-7-13)19-15(21)10-18/h3-9H,10,18H2,1-2H3,(H,19,21)(H,20,22) NVVRHNPFZRQLSF-UHFFFAOYSA-N CHEBI:5206 GA 4-[(aminoacetyl)amino]-N-(2,6-dimethylphenyl)benzamide IUPAC GA KEGG_COMPOUND 0 ChEBI 297.148 KEGG_COMPOUND 297.35178 ChEBI C17H19N3O2 KEGG_COMPOUND Cc1cccc(C)c1NC(=O)c1ccc(NC(=O)CN)cc1 ChEBI InChI=1S/C17H19N3O2/c1-11-4-3-5-12(2)16(11)20-17(22)13-6-8-14(9-7-13)19-15(21)10-18/h3-9H,10,18H2,1-2H3,(H,19,21)(H,20,22) ChEBI NVVRHNPFZRQLSF-UHFFFAOYSA-N ChEBI An organic anion that is the conjugate base of methanol. Reaxys:1839368 chebi_ontology -1 31.018 31.03390 CH3O C[O-] InChI=1S/CH3O/c1-2/h1H3/q-1 NBTOZLQBSIZIKS-UHFFFAOYSA-N methoxide ion CHEBI:52090 methoxide Reaxys:1839368 Reaxys -1 ChEBI 31.018 ChEBI 31.03390 ChEBI CH3O ChEBI C[O-] ChEBI InChI=1S/CH3O/c1-2/h1H3/q-1 ChEBI NBTOZLQBSIZIKS-UHFFFAOYSA-N ChEBI methoxide ion ChEBI An organic anion that is the conjugate base of ethanol. Beilstein:1839415 Reaxys:1839415 chebi_ontology -1 45.034 45.06050 C2H5O CC[O-] HHFAWKCIHAUFRX-UHFFFAOYSA-N InChI=1S/C2H5O/c1-2-3/h2H2,1H3/q-1 ethoxy anion CHEBI:52092 ethoxide Beilstein:1839415 Beilstein Reaxys:1839415 Reaxys -1 ChEBI 45.034 ChEBI 45.06050 ChEBI C2H5O ChEBI CC[O-] ChEBI HHFAWKCIHAUFRX-UHFFFAOYSA-N ChEBI InChI=1S/C2H5O/c1-2-3/h2H2,1H3/q-1 ChEBI ethoxy anion ChEBI A biological role played by the molecular entity or part thereof within a biochemical context. chebi_ontology CHEBI:52206 biochemical role chebi_ontology CHEBI:52208 biophysical role A role played by the molecular entity or part thereof which causes the development of a pathological process. chebi_ontology etiopathogenetic agent etiopathogenetic role CHEBI:52209 aetiopathogenetic role etiopathogenetic agent ChEBI etiopathogenetic role ChEBI A biological role which describes how a drug interacts within a biological system and how the interactions affect its medicinal properties. chebi_ontology CHEBI:52210 pharmacological role chebi_ontology CHEBI:52211 physiological role Any molecule or ion capable of binding to a central metal atom to form coordination complexes. Wikipedia:Ligand chebi_ontology ligands CHEBI:52214 ligand ligands ChEBI A chemical role played by the molecular entity or part thereof in a photochemical process. chebi_ontology photochemical roles CHEBI:52215 photochemical role photochemical roles ChEBI Any substance introduced into a living organism with therapeutic or diagnostic purpose. CHEBI:33293 CHEBI:33294 chebi_ontology farmaco medicament pharmaceuticals CHEBI:52217 pharmaceutical farmaco ChEBI medicament ChEBI pharmaceuticals ChEBI Any flavonol carrying a 7-hydroxy substituent. chebi_ontology 0 250.027 250.20570 7-hydroxy-flavonols C15H6O4R4 Oc1cc([*])c2c(c1)oc(-c1cc([*])c([*])c([*])c1)c(O)c2=O CHEBI:52267 7-hydroxyflavonol 0 ChEBI 250.027 ChEBI 250.20570 ChEBI 7-hydroxy-flavonols ChEBI C15H6O4R4 ChEBI Oc1cc([*])c2c(c1)oc(-c1cc([*])c([*])c([*])c1)c(O)c2=O ChEBI An ortho-fused compound in which at least one of the rings contains at least one heteroatom. chebi_ontology ortho-fused heteroarenes CHEBI:52362 ortho-fused heteroarene ortho-fused heteroarenes ChEBI An EC 3.2.* (glycosylase) inhibitor that interferes with the action of any glycosidase (i.e. enzymes hydrolysing O- and S-glycosyl compounds, EC 3.2.1.*). CHEBI:76776 chebi_ontology EC 3.2.1.* (glycosidase) inhibitors EC 3.2.1.* inhibitor EC 3.2.1.* inhibitors glycosidase (EC 3.2.1.*) inhibitor glycosidase (EC 3.2.1.*) inhibitors glycosidase inhibitor glycosidase inhibitors glycoside hydrolase inhibitors CHEBI:52424 EC 3.2.1.* (glycosidase) inhibitor EC 3.2.1.* (glycosidase) inhibitors ChEBI EC 3.2.1.* inhibitor ChEBI EC 3.2.1.* inhibitors ChEBI glycosidase (EC 3.2.1.*) inhibitor ChEBI glycosidase (EC 3.2.1.*) inhibitors ChEBI glycosidase inhibitor ChEBI glycosidase inhibitors ChEBI glycoside hydrolase inhibitors ChEBI An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell. chebi_ontology EC 3.2.1.18 (exo-alpha-sialidase) inhibitors EC 3.2.1.18 inhibitor EC 3.2.1.18 inhibitors N-acylneuraminate glycohydrolase inhibitor N-acylneuraminate glycohydrolase inhibitors acetylneuraminidase inhibitor acetylneuraminidase inhibitors acetylneuraminyl hydrolase inhibitor acetylneuraminyl hydrolase inhibitors alpha-neuraminidase inhibitor alpha-neuraminidase inhibitors exo-alpha-sialidase (EC 3.2.1.18) inhibitor exo-alpha-sialidase (EC 3.2.1.18) inhibitors exo-alpha-sialidase inhibitor exo-alpha-sialidase inhibitors neuraminidase inhibitor neuraminidase inhibitors sialidase inhibitor sialidase inhibitors CHEBI:52425 EC 3.2.1.18 (exo-alpha-sialidase) inhibitor EC 3.2.1.18 (exo-alpha-sialidase) inhibitors ChEBI EC 3.2.1.18 inhibitor ChEBI EC 3.2.1.18 inhibitors ChEBI N-acylneuraminate glycohydrolase inhibitor ChEBI N-acylneuraminate glycohydrolase inhibitors ChEBI acetylneuraminidase inhibitor ChEBI acetylneuraminidase inhibitors ChEBI acetylneuraminyl hydrolase inhibitor ChEBI acetylneuraminyl hydrolase inhibitors ChEBI alpha-neuraminidase inhibitor ChEBI alpha-neuraminidase inhibitors ChEBI exo-alpha-sialidase (EC 3.2.1.18) inhibitor ChEBI exo-alpha-sialidase (EC 3.2.1.18) inhibitors ChEBI exo-alpha-sialidase inhibitor ChEBI exo-alpha-sialidase inhibitors ChEBI neuraminidase inhibitor ChEBI neuraminidase inhibitors ChEBI sialidase inhibitor ChEBI sialidase inhibitors ChEBI chebi_ontology cephalosporin carboxylate cephalosporin carboxylates cephalosporin carboxylic acid anions cephalosporincarboxylate CHEBI:52440 cephalosporin carboxylic acid anion cephalosporin carboxylate ChEBI cephalosporin carboxylates ChEBI cephalosporin carboxylic acid anions ChEBI cephalosporincarboxylate ChEBI CHEBI:49841 CHEBI:8829 Beilstein:3900071 CAS:989-38-8 DrugBank:DB03825 KEGG:C11177 9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethylxanthenium chloride Rhodamine 6G chebi_ontology 0 2-(6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl)benzoic acid, ethyl ester, monohydrochloride 478.202 479.01000 9-(2-(ethoxycarbonyl)phenyl)-3,6-bis(ethylamino)-2,7-dimethylxanthylium chloride Basic Red 1 C28H31ClN2O3 C28H31N2O3.Cl InChI=1S/C28H31N2O3.ClH/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25;/h9-16,29-30H,6-8H2,1-5H3;1H/q+1;/p-1 R6G XFKVYXCRNATCOO-UHFFFAOYSA-M [Cl-].CCNc1cc2[o+]c3cc(NCC)c(C)cc3c(-c3ccccc3C(=O)OCC)c2cc1C CHEBI:52672 rhodamine 6G Beilstein:3900071 Beilstein CAS:989-38-8 ChemIDplus 9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethylxanthenium chloride IUPAC Rhodamine 6G KEGG_COMPOUND 0 ChEBI 2-(6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl)benzoic acid, ethyl ester, monohydrochloride ChemIDplus 478.202 ChEBI 478.202 KEGG_COMPOUND 479.01000 ChEBI 9-(2-(ethoxycarbonyl)phenyl)-3,6-bis(ethylamino)-2,7-dimethylxanthylium chloride ChemIDplus Basic Red 1 ChEBI C28H31ClN2O3 ChEBI C28H31N2O3.Cl KEGG_COMPOUND InChI=1S/C28H31N2O3.ClH/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25;/h9-16,29-30H,6-8H2,1-5H3;1H/q+1;/p-1 ChEBI R6G ChEBI XFKVYXCRNATCOO-UHFFFAOYSA-M ChEBI [Cl-].CCNc1cc2[o+]c3cc(NCC)c(C)cc3c(-c3ccccc3C(=O)OCC)c2cc1C ChEBI acridinium ion chebi_ontology acridinium ions CHEBI:52839 acridinium ion acridinium ion ChEBI acridinium ions ChEBI A nanoparticle that contains no carbon. chebi_ontology inorganic nanoparticles CHEBI:52855 inorganic nanoparticle inorganic nanoparticles ChEBI A cationic fluorescent dye derived from 9-phenylxanthene. CAS:47724-48-1 9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethylxanthenium chebi_ontology +1 443.233 443.55730 BRIVWQJCHBUVLE-UHFFFAOYSA-N C28H31N2O3 CCNc1cc2[o+]c3cc(NCC)c(C)cc3c(-c3ccccc3C(=O)OCC)c2cc1C InChI=1S/C28H31N2O3/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25/h9-16,29-30H,6-8H2,1-5H3/q+1 rhodamine 6G cation CHEBI:52895 rhodamine 6G(1+) CAS:47724-48-1 ChemIDplus 9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethylxanthenium IUPAC +1 ChEBI 443.233 ChEBI 443.55730 ChEBI BRIVWQJCHBUVLE-UHFFFAOYSA-N ChEBI C28H31N2O3 ChEBI CCNc1cc2[o+]c3cc(NCC)c(C)cc3c(-c3ccccc3C(=O)OCC)c2cc1C ChEBI InChI=1S/C28H31N2O3/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25/h9-16,29-30H,6-8H2,1-5H3/q+1 ChEBI rhodamine 6G cation ChEBI The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds. chebi_ontology antigenic determinant epitope function epitope role CHEBI:53000 epitope antigenic determinant ChEBI epitope function ChEBI epitope role ChEBI The trisodium salt of citric acid. Reaxys:3920956 Wikipedia:Trisodium_citrate trisodium 2-hydroxypropane-1,2,3-tricarboxylate chebi_ontology 0 257.973 258.06900 C6H5Na3O7 HRXKRNGNAMMEHJ-UHFFFAOYSA-K InChI=1S/C6H8O7.3Na/c7-3(8)1-6(13,5(11)12)2-4(9)10;;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;;/q;3*+1/p-3 [Na+].[Na+].[Na+].OC(CC([O-])=O)(CC([O-])=O)C([O-])=O citric acid trisodium salt trisodium citrate CHEBI:53258 sodium citrate Reaxys:3920956 Reaxys trisodium 2-hydroxypropane-1,2,3-tricarboxylate IUPAC 0 ChEBI 257.973 ChEBI 258.06900 ChEBI C6H5Na3O7 ChEBI HRXKRNGNAMMEHJ-UHFFFAOYSA-K ChEBI InChI=1S/C6H8O7.3Na/c7-3(8)1-6(13,5(11)12)2-4(9)10;;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;;/q;3*+1/p-3 ChEBI [Na+].[Na+].[Na+].OC(CC([O-])=O)(CC([O-])=O)C([O-])=O ChEBI citric acid trisodium salt ChEBI trisodium citrate ChEBI chebi_ontology CHEBI:53443 salicylamides The compound salicylanilide and its derivatives. chebi_ontology CHEBI:53468 salicylanilides A topoisomerase inhibitor that inhibits DNA topoisomerase IV, which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands. chebi_ontology topoisomerase IV inhibitors CHEBI:53559 topoisomerase IV inhibitor topoisomerase IV inhibitors ChEBI A cephalosporin carboxylic acid anion having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups, formed by proton loss from the carboxy group of the cephalosporin cefotaxime. Beilstein:8174207 Gmelin:1794119 Reaxys:8174207 3-(acetoxymethyl)-7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylate chebi_ontology (6R,7R)-3-(acetoxymethyl)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate -1 454.049 454.45800 C16H16N5O7S2 GPRBEKHLDVQUJE-QSWIMTSFSA-M InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/p-1/b20-9-/t10-,14-/m1/s1 [H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C([O-])=O CHEBI:53670 cefotaxime(1-) Beilstein:8174207 Beilstein Gmelin:1794119 Gmelin Reaxys:8174207 Reaxys 3-(acetoxymethyl)-7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylate IUPAC (6R,7R)-3-(acetoxymethyl)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate IUPAC -1 ChEBI 454.049 ChEBI 454.45800 ChEBI C16H16N5O7S2 ChEBI GPRBEKHLDVQUJE-QSWIMTSFSA-M ChEBI InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/p-1/b20-9-/t10-,14-/m1/s1 ChEBI [H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C([O-])=O ChEBI DrugBank:DB01296 KEGG:C01811 2-amino-2-deoxyglucose Glucosamine glucosamine chebi_ontology 2-Amino-2-deoxy-glucose C6H13NO5 GlcN Glucosamin Glukosamin CHEBI:5417 glucosamine 2-amino-2-deoxyglucose IUPAC Glucosamine KEGG_COMPOUND glucosamine IUPAC 2-Amino-2-deoxy-glucose KEGG_COMPOUND C6H13NO5 ChEBI GlcN JCBN Glucosamin ChEBI Glukosamin ChEBI Any drug found useful in the symptomatic treatment of diarrhoea. chebi_ontology antidiarrheal antidiarrheal agent antidiarrheal agents antidiarrheal drug antidiarrheal drugs antidiarrheals antidiarrhoeal antidiarrhoeal agent antidiarrhoeal agents antidiarrhoeal drugs antidiarrhoeals antiperistaltic antiperistaltic agent antiperistaltic agents antiperistaltic drug antiperistaltic drugs antiperistaltics CHEBI:55323 antidiarrhoeal drug antidiarrheal ChEBI antidiarrheal agent ChEBI antidiarrheal agents ChEBI antidiarrheal drug ChEBI antidiarrheal drugs ChEBI antidiarrheals ChEBI antidiarrhoeal ChEBI antidiarrhoeal agent ChEBI antidiarrhoeal agents ChEBI antidiarrhoeal drugs ChEBI antidiarrhoeals ChEBI antiperistaltic ChEBI antiperistaltic agent ChEBI antiperistaltic agents ChEBI antiperistaltic drug ChEBI antiperistaltic drugs ChEBI antiperistaltics ChEBI A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion. chebi_ontology gastrointestinal agent gastrointestinal agents gastrointestinal drugs CHEBI:55324 gastrointestinal drug gastrointestinal agent ChEBI gastrointestinal agents ChEBI gastrointestinal drugs ChEBI An imidazolidine containing one or more oxo groups. chebi_ontology imidazolidinones CHEBI:55370 imidazolidinone imidazolidinones ChEBI Oxazoles in which the N and O atoms are adjacent. CHEBI:46813 isoxazoles chebi_ontology 1,2-oxazoles CHEBI:55373 isoxazoles isoxazoles ChEBI 1,2-oxazoles ChEBI Compounds containing a cyclic dicarboximide skeleton in which the two carboacyl groups on nitrogen together with the nitrogen itself form a 1H-pyrrole-2,5-dione structure. chebi_ontology CHEBI:55417 maleimides A carboxamide consisting of L-homoserine lactone having an unspecified N-acyl substituent. KEGG:C18049 PMID:10794136 PMID:17338438 (3S)-3-alkanamido-4,5-dihydrofuran-2(3H)-one chebi_ontology 0 128.035 128.10600 AHL AHLs C5H6NO3R N-AHL N-AHLs N-acyl-L-homoserine lactones N-acyl-S-homoserine lactone N-acyl-S-homoserine lactones [*]C(=O)N[C@H]1CCOC1=O an N-acyl-L-homoserine lactone CHEBI:55474 N-acyl-L-homoserine lactone PMID:10794136 Europe PMC PMID:17338438 Europe PMC (3S)-3-alkanamido-4,5-dihydrofuran-2(3H)-one IUPAC 0 ChEBI 128.035 ChEBI 128.10600 ChEBI AHL ChEBI AHLs ChEBI C5H6NO3R ChEBI N-AHL ChEBI N-AHLs ChEBI N-acyl-L-homoserine lactones ChEBI N-acyl-S-homoserine lactone ChEBI N-acyl-S-homoserine lactones ChEBI [*]C(=O)N[C@H]1CCOC1=O ChEBI an N-acyl-L-homoserine lactone UniProt A compound having the general formula RR'C(OH)OR'' (R'' =/= H). Hemiacetal hemiacetals chebi_ontology 0 46.005 46.025 CH2O2R2 hemiacetals CHEBI:5653 hemiacetal Hemiacetal KEGG_COMPOUND hemiacetals IUPAC 0 KEGG_COMPOUND 46.005 KEGG_COMPOUND 46.025 KEGG_COMPOUND CH2O2R2 KEGG_COMPOUND hemiacetals ChEBI A cyclic compound having as ring members atoms of at least two different elements. Heterocyclic compound chebi_ontology compuesto heterociclico compuestos heterociclicos heterocycle heterocyclic compounds CHEBI:5686 heterocyclic compound Heterocyclic compound KEGG_COMPOUND compuesto heterociclico IUPAC compuestos heterociclicos IUPAC heterocycle ChEBI heterocyclic compounds ChEBI Tetraanion of coenzyme A. Beilstein:11604429 3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] diphosphate} chebi_ontology -4 763.084 763.50200 C21H32N7O16P3S CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS CoA InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/p-4/t11-,14-,15-,16+,20-/m1/s1 RGJOEKWQDUBAIZ-IBOSZNHHSA-J CHEBI:57287 coenzyme A(4-) Beilstein:11604429 Beilstein 3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] diphosphate} IUPAC -4 ChEBI 763.084 ChEBI 763.50200 ChEBI C21H32N7O16P3S ChEBI CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS ChEBI CoA UniProt InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/p-4/t11-,14-,15-,16+,20-/m1/s1 ChEBI RGJOEKWQDUBAIZ-IBOSZNHHSA-J ChEBI An acyl-CoA(4-) that is the tetraanion of acetyl-CoA, arising from deprotonation of the phosphate and diphosphate OH groups. Beilstein:8468140 3'-phosphonatoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} diphosphate) chebi_ontology -4 805.094 805.53900 AcCoA(4-) C23H34N7O17P3S CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12 InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/p-4/t13-,16-,17-,18+,22-/m1/s1 ZSLZBFCDCINBPY-ZSJPKINUSA-J acetyl-CoA acetyl-CoA tetraanion acetyl-coenzyme A(4-) CHEBI:57288 acetyl-CoA(4-) Beilstein:8468140 Beilstein 3'-phosphonatoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} diphosphate) IUPAC -4 ChEBI 805.094 ChEBI 805.53900 ChEBI AcCoA(4-) ChEBI C23H34N7O17P3S ChEBI CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12 ChEBI InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/p-4/t13-,16-,17-,18+,22-/m1/s1 ChEBI ZSLZBFCDCINBPY-ZSJPKINUSA-J ChEBI acetyl-CoA UniProt acetyl-CoA tetraanion ChEBI acetyl-coenzyme A(4-) ChEBI A ribonucleoside triphosphate oxoanion that is the trianion of adenosine 5'-triphosphate arising from deprotonation of three of the four free triphosphate OH groups. Beilstein:9535056 ATP(3-) chebi_ontology -3 503.972 504.15720 C10H13N5O13P3 InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/p-3/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-K CHEBI:57299 ATP(3-) Beilstein:9535056 Beilstein ATP(3-) UniProt -3 ChEBI 503.972 ChEBI 504.15720 ChEBI C10H13N5O13P3 ChEBI InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/p-3/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O ChEBI ZKHQWZAMYRWXGA-KQYNXXCUSA-K ChEBI An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of glycine. Gmelin:1807 MetaCyc:GLY 2-azaniumylacetate chebi_ontology 0 75.032 75.06660 C2H5NO2 DHMQDGOQFOQNFH-UHFFFAOYSA-N InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) [NH3+]CC([O-])=O glycine CHEBI:57305 glycine zwitterion Gmelin:1807 Gmelin 2-azaniumylacetate IUPAC 0 ChEBI 75.032 ChEBI 75.06660 ChEBI C2H5NO2 ChEBI DHMQDGOQFOQNFH-UHFFFAOYSA-N ChEBI InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) ChEBI [NH3+]CC([O-])=O ChEBI glycine UniProt Tetraanion of phenylacetyl-CoA arising from deprotonation of phosphate and diphosphate functions. 3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(phenylacetyl)sulfanyl]ethyl}amino)propyl]amino}butyl] diphosphate} chebi_ontology -4 881.126 881.63500 C29H38N7O17P3S CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)Cc1ccccc1 InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/p-4/t18-,22-,23-,24+,28-/m1/s1 ZIGIFDRJFZYEEQ-CECATXLMSA-J phenylacetyl-CoA CHEBI:57390 phenylacetyl-CoA(4-) 3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(phenylacetyl)sulfanyl]ethyl}amino)propyl]amino}butyl] diphosphate} IUPAC -4 ChEBI 881.126 ChEBI 881.63500 ChEBI C29H38N7O17P3S ChEBI CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)Cc1ccccc1 ChEBI InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/p-4/t18-,22-,23-,24+,28-/m1/s1 ChEBI ZIGIFDRJFZYEEQ-CECATXLMSA-J ChEBI phenylacetyl-CoA UniProt Zwitterionic form of D-alanine. (2R)-2-azaniumylpropanoate D-alanine zwitterion chebi_ontology 0 89.048 89.09320 C3H7NO2 C[C@@H]([NH3+])C([O-])=O D-alanine InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 QNAYBMKLOCPYGJ-UWTATZPHSA-N CHEBI:57416 D-alanine zwitterion (2R)-2-azaniumylpropanoate IUPAC D-alanine zwitterion IUPAC 0 ChEBI 89.048 ChEBI 89.09320 ChEBI C3H7NO2 ChEBI C[C@@H]([NH3+])C([O-])=O ChEBI D-alanine UniProt InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 ChEBI QNAYBMKLOCPYGJ-UWTATZPHSA-N ChEBI Trianion of UTP arising from deprotonation of three of the OH groups from the triphosphate moiety. Beilstein:3807363 chebi_ontology -3 480.945 481.11730 C9H12N2O15P3 InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/p-3/t4-,6-,7-,8-/m1/s1 O[C@@H]1[C@@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O PGAVKCOVUIYSFO-XVFCMESISA-K UTP (3-) UTP trianion CHEBI:57481 UTP(3-) Beilstein:3807363 Beilstein -3 ChEBI 480.945 ChEBI 481.11730 ChEBI C9H12N2O15P3 ChEBI InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/p-3/t4-,6-,7-,8-/m1/s1 ChEBI O[C@@H]1[C@@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O ChEBI PGAVKCOVUIYSFO-XVFCMESISA-K ChEBI UTP (3-) UniProt UTP trianion ChEBI Dianion of N-acetyl-D-glucosamine 6-phosphate arising from deprotonation of both OH groups of the phosphate. Beilstein:5355763 2-acetamido-2-deoxy-D-glucopyranose 6-phosphate chebi_ontology -2 2-acetamido-2-deoxy-6-O-phosphonato-D-glucopyranose 299.041 299.17180 BRGMHAYQAZFZDJ-RTRLPJTCSA-L C8H14NO9P CC(=O)N[C@H]1C(O)O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@@H]1O InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/p-2/t4-,5-,6-,7-,8?/m1/s1 N-acetyl-D-glucosamine 6-phosphate N-acetyl-D-glucosamine 6-phosphate dianion CHEBI:57513 N-acetyl-D-glucosamine 6-phosphate(2-) Beilstein:5355763 Beilstein 2-acetamido-2-deoxy-D-glucopyranose 6-phosphate IUPAC -2 ChEBI 2-acetamido-2-deoxy-6-O-phosphonato-D-glucopyranose ChEBI 299.041 ChEBI 299.17180 ChEBI BRGMHAYQAZFZDJ-RTRLPJTCSA-L ChEBI C8H14NO9P ChEBI CC(=O)N[C@H]1C(O)O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@@H]1O ChEBI InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/p-2/t4-,5-,6-,7-,8?/m1/s1 ChEBI N-acetyl-D-glucosamine 6-phosphate UniProt N-acetyl-D-glucosamine 6-phosphate dianion ChEBI A fatty acid anion with a chain length of C13 or greater. CHEBI:13652 chebi_ontology -1 43.990 CO2R [O-]C([*])=O a long-chain carboxylate a long-chain fatty acid long-chain fatty acid anions CHEBI:57560 long-chain fatty acid anion -1 ChEBI 43.990 ChEBI CO2R ChEBI [O-]C([*])=O ChEBI a long-chain carboxylate ChEBI a long-chain fatty acid UniProt long-chain fatty acid anions ChEBI Conjugate base of biotin arising from deprotonation of the carboxy group. Beilstein:10186323 MetaCyc:BIOTIN 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoate chebi_ontology -1 243.080 243.30300 C10H15N2O3S InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/p-1/t6-,7-,9-/m0/s1 YBJHBAHKTGYVGT-ZKWXMUAHSA-M [H][C@]12CS[C@@H](CCCCC([O-])=O)[C@@]1([H])NC(=O)N2 biotin biotinate anion CHEBI:57586 biotinate Beilstein:10186323 Beilstein 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoate IUPAC -1 ChEBI 243.080 ChEBI 243.30300 ChEBI C10H15N2O3S ChEBI InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/p-1/t6-,7-,9-/m0/s1 ChEBI YBJHBAHKTGYVGT-ZKWXMUAHSA-M ChEBI [H][C@]12CS[C@@H](CCCCC([O-])=O)[C@@]1([H])NC(=O)N2 ChEBI biotin UniProt biotinate anion ChEBI An organophosphate oxoanion that is the dianion of sn-glycerol 3-phosphate arising from deprotonation of both phosphate OH groups. Beilstein:6115564 (2R)-2,3-dihydroxypropyl phosphate sn-glycerol 3-phosphate chebi_ontology (2R)-3-(phosphonatooxy)propane-1,2-diol -2 169.998 170.05780 AWUCVROLDVIAJX-GSVOUGTGSA-L C3H7O6P InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2/t3-/m1/s1 OC[C@@H](O)COP([O-])([O-])=O sn-glycerol 3-phosphate CHEBI:57597 sn-glycerol 3-phosphate(2-) Beilstein:6115564 Beilstein (2R)-2,3-dihydroxypropyl phosphate IUPAC sn-glycerol 3-phosphate IUPAC (2R)-3-(phosphonatooxy)propane-1,2-diol ChEBI -2 ChEBI 169.998 ChEBI 170.05780 ChEBI AWUCVROLDVIAJX-GSVOUGTGSA-L ChEBI C3H7O6P ChEBI InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2/t3-/m1/s1 ChEBI OC[C@@H](O)COP([O-])([O-])=O ChEBI sn-glycerol 3-phosphate UniProt Dianion of N-acyl-D-glucosamine 6-phosphate arising from deprotonation of the phosphate OH groups. chebi_ontology -2 284.017 284.13730 C7H11NO9PR N-acyl-D-glucosamine 6-phosphate dianion O[C@@H]1O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H](O)[C@H]1NC([*])=O an N-acyl-D-glucosamine 6-phosphate CHEBI:57599 N-acyl-D-glucosamine 6-phosphate(2-) -2 ChEBI 284.017 ChEBI 284.13730 ChEBI C7H11NO9PR ChEBI N-acyl-D-glucosamine 6-phosphate dianion ChEBI O[C@@H]1O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H](O)[C@H]1NC([*])=O ChEBI an N-acyl-D-glucosamine 6-phosphate UniProt Trianion of GTP arising from deprotonation of three of the four phosphate OH groups. Beilstein:4285687 Gmelin:2507814 GTP(3-) chebi_ontology -3 519.967 520.15660 C10H13N5O14P3 GTP trianion InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/p-3/t3-,5-,6-,9-/m1/s1 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O XKMLYUALXHKNFT-UUOKFMHZSA-K CHEBI:57600 GTP(3-) Beilstein:4285687 Beilstein Gmelin:2507814 Gmelin GTP(3-) UniProt -3 ChEBI 519.967 ChEBI 520.15660 ChEBI C10H13N5O14P3 ChEBI GTP trianion ChEBI InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/p-3/t3-,5-,6-,9-/m1/s1 ChEBI Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O ChEBI XKMLYUALXHKNFT-UUOKFMHZSA-K ChEBI Zwitterionic form of gamma-amino-beta-hydroxybutyric acid having an anionic carboxy group and a protonated amino group. 4-azaniumyl-3-hydroxybutanoate chebi_ontology 0 119.058 119.11920 4-ammonio-3-hydroxybutanoate C4H9NO3 InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8) YQGDEPYYFWUPGO-UHFFFAOYSA-N [NH3+]CC(O)CC([O-])=O CHEBI:57630 gamma-amino-beta-hydroxybutyric acid zwitterion 4-azaniumyl-3-hydroxybutanoate IUPAC 0 ChEBI 119.058 ChEBI 119.11920 ChEBI 4-ammonio-3-hydroxybutanoate ChEBI C4H9NO3 ChEBI InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8) ChEBI YQGDEPYYFWUPGO-UHFFFAOYSA-N ChEBI [NH3+]CC(O)CC([O-])=O ChEBI A carboxylic acid anion obtained by deprotonation of the carboxy group of any N-acylglycine. chebi_ontology -1 101.011 101.06080 C3H3NO3R [O-]C(=O)CNC([*])=O an N-acylglycine CHEBI:57670 N-acylglycinate -1 ChEBI 101.011 ChEBI 101.06080 ChEBI C3H3NO3R ChEBI [O-]C(=O)CNC([*])=O ChEBI an N-acylglycine UniProt A glycerol 1-phosphate(2-) that is the dianion of sn-glycerol 1-phosphate arising from deprotonation of both phosphate OH groups. Beilstein:3543395 MetaCyc:SN-GLYCEROL-1-PHOSPHATE Reaxys:3543395 (2S)-2,3-dihydroxypropyl phosphate sn-glycerol 1-phosphate chebi_ontology -2 169.998 170.05780 AWUCVROLDVIAJX-VKHMYHEASA-L C3H7O6P InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2/t3-/m0/s1 OC[C@H](O)COP([O-])([O-])=O sn-glycerol 1-phosphate sn-glycerol 1-phosphate dianion CHEBI:57685 sn-glycerol 1-phosphate(2-) Beilstein:3543395 Beilstein Reaxys:3543395 Reaxys (2S)-2,3-dihydroxypropyl phosphate IUPAC sn-glycerol 1-phosphate IUPAC -2 ChEBI 169.998 ChEBI 170.05780 ChEBI AWUCVROLDVIAJX-VKHMYHEASA-L ChEBI C3H7O6P ChEBI InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2/t3-/m0/s1 ChEBI OC[C@H](O)COP([O-])([O-])=O ChEBI sn-glycerol 1-phosphate UniProt sn-glycerol 1-phosphate dianion ChEBI Conjugate base of quercetin arising from selective deprotonation of the 7-hydroxy group; major species at pH 7.3. 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4-chromen-7-olate chebi_ontology -1 301.035 301.22830 C15H9O7 InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H/p-1 Oc1ccc(cc1O)-c1oc2cc([O-])cc(O)c2c(=O)c1O REFJWTPEDVJJIY-UHFFFAOYSA-M quercetin quercetin anion CHEBI:57694 quercetin-7-olate 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4-chromen-7-olate IUPAC -1 ChEBI 301.035 ChEBI 301.22830 ChEBI C15H9O7 ChEBI InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H/p-1 ChEBI Oc1ccc(cc1O)-c1oc2cc([O-])cc(O)c2c(=O)c1O ChEBI REFJWTPEDVJJIY-UHFFFAOYSA-M ChEBI quercetin UniProt quercetin anion ChEBI Zwitterionic form of D-tryptophan having an anionic carboxy group and a protonated alpha-amino group; major species at pH 7.3. MetaCyc:D-TRYPTOPHAN (2R)-2-azaniumyl-3-(1H-indol-3-yl)propanoate chebi_ontology (2R)-2-ammonio-3-(1H-indol-3-yl)propanoate 0 204.090 204.22520 C11H12N2O2 D-tryptophan InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1 QIVBCDIJIAJPQS-SECBINFHSA-N [NH3+][C@H](Cc1c[nH]c2ccccc12)C([O-])=O tryptophan CHEBI:57719 D-tryptophan zwitterion (2R)-2-azaniumyl-3-(1H-indol-3-yl)propanoate IUPAC (2R)-2-ammonio-3-(1H-indol-3-yl)propanoate ChEBI 0 ChEBI 204.090 ChEBI 204.22520 ChEBI C11H12N2O2 ChEBI D-tryptophan UniProt InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1 ChEBI QIVBCDIJIAJPQS-SECBINFHSA-N ChEBI [NH3+][C@H](Cc1c[nH]c2ccccc12)C([O-])=O ChEBI tryptophan ChEBI A D-alpha-amino acid zwitterion that is D-threonine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3. (2R,3S)-2-azaniumyl-3-hydroxybutanoate chebi_ontology 0 119.058 119.11920 AYFVYJQAPQTCCC-STHAYSLISA-N C4H9NO3 C[C@H](O)[C@@H]([NH3+])C([O-])=O D-threonine InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1 CHEBI:57757 D-threonine zwitterion (2R,3S)-2-azaniumyl-3-hydroxybutanoate IUPAC 0 ChEBI 119.058 ChEBI 119.11920 ChEBI AYFVYJQAPQTCCC-STHAYSLISA-N ChEBI C4H9NO3 ChEBI C[C@H](O)[C@@H]([NH3+])C([O-])=O ChEBI D-threonine UniProt InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1 ChEBI An ammonium ion that is the trication of spermidine, formed by protonation at all three nitrogens. MetaCyc:SPERMIDINE (4-azaniumylbutyl)(3-azaniumylpropyl)azanium chebi_ontology +3 148.181 148.26970 ATHGHQPFGPMSJY-UHFFFAOYSA-Q C7H22N3 InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2/p+3 N-(3-ammoniopropyl)butane-1,4-diaminium [NH3+]CCCC[NH2+]CCC[NH3+] spermidine CHEBI:57834 spermidine(3+) (4-azaniumylbutyl)(3-azaniumylpropyl)azanium IUPAC +3 ChEBI 148.181 ChEBI 148.26970 ChEBI ATHGHQPFGPMSJY-UHFFFAOYSA-Q ChEBI C7H22N3 ChEBI InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2/p+3 ChEBI N-(3-ammoniopropyl)butane-1,4-diaminium IUPAC [NH3+]CCCC[NH2+]CCC[NH3+] ChEBI spermidine UniProt Zwitterionic form of L-methionine having a anionic carboxy group and a cationic amino group; major species at pH 7.3. Gmelin:560248 MetaCyc:MET (2S)-2-azaniumyl-4-(methylsulfanyl)butanoate chebi_ontology (2S)-2-ammonio-4-(methylsulfanyl)butanoate 0 149.051 149.21100 C5H11NO2S CSCC[C@H]([NH3+])C([O-])=O FFEARJCKVFRZRR-BYPYZUCNSA-N InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 L-methionine CHEBI:57844 L-methionine zwitterion Gmelin:560248 Gmelin (2S)-2-azaniumyl-4-(methylsulfanyl)butanoate IUPAC (2S)-2-ammonio-4-(methylsulfanyl)butanoate ChEBI 0 ChEBI 149.051 ChEBI 149.21100 ChEBI C5H11NO2S ChEBI CSCC[C@H]([NH3+])C([O-])=O ChEBI FFEARJCKVFRZRR-BYPYZUCNSA-N ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 ChEBI L-methionine UniProt Dianion of L-fuculose 1-phosphate arising from deprotonation of the phosphate OH groups; major species at pH 7.3. 6-deoxy-L-lyxo-hex-2-ulose 1-phosphate 6-deoxy-L-tagatose 1-phosphate chebi_ontology -2 242.019 242.12050 6-deoxy-1-O-phosphonato-L-tagatose C6H11O8P C[C@H](O)[C@@H](O)[C@@H](O)C(=O)COP([O-])([O-])=O InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/p-2/t3-,5+,6-/m0/s1 KNYGWWDTPGSEPD-LFRDXLMFSA-L L-fuculose 1-phosphate L-fuculose 1-phosphate dianio CHEBI:57846 L-fuculose 1-phosphate(2-) 6-deoxy-L-lyxo-hex-2-ulose 1-phosphate IUPAC 6-deoxy-L-tagatose 1-phosphate IUPAC -2 ChEBI 242.019 ChEBI 242.12050 ChEBI 6-deoxy-1-O-phosphonato-L-tagatose IUPAC C6H11O8P ChEBI C[C@H](O)[C@@H](O)[C@@H](O)C(=O)COP([O-])([O-])=O ChEBI InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/p-2/t3-,5+,6-/m0/s1 ChEBI KNYGWWDTPGSEPD-LFRDXLMFSA-L ChEBI L-fuculose 1-phosphate UniProt L-fuculose 1-phosphate dianio ChEBI A nucleoside 5'-monophosphate(2-) that results from the removal of two protons from the phosphate group of UMP. Beilstein:3570858 Gmelin:341500 5'-O-phosphonatouridine chebi_ontology -2 322.020 322.16540 5'-uridylate C9H11N2O9P DJJCXFVJDGTHFX-XVFCMESISA-L InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/p-2/t4-,6-,7-,8-/m1/s1 O[C@@H]1[C@@H](COP([O-])([O-])=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O UMP UMP dianion uridine 5'-phosphate CHEBI:57865 UMP(2-) Beilstein:3570858 Beilstein Gmelin:341500 Gmelin 5'-O-phosphonatouridine IUPAC -2 ChEBI 322.020 ChEBI 322.16540 ChEBI 5'-uridylate ChEBI C9H11N2O9P ChEBI DJJCXFVJDGTHFX-XVFCMESISA-L ChEBI InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/p-2/t4-,6-,7-,8-/m1/s1 ChEBI O[C@@H]1[C@@H](COP([O-])([O-])=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O ChEBI UMP UniProt UMP dianion ChEBI uridine 5'-phosphate ChEBI The conjugate base of a nucleoside 5'-phosphate. chebi_ontology -2 193.998 194.07920 C5H7O6PR2 O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP([O-])([O-])=O a nucleoside 5'-phosphate nucleoside 5'-phosphate dianions CHEBI:57867 nucleoside 5'-phosphate dianion -2 ChEBI 193.998 ChEBI 194.07920 ChEBI C5H7O6PR2 ChEBI O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP([O-])([O-])=O ChEBI a nucleoside 5'-phosphate UniProt nucleoside 5'-phosphate dianions ChEBI Zwitterionic form of 6-aminopenicillanic acid arising from migration of a proton from the carboxy group to the 6-amino group; major species at pH 7.3. 6-azaniumyl-2,2-dimethylpenam-3alpha-carboxylate chebi_ontology (2S,5R,6R)-6-azaniumyl-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 0 216.057 216.25700 6-aminopenicillanate C8H12N2O3S InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 NGHVIOIJCVXTGV-ALEPSDHESA-N [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2[NH3+])C([O-])=O CHEBI:57869 6-aminopenicillanic acid zwitterion 6-azaniumyl-2,2-dimethylpenam-3alpha-carboxylate IUPAC (2S,5R,6R)-6-azaniumyl-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate ChEBI 0 ChEBI 216.057 ChEBI 216.25700 ChEBI 6-aminopenicillanate UniProt C8H12N2O3S ChEBI InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 ChEBI NGHVIOIJCVXTGV-ALEPSDHESA-N ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2[NH3+])C([O-])=O ChEBI An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-tryptophan; major species at pH 7.3. Gmelin:1896155 MetaCyc:TRP (2S)-2-azaniumyl-3-(1H-indol-3-yl)propanoate chebi_ontology (2S)-2-ammonio-3-(1H-indol-3-yl)propanoate 0 204.090 204.22520 C11H12N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 L-tryptophan QIVBCDIJIAJPQS-VIFPVBQESA-N [NH3+][C@@H](Cc1c[nH]c2ccccc12)C([O-])=O tryptophan CHEBI:57912 L-tryptophan zwitterion Gmelin:1896155 Gmelin (2S)-2-azaniumyl-3-(1H-indol-3-yl)propanoate IUPAC (2S)-2-ammonio-3-(1H-indol-3-yl)propanoate IUPAC 0 ChEBI 204.090 ChEBI 204.22520 ChEBI C11H12N2O2 ChEBI InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 ChEBI L-tryptophan UniProt QIVBCDIJIAJPQS-VIFPVBQESA-N ChEBI [NH3+][C@@H](Cc1c[nH]c2ccccc12)C([O-])=O ChEBI tryptophan ChEBI A peptide anion obtained by deprotonation of both carboxy groups and protonation of the glutamyl amino group of glutathione; major species at pH 7.3. PMID:4200890 PMID:4745654 chebi_ontology -1 306.076 306.31600 C10H16N3O6S InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/p-1/t5-,6-/m0/s1 RWSXRVCMGQZWBV-WDSKDSINSA-M [NH3+][C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC([O-])=O)C([O-])=O glutathionate glutathionate anion glutathionate ion glutathione CHEBI:57925 glutathionate(1-) PMID:4200890 Europe PMC PMID:4745654 Europe PMC -1 ChEBI 306.076 ChEBI 306.31600 ChEBI C10H16N3O6S ChEBI InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/p-1/t5-,6-/m0/s1 ChEBI RWSXRVCMGQZWBV-WDSKDSINSA-M ChEBI [NH3+][C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC([O-])=O)C([O-])=O ChEBI glutathionate ChEBI glutathionate anion ChEBI glutathionate ion ChEBI glutathione UniProt Zwitterionic form of L-threonine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3. Gmelin:2506280 (2S,3R)-2-azaniumyl-3-hydroxybutanoate chebi_ontology (2S,3R)-2-ammonio-3-hydroxybutanoate 0 119.058 119.11920 AYFVYJQAPQTCCC-GBXIJSLDSA-N C4H9NO3 C[C@@H](O)[C@H]([NH3+])C([O-])=O InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 L-threonine CHEBI:57926 L-threonine zwitterion Gmelin:2506280 Gmelin (2S,3R)-2-azaniumyl-3-hydroxybutanoate IUPAC (2S,3R)-2-ammonio-3-hydroxybutanoate IUPAC 0 ChEBI 119.058 ChEBI 119.11920 ChEBI AYFVYJQAPQTCCC-GBXIJSLDSA-N ChEBI C4H9NO3 ChEBI C[C@@H](O)[C@H]([NH3+])C([O-])=O ChEBI InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 ChEBI L-threonine UniProt Trianion of nucleoside diiphosphate arising from deprotonation of all three free OH groups of the diphosphate; major species at pH 7.3. chebi_ontology -3 289.959 305.09310 C5H8O10P2R C[C@@H]1O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O NDP trianion NDP(3-) a ribonucleoside 5'-diphosphate nucleoside diphosphate trianion ribonucleoside diphosphate trianion ribonucleoside diphosphate(3-) CHEBI:57930 nucleoside 5'-diphosphate(3-) -3 ChEBI 289.959 ChEBI 305.09310 ChEBI C5H8O10P2R ChEBI C[C@@H]1O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ChEBI NDP trianion ChEBI NDP(3-) ChEBI a ribonucleoside 5'-diphosphate UniProt nucleoside diphosphate trianion ChEBI ribonucleoside diphosphate trianion ChEBI ribonucleoside diphosphate(3-) ChEBI Zwitterionic form of D-methionine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3. MetaCyc:CPD-218 (2R)-2-azaniumyl-4-(methylsulfanyl)butanoate chebi_ontology (2R)-2-ammonio-4-(methylsulfanyl)butanoate 0 149.051 149.21100 C5H11NO2S CSCC[C@@H]([NH3+])C([O-])=O D-methionine FFEARJCKVFRZRR-SCSAIBSYSA-N InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 CHEBI:57932 D-methionine zwitterion (2R)-2-azaniumyl-4-(methylsulfanyl)butanoate IUPAC (2R)-2-ammonio-4-(methylsulfanyl)butanoate IUPAC 0 ChEBI 149.051 ChEBI 149.21100 ChEBI C5H11NO2S ChEBI CSCC[C@@H]([NH3+])C([O-])=O ChEBI D-methionine UniProt FFEARJCKVFRZRR-SCSAIBSYSA-N ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 ChEBI Zwitterionic form of beta-alanine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3. Gmelin:454332 3-azaniumylpropanoate chebi_ontology 0 3-ammoniopropanoate 89.048 89.09320 C3H7NO2 InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) UCMIRNVEIXFBKS-UHFFFAOYSA-N [NH3+]CCC([O-])=O beta-alanine CHEBI:57966 beta-alanine zwitterion Gmelin:454332 Gmelin 3-azaniumylpropanoate IUPAC 0 ChEBI 3-ammoniopropanoate IUPAC 89.048 ChEBI 89.09320 ChEBI C3H7NO2 ChEBI InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) ChEBI UCMIRNVEIXFBKS-UHFFFAOYSA-N ChEBI [NH3+]CCC([O-])=O ChEBI beta-alanine UniProt An ammonium ion that is the trication of hygromycin B arising from protonation of the three amino groups; major species at pH 7.3. (1R,2S,3R,5S,6R)-3-azaniumyl-2,6-dihydroxy-5-(methylazaniumyl)cyclohexyl O-6-azaniumyl-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-beta-D-talopyranoside chebi_ontology +3 530.256 530.54390 C20H40N3O13 C[NH2+][C@H]1C[C@@H]([NH3+])[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@@]4(O[C@H](C([NH3+])CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O GRRNUXAQVGOGFE-NZSRVPFOSA-Q InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/p+3/t5-,6?,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1 hygromycin B hygromycin B trication CHEBI:57971 hygromycin B(3+) (1R,2S,3R,5S,6R)-3-azaniumyl-2,6-dihydroxy-5-(methylazaniumyl)cyclohexyl O-6-azaniumyl-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-beta-D-talopyranoside IUPAC +3 ChEBI 530.256 ChEBI 530.54390 ChEBI C20H40N3O13 ChEBI C[NH2+][C@H]1C[C@@H]([NH3+])[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@@]4(O[C@H](C([NH3+])CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O ChEBI GRRNUXAQVGOGFE-NZSRVPFOSA-Q ChEBI InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/p+3/t5-,6?,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1 ChEBI hygromycin B UniProt hygromycin B trication ChEBI Zwitterionic form of L-alanine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3. Gmelin:362662 (2S)-2-azaniumylpropanoate chebi_ontology (2S)-2-ammoniopropanoate 0 89.048 89.09320 C3H7NO2 C[C@H]([NH3+])C([O-])=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 L-alanine QNAYBMKLOCPYGJ-REOHCLBHSA-N CHEBI:57972 L-alanine zwitterion Gmelin:362662 Gmelin (2S)-2-azaniumylpropanoate IUPAC (2S)-2-ammoniopropanoate IUPAC 0 ChEBI 89.048 ChEBI 89.09320 ChEBI C3H7NO2 ChEBI C[C@H]([NH3+])C([O-])=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 ChEBI L-alanine UniProt QNAYBMKLOCPYGJ-REOHCLBHSA-N ChEBI The conjugate base of 2-dehydro-3-deoxy-D-gluconic acid; major species at pH 7.3. PMID:16794308 Reaxys:6697389 2-dehydro-3-deoxy-D-gluconate 3-deoxy-D-erythro-hex-2-ulosonate chebi_ontology -1 177.040 177.13210 2-dehydro-3-deoxy-D-gluconate anion 2-dehydro-3-deoxy-D-gluconate(1-) C6H9O6 InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/p-1/t3-,5+/m0/s1 OC[C@@H](O)[C@@H](O)CC(=O)C([O-])=O WPAMZTWLKIDIOP-WVZVXSGGSA-M CHEBI:57990 2-dehydro-3-deoxy-D-gluconate PMID:16794308 Europe PMC Reaxys:6697389 Reaxys 2-dehydro-3-deoxy-D-gluconate UniProt 3-deoxy-D-erythro-hex-2-ulosonate IUPAC -1 ChEBI 177.040 ChEBI 177.13210 ChEBI 2-dehydro-3-deoxy-D-gluconate anion ChEBI 2-dehydro-3-deoxy-D-gluconate(1-) ChEBI C6H9O6 ChEBI InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/p-1/t3-,5+/m0/s1 ChEBI OC[C@@H](O)[C@@H](O)CC(=O)C([O-])=O ChEBI WPAMZTWLKIDIOP-WVZVXSGGSA-M ChEBI The conjugate acid of a primary aliphatic amine. chebi_ontology +1 31.042 31.05710 CH5NR [NH3+]C[*] an aliphatic amine primary aliphatic ammonium cation primary aliphatic ammonium cations primary aliphatic ammonium ions CHEBI:58001 primary aliphatic ammonium ion +1 ChEBI 31.042 ChEBI 31.05710 ChEBI CH5NR ChEBI [NH3+]C[*] ChEBI an aliphatic amine UniProt primary aliphatic ammonium cation ChEBI primary aliphatic ammonium cations ChEBI primary aliphatic ammonium ions ChEBI Trication of streptomycin arising from protonation of the guanidino and secondary amino groups. (1R,2R,3S,4R,5R,6S)-2,4-bis{[amino(iminio)methyl]amino}-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-[2-deoxy-2-(methylammonio)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranoside chebi_ontology +3 584.289 584.59790 C21H42N7O12 C[NH2+][C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]1NC(N)=[NH2+] InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/p+3/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 UCSJYZPVAKXKNQ-HZYVHMACSA-Q streptomycin streptomycin trication CHEBI:58007 streptomycin(3+) (1R,2R,3S,4R,5R,6S)-2,4-bis{[amino(iminio)methyl]amino}-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-[2-deoxy-2-(methylammonio)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranoside IUPAC +3 ChEBI 584.289 ChEBI 584.59790 ChEBI C21H42N7O12 ChEBI C[NH2+][C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]1NC(N)=[NH2+] ChEBI InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/p+3/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 ChEBI UCSJYZPVAKXKNQ-HZYVHMACSA-Q ChEBI streptomycin UniProt streptomycin trication ChEBI Zwitterionic form of anhydrotetracycline arising from transfer of a proton from the 2-hydroxy to the tertiary amino group; major species at pH 7.3. (1S,4aS,12aS)-3-carbamoyl-1-(dimethylammonio)-4a,6,7-trihydroxy-11-methyl-4,5-dioxo-1,4,4a,5,12,12a-hexahydrotetracen-2-olate chebi_ontology 0 426.143 426.41930 C22H22N2O7 CXCVEERYMJZMMM-DOCRCCHOSA-N InChI=1S/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16-,22-/m0/s1 [H][C@@]12Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@H]2[NH+](C)C anhydrotetracycline CHEBI:58032 anhydrotetracycline zwitterion (1S,4aS,12aS)-3-carbamoyl-1-(dimethylammonio)-4a,6,7-trihydroxy-11-methyl-4,5-dioxo-1,4,4a,5,12,12a-hexahydrotetracen-2-olate IUPAC 0 ChEBI 426.143 ChEBI 426.41930 ChEBI C22H22N2O7 ChEBI CXCVEERYMJZMMM-DOCRCCHOSA-N ChEBI InChI=1S/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16-,22-/m0/s1 ChEBI [H][C@@]12Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@H]2[NH+](C)C ChEBI anhydrotetracycline UniProt The dianion of a nucleoside monophosphate: major species at pH 7.3. CHEBI:85513 chebi_ontology -2 211.001 211.08660 5'-ribonucleotide(2-) C5H8O7P C5H8O7PR O[C@@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1[*] a ribonucleoside 5'-phosphate nucleoside monophosphate anion nucleoside monophosphate anions nucleoside monophosphate dianion nucleoside monophosphate dianions CHEBI:58043 nucleoside 5'-monophosphate(2-) -2 ChEBI 211.001 ChEBI 211.08660 ChEBI 5'-ribonucleotide(2-) ChEBI C5H8O7P ChEBI C5H8O7PR ChEBI O[C@@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1[*] ChEBI a ribonucleoside 5'-phosphate UniProt nucleoside monophosphate anion ChEBI nucleoside monophosphate anions ChEBI nucleoside monophosphate dianion ChEBI nucleoside monophosphate dianions ChEBI Zwitterionic form of L-asparagine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3. MetaCyc:ASN (2S)-4-amino-2-azaniumyl-4-oxobutanoate chebi_ontology (2S)-2-ammonio-3-carbamoylpropanoate (2S)-2-azaniumyl-3-carbamoylpropanoate (2S)-4-amino-2-ammonio-4-oxobutanoate 0 132.053 132.11790 C4H8N2O3 DCXYFEDJOCDNAF-REOHCLBHSA-N InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1 L-asparagine NC(=O)C[C@H]([NH3+])C([O-])=O CHEBI:58048 L-asparagine zwitterion (2S)-4-amino-2-azaniumyl-4-oxobutanoate IUPAC (2S)-2-ammonio-3-carbamoylpropanoate ChEBI (2S)-2-azaniumyl-3-carbamoylpropanoate ChEBI (2S)-4-amino-2-ammonio-4-oxobutanoate ChEBI 0 ChEBI 132.053 ChEBI 132.11790 ChEBI C4H8N2O3 ChEBI DCXYFEDJOCDNAF-REOHCLBHSA-N ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1 ChEBI L-asparagine UniProt NC(=O)C[C@H]([NH3+])C([O-])=O ChEBI An amino acid zwitterion of homocysteine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3. 2-azaniumyl-4-sulfanylbutanoate chebi_ontology 0 135.035 135.18500 2-ammonio-4-sulfanylbutanoate C4H9NO2S FFFHZYDWPBMWHY-UHFFFAOYSA-N InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7) [NH3+]C(CCS)C([O-])=O CHEBI:58065 homocysteine zwitterion 2-azaniumyl-4-sulfanylbutanoate IUPAC 0 ChEBI 135.035 ChEBI 135.18500 ChEBI 2-ammonio-4-sulfanylbutanoate ChEBI C4H9NO2S ChEBI FFFHZYDWPBMWHY-UHFFFAOYSA-N ChEBI InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7) ChEBI [NH3+]C(CCS)C([O-])=O ChEBI The conjugate acid of homoserine lactone; major species at pH 7.3. 2-oxooxolan-3-aminium chebi_ontology +1 102.056 102.11180 2-oxotetrahydrofuran-3-aminium C4H8NO2 InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/p+1 QJPWUUJVYOJNMH-UHFFFAOYSA-O [NH3+]C1CCOC1=O homoserinium lactone cation homoserinium lactone(1+) CHEBI:58093 homoserinium lactone 2-oxooxolan-3-aminium IUPAC +1 ChEBI 102.056 ChEBI 102.11180 ChEBI 2-oxotetrahydrofuran-3-aminium IUPAC C4H8NO2 ChEBI InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/p+1 ChEBI QJPWUUJVYOJNMH-UHFFFAOYSA-O ChEBI [NH3+]C1CCOC1=O ChEBI homoserinium lactone cation ChEBI homoserinium lactone(1+) ChEBI Trianion of nucleoside triphosphate arising from deprotonation of three of the four free triphosphate OH groups; major species at pH 7.3. chebi_ontology -3 369.926 385.07300 C5H9O13P3R C[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O NTP trianion NTP(3-) nucleoside triphosphate trianion ribonucleoside triphosphate trianion ribonucleoside triphosphate(3-) CHEBI:58104 nucleoside triphosphate(3-) -3 ChEBI 369.926 ChEBI 385.07300 ChEBI C5H9O13P3R ChEBI C[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O ChEBI NTP trianion ChEBI NTP(3-) ChEBI nucleoside triphosphate trianion ChEBI ribonucleoside triphosphate trianion ChEBI ribonucleoside triphosphate(3-) ChEBI An organophosphate oxoanion that is the conjugate base of 3',5'-cyclic AMP arising from deprotonation of the free phosphate OH group; major species at pH 7.3. PMID:7870041 PMID:7870042 Reaxys:3720459 adenosine 3',5'-phosphate chebi_ontology -1 3',5'-cyclic AMP 3',5'-cyclic AMP anion 328.045 328.19800 C10H11N5O6P IVOMOUWHDPKRLL-KQYNXXCUSA-M InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/p-1/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP([O-])(=O)O[C@H]2[C@H]1O adenosine 3',5'-cyclic monophosphate adenosine 3',5'-cyclic monophosphate anion adenosine 3',5'-cyclic monophosphate(1-) CHEBI:58165 3',5'-cyclic AMP(1-) PMID:7870041 Europe PMC PMID:7870042 Europe PMC Reaxys:3720459 Reaxys adenosine 3',5'-phosphate IUPAC -1 ChEBI 3',5'-cyclic AMP UniProt 3',5'-cyclic AMP anion ChEBI 328.045 ChEBI 328.19800 ChEBI C10H11N5O6P ChEBI IVOMOUWHDPKRLL-KQYNXXCUSA-M ChEBI InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/p-1/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP([O-])(=O)O[C@H]2[C@H]1O ChEBI adenosine 3',5'-cyclic monophosphate ChEBI adenosine 3',5'-cyclic monophosphate anion ChEBI adenosine 3',5'-cyclic monophosphate(1-) ChEBI An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of L-homocysteine; major species at pH 7.3. MetaCyc:HOMO-CYS (2S)-2-azaniumyl-4-sulfanylbutanoate chebi_ontology 0 135.035 135.18500 C4H9NO2S FFFHZYDWPBMWHY-VKHMYHEASA-N InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 L-homocysteine [NH3+][C@@H](CCS)C([O-])=O CHEBI:58199 L-homocysteine zwitterion (2S)-2-azaniumyl-4-sulfanylbutanoate IUPAC 0 ChEBI 135.035 ChEBI 135.18500 ChEBI C4H9NO2S ChEBI FFFHZYDWPBMWHY-VKHMYHEASA-N ChEBI InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 ChEBI L-homocysteine UniProt [NH3+][C@@H](CCS)C([O-])=O ChEBI A quadruply-charged organic cation arising from protonation of the four amino groups of kanamycin A; major species at pH 7.3. (1S,2R,3R,4S,6R)-4,6-diazaniumyl-3-(6-azaniumyl-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-alpha-D-glucopyranoside chebi_ontology +4 488.269 488.53040 C18H40N4O11 InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/p+4/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 SBUJHOSQTJFQJX-NOAMYHISSA-R [NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O kanamycin A kanamycin A tetracation CHEBI:58214 kanamycin A(4+) (1S,2R,3R,4S,6R)-4,6-diazaniumyl-3-(6-azaniumyl-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-alpha-D-glucopyranoside IUPAC +4 ChEBI 488.269 ChEBI 488.53040 ChEBI C18H40N4O11 ChEBI InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/p+4/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 ChEBI SBUJHOSQTJFQJX-NOAMYHISSA-R ChEBI [NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI kanamycin A UniProt kanamycin A tetracation ChEBI A ribonucleoside triphosphate oxoanion arising from deprotonation of three of the four triphosphate OH groups of cytidine 5'-triphosphate; major species at pH 7.3. 5'-O-[({[(hydroxyphosphinato)oxy]phosphinato}oxy)phosphinato]cytidine CTP(3-) chebi_ontology -3 479.961 480.13250 C9H13N3O14P3 CTP trianion InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/p-3/t4-,6-,7-,8-/m1/s1 Nc1ccn([C@@H]2O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]2O)c(=O)n1 PCDQPRRSZKQHHS-XVFCMESISA-K cytidine 5'-triphosphate cytidine 5'-triphosphate trianion cytidine 5'-triphosphate(3-) CHEBI:58231 CTP(3-) 5'-O-[({[(hydroxyphosphinato)oxy]phosphinato}oxy)phosphinato]cytidine IUPAC CTP(3-) UniProt -3 ChEBI 479.961 ChEBI 480.13250 ChEBI C9H13N3O14P3 ChEBI CTP trianion ChEBI InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/p-3/t4-,6-,7-,8-/m1/s1 ChEBI Nc1ccn([C@@H]2O[C@H](COP([O-])(=O)OP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]2O)c(=O)n1 ChEBI PCDQPRRSZKQHHS-XVFCMESISA-K ChEBI cytidine 5'-triphosphate ChEBI cytidine 5'-triphosphate trianion ChEBI cytidine 5'-triphosphate(3-) ChEBI An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of O-acetyl-L-serine; major species at pH 7.3. MetaCyc:ACETYLSERINE (2S)-3-acetoxy-2-azaniumylpropanoate chebi_ontology (2S)-3-acetoxy-2-ammoniopropanoate 0 147.053 147.12930 C5H9NO4 CC(=O)OC[C@H]([NH3+])C([O-])=O InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1 O-acetyl-L-serine VZXPDPZARILFQX-BYPYZUCNSA-N CHEBI:58340 O-acetyl-L-serine zwitterion (2S)-3-acetoxy-2-azaniumylpropanoate IUPAC (2S)-3-acetoxy-2-ammoniopropanoate IUPAC 0 ChEBI 147.053 ChEBI 147.12930 ChEBI C5H9NO4 ChEBI CC(=O)OC[C@H]([NH3+])C([O-])=O ChEBI InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1 ChEBI O-acetyl-L-serine UniProt VZXPDPZARILFQX-BYPYZUCNSA-N ChEBI An acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of any acyl-CoA; major species at pH 7.3. chebi_ontology -4 790.071 790.50500 C22H31N7O17P3SR CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O an acyl-CoA CHEBI:58342 acyl-CoA(4-) -4 ChEBI 790.071 ChEBI 790.50500 ChEBI C22H31N7O17P3SR ChEBI CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O ChEBI an acyl-CoA UniProt An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of L-glutamine; major species at pH 7.3. MetaCyc:GLN PMID:17190852 (2S)-5-amino-2-azaniumyl-5-oxopentanoate chebi_ontology (2S)-5-amino-2-ammonio-5-oxopentanoate 0 146.069 146.14450 C5H10N2O3 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 L-glutamine NC(=O)CC[C@H]([NH3+])C([O-])=O ZDXPYRJPNDTMRX-VKHMYHEASA-N CHEBI:58359 L-glutamine zwitterion PMID:17190852 Europe PMC (2S)-5-amino-2-azaniumyl-5-oxopentanoate IUPAC (2S)-5-amino-2-ammonio-5-oxopentanoate IUPAC 0 ChEBI 146.069 ChEBI 146.14450 ChEBI C5H10N2O3 ChEBI InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 ChEBI L-glutamine UniProt NC(=O)CC[C@H]([NH3+])C([O-])=O ChEBI ZDXPYRJPNDTMRX-VKHMYHEASA-N ChEBI An ammonium ion that is the conjugate acid of trimethylamine, obtained via protonation of the nitrogen; major species at pH 7.3. MetaCyc:TRIMETHYLAMINE Reaxys:16709444 N,N-dimethylmethanaminium chebi_ontology +1 60.081 60.11820 C3H10N C[NH+](C)C GETQZCLCWQTVFV-UHFFFAOYSA-O InChI=1S/C3H9N/c1-4(2)3/h1-3H3/p+1 trimethylamine trimethylammonium cation trimethylazanium trimethylazanium cation CHEBI:58389 trimethylammonium Reaxys:16709444 Reaxys N,N-dimethylmethanaminium IUPAC +1 ChEBI 60.081 ChEBI 60.11820 ChEBI C3H10N ChEBI C[NH+](C)C ChEBI GETQZCLCWQTVFV-UHFFFAOYSA-O ChEBI InChI=1S/C3H9N/c1-4(2)3/h1-3H3/p+1 ChEBI trimethylamine UniProt trimethylammonium cation ChEBI trimethylazanium ChEBI trimethylazanium cation ChEBI A flavonol oxoanion that is the conjugate base of myricetin, arising from selective deprotonation of the 3-hydroxy group; major species at pH 7.3. Beilstein:3710398 MetaCyc:MYRICETIN 5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-olate chebi_ontology -1 317.030 317.22720 C15H9O8 IKMDFBPHZNJCSN-UHFFFAOYSA-M InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H/p-1 Oc1cc(O)c2c(c1)oc(-c1cc(O)c(O)c(O)c1)c([O-])c2=O myricetin CHEBI:58395 myricetin(1-) Beilstein:3710398 Beilstein 5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-olate IUPAC -1 ChEBI 317.030 ChEBI 317.22720 ChEBI C15H9O8 ChEBI IKMDFBPHZNJCSN-UHFFFAOYSA-M ChEBI InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H/p-1 ChEBI Oc1cc(O)c2c(c1)oc(-c1cc(O)c(O)c(O)c1)c([O-])c2=O ChEBI myricetin UniProt Dianion of alpha,alpha-trehalose 6-phosphate. Beilstein:3744918 alpha-D-glucopyranosyl 6-O-phosphonato-alpha-D-glucopyranoside chebi_ontology -2 420.067 420.26050 C12H21O14P InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/p-2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 LABSPYBHMPDTEL-LIZSDCNHSA-L OC[C@H]1O[C@H](O[C@H]2O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O alpha,alpha-trehalose 6-phosphate CHEBI:58429 alpha,alpha-trehalose 6-phosphate(2-) Beilstein:3744918 Beilstein alpha-D-glucopyranosyl 6-O-phosphonato-alpha-D-glucopyranoside IUPAC -2 ChEBI 420.067 ChEBI 420.26050 ChEBI C12H21O14P ChEBI InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/p-2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 ChEBI LABSPYBHMPDTEL-LIZSDCNHSA-L ChEBI OC[C@H]1O[C@H](O[C@H]2O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI alpha,alpha-trehalose 6-phosphate UniProt An ammonium ion that is the conjugate acid of histamine protonated on the side-chain nitrogen. 2-(1H-imidazol-4-yl)ethanaminium chebi_ontology +1 112.087 112.15300 C5H10N3 InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)/p+1 NTYJJOPFIAHURM-UHFFFAOYSA-O [NH3+]CCc1c[nH]cn1 histamine histaminium cation CHEBI:58432 histaminium 2-(1H-imidazol-4-yl)ethanaminium IUPAC +1 ChEBI 112.087 ChEBI 112.15300 ChEBI C5H10N3 ChEBI InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)/p+1 ChEBI NTYJJOPFIAHURM-UHFFFAOYSA-O ChEBI [NH3+]CCc1c[nH]cn1 ChEBI histamine UniProt histaminium cation ChEBI The conjugate base of a nucleoside 3',5'-cyclic phosphate. chebi_ontology -1 176.995 177.07190 C5H6O5PR2 [O-]P1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1 a nucleoside 3',5'-cyclic phosphate nucleoside 3',5'-cyclic phosphate anions CHEBI:58464 nucleoside 3',5'-cyclic phosphate anion -1 ChEBI 176.995 ChEBI 177.07190 ChEBI C5H6O5PR2 ChEBI [O-]P1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1 ChEBI a nucleoside 3',5'-cyclic phosphate UniProt nucleoside 3',5'-cyclic phosphate anions ChEBI An organic cation that is the pentacation of kanamycin B, obtained by protonation of the primary amino groups. (1R,2S,3S,4R,6S)-4,6-diammmonio-3-(3-ammonio-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diammmonio-2,6-dideoxy-alpha-D-glucopyranoside chebi_ontology +5 488.293 488.55360 C18H42N5O10 InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/p+5/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 SKKLOUVUUNMCJE-FQSMHNGLSA-S [NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]2O)[C@H]([NH3+])[C@@H](O)[C@@H]1O kanamycin B CHEBI:58549 kanamycin B(5+) (1R,2S,3S,4R,6S)-4,6-diammmonio-3-(3-ammonio-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diammmonio-2,6-dideoxy-alpha-D-glucopyranoside IUPAC +5 ChEBI 488.293 ChEBI 488.55360 ChEBI C18H42N5O10 ChEBI InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/p+5/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 ChEBI SKKLOUVUUNMCJE-FQSMHNGLSA-S ChEBI [NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]2O)[C@H]([NH3+])[C@@H](O)[C@@H]1O ChEBI kanamycin B UniProt The conjugate base of a flavonol compound. MetaCyc:Flavonols chebi_ontology -1 232.016 232.19050 C15H4O3R5 [O-]c1c(oc2cc([*])cc([*])c2c1=O)-c1cc([*])c([*])c([*])c1 a flavonol oxoanion flavonolate CHEBI:58588 flavonol oxoanion -1 ChEBI 232.016 ChEBI 232.19050 ChEBI C15H4O3R5 ChEBI [O-]c1c(oc2cc([*])cc([*])c2c1=O)-c1cc([*])c([*])c([*])c1 ChEBI a flavonol oxoanion UniProt flavonolate ChEBI An ammonium ion resulting from the protonation of the amino group of L-homoserine lactone. The major species at pH 7.3. (3S)-2-oxotetrahydrofuran-3-aminium chebi_ontology +1 102.056 102.11180 C4H8NO2 InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/p+1/t3-/m0/s1 L-homoserine lactone QJPWUUJVYOJNMH-VKHMYHEASA-O [NH3+][C@H]1CCOC1=O CHEBI:58633 L-homoserine lactone(1+) (3S)-2-oxotetrahydrofuran-3-aminium IUPAC +1 ChEBI 102.056 ChEBI 102.11180 ChEBI C4H8NO2 ChEBI InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/p+1/t3-/m0/s1 ChEBI L-homoserine lactone UniProt QJPWUUJVYOJNMH-VKHMYHEASA-O ChEBI [NH3+][C@H]1CCOC1=O ChEBI An organophosphate oxoanion that is a trianion arising from deprotonation of the phosphate and carboxylic acid functions of N-acetylmuramic acid 6-phosphate. 2-acetamido-3-O-[(1R)-1-carboxylatoethyl]-2-deoxy-D-glucopyranose 6-phosphate chebi_ontology -3 2-acetamido-3-O-[(1R)-1-carboxylatoethyl]-2-deoxy-6-O-phosphonato-D-glucopyranose 370.054 370.22650 C11H17NO11P C[C@@H](O[C@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)OC(O)[C@@H]1NC(C)=O)C([O-])=O InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/p-3/t4-,6-,7-,8-,9-,11?/m1/s1 N-acetyl-D-muramate 6-phosphate NMEMTQKUEVNSPV-MKFCKLDKSA-K CHEBI:58722 N-acetylmuramate 6-phosphate 2-acetamido-3-O-[(1R)-1-carboxylatoethyl]-2-deoxy-D-glucopyranose 6-phosphate IUPAC -3 ChEBI 2-acetamido-3-O-[(1R)-1-carboxylatoethyl]-2-deoxy-6-O-phosphonato-D-glucopyranose IUPAC 370.054 ChEBI 370.22650 ChEBI C11H17NO11P ChEBI C[C@@H](O[C@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)OC(O)[C@@H]1NC(C)=O)C([O-])=O ChEBI InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/p-3/t4-,6-,7-,8-,9-,11?/m1/s1 ChEBI N-acetyl-D-muramate 6-phosphate UniProt NMEMTQKUEVNSPV-MKFCKLDKSA-K ChEBI Dianion of cyclic di-3',5'-guanylic acid. Beilstein:9981635 chebi_ontology -2 688.079 688.39480 C20H22N10O14P2 InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/p-2/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP([O-])(=O)O[C@@H]3[C@@H](COP([O-])(=O)O[C@H]2[C@H]1O)O[C@H]([C@@H]3O)n1cnc2c1nc(N)[nH]c2=O PKFDLKSEZWEFGL-MHARETSRSA-L cyclic di-3',5'-guanylate cyclic di-3',5'-guanylate dianion CHEBI:58805 c-di-GMP(2-) Beilstein:9981635 Beilstein -2 ChEBI 688.079 ChEBI 688.39480 ChEBI C20H22N10O14P2 ChEBI InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/p-2/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 ChEBI Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP([O-])(=O)O[C@@H]3[C@@H](COP([O-])(=O)O[C@H]2[C@H]1O)O[C@H]([C@@H]3O)n1cnc2c1nc(N)[nH]c2=O ChEBI PKFDLKSEZWEFGL-MHARETSRSA-L ChEBI cyclic di-3',5'-guanylate ChEBI cyclic di-3',5'-guanylate UniProt cyclic di-3',5'-guanylate dianion ChEBI An organic phosphoric acid derivative in which one or more oxygen atoms of the phosphate group(s) has been deprotonated. chebi_ontology organophosphate oxoanions CHEBI:58945 organophosphate oxoanion organophosphate oxoanions ChEBI Any acyl coenzyme A thioester in which one or more of the phosphate and/or diphosphate groups has been deprotonated. chebi_ontology acyl-CoA oxoanions CHEBI:58946 acyl-CoA oxoanion acyl-CoA oxoanions ChEBI Any fatty acid anion obtained by removal of a proton from the carboxy group of a short-chain fatty acid (chain length of less than C6). chebi_ontology -1 43.990 CO2R [O-]C([*])=O a short-chain fatty acid short-chain fatty acid anions CHEBI:58951 short-chain fatty acid anion -1 ChEBI 43.990 ChEBI CO2R ChEBI [O-]C([*])=O ChEBI a short-chain fatty acid UniProt short-chain fatty acid anions ChEBI Any fatty acid anion in which there is no C-C unsaturation. chebi_ontology a saturated fatty acid saturated fatty acid anions CHEBI:58953 saturated fatty acid anion a saturated fatty acid UniProt saturated fatty acid anions ChEBI Any saturated fatty acid anion lacking a carbon side-chain. chebi_ontology straight-chain saturated fatty acid anions CHEBI:58954 straight-chain saturated fatty acid anion straight-chain saturated fatty acid anions ChEBI Polymyxins are antibiotics with a general structure consisting of a cyclic peptide with a long hydrophobic tail. They disrupt the structure of the bacterial cell membrane by interacting with its phospholipids. Polymyxins are produced by the Gram-positive bacterium Bacillus polymyxa and are selectively toxic for Gram-negative bacteria. chebi_ontology polymixin polymycin polymyxins CHEBI:59062 polymyxin polymixin ChEBI polymycin ChEBI polymyxins ChEBI A polymyxin having a 6-methylheptanoyl group at the amino terminus. Beilstein:8185631 CAS:1404-26-8 KEGG:C11612 KEGG:D08401 LIPID_MAPS_instance:LMPK14000008 PMID:13058849 4,10-anhydro[N-(6-methylheptanoyl)-L-2,4-diaminobutanoyl-L-threonyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-D-phenylalanyl-L-leucyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-threonine] chebi_ontology 0 1188.734 1189.45010 C55H96N16O13 CC(C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CCN)NC1=O)[C@@H](C)O InChI=1S/C55H96N16O13/c1-30(2)12-10-11-15-43(74)62-35(16-22-56)50(79)71-45(33(6)73)55(84)67-38(19-25-59)47(76)66-40-21-27-61-54(83)44(32(5)72)70-51(80)39(20-26-60)64-46(75)36(17-23-57)65-52(81)41(28-31(3)4)68-53(82)42(29-34-13-8-7-9-14-34)69-48(77)37(18-24-58)63-49(40)78/h7-9,13-14,30-33,35-42,44-45,72-73H,10-12,15-29,56-60H2,1-6H3,(H,61,83)(H,62,74)(H,63,78)(H,64,75)(H,65,81)(H,66,76)(H,67,84)(H,68,82)(H,69,77)(H,70,80)(H,71,79)/t32-,33-,35+,36+,37+,38+,39+,40+,41+,42-,44+,45+/m1/s1 SGPYLFWAQBAXCZ-RUDZPDEXSA-N CHEBI:59063 polymyxin B2 Beilstein:8185631 Beilstein CAS:1404-26-8 KEGG COMPOUND LIPID_MAPS_instance:LMPK14000008 LIPID MAPS PMID:13058849 Europe PMC 4,10-anhydro[N-(6-methylheptanoyl)-L-2,4-diaminobutanoyl-L-threonyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-D-phenylalanyl-L-leucyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-threonine] IUPAC 0 ChEBI 1188.734 ChEBI 1189.45010 ChEBI C55H96N16O13 ChEBI CC(C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CCN)NC1=O)[C@@H](C)O ChEBI InChI=1S/C55H96N16O13/c1-30(2)12-10-11-15-43(74)62-35(16-22-56)50(79)71-45(33(6)73)55(84)67-38(19-25-59)47(76)66-40-21-27-61-54(83)44(32(5)72)70-51(80)39(20-26-60)64-46(75)36(17-23-57)65-52(81)41(28-31(3)4)68-53(82)42(29-34-13-8-7-9-14-34)69-48(77)37(18-24-58)63-49(40)78/h7-9,13-14,30-33,35-42,44-45,72-73H,10-12,15-29,56-60H2,1-6H3,(H,61,83)(H,62,74)(H,63,78)(H,64,75)(H,65,81)(H,66,76)(H,67,84)(H,68,82)(H,69,77)(H,70,80)(H,71,79)/t32-,33-,35+,36+,37+,38+,39+,40+,41+,42-,44+,45+/m1/s1 ChEBI SGPYLFWAQBAXCZ-RUDZPDEXSA-N ChEBI A substance used as an indicator of a biological state. chebi_ontology biological marker CHEBI:59163 biomarker biological marker ChEBI Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals. PMID:17875790 PMID:17986299 PMID:19101624 PMID:291959 PMID:3782019 chebi_ontology haptens CHEBI:59174 hapten PMID:17875790 Europe PMC PMID:17986299 Europe PMC PMID:19101624 Europe PMC PMID:291959 Europe PMC PMID:3782019 Europe PMC haptens ChEBI Any fatty acid whose skeletal carbon atoms form an unbranched open chain. chebi_ontology straight-chain fatty acids CHEBI:59202 straight-chain fatty acid straight-chain fatty acids ChEBI A fatty acid anion formed by deprotonation of the carboxylic acid functional group of a straight-chain fatty acid. chebi_ontology straight-chain FA anion straight-chain FA anions straight-chain fatty acid anions CHEBI:59203 straight-chain fatty acid anion straight-chain FA anion ChEBI straight-chain FA anions ChEBI straight-chain fatty acid anions ChEBI Any substance that inhibits the synthesis of DNA. chebi_ontology DNA synthesis inhibitors CHEBI:59517 DNA synthesis inhibitor DNA synthesis inhibitors ChEBI Any fatty acid with a chain length of between C6 and C12. chebi_ontology 0 44.998 45.01740 CHO2R MCFA MCFAs OC([*])=O medium-chain fatty acids CHEBI:59554 medium-chain fatty acid 0 ChEBI 44.998 ChEBI 45.01740 ChEBI CHO2R ChEBI MCFA ChEBI MCFAs ChEBI OC([*])=O ChEBI medium-chain fatty acids ChEBI A fatty acid anion resulting from the deprotonation of the carboxylic acid moiety of a medium-chain fatty acid. chebi_ontology -1 43.990 CO2R MCFA anion MCFA anions [O-]C([*])=O a medium chain fatty acid medium-chain FA anion medium-chain FA anions medium-chain fatty acid anions CHEBI:59558 medium-chain fatty acid anion -1 ChEBI 43.990 ChEBI CO2R ChEBI MCFA anion ChEBI MCFA anions ChEBI [O-]C([*])=O ChEBI a medium chain fatty acid UniProt medium-chain FA anion ChEBI medium-chain FA anions ChEBI medium-chain fatty acid anions ChEBI An organic anion that is the conjugate base of diamino acid. chebi_ontology diamino acid anions CHEBI:59561 diamino acid anion diamino acid anions ChEBI GlcNAc An N-acylglucosamine where the N-acyl group is specified as acetyl. PMID:18499511 chebi_ontology N-acetylglucosamines CHEBI:59640 N-acetylglucosamine PMID:18499511 Europe PMC N-acetylglucosamines ChEBI Any fatty acid containing at least one aldehydic or ketonic group in addition to the carboxylic acid group. PMID:6434570 PMID:8454196 PMID:8638935 chebi_ontology oxo fatty acids CHEBI:59644 oxo fatty acid PMID:6434570 Europe PMC PMID:8454196 Europe PMC PMID:8638935 Europe PMC oxo fatty acids ChEBI A drug, usually applied topically, that relieves pruritus (itching). chebi_ontology anti-itching drug anti-itching drugs antipruritic agent antipruritic agents antipruritic drugs CHEBI:59683 antipruritic drug anti-itching drug ChEBI anti-itching drugs ChEBI antipruritic agent ChEBI antipruritic agents ChEBI antipruritic drugs ChEBI Compounds containing one or more phosphoric acid units. chebi_ontology CHEBI:59698 phosphoric acids An organophosphate anion resulting from deprotonation of at least one of the acidic hydroxy groups from the triphosphate moiety of a nucleoside triphosphate. chebi_ontology ribonucleoside triphosphate anion ribonucleoside triphosphate anions ribonucleoside triphosphate oxoanions CHEBI:59724 ribonucleoside triphosphate oxoanion ribonucleoside triphosphate anion ChEBI ribonucleoside triphosphate anions ChEBI ribonucleoside triphosphate oxoanions ChEBI A reagent that forms a bond to its reaction partner (the electrophile) by donating both bonding electrons. chebi_ontology nucleophile nucleophiles nucleophilic reagents CHEBI:59740 nucleophilic reagent nucleophile ChEBI nucleophiles ChEBI nucleophilic reagents ChEBI KEGG:C06704 Iron chelate chebi_ontology CHEBI:5975 iron chelate Iron chelate KEGG_COMPOUND An organooxygen compound having the structure RR'C(OR'')(OR''') (R'', R''' =/= H). Mixed acetals have R'' and R''' groups which differ. chebi_ontology acetals CHEBI:59769 acetal acetals ChEBI An acetal in the molecule of which the acetal carbon and one or both oxygen atoms thereon are members of a ring. chebi_ontology cyclic acetals CHEBI:59770 cyclic acetal cyclic acetals ChEBI A hemiacetal having the structure RR'C(OH)R'' (R, R', R'' =/= H), derived from a ketone by formal addition of an alcohol to the carbonyl group. chebi_ontology hemiketals CHEBI:59772 hemiketal hemiketals ChEBI An acetal of formula R2C(OR)2 (R =/= H) derived from a ketone by replacement of the oxo group by two hydrocarbyloxy groups. The class name 'ketals', once abandoned by IUPAC, has been reinstated as a subclass of acetals. chebi_ontology ketals CHEBI:59777 ketal ketals ChEBI A ketal in the molecule of which the ketal carbon and one or both oxygen atoms thereon are members of a ring. chebi_ontology cyclic ketals CHEBI:59779 cyclic ketal cyclic ketals ChEBI A hemiacetal having the structure R2C(OH)OR (R =/= H), derived from a ketone by formal addition of an alcohol to the carbonyl group. The term 'cyclic hemiketals', once abandoned by IUPAC, has been reinstated as a subclass of hemiacetals. chebi_ontology cyclic hemiketals CHEBI:59780 cyclic hemiketal cyclic hemiketals ChEBI A zwitterionic tautomer of S-adenosyl-L-methionine arising from shift of the proton from the carboxy group to the amino group. [(3S)-3-azaniumyl-3-carboxylatopropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonium chebi_ontology +1 399.145 399.44500 C15H23N6O5S C[S+](CC[C@H]([NH3+])C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1 MEFKEPWMEQBLKI-AIRLBKTGSA-O S-adenosyl-L-methionine CHEBI:59789 S-adenosyl-L-methionine zwitterion [(3S)-3-azaniumyl-3-carboxylatopropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonium IUPAC +1 ChEBI 399.145 ChEBI 399.44500 ChEBI C15H23N6O5S ChEBI C[S+](CC[C@H]([NH3+])C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 ChEBI InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1 ChEBI MEFKEPWMEQBLKI-AIRLBKTGSA-O ChEBI S-adenosyl-L-methionine SUBMITTER S-adenosyl-L-methionine UniProt The sulfur analogue of 'acetal'. The term includes monothioacetals having the structure R2C(OR')(SR') (subclass monothioketals, R =/= H); and dithioacetals having the structure R2C(SR')2 (subclass dithioketals, R =/= H, R' =/= H). chebi_ontology thioacetals CHEBI:59792 thioacetal thioacetals ChEBI A thioacetal having the structure R2C(OR')(SR'). The term includes monothioketals, R =/= H, as a subclass. chebi_ontology 0 59.967 60.07500 COSR4 [*]OC([*])([*])S[*] monothioacetals thioacetal CHEBI:59793 monothioacetal 0 ChEBI 59.967 ChEBI 60.07500 ChEBI COSR4 ChEBI [*]OC([*])([*])S[*] ChEBI monothioacetals ChEBI thioacetal ChEBI Conjugate base of an L-alpha-amino acid arising from deprotonation of the C-1 carboxy group. chebi_ontology -1 73.016 88.08520 C2H3NO2R C[C@H](N)C([O-])=O L-alpha-amino carboxylate CHEBI:59814 L-alpha-amino acid anion -1 ChEBI 73.016 ChEBI 88.08520 ChEBI C2H3NO2R ChEBI C[C@H](N)C([O-])=O ChEBI L-alpha-amino carboxylate ChEBI A synthetic progestogen. Wikipedia:Progestin chebi_ontology progestins CHEBI:59826 progestin progestins ChEBI A fatty acid anion carrying one or more oxo substituents chebi_ontology oxo fatty acid anions oxo-FA anion oxo-FA anions CHEBI:59836 oxo fatty acid anion oxo fatty acid anions ChEBI oxo-FA anion ChEBI oxo-FA anions ChEBI Zwitterionic form of an L-alpha-amino acid having an anionic carboxy group and a protonated amino group. chebi_ontology 0 74.024 C2H4NO2R L-alpha-amino acid zwitterions [NH3+][C@@H]([*])C([O-])=O an L-alpha-amino acid CHEBI:59869 L-alpha-amino acid zwitterion 0 ChEBI 74.024 ChEBI C2H4NO2R ChEBI L-alpha-amino acid zwitterions ChEBI [NH3+][C@@H]([*])C([O-])=O ChEBI an L-alpha-amino acid UniProt Zwitterionic form of a D-alpha-amino acid having an anionic carboxy group and a protonated amino group. chebi_ontology 0 74.024 C2H4NO2R D-alpha-amino acid zwitterions [NH3+][C@H]([*])C([O-])=O a D-amino acid CHEBI:59871 D-alpha-amino acid zwitterion 0 ChEBI 74.024 ChEBI C2H4NO2R ChEBI D-alpha-amino acid zwitterions ChEBI [NH3+][C@H]([*])C([O-])=O ChEBI a D-amino acid UniProt The conjugate base of an N-acyl-D-alpha-amino acid arising from deprotonation of the C-1 carboxy group. chebi_ontology -1 100.003 100.05290 C3H2NO3R2 N-acyl-D-alpha-amino acid(1-) [O-]C(=O)[C@@H]([*])NC([*])=O a N-acyl-D-amino acid CHEBI:59876 N-acyl-D-alpha-amino acid anion -1 ChEBI 100.003 ChEBI 100.05290 ChEBI C3H2NO3R2 ChEBI N-acyl-D-alpha-amino acid(1-) ChEBI [O-]C(=O)[C@@H]([*])NC([*])=O ChEBI a N-acyl-D-amino acid UniProt A chemical substance is a portion of matter of constant composition, composed of molecular entities of the same type or of different types. chebi_ontology Chemische Substanz CHEBI:59999 chemical substance Chemische Substanz ChEBI A mixture is a chemical substance composed of multiple molecules, at least two of which are of a different kind. chebi_ontology Mischung CHEBI:60004 mixture Mischung ChEBI A polymer is a mixture, which is composed of macromolecules of different kinds and which may be differentiated by composition, length, degree of branching etc.. Wikipedia:Polymer Polymer chebi_ontology Kunststoff CHEBI:60027 polymer Polymer ChEBI Kunststoff ChEBI Any anion arising from deprotonation of at least one OH group in a flavonoid compound. chebi_ontology flavonoid oxoanions CHEBI:60038 flavonoid oxoanion flavonoid oxoanions ChEBI A sialic acid anion arising from deprotonation of the carboxy group of an N-acylneuraminic acid; major species at pH 7.3. 5-alkanamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonate chebi_ontology -1 293.075 293.22740 C10H15NO9R N-acylneuraminate cation [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC([*])=O)C([O-])=O)[C@H](O)[C@H](O)CO an N-acylneuraminate CHEBI:60073 N-acylneuraminate 5-alkanamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonate IUPAC -1 ChEBI 293.075 ChEBI 293.22740 ChEBI C10H15NO9R ChEBI N-acylneuraminate cation ChEBI [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC([*])=O)C([O-])=O)[C@H](O)[C@H](O)CO ChEBI an N-acylneuraminate UniProt Conjugate base of a 7-hydroxyflavonol compound arising from selective deprotonation of the 3-hydroxy group; major species at pH 7.3. chebi_ontology -1 249.019 249.19780 C15H5O4R4 Oc1cc([*])c2c(c1)oc(-c1cc([*])c([*])c([*])c1)c([O-])c2=O a 7-O-hydroxy-flavonol CHEBI:60090 7-hydroxyflavon-3-olate -1 ChEBI 249.019 ChEBI 249.19780 ChEBI C15H5O4R4 ChEBI Oc1cc([*])c2c(c1)oc(-c1cc([*])c([*])c([*])c1)c([O-])c2=O ChEBI a 7-O-hydroxy-flavonol UniProt A deoxyribonucleoside containing a purine base. chebi_ontology purine deoxyribonucleosides CHEBI:60173 purine deoxyribonucleoside purine deoxyribonucleosides ChEBI A metal cation with a valence of two. chebi_ontology a divalent metal cation CHEBI:60240 divalent metal cation a divalent metal cation UniProt An atom or small molecule with a positive charge that does not contain carbon in covalent linkage, with a valency of one. chebi_ontology a monovalent cation CHEBI:60242 monovalent inorganic cation a monovalent cation UniProt A nickel atom having a net electric charge. chebi_ontology CHEBI:60248 nickel ion A lead atom having a net electric charge. chebi_ontology CHEBI:60249 lead ion R = C or H. The iminium ion resulting from the protonation of one of the imine nitrogens of guanidine or its derivatives. chebi_ontology +1 130.21130 55.017 CHN3R5 [H][N+](C)=C(N(C)C)N(C)C diaminomethaniminium ion diaminomethaniminium ions guanidinium ions CHEBI:60251 guanidinium ion +1 ChEBI 130.21130 ChEBI 55.017 ChEBI CHN3R5 ChEBI [H][N+](C)=C(N(C)C)N(C)C ChEBI diaminomethaniminium ion ChEBI diaminomethaniminium ions ChEBI guanidinium ions ChEBI A lead atom having a positive net electric charge. chebi_ontology CHEBI:60252 lead cation Puromycin monoprotonated at the amino nitrogen. It is the predominant species at pH 7.3. 3'-{[(2S)-2-azaniumyl-3-(4-methoxyphenyl)propanoyl]amino}-3'-deoxy-N,N-dimethyladenosine chebi_ontology +1 3'-{[(2S)-2-ammonio-3-(4-methoxyphenyl)propanoyl]amino}-3'-deoxy-N,N-dimethyladenosine 472.231 472.51750 C22H30N7O5 COc1ccc(C[C@H]([NH3+])C(=O)N[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)n2cnc3c(ncnc23)N(C)C)cc1 InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/p+1/t14-,15+,16+,18+,22+/m0/s1 RXWNCPJZOCPEPQ-NVWDDTSBSA-O puromycin CHEBI:60255 puromycin(1+) 3'-{[(2S)-2-azaniumyl-3-(4-methoxyphenyl)propanoyl]amino}-3'-deoxy-N,N-dimethyladenosine IUPAC +1 ChEBI 3'-{[(2S)-2-ammonio-3-(4-methoxyphenyl)propanoyl]amino}-3'-deoxy-N,N-dimethyladenosine IUPAC 472.231 ChEBI 472.51750 ChEBI C22H30N7O5 ChEBI COc1ccc(C[C@H]([NH3+])C(=O)N[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)n2cnc3c(ncnc23)N(C)C)cc1 ChEBI InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/p+1/t14-,15+,16+,18+,22+/m0/s1 ChEBI RXWNCPJZOCPEPQ-NVWDDTSBSA-O ChEBI puromycin UniProt A hydrolase inhibitor that interferes with the action of any hydrolase acting on peptide bonds (peptidase), EC 3.4.*.*). CHEBI:76763 chebi_ontology EC 3.4.* (hydrolase acting on peptide bond) inhibitor EC 3.4.* (hydrolase acting on peptide bonds) inhibitors EC 3.4.* (hydrolases acting on peptide bond) inhibitors EC 3.4.* (peptidase) inhibitor EC 3.4.* (peptidase) inhibitors EC 3.4.* inhibitor EC 3.4.* inhibitors inhibitor of hydrolases acting on peptide bond (EC 3.4.*) inhibitors of hydrolases acting on peptide bond (EC 3.4.*) peptidase inhibitors protease inhibitor protease inhibitors CHEBI:60258 EC 3.4.* (hydrolases acting on peptide bond) inhibitor EC 3.4.* (hydrolase acting on peptide bond) inhibitor ChEBI EC 3.4.* (hydrolase acting on peptide bonds) inhibitors ChEBI EC 3.4.* (hydrolases acting on peptide bond) inhibitors ChEBI EC 3.4.* (peptidase) inhibitor ChEBI EC 3.4.* (peptidase) inhibitors ChEBI EC 3.4.* inhibitor ChEBI EC 3.4.* inhibitors ChEBI inhibitor of hydrolases acting on peptide bond (EC 3.4.*) ChEBI inhibitors of hydrolases acting on peptide bond (EC 3.4.*) ChEBI peptidase inhibitors ChEBI protease inhibitor ChEBI protease inhibitors ChEBI An anion formed by deprotonation of at least one peptide carboxy group. chebi_ontology peptide anions CHEBI:60334 peptide anion peptide anions ChEBI Zwitterionic form of any peptide where the amino terminus is positively charged and the carboxy terminus is negatively charged. chebi_ontology 0 C2H4NO2R(C2H2NOR)n peptide zwitterions CHEBI:60466 peptide zwitterion 0 ChEBI C2H4NO2R(C2H2NOR)n ChEBI peptide zwitterions ChEBI A commercially important azabicyclic antibiotic obtained from Streptomyces sapporonensis. It inhibits the Rho protein of E. coli. CHEBI:3091 CAS:38129-37-2 KEGG:C11259 KNApSAcK:C00018850 Reaxys:566286 colombos:BICYCLOMYCIN Bicozamycin chebi_ontology 0 302.111 302.28050 Bicyclomycin C12H18N2O7 C[C@](O)(CO)[C@H](O)[C@@]12NC(=O)[C@@](O)(NC1=O)C(=C)CCO2 InChI=1S/C12H18N2O7/c1-6-3-4-21-12(7(16)10(2,19)5-15)9(18)13-11(6,20)8(17)14-12/h7,15-16,19-20H,1,3-5H2,2H3,(H,13,18)(H,14,17)/t7-,10-,11+,12-/m0/s1 WOUDXEYYJPOSNE-VKZDFBPFSA-N aizumycin bicozamicina bicozamycin bicozamycine bicozamycinum CHEBI:60584 bicozamycin CAS:38129-37-2 ChemIDplus CAS:38129-37-2 KEGG COMPOUND Reaxys:566286 Reaxys Bicozamycin KEGG_COMPOUND 0 ChEBI 302.111 KEGG_COMPOUND 302.28050 ChEBI Bicyclomycin KEGG_COMPOUND C12H18N2O7 KEGG_COMPOUND C[C@](O)(CO)[C@H](O)[C@@]12NC(=O)[C@@](O)(NC1=O)C(=C)CCO2 ChEBI InChI=1S/C12H18N2O7/c1-6-3-4-21-12(7(16)10(2,19)5-15)9(18)13-11(6,20)8(17)14-12/h7,15-16,19-20H,1,3-5H2,2H3,(H,13,18)(H,14,17)/t7-,10-,11+,12-/m0/s1 ChEBI WOUDXEYYJPOSNE-VKZDFBPFSA-N ChEBI aizumycin SUBMITTER bicozamicina ChemIDplus bicozamycin ChemIDplus bicozamycine ChemIDplus bicozamycinum ChemIDplus Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs. CHEBI:60797 chebi_ontology N-methyl-D-aspartate receptor antagonist N-methyl-D-aspartate receptor antagonists NMDA receptor antagonists NMDAR antagonist NMDAR antagonists CHEBI:60643 NMDA receptor antagonist N-methyl-D-aspartate receptor antagonist ChEBI N-methyl-D-aspartate receptor antagonists ChEBI NMDA receptor antagonists ChEBI NMDAR antagonist ChEBI NMDAR antagonists ChEBI Any substance which inhibits the action of receptors for excitatory amino acids. chebi_ontology EAA receptor antagonist EAA receptor antagonists excitatory amino acid antagonists excitatory amino acid receptor antagonist excitatory amino acid receptor antagonists CHEBI:60798 excitatory amino acid antagonist EAA receptor antagonist ChEBI EAA receptor antagonists ChEBI excitatory amino acid antagonists ChEBI excitatory amino acid receptor antagonist ChEBI excitatory amino acid receptor antagonists ChEBI Any pharmacological or immunological agent that modifies the effect of other agents such as drugs or vaccines while having few if any direct effects when given by itself. chebi_ontology adjuvants CHEBI:60809 adjuvant adjuvants ChEBI Any alpha-amino acid anion in which the parent amino acid has D-configuration. chebi_ontology -1 73.016 88.08520 C2H3NO2R C[C@@H](N)C([O-])=O D-alpha-amino acid anions D-alpha-amino carboxylate CHEBI:60895 D-alpha-amino acid anion -1 ChEBI 73.016 ChEBI 88.08520 ChEBI C2H3NO2R ChEBI C[C@@H](N)C([O-])=O ChEBI D-alpha-amino acid anions ChEBI D-alpha-amino carboxylate ChEBI A racemate is an equimolar mixture of a pair of enantiomers. chebi_ontology melange racemique racemates racemic mixture CHEBI:60911 racemate melange racemique ChEBI racemates ChEBI racemic mixture ChEBI Any amino sugar that is a monosaccharide in which one alcoholic hydroxy group is replaced by an amino group. chebi_ontology amino monosaccharides CHEBI:60926 amino monosaccharide amino monosaccharides ChEBI A poison that interferes with the function of the kidneys. chebi_ontology nephrotoxins CHEBI:61015 nephrotoxin nephrotoxins ChEBI Kanamycin is a naturally occurring antibiotic complex from Streptomyces kanamyceticus that consists of several components: kanamycin A, the major component (also usually designated as kanamycin), and kanamycins B, C, D and X the minor components. Beilstein:8189165 Beilstein:8399726 CAS:8063-07-8 KEGG:C00304 colombos:KANAMYCIN colombos:KANAMYCIN:+UNKNOWNµg/ml Kanamycin chebi_ontology kanamicin CHEBI:6104 kanamycin Beilstein:8189165 Beilstein Beilstein:8399726 Beilstein CAS:8063-07-8 ChemIDplus CAS:8063-07-8 KEGG COMPOUND Kanamycin KEGG_COMPOUND kanamicin ChEBI An inorganic radical in which a free electron resides on one or more oxygen atoms of an oxygen species. chebi_ontology oxygen radicals CHEBI:61073 oxygen radical oxygen radicals ChEBI A nucleoside bisphosphate that has a purine nucleobase. chebi_ontology purine nucleoside bisphosphates CHEBI:61078 purine nucleoside bisphosphate purine nucleoside bisphosphates ChEBI A nucleoside bisphosphate where sugar of the nucleoside is ribose. chebi_ontology ribonucleoside bisphosphates CHEBI:61079 ribonucleoside bisphosphate ribonucleoside bisphosphates ChEBI An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98). Wikipedia:Histone_deacetylase_inhibitor chebi_ontology EC 3.5.1.98 (histone deacetylase) inhibitors EC 3.5.1.98 inhibitor EC 3.5.1.98 inhibitors HDAC inhibitor HDAC inhibitors HDACi HDACis HDI HDIs histone amidohydrolase inhibitor histone amidohydrolase inhibitors histone deacetylase (EC 3.5.1.98) inhibitor histone deacetylase (EC 3.5.1.98) inhibitors histone deacetylase inhibitor histone deacetylase inhibitors CHEBI:61115 EC 3.5.1.98 (histone deacetylase) inhibitor EC 3.5.1.98 (histone deacetylase) inhibitors ChEBI EC 3.5.1.98 inhibitor ChEBI EC 3.5.1.98 inhibitors ChEBI HDAC inhibitor ChEBI HDAC inhibitors ChEBI HDACi ChEBI HDACis ChEBI HDI ChEBI HDIs ChEBI histone amidohydrolase inhibitor ChEBI histone amidohydrolase inhibitors ChEBI histone deacetylase (EC 3.5.1.98) inhibitor ChEBI histone deacetylase (EC 3.5.1.98) inhibitors ChEBI histone deacetylase inhibitor ChEBI histone deacetylase inhibitors ChEBI Any compound that has a nucleobase as a part. chebi_ontology nucleobase-containing compound nucleobase-containing compounds nucleobase-containing molecular entities CHEBI:61120 nucleobase-containing molecular entity nucleobase-containing compound SUBMITTER nucleobase-containing compounds ChEBI nucleobase-containing molecular entities ChEBI An ammonium ion that results from the protonation of the dimethyl-substituted nitrogen of promethazine. Reaxys:4263748 N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-aminium chebi_ontology +1 285.143 285.42700 C17H21N2S CC(CN1c2ccccc2Sc2ccccc12)[NH+](C)C InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3/p+1 PWWVAXIEGOYWEE-UHFFFAOYSA-O promethazine cation promethazinium CHEBI:61214 promethazine(1+) Reaxys:4263748 Reaxys N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-aminium IUPAC +1 ChEBI 285.143 ChEBI 285.42700 ChEBI C17H21N2S ChEBI CC(CN1c2ccccc2Sc2ccccc12)[NH+](C)C ChEBI InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3/p+1 ChEBI PWWVAXIEGOYWEE-UHFFFAOYSA-O ChEBI promethazine cation ChEBI promethazinium ChEBI A nucleotide having guanine as the base. chebi_ontology CHEBI:61292 guanyl nucleotide A nucleotide having adenine as the base. chebi_ontology CHEBI:61293 adenyl nucleotide A purine ribonucleotide where the purine is guanine. chebi_ontology CHEBI:61295 guanyl ribonucleotide A purine riboncleotide where adenine is the purine. chebi_ontology adenine ribonucleotide CHEBI:61296 adenyl ribonucleotide adenine ribonucleotide SUBMITTER A purine 2'-deoxyribonucleotide where the purine is adenine. chebi_ontology adenine deoxyribonucleotide CHEBI:61297 adenyl deoxyribonucleotide adenine deoxyribonucleotide SUBMITTER A steroid compound with a structure based on a 21-carbon (pregnane) skeleton. chebi_ontology CHEBI:61313 C21-steroid A dicarboxylate that contains four carbon atoms. chebi_ontology CHEBI:61336 C4-dicarboxylate Any hydroxy carboxylic acid which contains a hydroxy group located beta- to the carboxylic acid group. chebi_ontology 3-hydroxy carboxylic acids 3-hydroxycarboxylic acid 3-hydroxycarboxylic acids beta-hydroxy carboxylic acid beta-hydroxy carboxylic acids beta-hydroxycarboxylic acid beta-hydroxycarboxylic acids CHEBI:61355 3-hydroxy carboxylic acid 3-hydroxy carboxylic acids ChEBI 3-hydroxycarboxylic acid ChEBI 3-hydroxycarboxylic acids ChEBI beta-hydroxy carboxylic acid ChEBI beta-hydroxy carboxylic acids ChEBI beta-hydroxycarboxylic acid ChEBI beta-hydroxycarboxylic acids ChEBI A 2'-deoxyribonucleoside 5'-triphosphate(4-) that is the tetraanion of 2'-deoxyadenosine 5'-triphosphate(dATP), arising from deprotonation of the four triphosphate OH groups; major species at pH 7.3. MetaCyc:DATP Reaxys:5788808 chebi_ontology -4 2'-deoxyadenosine 5'-triphosphate 2'-deoxyadenosine 5'-triphosphate tetraanion 2'-deoxyadenosine 5'-triphosphate(4-) 486.970 487.14990 C10H12N5O12P3 InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/p-4/t5-,6+,7+/m0/s1 Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)O1 SUYVUBYJARFZHO-RRKCRQDMSA-J dATP dATP tetraanion CHEBI:61404 dATP(4-) MetaCyc:DATP SUBMITTER Reaxys:5788808 Reaxys -4 ChEBI 2'-deoxyadenosine 5'-triphosphate ChEBI 2'-deoxyadenosine 5'-triphosphate tetraanion ChEBI 2'-deoxyadenosine 5'-triphosphate(4-) SUBMITTER 486.970 ChEBI 487.14990 ChEBI C10H12N5O12P3 ChEBI InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/p-4/t5-,6+,7+/m0/s1 ChEBI Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)O1 ChEBI SUYVUBYJARFZHO-RRKCRQDMSA-J ChEBI dATP UniProt dATP tetraanion SUBMITTER An S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur. CHEBI:43601 CAS:367-93-1 PDBeChem:IPT PMID:16274703 PMID:7621904 PMID:7746284 Patent:US6995145 Reaxys:4631 colombos:IPTG colombos:IPTG:+UNKNOWNmM colombos:IPTG:+_unknownmM chebi_ontology 0 238.087 238.30100 BPHPUYQFMNQIOC-NXRLNHOXSA-N C9H18O5S CC(C)S[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O IPTG InChI=1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5-,6+,7+,8-,9+/m1/s1 isopropyl beta-D-1-thiogalactopyranoside isopropyl beta-D-thiogalactoside isopropyl thiogalactoside isopropyl-beta-D-thiogalactopyranoside isopropyl-beta-D-thiogalactoside CHEBI:61448 isopropyl beta-D-thiogalactopyranoside CAS:367-93-1 ChemIDplus PMID:16274703 Europe PMC PMID:7621904 Europe PMC PMID:7746284 Europe PMC Reaxys:4631 Reaxys 0 ChEBI 238.087 ChEBI 238.30100 ChEBI BPHPUYQFMNQIOC-NXRLNHOXSA-N ChEBI C9H18O5S ChEBI CC(C)S[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O ChEBI IPTG SUBMITTER InChI=1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5-,6+,7+,8-,9+/m1/s1 ChEBI isopropyl beta-D-1-thiogalactopyranoside ChEBI isopropyl beta-D-thiogalactoside ChemIDplus isopropyl thiogalactoside ChemIDplus isopropyl-beta-D-thiogalactopyranoside ChemIDplus isopropyl-beta-D-thiogalactoside ChemIDplus A ribonucleoside triphosphate oxoanion arising from global deprotonation of the triphosphate group of any nucleoside triphosphate. nucleoside triphosphate(4-) chebi_ontology -4 368.918 384.06500 C5H8O13P3R C[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O NTP tetraanion NTP(4-) a ribonucleoside 5'-triphosphate nucleoside 5'-triphosphate tetraanion CHEBI:61557 nucleoside triphosphate(4-) nucleoside triphosphate(4-) ChEBI -4 ChEBI 368.918 ChEBI 384.06500 ChEBI C5H8O13P3R ChEBI C[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ChEBI NTP tetraanion ChEBI NTP(4-) SUBMITTER a ribonucleoside 5'-triphosphate UniProt nucleoside 5'-triphosphate tetraanion ChEBI A 2'-deoxyribonucleoside triphosphate oxoanion being the tetraanion formed by global deprotonation of the triphosphate group. chebi_ontology -4 352.923 368.06560 C5H8O12P3R C[C@H]1C[C@H](O)[C@@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)O1 a 2'-deoxyribonucleoside 5'-triphosphate dNTP(4-) deoxyribonucleoside triphosphate(4-) CHEBI:61560 2'-deoxyribonucleoside 5'-triphosphate(4-) -4 ChEBI 352.923 ChEBI 368.06560 ChEBI C5H8O12P3R ChEBI C[C@H]1C[C@H](O)[C@@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)O1 ChEBI a 2'-deoxyribonucleoside 5'-triphosphate UniProt dNTP(4-) SUBMITTER deoxyribonucleoside triphosphate(4-) ChEBI chebi_ontology CHEBI:616459 carbamimidoylazanium An organophosphate anion resulting from deprotonation of at least one of the acidic hydroxy groups from the triphosphate moiety of a 2'-deoxyribonucleoside triphosphate. chebi_ontology 2'-deoxyribonucleoside triphosphate anion 2'-deoxyribonucleoside triphosphate anions 2'-deoxyribonucleoside triphosphate oxoanions CHEBI:61662 2'-deoxyribonucleoside triphosphate oxoanion 2'-deoxyribonucleoside triphosphate anion ChEBI 2'-deoxyribonucleoside triphosphate anions ChEBI 2'-deoxyribonucleoside triphosphate oxoanions ChEBI Any cyclitol having one or more alcoholic hydroxy groups replaced by substituted or unsubstituted amino groups. chebi_ontology amino cyclitols aminocyclitol aminocyclitols CHEBI:61689 amino cyclitol amino cyclitols ChEBI aminocyclitol ChEBI aminocyclitols ChEBI Any organic molecular entity derived from a fatty acid. chebi_ontology FA derivative FA derivatives fatty acid derivatives CHEBI:61697 fatty acid derivative FA derivative ChEBI FA derivatives ChEBI fatty acid derivatives ChEBI An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39). Wikipedia:Nitric_oxide_synthase chebi_ontology EC 1.14.13.39 (nitric oxide synthase) inhibitors EC 1.14.13.39 inhibitor EC 1.14.13.39 inhibitors NADPH-diaphorase inhibitor NADPH-diaphorase inhibitors NO synthase inhibitor NO synthase inhibitors endothelium-derived relaxation factor-forming enzyme inhibitor endothelium-derived relaxation factor-forming enzyme inhibitors endothelium-derived relaxing factor synthase inhibitor endothelium-derived relaxing factor synthase inhibitors nitric oxide synthase (EC 1.14.13.39) inhibitor nitric oxide synthase (EC 1.14.13.39) inhibitors nitric oxide synthase inhibitor nitric oxide synthase inhibitors nitric oxide synthetase inhibitor nitric oxide synthetase inhibitors nitric-oxide synthetase inhibitor nitric-oxide synthetase inhibitors CHEBI:61908 EC 1.14.13.39 (nitric oxide synthase) inhibitor EC 1.14.13.39 (nitric oxide synthase) inhibitors ChEBI EC 1.14.13.39 inhibitor ChEBI EC 1.14.13.39 inhibitors ChEBI NADPH-diaphorase inhibitor ChEBI NADPH-diaphorase inhibitors ChEBI NO synthase inhibitor ChEBI NO synthase inhibitors ChEBI endothelium-derived relaxation factor-forming enzyme inhibitor ChEBI endothelium-derived relaxation factor-forming enzyme inhibitors ChEBI endothelium-derived relaxing factor synthase inhibitor ChEBI endothelium-derived relaxing factor synthase inhibitors ChEBI nitric oxide synthase (EC 1.14.13.39) inhibitor ChEBI nitric oxide synthase (EC 1.14.13.39) inhibitors ChEBI nitric oxide synthase inhibitor ChEBI nitric oxide synthase inhibitors ChEBI nitric oxide synthetase inhibitor ChEBI nitric oxide synthetase inhibitors ChEBI nitric-oxide synthetase inhibitor ChEBI nitric-oxide synthetase inhibitors ChEBI A trisaccharide comprised of three D-glucose residues connected by alpha(1->4) linkages. chebi_ontology maltotrioses CHEBI:61991 maltotriose trisaccharide maltotrioses ChEBI A maltotriose trisaccharide in which the glucose residue at the reducing end is in the aldehydo open-chain form. CAS:1109-28-0 KEGG:C01835 PDBeChem:MLR Reaxys:100354 alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-D-glucose chebi_ontology 0 504.169 504.43710 Amylotriose C18H32O16 D-maltotriose InChI=1S/C18H32O16/c19-1-5(23)9(25)15(6(24)2-20)33-18-14(30)12(28)16(8(4-22)32-18)34-17-13(29)11(27)10(26)7(3-21)31-17/h1,5-18,20-30H,2-4H2/t5-,6+,7+,8+,9+,10+,11-,12+,13+,14+,15+,16+,17+,18+/m0/s1 OC[C@@H](O)[C@@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C=O RXVWSYJTUUKTEA-CGQAXDJHSA-N alpha-D-Glcp-(1->4)-alpha-D-Glcp-(1->4)-D-Glc CHEBI:61993 maltotriose CAS:1109-28-0 ChemIDplus CAS:1109-28-0 KEGG COMPOUND Reaxys:100354 Reaxys alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-D-glucose IUPAC 0 ChEBI 504.169 ChEBI 504.43710 ChEBI Amylotriose ChemIDplus Amylotriose KEGG_COMPOUND C18H32O16 ChEBI D-maltotriose ChEBI InChI=1S/C18H32O16/c19-1-5(23)9(25)15(6(24)2-20)33-18-14(30)12(28)16(8(4-22)32-18)34-17-13(29)11(27)10(26)7(3-21)31-17/h1,5-18,20-30H,2-4H2/t5-,6+,7+,8+,9+,10+,11-,12+,13+,14+,15+,16+,17+,18+/m0/s1 ChEBI OC[C@@H](O)[C@@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C=O ChEBI RXVWSYJTUUKTEA-CGQAXDJHSA-N ChEBI alpha-D-Glcp-(1->4)-alpha-D-Glcp-(1->4)-D-Glc JCBN Zwitterionic form of a polar amino acid having an anionic carboxy group and a protonated amino group. MetaCyc:Polar-amino-acids chebi_ontology 0 74.024 74.05870 C2H4NO2R [NH3+]C([*])C([O-])=O a polar amino acid CHEBI:62031 polar amino acid zwitterion MetaCyc:Polar-amino-acids SUBMITTER 0 ChEBI 74.024 ChEBI 74.05870 ChEBI C2H4NO2R ChEBI [NH3+]C([*])C([O-])=O ChEBI a polar amino acid UniProt Any donor that can transfer acyl groups between molecular entities. PMID:16100120 PMID:19052863 chebi_ontology CHEBI:62049 acyl donor PMID:16100120 Europe PMC PMID:19052863 Europe PMC A monocarboxylic acid anion that is the conjugate base of nalidixic acid; major species at pH 7.3. PMID:10793679 PMID:16107187 PMID:375215 PMID:6283318 PMID:673862 PMID:766016 PMID:785214 PMID:8893520 Reaxys:3556893 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate chebi_ontology -1 231.077 231.22730 C12H11N2O3 CCn1cc(C([O-])=O)c(=O)c2ccc(C)nc12 InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)/p-1 MHWLWQUZZRMNGJ-UHFFFAOYSA-M nalidixate nalidixate anion nalidixate(1-) CHEBI:62070 nalidixic acid anion PMID:10793679 Europe PMC PMID:16107187 Europe PMC PMID:375215 Europe PMC PMID:6283318 Europe PMC PMID:673862 Europe PMC PMID:766016 Europe PMC PMID:785214 Europe PMC PMID:8893520 Europe PMC Reaxys:3556893 Reaxys 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate IUPAC -1 ChEBI 231.077 ChEBI 231.22730 ChEBI C12H11N2O3 ChEBI CCn1cc(C([O-])=O)c(=O)c2ccc(C)nc12 ChEBI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)/p-1 ChEBI MHWLWQUZZRMNGJ-UHFFFAOYSA-M ChEBI nalidixate ChEBI nalidixate anion ChEBI nalidixate(1-) ChEBI An alkanesulfonate in which the carbon at position 1 is attached to at least two hydrogens. KEGG:C15521 MetaCyc:Alkanesulfonates chebi_ontology -1 1,1-di-unsubstituted alkanesulfonate 1,1-di-unsubstituted alkanesulfonates 1,1-diunsubstituted alkanesulfonates 93.972 94.09000 CH2O3SR [H]C([H])([*])S([O-])(=O)=O CHEBI:62081 1,1-diunsubstituted alkanesulfonate -1 ChEBI 1,1-di-unsubstituted alkanesulfonate ChEBI 1,1-di-unsubstituted alkanesulfonates ChEBI 1,1-diunsubstituted alkanesulfonates ChEBI 93.972 ChEBI 94.09000 ChEBI CH2O3SR ChEBI [H]C([H])([*])S([O-])(=O)=O ChEBI Any mannosamine carrying an N-acetyl substituent chebi_ontology N-acetylmannosamines CHEBI:62164 N-acetylmannosamine N-acetylmannosamines ChEBI Any rhamnose having L-configuration. L-rhamnose occurs naturally in many plant glycosides and some gram-negative bacterial lipopolysaccharides. DrugBank:DB02961 HMDB:HMDB00849 KEGG:C00507 PMID:19913595 PMID:22770225 Wikipedia:Rhamnose chebi_ontology L-rhamnoses CHEBI:62345 L-rhamnose PMID:19913595 Europe PMC PMID:22770225 Europe PMC L-rhamnoses ChEBI The organophosphate oxoanion that is the monoanion formed from biotinyl-5'-AMP by loss of a proton from the phospho group; major microspecies at pH 7.3. MetaCyc:BIO-5-AMP chebi_ontology -1 572.133 572.50900 C20H27N7O9PS InChI=1S/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/p-1/t9-,10+,11-,13-,15+,16+,19+/m0/s1 UTQCSTJVMLODHM-RHCAYAJFSA-M [H][C@]12CS[C@@H](CCCCC(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)[C@@]1([H])NC(=O)N2 biotinyl-5'-AMP biotinyl-5'-adenylate biotinyl-5'-adenylate (1-) CHEBI:62414 biotinyl-5'-AMP(1-) MetaCyc:BIO-5-AMP SUBMITTER -1 ChEBI 572.133 ChEBI 572.50900 ChEBI C20H27N7O9PS ChEBI InChI=1S/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/p-1/t9-,10+,11-,13-,15+,16+,19+/m0/s1 ChEBI UTQCSTJVMLODHM-RHCAYAJFSA-M ChEBI [H][C@]12CS[C@@H](CCCCC(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)[C@@]1([H])NC(=O)N2 ChEBI biotinyl-5'-AMP UniProt biotinyl-5'-adenylate MetaCyc biotinyl-5'-adenylate (1-) SUBMITTER A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell. chebi_ontology signal molecule signal molecules signaling molecule signaling molecules signalling molecules CHEBI:62488 signalling molecule signal molecule ChEBI signal molecules ChEBI signaling molecule ChEBI signaling molecules ChEBI signalling molecules ChEBI An amide in which the amide linkage is bonded directly to an aromatic system. chebi_ontology aromatic amides CHEBI:62733 aromatic amide aromatic amides ChEBI A family of nitrogen molecular entities which are highly reactive and derived from nitric oxide (.NO) and superoxide (O2.(-)) produced via the enzymatic activity of inducible nitric oxide synthase 2 (NOS2) and NADPH oxidase respectively. PMID:12076975 PMID:17667957 PMID:9741578 Wikipedia:Reactive_nitrogen_species chebi_ontology RNI RNS CHEBI:62764 reactive nitrogen species PMID:12076975 SUBMITTER PMID:17667957 SUBMITTER PMID:9741578 SUBMITTER RNI SUBMITTER RNS SUBMITTER Any additive that enhances the efficiency of fuel. chebi_ontology fuel additives fuel enhancer CHEBI:62803 fuel additive fuel additives ChEBI fuel enhancer ChEBI Any compound that is able to prevent damage to the liver. chebi_ontology antihepatotoxic agent hepatoprotective agents CHEBI:62868 hepatoprotective agent antihepatotoxic agent ChEBI hepatoprotective agents ChEBI A carboxylic acid anion that is the conjugate base of a sialic acid, formed by deprotonation of the carboxy group. chebi_ontology sialic acid anions CHEBI:62944 sialic acid anion sialic acid anions ChEBI An inorganic sulfate salt obtained by reaction of sulfuric acid with two equivalents of ammonia. A high-melting (decomposes above 280degreeC) white solid which is very soluble in water (70.6 g/100 g water at 0degreeC; 103.8 g/100 g water at 100degreeC), it is widely used as a fertilizer for alkaline soils. CAS:7783-20-2 KEGG:D08853 MetaCyc:NH42SO4 PMID:20556652 Reaxys:11343144 Wikipedia:Ammonium_sulfate diazanium sulfate chebi_ontology (NH4)2SO4 0 132.020 132.14000 BFNBIHQBYMNNAN-UHFFFAOYSA-N H8N2O4S InChI=1S/2H3N.H2O4S/c;;1-5(2,3)4/h2*1H3;(H2,1,2,3,4) [NH4+].[NH4+].[O-]S([O-])(=O)=O ammonium sulfate (2:1) ammonium sulphate diammonium sulfate mascagnite sulfuric acid ammonium salt (1:2) sulfuric acid, diammonium salt CHEBI:62946 ammonium sulfate CAS:7783-20-2 ChemIDplus CAS:7783-20-2 KEGG DRUG PMID:20556652 Europe PMC Reaxys:11343144 Reaxys diazanium sulfate IUPAC (NH4)2SO4 ChEBI 0 ChEBI 132.020 ChEBI 132.14000 ChEBI BFNBIHQBYMNNAN-UHFFFAOYSA-N ChEBI H8N2O4S ChEBI InChI=1S/2H3N.H2O4S/c;;1-5(2,3)4/h2*1H3;(H2,1,2,3,4) ChEBI [NH4+].[NH4+].[O-]S([O-])(=O)=O ChEBI ammonium sulfate (2:1) ChemIDplus ammonium sulphate SUBMITTER diammonium sulfate IUPAC mascagnite ChemIDplus sulfuric acid ammonium salt (1:2) ChemIDplus sulfuric acid, diammonium salt ChemIDplus An organic sodium salt which is the monosodium salt of formic acid. CAS:141-53-7 PMID:21760741 Reaxys:3595134 chebi_ontology 0 67.987 68.00720 CHNaO2 FORMIC ACID, NA SALT Formic acid, sodium salt (1:1) HLBBKKJFGFRGMU-UHFFFAOYSA-M InChI=1S/CH2O2.Na/c2-1-3;/h1H,(H,2,3);/q;+1/p-1 Sodium methanoate [Na+].[H]C([O-])=O formic acid, sodium salt sodium formiate CHEBI:62965 sodium formate CAS:141-53-7 NIST Chemistry WebBook CAS:141-53-7 SUBMITTER PMID:21760741 Europe PMC Reaxys:3595134 Reaxys 0 ChEBI 67.987 ChEBI 68.00720 ChEBI CHNaO2 ChEBI FORMIC ACID, NA SALT ChemIDplus Formic acid, sodium salt (1:1) ChemIDplus HLBBKKJFGFRGMU-UHFFFAOYSA-M ChEBI InChI=1S/CH2O2.Na/c2-1-3;/h1H,(H,2,3);/q;+1/p-1 ChEBI Sodium methanoate NIST_Chemistry_WebBook [Na+].[H]C([O-])=O ChEBI formic acid, sodium salt SUBMITTER sodium formiate ChEBI The inorganic nitrate salt of sodium. CAS:7631-99-4 Reaxys:11343077 Wikipedia:Sodium_nitrate sodium nitrate sodium trioxidonitrate(1-) chebi_ontology 0 84.978 84.99470 Chile saltpeter Cubic niter InChI=1S/NO3.Na/c2-1(3)4;/q-1;+1 NNaO3 Niter Nitrate de sodium Nitrate of soda Nitric acid monosodium salt Nitric acid sodium salt (1:1) Nitric acid, sodium salt Sodium saltpeter Sodium(I) nitrate (1:1) VWDWKYIASSYTQR-UHFFFAOYSA-N [Na+].[O-][N+]([O-])=O CHEBI:63005 sodium nitrate CAS:7631-99-4 ChemIDplus Reaxys:11343077 Reaxys sodium nitrate IUPAC sodium trioxidonitrate(1-) IUPAC 0 ChEBI 84.978 ChEBI 84.99470 ChEBI Chile saltpeter SUBMITTER Cubic niter ChemIDplus InChI=1S/NO3.Na/c2-1(3)4;/q-1;+1 ChEBI NNaO3 ChEBI Niter ChemIDplus Nitrate de sodium ChemIDplus Nitrate of soda ChemIDplus Nitrate of soda SUBMITTER Nitric acid monosodium salt ChemIDplus Nitric acid sodium salt (1:1) ChemIDplus Nitric acid, sodium salt ChemIDplus Sodium saltpeter ChemIDplus Sodium(I) nitrate (1:1) ChemIDplus VWDWKYIASSYTQR-UHFFFAOYSA-N ChEBI [Na+].[O-][N+]([O-])=O ChEBI An inorganic chloride in which manganese(II) is coordinated to two chloride ions. In its anhydrous state manganese(II) chloride is a polymeric solid, which adopts a layered cadmium chloride-like structure. CAS:7773-01-5 MetaCyc:CPD0-2394 PMID:101555 PMID:146543 PMID:19801673 PMID:3143594 PMID:4476198 PMID:4771199 PMID:98204 Reaxys:8128170 Wikipedia:Manganese(II)_chloride colombos:MgSO4 colombos:MnCl2 manganese(2+) dichloride chebi_ontology 0 124.876 125.84400 Cl2Mn Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L InChI=1S/2ClH.Mn/h2*1H;/q;;+2/p-2 Mangandichlorid Manganese bichloride Manganese(II) chloride (1:2) Manganous chloride dichlorure de manganese manganese(II) dichloride manganous chloride manganous dichloride CHEBI:63041 manganese(II) chloride CAS:7773-01-5 ChemIDplus CAS:7773-01-5 NIST Chemistry WebBook PMID:101555 Europe PMC PMID:146543 Europe PMC PMID:19801673 Europe PMC PMID:3143594 Europe PMC PMID:4476198 Europe PMC PMID:4771199 Europe PMC PMID:98204 Europe PMC Reaxys:8128170 Reaxys manganese(2+) dichloride IUPAC 0 ChEBI 124.876 ChEBI 125.84400 ChEBI Cl2Mn ChEBI Cl[Mn]Cl ChEBI GLFNIEUTAYBVOC-UHFFFAOYSA-L ChEBI InChI=1S/2ClH.Mn/h2*1H;/q;;+2/p-2 ChEBI Mangandichlorid ChEBI Manganese bichloride ChemIDplus Manganese(II) chloride (1:2) ChemIDplus Manganous chloride ChemIDplus dichlorure de manganese ChEBI manganese(II) dichloride ChEBI manganous chloride SUBMITTER manganous dichloride NIST_Chemistry_WebBook The inorganic nitrate salt of potassium. CAS:7757-79-1 KEGG:D02051 PMID:20062955 PMID:21566718 PMID:21770249 PMID:21905227 Reaxys:16014598 Wikipedia:Potassium_nitrate colombos:KNO3 potassium nitrate chebi_ontology 0 100.952 101.10320 FGIUAXJPYTZDNR-UHFFFAOYSA-N InChI=1S/K.NO3/c;2-1(3)4/q+1;-1 KNO3 Kaliumnitrat Niter Nitrate of potash Nitre Nitric acid, potassium salt Salt peter Saltpeter [K+].[O-][N+]([O-])=O saltpetre CHEBI:63043 potassium nitrate CAS:7757-79-1 ChemIDplus KEGG:D02051 SUBMITTER PMID:20062955 Europe PMC PMID:21566718 Europe PMC PMID:21770249 Europe PMC PMID:21905227 Europe PMC Reaxys:16014598 Reaxys potassium nitrate IUPAC 0 ChEBI 100.952 ChEBI 101.10320 ChEBI FGIUAXJPYTZDNR-UHFFFAOYSA-N ChEBI InChI=1S/K.NO3/c;2-1(3)4/q+1;-1 ChEBI KNO3 ChEBI Kaliumnitrat ChemIDplus Niter ChemIDplus Nitrate of potash ChemIDplus Nitre ChemIDplus Nitric acid, potassium salt ChemIDplus Salt peter ChemIDplus Saltpeter ChemIDplus [K+].[O-][N+]([O-])=O ChEBI saltpetre SUBMITTER The chemical role played by a substance that stabilizes an emulsion by increasing its kinetic stability. chebi_ontology emulgent emulgents emulsifiers CHEBI:63046 emulsifier emulgent ChEBI emulgents ChEBI emulsifiers ChEBI Any zinc ion that is positively charged. chebi_ontology zinc cations CHEBI:63056 zinc cation zinc cations ChEBI A transition element cation where the metal is specifed as cadmium. chebi_ontology cadmium cations CHEBI:63063 cadmium cation cadmium cations ChEBI A beta-amino-acid anion that is the conjugate base of beta-alanine. Reaxys:3536336 3-aminopropanoate chebi_ontology -1 88.040 88.08520 C3H6NO2 InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)/p-1 NCCC([O-])=O UCMIRNVEIXFBKS-UHFFFAOYSA-M beta-alaninate anion beta-alaninate(1-) CHEBI:63070 beta-alaninate Reaxys:3536336 Reaxys 3-aminopropanoate IUPAC -1 ChEBI 88.040 ChEBI 88.08520 ChEBI C3H6NO2 ChEBI InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)/p-1 ChEBI NCCC([O-])=O ChEBI UCMIRNVEIXFBKS-UHFFFAOYSA-M ChEBI beta-alaninate anion ChEBI beta-alaninate(1-) ChEBI An L-alpha-amino acid anion that is the conjugate base of L-homocysteine, obtained by deprotonation of the carboxy group. MetaCyc:L-HOMOCYSTEATE Reaxys:6965804 (2S)-2-amino-4-sulfanylbutanoate chebi_ontology -1 134.028 134.17700 C4H8NO2S FFFHZYDWPBMWHY-VKHMYHEASA-M InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/p-1/t3-/m0/s1 L-homocysteate L-homocysteinate anion L-homocysteinate(1-) N[C@@H](CCS)C([O-])=O CHEBI:63072 L-homocysteinate Reaxys:6965804 Reaxys (2S)-2-amino-4-sulfanylbutanoate IUPAC -1 ChEBI 134.028 ChEBI 134.17700 ChEBI C4H8NO2S ChEBI FFFHZYDWPBMWHY-VKHMYHEASA-M ChEBI InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/p-1/t3-/m0/s1 ChEBI L-homocysteate MetaCyc L-homocysteinate anion ChEBI L-homocysteinate(1-) ChEBI N[C@@H](CCS)C([O-])=O ChEBI An N-acetylmannosamine having D-configuration. CAS:3615-17-6 HMDB:HMDB01129 KEGG:C00645 KNApSAcK:C00019583 PMID:24430654 PMID:24521460 Reaxys:1115779 2-acetamido-2-deoxy-D-mannopyranose chebi_ontology 0 2-Acetamido-2-deoxy-D-mannose 221.090 221.20780 C8H15NO6 CC(=O)N[C@@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8?/m1/s1 ManNAc N-acetylmannosamine OVRNDRQMDRJTHS-ZTVVOAFPSA-N CHEBI:63153 N-acetyl-D-mannosamine CAS:3615-17-6 KEGG COMPOUND PMID:24430654 Europe PMC PMID:24521460 Europe PMC Reaxys:1115779 Reaxys 2-acetamido-2-deoxy-D-mannopyranose IUPAC 0 ChEBI 2-Acetamido-2-deoxy-D-mannose KEGG_COMPOUND 221.090 ChEBI 221.20780 ChEBI C8H15NO6 ChEBI CC(=O)N[C@@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O ChEBI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8?/m1/s1 ChEBI ManNAc ChEBI N-acetylmannosamine ChEBI OVRNDRQMDRJTHS-ZTVVOAFPSA-N ChEBI A carbohydrate derivative arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to an oxygen, carbon, nitrogen or sulfur atom of a separate entity. chebi_ontology glycosyl compounds CHEBI:63161 glycosyl compound glycosyl compounds ChEBI An organophosphate oxoanion resulting from deprotonation of at least one of the acidic hydroxy groups from the phosphate moiety of a ribonucleoside monophosphate. chebi_ontology ribonucleoside monophosphate oxoanions CHEBI:63165 ribonucleoside monophosphate oxoanion ribonucleoside monophosphate oxoanions ChEBI The element or compound in a reduction-oxidation (redox) reaction that donates an electron to another species. Wikipedia:Reducing_agent chebi_ontology reducer reducers reducing agents reductant reductants CHEBI:63247 reducing agent reducer ChEBI reducers ChEBI reducing agents ChEBI reductant ChEBI reductants ChEBI A substance that removes electrons from another reactant in a redox reaction. chebi_ontology oxidant oxidants oxidiser oxidisers oxidising agents oxidizer oxidizers oxidizing agent oxidizing agents CHEBI:63248 oxidising agent oxidant ChEBI oxidants ChEBI oxidiser ChEBI oxidisers ChEBI oxidising agents ChEBI oxidizer ChEBI oxidizers ChEBI oxidizing agent ChEBI oxidizing agents ChEBI Any organooxygen compound derived from a carbohydrate by replacement of one or more hydroxy group(s) by an amino group, a thiol group or similar heteroatomic groups. The term also includes derivatives of these compounds. chebi_ontology carbohydrate derivatives derivatised carbohydrate derivatised carbohydrates derivatized carbohydrate derivatized carbohydrates CHEBI:63299 carbohydrate derivative carbohydrate derivatives ChEBI derivatised carbohydrate ChEBI derivatised carbohydrates ChEBI derivatized carbohydrate ChEBI derivatized carbohydrates ChEBI An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of alkaline phosphatase (EC 3.1.3.1). Wikipedia:Alkaline_phosphatase chebi_ontology EC 3.1.3.1 (alkaline phosphatase) inhibitors EC 3.1.3.1 inhibitor EC 3.1.3.1 inhibitors alkaline phenyl phosphatase inhibitor alkaline phenyl phosphatase inhibitors alkaline phosphatase (EC 3.1.3.1) inhibitor alkaline phosphatase (EC 3.1.3.1) inhibitors alkaline phosphatase inhibitor alkaline phosphatase inhibitors alkaline phosphohydrolase inhibitor alkaline phosphohydrolase inhibitors alkaline phosphomonoesterase inhibitor alkaline phosphomonoesterase inhibitors glycerophosphatase inhibitor glycerophosphatase inhibitors orthophosphoric-monoester phosphohydrolase (alkaline optimum) inhibitor orthophosphoric-monoester phosphohydrolase (alkaline optimum) inhibitors phosphate-monoester phosphohydrolase (alkaline optimum) inhibitor phosphate-monoester phosphohydrolase (alkaline optimum) inhibitors phosphomonoesterase inhibitor phosphomonoesterase inhibitors CHEBI:63332 EC 3.1.3.1 (alkaline phosphatase) inhibitor EC 3.1.3.1 (alkaline phosphatase) inhibitors ChEBI EC 3.1.3.1 inhibitor ChEBI EC 3.1.3.1 inhibitors ChEBI alkaline phenyl phosphatase inhibitor ChEBI alkaline phenyl phosphatase inhibitors ChEBI alkaline phosphatase (EC 3.1.3.1) inhibitor ChEBI alkaline phosphatase (EC 3.1.3.1) inhibitors ChEBI alkaline phosphatase inhibitor ChEBI alkaline phosphatase inhibitors ChEBI alkaline phosphohydrolase inhibitor ChEBI alkaline phosphohydrolase inhibitors ChEBI alkaline phosphomonoesterase inhibitor ChEBI alkaline phosphomonoesterase inhibitors ChEBI glycerophosphatase inhibitor ChEBI glycerophosphatase inhibitors ChEBI orthophosphoric-monoester phosphohydrolase (alkaline optimum) inhibitor ChEBI orthophosphoric-monoester phosphohydrolase (alkaline optimum) inhibitors ChEBI phosphate-monoester phosphohydrolase (alkaline optimum) inhibitor ChEBI phosphate-monoester phosphohydrolase (alkaline optimum) inhibitors ChEBI phosphomonoesterase inhibitor ChEBI phosphomonoesterase inhibitors ChEBI A carbohydrate derivative formally obtained from a deoxy sugar. chebi_ontology deoxy sugar derivatives deoxysugar derivative deoxysugar derivatives CHEBI:63338 deoxy sugar derivative deoxy sugar derivatives ChEBI deoxysugar derivative ChEBI deoxysugar derivatives ChEBI A deoxy sugar derivative that is formally obtained from a deoxyhexose. chebi_ontology deoxyhexose derivatives CHEBI:63340 deoxyhexose derivative deoxyhexose derivatives ChEBI A deoxy sugar derivative that is formally obtained from a deoxyketohexose. chebi_ontology deoxyketohexose derivatives CHEBI:63350 deoxyketohexose derivative deoxyketohexose derivatives ChEBI A carbohydrate derivative that is formally obtained from a disaccharide. chebi_ontology disaccharide derivatives CHEBI:63353 disaccharide derivative disaccharide derivatives ChEBI A carbohydrate derivative that is formally obtained from a monosaccharide. chebi_ontology monosaccharide derivatives CHEBI:63367 monosaccharide derivative monosaccharide derivatives ChEBI A monosaccharide derivative that is formally obtained from a hexose. chebi_ontology hexose derivatives CHEBI:63385 hexose derivative hexose derivatives ChEBI A monosaccharide derivative that is formally obtained from a ketoaldonic acid. chebi_ontology ketoaldonic acid derivatives CHEBI:63394 ketoaldonic acid derivative ketoaldonic acid derivatives ChEBI A monosaccharide derivative that is formally obtained from a pentose. chebi_ontology pentose derivatives CHEBI:63409 pentose derivative pentose derivatives ChEBI A carbohydrate derivative that is formally obtained from an alditol. chebi_ontology alditol derivatives CHEBI:63423 alditol derivative alditol derivatives ChEBI A carbohydrate derivative that is formally obtained from a carbohydrate acid. chebi_ontology carbohydrate acid derivatives CHEBI:63436 carbohydrate acid derivative carbohydrate acid derivatives ChEBI A sulfur-containing amino acid whose alpha-carboxylic acid group is ionized (not protonated). chebi_ontology sulfur-containing amino-acid anions CHEBI:63470 sulfur-containing amino-acid anion sulfur-containing amino-acid anions ChEBI A branched-chain amino acid whose alpha-carboxylic acid group is ionized (not protonated). chebi_ontology branched-chain amino-acid anions CHEBI:63471 branched-chain amino-acid anion branched-chain amino-acid anions ChEBI An aromatic amino acid whose alpha-carboxylic acid group is ionized (non-protonated). chebi_ontology aromatic amino-acid anions CHEBI:63473 aromatic amino-acid anion aromatic amino-acid anions ChEBI A substance capable of undergoing rapid and highly exothermic decomposition. Wikipedia:Explosive_material chebi_ontology explosive compound explosive compounds explosive material explosives explosives chemical explosives chemicals CHEBI:63490 explosive explosive compound ChEBI explosive compounds ChEBI explosive material ChEBI explosives ChEBI explosives chemical ChEBI explosives chemicals ChEBI An aralylamino compound which contains one amino group connected to an aromatic ring by a two-carbon chain. Monoamines are derived from aromatic amino acids like phenylalanine, tyrosine, tryptophan, and the thyroid hormones by the action of aromatic amino acid decarboxylase enzymes. PMID:21822758 PMID:21993877 PMID:22005599 PMID:22082101 PMID:22153577 PMID:22213370 PMID:22218931 PMID:22342987 PMID:22371656 chebi_ontology monoamines naturally occurring monoamine naturally occurring monoamines CHEBI:63534 monoamine PMID:21822758 Europe PMC PMID:21993877 Europe PMC PMID:22005599 Europe PMC PMID:22082101 Europe PMC PMID:22153577 Europe PMC PMID:22213370 Europe PMC PMID:22218931 Europe PMC PMID:22342987 Europe PMC PMID:22371656 Europe PMC monoamines ChEBI naturally occurring monoamine ChEBI naturally occurring monoamines ChEBI A carboxylic acid anion resulting from the deprotonation of the carboxy group of a carbohydrate acid derivative. chebi_ontology carbohydrate acid anion derivative carbohydrate acid anion derivatives carbohydrate acid derivative anions CHEBI:63551 carbohydrate acid derivative anion carbohydrate acid anion derivative ChEBI carbohydrate acid anion derivatives ChEBI carbohydrate acid derivative anions ChEBI A carbohydrate acid derivative anion that is formally obtained from a ketoaldonate. chebi_ontology ketoaldonate derivatives CHEBI:63561 ketoaldonate derivative ketoaldonate derivatives ChEBI A carbohydrate derivative that is formally obtained from an oligosaccharide. chebi_ontology O-glycosylglycoside derivative O-glycosylglycoside derivatives oligosaccharide derivatives CHEBI:63563 oligosaccharide derivative O-glycosylglycoside derivative ChEBI O-glycosylglycoside derivatives ChEBI oligosaccharide derivatives ChEBI Any compound that can be used for the treatment of neurodegenerative disorders. chebi_ontology neuroprotectant neuroprotectants neuroprotective agents CHEBI:63726 neuroprotective agent neuroprotectant ChEBI neuroprotectants ChEBI neuroprotective agents ChEBI An N-acyl-L-homoserine lactone having 3-oxohexanoyl as the acyl substituent. Reaxys:7479823 3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]hexanamide chebi_ontology (S)-3-(3-ketohexanamido)-2-oxotetrahydrofuran (S)-3-(3-ketohexanamido)butyrolactone (S)-3-(3-oxohexanamido)-2-oxotetrahydrofuran (S)-3-(3-oxohexanamido)butyrolactone 0 213.100 213.23040 C10H15NO4 CCCC(=O)CC(=O)N[C@H]1CCOC1=O InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1 N-(3-ketocaproyl)-L-homoserine lactone N-(3-ketohexanoyl)-L-homoserine lactone N-(beta-ketocaproyl)-L-homoserine lactone YRYOXRMDHALAFL-QMMMGPOBSA-N CHEBI:63789 N-(3-oxohexanoyl)-L-homoserine lactone Reaxys:7479823 Reaxys 3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]hexanamide IUPAC (S)-3-(3-ketohexanamido)-2-oxotetrahydrofuran ChEBI (S)-3-(3-ketohexanamido)butyrolactone ChEBI (S)-3-(3-oxohexanamido)-2-oxotetrahydrofuran ChEBI (S)-3-(3-oxohexanamido)butyrolactone ChEBI 0 ChEBI 213.100 ChEBI 213.23040 ChEBI C10H15NO4 ChEBI CCCC(=O)CC(=O)N[C@H]1CCOC1=O ChEBI InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1 ChEBI N-(3-ketocaproyl)-L-homoserine lactone ChEBI N-(3-ketohexanoyl)-L-homoserine lactone ChEBI N-(beta-ketocaproyl)-L-homoserine lactone ChEBI YRYOXRMDHALAFL-QMMMGPOBSA-N ChEBI An inorganic sodium salt having tungstate as the counterion. Combines with hydrogen peroxide for the oxidation of secondary amines to nitrones. CAS:13472-45-2 Reaxys:11343345 Wikipedia:Sodium_tungstate chebi_ontology 0 293.82000 293.910 Disodium tetraoxotungstate Disodium tungstate InChI=1S/2Na.4O.W/q2*+1;;;2*-1; Na2O4W Na2WO4 Sodium tungstate(VI) Sodium tungsten oxide Sodium wolframate Tungstic acid, disodium salt XMVONEAAOPAGAO-UHFFFAOYSA-N [Na+].[Na+].[O-][W]([O-])(=O)=O sodium tetraoxotungstate(VI) CHEBI:63940 sodium tungstate CAS:13472-45-2 ChemIDplus Reaxys:11343345 Reaxys 0 ChEBI 293.82000 ChEBI 293.910 ChEBI Disodium tetraoxotungstate ChemIDplus Disodium tungstate ChemIDplus InChI=1S/2Na.4O.W/q2*+1;;;2*-1; ChEBI Na2O4W ChEBI Na2WO4 ChEBI Sodium tungstate(VI) ChemIDplus Sodium tungsten oxide ChemIDplus Sodium wolframate ChemIDplus Tungstic acid, disodium salt ChemIDplus XMVONEAAOPAGAO-UHFFFAOYSA-N ChEBI [Na+].[Na+].[O-][W]([O-])(=O)=O ChEBI sodium tetraoxotungstate(VI) ChEBI Any lactone in which the cyclic carboxylic ester group forms a part of a cyclic macromolecule. CHEBI:50333 chebi_ontology macrocyclic lactones CHEBI:63944 macrocyclic lactone macrocyclic lactones ChEBI An agonist that selectively binds to and activates a protein kinase C receptor chebi_ontology protein kinase C agonists CHEBI:64018 protein kinase C agonist protein kinase C agonists ChEBI Any substance which is added to food to preserve or enhance its flavour and/or appearance. Wikipedia:Food_additive chebi_ontology food additives CHEBI:64047 food additive food additives ChEBI A food additive that is used to change or otherwise control the acidity or alkalinity of foods. They may be acids, bases, neutralising agents or buffering agents. Wikipedia:Acidity_regulator chebi_ontology acidity regulator acidity regulators food acidity regulators pH control agent pH control agents CHEBI:64049 food acidity regulator acidity regulator ChEBI acidity regulators ChEBI food acidity regulators ChEBI pH control agent ChEBI pH control agents ChEBI An agonist that selectively binds to and activates a protein kinase receptor. chebi_ontology protein kinase agonists CHEBI:64106 protein kinase agonist protein kinase agonists ChEBI An organic cation obtained by protonation of any erythromycin. erythromycin cation chebi_ontology CHEBI:64290 erythromycin cation erythromycin cation ChEBI An organic amino compound in which an aminoalkyl group is linked to an arene. chebi_ontology aralkylamino compounds CHEBI:64365 aralkylamino compound aralkylamino compounds ChEBI Any organic salt prepared using an organosulfonic acid as the acid component. chebi_ontology organosulfonate salts organosulphonate salt organosulphonate salts CHEBI:64382 organosulfonate salt organosulfonate salts ChEBI organosulphonate salt ChEBI organosulphonate salts ChEBI An organic aromatic compound whose structure contains two aromatic rings or ring systems, joined to each other by a single bond. chebi_ontology biaryls CHEBI:64459 biaryl biaryls ChEBI An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of tryptophan; major species at pH 7.3. 2-azaniumyl-3-(1H-indol-3-yl)propanoate chebi_ontology 0 2-ammonio-3-(1H-indol-3-yl)propanoate 204.090 204.22520 C11H12N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) QIVBCDIJIAJPQS-UHFFFAOYSA-N [NH3+]C(Cc1c[nH]c2ccccc12)C([O-])=O CHEBI:64554 tryptophan zwitterion 2-azaniumyl-3-(1H-indol-3-yl)propanoate IUPAC 0 ChEBI 2-ammonio-3-(1H-indol-3-yl)propanoate IUPAC 204.090 ChEBI 204.22520 ChEBI C11H12N2O2 ChEBI InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) ChEBI QIVBCDIJIAJPQS-UHFFFAOYSA-N ChEBI [NH3+]C(Cc1c[nH]c2ccccc12)C([O-])=O ChEBI An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of methionine; major species at pH 7.3. 2-azaniumyl-4-(methylsulfanyl)butanoate chebi_ontology 0 149.051 149.21100 2-ammonio-4-(methylsulfanyl)butanoate C5H11NO2S CSCCC([NH3+])C([O-])=O FFEARJCKVFRZRR-UHFFFAOYSA-N InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) methionine CHEBI:64558 methionine zwitterion 2-azaniumyl-4-(methylsulfanyl)butanoate IUPAC 0 ChEBI 149.051 ChEBI 149.21100 ChEBI 2-ammonio-4-(methylsulfanyl)butanoate IUPAC C5H11NO2S ChEBI CSCCC([NH3+])C([O-])=O ChEBI FFEARJCKVFRZRR-UHFFFAOYSA-N ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) ChEBI methionine UniProt An EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitor that interferes with the action of glycine hydroxymethyltransferase (EC 2.1.2.1). Wikipedia:Glycine_hydroxymethyltransferase chebi_ontology 5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase inhibitor 5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase inhibitors EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitors EC 2.1.2.1 inhibitor EC 2.1.2.1 inhibitors L-serine hydroxymethyltransferase inhibitor L-serine hydroxymethyltransferase inhibitors L-threonine aldolase inhibitor L-threonine aldolase inhibitors allothreonine aldolase inhibitor allothreonine aldolase inhibitors glycine hydroxymethyltransferase (EC 2.1.2.1) inhibitor glycine hydroxymethyltransferase (EC 2.1.2.1) inhibitors glycine hydroxymethyltransferase inhibitor glycine hydroxymethyltransferase inhibitors serine aldolase inhibitor serine aldolase inhibitors serine hydroxymethylase inhibitor serine hydroxymethylase inhibitors serine hydroxymethyltransferase inhibitor serine hydroxymethyltransferase inhibitors serine transhydroxymethylase inhibitor serine transhydroxymethylase inhibitors threonine aldolase inhibitor threonine aldolase inhibitors CHEBI:64570 EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor 5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase inhibitor ChEBI 5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase inhibitors ChEBI EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitors ChEBI EC 2.1.2.1 inhibitor ChEBI EC 2.1.2.1 inhibitors ChEBI L-serine hydroxymethyltransferase inhibitor ChEBI L-serine hydroxymethyltransferase inhibitors ChEBI L-threonine aldolase inhibitor ChEBI L-threonine aldolase inhibitors ChEBI allothreonine aldolase inhibitor ChEBI allothreonine aldolase inhibitors ChEBI glycine hydroxymethyltransferase (EC 2.1.2.1) inhibitor ChEBI glycine hydroxymethyltransferase (EC 2.1.2.1) inhibitors ChEBI glycine hydroxymethyltransferase inhibitor ChEBI glycine hydroxymethyltransferase inhibitors ChEBI serine aldolase inhibitor ChEBI serine aldolase inhibitors ChEBI serine hydroxymethylase inhibitor ChEBI serine hydroxymethylase inhibitors ChEBI serine hydroxymethyltransferase inhibitor ChEBI serine hydroxymethyltransferase inhibitors ChEBI serine transhydroxymethylase inhibitor ChEBI serine transhydroxymethylase inhibitors ChEBI threonine aldolase inhibitor ChEBI threonine aldolase inhibitors ChEBI An excitatory amino acid agonist which binds to NMDA receptors and triggers a response. chebi_ontology N-methyl-D-aspartate receptor agonist N-methyl-D-aspartate receptor agonists NMDA receptor agonists NMDAR agonist NMDAR agonists CHEBI:64571 NMDA receptor agonist N-methyl-D-aspartate receptor agonist ChEBI N-methyl-D-aspartate receptor agonists ChEBI NMDA receptor agonists ChEBI NMDAR agonist ChEBI NMDAR agonists ChEBI A food additive which is added to flour or dough to improve baking quality and/or colour. Wikipedia:Flour_treatment_agent flour treatment agent chebi_ontology dough improver dough improvers improving agent improving agents CHEBI:64577 flour treatment agent flour treatment agent ChEBI dough improver ChEBI dough improvers ChEBI improving agent ChEBI improving agents ChEBI A steroid compound with a structure based on a 21-carbon (pregnane) skeleton that acts as a hormone. chebi_ontology C21-steroid hormones CHEBI:64600 C21-steroid hormone C21-steroid hormones ChEBI An inorganic cation with a valency of two. chebi_ontology CHEBI:64641 divalent inorganic cation An organic molecular entity containing a single carbon atom (C1). chebi_ontology one-carbon compounds CHEBI:64708 one-carbon compound one-carbon compounds ChEBI Any organic molecular entity that is acidic and contains carbon in covalent linkage. chebi_ontology organic acids CHEBI:64709 organic acid organic acids ChEBI An atom or small molecule with a positive charge that does not contain carbon in covalent linkage, with a valency of three. chebi_ontology CHEBI:64712 trivalent inorganic cation The role played by a substance in enhancing the appearance or odour of the human body; a name given to the substance itself or to a component of it. Wikipedia:Cosmetics chebi_ontology cosmetic component cosmetics CHEBI:64857 cosmetic cosmetic component ChEBI cosmetics ChEBI Any substance that causes disturbance to organisms by chemical reaction or other activity on the molecular scale, when a sufficient quantity is absorbed by the organism. Wikipedia:Poison chebi_ontology poisonous agent poisonous agents poisonous substance poisonous substances poisons toxic agent toxic agents toxic substance toxic substances CHEBI:64909 poison poisonous agent ChEBI poisonous agents ChEBI poisonous substance ChEBI poisonous substances ChEBI poisons ChEBI toxic agent ChEBI toxic agents ChEBI toxic substance ChEBI toxic substances ChEBI Any compound that inhibits cell division (mitosis). Wikipedia:Mitotic_inhibitor chebi_ontology antimitotics mitosis inhibitor mitosis inhibitors mitotic inhibitor mitotic inhibitors CHEBI:64911 antimitotic antimitotics ChEBI mitosis inhibitor ChEBI mitosis inhibitors ChEBI mitotic inhibitor ChEBI mitotic inhibitors ChEBI A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy. chebi_ontology antimycobacterial agent antimycobacterial agents antimycobacterial drugs antimycobacterials antimycobacterium CHEBI:64912 antimycobacterial drug antimycobacterial agent ChEBI antimycobacterial agents ChEBI antimycobacterial drugs ChEBI antimycobacterials ChEBI antimycobacterium ChEBI A lipoxygenase inhibitor that interferes with the action of arachidonate 15-lipoxygenase (EC 1.13.11.33). chebi_ontology 15-LOX inhibitor 15-LOX inhibitors 15-lipoxygenase inhibitor 15-lipoxygenase inhibitors EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitors EC 1.13.11.33 inhibitor EC 1.13.11.33 inhibitors arachidonate 15-lipoxygenase (EC 1.13.11.33) inhibitor arachidonate 15-lipoxygenase (EC 1.13.11.33) inhibitors arachidonate 15-lipoxygenase inhibitor arachidonate 15-lipoxygenase inhibitors arachidonate:oxygen 15-oxidoreductase inhibitor arachidonate:oxygen 15-oxidoreductase inhibitors linoleic acid omega(6)-lipoxygenase inhibitor linoleic acid omega(6)-lipoxygenase inhibitors omega(6) lipoxygenase inhibitor omega(6) lipoxygenase inhibitors CHEBI:64996 EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor 15-LOX inhibitor ChEBI 15-LOX inhibitors ChEBI 15-lipoxygenase inhibitor ChEBI 15-lipoxygenase inhibitors ChEBI EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitors ChEBI EC 1.13.11.33 inhibitor ChEBI EC 1.13.11.33 inhibitors ChEBI arachidonate 15-lipoxygenase (EC 1.13.11.33) inhibitor ChEBI arachidonate 15-lipoxygenase (EC 1.13.11.33) inhibitors ChEBI arachidonate 15-lipoxygenase inhibitor ChEBI arachidonate 15-lipoxygenase inhibitors ChEBI arachidonate:oxygen 15-oxidoreductase inhibitor ChEBI arachidonate:oxygen 15-oxidoreductase inhibitors ChEBI linoleic acid omega(6)-lipoxygenase inhibitor ChEBI linoleic acid omega(6)-lipoxygenase inhibitors ChEBI omega(6) lipoxygenase inhibitor ChEBI omega(6) lipoxygenase inhibitors ChEBI Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of triacylglycerol lipase (EC 3.1.1.3). chebi_ontology EC 3.1.1.3 (triacylglycerol lipase) inhibitors EC 3.1.1.3 inhibitor EC 3.1.1.3 inhibitors GEH inhibitor GEH inhibitors PPL inhibitor PPL inhibitors Tween hydrolase inhibitor Tween hydrolase inhibitors Tweenase inhibitor Tweenase inhibitors Tweenesterase inhibitor Tweenesterase inhibitors butyrinase inhibitor butyrinase inhibitors cacordase inhibitor cacordase inhibitors capalase L inhibitor capalase L inhibitors glycerol ester hydrolase inhibitor glycerol ester hydrolase inhibitors glycerol-ester hydrolase inhibitor glycerol-ester hydrolase inhibitors heparin releasable hepatic lipase inhibitor heparin releasable hepatic lipase inhibitors hepatic lipase inhibitor hepatic lipase inhibitors hepatic monoacylglycerol acyltransferase inhibitor hepatic monoacylglycerol acyltransferase inhibitors lipase inhibitor lipase inhibitors lipazin inhibitor lipazin inhibitors liver lipase inhibitor liver lipase inhibitors pancreatic lipase inhibitor pancreatic lipase inhibitors pancreatic triacylglycerol lipase inhibitor pancreatic triacylglycerol lipase inhibitors post-heparin plasma protamine-resistant lipase inhibitor post-heparin plasma protamine-resistant lipase inhibitors salt-resistant post-heparin lipase inhibitor salt-resistant post-heparin lipase inhibitors steapsin inhibitor steapsin inhibitors triacetinase inhibitor triacetinase inhibitors triacylglycerol ester hydrolase inhibitor triacylglycerol ester hydrolase inhibitors triacylglycerol lipase (EC 3.1.1.3) inhibitor triacylglycerol lipase (EC 3.1.1.3) inhibitors triacylglycerol lipase inhibitor triacylglycerol lipase inhibitors tributyrase inhibitor tributyrase inhibitors tributyrin esterase inhibitor tributyrin esterase inhibitors tributyrinase inhibitor tributyrinase inhibitors triglyceridase inhibitor triglyceridase inhibitors triglyceride hydrolase inhibitor triglyceride hydrolase inhibitors triglyceride lipase inhibitor triglyceride lipase inhibitors triolein hydrolase inhibitor triolein hydrolase inhibitors tween-hydrolysing esterase inhibitor tween-hydrolyzing esterase inhibitors CHEBI:65001 EC 3.1.1.3 (triacylglycerol lipase) inhibitor EC 3.1.1.3 (triacylglycerol lipase) inhibitors ChEBI EC 3.1.1.3 inhibitor ChEBI EC 3.1.1.3 inhibitors ChEBI GEH inhibitor ChEBI GEH inhibitors ChEBI PPL inhibitor ChEBI PPL inhibitors ChEBI Tween hydrolase inhibitor ChEBI Tween hydrolase inhibitors ChEBI Tweenase inhibitor ChEBI Tweenase inhibitors ChEBI Tweenesterase inhibitor ChEBI Tweenesterase inhibitors ChEBI butyrinase inhibitor ChEBI butyrinase inhibitors ChEBI cacordase inhibitor ChEBI cacordase inhibitors ChEBI capalase L inhibitor ChEBI capalase L inhibitors ChEBI glycerol ester hydrolase inhibitor ChEBI glycerol ester hydrolase inhibitors ChEBI glycerol-ester hydrolase inhibitor ChEBI glycerol-ester hydrolase inhibitors ChEBI heparin releasable hepatic lipase inhibitor ChEBI heparin releasable hepatic lipase inhibitors ChEBI hepatic lipase inhibitor ChEBI hepatic lipase inhibitors ChEBI hepatic monoacylglycerol acyltransferase inhibitor ChEBI hepatic monoacylglycerol acyltransferase inhibitors ChEBI lipase inhibitor ChEBI lipase inhibitors ChEBI lipazin inhibitor ChEBI lipazin inhibitors ChEBI liver lipase inhibitor ChEBI liver lipase inhibitors ChEBI pancreatic lipase inhibitor ChEBI pancreatic lipase inhibitors ChEBI pancreatic triacylglycerol lipase inhibitor ChEBI pancreatic triacylglycerol lipase inhibitors ChEBI post-heparin plasma protamine-resistant lipase inhibitor ChEBI post-heparin plasma protamine-resistant lipase inhibitors ChEBI salt-resistant post-heparin lipase inhibitor ChEBI salt-resistant post-heparin lipase inhibitors ChEBI steapsin inhibitor ChEBI steapsin inhibitors ChEBI triacetinase inhibitor ChEBI triacetinase inhibitors ChEBI triacylglycerol ester hydrolase inhibitor ChEBI triacylglycerol ester hydrolase inhibitors ChEBI triacylglycerol lipase (EC 3.1.1.3) inhibitor ChEBI triacylglycerol lipase (EC 3.1.1.3) inhibitors ChEBI triacylglycerol lipase inhibitor ChEBI triacylglycerol lipase inhibitors ChEBI tributyrase inhibitor ChEBI tributyrase inhibitors ChEBI tributyrin esterase inhibitor ChEBI tributyrin esterase inhibitors ChEBI tributyrinase inhibitor ChEBI tributyrinase inhibitors ChEBI triglyceridase inhibitor ChEBI triglyceridase inhibitors ChEBI triglyceride hydrolase inhibitor ChEBI triglyceride hydrolase inhibitors ChEBI triglyceride lipase inhibitor ChEBI triglyceride lipase inhibitors ChEBI triolein hydrolase inhibitor ChEBI triolein hydrolase inhibitors ChEBI tween-hydrolysing esterase inhibitor ChEBI tween-hydrolyzing esterase inhibitors ChEBI Any compound that has anti-asthmatic effects. chebi_ontology anti-asthmatic agents antiasthmatic agent antiasthmatic agents CHEBI:65023 anti-asthmatic agent anti-asthmatic agents ChEBI antiasthmatic agent ChEBI antiasthmatic agents ChEBI An EC 4.1.1.* (carboxy-lyase) inhibitor that interferes with the action of arginine decarboxylase (EC 4.1.1.19). chebi_ontology ADC inhibitor ADC inhibitors EC 4.1.1.19 (arginine decarboxylase) inhibitors EC 4.1.1.19 inhibitor EC 4.1.1.19 inhibitors L-arginine carboxy-lyase (agmatine-forming) inhibitor L-arginine carboxy-lyase (agmatine-forming) inhibitors L-arginine carboxy-lyase inhibitor L-arginine carboxy-lyase inhibitors SpeA inhibitor SpeA inhibitors arginine decarboxylase (EC 4.1.1.19) inhibitor arginine decarboxylase (EC 4.1.1.19) inhibitors arginine decarboxylase inhibitor arginine decarboxylase inhibitors CHEBI:65053 EC 4.1.1.19 (arginine decarboxylase) inhibitor ADC inhibitor ChEBI ADC inhibitors ChEBI EC 4.1.1.19 (arginine decarboxylase) inhibitors ChEBI EC 4.1.1.19 inhibitor ChEBI EC 4.1.1.19 inhibitors ChEBI L-arginine carboxy-lyase (agmatine-forming) inhibitor ChEBI L-arginine carboxy-lyase (agmatine-forming) inhibitors ChEBI L-arginine carboxy-lyase inhibitor ChEBI L-arginine carboxy-lyase inhibitors ChEBI SpeA inhibitor ChEBI SpeA inhibitors ChEBI arginine decarboxylase (EC 4.1.1.19) inhibitor ChEBI arginine decarboxylase (EC 4.1.1.19) inhibitors ChEBI arginine decarboxylase inhibitor ChEBI arginine decarboxylase inhibitors ChEBI An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of fructose-bisphosphatase (EC 3.1.3.11). Wikipedia:Fructose_1,6-bisphosphatase chebi_ontology D-fructose 1,6-diphosphatase inhibitor D-fructose 1,6-diphosphatase inhibitors D-fructose-1,6-bisphosphate 1-phosphohydrolase inhibitor D-fructose-1,6-bisphosphate 1-phosphohydrolase inhibitors D-fructose-1,6-bisphosphate phosphatase inhibitor D-fructose-1,6-bisphosphate phosphatase inhibitors EC 3.1.3.11 (fructose-bisphosphatase) inhibitors EC 3.1.3.11 inhibitor EC 3.1.3.11 inhibitors FBPase inhibitor FBPase inhibitors fructose 1,6-bisphosphatase inhibitor fructose 1,6-bisphosphatase inhibitors fructose 1,6-bisphosphate 1-phosphatase inhibitor fructose 1,6-bisphosphate 1-phosphatase inhibitors fructose 1,6-bisphosphate phosphatase inhibitor fructose 1,6-bisphosphate phosphatase inhibitors fructose 1,6-diphosphatase inhibitor fructose 1,6-diphosphatase inhibitors fructose 1,6-diphosphate phosphatase inhibitor fructose 1,6-diphosphate phosphatase inhibitors fructose bisphosphate phosphatase inhibitor fructose bisphosphate phosphatase inhibitors fructose diphosphatase inhibitor fructose diphosphatase inhibitors fructose diphosphate phosphatase inhibitor fructose diphosphate phosphatase inhibitors fructose-bisphosphatase (EC 3.1.3.11) inhibitor fructose-bisphosphatase (EC 3.1.3.11) inhibitors fructose-bisphosphatase inhibitor fructose-bisphosphatase inhibitors hexose bisphosphatase inhibitor hexose bisphosphatase inhibitors hexose diphosphatase inhibitor CHEBI:65056 EC 3.1.3.11 (fructose-bisphosphatase) inhibitor D-fructose 1,6-diphosphatase inhibitor ChEBI D-fructose 1,6-diphosphatase inhibitors ChEBI D-fructose-1,6-bisphosphate 1-phosphohydrolase inhibitor ChEBI D-fructose-1,6-bisphosphate 1-phosphohydrolase inhibitors ChEBI D-fructose-1,6-bisphosphate phosphatase inhibitor ChEBI D-fructose-1,6-bisphosphate phosphatase inhibitors ChEBI EC 3.1.3.11 (fructose-bisphosphatase) inhibitors ChEBI EC 3.1.3.11 inhibitor ChEBI EC 3.1.3.11 inhibitors ChEBI FBPase inhibitor ChEBI FBPase inhibitors ChEBI fructose 1,6-bisphosphatase inhibitor ChEBI fructose 1,6-bisphosphatase inhibitors ChEBI fructose 1,6-bisphosphate 1-phosphatase inhibitor ChEBI fructose 1,6-bisphosphate 1-phosphatase inhibitors ChEBI fructose 1,6-bisphosphate phosphatase inhibitor ChEBI fructose 1,6-bisphosphate phosphatase inhibitors ChEBI fructose 1,6-diphosphatase inhibitor ChEBI fructose 1,6-diphosphatase inhibitors ChEBI fructose 1,6-diphosphate phosphatase inhibitor ChEBI fructose 1,6-diphosphate phosphatase inhibitors ChEBI fructose bisphosphate phosphatase inhibitor ChEBI fructose bisphosphate phosphatase inhibitors ChEBI fructose diphosphatase inhibitor ChEBI fructose diphosphatase inhibitors ChEBI fructose diphosphate phosphatase inhibitor ChEBI fructose diphosphate phosphatase inhibitors ChEBI fructose-bisphosphatase (EC 3.1.3.11) inhibitor ChEBI fructose-bisphosphatase (EC 3.1.3.11) inhibitors ChEBI fructose-bisphosphatase inhibitor ChEBI fructose-bisphosphatase inhibitors ChEBI hexose bisphosphatase inhibitor ChEBI hexose bisphosphatase inhibitors ChEBI hexose diphosphatase inhibitor ChEBI An agonist at the A1 receptor. Wikipedia:Adenosine_A1_receptor chebi_ontology adenosine A1 receptor agonists CHEBI:65057 adenosine A1 receptor agonist adenosine A1 receptor agonists ChEBI Substances which are added to food in order to prevent decomposition caused by microbial growth or by undesirable chemical changes. chebi_ontology food preservatives CHEBI:65255 food preservative food preservatives ChEBI A food preservative which prevents decomposition of food by preventing the growth of fungi or bacteria. In European countries, E-numbers for permitted food preservatives are from E200 to E299, divided into sorbates (E200-209), benzoates (E210-219), sulfites (E220-229), phenols and formates (E230-239), nitrates (E240-259), acetates (E260-269), lactates (E270-279), propionates (E280-289) and others (E290-299). chebi_ontology antimicrobial food preservatives antimicrobial preservative antimicrobial preservatives CHEBI:65256 antimicrobial food preservative antimicrobial food preservatives ChEBI antimicrobial preservative ChEBI antimicrobial preservatives ChEBI A compound that inhibits the action of gamma-aminobutyric acid. Wikipedia:GABA_antagonist chebi_ontology GABA antagonists gamma-aminobutyric acid receptor antagonist gamma-aminobutyric acid receptor antagonists CHEBI:65259 GABA antagonist GABA antagonists ChEBI gamma-aminobutyric acid receptor antagonist ChEBI gamma-aminobutyric acid receptor antagonists ChEBI An ammonium ion resulting from the protonation of the nitrogen atom of a primary amine. Major species at pH 7.3. chebi_ontology +1 17.027 H3NR [NH3+][*] a primary amine substituted ammonium CHEBI:65296 primary ammonium ion +1 ChEBI 17.027 ChEBI H3NR ChEBI [NH3+][*] ChEBI a primary amine UniProt substituted ammonium ChEBI Any xylose with D-configuration. HMDB:HMDB00098 chebi_ontology 0 150.12990 C10H15O5 CHEBI:65327 D-xylose 0 ChEBI 150.12990 ChEBI C10H15O5 ChEBI Any xylose with L-configuration. chebi_ontology 0 150.12990 C10H15O5 CHEBI:65328 L-xylose 0 ChEBI 150.12990 ChEBI C10H15O5 ChEBI A 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group. Beilstein:1723539 CAS:6915-15-7 Gmelin:3325 HMDB:HMDB00744 KEGG:C00711 KEGG:D04843 MetaCyc:RS-Malate PMID:15767321 PMID:17190852 PMID:17439666 PMID:17896933 PMID:19743855 PMID:22411507 Reaxys:1723539 Wikipedia:Malic_acid 2-hydroxybutanedioic acid Malic acid chebi_ontology 0 134.022 134.08744 2-Hydroxybutanedioic acid 2-Hydroxyethane-1,2-dicarboxylic acid 2-Hydroxysuccinic acid Aepfelsaeure BJEPYKJPYRNKOW-UHFFFAOYSA-N C4H6O5 DL-Malic acid E296 H2mal InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9) OC(CC(O)=O)C(O)=O alpha-hydroxysuccinic acid apple acid hydroxybutanedioic acid hydroxysuccinic acid CHEBI:6650 malic acid Beilstein:1723539 Beilstein CAS:6915-15-7 ChemIDplus CAS:6915-15-7 NIST Chemistry WebBook Gmelin:3325 Gmelin PMID:15767321 Europe PMC PMID:17190852 Europe PMC PMID:17439666 Europe PMC PMID:17896933 Europe PMC PMID:19743855 Europe PMC PMID:22411507 Europe PMC Reaxys:1723539 Reaxys 2-hydroxybutanedioic acid IUPAC Malic acid KEGG_COMPOUND 0 ChEBI 134.022 KEGG_COMPOUND 134.08744 ChEBI 2-Hydroxybutanedioic acid KEGG_COMPOUND 2-Hydroxyethane-1,2-dicarboxylic acid HMDB 2-Hydroxysuccinic acid HMDB Aepfelsaeure ChEBI BJEPYKJPYRNKOW-UHFFFAOYSA-N ChEBI C4H6O5 KEGG_COMPOUND DL-Malic acid HMDB E296 ChEBI H2mal IUPAC InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9) ChEBI OC(CC(O)=O)C(O)=O ChEBI alpha-hydroxysuccinic acid HMDB apple acid NIST_Chemistry_WebBook hydroxybutanedioic acid NIST_Chemistry_WebBook hydroxysuccinic acid NIST_Chemistry_WebBook Any dicarboxylic acid that contains four carbon atoms. chebi_ontology C4-dicarboxylic acids CHEBI:66873 C4-dicarboxylic acid C4-dicarboxylic acids ChEBI An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of alanine; major species at pH 7.3. 2-azaniumylpropanoate chebi_ontology 0 2-ammoniopropanoate 89.048 89.09320 C3H7NO2 CC([NH3+])C([O-])=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) QNAYBMKLOCPYGJ-UHFFFAOYSA-N CHEBI:66916 alanine zwitterion 2-azaniumylpropanoate IUPAC 0 ChEBI 2-ammoniopropanoate IUPAC 89.048 ChEBI 89.09320 ChEBI C3H7NO2 ChEBI CC([NH3+])C([O-])=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) ChEBI QNAYBMKLOCPYGJ-UHFFFAOYSA-N ChEBI An alpha-amino acid anion that is the conjugate base of homocysteine, obtained by deprotonation of the carboxy group. 2-amino-4-sulfanylbutanoate chebi_ontology -1 134.028 134.17700 C4H8NO2S FFFHZYDWPBMWHY-UHFFFAOYSA-M InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/p-1 NC(CCS)C([O-])=O CHEBI:66952 homocysteinate 2-amino-4-sulfanylbutanoate IUPAC -1 ChEBI 134.028 ChEBI 134.17700 ChEBI C4H8NO2S ChEBI FFFHZYDWPBMWHY-UHFFFAOYSA-M ChEBI InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/p-1 ChEBI NC(CCS)C([O-])=O ChEBI chebi_ontology radiation protective agents radiation protective drug radiation protective drugs CHEBI:66987 radiation protective agent radiation protective agents ChEBI radiation protective drug ChEBI radiation protective drugs ChEBI Any compound used to suppress premature labour and immature birth by suppressing uterine contractions. Wikipedia:Tocolytic chebi_ontology anti-contraction drug anti-contraction drugs anti-contraction medication anti-contraction medications labour repressant labour repressants tocolytic tocolytic agents tocolytic drug tocolytic drugs tocolytics CHEBI:66993 tocolytic agent anti-contraction drug ChEBI anti-contraction drugs ChEBI anti-contraction medication ChEBI anti-contraction medications ChEBI labour repressant ChEBI labour repressants ChEBI tocolytic ChEBI tocolytic agents ChEBI tocolytic drug ChEBI tocolytic drugs ChEBI tocolytics ChEBI A sulfonium betaine that is a conjugate base of S-adenosyl-L-methionine obtained by the deprotonation of the carboxy group. CAS:29908-03-0 Drug_Central:2414 KEGG:C00019 KNApSAcK:C00007347 PDBeChem:SAM PMID:25628954 [(3S)-3-amino-3-carboxylatopropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonioacetate chebi_ontology 0 398.137 398.43700 AdoMet C15H22N6O5S C[S+](CC[C@H](N)C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/t7-,8+,10+,11+,14+,27?/m0/s1 MEFKEPWMEQBLKI-AIRLBKTGSA-N S-Adenosylmethionine SAM CHEBI:67040 S-adenosyl-L-methioninate CAS:29908-03-0 KEGG COMPOUND Drug_Central:2414 DrugCentral PMID:25628954 Europe PMC [(3S)-3-amino-3-carboxylatopropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonioacetate IUPAC 0 ChEBI 398.137 ChEBI 398.43700 ChEBI AdoMet KEGG_COMPOUND C15H22N6O5S ChEBI C[S+](CC[C@H](N)C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 ChEBI InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/t7-,8+,10+,11+,14+,27?/m0/s1 ChEBI MEFKEPWMEQBLKI-AIRLBKTGSA-N ChEBI S-Adenosylmethionine KEGG_COMPOUND SAM KEGG_COMPOUND An organophosphate oxoanion obtained by the deprotonation of the carboxy and one of the phosphate OH groups of glyphosate. {[(hydroxyphosphinato)methyl]amino}acetate chebi_ontology -2 166.998 167.05720 C3H6NO5P InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)/p-2 OP([O-])(=O)CNCC([O-])=O XDDAORKBJWWYJS-UHFFFAOYSA-L glyphosate anion(2-) CHEBI:67052 glyphosate(2-) {[(hydroxyphosphinato)methyl]amino}acetate IUPAC -2 ChEBI 166.998 ChEBI 167.05720 ChEBI C3H6NO5P ChEBI InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)/p-2 ChEBI OP([O-])(=O)CNCC([O-])=O ChEBI XDDAORKBJWWYJS-UHFFFAOYSA-L ChEBI glyphosate anion(2-) ChEBI Any compound that has anti-inflammatory effects. chebi_ontology anti-inflammatory agents antiinflammatory agent antiinflammatory agents CHEBI:67079 anti-inflammatory agent anti-inflammatory agents ChEBI antiinflammatory agent ChEBI antiinflammatory agents ChEBI A molecule that can substitute for a normal nucleobase in nucleic acids. Wikipedia:Base_analog chebi_ontology base analog base analogs base analogue base analogues nucleobase analog nucleobase analogs nucleobase analogues CHEBI:67142 nucleobase analogue base analog ChEBI base analogs ChEBI base analogue ChEBI base analogues ChEBI nucleobase analog ChEBI nucleobase analogs ChEBI nucleobase analogues ChEBI Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen. Wikipedia:Azole chebi_ontology azoles CHEBI:68452 azole azoles ChEBI Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. chebi_ontology Type I cell-death inducer Type I cell-death inducers Type I programmed cell-death inducer Type I programmed cell-death inducers apoptosis inducers CHEBI:68495 apoptosis inducer Type I cell-death inducer ChEBI Type I cell-death inducers ChEBI Type I programmed cell-death inducer ChEBI Type I programmed cell-death inducers ChEBI apoptosis inducers ChEBI A hormone agonist that binds to and activates progesterone receptors. chebi_ontology PR agonist PR agonists progesterone receptor agonists CHEBI:70709 progesterone receptor agonist PR agonist ChEBI PR agonists ChEBI progesterone receptor agonists ChEBI An EC 5.99.1.* (miscellaneous isomerase) inhibitor that interferes with the action of any of the topoisomerases (enzymes that regulate the overwinding or underwinding of DNA). Wikipedia:Topoisomerase chebi_ontology topoisomerase inhibitors CHEBI:70727 topoisomerase inhibitor topoisomerase inhibitors ChEBI Any protein kinase inhibitor that inhibits the action of an Aurora kinase (a group of serine/threonine kinases that are essential for cell proliferation). PMID:19369091 PMID:21147253 PMID:22350019 chebi_ontology Aurora kinase inhibitors CHEBI:70770 Aurora kinase inhibitor PMID:19369091 Europe PMC PMID:21147253 Europe PMC PMID:22350019 Europe PMC Aurora kinase inhibitors ChEBI An organic cation obtained by protonation of the amino groups of any alkane-alpha,omega-diamine; major species at pH 7.3. chebi_ontology (CH2)n.C2H10N2 +2 CHEBI:70977 alkane-alpha,omega-diammonium(2+) (CH2)n.C2H10N2 ChEBI +2 ChEBI An enzyme inhibitor that inhibits the action of a transferase (EC 2.*) Wikipedia:Transferase chebi_ontology EC 2 inhibitor EC 2 inhibitors EC 2.* (transferase) inhibitors EC 2.* inhibitor EC 2.* inhibitors transferase inhibitor transferase inhibitors CHEBI:71300 EC 2.* (transferase) inhibitor EC 2 inhibitor ChEBI EC 2 inhibitors ChEBI EC 2.* (transferase) inhibitors ChEBI EC 2.* inhibitor ChEBI EC 2.* inhibitors ChEBI transferase inhibitor ChEBI transferase inhibitors ChEBI An organophosphate oxoanion that is the conjugate base of N-monoacetylchitobiose-6-phosphate, obtained by deprotonation of the phosphate OH groups and protonation of the free amino group; major species at pH 7.3. MetaCyc:CPD0-2501 2-acetamido-2-deoxy-6-O-phosphonato-beta-D-glucopyranosyl-(1->4)-2-azaniumyl-2-deoxy-D-glucopyranose chebi_ontology -1 4-O-(2-acetamido-2-deoxy-6-O-phosphonato-beta-D-glucopyranosyl)-2-azaniumyl-2-deoxy-D-glucopyranose 461.117 461.33560 C14H26N2O13P CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1O[C@H]1[C@H](O)[C@@H]([NH3+])C(O)O[C@@H]1CO InChI=1S/C14H27N2O13P/c1-4(18)16-8-11(21)9(19)6(3-26-30(23,24)25)28-14(8)29-12-5(2-17)27-13(22)7(15)10(12)20/h5-14,17,19-22H,2-3,15H2,1H3,(H,16,18)(H2,23,24,25)/p-1/t5-,6-,7-,8-,9-,10-,11-,12-,13?,14+/m1/s1 N'-monoacetylchitobiose-6'-phosphate N-monoacetylchitobiose-6-phosphate N-monoacetylchitobiose-6-phosphate(1-) YSOAJKLNVFWXBW-UEVOBBHASA-M CHEBI:71315 N'-monoacetylchitobiose-6'-phosphate(1-) MetaCyc:CPD0-2501 SUBMITTER 2-acetamido-2-deoxy-6-O-phosphonato-beta-D-glucopyranosyl-(1->4)-2-azaniumyl-2-deoxy-D-glucopyranose IUPAC -1 ChEBI 4-O-(2-acetamido-2-deoxy-6-O-phosphonato-beta-D-glucopyranosyl)-2-azaniumyl-2-deoxy-D-glucopyranose IUPAC 461.117 ChEBI 461.33560 ChEBI C14H26N2O13P ChEBI CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1O[C@H]1[C@H](O)[C@@H]([NH3+])C(O)O[C@@H]1CO ChEBI InChI=1S/C14H27N2O13P/c1-4(18)16-8-11(21)9(19)6(3-26-30(23,24)25)28-14(8)29-12-5(2-17)27-13(22)7(15)10(12)20/h5-14,17,19-22H,2-3,15H2,1H3,(H,16,18)(H2,23,24,25)/p-1/t5-,6-,7-,8-,9-,10-,11-,12-,13?,14+/m1/s1 ChEBI N'-monoacetylchitobiose-6'-phosphate UniProt N-monoacetylchitobiose-6-phosphate MetaCyc N-monoacetylchitobiose-6-phosphate(1-) ChEBI YSOAJKLNVFWXBW-UEVOBBHASA-M ChEBI A disaccharide phosphate that is N'-monoacetylchitobiose substituted at position 6' by a phospho group. MetaCyc:CPD0-2501 2-acetamido-2-deoxy-6-O-phospho-beta-D-glucopyranosyl-(1->4)-2-amino-2-deoxy-D-glucopyranose chebi_ontology 0 2-acetamido-2-deoxy-6-O-phospho-beta-D-glucosyl-(1->4)-2-amino-2-deoxy-D-glucose 4-O-(2-acetamido-2-deoxy-6-O-phospho-beta-D-glucopyranosyl)-2-amino-2-deoxy-D-glucopyranose 462.125 462.34350 6-O-phospho-N-acetyl-beta-D-glucosaminyl-(1->4)-D-glucosamine C14H27N2O13P CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1O[C@H]1[C@H](O)[C@@H](N)C(O)O[C@@H]1CO InChI=1S/C14H27N2O13P/c1-4(18)16-8-11(21)9(19)6(3-26-30(23,24)25)28-14(8)29-12-5(2-17)27-13(22)7(15)10(12)20/h5-14,17,19-22H,2-3,15H2,1H3,(H,16,18)(H2,23,24,25)/t5-,6-,7-,8-,9-,10-,11-,12-,13?,14+/m1/s1 N-monoacetylchitobiose-6-phosphate YSOAJKLNVFWXBW-UEVOBBHASA-N beta-D-GlcNAc-6P-(1->4)-D-GlcN beta-D-GlcpNAc-6P-(1->4)-D-GlcpN CHEBI:71317 N'-monoacetylchitobiose-6'-phosphate 2-acetamido-2-deoxy-6-O-phospho-beta-D-glucopyranosyl-(1->4)-2-amino-2-deoxy-D-glucopyranose IUPAC 0 ChEBI 2-acetamido-2-deoxy-6-O-phospho-beta-D-glucosyl-(1->4)-2-amino-2-deoxy-D-glucose ChEBI 4-O-(2-acetamido-2-deoxy-6-O-phospho-beta-D-glucopyranosyl)-2-amino-2-deoxy-D-glucopyranose IUPAC 462.125 ChEBI 462.34350 ChEBI 6-O-phospho-N-acetyl-beta-D-glucosaminyl-(1->4)-D-glucosamine ChEBI C14H27N2O13P ChEBI CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1O[C@H]1[C@H](O)[C@@H](N)C(O)O[C@@H]1CO ChEBI InChI=1S/C14H27N2O13P/c1-4(18)16-8-11(21)9(19)6(3-26-30(23,24)25)28-14(8)29-12-5(2-17)27-13(22)7(15)10(12)20/h5-14,17,19-22H,2-3,15H2,1H3,(H,16,18)(H2,23,24,25)/t5-,6-,7-,8-,9-,10-,11-,12-,13?,14+/m1/s1 ChEBI N-monoacetylchitobiose-6-phosphate MetaCyc YSOAJKLNVFWXBW-UEVOBBHASA-N ChEBI beta-D-GlcNAc-6P-(1->4)-D-GlcN ChEBI beta-D-GlcpNAc-6P-(1->4)-D-GlcpN ChEBI A signalling molecule produced and used by bacteria participating in quorum sensing, that is, in cell-cell communication to coordinate community-wide regulation of processes such as biofilm formation, virulence, and bioluminescence in populations of bacteria. Such communication can occur both within and between different species of bacteria. Wikipedia:Autoinducer chebi_ontology autoinducers CHEBI:71338 autoinducer autoinducers ChEBI An organic anion that is the conjugate base of novobiocin. PMID:20212112 chebi_ontology -1 611.224 611.61640 C31H35N2O11 CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3c([O-])c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2C)OC1(C)C InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/p-1/t23-,25+,26-,29-/m1/s1 YJQPYGGHQPGBLI-KGSXXDOSSA-M novobiocin novobiocin anion CHEBI:71339 novobiocin(1-) PMID:20212112 SUBMITTER -1 ChEBI 611.224 ChEBI 611.61640 ChEBI C31H35N2O11 ChEBI CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3c([O-])c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2C)OC1(C)C ChEBI InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/p-1/t23-,25+,26-,29-/m1/s1 ChEBI YJQPYGGHQPGBLI-KGSXXDOSSA-M ChEBI novobiocin UniProt novobiocin anion ChEBI A zwitterion obtained by transfer of a proton from the 5-hydroxy group to the tertiary amino group of rifampicin. (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-21-acetoxy-6,9,17,19-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(E)-[(4-methylpiperazin-4-ium-1-yl)imino]methyl}-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-5-olate chebi_ontology 0 822.405 822.94020 C43H58N4O12 CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c([O-])c4c(O)c(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)c(\C=N\N1CC[NH+](C)CC1)c(O)c4c3C2=O InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1 JQXXHWHPUNPDRT-WLSIYKJHSA-N rifampicin CHEBI:71365 rifampicin zwitterion (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-21-acetoxy-6,9,17,19-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(E)-[(4-methylpiperazin-4-ium-1-yl)imino]methyl}-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-5-olate IUPAC 0 ChEBI 822.405 ChEBI 822.94020 ChEBI C43H58N4O12 ChEBI CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c([O-])c4c(O)c(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)c(\C=N\N1CC[NH+](C)CC1)c(O)c4c3C2=O ChEBI InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1 ChEBI JQXXHWHPUNPDRT-WLSIYKJHSA-N ChEBI rifampicin UniProt An organic anion that is the conjugate base of tetracycline obtained by deprotonation of the two enolic hydroxy groups and protonation of the tertiary amino group. (1S,4aS,11S,11aS,12aS)-3-carbamoyl-1-(dimethylazaniumyl)-4a,7,11-trihydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracene-2,5-diolate chebi_ontology -1 443.145 443.42660 C22H23N2O8 InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/p-1/t9-,10-,15-,21+,22-/m0/s1 OFVLGDICTFRJMM-WESIUVDSSA-M [H][C@@]12C[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C([O-])[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@H]2[NH+](C)C tetracycline anion CHEBI:71392 tetracycline(1-) (1S,4aS,11S,11aS,12aS)-3-carbamoyl-1-(dimethylazaniumyl)-4a,7,11-trihydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracene-2,5-diolate IUPAC -1 ChEBI 443.145 ChEBI 443.42660 ChEBI C22H23N2O8 ChEBI InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/p-1/t9-,10-,15-,21+,22-/m0/s1 ChEBI OFVLGDICTFRJMM-WESIUVDSSA-M ChEBI [H][C@@]12C[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C([O-])[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@H]2[NH+](C)C ChEBI tetracycline anion ChEBI An amino-acid anion in which the amino group is situated gamma- to the carboxylate group. chebi_ontology gamma-amino acid anions CHEBI:71666 gamma-amino acid anion gamma-amino acid anions ChEBI A carbohydrate acid anion obtained by deprotonation of any aldonic acid. Major structure at pH 7.3 of aldonate compounds. chebi_ontology -1 105.019 105.06940 C3H5O4 aldonates an aldonate CHEBI:71671 aldonate(1-) -1 ChEBI 105.019 ChEBI 105.06940 ChEBI C3H5O4 ChEBI aldonates ChEBI an aldonate UniProt An organophosphate oxoanion that is the conjugate base of D-galactosamine 6-phosphate, obtained by deprotonation of the phosphate OH groups and protonation of the 2-amino group. Major structure at pH 7.3. MetaCyc:D-GALACTOSAMINE-6-PHOSPHATE 2-azaniumyl-2-deoxy-6-O-phosphonato-D-galactopyranose chebi_ontology -1 258.038 258.14310 C6H13NO8P D-galactosamine 6-phosphate InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/p-1/t2-,3-,4+,5-,6?/m1/s1 XHMJOUIAFHJHBW-GASJEMHNSA-M [NH3+][C@H]1C(O)O[C@H](COP([O-])([O-])=O)[C@H](O)[C@@H]1O CHEBI:71674 D-galactosamine 6-phosphate(1-) MetaCyc:D-GALACTOSAMINE-6-PHOSPHATE SUBMITTER 2-azaniumyl-2-deoxy-6-O-phosphonato-D-galactopyranose IUPAC -1 ChEBI 258.038 ChEBI 258.14310 ChEBI C6H13NO8P ChEBI D-galactosamine 6-phosphate UniProt InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/p-1/t2-,3-,4+,5-,6?/m1/s1 ChEBI XHMJOUIAFHJHBW-GASJEMHNSA-M ChEBI [NH3+][C@H]1C(O)O[C@H](COP([O-])([O-])=O)[C@H](O)[C@@H]1O ChEBI A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of an aldehydic acid. chebi_ontology aldehydic acid anions semi-aldehyde anion semi-aldehyde anions semialdehyde anion semialdehyde anions CHEBI:71944 aldehydic acid anion aldehydic acid anions ChEBI semi-aldehyde anion ChEBI semi-aldehyde anions ChEBI semialdehyde anion ChEBI semialdehyde anions ChEBI Any organooxygen compound that has the general formula RC(OR(1))(OR(2))(OR(3)), where R(1), R(2), R(3) =/= H. Wikipedia:Orthoester chebi_ontology 0 59.985 60.00890 CO3R4 [*]C(O[*])(O[*])O[*] ortho esters ortho-ester ortho-esters orthoester orthoesters CHEBI:71989 ortho ester 0 ChEBI 59.985 ChEBI 60.00890 ChEBI CO3R4 ChEBI [*]C(O[*])(O[*])O[*] ChEBI ortho esters ChEBI ortho-ester ChEBI ortho-esters ChEBI orthoester ChEBI orthoesters ChEBI KEGG:C02711 N-Acetylhexosamine chebi_ontology 0 221.090 221.208 C8H15NO6 CC(=O)NC1C(O)OC(CO)C(O)C1O InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11) OVRNDRQMDRJTHS-UHFFFAOYSA-N CHEBI:7203 N-acetylhexosamine N-Acetylhexosamine KEGG_COMPOUND 0 KEGG_COMPOUND 221.090 KEGG_COMPOUND 221.208 KEGG_COMPOUND C8H15NO6 KEGG_COMPOUND CC(=O)NC1C(O)OC(CO)C(O)C1O ChEBI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11) ChEBI OVRNDRQMDRJTHS-UHFFFAOYSA-N ChEBI Any organic molecular entity whose stucture is based on derivatives of a phenyl-substituted 1-phenylpropane possessing a C15 or C16 skeleton, or such a structure which is condensed with a C6-C3 lignan precursors. The term is a 'superclass' comprising all members of the classes of flavonoid, isoflavonoid, neoflavonoid, chalcones, dihydrochalcones, aurones, pterocarpan, coumestans, rotenoid, flavonolignan, homoflavonoid and flavonoid oligomers. Originally restricted to natural products, the term is also applied to synthetic compounds related to them. Wikipedia:Flavonoids chebi_ontology flavonoid CHEBI:72544 flavonoids flavonoid ChEBI Any organic molecular entity derived from a natural product by partial chemical synthesis. Wikipedia:Semisynthesis chebi_ontology semi-synthetic compound semi-synthetic compounds semi-synthetic derivative semi-synthetic derivatives semisynthetic compound semisynthetic compounds semisynthetic derivatives CHEBI:72588 semisynthetic derivative semi-synthetic compound ChEBI semi-synthetic compounds ChEBI semi-synthetic derivative ChEBI semi-synthetic derivatives ChEBI semisynthetic compound ChEBI semisynthetic compounds ChEBI semisynthetic derivatives ChEBI Any molecule that consists of at least one carbon atom as part of the electrically neutral entity. chebi_ontology organic compound organic compounds organic molecules CHEBI:72695 organic molecule organic compound ChEBI organic compounds ChEBI organic molecules ChEBI An organic cation obtained by protonation of the primary amino groups of kanamycin C. PMID:13563334 PMID:13587408 (1R,2S,3S,4R,6S)-4,6-diazaniumyl-3-[(3-azaniumyl-3-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 2-azaniumyl-2-deoxy-alpha-D-glucopyranoside chebi_ontology +4 488.269 488.53040 C18H40N4O11 InChI=1S/C18H36N4O11/c19-4-1-5(20)16(33-18-13(28)8(21)10(25)6(2-23)31-18)14(29)15(4)32-17-9(22)12(27)11(26)7(3-24)30-17/h4-18,23-29H,1-3,19-22H2/p+4/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 WZDRWYJKESFZMB-FQSMHNGLSA-R [NH3+][C@H]1C[C@@H]([NH3+])[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]2O)[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1[NH3+] kanamycin C kanamycin C tetracation CHEBI:72755 kanamycin C(4+) PMID:13563334 SUBMITTER PMID:13587408 SUBMITTER (1R,2S,3S,4R,6S)-4,6-diazaniumyl-3-[(3-azaniumyl-3-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 2-azaniumyl-2-deoxy-alpha-D-glucopyranoside IUPAC +4 ChEBI 488.269 ChEBI 488.53040 ChEBI C18H40N4O11 ChEBI InChI=1S/C18H36N4O11/c19-4-1-5(20)16(33-18-13(28)8(21)10(25)6(2-23)31-18)14(29)15(4)32-17-9(22)12(27)11(26)7(3-24)30-17/h4-18,23-29H,1-3,19-22H2/p+4/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 ChEBI WZDRWYJKESFZMB-FQSMHNGLSA-R ChEBI [NH3+][C@H]1C[C@@H]([NH3+])[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]2O)[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1[NH3+] ChEBI kanamycin C UniProt kanamycin C tetracation ChEBI An organic cation obtained by protonation of the primary amino groups of kanamycin X. MetaCyc:CPD-4824 PMID:21983602 (1S,2R,3R,4S,6R)-4,6-diazaniumyl-3-(alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-alpha-D-glucopyranoside chebi_ontology +3 488.246 488.50720 C18H38N3O12 InChI=1S/C18H35N3O12/c19-4-1-5(20)16(33-18-13(28)12(27)10(25)7(3-23)31-18)14(29)15(4)32-17-11(26)8(21)9(24)6(2-22)30-17/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 OHNBRQGGOHMIAP-NOAMYHISSA-Q [NH3+][C@@H]1C[C@H]([NH3+])[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]1O kanamycin X kanamycin X trication CHEBI:72756 kanamycin X(3+) MetaCyc:CPD-4824 SUBMITTER PMID:21983602 SUBMITTER (1S,2R,3R,4S,6R)-4,6-diazaniumyl-3-(alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-alpha-D-glucopyranoside IUPAC +3 ChEBI 488.246 ChEBI 488.50720 ChEBI C18H38N3O12 ChEBI InChI=1S/C18H35N3O12/c19-4-1-5(20)16(33-18-13(28)12(27)10(25)7(3-23)31-18)14(29)15(4)32-17-11(26)8(21)9(24)6(2-22)30-17/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 ChEBI OHNBRQGGOHMIAP-NOAMYHISSA-Q ChEBI [NH3+][C@@H]1C[C@H]([NH3+])[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]1O ChEBI kanamycin X UniProt kanamycin X trication ChEBI A kanamycin that is kanamycin A in which the 6'-amino group is replaced by a hydroxy group. MetaCyc:CPD-4824 PMID:21983602 (1S,2R,3R,4S,6R)-4,6-diamino-3-(alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside chebi_ontology 0 485.222 485.48340 6'-deamino-6'-hydroxykanamycin A C18H35N3O12 InChI=1S/C18H35N3O12/c19-4-1-5(20)16(33-18-13(28)12(27)10(25)7(3-23)31-18)14(29)15(4)32-17-11(26)8(21)9(24)6(2-22)30-17/h4-18,22-29H,1-3,19-21H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O OHNBRQGGOHMIAP-NOAMYHISSA-N CHEBI:72797 kanamycin X PMID:21983602 Europe PMC (1S,2R,3R,4S,6R)-4,6-diamino-3-(alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside IUPAC 0 ChEBI 485.222 ChEBI 485.48340 ChEBI 6'-deamino-6'-hydroxykanamycin A ChEBI C18H35N3O12 ChEBI InChI=1S/C18H35N3O12/c19-4-1-5(20)16(33-18-13(28)12(27)10(25)7(3-23)31-18)14(29)15(4)32-17-11(26)8(21)9(24)6(2-22)30-17/h4-18,22-29H,1-3,19-21H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 ChEBI N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O ChEBI OHNBRQGGOHMIAP-NOAMYHISSA-N ChEBI An organic cation obtained by protonation of the primary amino groups of kanamycin D. MetaCyc:CPD-14138 PMID:22374809 (1S,2S,3R,4S,6R)-4,6-diazaniumyl-3-[(6-azaniumyl-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl alpha-D-glucopyranoside chebi_ontology +3 488.246 488.50720 C18H38N3O12 InChI=1S/C18H35N3O12/c19-2-6-8(23)10(25)12(27)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)11(26)9(24)7(3-22)31-18/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6+,7+,8+,9+,10-,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1 NZCOZAMBHLSNDW-HNDNCJINSA-Q [NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O kanamycin D CHEBI:72947 kanamycin D(3+) MetaCyc:CPD-14138 SUBMITTER PMID:22374809 SUBMITTER (1S,2S,3R,4S,6R)-4,6-diazaniumyl-3-[(6-azaniumyl-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl alpha-D-glucopyranoside IUPAC +3 ChEBI 488.246 ChEBI 488.50720 ChEBI C18H38N3O12 ChEBI InChI=1S/C18H35N3O12/c19-2-6-8(23)10(25)12(27)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)11(26)9(24)7(3-22)31-18/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6+,7+,8+,9+,10-,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1 ChEBI NZCOZAMBHLSNDW-HNDNCJINSA-Q ChEBI [NH3+]C[C@H]1O[C@H](O[C@@H]2[C@@H]([NH3+])C[C@@H]([NH3+])[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI kanamycin D UniProt A kanamycin that is kanamycin A in which the 3''-amino group is replaced by a hydroxy group. MetaCyc:CPD-14138 PMID:22374809 PMID:9134733 (1S,2S,3R,4S,6R)-4,6-diamino-3-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl alpha-D-glucopyranoside chebi_ontology 0 3''-deamino-3''-hydroxykanamycin A 485.222 485.48340 C18H35N3O12 InChI=1S/C18H35N3O12/c19-2-6-8(23)10(25)12(27)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)11(26)9(24)7(3-22)31-18/h4-18,22-29H,1-3,19-21H2/t4-,5+,6+,7+,8+,9+,10-,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1 NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O NZCOZAMBHLSNDW-HNDNCJINSA-N CHEBI:73079 kanamycin D PMID:22374809 Europe PMC PMID:9134733 Europe PMC (1S,2S,3R,4S,6R)-4,6-diamino-3-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl alpha-D-glucopyranoside IUPAC 0 ChEBI 3''-deamino-3''-hydroxykanamycin A ChEBI 485.222 ChEBI 485.48340 ChEBI C18H35N3O12 ChEBI InChI=1S/C18H35N3O12/c19-2-6-8(23)10(25)12(27)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)11(26)9(24)7(3-22)31-18/h4-18,22-29H,1-3,19-21H2/t4-,5+,6+,7+,8+,9+,10-,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1 ChEBI NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI NZCOZAMBHLSNDW-HNDNCJINSA-N ChEBI An EC 1.11.1.* (peroxidases) inhibitor that inhibits the action of L-ascorbate peroxidase (EC 1.11.1.11). Wikipedia:L-ascorbate_peroxidase EC 1.11.1.11 (L-ascorbate peroxidase) inhibitors chebi_ontology EC 1.11.1.11 inhibitor EC 1.11.1.11 inhibitors L-ascorbate peroxidase (EC 1.11.1.11) inhibitor L-ascorbate peroxidase (EC 1.11.1.11) inhibitors L-ascorbate peroxidase inhibitor L-ascorbate peroxidase inhibitors L-ascorbate:hydrogen-peroxide oxidoreductase inhibitor L-ascorbate:hydrogen-peroxide oxidoreductase inhibitors L-ascorbic acid peroxidase inhibitor L-ascorbic acid peroxidase inhibitors L-ascorbic acid-specific peroxidase inhibitor L-ascorbic acid-specific peroxidase inhibitors ascorbate peroxidase inhibitor ascorbate peroxidase inhibitors ascorbic acid peroxidase inhibitor ascorbic acid peroxidase inhibitors CHEBI:73181 EC 1.11.1.11 (L-ascorbate peroxidase) inhibitors EC 1.11.1.11 (L-ascorbate peroxidase) inhibitors ChEBI EC 1.11.1.11 inhibitor ChEBI EC 1.11.1.11 inhibitors ChEBI L-ascorbate peroxidase (EC 1.11.1.11) inhibitor ChEBI L-ascorbate peroxidase (EC 1.11.1.11) inhibitors ChEBI L-ascorbate peroxidase inhibitor ChEBI L-ascorbate peroxidase inhibitors ChEBI L-ascorbate:hydrogen-peroxide oxidoreductase inhibitor ChEBI L-ascorbate:hydrogen-peroxide oxidoreductase inhibitors ChEBI L-ascorbic acid peroxidase inhibitor ChEBI L-ascorbic acid peroxidase inhibitors ChEBI L-ascorbic acid-specific peroxidase inhibitor ChEBI L-ascorbic acid-specific peroxidase inhibitors ChEBI ascorbate peroxidase inhibitor ChEBI ascorbate peroxidase inhibitors ChEBI ascorbic acid peroxidase inhibitor ChEBI ascorbic acid peroxidase inhibitors ChEBI Any hydrolase inhibitor that interferes with the action of a hydrolase which acts on acid anhydrides (EC 3.6.*.*). CHEBI:76765 chebi_ontology EC 3.6 inhibitor EC 3.6 inhibitors EC 3.6.* (hydrolases acting on acid anhydrides) inhibitors EC 3.6.* inhibitor EC 3.6.* inhibitors EC 3.6.*.* inhibitor EC 3.6.*.* inhibitors acid anhydride hydrolase inhibitor acid anhydride hydrolase inhibitors inhibitor of hydrolase acting on acid anhydride (EC 3.6.*) inhibitors of hydrolase acting on acid anhydride (EC 3.6.*) CHEBI:73216 EC 3.6.* (hydrolases acting on acid anhydrides) inhibitor EC 3.6 inhibitor ChEBI EC 3.6 inhibitors ChEBI EC 3.6.* (hydrolases acting on acid anhydrides) inhibitors ChEBI EC 3.6.* inhibitor ChEBI EC 3.6.* inhibitors ChEBI EC 3.6.*.* inhibitor ChEBI EC 3.6.*.* inhibitors ChEBI acid anhydride hydrolase inhibitor ChEBI acid anhydride hydrolase inhibitors ChEBI inhibitor of hydrolase acting on acid anhydride (EC 3.6.*) ChEBI inhibitors of hydrolase acting on acid anhydride (EC 3.6.*) ChEBI Any compound that inhibits oxidative phosphorylation. chebi_ontology oxidative phosphorylation inhibitors CHEBI:73267 oxidative phosphorylation inhibitor oxidative phosphorylation inhibitors ChEBI An agonist at any adenosine receptor. adenosine receptor agonist chebi_ontology CHEBI:73311 adenosine receptor agonist adenosine receptor agonist ChEBI A drug used in treating and healing of wounds. Wikipedia:Wound_healing chebi_ontology vulneraries wound-healing agent wound-healing agents wound-healing drug wound-healing drugs CHEBI:73336 vulnerary vulneraries ChEBI wound-healing agent ChEBI wound-healing agents ChEBI wound-healing drug ChEBI wound-healing drugs ChEBI Any organic molecule containing a C#C bond. chebi_ontology 0 24.000 C#C containing compound C#C containing compounds C#C-containing compound C#C-containing compounds C2R2 [*]C#C[*] acetylenic compounds CHEBI:73474 acetylenic compound 0 ChEBI 24.000 ChEBI C#C containing compound ChEBI C#C containing compounds ChEBI C#C-containing compound ChEBI C#C-containing compounds ChEBI C2R2 ChEBI [*]C#C[*] ChEBI acetylenic compounds ChEBI Any naphthyridine derivative that is a derivative of 1,8-naphthyridine. chebi_ontology 1,8-naphthyridine derivatives CHEBI:73537 1,8-naphthyridine derivative 1,8-naphthyridine derivatives ChEBI Any organonitrogen heterocyclic compound that is a derivative of a naphthyridine. chebi_ontology naphthyridine derivatives CHEBI:73539 naphthyridine derivative naphthyridine derivatives ChEBI An L-alpha-amino acid which is biosynthesised from erythrose 4-phosphate and phosphoenolpyruvate (i.e. phenylalanine, tyrosine, and tryptophan). A closed class. chebi_ontology erythrose 4-phosphate and phosphoenolpyruvate family amino acid erythrose 4-phosphate and phosphoenolpyruvate family amino acids erythrose 4-phosphate family amino acid erythrose 4-phosphate family amino acids erythrose 4-phosphate/phosphoenolpyruvate family amino acids phosphoenolpyruvate family amino acid phosphoenolpyruvate family amino acids CHEBI:73690 erythrose 4-phosphate/phosphoenolpyruvate family amino acid erythrose 4-phosphate and phosphoenolpyruvate family amino acid ChEBI erythrose 4-phosphate and phosphoenolpyruvate family amino acids ChEBI erythrose 4-phosphate family amino acid ChEBI erythrose 4-phosphate family amino acids ChEBI erythrose 4-phosphate/phosphoenolpyruvate family amino acids ChEBI phosphoenolpyruvate family amino acid ChEBI phosphoenolpyruvate family amino acids ChEBI A carbonyl compound produced as a water-soluble byproduct when fatty acids are broken down for energy in the liver. There are three endogenous ketone bodies: acetone, acetoacetic acid, and (R)-3-hydroxybutyric acid; others may be produced as a result of the metabolism of synthetic triglycerides. PMID:10634967 PMID:19159745 PMID:22259088 PMID:22268909 PMID:22524563 PMID:22879057 PMID:23082721 PMID:23148246 PMID:23396451 PMID:23466063 PMID:23557707 Wikipedia:Ketone_body chebi_ontology ketone bodies CHEBI:73693 ketone body PMID:10634967 Europe PMC PMID:19159745 Europe PMC PMID:22259088 Europe PMC PMID:22268909 Europe PMC PMID:22524563 Europe PMC PMID:22879057 Europe PMC PMID:23082721 Europe PMC PMID:23148246 Europe PMC PMID:23396451 Europe PMC PMID:23466063 Europe PMC PMID:23557707 Europe PMC ketone bodies ChEBI A carbohydrate derivative in which one or more of the oxygens or hydroxy groups of the parent carbohydrate is replaced by sulfur or -SR, where R can be hydrogen or any group. PMID:16240117 PMID:23330717 chebi_ontology thiosugars CHEBI:73754 thiosugar PMID:16240117 Europe PMC PMID:23330717 Europe PMC thiosugars ChEBI An EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor that inhibits the action of ribonucleoside-diphosphate reductase (EC 1.17.4.1). Wikipedia:Ribonucleoside-diphosphate_reductase chebi_ontology 2'-deoxyribonucleoside-diphosphate:thioredoxin-disulfide 2'-oxidoreductase inhibitor 2'-deoxyribonucleoside-diphosphate:thioredoxin-disulfide 2'-oxidoreductase inhibitors ADP reductase inhibitor ADP reductase inhibitors CDP reductase inhibitor CDP reductase inhibitors EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitors EC 1.17.4.1 inhibitor EC 1.17.4.1 inhibitors RR inhibitor RR inhibitors UDP reductase inhibitor UDP reductase inhibitors nucleoside diphosphate reductase inhibitor nucleoside diphosphate reductase inhibitors ribonucleoside diphosphate reductase inhibitor ribonucleoside diphosphate reductase inhibitors ribonucleoside-diphosphate reductase (EC 1.17.4.1) inhibitor ribonucleoside-diphosphate reductase (EC 1.17.4.1) inhibitors ribonucleoside-diphosphate reductase inhibitor ribonucleoside-diphosphate reductase inhibitors ribonucleotide diphosphate reductase inhibitor ribonucleotide diphosphate reductase inhibitors ribonucleotide reductase inhibitor ribonucleotide reductase inhibitors CHEBI:74213 EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor 2'-deoxyribonucleoside-diphosphate:thioredoxin-disulfide 2'-oxidoreductase inhibitor ChEBI 2'-deoxyribonucleoside-diphosphate:thioredoxin-disulfide 2'-oxidoreductase inhibitors ChEBI ADP reductase inhibitor ChEBI ADP reductase inhibitors ChEBI CDP reductase inhibitor ChEBI CDP reductase inhibitors ChEBI EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitors ChEBI EC 1.17.4.1 inhibitor ChEBI EC 1.17.4.1 inhibitors ChEBI RR inhibitor ChEBI RR inhibitors ChEBI UDP reductase inhibitor ChEBI UDP reductase inhibitors ChEBI nucleoside diphosphate reductase inhibitor ChEBI nucleoside diphosphate reductase inhibitors ChEBI ribonucleoside diphosphate reductase inhibitor ChEBI ribonucleoside diphosphate reductase inhibitors ChEBI ribonucleoside-diphosphate reductase (EC 1.17.4.1) inhibitor ChEBI ribonucleoside-diphosphate reductase (EC 1.17.4.1) inhibitors ChEBI ribonucleoside-diphosphate reductase inhibitor ChEBI ribonucleoside-diphosphate reductase inhibitors ChEBI ribonucleotide diphosphate reductase inhibitor ChEBI ribonucleotide diphosphate reductase inhibitors ChEBI ribonucleotide reductase inhibitor ChEBI ribonucleotide reductase inhibitors ChEBI An optically active form of glyceric acid having L-configuration. CAS:28305-26-2 HMDB:HMDB06372 Reaxys:1721419 (2S)-2,3-dihydroxypropanoic acid chebi_ontology (S)-Glyceric acid 0 106.027 106.07730 C3H6O4 InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m0/s1 OC[C@H](O)C(O)=O RBNPOMFGQQGHHO-REOHCLBHSA-N CHEBI:74324 L-glyceric acid CAS:28305-26-2 ChemIDplus Reaxys:1721419 Reaxys (2S)-2,3-dihydroxypropanoic acid IUPAC (S)-Glyceric acid HMDB 0 ChEBI 106.027 ChEBI 106.07730 ChEBI C3H6O4 ChEBI InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m0/s1 ChEBI OC[C@H](O)C(O)=O ChEBI RBNPOMFGQQGHHO-REOHCLBHSA-N ChEBI A D-alpha-amino acid zwitterion that is D-asparagine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3. (2R)-4-amino-2-azaniumyl-4-oxobutanoate chebi_ontology (2R)-4-amino-2-ammonio-4-oxobutanoate 0 132.053 132.11790 C4H8N2O3 D-asparagine DCXYFEDJOCDNAF-UWTATZPHSA-N InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1 NC(=O)C[C@@H]([NH3+])C([O-])=O CHEBI:74337 D-asparagine zwitterion (2R)-4-amino-2-azaniumyl-4-oxobutanoate IUPAC (2R)-4-amino-2-ammonio-4-oxobutanoate IUPAC 0 ChEBI 132.053 ChEBI 132.11790 ChEBI C4H8N2O3 ChEBI D-asparagine UniProt DCXYFEDJOCDNAF-UWTATZPHSA-N ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1 ChEBI NC(=O)C[C@@H]([NH3+])C([O-])=O ChEBI An imidazolidinone that is imidazolin-2-one substituted at positions 4 and 5 by hydroxy and ureido groups respectively. PMID:20826786 1-(5-hydroxy-2-oxo-2,3-dihydro-1H-imidazol-4-yl)urea chebi_ontology 0 158.044 158.11540 2-oxo-4-hydroxy-5-ureidoimidazoline C4H6N4O3 InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h9H,(H3,5,6,10)(H2,7,8,11) MLVVTNIFHMERMU-UHFFFAOYSA-N NC(=O)Nc1[nH]c(=O)[nH]c1O allantoin, enol-form CHEBI:74345 1-(5-hydroxy-2-oxo-2,3-dihydroimidazol-4-yl)urea PMID:20826786 SUBMITTER 1-(5-hydroxy-2-oxo-2,3-dihydro-1H-imidazol-4-yl)urea IUPAC 0 ChEBI 158.044 ChEBI 158.11540 ChEBI 2-oxo-4-hydroxy-5-ureidoimidazoline ChEBI C4H6N4O3 ChEBI InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h9H,(H3,5,6,10)(H2,7,8,11) ChEBI MLVVTNIFHMERMU-UHFFFAOYSA-N ChEBI NC(=O)Nc1[nH]c(=O)[nH]c1O ChEBI allantoin, enol-form ChEBI A role borne by a molecule that acts to counteract or neutralize the deleterious effects of paracetamol (acetaminophen). PMID:16354242 PMID:16573399 PMID:16575097 PMID:22348679 PMID:22352734 PMID:22353666 PMID:22835053 PMID:22998987 PMID:7112203 chebi_ontology Tylenol poisoning antidote Tylenol poisoning antidotes acetaminophen poisoning antidote acetaminophen poisoning antidotes antidote to Tylenol poisoning antidote to acetaminophen poisoning antidotes to Tylenol poisoning antidotes to acetaminophen poisoning antidotes to paracetamol poisoning paracetamol poisoning antidote paracetamol poisoning antidotes CHEBI:74529 antidote to paracetamol poisoning PMID:16354242 Europe PMC PMID:16573399 Europe PMC PMID:16575097 Europe PMC PMID:22348679 Europe PMC PMID:22352734 Europe PMC PMID:22353666 Europe PMC PMID:22835053 Europe PMC PMID:22998987 Europe PMC PMID:7112203 Europe PMC Tylenol poisoning antidote ChEBI Tylenol poisoning antidotes ChEBI acetaminophen poisoning antidote ChEBI acetaminophen poisoning antidotes ChEBI antidote to Tylenol poisoning ChEBI antidote to acetaminophen poisoning ChEBI antidotes to Tylenol poisoning ChEBI antidotes to acetaminophen poisoning ChEBI antidotes to paracetamol poisoning ChEBI paracetamol poisoning antidote ChEBI paracetamol poisoning antidotes ChEBI An acridinium ion resulting from the protonation of the endocyclic nitrogen of 3,6-diaminoacridine. 3,6-diaminoacridinium chebi_ontology +1 210.103 210.25450 C13H12N3 InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2/p+1 Nc1ccc2cc3ccc(N)cc3[nH+]c2c1 WDVSHHCDHLJJJR-UHFFFAOYSA-O CHEBI:74711 3,6-diaminoacridine(1+) 3,6-diaminoacridinium IUPAC +1 ChEBI 210.103 ChEBI 210.25450 ChEBI C13H12N3 ChEBI InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2/p+1 ChEBI Nc1ccc2cc3ccc(N)cc3[nH+]c2c1 ChEBI WDVSHHCDHLJJJR-UHFFFAOYSA-O ChEBI An acridinium ion resulting from the protonation of the endocyclic nitrogen and one of the amino groups of 3,6-diaminoacridine. 3-amino-6-ammonioacridinium chebi_ontology +2 211.111 211.26240 C13H13N3 InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2/p+2 Nc1ccc2cc3ccc([NH3+])cc3[nH+]c2c1 WDVSHHCDHLJJJR-UHFFFAOYSA-P CHEBI:74713 3,6-diaminoacridine(2+) 3-amino-6-ammonioacridinium IUPAC +2 ChEBI 211.111 ChEBI 211.26240 ChEBI C13H13N3 ChEBI InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2/p+2 ChEBI Nc1ccc2cc3ccc([NH3+])cc3[nH+]c2c1 ChEBI WDVSHHCDHLJJJR-UHFFFAOYSA-P ChEBI A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions. Wikipedia:Astringent chebi_ontology adstringent adstringents astringents CHEBI:74783 astringent adstringent ChEBI adstringents ChEBI astringents ChEBI A pentahydroxyflavone that is 7-hydroxyflavonol bearing three additional hydroxy substituents at positions 2' 4' and 5. CHEBI:6998 CAS:480-16-0 HMDB:HMDB30796 KEGG:C10105 KNApSAcK:C00004624 LINCS:LSM-36988 LIPID_MAPS_instance:LMPK12112517 PMID:15516722 PMID:16806951 PMID:18629640 PMID:19539802 PMID:19774509 PMID:22740350 PMID:23030699 PMID:23254912 PMID:23279849 PMID:23352912 PMID:23384060 PMID:23432089 PMID:23590821 PMID:23757948 PMID:23952478 Reaxys:327474 Wikipedia:Morin_(flavonol) 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one chebi_ontology 0 2',3,4',5,7-Pentahydroxyflavone 2',4',3,5,7-Pentahydroxyflavone 2',4',5,7-Tetrahydroxyflavan-3-ol 2',4',5,7-Tetrahydroxyflavonol 2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one 3,5,7,2',4'-Pentahydroxyflavone 302.043 302.23570 C.I.Natural Yellow 8 C15H10O7 InChI=1S/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H Oc1ccc(c(O)c1)-c1oc2cc(O)cc(O)c2c(=O)c1O YXOLAZRVSSWPPT-UHFFFAOYSA-N CHEBI:75092 morin CAS:480-16-0 ChemIDplus CAS:480-16-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12112517 LIPID MAPS PMID:15516722 Europe PMC PMID:16806951 Europe PMC PMID:18629640 Europe PMC PMID:19539802 Europe PMC PMID:19774509 Europe PMC PMID:22740350 Europe PMC PMID:23030699 Europe PMC PMID:23254912 Europe PMC PMID:23279849 Europe PMC PMID:23352912 Europe PMC PMID:23384060 Europe PMC PMID:23432089 Europe PMC PMID:23590821 Europe PMC PMID:23757948 Europe PMC PMID:23952478 Europe PMC Reaxys:327474 Reaxys 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one IUPAC 0 ChEBI 2',3,4',5,7-Pentahydroxyflavone ChemIDplus 2',4',3,5,7-Pentahydroxyflavone ChemIDplus 2',4',5,7-Tetrahydroxyflavan-3-ol ChemIDplus 2',4',5,7-Tetrahydroxyflavonol HMDB 2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one HMDB 3,5,7,2',4'-Pentahydroxyflavone KEGG_COMPOUND 302.043 ChEBI 302.23570 ChEBI C.I.Natural Yellow 8 KEGG_COMPOUND C15H10O7 ChEBI InChI=1S/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H ChEBI Oc1ccc(c(O)c1)-c1oc2cc(O)cc(O)c2c(=O)c1O ChEBI YXOLAZRVSSWPPT-UHFFFAOYSA-N ChEBI An inorganic sodium salt having molybdate as the counterion. CAS:7631-95-0 KEGG:C15455 Reaxys:11323078 Wikipedia:Sodium_molybdate sodium dioxido(dioxo)molybdenum chebi_ontology 0 205.92000 207.865 Disodium molybdate InChI=1S/Mo.2Na.4O/q;2*+1;;;2*-1 MoNa2O4 Molybdic acid, disodium salt Na2MoO4 Natriummolybdat Sodium molybdate(VI) TVXXNOYZHKPKGW-UHFFFAOYSA-N [Na+].[Na+].[O-][Mo]([O-])(=O)=O disodium tetraoxomolybdate sodium molybdate sodium molybdate (anh.) sodium orthomolybdate CHEBI:75215 sodium molybdate (anhydrous) CAS:7631-95-0 ChemIDplus CAS:7631-95-0 KEGG COMPOUND CAS:7631-95-0 NIST Chemistry WebBook Reaxys:11323078 Reaxys sodium dioxido(dioxo)molybdenum IUPAC 0 ChEBI 205.92000 ChEBI 207.865 ChEBI Disodium molybdate ChemIDplus InChI=1S/Mo.2Na.4O/q;2*+1;;;2*-1 ChEBI MoNa2O4 ChEBI Molybdic acid, disodium salt ChemIDplus Na2MoO4 ChEBI Natriummolybdat ChemIDplus Sodium molybdate(VI) KEGG_COMPOUND TVXXNOYZHKPKGW-UHFFFAOYSA-N ChEBI [Na+].[Na+].[O-][Mo]([O-])(=O)=O ChEBI disodium tetraoxomolybdate ChEBI sodium molybdate ChEBI sodium molybdate (anh.) ChEBI sodium orthomolybdate ChEBI An EC 1.11.* (oxidoreductase acting on peroxide as donors) inhibitor that interferes with the action of any of the peroxidases (EC 1.11.1.*). Wikipedia:Peroxidases chebi_ontology EC 1.11.1 inhibitor EC 1.11.1 inhibitors EC 1.11.1.* (peroxidase) inhibitor EC 1.11.1.* (peroxidase) inhibitors EC 1.11.1.* (peroxidases) inhibitors EC 1.11.1.* inhibitor EC 1.11.1.* inhibitors inhibitor of peroxidases inhibitors of peroxidases peroxidases inhibitors CHEBI:75381 EC 1.11.1.* (peroxidases) inhibitor EC 1.11.1 inhibitor ChEBI EC 1.11.1 inhibitors ChEBI EC 1.11.1.* (peroxidase) inhibitor ChEBI EC 1.11.1.* (peroxidase) inhibitors ChEBI EC 1.11.1.* (peroxidases) inhibitors ChEBI EC 1.11.1.* inhibitor ChEBI EC 1.11.1.* inhibitors ChEBI inhibitor of peroxidases ChEBI inhibitors of peroxidases ChEBI peroxidases inhibitors ChEBI An EC 6.1.* (C-O bond-forming ligase) inhibitor that interferes with the action of any ligase forming aminoacyl tRNA and related compounds (EC 6.1.1.*). chebi_ontology EC 6.1.1.* (ligases forming aminoacyl tRNA and related compounds) inhibitors EC 6.1.1.* inhibitor EC 6.1.1.* inhibitors aminoacyl tRNA synthetase inhibitor aminoacyl tRNA synthetase inhibitors ligases forming aminoacyl tRNA and related compounds (EC 6.1.1.*) inhibitor ligases forming aminoacyl tRNA and related compounds (EC 6.1.1.*) inhibitors tRNA synthetase inhibitor tRNA synthetase inhibitors CHEBI:75416 EC 6.1.1.* (ligases forming aminoacyl tRNA and related compounds) inhibitor EC 6.1.1.* (ligases forming aminoacyl tRNA and related compounds) inhibitors ChEBI EC 6.1.1.* inhibitor ChEBI EC 6.1.1.* inhibitors ChEBI aminoacyl tRNA synthetase inhibitor ChEBI aminoacyl tRNA synthetase inhibitors ChEBI ligases forming aminoacyl tRNA and related compounds (EC 6.1.1.*) inhibitor ChEBI ligases forming aminoacyl tRNA and related compounds (EC 6.1.1.*) inhibitors ChEBI tRNA synthetase inhibitor ChEBI tRNA synthetase inhibitors ChEBI A hydrazone that is hydrazonomalononitrile in which one of the hydrazine hydrogens is substituted by a p-trifluoromethoxyphenyl group. CAS:370-86-5 LINCS:LSM-2317 MetaCyc:CPD-10715 PMID:20445170 PMID:21308897 PMID:22343009 PMID:23376234 PMID:23376829 PMID:23529126 PMID:23626747 PMID:23645464 PMID:23830853 PMID:23832656 PMID:23851285 PMID:23876326 PMID:23891695 Patent:US2002045621 Patent:WO2007016419 Reaxys:4693268 Wikipedia:Carbonyl_cyanide-p-trifluoromethoxyphenylhydrazone {[4-(trifluoromethoxy)phenyl]hydrazono}malononitrile chebi_ontology 0 254.042 254.16810 BMZRVOVNUMQTIN-UHFFFAOYSA-N C10H5F3N4O Carbonyl cyanide 4-trifluoromethoxyphenylhydrazone FC(F)(F)Oc1ccc(NN=C(C#N)C#N)cc1 FCCP InChI=1S/C10H5F3N4O/c11-10(12,13)18-9-3-1-7(2-4-9)16-17-8(5-14)6-15/h1-4,16H CHEBI:75458 carbonyl cyanide p-trifluoromethoxyphenylhydrazone CAS:370-86-5 ChemIDplus PMID:20445170 Europe PMC PMID:21308897 Europe PMC PMID:22343009 Europe PMC PMID:23376234 Europe PMC PMID:23376829 Europe PMC PMID:23529126 Europe PMC PMID:23626747 Europe PMC PMID:23645464 Europe PMC PMID:23830853 Europe PMC PMID:23832656 Europe PMC PMID:23851285 Europe PMC PMID:23876326 Europe PMC PMID:23891695 Europe PMC Reaxys:4693268 Reaxys {[4-(trifluoromethoxy)phenyl]hydrazono}malononitrile IUPAC 0 ChEBI 254.042 ChEBI 254.16810 ChEBI BMZRVOVNUMQTIN-UHFFFAOYSA-N ChEBI C10H5F3N4O ChEBI Carbonyl cyanide 4-trifluoromethoxyphenylhydrazone ChemIDplus FC(F)(F)Oc1ccc(NN=C(C#N)C#N)cc1 ChEBI FCCP ChemIDplus InChI=1S/C10H5F3N4O/c11-10(12,13)18-9-3-1-7(2-4-9)16-17-8(5-14)6-15/h1-4,16H ChEBI A hydroxamic acid obtained by formal condensation of the carboxy group of serine with the amino group of hydroxylamine. CAS:4370-83-6 MetaCyc:CPD0-1378 PMID:12501374 PMID:18612598 PMID:19245839 PMID:4576413 PMID:4934071 PMID:6175641 PMID:6210344 PMID:7686490 Reaxys:2429002 colombos:SHX N-hydroxyserinamide chebi_ontology (+-)-serine hydroxamate 0 120.053 120.10720 2-Amino-N,3-dihydroxypropanamide C3H8N2O3 DL-serine hydroxamate InChI=1S/C3H8N2O3/c4-2(1-6)3(7)5-8/h2,6,8H,1,4H2,(H,5,7) LELJBJGDDGUFRP-UHFFFAOYSA-N NC(CO)C(=O)NO CHEBI:75494 serine hydroxamate CAS:4370-83-6 ChemIDplus PMID:12501374 Europe PMC PMID:18612598 Europe PMC PMID:19245839 Europe PMC PMID:4576413 Europe PMC PMID:4934071 Europe PMC PMID:6175641 Europe PMC PMID:6210344 Europe PMC PMID:7686490 Europe PMC Reaxys:2429002 Reaxys N-hydroxyserinamide IUPAC (+-)-serine hydroxamate ChEBI 0 ChEBI 120.053 ChEBI 120.10720 ChEBI 2-Amino-N,3-dihydroxypropanamide ChemIDplus C3H8N2O3 ChEBI DL-serine hydroxamate ChEBI InChI=1S/C3H8N2O3/c4-2(1-6)3(7)5-8/h2,6,8H,1,4H2,(H,5,7) ChEBI LELJBJGDDGUFRP-UHFFFAOYSA-N ChEBI NC(CO)C(=O)NO ChEBI An EC 6.1.1.* (ligases forming aminoacyl tRNA and related compounds) inhibitor that specifically inhibits the action of seryl-tRNA synthetase (EC 6.1.1.11). Wikipedia:Serine-tRNA_ligase EC 6.1.1.11 (serine--tRNA ligase) inhibitor chebi_ontology EC 6.1.1.11 (serine--tRNA ligase) inhibitors EC 6.1.1.11 inhibitor EC 6.1.1.11 inhibitors L-serine:tRNA(Ser) ligase (AMP-forming) inhibitor L-serine:tRNA(Ser) ligase (AMP-forming) inhibitors SerRS inhibitor SerRS inhibitors serine translase inhibitor serine translase inhibitors serine--tRNA ligase (EC 6.1.1.11) inhibitor serine--tRNA ligase (EC 6.1.1.11) inhibitors serine--tRNA ligase inhibitor serine--tRNA ligase inhibitors seryl-tRNA synthetase inhibitor seryl-tRNA synthetase inhibitors seryl-transfer RNA synthetase inhibitor seryl-transfer RNA synthetase inhibitors seryl-transfer ribonucleate synthetase inhibitor seryl-transfer ribonucleate synthetase inhibitors seryl-transfer ribonucleic acid synthetase inhibitor seryl-transfer ribonucleic acid synthetase inhibitors CHEBI:75495 EC 6.1.1.11 (serine--tRNA ligase) inhibitor EC 6.1.1.11 (serine--tRNA ligase) inhibitor ChEBI EC 6.1.1.11 (serine--tRNA ligase) inhibitors ChEBI EC 6.1.1.11 inhibitor ChEBI EC 6.1.1.11 inhibitors ChEBI L-serine:tRNA(Ser) ligase (AMP-forming) inhibitor ChEBI L-serine:tRNA(Ser) ligase (AMP-forming) inhibitors ChEBI SerRS inhibitor ChEBI SerRS inhibitors ChEBI serine translase inhibitor ChEBI serine translase inhibitors ChEBI serine--tRNA ligase (EC 6.1.1.11) inhibitor ChEBI serine--tRNA ligase (EC 6.1.1.11) inhibitors ChEBI serine--tRNA ligase inhibitor ChEBI serine--tRNA ligase inhibitors ChEBI seryl-tRNA synthetase inhibitor ChEBI seryl-tRNA synthetase inhibitors ChEBI seryl-transfer RNA synthetase inhibitor ChEBI seryl-transfer RNA synthetase inhibitors ChEBI seryl-transfer ribonucleate synthetase inhibitor ChEBI seryl-transfer ribonucleate synthetase inhibitors ChEBI seryl-transfer ribonucleic acid synthetase inhibitor ChEBI seryl-transfer ribonucleic acid synthetase inhibitors ChEBI An enzyme inhibitor that inhibits the action of an isomerase (EC 5.*.*.*). chebi_ontology EC 5.* (isomerase) inhibitors EC 5.* inhibitor EC 5.* inhibitors EC 5.*.*.* inhibitor EC 5.*.*.* inhibitors isomerase (EC 5.*) inhibitor isomerase (EC 5.*) inhibitors isomerase inhibitor isomerase inhibitors CHEBI:75596 EC 5.* (isomerase) inhibitor EC 5.* (isomerase) inhibitors ChEBI EC 5.* inhibitor ChEBI EC 5.* inhibitors ChEBI EC 5.*.*.* inhibitor ChEBI EC 5.*.*.* inhibitors ChEBI isomerase (EC 5.*) inhibitor ChEBI isomerase (EC 5.*) inhibitors ChEBI isomerase inhibitor ChEBI isomerase inhibitors ChEBI Any enzyme inhibitor that interferes with the action of a ligase (EC 6.*.*.*). Ligases are enzymes that catalyse the joining of two molecules with concomitant hydrolysis of the diphosphate bond in ATP or a similar triphosphate. Wikipedia:Ligase chebi_ontology EC 6.* (ligase) inhibitors EC 6.* inhibitor EC 6.* inhibitors EC 6.*.*.* inhibitor EC 6.*.*.* inhibitors ligase inhibitor ligase inhibitors CHEBI:75603 EC 6.* (ligase) inhibitor EC 6.* (ligase) inhibitors ChEBI EC 6.* inhibitor ChEBI EC 6.* inhibitors ChEBI EC 6.*.*.* inhibitor ChEBI EC 6.*.*.* inhibitors ChEBI ligase inhibitor ChEBI ligase inhibitors ChEBI A ligase inhibitor that interferes with the action of a C-C bond-forming ligase (EC 6.4.*.*). chebi_ontology C--C bond-forming ligase inhibitor C--C bond-forming ligase inhibitors C-C bond-forming ligase (EC 6.4.*) inhibitor C-C bond-forming ligase (EC 6.4.*) inhibitorS C-C bond-forming ligase inhibitor C-C bond-forming ligase inhibitors EC 6.4.* (C-C bond-forming ligase) inhibitorS EC 6.4.* inhibitor EC 6.4.* inhibitors EC 6.4.*.* inhibitor EC 6.4.*.* inhibitors CHEBI:75604 EC 6.4.* (C-C bond-forming ligase) inhibitor C--C bond-forming ligase inhibitor ChEBI C--C bond-forming ligase inhibitors ChEBI C-C bond-forming ligase (EC 6.4.*) inhibitor ChEBI C-C bond-forming ligase (EC 6.4.*) inhibitorS ChEBI C-C bond-forming ligase inhibitor ChEBI C-C bond-forming ligase inhibitors ChEBI EC 6.4.* (C-C bond-forming ligase) inhibitorS ChEBI EC 6.4.* inhibitor ChEBI EC 6.4.* inhibitors ChEBI EC 6.4.*.* inhibitor ChEBI EC 6.4.*.* inhibitors ChEBI Any metabolite produced during a metabolic reaction in eukaryotes, the taxon that include members of the fungi, plantae and animalia kingdoms. chebi_ontology eukaryotic metabolites CHEBI:75763 eukaryotic metabolite eukaryotic metabolites ChEBI Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals. CHEBI:77721 CHEBI:77743 chebi_ontology animal metabolites CHEBI:75767 animal metabolite animal metabolites ChEBI Any animal metabolite produced during a metabolic reaction in mammals. CHEBI:77464 CHEBI:77744 chebi_ontology mammalian metabolites CHEBI:75768 mammalian metabolite mammalian metabolites ChEBI Any of the group of eight water-soluble vitamins originally thought to be a single compound (vitamin B) that play important roles in cell metabolism. The group comprises vitamin B1, B2, B3, B5, B6, B7, B9, and B12. (Around 20 other compounds were once thought to be B vitamins but are no longer classified as such.) PMID:22743781 PMID:23093174 PMID:23238962 PMID:23449527 PMID:23462586 PMID:23690582 Wikipedia:B_vitamin chebi_ontology B vitamins B-group vitamin B-group vitamins vitamin B CHEBI:75769 B vitamin PMID:22743781 Europe PMC PMID:23093174 Europe PMC PMID:23238962 Europe PMC PMID:23449527 Europe PMC PMID:23462586 Europe PMC PMID:23690582 Europe PMC B vitamins ChEBI B-group vitamin ChEBI B-group vitamins ChEBI vitamin B ChEBI Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). chebi_ontology Mus musculus metabolite Mus musculus metabolites mouse metabolites CHEBI:75771 mouse metabolite Mus musculus metabolite ChEBI Mus musculus metabolites ChEBI mouse metabolites ChEBI Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae). CHEBI:76949 CHEBI:76951 chebi_ontology S. cerevisiae metabolite S. cerevisiae metabolites S. cerevisiae secondary metabolite S. cerevisiae secondary metabolites Saccharomyces cerevisiae metabolites Saccharomyces cerevisiae secondary metabolites baker's yeast metabolite baker's yeast metabolites baker's yeast secondary metabolite baker's yeast secondary metabolites CHEBI:75772 Saccharomyces cerevisiae metabolite S. cerevisiae metabolite ChEBI S. cerevisiae metabolites ChEBI S. cerevisiae secondary metabolite ChEBI S. cerevisiae secondary metabolites ChEBI Saccharomyces cerevisiae metabolites ChEBI Saccharomyces cerevisiae secondary metabolites ChEBI baker's yeast metabolite ChEBI baker's yeast metabolites ChEBI baker's yeast secondary metabolite ChEBI baker's yeast secondary metabolites ChEBI Any metabolite produced during a metabolic reaction in prokaryotes, the taxon that include members of domains such as the bacteria and archaea. chebi_ontology prokaryotic metabolites CHEBI:75787 prokaryotic metabolite prokaryotic metabolites ChEBI A compound of iron and sulfate in which the ratio of iron(2+) to sulfate ions is 1:1. Various hydrates occur naturally - most commonly the heptahydrate, which loses water to form the tetrahydrate at 57degreeC and the monohydrate at 65degreeC. CAS:7720-78-7 MetaCyc:CPD0-2386 Reaxys:4933679 Wikipedia:Iron(II)_sulfate colombos:FeSO4 iron(2+) sulfate chebi_ontology 0 151.887 151.90800 BAUYGSIQEAFULO-UHFFFAOYSA-L Fe(II)SO4 FeO4S FeSO4 InChI=1S/Fe.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 [Fe++].[O-]S([O-])(=O)=O ferrous sulfate ferrous sulfate (anh.) ferrous sulfate (anhydrous) ferrous sulfate anhydrous iron sulfate (1:1) iron(2+) sulfate (anh.) iron(II) sulfate iron(II) sulfate (1:1) CHEBI:75832 iron(2+) sulfate (anhydrous) CAS:7720-78-7 ChemIDplus Reaxys:4933679 Reaxys iron(2+) sulfate IUPAC 0 ChEBI 151.887 ChEBI 151.90800 ChEBI BAUYGSIQEAFULO-UHFFFAOYSA-L ChEBI Fe(II)SO4 ChEBI FeO4S ChEBI FeSO4 ChEBI InChI=1S/Fe.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 ChEBI [Fe++].[O-]S([O-])(=O)=O ChEBI ferrous sulfate ChemIDplus ferrous sulfate (anh.) ChEBI ferrous sulfate (anhydrous) ChEBI ferrous sulfate anhydrous ChemIDplus iron sulfate (1:1) ChemIDplus iron(2+) sulfate (anh.) ChEBI iron(II) sulfate ChEBI iron(II) sulfate (1:1) ChemIDplus CAS:15078-28-1 DrugBank:DB00325 KEGG:C07269 MolBase:329 Nitroprusside pentacyanidonitrosylferrate(2-) pentacyanidonitrosylferrate(III) chebi_ontology -2 215.93834 215.948 ASPOIVQEUUCDQT-UHFFFAOYSA-N C5FeN6O InChI=1S/5CN.Fe.NO/c5*1-2;;1-2/q;;;;;2*-1 Nitroferricyanide O=N[Fe--](C#N)(C#N)(C#N)(C#N)C#N [Fe(CN)5(NO)](2-) CHEBI:7596 nitroprusside CAS:15078-28-1 ChemIDplus CAS:15078-28-1 KEGG COMPOUND Nitroprusside KEGG_COMPOUND pentacyanidonitrosylferrate(2-) IUPAC pentacyanidonitrosylferrate(III) IUPAC -2 ChEBI 215.93834 ChEBI 215.948 KEGG_COMPOUND ASPOIVQEUUCDQT-UHFFFAOYSA-N ChEBI C5FeN6O KEGG_COMPOUND InChI=1S/5CN.Fe.NO/c5*1-2;;1-2/q;;;;;2*-1 ChEBI Nitroferricyanide ChemIDplus O=N[Fe--](C#N)(C#N)(C#N)(C#N)C#N ChEBI [Fe(CN)5(NO)](2-) IUPAC An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of any aromatic amino-acid. MetaCyc:Aromatic-Amino-Acids chebi_ontology 0 74.024 C2H4NO2R [NH3+]C([*])C([O-])=O an aromatic amino-acid aromatic amino-acid zwitterions CHEBI:76042 aromatic amino-acid zwitterion MetaCyc:Aromatic-Amino-Acids SUBMITTER 0 ChEBI 74.024 ChEBI C2H4NO2R ChEBI [NH3+]C([*])C([O-])=O ChEBI an aromatic amino-acid UniProt aromatic amino-acid zwitterions ChEBI Any metabolite produced by metabolism of a xenobiotic compound. chebi_ontology xenobiotic metabolites CHEBI:76206 xenobiotic metabolite xenobiotic metabolites ChEBI A compound of ammonium, iron and sulfate in which the ratio of ammonium to iron(2+) to sulfate ions is 2:1:2. CAS:10045-89-3 PMID:22972036 Reaxys:13163104 Wikipedia:Ammonium_iron(II)_sulfate ammonium iron(2+) sulfate chebi_ontology 0 283.907 284.04700 Ammonium ferrous sulfate Ammonium iron sulfate Ammonium iron sulfate (2:2:1) Ammonium iron(II) sulfate Diammonium ferrous sulfate Diammonium iron sulfate FeH8N2O8S2 Ferrous ammonium sulfate Ferrous ammonium sulphate Ferrous diammonium disulfate IMBKASBLAKCLEM-UHFFFAOYSA-L InChI=1S/Fe.2H3N.2H2O4S/c;;;2*1-5(2,3)4/h;2*1H3;2*(H2,1,2,3,4)/q+2;;;;/p-2 Mohr's salt [NH4+].[NH4+].[Fe++].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O CHEBI:76243 ferrous ammonium sulfate (anhydrous) CAS:10045-89-3 ChemIDplus PMID:22972036 Europe PMC Reaxys:13163104 Reaxys ammonium iron(2+) sulfate IUPAC 0 ChEBI 283.907 ChEBI 284.04700 ChEBI Ammonium ferrous sulfate ChemIDplus Ammonium iron sulfate ChemIDplus Ammonium iron sulfate (2:2:1) ChemIDplus Ammonium iron(II) sulfate ChemIDplus Diammonium ferrous sulfate ChemIDplus Diammonium iron sulfate ChemIDplus FeH8N2O8S2 ChEBI Ferrous ammonium sulfate ChemIDplus Ferrous ammonium sulphate ChemIDplus Ferrous diammonium disulfate ChemIDplus IMBKASBLAKCLEM-UHFFFAOYSA-L ChEBI InChI=1S/Fe.2H3N.2H2O4S/c;;;2*1-5(2,3)4/h;2*1H3;2*(H2,1,2,3,4)/q+2;;;;/p-2 ChEBI Mohr's salt ChemIDplus [NH4+].[NH4+].[Fe++].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ChEBI A gas in an atmosphere that absorbs and emits radiation within the thermal infrared range, so contributing to the 'greenhouse effect'. Wikipedia:Greenhouse_gas chebi_ontology greenhouse gases CHEBI:76413 greenhouse gas greenhouse gases ChEBI A compressed gas or liquid with a boiling point lower than room temperature which to used to propel and dispense liquids such as deodorants, insecticides, paints, etc. from aerosol cans. PMID:22519407 PMID:24001847 chebi_ontology propellants CHEBI:76414 propellant PMID:22519407 Europe PMC PMID:24001847 Europe PMC propellants ChEBI A nitroso compound that is any urea in which one of the nitrogens is substituted by a nitroso group chebi_ontology CHEBI:76551 N-nitrosoureas A transferase inhibitor inhibiting the action of transferase of a one-carbon-containing group (EC 2.1.*.*). chebi_ontology C1-transferase (EC 2.1.*) inhibitor C1-transferase (EC 2.1.*) inhibitors C1-transferase inhibitor C1-transferase inhibitors EC 2.1.* (C1-transferase) inhibitors EC 2.1.* inhibitor EC 2.1.* inhibitors one-carbon-containing group transferase inhibitor one-carbon-containing group transferase inhibitors CHEBI:76655 EC 2.1.* (C1-transferase) inhibitor C1-transferase (EC 2.1.*) inhibitor ChEBI C1-transferase (EC 2.1.*) inhibitors ChEBI C1-transferase inhibitor ChEBI C1-transferase inhibitors ChEBI EC 2.1.* (C1-transferase) inhibitors ChEBI EC 2.1.* inhibitor ChEBI EC 2.1.* inhibitors ChEBI one-carbon-containing group transferase inhibitor ChEBI one-carbon-containing group transferase inhibitors ChEBI A transferase inhibitor that inhibits the transfer of an alkyl (other than methyl) or aryl group (EC 2.5.1.*). chebi_ontology EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitors EC 2.5.1.* inhibitor EC 2.5.1.* inhibitors alkyl/aryl (non-methyl) transferase inhibitor alkyl/aryl (non-methyl) transferase inhibitors non-methyl alkyl/aryl transferase (EC 2.5.1.*) inhibitor non-methyl alkyl/aryl transferase (EC 2.5.1.*) inhibitors non-methyl alkyl/aryl transferase inhibitor non-methyl alkyl/aryl transferase inhibitors non-methyl-alkyl or aryl transferase inhibitor non-methyl-alkyl or aryl transferase inhibitors CHEBI:76663 EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitors ChEBI EC 2.5.1.* inhibitor ChEBI EC 2.5.1.* inhibitors ChEBI alkyl/aryl (non-methyl) transferase inhibitor ChEBI alkyl/aryl (non-methyl) transferase inhibitors ChEBI non-methyl alkyl/aryl transferase (EC 2.5.1.*) inhibitor ChEBI non-methyl alkyl/aryl transferase (EC 2.5.1.*) inhibitors ChEBI non-methyl alkyl/aryl transferase inhibitor ChEBI non-methyl alkyl/aryl transferase inhibitors ChEBI non-methyl-alkyl or aryl transferase inhibitor ChEBI non-methyl-alkyl or aryl transferase inhibitors ChEBI A transferase inhibitor that inhibits the action of a phosphorus-containing group transferase (EC 2.7.*.*). chebi_ontology EC 2.7.* (P-containing group transferase) inhibitors EC 2.7.* (phosphorus-containing group transferase) inhibitor EC 2.7.* (phosphorus-containing group transferase) inhibitors EC 2.7.* inhibitor EC 2.7.* inhibitors phosphorus-containing group transferase (EC 2.7.*) inhibitor phosphorus-containing group transferase (EC 2.7.*) inhibitors phosphorus-containing group transferase inhibitor phosphorus-containing group transferase inhibitors CHEBI:76668 EC 2.7.* (P-containing group transferase) inhibitor EC 2.7.* (P-containing group transferase) inhibitors ChEBI EC 2.7.* (phosphorus-containing group transferase) inhibitor ChEBI EC 2.7.* (phosphorus-containing group transferase) inhibitors ChEBI EC 2.7.* inhibitor ChEBI EC 2.7.* inhibitors ChEBI phosphorus-containing group transferase (EC 2.7.*) inhibitor ChEBI phosphorus-containing group transferase (EC 2.7.*) inhibitors ChEBI phosphorus-containing group transferase inhibitor ChEBI phosphorus-containing group transferase inhibitors ChEBI An isomerase inhibitor that interferes with the action of an intramolecular oxidoreductase (EC 5.3.*.*). chebi_ontology EC 5.3.* (intramolecular oxidoreductase) inhibitors intramolecular oxidoreductase (EC 5.3.*) inhibitor intramolecular oxidoreductase (EC 5.3.*) inhibitors intramolecular oxidoreductase inhibitor intramolecular oxidoreductase inhibitors CHEBI:76694 EC 5.3.* (intramolecular oxidoreductase) inhibitor EC 5.3.* (intramolecular oxidoreductase) inhibitors ChEBI intramolecular oxidoreductase (EC 5.3.*) inhibitor ChEBI intramolecular oxidoreductase (EC 5.3.*) inhibitors ChEBI intramolecular oxidoreductase inhibitor ChEBI intramolecular oxidoreductase inhibitors ChEBI An isomerase inhibitor that interferes with the action of any member of the group of 'other isomerases' (EC 5.99.*.*). chebi_ontology EC 5.99.* (miscellaneous isomerases) inhibitor EC 5.99.* (miscellaneous isomerases) inhibitors EC 5.99.* (other isomerase) inhibitor EC 5.99.* (other isomerase) inhibitors EC 5.99.* (other isomerases) inhibitors EC 5.99.* inhibitor EC 5.99.* inhibitors CHEBI:76697 EC 5.99.* (other isomerases) inhibitor EC 5.99.* (miscellaneous isomerases) inhibitor ChEBI EC 5.99.* (miscellaneous isomerases) inhibitors ChEBI EC 5.99.* (other isomerase) inhibitor ChEBI EC 5.99.* (other isomerase) inhibitors ChEBI EC 5.99.* (other isomerases) inhibitors ChEBI EC 5.99.* inhibitor ChEBI EC 5.99.* inhibitors ChEBI A ligase inhibitor that interferes with the action of a C-O bond-forming ligase (EC 6.1.*.*). chebi_ontology C-O bond-forming ligase (EC 6.1.*) inhibitor C-O bond-forming ligase (EC 6.1.*) inhibitors C-O bond-forming ligase inhibitor C-O bond-forming ligase inhibitors EC 6.1.* (C-O bond-forming ligase) inhibitors EC 6.1.* inhibitor EC 6.1.* inhibitors CHEBI:76706 EC 6.1.* (C-O bond-forming ligase) inhibitor C-O bond-forming ligase (EC 6.1.*) inhibitor ChEBI C-O bond-forming ligase (EC 6.1.*) inhibitors ChEBI C-O bond-forming ligase inhibitor ChEBI C-O bond-forming ligase inhibitors ChEBI EC 6.1.* (C-O bond-forming ligase) inhibitors ChEBI EC 6.1.* inhibitor ChEBI EC 6.1.* inhibitors ChEBI An enzyme inhibitor which interferes with the action of a lyase (EC 4.*.*.*). Lyases are enzymes cleaving C-C, C-O, C-N and other bonds by other means than by hydrolysis or oxidation. Wikipedia:Lyase chebi_ontology EC 4.* (lyase) inhibitors EC 4.* inhibitor EC 4.* inhibitors EC 4.*.*.* inhibitor EC 4.*.*.* inhibitors lyase (EC 4.*) inhibitor lyase (EC 4.*) inhibitorS lyase inhibitor lyase inhibitors CHEBI:76710 EC 4.* (lyase) inhibitor EC 4.* (lyase) inhibitors ChEBI EC 4.* inhibitor ChEBI EC 4.* inhibitors ChEBI EC 4.*.*.* inhibitor ChEBI EC 4.*.*.* inhibitors ChEBI lyase (EC 4.*) inhibitor ChEBI lyase (EC 4.*) inhibitorS ChEBI lyase inhibitor ChEBI lyase inhibitors ChEBI A lyase inhibitor which inhibits the action of a C-C lyase (EC 4.1.*.*). chebi_ontology C-C lyase (EC 4.1.*) inhibitor C-C lyase (EC 4.1.*) inhibitors C-C lyase inhibitor C-C lyase inhibitors EC 4.1.* (C-C lyase) inhibitors EC 4.1.* inhibitor EC 4.1.* inhibitors CHEBI:76711 EC 4.1.* (C-C lyase) inhibitor C-C lyase (EC 4.1.*) inhibitor ChEBI C-C lyase (EC 4.1.*) inhibitors ChEBI C-C lyase inhibitor ChEBI C-C lyase inhibitors ChEBI EC 4.1.* (C-C lyase) inhibitors ChEBI EC 4.1.* inhibitor ChEBI EC 4.1.* inhibitors ChEBI A lyase inhibitor which inhibits the action of a C-O lyase (EC 4.2.*.*). chebi_ontology C-O lyase (EC 4.2.*) inhibitor C-O lyase (EC 4.2.*) inhibitors C-O lyase inhibitor C-O lyase inhibitors EC 4.2.* (C-O lyase) inhibitors EC 4.2.* inhibitor EC 4.2.* inhibitors CHEBI:76712 EC 4.2.* (C-O lyase) inhibitor C-O lyase (EC 4.2.*) inhibitor ChEBI C-O lyase (EC 4.2.*) inhibitors ChEBI C-O lyase inhibitor ChEBI C-O lyase inhibitors ChEBI EC 4.2.* (C-O lyase) inhibitors ChEBI EC 4.2.* inhibitor ChEBI EC 4.2.* inhibitors ChEBI A lyase inhibitor which inhibits the action of a C-N lyase (EC 4.3.*.*). chebi_ontology C-N lyase (EC 4.3.*) inhibitor C-N lyase (EC 4.3.*) inhibitors C-N lyase inhibitor C-N lyase inhibitors EC 4.3.* (C-N lyase) inhibitors EC 4.3.* inhibitor EC 4.3.* inhibitors CHEBI:76713 EC 4.3.* (C-N lyase) inhibitor C-N lyase (EC 4.3.*) inhibitor ChEBI C-N lyase (EC 4.3.*) inhibitors ChEBI C-N lyase inhibitor ChEBI C-N lyase inhibitors ChEBI EC 4.3.* (C-N lyase) inhibitors ChEBI EC 4.3.* inhibitor ChEBI EC 4.3.* inhibitors ChEBI An enzyme inhibitor which interferes with the action of an oxidoreductase (EC 1.*.*.*). Wikipedia:Oxidoreductase chebi_ontology EC 1.* (oxidoreductase) inhibitors EC 1.* inhibitor EC 1.* inhibitors oxidoreductase (EC 1.*) inhibitor oxidoreductase (EC 1.*) inhibitors oxidoreductase inhibitor oxidoreductase inhibitors CHEBI:76725 EC 1.* (oxidoreductase) inhibitor EC 1.* (oxidoreductase) inhibitors ChEBI EC 1.* inhibitor ChEBI EC 1.* inhibitors ChEBI oxidoreductase (EC 1.*) inhibitor ChEBI oxidoreductase (EC 1.*) inhibitors ChEBI oxidoreductase inhibitor ChEBI oxidoreductase inhibitors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on the CH-CH group of donors (EC 1.3.*.*). chebi_ontology EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitors EC 1.3.* inhibitor EC 1.3.* inhibitors inhibitor of oxidoreductase acting on CH-CH group of donor inhibitor of oxidoreductase acting on CH-CH group of donors inhibitors of oxidoreductase acting on CH-CH group of donor inhibitors of oxidoreductase acting on CH-CH group of donors oxidoreductase acting on donor CH-CH group (EC 1.3.*) inhibitor oxidoreductase acting on donor CH-CH group (EC 1.3.*) inhibitors oxidoreductase acting on donor CH-CH group inhibitor oxidoreductase acting on donor CH-CH group inhibitors CHEBI:76729 EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitor EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitors ChEBI EC 1.3.* inhibitor ChEBI EC 1.3.* inhibitors ChEBI inhibitor of oxidoreductase acting on CH-CH group of donor ChEBI inhibitor of oxidoreductase acting on CH-CH group of donors ChEBI inhibitors of oxidoreductase acting on CH-CH group of donor ChEBI inhibitors of oxidoreductase acting on CH-CH group of donors ChEBI oxidoreductase acting on donor CH-CH group (EC 1.3.*) inhibitor ChEBI oxidoreductase acting on donor CH-CH group (EC 1.3.*) inhibitors ChEBI oxidoreductase acting on donor CH-CH group inhibitor ChEBI oxidoreductase acting on donor CH-CH group inhibitors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on the CH-NH2 group of donors (EC 1.4.*.*). EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitor chebi_ontology EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitors EC 1.4.* inhibitor EC 1.4.* inhibitors inhibitor of oxidoreductase acting on CH-NH2 group of donor inhibitor of oxidoreductase acting on CH-NH2 group of donors inhibitors of oxidoreductase acting on CH-NH2 group of donor inhibitors of oxidoreductase acting on CH-NH2 group of donors oxidoreductase acting on CH-NH2 group of donor inhibitor oxidoreductase acting on CH-NH2 group of donor inhibitors oxidoreductase acting on CH-NH2 group of donors (EC 1.4.*) inhibitor oxidoreductase acting on CH-NH2 group of donors (EC 1.4.*) inhibitors CHEBI:76730 EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitor EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitor ChEBI EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitors ChEBI EC 1.4.* inhibitor ChEBI EC 1.4.* inhibitors ChEBI inhibitor of oxidoreductase acting on CH-NH2 group of donor ChEBI inhibitor of oxidoreductase acting on CH-NH2 group of donors ChEBI inhibitors of oxidoreductase acting on CH-NH2 group of donor ChEBI inhibitors of oxidoreductase acting on CH-NH2 group of donors ChEBI oxidoreductase acting on CH-NH2 group of donor inhibitor ChEBI oxidoreductase acting on CH-NH2 group of donor inhibitors ChEBI oxidoreductase acting on CH-NH2 group of donors (EC 1.4.*) inhibitor ChEBI oxidoreductase acting on CH-NH2 group of donors (EC 1.4.*) inhibitors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on a heme group of donors (EC 1.9.*.*). chebi_ontology EC 1.9.* (oxidoreductase acting on a heme group of donors) inhibitor EC 1.9.* (oxidoreductase acting on a heme group of donors) inhibitors EC 1.9.* (oxidoreductase acting on donor heme group) inhibitors EC 1.9.* inhibitor EC 1.9.* inhibitors oxidoreductase acting on a heme group of donors (EC 1.9.*) inhibitor oxidoreductase acting on a heme group of donors (EC 1.9.*) inhibitors CHEBI:76736 EC 1.9.* (oxidoreductase acting on donor heme group) inhibitor EC 1.9.* (oxidoreductase acting on a heme group of donors) inhibitor ChEBI EC 1.9.* (oxidoreductase acting on a heme group of donors) inhibitors ChEBI EC 1.9.* (oxidoreductase acting on donor heme group) inhibitors ChEBI EC 1.9.* inhibitor ChEBI EC 1.9.* inhibitors ChEBI oxidoreductase acting on a heme group of donors (EC 1.9.*) inhibitor ChEBI oxidoreductase acting on a heme group of donors (EC 1.9.*) inhibitors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on diphenols and related substances as donors (EC 1.10.*.*). chebi_ontology EC 1.10.* (oxidoreductase acting on diphenols and related substances as donors) inhibitors EC 1.10.* (oxidoreductases acting on diphenols and related substances as donors) inhibitor EC 1.10.* (oxidoreductases acting on diphenols and related substances as donors) inhibitors EC 1.10.* inhibitor EC 1.10.* inhibitors inhibitor of an oxidoreductase acting on diphenols and related substances as donor inhibitor of an oxidoreductase acting on diphenols and related substances as donor (EC 1.10.*) inhibitor of an oxidoreductase acting on diphenols and related substances as donors inhibitors of an oxidoreductase acting on diphenols and related substances as donor inhibitors of an oxidoreductase acting on diphenols and related substances as donor (EC 1.10.*) inhibitors of an oxidoreductase acting on diphenols and related substances as donors CHEBI:76737 EC 1.10.* (oxidoreductase acting on diphenols and related substances as donors) inhibitor EC 1.10.* (oxidoreductase acting on diphenols and related substances as donors) inhibitors ChEBI EC 1.10.* (oxidoreductases acting on diphenols and related substances as donors) inhibitor ChEBI EC 1.10.* (oxidoreductases acting on diphenols and related substances as donors) inhibitors ChEBI EC 1.10.* inhibitor ChEBI EC 1.10.* inhibitors ChEBI inhibitor of an oxidoreductase acting on diphenols and related substances as donor ChEBI inhibitor of an oxidoreductase acting on diphenols and related substances as donor (EC 1.10.*) ChEBI inhibitor of an oxidoreductase acting on diphenols and related substances as donors ChEBI inhibitors of an oxidoreductase acting on diphenols and related substances as donor ChEBI inhibitors of an oxidoreductase acting on diphenols and related substances as donor (EC 1.10.*) ChEBI inhibitors of an oxidoreductase acting on diphenols and related substances as donors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on peroxide as donors (EC 1.11.*.*). chebi_ontology EC 1.11.* (oxidoreductase acting on peroxide as donors) inhibitors EC 1.11.* (oxidoreductases acting on peroxide as donors) inhibitor EC 1.11.* (oxidoreductases acting on peroxide as donors) inhibitors EC 1.11.* inhibitor EC 1.11.* inhibitors oxidoreductase acting on peroxide as donors (EC 1.11.*) inhibitor oxidoreductase acting on peroxide as donors (EC 1.11.*) inhibitors oxidoreductases acting on peroxide as donors (EC 1.11.*) inhibitor oxidoreductases acting on peroxide as donors (EC 1.11.*) inhibitors CHEBI:76738 EC 1.11.* (oxidoreductase acting on peroxide as donors) inhibitor EC 1.11.* (oxidoreductase acting on peroxide as donors) inhibitors ChEBI EC 1.11.* (oxidoreductases acting on peroxide as donors) inhibitor ChEBI EC 1.11.* (oxidoreductases acting on peroxide as donors) inhibitors ChEBI EC 1.11.* inhibitor ChEBI EC 1.11.* inhibitors ChEBI oxidoreductase acting on peroxide as donors (EC 1.11.*) inhibitor ChEBI oxidoreductase acting on peroxide as donors (EC 1.11.*) inhibitors ChEBI oxidoreductases acting on peroxide as donors (EC 1.11.*) inhibitor ChEBI oxidoreductases acting on peroxide as donors (EC 1.11.*) inhibitors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases), EC 1.13.*.*. chebi_ontology EC 1.13.* [oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases)] inhibitors EC 1.13.* inhibitor EC 1.13.* inhibitors oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) (EC 1.13.*) inhibitor oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) (EC 1.13.*) inhibitors oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) inhibitor oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) inhibitors CHEBI:76740 EC 1.13.* [oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases)] inhibitor EC 1.13.* [oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases)] inhibitors ChEBI EC 1.13.* inhibitor ChEBI EC 1.13.* inhibitors ChEBI oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) (EC 1.13.*) inhibitor ChEBI oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) (EC 1.13.*) inhibitors ChEBI oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) inhibitor ChEBI oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases) inhibitors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on hydrogen as donors (EC 1.14.*.*). chebi_ontology EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitors EC 1.14.* inhibitor EC 1.14.* inhibitors inhibitor of oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitor of oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitors of oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitors of oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitor oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitors oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen inhibitor oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen inhibitors CHEBI:76741 EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitors ChEBI EC 1.14.* inhibitor ChEBI EC 1.14.* inhibitors ChEBI inhibitor of oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) ChEBI inhibitor of oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) ChEBI inhibitors of oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) ChEBI inhibitors of oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) ChEBI oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitor ChEBI oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.*) inhibitors ChEBI oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen inhibitor ChEBI oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen inhibitors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on superoxide as acceptor (EC 1.15.*.*). chebi_ontology EC 1.15.* (oxidoreductase acting on superoxide as acceptor) inhibitors EC 1.15.* inhibitor EC 1.15.* inhibitors inhibitor of oxidoreductase acting on superoxide as acceptor inhibitor of oxidoreductase acting on superoxide as acceptor (EC 1.15.*) inhibitors of oxidoreductase acting on superoxide as acceptor inhibitors of oxidoreductase acting on superoxide as acceptor (EC 1.15.*) oxidoreductase acting on superoxide as acceptor (EC 1.15.*) inhibitor oxidoreductase acting on superoxide as acceptor (EC 1.15.*) inhibitors oxidoreductase acting on superoxide as acceptor inhibitor oxidoreductase acting on superoxide as acceptor inhibitors CHEBI:76742 EC 1.15.* (oxidoreductase acting on superoxide as acceptor) inhibitor EC 1.15.* (oxidoreductase acting on superoxide as acceptor) inhibitors ChEBI EC 1.15.* inhibitor ChEBI EC 1.15.* inhibitors ChEBI inhibitor of oxidoreductase acting on superoxide as acceptor ChEBI inhibitor of oxidoreductase acting on superoxide as acceptor (EC 1.15.*) ChEBI inhibitors of oxidoreductase acting on superoxide as acceptor ChEBI inhibitors of oxidoreductase acting on superoxide as acceptor (EC 1.15.*) ChEBI oxidoreductase acting on superoxide as acceptor (EC 1.15.*) inhibitor ChEBI oxidoreductase acting on superoxide as acceptor (EC 1.15.*) inhibitors ChEBI oxidoreductase acting on superoxide as acceptor inhibitor ChEBI oxidoreductase acting on superoxide as acceptor inhibitors ChEBI An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on CH or CH2 (EC 1.17.*.*). chebi_ontology EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitors EC 1.17.* inhibitor EC 1.17.* inhibitors oxidoreductase acting on CH or CH2 (EC 1.17.*) inhibitor oxidoreductase acting on CH or CH2 (EC 1.17.*) inhibitors oxidoreductase acting on CH or CH2 inhibitor oxidoreductase acting on CH or CH2 inhibitors CHEBI:76744 EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitors ChEBI EC 1.17.* inhibitor ChEBI EC 1.17.* inhibitors ChEBI oxidoreductase acting on CH or CH2 (EC 1.17.*) inhibitor ChEBI oxidoreductase acting on CH or CH2 (EC 1.17.*) inhibitors ChEBI oxidoreductase acting on CH or CH2 inhibitor ChEBI oxidoreductase acting on CH or CH2 inhibitors ChEBI Any enzyme inhibitor that interferes with the action of a hydrolase (EC 3.*.*.*). Wikipedia:Hydrolase chebi_ontology EC 3.* (hydrolase) inhibitors EC 3.* inhibitor EC 3.* inhibitors EC 3.*.*.* inhibitor EC 3.*.*.* inhibitors hydrolase (EC 3.*) inhibitor hydrolase (EC 3.*) inhibitors hydrolase inhibitor hydrolase inhibitors CHEBI:76759 EC 3.* (hydrolase) inhibitor EC 3.* (hydrolase) inhibitors ChEBI EC 3.* inhibitor ChEBI EC 3.* inhibitors ChEBI EC 3.*.*.* inhibitor ChEBI EC 3.*.*.* inhibitors ChEBI hydrolase (EC 3.*) inhibitor ChEBI hydrolase (EC 3.*) inhibitors ChEBI hydrolase inhibitor ChEBI hydrolase inhibitors ChEBI A hydrolase inhibitor that interferes with the action of any ester hydrolase (EC 3.1.*.*). chebi_ontology EC 3.1.* (ester hydrolase) inhibitors EC 3.1.* inhibitor EC 3.1.* inhibitors ester hydrolase (EC 3.1.*) inhibitor ester hydrolase (EC 3.1.*) inhibitors ester hydrolase inhibitor ester hydrolase inhibitors CHEBI:76760 EC 3.1.* (ester hydrolase) inhibitor EC 3.1.* (ester hydrolase) inhibitors ChEBI EC 3.1.* inhibitor ChEBI EC 3.1.* inhibitors ChEBI ester hydrolase (EC 3.1.*) inhibitor ChEBI ester hydrolase (EC 3.1.*) inhibitors ChEBI ester hydrolase inhibitor ChEBI ester hydrolase inhibitors ChEBI A hydrolase inhibitor that interferes with the action of any glycosylase (EC 3.2.*.*). chebi_ontology EC 3.2.* (glycosylase) inhibitors EC 3.2.* inhibitor EC 3.2.* inhibitors glycosylase (EC 3.2.*) inhibitor glycosylase (EC 3.2.*) inhibitors glycosylase inhibitor glycosylase inhibitors CHEBI:76761 EC 3.2.* (glycosylase) inhibitor EC 3.2.* (glycosylase) inhibitors ChEBI EC 3.2.* inhibitor ChEBI EC 3.2.* inhibitors ChEBI glycosylase (EC 3.2.*) inhibitor ChEBI glycosylase (EC 3.2.*) inhibitors ChEBI glycosylase inhibitor ChEBI glycosylase inhibitors ChEBI Any hydrolase inhibitor that interferes with the action of a hydrolase acting on C-N bonds, other than peptide bonds (EC 3.5.*.*). chebi_ontology EC 3.5.* (hydrolase acting on non-peptide C-N bond) inhibitor EC 3.5.* (hydrolase acting on non-peptide C-N bond) inhibitors EC 3.5.* (hydrolases acting on C-N bonds, other than peptide bonds) inhibitor EC 3.5.* (hydrolases acting on C-N bonds, other than peptide bonds) inhibitors EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitors EC 3.5.* inhibitor EC 3.5.* inhibitors CHEBI:76764 EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitor EC 3.5.* (hydrolase acting on non-peptide C-N bond) inhibitor ChEBI EC 3.5.* (hydrolase acting on non-peptide C-N bond) inhibitors ChEBI EC 3.5.* (hydrolases acting on C-N bonds, other than peptide bonds) inhibitor ChEBI EC 3.5.* (hydrolases acting on C-N bonds, other than peptide bonds) inhibitors ChEBI EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitors ChEBI EC 3.5.* inhibitor ChEBI EC 3.5.* inhibitors ChEBI An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a carboxylic ester hydrolase (EC 3.1.1.*). chebi_ontology EC 3.1.1.* (carboxylic ester hydrolase) inhibitors EC 3.1.1.* inhibitor EC 3.1.1.* inhibitors carboxylic ester hydrolase (EC 3.1.1.*) inhibitor carboxylic ester hydrolase (EC 3.1.1.*) inhibitors CHEBI:76773 EC 3.1.1.* (carboxylic ester hydrolase) inhibitor EC 3.1.1.* (carboxylic ester hydrolase) inhibitors ChEBI EC 3.1.1.* inhibitor ChEBI EC 3.1.1.* inhibitors ChEBI carboxylic ester hydrolase (EC 3.1.1.*) inhibitor ChEBI carboxylic ester hydrolase (EC 3.1.1.*) inhibitors ChEBI An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of any phosphoric monoester hydrolase (EC 3.1.3.*). chebi_ontology EC 3.1.3.* (phosphoric monoester hydrolase) inhibitors EC 3.1.3.* inhibitor EC 3.1.3.* inhibitors inhibitor of phosphoric monoester hydrolase inhibitor of phosphoric monoester hydrolase (EC 3.1.3.*) inhibitors of phosphoric monoester hydrolase inhibitors of phosphoric monoester hydrolase (EC 3.1.3.*) phosphoric monoester hydrolase (EC 3.1.3.*) inhibitor phosphoric monoester hydrolase (EC 3.1.3.*) inhibitors phosphoric monoester hydrolase inhibitor phosphoric monoester hydrolase inhibitors CHEBI:76775 EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor EC 3.1.3.* (phosphoric monoester hydrolase) inhibitors ChEBI EC 3.1.3.* inhibitor ChEBI EC 3.1.3.* inhibitors ChEBI inhibitor of phosphoric monoester hydrolase ChEBI inhibitor of phosphoric monoester hydrolase (EC 3.1.3.*) ChEBI inhibitors of phosphoric monoester hydrolase ChEBI inhibitors of phosphoric monoester hydrolase (EC 3.1.3.*) ChEBI phosphoric monoester hydrolase (EC 3.1.3.*) inhibitor ChEBI phosphoric monoester hydrolase (EC 3.1.3.*) inhibitors ChEBI phosphoric monoester hydrolase inhibitor ChEBI phosphoric monoester hydrolase inhibitors ChEBI An EC 3.4.* (hydrolases acting on peptide bond) inhibitor that interferes wtih the action of any aminopeptidase (EC 3.4.11.*). chebi_ontology EC 3.4.11.* (aminopeptidase) inhibitors EC 3.4.11.* inhibitor EC 3.4.11.* inhibitors aminopeptidase (EC 3.4.11.*) inhibitor aminopeptidase (EC 3.4.11.*) inhibitors CHEBI:76787 EC 3.4.11.* (aminopeptidase) inhibitor EC 3.4.11.* (aminopeptidase) inhibitors ChEBI EC 3.4.11.* inhibitor ChEBI EC 3.4.11.* inhibitors ChEBI aminopeptidase (EC 3.4.11.*) inhibitor ChEBI aminopeptidase (EC 3.4.11.*) inhibitors ChEBI An EC 3.4.* (hydrolases acting on peptide bond) inhibitor that interferes with the activity of any dipeptidyl- and tripeptidyl-peptidase (EC 3.4.14.*). chebi_ontology EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitors EC 3.4.14.* inhibitor EC 3.4.14.* inhibitors EC 3.4.14.*(dipeptidyl-peptidases and tripeptidyl-peptidases) inhibitor EC 3.4.14.*(dipeptidyl-peptidases and tripeptidyl-peptidases) inhibitors dipeptidyl- and tripeptidyl-peptidase (EC 3.4.14.*) inhibitor dipeptidyl- and tripeptidyl-peptidase (EC 3.4.14.*) inhibitors dipeptidyl- and tripeptidyl-peptidase inhibitor dipeptidyl- and tripeptidyl-peptidase inhibitors dipeptidyl- and tripeptidyl-peptidases (EC 3.4.14.*) inhibitor dipeptidyl- and tripeptidyl-peptidases (EC 3.4.14.*) inhibitors dipeptidyl- and tripeptidyl-peptidases inhibitor dipeptidyl- and tripeptidyl-peptidases inhibitors dipeptidyl-peptidases and tripeptidyl-peptidases (EC 3.4.14.*) inhibitor dipeptidyl-peptidases and tripeptidyl-peptidases (EC 3.4.14.*) inhibitors CHEBI:76788 EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitor EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitors ChEBI EC 3.4.14.* inhibitor ChEBI EC 3.4.14.* inhibitors ChEBI EC 3.4.14.*(dipeptidyl-peptidases and tripeptidyl-peptidases) inhibitor ChEBI EC 3.4.14.*(dipeptidyl-peptidases and tripeptidyl-peptidases) inhibitors ChEBI dipeptidyl- and tripeptidyl-peptidase (EC 3.4.14.*) inhibitor ChEBI dipeptidyl- and tripeptidyl-peptidase (EC 3.4.14.*) inhibitors ChEBI dipeptidyl- and tripeptidyl-peptidase inhibitor ChEBI dipeptidyl- and tripeptidyl-peptidase inhibitors ChEBI dipeptidyl- and tripeptidyl-peptidases (EC 3.4.14.*) inhibitor ChEBI dipeptidyl- and tripeptidyl-peptidases (EC 3.4.14.*) inhibitors ChEBI dipeptidyl- and tripeptidyl-peptidases inhibitor ChEBI dipeptidyl- and tripeptidyl-peptidases inhibitors ChEBI dipeptidyl-peptidases and tripeptidyl-peptidases (EC 3.4.14.*) inhibitor ChEBI dipeptidyl-peptidases and tripeptidyl-peptidases (EC 3.4.14.*) inhibitors ChEBI An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of a glutathione transferase (EC 2.5.1.18). Wikipedia:Glutathione_S-transferase chebi_ontology EC 2.5.1.18 (glutathione transferase) inhibitors EC 2.5.1.18 inhibitor EC 2.5.1.18 inhibitors RX:glutathione R-transferase inhibitor RX:glutathione R-transferase inhibitors S-(hydroxyalkyl)glutathione lyase inhibitor S-(hydroxyalkyl)glutathione lyase inhibitors glutathione S-alkyl transferase inhibitor glutathione S-alkyl transferase inhibitors glutathione S-alkyltransferase inhibitor glutathione S-alkyltransferase inhibitors glutathione S-aralkyltransferase inhibitor glutathione S-aralkyltransferase inhibitors glutathione S-aryltransferase inhibitor glutathione S-aryltransferase inhibitors glutathione S-transferase inhibitor glutathione S-transferase inhibitors glutathione transferase (EC 2.5.1.18) inhibitor glutathione transferase (EC 2.5.1.18) inhibitors glutathione transferase inhibitor glutathione transferase inhibitors CHEBI:76797 EC 2.5.1.18 (glutathione transferase) inhibitor EC 2.5.1.18 (glutathione transferase) inhibitors ChEBI EC 2.5.1.18 inhibitor ChEBI EC 2.5.1.18 inhibitors ChEBI RX:glutathione R-transferase inhibitor ChEBI RX:glutathione R-transferase inhibitors ChEBI S-(hydroxyalkyl)glutathione lyase inhibitor ChEBI S-(hydroxyalkyl)glutathione lyase inhibitors ChEBI glutathione S-alkyl transferase inhibitor ChEBI glutathione S-alkyl transferase inhibitors ChEBI glutathione S-alkyltransferase inhibitor ChEBI glutathione S-alkyltransferase inhibitors ChEBI glutathione S-aralkyltransferase inhibitor ChEBI glutathione S-aralkyltransferase inhibitors ChEBI glutathione S-aryltransferase inhibitor ChEBI glutathione S-aryltransferase inhibitors ChEBI glutathione S-transferase inhibitor ChEBI glutathione S-transferase inhibitors ChEBI glutathione transferase (EC 2.5.1.18) inhibitor ChEBI glutathione transferase (EC 2.5.1.18) inhibitors ChEBI glutathione transferase inhibitor ChEBI glutathione transferase inhibitors ChEBI An EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitor that interferes with the action of any non-peptide linear amide C-N hydrolase (EC 3.5.1.*). chebi_ontology EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitors EC 3.5.1.* inhibitor EC 3.5.1.* inhibitors non-peptide linear amide C-N hydrolase (EC 3.5.1.*) inhibitor non-peptide linear amide C-N hydrolase (EC 3.5.1.*) inhibitors CHEBI:76807 EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitors ChEBI EC 3.5.1.* inhibitor ChEBI EC 3.5.1.* inhibitors ChEBI non-peptide linear amide C-N hydrolase (EC 3.5.1.*) inhibitor ChEBI non-peptide linear amide C-N hydrolase (EC 3.5.1.*) inhibitors ChEBI An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of any nucleotidyltransferase (EC 2.7.7.*). chebi_ontology EC 2.7.7.* (nucleotidyltransferase) inhibitors inhibitor of nucleotidyltransferases inhibitor of nucleotidyltransferases (EC 2.7.7.*) inhibitors of nucleotidyltransferases inhibitors of nucleotidyltransferases (EC 2.7.7.*) nucleotidyltransferase (EC 2.7.7.*) inhibitor nucleotidyltransferase (EC 2.7.7.*) inhibitors nucleotidyltransferase inhibitor nucleotidyltransferase inhibitors CHEBI:76815 EC 2.7.7.* (nucleotidyltransferase) inhibitor EC 2.7.7.* (nucleotidyltransferase) inhibitors ChEBI inhibitor of nucleotidyltransferases ChEBI inhibitor of nucleotidyltransferases (EC 2.7.7.*) ChEBI inhibitors of nucleotidyltransferases ChEBI inhibitors of nucleotidyltransferases (EC 2.7.7.*) ChEBI nucleotidyltransferase (EC 2.7.7.*) inhibitor ChEBI nucleotidyltransferase (EC 2.7.7.*) inhibitors ChEBI nucleotidyltransferase inhibitor ChEBI nucleotidyltransferase inhibitors ChEBI An EC 6.4.* (C-C bond-forming ligase) inhibitor that interferes with the action of a carboxylating enzyme (EC 6.4.1.*). chebi_ontology EC 6.4.1.* (C-C bond forming ligase) inhibitor EC 6.4.1.* (C-C bond forming ligase) inhibitors EC 6.4.1.* (C-C bond-forming ligase) inhibitors EC 6.4.1.* (carboxylase) inhibitors EC 6.4.1.* inhibitor EC 6.4.1.* inhibitors inhibitor of ligases forming C-C bonds inhibitor of ligases forming C-C bonds (EC 6.4.1.*) inhibitors of ligases forming C-C bonds inhibitors of ligases forming C-C bonds (EC 6.4.1.*) CHEBI:76824 EC 6.4.1.* (carboxylase) inhibitor EC 6.4.1.* (C-C bond forming ligase) inhibitor ChEBI EC 6.4.1.* (C-C bond forming ligase) inhibitors ChEBI EC 6.4.1.* (C-C bond-forming ligase) inhibitors ChEBI EC 6.4.1.* (carboxylase) inhibitors ChEBI EC 6.4.1.* inhibitor ChEBI EC 6.4.1.* inhibitors ChEBI inhibitor of ligases forming C-C bonds ChEBI inhibitor of ligases forming C-C bonds (EC 6.4.1.*) ChEBI inhibitors of ligases forming C-C bonds ChEBI inhibitors of ligases forming C-C bonds (EC 6.4.1.*) ChEBI An EC 5.99.* (other isomerases) inhibitor that interferes with the activity of any enzyme in the EC 5.99.1.* class. chebi_ontology EC 5.99.1.* (miscellaneous isomerase) inhibitors EC 5.99.1.* inhibitor EC 5.99.1.* inhibitors CHEBI:76830 EC 5.99.1.* (miscellaneous isomerase) inhibitor EC 5.99.1.* (miscellaneous isomerase) inhibitors ChEBI EC 5.99.1.* inhibitor ChEBI EC 5.99.1.* inhibitors ChEBI An EC 4.3.* (C-N lyase) inhibitor that interferes with the action of any ammonia-lyase (EC 4.3.1.*). chebi_ontology EC 4.3.1.* (ammonia-lyase) inhibitors EC 4.3.1.* (ammonia-lyases) inhibitor EC 4.3.1.* (ammonia-lyases) inhibitors EC 4.3.1.* inhibitor EC 4.3.1.* inhibitors ammonia-lyase (EC 4.3.1.*) inhibitor ammonia-lyase (EC 4.3.1.*) inhibitors ammonia-lyase inhibitor ammonia-lyase inhibitors CHEBI:76832 EC 4.3.1.* (ammonia-lyase) inhibitor EC 4.3.1.* (ammonia-lyase) inhibitors ChEBI EC 4.3.1.* (ammonia-lyases) inhibitor ChEBI EC 4.3.1.* (ammonia-lyases) inhibitors ChEBI EC 4.3.1.* inhibitor ChEBI EC 4.3.1.* inhibitors ChEBI ammonia-lyase (EC 4.3.1.*) inhibitor ChEBI ammonia-lyase (EC 4.3.1.*) inhibitors ChEBI ammonia-lyase inhibitor ChEBI ammonia-lyase inhibitors ChEBI An EC 2.5.* (transferase) inhibitor that inhibits the action of any transferase that transfers an alkyl (other than methyl) or aryl group (EC 2.5.*). chebi_ontology EC 2.5.* (non-methyl-alkyl or aryl transferase) inhibitors EC 2.5.* inhibitor EC 2.5.* inhibitors non-methyl-alkyl or aryl transferase (EC 2.5.*) inhibitor non-methyl-alkyl or aryl transferase (EC 2.5.*) inhibitors CHEBI:76834 EC 2.5.* (non-methyl-alkyl or aryl transferase) inhibitor EC 2.5.* (non-methyl-alkyl or aryl transferase) inhibitors ChEBI EC 2.5.* inhibitor ChEBI EC 2.5.* inhibitors ChEBI non-methyl-alkyl or aryl transferase (EC 2.5.*) inhibitor ChEBI non-methyl-alkyl or aryl transferase (EC 2.5.*) inhibitors ChEBI An EC 1.13.* [oxidoreductase acting on single donors with incorporation of molecular oxygen (oxygenases)] inhibitor that inhibits the action of any oxidoreductase incorporating 2 atoms of oxygen (EC 1.13.11.*). chebi_ontology EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 O atoms) inhibitors EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitors EC 1.13.11.* inhibitor EC 1.13.11.* inhibitors oxidoreductase acting on single donors and incorporating 2 atoms of oxygen (EC 1.13.11.*) inhibitor oxidoreductase acting on single donors and incorporating 2 atoms of oxygen (EC 1.13.11.*) inhibitors CHEBI:76837 EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 O atoms) inhibitor EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 O atoms) inhibitors ChEBI EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor ChEBI EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitors ChEBI EC 1.13.11.* inhibitor ChEBI EC 1.13.11.* inhibitors ChEBI oxidoreductase acting on single donors and incorporating 2 atoms of oxygen (EC 1.13.11.*) inhibitor ChEBI oxidoreductase acting on single donors and incorporating 2 atoms of oxygen (EC 1.13.11.*) inhibitors ChEBI An EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of any enzyme in the EC 1.14.99.* (miscellaneous) category. chebi_ontology EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitors EC 1.14.99.* inhibitor EC 1.14.99.* inhibitors miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.99.*) inhibitor miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.99.*) inhibitors CHEBI:76840 EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitors ChEBI EC 1.14.99.* inhibitor ChEBI EC 1.14.99.* inhibitors ChEBI miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.99.*) inhibitor ChEBI miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen (EC 1.14.99.*) inhibitors ChEBI An EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of any such enzyme incorporating one atom of oxygen and using NADH or NADPH as one donor (EC 1.14.13.*). chebi_ontology EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitors EC 1.14.13.* inhibitor EC 1.14.13.* inhibitors oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor (EC 1.14.13.*) inhibitor oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor (EC 1.14.13.*) inhibitors CHEBI:76841 EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitors ChEBI EC 1.14.13.* inhibitor ChEBI EC 1.14.13.* inhibitors ChEBI oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor (EC 1.14.13.*) inhibitor ChEBI oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor (EC 1.14.13.*) inhibitors ChEBI An EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor that interferes with the activity of any such enzyme that uses a disulfide as acceptor (EC 1.17.4.*). chebi_ontology EC 1.17.4.* (oxidoreductase acting on CH or CH2 with a disulfide as acceptor) inhibitors EC 1.17.4.* inhibitor EC 1.17.4.* inhibitors oxidoreductase acting on CH or CH2 with a disulfide as acceptor (EC 1.17.4.*) inhibitor oxidoreductase acting on CH or CH2 with a disulfide as acceptor (EC 1.17.4.*) inhibitors CHEBI:76848 EC 1.17.4.* (oxidoreductase acting on CH or CH2 with a disulfide as acceptor) inhibitor EC 1.17.4.* (oxidoreductase acting on CH or CH2 with a disulfide as acceptor) inhibitors ChEBI EC 1.17.4.* inhibitor ChEBI EC 1.17.4.* inhibitors ChEBI oxidoreductase acting on CH or CH2 with a disulfide as acceptor (EC 1.17.4.*) inhibitor ChEBI oxidoreductase acting on CH or CH2 with a disulfide as acceptor (EC 1.17.4.*) inhibitors ChEBI An EC 1.3.* (oxidoreductase acting on donor CH-CH group) inhibitor that interferes with the action of any such enzyme using NAD(+) or NADP(+) as acceptor (EC 1.3.1.*). chebi_ontology EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor) inhibitor EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor) inhibitors EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitor EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitors EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD(+) or NADP(+) as acceptor) inhibitors EC 1.3.1.* inhibitor EC 1.3.1.* inhibitors oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor (EC 1.3.1.*) inhibitor oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor (EC 1.3.1.*) inhibitors CHEBI:76857 EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD(+) or NADP(+) as acceptor) inhibitor EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor) inhibitor ChEBI EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor) inhibitors ChEBI EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitor ChEBI EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitors ChEBI EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD(+) or NADP(+) as acceptor) inhibitors ChEBI EC 1.3.1.* inhibitor ChEBI EC 1.3.1.* inhibitors ChEBI oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor (EC 1.3.1.*) inhibitor ChEBI oxidoreductase acting on CH-CH group of donor with NAD(+) or NADP(+) as acceptor (EC 1.3.1.*) inhibitors ChEBI An EC 1.4.* (oxidoreductase acting on donor CH-NH2 group) inhibitor that interferes with the action of any such enzyme using oxygen as acceptor (EC 1.4.3.*). chebi_ontology EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitors EC 1.4.3.* inhibitor EC 1.4.3.* inhibitors oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor (EC 1.4.3.*) inhibitor oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor (EC 1.4.3.*) inhibitors CHEBI:76861 EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitors ChEBI EC 1.4.3.* inhibitor ChEBI EC 1.4.3.* inhibitors ChEBI oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor (EC 1.4.3.*) inhibitor ChEBI oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor (EC 1.4.3.*) inhibitors ChEBI An EC 1.9.* (oxidoreductase acting on donor heme group) inhibitor that interferes with the action of any such enzyme using oxygen as acceptor (EC 1.9.3.*). chebi_ontology EC 1.9.3.* (oxidoreductase acting on donor heme group, oxygen as acceptor) inhibitors EC 1.9.3.* inhibitor EC 1.9.3.* inhibitors oxidoreductase acting on donor heme group, oxygen as acceptor (EC 1.9.3.*) inhibitor oxidoreductase acting on donor heme group, oxygen as acceptor (EC 1.9.3.*) inhibitors CHEBI:76870 EC 1.9.3.* (oxidoreductase acting on donor heme group, oxygen as acceptor) inhibitor EC 1.9.3.* (oxidoreductase acting on donor heme group, oxygen as acceptor) inhibitors ChEBI EC 1.9.3.* inhibitor ChEBI EC 1.9.3.* inhibitors ChEBI oxidoreductase acting on donor heme group, oxygen as acceptor (EC 1.9.3.*) inhibitor ChEBI oxidoreductase acting on donor heme group, oxygen as acceptor (EC 1.9.3.*) inhibitors ChEBI An EC 2.1.* (C1-transferase) inhibitor that interferes with the action of any methyltransferase (EC 2.1.1.*). chebi_ontology EC 2.1.1.* (methyltransferase) inhibitor EC 2.1.1.* (methyltransferase) inhibitors EC 2.1.1.* (methyltransferases) inhibitors EC 2.1.1.* inhibitor EC 2.1.1.* inhibitors methyltransferase (EC 2.1.1.*) inhibitor methyltransferase (EC 2.1.1.*) inhibitors CHEBI:76871 EC 2.1.1.* (methyltransferases) inhibitor EC 2.1.1.* (methyltransferase) inhibitor ChEBI EC 2.1.1.* (methyltransferase) inhibitors ChEBI EC 2.1.1.* (methyltransferases) inhibitors ChEBI EC 2.1.1.* inhibitor ChEBI EC 2.1.1.* inhibitors ChEBI methyltransferase (EC 2.1.1.*) inhibitor ChEBI methyltransferase (EC 2.1.1.*) inhibitors ChEBI An EC 2.1.* (C1-transferase) inhibitor that interferes with the action of any hydroxymethyl-, formyl- and related transferase (EC 2.1.2.*). chebi_ontology EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitors EC 2.1.2.* inhibitor EC 2.1.2.* inhibitors hydroxymethyl-, formyl- and related transferases (EC 2.1.2.*) inhibitor hydroxymethyl-, formyl- and related transferases (EC 2.1.2.*) inhibitors CHEBI:76874 EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitor EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitors ChEBI EC 2.1.2.* inhibitor ChEBI EC 2.1.2.* inhibitors ChEBI hydroxymethyl-, formyl- and related transferases (EC 2.1.2.*) inhibitor ChEBI hydroxymethyl-, formyl- and related transferases (EC 2.1.2.*) inhibitors ChEBI An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of any phosphotransferase with an alcohol group as acceptor (EC 2.7.1.*). chebi_ontology EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitors EC 2.7.1.* inhibitor EC 2.7.1.* inhibitors phosphotransferases with an alcohol group as acceptor (EC 2.7.1.*) inhibitor phosphotransferases with an alcohol group as acceptor (EC 2.7.1.*) inhibitors CHEBI:76881 EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitors ChEBI EC 2.7.1.* inhibitor ChEBI EC 2.7.1.* inhibitors ChEBI phosphotransferases with an alcohol group as acceptor (EC 2.7.1.*) inhibitor ChEBI phosphotransferases with an alcohol group as acceptor (EC 2.7.1.*) inhibitors ChEBI An EC 3.4.11.* (aminopeptidase) inhibitor that interferes with the action of cytosol alanyl aminopeptidase (EC 3.4.11.14). Wikipedia:Cytosol_alanyl_aminopeptidase chebi_ontology EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitors EC 3.4.11.14 inhibitor EC 3.4.11.14 inhibitors alanine aminopeptidase inhibitor alanine aminopeptidase inhibitors aminopolypeptidase inhibitor aminopolypeptidase inhibitors arylamidase inhibitor arylamidase inhibitors cytosol alanyl aminopeptidase (EC 3.4.11.14) inhibitor cytosol alanyl aminopeptidase (EC 3.4.11.14) inhibitors cytosol alanyl aminopeptidase inhibitor cytosol alanyl aminopeptidase inhibitors cytosol aminopeptidase III inhibitor cytosol aminopeptidase III inhibitors human liver aminopeptidase inhibitor human liver aminopeptidase inhibitors puromycin-sensitive aminopeptidase inhibitor puromycin-sensitive aminopeptidase inhibitors soluble alanyl aminopeptidase inhibitor soluble alanyl aminopeptidase inhibitors thiol-activated aminopeptidase inhibitor thiol-activated aminopeptidase inhibitors CHEBI:76891 EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitors ChEBI EC 3.4.11.14 inhibitor ChEBI EC 3.4.11.14 inhibitors ChEBI alanine aminopeptidase inhibitor ChEBI alanine aminopeptidase inhibitors ChEBI aminopolypeptidase inhibitor ChEBI aminopolypeptidase inhibitors ChEBI arylamidase inhibitor ChEBI arylamidase inhibitors ChEBI cytosol alanyl aminopeptidase (EC 3.4.11.14) inhibitor ChEBI cytosol alanyl aminopeptidase (EC 3.4.11.14) inhibitors ChEBI cytosol alanyl aminopeptidase inhibitor ChEBI cytosol alanyl aminopeptidase inhibitors ChEBI cytosol aminopeptidase III inhibitor ChEBI cytosol aminopeptidase III inhibitors ChEBI human liver aminopeptidase inhibitor ChEBI human liver aminopeptidase inhibitors ChEBI puromycin-sensitive aminopeptidase inhibitor ChEBI puromycin-sensitive aminopeptidase inhibitors ChEBI soluble alanyl aminopeptidase inhibitor ChEBI soluble alanyl aminopeptidase inhibitors ChEBI thiol-activated aminopeptidase inhibitor ChEBI thiol-activated aminopeptidase inhibitors ChEBI An EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitor that interferes with the action of dipeptidyl-peptidase II (EC 3.4.14.2). chebi_ontology DAP II inhibitor DAP II inhibitors EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitors EC 3.4.14.2 inhibitor EC 3.4.14.2 inhibitors carboxytripeptidase inhibitor carboxytripeptidase inhibitors dipeptidyl aminopeptidase II inhibitor dipeptidyl aminopeptidase II inhibitors dipeptidyl arylamidase II inhibitor dipeptidyl arylamidase II inhibitors dipeptidyl peptidase II inhibitor dipeptidyl peptidase II inhibitors dipeptidyl(amino)peptidase II inhibitor dipeptidyl(amino)peptidase II inhibitors dipeptidyl-peptidase II (EC 3.4.14.2) inhibitor dipeptidyl-peptidase II (EC 3.4.14.2) inhibitors dipeptidyl-peptidase II inhibitor dipeptidyl-peptidase II inhibitors dipeptidylarylamidase inhibitor dipeptidylarylamidase inhibitors CHEBI:76893 EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor DAP II inhibitor ChEBI DAP II inhibitors ChEBI EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitors ChEBI EC 3.4.14.2 inhibitor ChEBI EC 3.4.14.2 inhibitors ChEBI carboxytripeptidase inhibitor ChEBI carboxytripeptidase inhibitors ChEBI dipeptidyl aminopeptidase II inhibitor ChEBI dipeptidyl aminopeptidase II inhibitors ChEBI dipeptidyl arylamidase II inhibitor ChEBI dipeptidyl arylamidase II inhibitors ChEBI dipeptidyl peptidase II inhibitor ChEBI dipeptidyl peptidase II inhibitors ChEBI dipeptidyl(amino)peptidase II inhibitor ChEBI dipeptidyl(amino)peptidase II inhibitors ChEBI dipeptidyl-peptidase II (EC 3.4.14.2) inhibitor ChEBI dipeptidyl-peptidase II (EC 3.4.14.2) inhibitors ChEBI dipeptidyl-peptidase II inhibitor ChEBI dipeptidyl-peptidase II inhibitors ChEBI dipeptidylarylamidase inhibitor ChEBI dipeptidylarylamidase inhibitors ChEBI An EC 4.1.* (C-C lyase) inhibitor that interferes with the action of any carboxy-lyase (EC 4.1.1.*). chebi_ontology EC 4.1.1.* (carboxy-lyase) inhibitors EC 4.1.1.* (carboxy-lyases) inhibitor EC 4.1.1.* (carboxy-lyases) inhibitors EC 4.1.1.* inhibitor EC 4.1.1.* inhibitors carboxy-lyase (EC 4.1.1.*) inhibitor carboxy-lyase (EC 4.1.1.*) inhibitors carboxy-lyases (EC 4.1.1.*) inhibitor carboxy-lyases (EC 4.1.1.*) inhibitors CHEBI:76906 EC 4.1.1.* (carboxy-lyase) inhibitor EC 4.1.1.* (carboxy-lyase) inhibitors ChEBI EC 4.1.1.* (carboxy-lyases) inhibitor ChEBI EC 4.1.1.* (carboxy-lyases) inhibitors ChEBI EC 4.1.1.* inhibitor ChEBI EC 4.1.1.* inhibitors ChEBI carboxy-lyase (EC 4.1.1.*) inhibitor ChEBI carboxy-lyase (EC 4.1.1.*) inhibitors ChEBI carboxy-lyases (EC 4.1.1.*) inhibitor ChEBI carboxy-lyases (EC 4.1.1.*) inhibitors ChEBI An EC 4.2.* (C-O lyase) inhibitor that interferes with the action of any hydro-lyase (EC 4.2.1.*). chebi_ontology EC 4.2.1.* (hydro-lyase) inhibitor EC 4.2.1.* (hydro-lyase) inhibitors EC 4.2.1.* (hydro-lyases) inhibitors EC 4.2.1.* inhibitor EC 4.2.1.* inhibitors hydro-lyase (EC 4.2.1.*) inhibitor hydro-lyase (EC 4.2.1.*) inhibitors CHEBI:76907 EC 4.2.1.* (hydro-lyases) inhibitor EC 4.2.1.* (hydro-lyase) inhibitor ChEBI EC 4.2.1.* (hydro-lyase) inhibitors ChEBI EC 4.2.1.* (hydro-lyases) inhibitors ChEBI EC 4.2.1.* inhibitor ChEBI EC 4.2.1.* inhibitors ChEBI hydro-lyase (EC 4.2.1.*) inhibitor ChEBI hydro-lyase (EC 4.2.1.*) inhibitors ChEBI Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. CHEBI:75766 CHEBI:76925 chebi_ontology plant metabolites plant secondary metabolites CHEBI:76924 plant metabolite plant metabolites ChEBI plant secondary metabolites ChEBI An enzyme inhibitor that interferes with one or more steps in a metabolic pathway. chebi_ontology metabolic pathway inhibitor metabolic pathway inhibitors pathway inhibitors CHEBI:76932 pathway inhibitor metabolic pathway inhibitor ChEBI metabolic pathway inhibitors ChEBI pathway inhibitors ChEBI Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. CHEBI:75765 CHEBI:76947 chebi_ontology fungal metabolites CHEBI:76946 fungal metabolite fungal metabolites ChEBI Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus. CHEBI:75864 CHEBI:76958 chebi_ontology Aspergillus metabolites CHEBI:76956 Aspergillus metabolite Aspergillus metabolites ChEBI Any fungal metabolite produced during a metabolic reaction in Penicillium. CHEBI:76205 CHEBI:76963 chebi_ontology Penicillium metabolites CHEBI:76964 Penicillium metabolite Penicillium metabolites ChEBI Any human metabolite produced by metabolism of a xenobiotic compound in humans. chebi_ontology human xenobiotic metabolites CHEBI:76967 human xenobiotic metabolite human xenobiotic metabolites ChEBI Any prokaryotic metabolite produced during a metabolic reaction in bacteria. CHEBI:75760 CHEBI:76970 chebi_ontology CHEBI:76969 bacterial metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. chebi_ontology E.coli metabolite E.coli metabolites Escherichia coli metabolites CHEBI:76971 Escherichia coli metabolite E.coli metabolite ChEBI E.coli metabolites ChEBI Escherichia coli metabolites ChEBI Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria. chebi_ontology bacterial xenobiotic metabolites CHEBI:76976 bacterial xenobiotic metabolite bacterial xenobiotic metabolites ChEBI Any compound produced by a plant that happens to have estrogenic activity. Wikipedia:Phytoestrogen chebi_ontology phytoestrogens CHEBI:76989 phytoestrogen phytoestrogens ChEBI An EC 1.10.* (oxidoreductase acting on diphenols and related substances as donors) inhibitor that interferes with the action of any such enzyme in the EC 1.10.99.* category. chebi_ontology EC 1.10.99.* (oxidoreductases acting on diphenols and related substances as donors, other acceptors) inhibitors EC 1.10.99.* inhibitor EC 1.10.99.* inhibitors oxidoreductases acting on diphenols and related substances as donors, other acceptors (EC 1.10.99.*) inhibitor oxidoreductases acting on diphenols and related substances as donors, other acceptors (EC 1.10.99.*) inhibitors CHEBI:77019 EC 1.10.99.* (oxidoreductases acting on diphenols and related substances as donors, other acceptors) inhibitor EC 1.10.99.* (oxidoreductases acting on diphenols and related substances as donors, other acceptors) inhibitors ChEBI EC 1.10.99.* inhibitor ChEBI EC 1.10.99.* inhibitors ChEBI oxidoreductases acting on diphenols and related substances as donors, other acceptors (EC 1.10.99.*) inhibitor ChEBI oxidoreductases acting on diphenols and related substances as donors, other acceptors (EC 1.10.99.*) inhibitors ChEBI An EC 1.10.99.* (oxidoreductases acting on diphenols and related substances as donors, other acceptors) inhibitor that interferes with the action of ribosyldihydronicotinamide dehydrogenase (quinone), EC 1.10.99.2. Wikipedia:Ribosyldihydronicotinamide_dehydrogenase_(quinone) chebi_ontology 1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide:quinone oxidoreductase inhibitor 1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide:quinone oxidoreductase inhibitors EC 1.10.99.2 (ribosyldihydronicotinamide dehydrogenase (quinone)) inhibitor EC 1.10.99.2 (ribosyldihydronicotinamide dehydrogenase (quinone)) inhibitors EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitors EC 1.10.99.2 inhibitor EC 1.10.99.2 inhibitors N-ribosyldihydronicotinamide dehydrogenase (quinone) inhibitor N-ribosyldihydronicotinamide dehydrogenase (quinone) inhibitors NAD(P)H:quinone oxidoreductase-2 inhibitor NAD(P)H:quinone oxidoreductase-2 inhibitors NAD(P)H:quinone oxidoreductase2 inhibitor NAD(P)H:quinone oxidoreductase2 inhibitors NQO2 inhibitor NQO2 inhibitors NRH:quinone oxidoreductase 2 inhibitor NRH:quinone oxidoreductase 2 inhibitors QR2 inhibitor QR2 inhibitors quinone reductase 2 inhibitor quinone reductase 2 inhibitors ribosyldihydronicotinamide dehydrogenase (quinone) (EC 1.10.99.2) inhibitor ribosyldihydronicotinamide dehydrogenase (quinone) (EC 1.10.99.2) inhibitors CHEBI:77020 EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor 1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide:quinone oxidoreductase inhibitor ChEBI 1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide:quinone oxidoreductase inhibitors ChEBI EC 1.10.99.2 (ribosyldihydronicotinamide dehydrogenase (quinone)) inhibitor ChEBI EC 1.10.99.2 (ribosyldihydronicotinamide dehydrogenase (quinone)) inhibitors ChEBI EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitors ChEBI EC 1.10.99.2 inhibitor ChEBI EC 1.10.99.2 inhibitors ChEBI N-ribosyldihydronicotinamide dehydrogenase (quinone) inhibitor ChEBI N-ribosyldihydronicotinamide dehydrogenase (quinone) inhibitors ChEBI NAD(P)H:quinone oxidoreductase-2 inhibitor ChEBI NAD(P)H:quinone oxidoreductase-2 inhibitors ChEBI NAD(P)H:quinone oxidoreductase2 inhibitor ChEBI NAD(P)H:quinone oxidoreductase2 inhibitors ChEBI NQO2 inhibitor ChEBI NQO2 inhibitors ChEBI NRH:quinone oxidoreductase 2 inhibitor ChEBI NRH:quinone oxidoreductase 2 inhibitors ChEBI QR2 inhibitor ChEBI QR2 inhibitors ChEBI quinone reductase 2 inhibitor ChEBI quinone reductase 2 inhibitors ChEBI ribosyldihydronicotinamide dehydrogenase (quinone) (EC 1.10.99.2) inhibitor ChEBI ribosyldihydronicotinamide dehydrogenase (quinone) (EC 1.10.99.2) inhibitors ChEBI An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of (S)-tetrahydroprotoberberine N-methyltransferase (EC 2.1.1.122). Wikipedia:(S)-tetrahydroprotoberberine_N-methyltransferase chebi_ontology (S)-tetrahydroprotoberberine N-methyltransferase (EC 2.1.1.122) inhibitor (S)-tetrahydroprotoberberine N-methyltransferase (EC 2.1.1.122) inhibitors (S)-tetrahydroprotoberberine N-methyltransferase inhibitor (S)-tetrahydroprotoberberine N-methyltransferase inhibitors EC 2.1.1.122 ((S)-tetrahydroprotoberberine N-methyltransferase) inhibitor EC 2.1.1.122 ((S)-tetrahydroprotoberberine N-methyltransferase) inhibitors EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitors EC 2.1.1.122 inhibitor EC 2.1.1.122 inhibitors S-adenosyl-L-methionine:(S)-7,8,13,14-tetrahydroprotoberberine cis-N-methyltransferase inhibitor S-adenosyl-L-methionine:(S)-7,8,13,14-tetrahydroprotoberberine cis-N-methyltransferase inhibitors tetrahydroprotoberberine cis-N-methyltransferase inhibitor tetrahydroprotoberberine cis-N-methyltransferase inhibitors CHEBI:77115 EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor (S)-tetrahydroprotoberberine N-methyltransferase (EC 2.1.1.122) inhibitor ChEBI (S)-tetrahydroprotoberberine N-methyltransferase (EC 2.1.1.122) inhibitors ChEBI (S)-tetrahydroprotoberberine N-methyltransferase inhibitor ChEBI (S)-tetrahydroprotoberberine N-methyltransferase inhibitors ChEBI EC 2.1.1.122 ((S)-tetrahydroprotoberberine N-methyltransferase) inhibitor ChEBI EC 2.1.1.122 ((S)-tetrahydroprotoberberine N-methyltransferase) inhibitors ChEBI EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitors ChEBI EC 2.1.1.122 inhibitor ChEBI EC 2.1.1.122 inhibitors ChEBI S-adenosyl-L-methionine:(S)-7,8,13,14-tetrahydroprotoberberine cis-N-methyltransferase inhibitor ChEBI S-adenosyl-L-methionine:(S)-7,8,13,14-tetrahydroprotoberberine cis-N-methyltransferase inhibitors ChEBI tetrahydroprotoberberine cis-N-methyltransferase inhibitor ChEBI tetrahydroprotoberberine cis-N-methyltransferase inhibitors ChEBI A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199). Wikipedia:Food_coloring chebi_ontology food coloring food colorings food colourings CHEBI:77182 food colouring food coloring ChEBI food colorings ChEBI food colourings ChEBI An organic cation obtained by protonation of the secondary amino groups of spectinomycin. (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-N,N',2-trimethyl-4-oxodecahydro-2H-pyrano[2,3-b][1,4]benzodioxine-6,8-diaminium chebi_ontology +2 334.174 334.36430 C14H26N2O7 C[NH2+][C@@H]1[C@H](O)[C@H]([NH2+]C)[C@H]2O[C@]3(O)[C@@H](O[C@H](C)CC3=O)O[C@@H]2[C@H]1O InChI=1S/C14H24N2O7/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14/h5,7-13,15-16,18-20H,4H2,1-3H3/p+2/t5-,7-,8+,9+,10+,11-,12-,13+,14+/m1/s1 UNFWWIHTNXNPBV-WXKVUWSESA-P spectinomycin dication CHEBI:77315 spectinomycin(2+) (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-N,N',2-trimethyl-4-oxodecahydro-2H-pyrano[2,3-b][1,4]benzodioxine-6,8-diaminium IUPAC +2 ChEBI 334.174 ChEBI 334.36430 ChEBI C14H26N2O7 ChEBI C[NH2+][C@@H]1[C@H](O)[C@H]([NH2+]C)[C@H]2O[C@]3(O)[C@@H](O[C@H](C)CC3=O)O[C@@H]2[C@H]1O ChEBI InChI=1S/C14H24N2O7/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14/h5,7-13,15-16,18-20H,4H2,1-3H3/p+2/t5-,7-,8+,9+,10+,11-,12-,13+,14+/m1/s1 ChEBI UNFWWIHTNXNPBV-WXKVUWSESA-P ChEBI spectinomycin dication ChEBI An agonist that selectively binds to and activates a pregnane X receptor. Wikipedia:Pregnane_X_receptor chebi_ontology PXR agonist PXR agonists pregnane X receptor agonists CHEBI:77318 pregnane X receptor agonist PXR agonist ChEBI PXR agonists ChEBI pregnane X receptor agonists ChEBI A monocarboxylic acid anion obtained by deprotonation of the carboxy group of any dicarboxylic acid monoamide; major species at pH 7.3. chebi_ontology -1 88.003 C2H2NO3R NC(=O)[*]C([O-])=O a monoamide of a dicarboxylate CHEBI:77450 dicarboxylic acid monoamide(1-) -1 ChEBI 88.003 ChEBI C2H2NO3R ChEBI NC(=O)[*]C([O-])=O ChEBI a monoamide of a dicarboxylate UniProt Any product obtained as a result of thermally induced non-enzymatic degradation. chebi_ontology thermal artefact thermal artefacts thermal degradation products CHEBI:77521 thermal degradation product thermal artefact ChEBI thermal artefacts ChEBI thermal degradation products ChEBI Any thermal degradation product obtained as a result of a chemical reaction between an amino acid and a reducing sugar (Maillard reaction, a non-enzymatic browning procedure that usually imparts flavour to starch-based food products). PMID:23588491 PMID:23612540 PMID:24246231 Wikipedia:Maillard_reaction chebi_ontology Maillard product Maillard products maillard reaction products CHEBI:77523 Maillard reaction product PMID:23588491 Europe PMC PMID:23612540 Europe PMC PMID:24246231 Europe PMC Maillard product ChEBI Maillard products ChEBI maillard reaction products ChEBI An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of histidine ammonia-lyase (EC 4.3.1.3). Wikipedia:Histidine_ammonia-lyase chebi_ontology EC 4.3.1.3 (histidine ammonia-lyase) inhibitors EC 4.3.1.3 inhibitor EC 4.3.1.3 inhibitors L-histidine ammonia-lyase (urocanate-forming) inhibitor L-histidine ammonia-lyase (urocanate-forming) inhibitors L-histidine ammonia-lyase inhibitor L-histidine ammonia-lyase inhibitors histidase inhibitor histidase inhibitors histidinase inhibitor histidinase inhibitors histidine alpha-deaminase inhibitor histidine alpha-deaminase inhibitors histidine ammonia-lyase (EC 4.3.1.3) inhibitor histidine ammonia-lyase (EC 4.3.1.3) inhibitors histidine ammonia-lyase inhibitor histidine ammonia-lyase inhibitors CHEBI:77703 EC 4.3.1.3 (histidine ammonia-lyase) inhibitor EC 4.3.1.3 (histidine ammonia-lyase) inhibitors ChEBI EC 4.3.1.3 inhibitor ChEBI EC 4.3.1.3 inhibitors ChEBI L-histidine ammonia-lyase (urocanate-forming) inhibitor ChEBI L-histidine ammonia-lyase (urocanate-forming) inhibitors ChEBI L-histidine ammonia-lyase inhibitor ChEBI L-histidine ammonia-lyase inhibitors ChEBI histidase inhibitor ChEBI histidase inhibitors ChEBI histidinase inhibitor ChEBI histidinase inhibitors ChEBI histidine alpha-deaminase inhibitor ChEBI histidine alpha-deaminase inhibitors ChEBI histidine ammonia-lyase (EC 4.3.1.3) inhibitor ChEBI histidine ammonia-lyase (EC 4.3.1.3) inhibitors ChEBI histidine ammonia-lyase inhibitor ChEBI histidine ammonia-lyase inhibitors ChEBI Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). CHEBI:75770 CHEBI:77123 chebi_ontology H. sapiens metabolite H. sapiens metabolites Homo sapiens metabolite Homo sapiens metabolites CHEBI:77746 human metabolite H. sapiens metabolite ChEBI H. sapiens metabolites ChEBI Homo sapiens metabolite ChEBI Homo sapiens metabolites ChEBI An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of diaminopropionate ammonia-lyase (EC 4.3.1.15). Wikipedia:Diaminopropionate_ammonia-lyase chebi_ontology 2,3-diaminopropanoate ammonia-lyase (adding H2O; pyruvate-forming) inhibitor 2,3-diaminopropanoate ammonia-lyase (adding H2O; pyruvate-forming) inhibitors 2,3-diaminopropanoate ammonia-lyase (adding water; pyruvate-forming) inhibitor 2,3-diaminopropanoate ammonia-lyase (adding water; pyruvate-forming) inhibitors 2,3-diaminopropanoate ammonia-lyase inhibitor 2,3-diaminopropanoate ammonia-lyase inhibitors 2,3-diaminopropionate ammonia-lyase inhibitor 2,3-diaminopropionate ammonia-lyase inhibitors EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitors EC 4.3.1.15 inhibitor EC 4.3.1.15 inhibitors alpha,beta-diaminopropionate ammonia-lyase inhibitor alpha,beta-diaminopropionate ammonia-lyase inhibitors diaminopropionatase inhibitor diaminopropionatase inhibitors diaminopropionate ammonia-lyase (EC 4.3.1.15) inhibitor diaminopropionate ammonia-lyase (EC 4.3.1.15) inhibitors diaminopropionate ammonia-lyase inhibitor diaminopropionate ammonia-lyase inhibitors CHEBI:77881 EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor 2,3-diaminopropanoate ammonia-lyase (adding H2O; pyruvate-forming) inhibitor ChEBI 2,3-diaminopropanoate ammonia-lyase (adding H2O; pyruvate-forming) inhibitors ChEBI 2,3-diaminopropanoate ammonia-lyase (adding water; pyruvate-forming) inhibitor ChEBI 2,3-diaminopropanoate ammonia-lyase (adding water; pyruvate-forming) inhibitors ChEBI 2,3-diaminopropanoate ammonia-lyase inhibitor ChEBI 2,3-diaminopropanoate ammonia-lyase inhibitors ChEBI 2,3-diaminopropionate ammonia-lyase inhibitor ChEBI 2,3-diaminopropionate ammonia-lyase inhibitors ChEBI EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitors ChEBI EC 4.3.1.15 inhibitor ChEBI EC 4.3.1.15 inhibitors ChEBI alpha,beta-diaminopropionate ammonia-lyase inhibitor ChEBI alpha,beta-diaminopropionate ammonia-lyase inhibitors ChEBI diaminopropionatase inhibitor ChEBI diaminopropionatase inhibitors ChEBI diaminopropionate ammonia-lyase (EC 4.3.1.15) inhibitor ChEBI diaminopropionate ammonia-lyase (EC 4.3.1.15) inhibitors ChEBI diaminopropionate ammonia-lyase inhibitor ChEBI diaminopropionate ammonia-lyase inhibitors ChEBI An enol that is 3-methylbut-1-ene in which one of the terminal hydrogens is replaced by a hydroxy group. Reaxys:2424541 colombos:ISOPENTENOL (1E)-3-methylbut-1-en-1-ol chebi_ontology (E)-3-methylbut-1-en-1-ol 0 86.073 86.13230 C5H10O CC(C)\C=C\O InChI=1S/C5H10O/c1-5(2)3-4-6/h3-6H,1-2H3/b4-3+ QVDTXNVYSHVCGW-ONEGZZNKSA-N CHEBI:77922 isopentenol Reaxys:2424541 Reaxys (1E)-3-methylbut-1-en-1-ol IUPAC (E)-3-methylbut-1-en-1-ol SUBMITTER 0 ChEBI 86.073 ChEBI 86.13230 ChEBI C5H10O ChEBI CC(C)\C=C\O ChEBI InChI=1S/C5H10O/c1-5(2)3-4-6/h3-6H,1-2H3/b4-3+ ChEBI QVDTXNVYSHVCGW-ONEGZZNKSA-N ChEBI A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the 1-amino group of tetracycline. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.). (1S,4aS,11S,11aS,12aS)-3-carbamoyl-1-(dimethylazaniumyl)-4a,5,7,11-tetrahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-2-olate chebi_ontology 0 444.153 444.43460 C22H24N2O8 C[NH+](C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1[O-])C(=O)c1c(O)cccc1[C@@]3(C)O InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1 OFVLGDICTFRJMM-WESIUVDSSA-N tetracycline CHEBI:77932 tetracycline zwitterion (1S,4aS,11S,11aS,12aS)-3-carbamoyl-1-(dimethylazaniumyl)-4a,5,7,11-tetrahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-2-olate IUPAC 0 ChEBI 444.153 ChEBI 444.43460 ChEBI C22H24N2O8 ChEBI C[NH+](C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1[O-])C(=O)c1c(O)cccc1[C@@]3(C)O ChEBI InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1 ChEBI OFVLGDICTFRJMM-WESIUVDSSA-N ChEBI tetracycline UniProt An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of amidase (EC 3.5.1.4). Wikipedia:Amidase chebi_ontology EC 3.5.1.4 (amidase) inhibitors EC 3.5.1.4 inhibitor EC 3.5.1.4 inhibitors N-acetylaminohydrolase inhibitor N-acetylaminohydrolase inhibitors acylamidase inhibitor acylamidase inhibitors acylamide amidohydrolase inhibitor acylamide amidohydrolase inhibitors amidase (EC 3.5.1.4) inhibitor amidase (EC 3.5.1.4) inhibitors amidase inhibitor amidase inhibitors amidohydrolase inhibitor amidohydrolase inhibitors deaminase inhibitor deaminase inhibitors fatty acylamidase inhibitor fatty acylamidase inhibitors CHEBI:77941 EC 3.5.1.4 (amidase) inhibitor EC 3.5.1.4 (amidase) inhibitors ChEBI EC 3.5.1.4 inhibitor ChEBI EC 3.5.1.4 inhibitors ChEBI N-acetylaminohydrolase inhibitor ChEBI N-acetylaminohydrolase inhibitors ChEBI acylamidase inhibitor ChEBI acylamidase inhibitors ChEBI acylamide amidohydrolase inhibitor ChEBI acylamide amidohydrolase inhibitors ChEBI amidase (EC 3.5.1.4) inhibitor ChEBI amidase (EC 3.5.1.4) inhibitors ChEBI amidase inhibitor ChEBI amidase inhibitors ChEBI amidohydrolase inhibitor ChEBI amidohydrolase inhibitors ChEBI deaminase inhibitor ChEBI deaminase inhibitors ChEBI fatty acylamidase inhibitor ChEBI fatty acylamidase inhibitors ChEBI An antioxidant that used as a food additives to help guard against food deterioration. chebi_ontology food antioxidants CHEBI:77962 food antioxidant food antioxidants ChEBI A food additive that is a (generally inert) gas which is used to envelop foodstuffs during packing and so protect them from unwanted chemical reactions such as food spoilage or oxidation during subsequent transport and storage. The term includes propellant gases, used to expel foods from a container. Wikipedia:Packaging_gas chebi_ontology food packaging gases CHEBI:77974 food packaging gas food packaging gases ChEBI A propellant that is used to expel foods from an aerosol container. chebi_ontology food propellants CHEBI:78017 food propellant food propellants ChEBI Any saturated fatty acid anion containing 3 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3. chebi_ontology -1 73.029 73.07060 C3H5O2 [O-]C([*])=O fatty acid 3:0 CHEBI:78113 fatty acid anion 3:0 -1 ChEBI 73.029 ChEBI 73.07060 ChEBI C3H5O2 ChEBI [O-]C([*])=O ChEBI fatty acid 3:0 UniProt Any saturated fatty acid anion containing 4 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3. chebi_ontology -1 87.045 87.09718 C4H7O2 [O-]C([*])=O fatty acid 4:0 CHEBI:78115 fatty acid anion 4:0 -1 ChEBI 87.045 ChEBI 87.09718 ChEBI C4H7O2 ChEBI [O-]C([*])=O ChEBI fatty acid 4:0 UniProt Any saturated fatty acid anion containing 6 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3. chebi_ontology -1 115.076 115.15034 C6H11O2 [O-]C([*])=O fatty acid 6:0 CHEBI:78116 fatty acid anion 6:0 -1 ChEBI 115.076 ChEBI 115.15034 ChEBI C6H11O2 ChEBI [O-]C([*])=O ChEBI fatty acid 6:0 UniProt Any saturated fatty acid anion containing 8 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3. chebi_ontology -1 143.107 143.20350 C8H15O2 [O-]C([*])=O fatty acid 8:0 CHEBI:78117 fatty acid anion 8:0 -1 ChEBI 143.107 ChEBI 143.20350 ChEBI C8H15O2 ChEBI [O-]C([*])=O ChEBI fatty acid 8:0 UniProt Any saturated fatty acid anion containing 10 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3. chebi_ontology -1 171.139 171.25670 C10H19O2 [O-]C([*])=O fatty acid 10:0 CHEBI:78118 fatty acid anion 10:0 -1 ChEBI 171.139 ChEBI 171.25670 ChEBI C10H19O2 ChEBI [O-]C([*])=O ChEBI fatty acid 10:0 UniProt Any substance that is distributed in foodstuffs. It includes materials derived from plants or animals, such as vitamins or minerals, as well as environmental contaminants. chebi_ontology dietary component dietary components food components CHEBI:78295 food component dietary component ChEBI dietary components ChEBI food components ChEBI Any minor or unwanted substance introduced into the environment that can have undesired effects. chebi_ontology environmental contaminants CHEBI:78298 environmental contaminant environmental contaminants ChEBI A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group. CAS:50-21-5 KEGG:C01432 KEGG:D00111 2-Hydroxypropanoic acid 2-hydroxypropanoic acid chebi_ontology 0 2-Hydroxypropionic acid 90.032 90.07790 C3H6O3 CC(O)C(O)=O InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6) JVTAAEKCZFNVCJ-UHFFFAOYSA-N Lactic acid CHEBI:78320 2-hydroxypropanoic acid CAS:50-21-5 KEGG COMPOUND 2-Hydroxypropanoic acid KEGG_COMPOUND 2-hydroxypropanoic acid IUPAC 0 ChEBI 2-Hydroxypropionic acid KEGG_COMPOUND 90.032 ChEBI 90.07790 ChEBI C3H6O3 ChEBI CC(O)C(O)=O ChEBI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6) ChEBI JVTAAEKCZFNVCJ-UHFFFAOYSA-N ChEBI Lactic acid KEGG_COMPOUND An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of hexokinase, EC 2.7.1.1, an enzyme that phosphorylates hexoses forming hexose phosphate. Wikipedia:Hexokinase chebi_ontology ATP-dependent hexokinase inhibitor ATP-dependent hexokinase inhibitors ATP:D-hexose 6-phosphotransferase inhibitor ATP:D-hexose 6-phosphotransferase inhibitors EC 2.7.1.1 (hexokinase) inhibitors EC 2.7.1.1 inhibitor EC 2.7.1.1 inhibitors glucose ATP phosphotransferase inhibitor glucose ATP phosphotransferase inhibitors hexokinase (phosphorylating) inhibitor hexokinase (phosphorylating) inhibitors hexokinase D inhibitor hexokinase D inhibitors hexokinase inhibitor hexokinase inhibitors hexokinase type I inhibitor hexokinase type I inhibitors hexokinase type II inhibitor hexokinase type II inhibitors hexokinase type III inhibitor hexokinase type III inhibitors hexokinase type IV glucokinase inhibitor hexokinase type IV glucokinase inhibitors hexokinase type IV inhibitor hexokinase type IV inhibitors CHEBI:78366 EC 2.7.1.1 (hexokinase) inhibitor ATP-dependent hexokinase inhibitor ChEBI ATP-dependent hexokinase inhibitors ChEBI ATP:D-hexose 6-phosphotransferase inhibitor ChEBI ATP:D-hexose 6-phosphotransferase inhibitors ChEBI EC 2.7.1.1 (hexokinase) inhibitors ChEBI EC 2.7.1.1 inhibitor ChEBI EC 2.7.1.1 inhibitors ChEBI glucose ATP phosphotransferase inhibitor ChEBI glucose ATP phosphotransferase inhibitors ChEBI hexokinase (phosphorylating) inhibitor ChEBI hexokinase (phosphorylating) inhibitors ChEBI hexokinase D inhibitor ChEBI hexokinase D inhibitors ChEBI hexokinase inhibitor ChEBI hexokinase inhibitors ChEBI hexokinase type I inhibitor ChEBI hexokinase type I inhibitors ChEBI hexokinase type II inhibitor ChEBI hexokinase type II inhibitors ChEBI hexokinase type III inhibitor ChEBI hexokinase type III inhibitors ChEBI hexokinase type IV glucokinase inhibitor ChEBI hexokinase type IV glucokinase inhibitors ChEBI hexokinase type IV inhibitor ChEBI hexokinase type IV inhibitors ChEBI An EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD(+) or NADP(+) as acceptor) inhibitor that interferes with the action of acyl-CoA dehydrogenase (NADP(+)), EC 1.3.1.8. Wikipedia:Acyl-CoA_dehydrogenase_(NADP%2B) chebi_ontology 2-enoyl-CoA reductase inhibitor 2-enoyl-CoA reductase inhibitors EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitors EC 1.3.1.8 inhibitor EC 1.3.1.8 inhibitors acyl-CoA dehydrogenase (NADP(+)) (EC 1.3.1.8) inhibitor acyl-CoA dehydrogenase (NADP(+)) (EC 1.3.1.8) inhibitors acyl-CoA dehydrogenase (NADP(+)) inhibitor acyl-CoA dehydrogenase (NADP(+)) inhibitors acyl-CoA:NADP(+) 2-oxidoreductase inhibitor acyl-CoA:NADP(+) 2-oxidoreductase inhibitors crotonyl coenzyme A reductase inhibitor crotonyl coenzyme A reductase inhibitors crotonyl-CoA reductase inhibitor crotonyl-CoA reductase inhibitors dehydrogenase, acyl coenzyme A (nicotinamide adenine dinucleotide phosphate) inhibitor dehydrogenase, acyl coenzyme A (nicotinamide adenine dinucleotide phosphate) inhibitors enoyl coenzyme A reductase inhibitor enoyl coenzyme A reductase inhibitors CHEBI:78377 EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor 2-enoyl-CoA reductase inhibitor ChEBI 2-enoyl-CoA reductase inhibitors ChEBI EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitors ChEBI EC 1.3.1.8 inhibitor ChEBI EC 1.3.1.8 inhibitors ChEBI acyl-CoA dehydrogenase (NADP(+)) (EC 1.3.1.8) inhibitor ChEBI acyl-CoA dehydrogenase (NADP(+)) (EC 1.3.1.8) inhibitors ChEBI acyl-CoA dehydrogenase (NADP(+)) inhibitor ChEBI acyl-CoA dehydrogenase (NADP(+)) inhibitors ChEBI acyl-CoA:NADP(+) 2-oxidoreductase inhibitor ChEBI acyl-CoA:NADP(+) 2-oxidoreductase inhibitors ChEBI crotonyl coenzyme A reductase inhibitor ChEBI crotonyl coenzyme A reductase inhibitors ChEBI crotonyl-CoA reductase inhibitor ChEBI crotonyl-CoA reductase inhibitors ChEBI dehydrogenase, acyl coenzyme A (nicotinamide adenine dinucleotide phosphate) inhibitor ChEBI dehydrogenase, acyl coenzyme A (nicotinamide adenine dinucleotide phosphate) inhibitors ChEBI enoyl coenzyme A reductase inhibitor ChEBI enoyl coenzyme A reductase inhibitors ChEBI A substance used in a thermodynamic heat pump cycle or refrigeration cycle that undergoes a phase change from a gas to a liquid and back. Refrigerants are used in air-conditioning systems and freezers or refrigerators and are assigned a "R" number (by ASHRAE - formerly the American Society of Heating, Refrigerating and Air Conditioning Engineers), which is determined systematically according to their molecular structure. Wikipedia:Refrigerant chebi_ontology refrigerants CHEBI:78433 refrigerant refrigerants ChEBI A bile acid anion that is the conjugate base of ursodeoxycholic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3. Reaxys:5305486 (3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oate ursodeoxycholate chebi_ontology -1 391.285 391.56460 C24H39O4 C[C@H](CCC([O-])=O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1 RUDATBOHQWOJDD-UZVSRGJWSA-M CHEBI:78604 ursodeoxycholate Reaxys:5305486 Reaxys (3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oate IUPAC ursodeoxycholate UniProt -1 ChEBI 391.285 ChEBI 391.56460 ChEBI C24H39O4 ChEBI C[C@H](CCC([O-])=O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C ChEBI InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1 ChEBI RUDATBOHQWOJDD-UZVSRGJWSA-M ChEBI An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of any alpha-amino acid; major species at pH 7.3. CHEBI:83409 MetaCyc:Alpha-Amino-Acids chebi_ontology 0 74.024 C2H4NO2R [NH3+]C([*])C([O-])=O an alpha-amino acid CHEBI:78608 alpha-amino acid zwitterion MetaCyc:Alpha-Amino-Acids SUBMITTER 0 ChEBI 74.024 ChEBI C2H4NO2R ChEBI [NH3+]C([*])C([O-])=O ChEBI an alpha-amino acid UniProt Any organooxygen compound that is a polyhydroxy-aldehyde or -ketone, or a compound derived from one. Carbohydrates contain only carbon, hydrogen and oxygen and usually have an empirical formula Cm(H2O)n; carbohydrate derivatives may contain other elements by substitution or condensation. chebi_ontology carbohydrates and derivatives carbohydrates and their derivatives CHEBI:78616 carbohydrates and carbohydrate derivatives carbohydrates and derivatives ChEBI carbohydrates and their derivatives ChEBI Any metabolite produced by all living cells. chebi_ontology essential metabolite essential metabolites fundamental metabolites CHEBI:78675 fundamental metabolite essential metabolite ChEBI essential metabolites ChEBI fundamental metabolites ChEBI A ketohexose bisphosphate that is D-fructose substituted by phosphate groups at positions 1 and 6. It is an intermediate in the glycolysis metabolic pathway. HMDB:HMDB01058 Wikipedia:Fructose_1,6-bisphosphate chebi_ontology Diphosphofructose CHEBI:78682 D-fructose 1,6-bisphosphate Diphosphofructose HMDB A ketohexose monophosphate consisting of fructose having a phosphate group located at the 1-position Wikipedia:Fructose_1-phosphate chebi_ontology CHEBI:78737 fructose 1-phosphate Any organic molecular entity that contains at least one C=C bond. chebi_ontology olefinic compounds CHEBI:78840 olefinic compound olefinic compounds ChEBI An inorganic sodium salt having nitrite as the counterion. Used as a food preservative and antidote to cyanide poisoning. CAS:7632-00-0 KEGG:D05865 PMID:24200576 PMID:24266433 PMID:24333935 PMID:24363302 PMID:24535441 PMID:24639423 PMID:24658348 PMID:24834717 PMID:24861891 PMID:24878382 PMID:24898570 PMID:24929713 Reaxys:906771 Wikipedia:Sodium_nitrite colombos:NaNO2 sodium nitrite chebi_ontology 0 68.983 68.99530 InChI=1S/HNO2.Na/c2-1-3;/h(H,2,3);/q;+1/p-1 LPXPTNMVRIOKMN-UHFFFAOYSA-M NNaO2 NaNO2 Natrium nitrit Nitrite de sodium Nitrito sodico [Na+].[O-]N=O CHEBI:78870 sodium nitrite CAS:7632-00-0 ChemIDplus CAS:7632-00-0 KEGG DRUG CAS:7632-00-0 NIST Chemistry WebBook PMID:24200576 Europe PMC PMID:24266433 Europe PMC PMID:24333935 Europe PMC PMID:24363302 Europe PMC PMID:24535441 Europe PMC PMID:24639423 Europe PMC PMID:24658348 Europe PMC PMID:24834717 Europe PMC PMID:24861891 Europe PMC PMID:24878382 Europe PMC PMID:24898570 Europe PMC PMID:24929713 Europe PMC Reaxys:906771 Reaxys sodium nitrite IUPAC 0 ChEBI 68.983 ChEBI 68.99530 ChEBI InChI=1S/HNO2.Na/c2-1-3;/h(H,2,3);/q;+1/p-1 ChEBI LPXPTNMVRIOKMN-UHFFFAOYSA-M ChEBI NNaO2 ChEBI NaNO2 ChEBI Natrium nitrit ChemIDplus Nitrite de sodium ChemIDplus Nitrito sodico ChemIDplus [Na+].[O-]N=O ChEBI Any prokaryotic metabolite produced during a metabolic reaction in single-celled microorganisms, archaea. chebi_ontology archaeal metabolites CHEBI:78947 archaeal metabolite archaeal metabolites ChEBI A monocarboxylic acid in which the carbon of the carboxy group is directly attached to a C=C or C#C bond. chebi_ontology 2,3-unsaturated monocarboxylic acid 2,3-unsaturated monocarboxylic acids alpha,beta-unsaturated monocarboxylic acids CHEBI:79020 alpha,beta-unsaturated monocarboxylic acid 2,3-unsaturated monocarboxylic acid ChEBI 2,3-unsaturated monocarboxylic acids ChEBI alpha,beta-unsaturated monocarboxylic acids ChEBI A metal oxide with formula CeO2. It is used for polishing glass, in coatings for infra-red filters to prevent reflection, and as an oxidant and catalyst in organic synthesis. CAS:1306-38-3 PMID:21787599 PMID:24300997 Patent:US2564241 Reaxys:11323272 Reaxys:23048445 Wikipedia:Cerium(IV)_oxide dioxocerium chebi_ontology 0 171.895 172.11500 CETPSERCERDGAM-UHFFFAOYSA-N CeO2 InChI=1S/Ce.2O O=[Ce]=O ceria ceric dioxide cerium dioxide cerium(4+) oxide cerium(IV) oxide cerium(IV)dioxide CHEBI:79089 ceric oxide CAS:1306-38-3 ChemIDplus PMID:21787599 Europe PMC PMID:24300997 Europe PMC Reaxys:11323272 Reaxys Reaxys:23048445 Reaxys dioxocerium IUPAC 0 ChEBI 171.895 ChEBI 172.11500 ChEBI CETPSERCERDGAM-UHFFFAOYSA-N ChEBI CeO2 ChEBI CeO2 ChEBI InChI=1S/Ce.2O ChEBI O=[Ce]=O ChEBI ceria ChemIDplus ceric dioxide ChemIDplus cerium dioxide ChemIDplus cerium(4+) oxide ChemIDplus cerium(IV) oxide ChEBI cerium(IV)dioxide ChemIDplus A member of the class of pantothenic acids that is an amide formed from pantoic acid and beta-alanine. Beilstein:1727062 CAS:599-54-2 DrugBank:DB01783 HMDB:HMDB00210 KEGG:C00864 KEGG:D07413 PMID:24727172 Reaxys:1727062 Wikipedia:Pantothenic_acid colombos:PANTOTHENIC_ACID 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoic acid Pantothenic acid chebi_ontology 0 219.111 219.23502 C9H17NO5 CC(C)(CO)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13) N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alanine CHEBI:7916 pantothenic acid Beilstein:1727062 Beilstein CAS:599-54-2 ChemIDplus PMID:24727172 Europe PMC Reaxys:1727062 Reaxys 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoic acid IUPAC Pantothenic acid KEGG_COMPOUND 0 ChEBI 219.111 KEGG_COMPOUND 219.23502 ChEBI C9H17NO5 KEGG_COMPOUND CC(C)(CO)C(O)C(=O)NCCC(O)=O ChEBI GHOKWGTUZJEAQD-UHFFFAOYSA-N ChEBI InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13) ChEBI N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alanine ChEBI An amino cyclitol glycoside that is the 1-O-(2-amino-2-deoxy-alpha-D-glucopyranoside) and the 3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranoside of 4,6-diamino-2,3-dihydroxycyclohexane (the 1R,2R,3S,4R,6S diastereoisomer). It is obtained from various Streptomyces species. A broad-spectrum antibiotic, it is used (generally as the sulfate salt) for the treatment of acute and chronic intestinal protozoal infections, but is not effective for extraintestinal protozoal infections. It is also used as a therapeutic against visceral leishmaniasis. CHEBI:44703 CAS:7542-37-2 DrugBank:DB01421 Drug_Central:2067 KEGG:C00832 KEGG:D07467 PDBeChem:PAR PMID:18447603 PMID:18947845 PMID:8036682 Patent:US2895876 Patent:US2916485 Reaxys:72285 colombos:PAROMOMYCIN colombos:PAROMOMYCIN:+UNKNOWN (1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside PAROMOMYCIN Paromomycin chebi_ontology (1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside 0 615.296 615.62850 Aminosidin C23H45N5O14 Catenulin Hydroxymycin InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1 Monomycin A NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O Neomycin E Paromomycin I R 400 R-400 UOZODPSAJZTQNH-LSWIJEOBSA-N Zygomycin A1 aminosidine crestomycin estomycin hydroxymycin neomycin E paromomicina paromomycin paromomycine paromomycinum paucimycin paucimycinum CHEBI:7934 paromomycin CAS:7542-37-2 ChemIDplus CAS:7542-37-2 KEGG COMPOUND Drug_Central:2067 DrugCentral PMID:18447603 Europe PMC PMID:18947845 Europe PMC PMID:8036682 Europe PMC Reaxys:72285 Reaxys (1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside IUPAC PAROMOMYCIN PDBeChem Paromomycin KEGG_COMPOUND (1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside PDBeChem 0 ChEBI 615.296 ChEBI 615.62850 ChEBI Aminosidin KEGG_COMPOUND C23H45N5O14 ChEBI Catenulin KEGG_COMPOUND Hydroxymycin KEGG_COMPOUND InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1 ChEBI Monomycin A KEGG_COMPOUND NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O ChEBI Neomycin E KEGG_COMPOUND Paromomycin I KEGG_COMPOUND R 400 ChemIDplus R-400 ChEBI UOZODPSAJZTQNH-LSWIJEOBSA-N ChEBI Zygomycin A1 KEGG_COMPOUND aminosidine ChemIDplus crestomycin ChemIDplus estomycin ChemIDplus hydroxymycin ChemIDplus neomycin E ChemIDplus paromomicina ChemIDplus paromomycin WHO_MedNet paromomycine ChemIDplus paromomycinum ChemIDplus paucimycin ChemIDplus paucimycinum ChemIDplus Any inorganic anion with a valency of three. chebi_ontology trivalent inorganic anions CHEBI:79387 trivalent inorganic anion trivalent inorganic anions ChEBI Any inorganic anion with a valency of two. chebi_ontology divalent inorganic anions CHEBI:79388 divalent inorganic anion divalent inorganic anions ChEBI Any inorganic anion with a valency of one. chebi_ontology monovalent inorganic anions CHEBI:79389 monovalent inorganic anion monovalent inorganic anions ChEBI Any nitrile derived from an aliphatic compound. KEGG:C16072 chebi_ontology 0 26.003 CNR [*]C#N an aliphatic nitrile CHEBI:80291 aliphatic nitrile 0 ChEBI 26.003 ChEBI CNR ChEBI [*]C#N ChEBI an aliphatic nitrile UniProt KEGG:C16186 chebi_ontology 0 255.998 256.10400 C6H9O9P InChI=1S/C6H9O9P/c7-2(1-14-16(11,12)13)5-3(8)4(9)6(10)15-5/h2,5,7-9H,1H2,(H2,11,12,13)/t2?,5-/m1/s1 KIENGQUGHPTFGC-DOAHDZERSA-N OC(COP(O)(O)=O)[C@H]1OC(=O)C(O)=C1O CHEBI:80368 L-Ascorbate 6-phosphate 0 ChEBI 255.998 ChEBI 256.10400 ChEBI C6H9O9P ChEBI InChI=1S/C6H9O9P/c7-2(1-14-16(11,12)13)5-3(8)4(9)6(10)15-5/h2,5,7-9H,1H2,(H2,11,12,13)/t2?,5-/m1/s1 ChEBI KIENGQUGHPTFGC-DOAHDZERSA-N ChEBI OC(COP(O)(O)=O)[C@H]1OC(=O)C(O)=C1O ChEBI Substances that are administered to farmed animals to improve productivity by promoting weight gain, increasing muscle mass, limiting fat deposition, reducing feed consumption, and reducing waste production. PMID:22444918 PMID:2745641 PMID:6226938 chebi_ontology animal growth promotants animal growth promoter animal growth promoters CHEBI:82655 animal growth promotant PMID:22444918 Europe PMC PMID:2745641 Europe PMC PMID:6226938 Europe PMC animal growth promotants ChEBI animal growth promoter ChEBI animal growth promoters ChEBI An elemental molecular entity in which all of the atoms have atomic number 26. chebi_ontology CHEBI:82663 elemental iron A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 2 and 5 are substituted by methyl and hydroxy groups, respectively. Beilstein:1870475 CAS:481-42-5 Gmelin:959690 KEGG:C10387 KNApSAcK:C00002852 LINCS:LSM-37061 MetaCyc:CPD-4461 PMID:14727919 PMID:14762525 PMID:16078700 PMID:16624823 PMID:18974148 PMID:19748668 PMID:20858709 PMID:21064184 PMID:21559086 PMID:21658027 PMID:21741707 Patent:CN1473468 Patent:IN183682 Patent:IN191797 Reaxys:1870475 Wikipedia:Plumbagin 5-hydroxy-2-methylnaphthalene-1,4-dione Plumbagin chebi_ontology 0 188.047 188.17942 2-methyl-5-hydroxy-1,4-naphthoquinone 2-methyljuglone 5-hydroxy-2-methyl-1,4-naphthalenedione 5-hydroxy-2-methyl-1,4-naphthoquinone C11H8O3 CC1=CC(=O)c2c(O)cccc2C1=O InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 VCMMXZQDRFWYSE-UHFFFAOYSA-N plumbaein plumbagine plumbagone CHEBI:8273 plumbagin Beilstein:1870475 ChemIDplus CAS:481-42-5 ChemIDplus CAS:481-42-5 KEGG COMPOUND Gmelin:959690 Gmelin PMID:14727919 Europe PMC PMID:14762525 Europe PMC PMID:16078700 Europe PMC PMID:16624823 Europe PMC PMID:18974148 Europe PMC PMID:19748668 Europe PMC PMID:20858709 Europe PMC PMID:21064184 Europe PMC PMID:21559086 Europe PMC PMID:21658027 Europe PMC PMID:21741707 Europe PMC Reaxys:1870475 Reaxys 5-hydroxy-2-methylnaphthalene-1,4-dione IUPAC Plumbagin KEGG_COMPOUND 0 ChEBI 188.047 KEGG_COMPOUND 188.17942 ChEBI 2-methyl-5-hydroxy-1,4-naphthoquinone ChemIDplus 2-methyljuglone ChEBI 5-hydroxy-2-methyl-1,4-naphthalenedione ChemIDplus 5-hydroxy-2-methyl-1,4-naphthoquinone ChEBI C11H8O3 KEGG_COMPOUND CC1=CC(=O)c2c(O)cccc2C1=O ChEBI InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 ChEBI VCMMXZQDRFWYSE-UHFFFAOYSA-N ChEBI plumbaein ChEBI plumbagine MetaCyc plumbagone ChEBI A monocarboxylic acid anion that is the conjugate base of oleanolic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3. PMID:18835348 3beta-hydroxyolean-12-en-28-oate oleanolate chebi_ontology -1 455.353 455.69290 C30H47O3 CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1)C([O-])=O InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/p-1/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 MIJYXULNPSFWEK-GTOFXWBISA-M CHEBI:82828 oleanolate PMID:18835348 SUBMITTER 3beta-hydroxyolean-12-en-28-oate IUPAC oleanolate UniProt -1 ChEBI 455.353 ChEBI 455.69290 ChEBI C30H47O3 ChEBI CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1)C([O-])=O ChEBI InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/p-1/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 ChEBI MIJYXULNPSFWEK-GTOFXWBISA-M ChEBI An animal metabolite produced by arthropods such as crabs, lobsters, crayfish, shrimps and krill. chebi_ontology crustacean metabolites CHEBI:83039 crustacean metabolite crustacean metabolites ChEBI A Daphnia metabolite produced by the species Daphnia magna. chebi_ontology Daphnia magna metabolites CHEBI:83056 Daphnia magna metabolite Daphnia magna metabolites ChEBI A crustacean metabolite produced by the genus of small planktonic arthropods, Daphnia Wikipedia:Daphnia chebi_ontology Daphnia metabolites CHEBI:83057 Daphnia metabolite Daphnia metabolites ChEBI A polymyxin having a (6R)-6-methyloctanoyl group at the amino terminus. Beilstein:8609638 CAS:4135-11-9 PMID:13058849 PMID:14212410 PMID:1650428 PMID:26803416 Reaxys:9838039 4,10-anhydro{N-[(6R)-6-methyloctanoyl]-L-2,4-diaminobutanoyl-L-threonyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-D-phenylalanyl-L-leucyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-threonine} polymyxin B1 chebi_ontology 0 1202.750 1203.47670 C56H98N16O13 CC[C@@H](C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CCN)NC1=O)[C@@H](C)O InChI=1S/C56H98N16O13/c1-7-32(4)13-11-12-16-44(75)63-36(17-23-57)51(80)72-46(34(6)74)56(85)68-39(20-26-60)48(77)67-41-22-28-62-55(84)45(33(5)73)71-52(81)40(21-27-61)65-47(76)37(18-24-58)66-53(82)42(29-31(2)3)69-54(83)43(30-35-14-9-8-10-15-35)70-49(78)38(19-25-59)64-50(41)79/h8-10,14-15,31-34,36-43,45-46,73-74H,7,11-13,16-30,57-61H2,1-6H3,(H,62,84)(H,63,75)(H,64,79)(H,65,76)(H,66,82)(H,67,77)(H,68,85)(H,69,83)(H,70,78)(H,71,81)(H,72,80)/t32-,33-,34-,36+,37+,38+,39+,40+,41+,42+,43-,45+,46+/m1/s1 Polymyxin B(1) WQVJHHACXVLGBL-GOVYWFKWSA-N polymycin B CHEBI:8309 polymyxin B1 Beilstein:8609638 Beilstein CAS:4135-11-9 ChemIDplus PMID:13058849 Europe PMC PMID:14212410 Europe PMC PMID:1650428 Europe PMC PMID:26803416 Europe PMC Reaxys:9838039 Reaxys 4,10-anhydro{N-[(6R)-6-methyloctanoyl]-L-2,4-diaminobutanoyl-L-threonyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-D-phenylalanyl-L-leucyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-threonine} IUPAC polymyxin B1 ChEBI 0 ChEBI 1202.750 ChEBI 1203.47670 ChEBI C56H98N16O13 ChEBI CC[C@@H](C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CCN)NC1=O)[C@@H](C)O ChEBI InChI=1S/C56H98N16O13/c1-7-32(4)13-11-12-16-44(75)63-36(17-23-57)51(80)72-46(34(6)74)56(85)68-39(20-26-60)48(77)67-41-22-28-62-55(84)45(33(5)73)71-52(81)40(21-27-61)65-47(76)37(18-24-58)66-53(82)42(29-31(2)3)69-54(83)43(30-35-14-9-8-10-15-35)70-49(78)38(19-25-59)64-50(41)79/h8-10,14-15,31-34,36-43,45-46,73-74H,7,11-13,16-30,57-61H2,1-6H3,(H,62,84)(H,63,75)(H,64,79)(H,65,76)(H,66,82)(H,67,77)(H,68,85)(H,69,83)(H,70,78)(H,71,81)(H,72,80)/t32-,33-,34-,36+,37+,38+,39+,40+,41+,42+,43-,45+,46+/m1/s1 ChEBI Polymyxin B(1) ChEBI WQVJHHACXVLGBL-GOVYWFKWSA-N ChEBI polymycin B ChEBI CAS:1405-20-5 KEGG:C11613 KEGG:D01066 Polymyxin B sulfate chebi_ontology C55H95N16O13R.(H2O4S)x Polymixin B sulfate CHEBI:8310 Polymyxin B sulfate CAS:1405-20-5 KEGG COMPOUND Polymyxin B sulfate KEGG_COMPOUND C55H95N16O13R.(H2O4S)x KEGG_COMPOUND Polymixin B sulfate KEGG_COMPOUND A monocarboxylic acid amide that is the N-acyl derivative of homoserine lactone. They are a class of autoinducers generally involved in bacterial quorum sensing. Wikipedia:N-Acyl_homoserine_lactone chebi_ontology 0 128.035 AHLs C5H6NO3R N-AHLs N-acyl homoserine lactones [*]C(=O)NC1CCOC1=O CHEBI:83169 N-acyl homoserine lactone 0 ChEBI 128.035 ChEBI AHLs ChEBI C5H6NO3R ChEBI N-AHLs ChEBI N-acyl homoserine lactones ChEBI [*]C(=O)NC1CCOC1=O ChEBI An ester resulting from the formal condensation of the hydroxy group of an alcohol, phenol, heteroarenol, or enol with an organosulfonic acid. chebi_ontology 0 79.957 80.06300 O3SR2 [*]S(=O)(=O)O[*] organosulfonate ester organosulfonate esters organosulfonic esters CHEBI:83347 organosulfonic ester 0 ChEBI 79.957 ChEBI 80.06300 ChEBI O3SR2 ChEBI [*]S(=O)(=O)O[*] ChEBI organosulfonate ester ChEBI organosulfonate esters ChEBI organosulfonic esters ChEBI Any member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine. chebi_ontology CHEBI:83403 monochlorobenzenes Any derivative of a proteinogenic amino acid resulting from reaction at an amino group, carboxy group, or a side-chain functional group, or from the replacement of any hydrogen by a heteroatom. chebi_ontology canonical amino acid derivative canonical amino acid derivatives canonical amino-acid derivative canonical amino-acid derivatives proteinogenic amino acid derivatives proteinogenic amino-acid derivative proteinogenic amino-acid derivatives CHEBI:83811 proteinogenic amino acid derivative canonical amino acid derivative ChEBI canonical amino acid derivatives ChEBI canonical amino-acid derivative ChEBI canonical amino-acid derivatives ChEBI proteinogenic amino acid derivatives ChEBI proteinogenic amino-acid derivative ChEBI proteinogenic amino-acid derivatives ChEBI Any derivative of a non-proteinogenic amino acid resulting from reaction at an amino group or carboxy group, or from the replacement of any hydrogen by a heteroatom. chebi_ontology non-canonical amino acid derivative non-canonical amino-acid derivatives non-proteinogenic amino-acid derivatives CHEBI:83812 non-proteinogenic amino acid derivative non-canonical amino acid derivative ChEBI non-canonical amino-acid derivatives ChEBI non-proteinogenic amino-acid derivatives ChEBI Any of the 23 alpha-amino acids that are precursors to proteins, and are incorporated into proteins during translation. The group includes the 20 amino acids encoded by the nuclear genes of eukaryotes together with selenocysteine, pyrrolysine, and N-formylmethionine. Apart from glycine, which is non-chiral, all have L configuration. Wikipedia:Proteinogenic_amino_acid chebi_ontology canonical amino acid canonical amino acids proteinogenic amino acids CHEBI:83813 proteinogenic amino acid canonical amino acid ChEBI canonical amino acids ChEBI proteinogenic amino acids ChEBI Any amino-acid that is not naturally encoded in the genetic code of any organism. Wikipedia:Non-proteinogenic_amino_acids chebi_ontology non-canonical amino acid non-canonical amino acids non-canonical amino-acid non-canonical amino-acids non-coded amino acid non-coded amino acids non-coded amino-acid non-coded amino-acids non-proteinogenic amino acids non-proteinogenic amino-acid non-proteinogenic amino-acids CHEBI:83820 non-proteinogenic amino acid non-canonical amino acid ChEBI non-canonical amino acids ChEBI non-canonical amino-acid ChEBI non-canonical amino-acids ChEBI non-coded amino acid ChEBI non-coded amino acids ChEBI non-coded amino-acid ChEBI non-coded amino-acids ChEBI non-proteinogenic amino acids ChEBI non-proteinogenic amino-acid ChEBI non-proteinogenic amino-acids ChEBI Any derivative of an amino acid resulting from reaction at an amino group, carboxy group, side-chain functional group, or from the replacement of any hydrogen by a heteroatom. The definition normally excludes peptides containing amino acid residues. CHEBI:25359 chebi_ontology amino acid derivatives modified amino acids CHEBI:83821 amino acid derivative amino acid derivatives ChEBI modified amino acids ChEBI A proteinogenic amino acid derivative resulting from the formal reaction of L-cysteine at the amino group, carboxy group, or thiol group, or from the replacement of any hydrogen of L-cysteine by a heteroatom. chebi_ontology L-cysteine derivatives CHEBI:83824 L-cysteine derivative L-cysteine derivatives ChEBI CAS:481-26-5 KEGG:C01523 pregnane chebi_ontology 0 288.282 288.51054 C21H36 InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1 JWMFYGXQPXQEEM-WZBAXQLOSA-N [H][C@]1(CC)CC[C@@]2([H])[C@]3([H])CCC4([H])CCCC[C@]4(C)[C@@]3([H])CC[C@]12C CHEBI:8386 pregnane CAS:481-26-5 KEGG COMPOUND pregnane IUPAC 0 ChEBI 288.282 KEGG_COMPOUND 288.51054 ChEBI C21H36 KEGG_COMPOUND InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1 ChEBI JWMFYGXQPXQEEM-WZBAXQLOSA-N ChEBI [H][C@]1(CC)CC[C@@]2([H])[C@]3([H])CCC4([H])CCCC[C@]4(C)[C@@]3([H])CC[C@]12C ChEBI Any alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids. chebi_ontology non-proteinogenic alpha-amino acids non-proteinogenic alpha-amino-acid non-proteinogenic alpha-amino-acids CHEBI:83925 non-proteinogenic alpha-amino acid non-proteinogenic alpha-amino acids ChEBI non-proteinogenic alpha-amino-acid ChEBI non-proteinogenic alpha-amino-acids ChEBI Any phospho sugar that is the phosphate derivative of pentose. chebi_ontology pentose phosphates CHEBI:84055 pentose phosphate pentose phosphates ChEBI Any metabolite (endogenous or exogenous) found in human urine samples. chebi_ontology human urinary metabolites CHEBI:84087 human urinary metabolite human urinary metabolites ChEBI A proteinogenic amino acid derivative resulting from reaction of L-serine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-serine by a heteroatom. chebi_ontology L-serine derivatives CHEBI:84135 L-serine derivative L-serine derivatives ChEBI A proteinogenic amino acid derivative resulting from reaction of L-threonine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-threonine by a heteroatom. chebi_ontology L-threonine derivatives CHEBI:84189 L-threonine derivative L-threonine derivatives ChEBI An aminoacridine that is acridine that is substituted by amino groups at positions 3 and 6. A slow-acting bacteriostat that is effective against many Gram-positive bacteria (but ineffective against spores), its salts were formerly used for treatment of burns and infected wounds. CHEBI:44910 CHEBI:45272 Beilstein:166050 CAS:92-62-6 DrugBank:DB01123 Drug_Central:2277 KEGG:C11181 PDBeChem:PRL PMID:11960666 PMID:20178341 PMID:21435875 PMID:2242050 PMID:22555876 PMID:22978751 PMID:6987510 PMID:7009393 PMID:8579793 Reaxys:166050 Wikipedia:Proflavine acridine-3,6-diamine chebi_ontology 0 2,8-Diaminoacridine 209.095 209.24650 3,6-acridinediamine C13H11N3 InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2 Nc1ccc2cc3ccc(N)cc3nc2c1 Proflavin WDVSHHCDHLJJJR-UHFFFAOYSA-N proflavina proflavine proflavinum CHEBI:8452 3,6-diaminoacridine Beilstein:166050 Beilstein CAS:92-62-6 ChemIDplus CAS:92-62-6 NIST Chemistry WebBook Drug_Central:2277 DrugCentral PMID:11960666 Europe PMC PMID:20178341 Europe PMC PMID:21435875 Europe PMC PMID:2242050 Europe PMC PMID:22555876 Europe PMC PMID:22978751 Europe PMC PMID:6987510 Europe PMC PMID:7009393 Europe PMC PMID:8579793 Europe PMC Reaxys:166050 Reaxys acridine-3,6-diamine IUPAC 0 ChEBI 2,8-Diaminoacridine ChemIDplus 209.095 ChEBI 209.24650 ChEBI 3,6-acridinediamine ChEBI C13H11N3 ChEBI InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2 ChEBI Nc1ccc2cc3ccc(N)cc3nc2c1 ChEBI Proflavin ChemIDplus WDVSHHCDHLJJJR-UHFFFAOYSA-N ChEBI proflavina ChemIDplus proflavine ChEBI proflavine WHO_MedNet proflavinum ChemIDplus A phenolate anion obtained from 2,4-dinitrophenol. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.). CAS:20350-26-9 MetaCyc:CPD-8179 PMID:25281383 Reaxys:3552508 2,4-dinitrophenolate chebi_ontology -1 183.004 183.09900 2,4-Dinitrophenol ion(1-) 2,4-dinitrophenol C6H3N2O5 InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H/p-1 UFBJCMHMOXMLKC-UHFFFAOYSA-M [O-]c1ccc(cc1[N+]([O-])=O)[N+]([O-])=O CHEBI:84561 2,4-dinitrophenol(1-) CAS:20350-26-9 ChemIDplus MetaCyc:CPD-8179 SUBMITTER PMID:25281383 Europe PMC Reaxys:3552508 Reaxys 2,4-dinitrophenolate IUPAC -1 ChEBI 183.004 ChEBI 183.09900 ChEBI 2,4-Dinitrophenol ion(1-) ChemIDplus 2,4-dinitrophenol UniProt C6H3N2O5 ChEBI InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H/p-1 ChEBI UFBJCMHMOXMLKC-UHFFFAOYSA-M ChEBI [O-]c1ccc(cc1[N+]([O-])=O)[N+]([O-])=O ChEBI A tertiary amine that is a substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropan-2-amine moiety. Beilstein:88554 CAS:60-87-7 DrugBank:DB01069 Drug_Central:2286 Gmelin:337077 HMDB:HMDB15202 KEGG:C07404 KEGG:D00494 LINCS:LSM-4440 Patent:US2530451 Patent:US2607773 Reaxys:88554 Wikipedia:Promethazine colombos:PROMETHAZIN colombos:PROMETHAZIN:+UNKNOWN N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine Promethazine chebi_ontology (2-dimethylamino-2-methyl)ethyl-N-dibenzoparathiazine 0 10-(2-Dimethylaminopropyl)phenothiazine 10-[2-(dimethylamino)propyl]phenothiazine 284.135 284.42018 C17H20N2S CC(CN1c2ccccc2Sc2ccccc12)N(C)C InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3 N,N,alpha-trimethyl-10H-phenothiazine-10-ethanamine N-(2'-dimethylamino-2'-methyl)ethylphenothiazine PWWVAXIEGOYWEE-UHFFFAOYSA-N proazamine prometazina promethazine promethazinum CHEBI:8461 promethazine Beilstein:88554 Beilstein CAS:60-87-7 ChemIDplus CAS:60-87-7 KEGG COMPOUND CAS:60-87-7 NIST Chemistry WebBook Drug_Central:2286 DrugCentral Gmelin:337077 Gmelin Reaxys:88554 Reaxys N,N-dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine IUPAC Promethazine KEGG_COMPOUND (2-dimethylamino-2-methyl)ethyl-N-dibenzoparathiazine ChemIDplus 0 ChEBI 10-(2-Dimethylaminopropyl)phenothiazine KEGG_COMPOUND 10-[2-(dimethylamino)propyl]phenothiazine NIST_Chemistry_WebBook 284.135 KEGG_COMPOUND 284.42018 ChEBI C17H20N2S KEGG_COMPOUND CC(CN1c2ccccc2Sc2ccccc12)N(C)C ChEBI InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3 ChEBI N,N,alpha-trimethyl-10H-phenothiazine-10-ethanamine NIST_Chemistry_WebBook N-(2'-dimethylamino-2'-methyl)ethylphenothiazine ChemIDplus PWWVAXIEGOYWEE-UHFFFAOYSA-N ChEBI proazamine ChemIDplus prometazina ChEBI promethazine ChEBI promethazinum ChEBI Any iron(III) hydroxamate in which the hydroxamate component is a siderophore. chebi_ontology Fe(III)-complexed hydroxamate siderophores Fe(III)-hydroxamate siderophore Fe(III)-hydroxamate siderophores ferric-hydroxamate type siderophore ferric-hydroxamate type siderophores CHEBI:84688 Fe(III)-complexed hydroxamate siderophore Fe(III)-complexed hydroxamate siderophores ChEBI Fe(III)-hydroxamate siderophore ChEBI Fe(III)-hydroxamate siderophores ChEBI ferric-hydroxamate type siderophore ChEBI ferric-hydroxamate type siderophores ChEBI A hydroxamic acid anion resulting from the removal of a proton from each of the hydroxamic acid groups of desferrioxamine B [acetyl(27-amino-11,22-dioxido-7,10,18,21-tetraoxo-6,11,17,22-tetraazaheptacos-1-yl)amino]oxidanide chebi_ontology -3 557.330 557.66180 C25H45N6O8 CC(=O)N([O-])CCCCCNC(=O)CCC(=O)N([O-])CCCCCNC(=O)CCC(=O)N([O-])CCCCCN InChI=1S/C25H45N6O8/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26/h2-20,26H2,1H3,(H,27,33)(H,28,34)/q-3 ZTZKLNOYBOAHJQ-UHFFFAOYSA-N CHEBI:84700 desferrioxamine B(3-) [acetyl(27-amino-11,22-dioxido-7,10,18,21-tetraoxo-6,11,17,22-tetraazaheptacos-1-yl)amino]oxidanide IUPAC -3 ChEBI 557.330 ChEBI 557.66180 ChEBI C25H45N6O8 ChEBI CC(=O)N([O-])CCCCCNC(=O)CCC(=O)N([O-])CCCCCNC(=O)CCC(=O)N([O-])CCCCCN ChEBI InChI=1S/C25H45N6O8/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26/h2-20,26H2,1H3,(H,27,33)(H,28,34)/q-3 ChEBI ZTZKLNOYBOAHJQ-UHFFFAOYSA-N ChEBI Any iron chelate that consists of a siderophore complexed to iron(III) chebi_ontology Fe(III)-complexed siderophores Fe(III)-siderophore Fe(III)-siderophores ferric siderophore ferric siderophores CHEBI:84734 Fe(III)-complexed siderophore Fe(III)-complexed siderophores ChEBI Fe(III)-siderophore ChEBI Fe(III)-siderophores ChEBI ferric siderophore ChEBI ferric siderophores ChEBI Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae. chebi_ontology algal metabolites CHEBI:84735 algal metabolite algal metabolites ChEBI Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin. PMID:21265866 PMID:22132817 PMID:22314516 PMID:23891889 PMID:23974587 PMID:25535470 PMID:25574195 PMID:25643794 Wikipedia:Skin_whitening chebi_ontology melanogenesis inhibitor melanogenesis inhibitors skin bleaching agent skin bleaching agents skin depigmenting agent skin depigmenting agents skin lightening agents skin whitening agent skin whitening agents CHEBI:85046 skin lightening agent PMID:21265866 Europe PMC PMID:22132817 Europe PMC PMID:22314516 Europe PMC PMID:23891889 Europe PMC PMID:23974587 Europe PMC PMID:25535470 Europe PMC PMID:25574195 Europe PMC PMID:25643794 Europe PMC melanogenesis inhibitor ChEBI melanogenesis inhibitors ChEBI skin bleaching agent ChEBI skin bleaching agents ChEBI skin depigmenting agent ChEBI skin depigmenting agents ChEBI skin lightening agents ChEBI skin whitening agent ChEBI skin whitening agents ChEBI Any member of the class of cholanic acids carrying two hydroxy substituents at unspecified positions. chebi_ontology dihydroxycholanic acids CHEBI:85184 dihydroxycholanic acid dihydroxycholanic acids ChEBI Any metabolite (endogenous or exogenous) found in human blood serum samples. chebi_ontology human blood serum metabolites CHEBI:85234 human blood serum metabolite human blood serum metabolites ChEBI A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of a haloacetic acid. MetaCyc:Haloacetates chebi_ontology -1 58.03660 C2H2O2X [O-]C(=O)C* a haloacetate haloacetate (1-) CHEBI:85638 haloacetate(1-) -1 ChEBI 58.03660 ChEBI C2H2O2X ChEBI [O-]C(=O)C* ChEBI a haloacetate UniProt haloacetate (1-) ChEBI An organonitrogen heterocyclic antibiotic whose structure contains a quinolone or quinolone-related skeleton. chebi_ontology quinolone antibiotics CHEBI:86324 quinolone antibiotic quinolone antibiotics ChEBI Any antifungal agent used to prevent or treat fungal infections in humans or animals. Wikipedia:Antifungal chebi_ontology anti-fungal drug anti-fungal drugs anti-fungal medication anti-fungal medications antifungal drugs antifungal medication antifungal medications pharmaceutical fungicide pharmaceutical fungicides CHEBI:86327 antifungal drug anti-fungal drug ChEBI anti-fungal drugs ChEBI anti-fungal medication ChEBI anti-fungal medications ChEBI antifungal drugs ChEBI antifungal medication ChEBI antifungal medications ChEBI pharmaceutical fungicide ChEBI pharmaceutical fungicides ChEBI Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties. chebi_ontology agrichemical fungicide agrichemical fungicides agrochemical fungicide agrochemical fungicides anti-fungal agrichemical anti-fungal agrichemicals anti-fungal agrochemical anti-fungal agrochemicals antifungal agrichemical antifungal agrichemicals antifungal agrochemicals CHEBI:86328 antifungal agrochemical agrichemical fungicide ChEBI agrichemical fungicides ChEBI agrochemical fungicide ChEBI agrochemical fungicides ChEBI anti-fungal agrichemical ChEBI anti-fungal agrichemicals ChEBI anti-fungal agrochemical ChEBI anti-fungal agrochemicals ChEBI antifungal agrichemical ChEBI antifungal agrichemicals ChEBI antifungal agrochemicals ChEBI A gluconic acid having L-configuration. L-gluconic acid chebi_ontology 0 196.058 196.15530 C6H12O7 InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5-/m0/s1 OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)C(O)=O RGHNJXZEOKUKBD-KLVWXMOXSA-N CHEBI:86359 L-gluconic acid L-gluconic acid IUPAC 0 ChEBI 196.058 ChEBI 196.15530 ChEBI C6H12O7 ChEBI InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5-/m0/s1 ChEBI OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)C(O)=O ChEBI RGHNJXZEOKUKBD-KLVWXMOXSA-N ChEBI An EC 5.3.* (intramolecular oxidoreductase) inhibitor that inhibits the action of any such enzyme that transposes C=C bonds (EC 5.3.3.*). chebi_ontology EC 5.3.3.* (intramolecular oxidase transposing C=C bonds) inhibitors EC 5.3.3.* inhibitor EC 5.3.3.* inhibitors intramolecular oxidase transposing C=C bonds inhibitor (EC 5.3.3.*) inhibitor intramolecular oxidase transposing C=C bonds inhibitor (EC 5.3.3.*) inhibitors CHEBI:86383 EC 5.3.3.* (intramolecular oxidase transposing C=C bonds) inhibitor EC 5.3.3.* (intramolecular oxidase transposing C=C bonds) inhibitors ChEBI EC 5.3.3.* inhibitor ChEBI EC 5.3.3.* inhibitors ChEBI intramolecular oxidase transposing C=C bonds inhibitor (EC 5.3.3.*) inhibitor ChEBI intramolecular oxidase transposing C=C bonds inhibitor (EC 5.3.3.*) inhibitors ChEBI Wikipedia:Cholestenol_Delta-isomerase chebi_ontology Delta(7)-cholestenol Delta(7)-Delta(8)-isomerase inhibitor Delta(7)-cholestenol Delta(7)-Delta(8)-isomerase inhibitors EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitors EC 5.3.3.5 inhibitor EC 5.3.3.5 inhibitors cholestenol Delta-isomerase (EC 5.3.3.5) inhibitor cholestenol Delta-isomerase (EC 5.3.3.5) inhibitors CHEBI:86385 EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor Delta(7)-cholestenol Delta(7)-Delta(8)-isomerase inhibitor ChEBI Delta(7)-cholestenol Delta(7)-Delta(8)-isomerase inhibitors ChEBI EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitors ChEBI EC 5.3.3.5 inhibitor ChEBI EC 5.3.3.5 inhibitors ChEBI cholestenol Delta-isomerase (EC 5.3.3.5) inhibitor ChEBI cholestenol Delta-isomerase (EC 5.3.3.5) inhibitors ChEBI Heteroorganic entities that are microbial metabolites (or compounds derived from them) which have significant antifungal properties. chebi_ontology antibiotic antifungal agents CHEBI:86478 antibiotic antifungal agent antibiotic antifungal agents ChEBI Any antibiotic antifungal agent used to treat fungal infections in humans or animals. chebi_ontology antibiotic antifungal drugs CHEBI:87113 antibiotic antifungal drug antibiotic antifungal drugs ChEBI Any antibiotic antifungal agent that has been used as a fungicide. chebi_ontology antibiotic fungicides CHEBI:87114 antibiotic fungicide antibiotic fungicides ChEBI An organonitrogen heterocyclic antibiotic containing a quinolone (or quinolone-like) moiety and which have a fluorine atom attached to the central ring system. PMID:24947193 PMID:25226071 PMID:8386356 chebi_ontology fluoroquinolone antibiotics CHEBI:87211 fluoroquinolone antibiotic PMID:24947193 Europe PMC PMID:25226071 Europe PMC PMID:8386356 Europe PMC fluoroquinolone antibiotics ChEBI A class of sulfonamides whose members generally have bacteriostatic antibiotic properties. PMID:24443047 PMID:24928456 PMID:25064257 PMID:25796473 PMID:26177406 Wikipedia:Sulfonamide_(medicine) chebi_ontology sulfonamide antibiotics sulfonamide antimicrobial agent sulfonamide antimicrobial agents sulphonamide antibiotic sulphonamide antibiotics CHEBI:87228 sulfonamide antibiotic PMID:24443047 Europe PMC PMID:24928456 Europe PMC PMID:25064257 Europe PMC PMID:25796473 Europe PMC PMID:26177406 Europe PMC sulfonamide antibiotics ChEBI sulfonamide antimicrobial agent ChEBI sulfonamide antimicrobial agents ChEBI sulphonamide antibiotic ChEBI sulphonamide antibiotics ChEBI An organophosphate oxoanion obtained by deprotonation of two of the three diphosphate OH groups of adenosine 5'-diphosphate. Reaxys:7558006 5'-O-{[(hydroxyphosphinato)oxy]phosphinato}adenosine chebi_ontology -2 425.014 425.18630 C10H13N5O10P2 InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/p-2/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O XTWYTFMLZFPYCI-KQYNXXCUSA-L CHEBI:87518 ADP(2-) Reaxys:7558006 Reaxys 5'-O-{[(hydroxyphosphinato)oxy]phosphinato}adenosine IUPAC -2 ChEBI 425.014 ChEBI 425.18630 ChEBI C10H13N5O10P2 ChEBI InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/p-2/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]1O ChEBI XTWYTFMLZFPYCI-KQYNXXCUSA-L ChEBI A bile acid salt that is the sodium salt of glycochenodeoxycholic acid. CAS:16564-43-5 DrugBank:DB02123 PMID:23078175 PMID:23206209 PMID:3742659 Reaxys:3847290 Wikipedia:Glycochenodeoxycholic_acid sodium N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)glycinate sodium [(3alpha,7alpha-dihydroxy-24-oxo-5beta-cholan-24-yl)amino]acetate chebi_ontology 0 471.296 471.606 AAYACJGHNRIFCT-YRJJIGPTSA-M C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3([C@@H](C[C@@]2(C[C@@H](C1)O)[H])O)[H])(CC[C@@]4([C@@H](CCC(NCC([O-])=O)=O)C)[H])[H])C)[H])C.[Na+] C26H42NNaO5 InChI=1S/C26H43NO5.Na/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29;/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32);/q;+1/p-1/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-;/m1./s1 NSC 681056 Sodium glycylchenodeoxycholate glycochenodeoxycholic acid sodium salt CHEBI:87818 sodium glycochenodeoxycholate CAS:16564-43-5 ChemIDplus PMID:23078175 Europe PMC PMID:23206209 Europe PMC PMID:3742659 Europe PMC Reaxys:3847290 Reaxys sodium N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)glycinate IUPAC sodium [(3alpha,7alpha-dihydroxy-24-oxo-5beta-cholan-24-yl)amino]acetate IUPAC 0 ChEBI 471.296 ChEBI 471.606 ChEBI AAYACJGHNRIFCT-YRJJIGPTSA-M ChEBI C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3([C@@H](C[C@@]2(C[C@@H](C1)O)[H])O)[H])(CC[C@@]4([C@@H](CCC(NCC([O-])=O)=O)C)[H])[H])C)[H])C.[Na+] ChEBI C26H42NNaO5 ChEBI InChI=1S/C26H43NO5.Na/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29;/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32);/q;+1/p-1/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-;/m1./s1 ChEBI NSC 681056 ChemIDplus Sodium glycylchenodeoxycholate ChemIDplus glycochenodeoxycholic acid sodium salt ChEBI Any organic amino compound that contains two or more amino groups. Wikipedia:Polyamine colombos:POLYAMINE chebi_ontology polyamines CHEBI:88061 polyamine polyamines ChEBI Any metal which causes the onset of an allergic reaction. chebi_ontology allergenic metal allergenic metals metal allergens CHEBI:88184 metal allergen allergenic metal ChEBI allergenic metals ChEBI metal allergens ChEBI Any metal cation which causes the onset of an allergic reaction. chebi_ontology allergenic metal cation allergenic metal cations allergenic metal ion allergenic metal ions metal cation allergens metal ion allergen metal ion allergens CHEBI:88186 metal cation allergen allergenic metal cation ChEBI allergenic metal cations ChEBI allergenic metal ion ChEBI allergenic metal ions ChEBI metal cation allergens ChEBI metal ion allergen ChEBI metal ion allergens ChEBI Any penicillin which causes the onset of an allergic reaction. chebi_ontology allergenic penicillin allergenic penicillin compound allergenic penicillin compounds allergenic penicillins penicillin allergens CHEBI:88187 penicillin allergen allergenic penicillin ChEBI allergenic penicillin compound ChEBI allergenic penicillin compounds ChEBI allergenic penicillins ChEBI penicillin allergens ChEBI Any drug which causes the onset of an allergic reaction. chebi_ontology allergenic drug CHEBI:88188 drug allergen allergenic drug ChEBI An inorganic chloride consisting of two chlorine atoms covalently bound to a central lead atom. CAS:7758-95-4 PMID:11345460 Reaxys:3902843 Reaxys:8128172 Wikipedia:Lead(II)_chloride dichloro-lambda(2)-plumbane lead(2+) dichloride chebi_ontology 0 277.914 278.123 Cl2Pb HWSZZLVAJGOAAY-UHFFFAOYSA-L InChI=1S/2ClH.Pb/h2*1H;/q;;+2/p-2 Lead dichloride Lead(2+) chloride PbCl2 Plumbous chloride [Pb](Cl)Cl lead chloride CHEBI:88212 lead(II) chloride CAS:7758-95-4 ChemIDplus CAS:7758-95-4 NIST Chemistry WebBook PMID:11345460 Europe PMC Reaxys:3902843 Reaxys Reaxys:8128172 Reaxys dichloro-lambda(2)-plumbane IUPAC lead(2+) dichloride IUPAC 0 ChEBI 277.914 ChEBI 278.123 ChEBI Cl2Pb ChEBI HWSZZLVAJGOAAY-UHFFFAOYSA-L ChEBI InChI=1S/2ClH.Pb/h2*1H;/q;;+2/p-2 ChEBI Lead dichloride ChemIDplus Lead(2+) chloride ChemIDplus PbCl2 ChEBI Plumbous chloride ChemIDplus [Pb](Cl)Cl ChEBI lead chloride ChEBI An N-substituted diamine that is ethylenediamine in which the four amino hydrogens are replaced by 2-pyridylmethyl groups. CAS:16858-02-9 LINCS:LSM-19976 PMID:22225878 PMID:25667569 PMID:25813624 PMID:25973665 PMID:26004891 PMID:26143360 PMID:26190227 Reaxys:4211982 colombos:TPEN N(1),N(1),N(2),N(2)-tetrakis[(pyridin-2-yl)methyl]ethane-1,2-diamine chebi_ontology 0 424.238 424.542 C(CN(CC1=NC=CC=C1)CC2=NC=CC=C2)N(CC3=NC=CC=C3)CC4=NC=CC=C4 C26H28N6 CVRXLMUYFMERMJ-UHFFFAOYSA-N InChI=1S/C26H28N6/c1-5-13-27-23(9-1)19-31(20-24-10-2-6-14-28-24)17-18-32(21-25-11-3-7-15-29-25)22-26-12-4-8-16-30-26/h1-16H,17-22H2 TPEN CHEBI:88217 N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine CAS:16858-02-9 ChemIDplus PMID:22225878 Europe PMC PMID:25667569 Europe PMC PMID:25813624 Europe PMC PMID:25973665 Europe PMC PMID:26004891 Europe PMC PMID:26143360 Europe PMC PMID:26190227 Europe PMC Reaxys:4211982 Reaxys N(1),N(1),N(2),N(2)-tetrakis[(pyridin-2-yl)methyl]ethane-1,2-diamine IUPAC 0 ChEBI 424.238 ChEBI 424.542 ChEBI C(CN(CC1=NC=CC=C1)CC2=NC=CC=C2)N(CC3=NC=CC=C3)CC4=NC=CC=C4 ChEBI C26H28N6 ChEBI CVRXLMUYFMERMJ-UHFFFAOYSA-N ChEBI InChI=1S/C26H28N6/c1-5-13-27-23(9-1)19-31(20-24-10-2-6-14-28-24)17-18-32(21-25-11-3-7-15-29-25)22-26-12-4-8-16-30-26/h1-16H,17-22H2 ChEBI TPEN ChemIDplus An EC 6.4.1.* (carboxylase) inhibitor that interferes with the action of pyruvate carboxylase (EC 6.4.1.1). Wikipedia:Pyruvate_carboxylase chebi_ontology EC 6.4.1.1 (pyruvate carboxylase) inhibitors EC 6.4.1.1 inhibitor EC 6.4.1.1 inhibitors pyruvate carboxylase (EC 6.4.1.1) inhibitor pyruvate carboxylase (EC 6.4.1.1) inhibitors pyruvate carboxylase inhibitor pyruvate carboxylase inhibitors pyruvate:carbon-dioxide ligase (ADP-forming) inhibitor pyruvate:carbon-dioxide ligase (ADP-forming) inhibitors pyruvic carboxylase inhibitor pyruvic carboxylase inhibitors CHEBI:90318 EC 6.4.1.1 (pyruvate carboxylase) inhibitor EC 6.4.1.1 (pyruvate carboxylase) inhibitors ChEBI EC 6.4.1.1 inhibitor ChEBI EC 6.4.1.1 inhibitors ChEBI pyruvate carboxylase (EC 6.4.1.1) inhibitor ChEBI pyruvate carboxylase (EC 6.4.1.1) inhibitors ChEBI pyruvate carboxylase inhibitor ChEBI pyruvate carboxylase inhibitors ChEBI pyruvate:carbon-dioxide ligase (ADP-forming) inhibitor ChEBI pyruvate:carbon-dioxide ligase (ADP-forming) inhibitors ChEBI pyruvic carboxylase inhibitor ChEBI pyruvic carboxylase inhibitors ChEBI An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the hydrogens at position 3 is replaced by an indol-2-yl group. HMDB:HMDB00734 Reaxys:4397595 (2E)-3-(1H-indol-2-yl)prop-2-enoic acid chebi_ontology 0 187.063 187.195 2-indoleacrylic acid 2-indolylacrylic acid 3-(2-indolyl)acrylic acid C11H9NO2 C=1C=CC2=C(C1)C=C(N2)/C=C/C(=O)O InChI=1S/C11H9NO2/c13-11(14)6-5-9-7-8-3-1-2-4-10(8)12-9/h1-7,12H,(H,13,14)/b6-5+ SXOUIMVOMIGLHO-AATRIKPKSA-N indole-2-acrylic acid indoleacrylic acid trans-2-indoleacrylic acid CHEBI:90333 (E)-3-(indol-2-yl)acrylic acid Reaxys:4397595 Reaxys (2E)-3-(1H-indol-2-yl)prop-2-enoic acid IUPAC 0 ChEBI 187.063 ChEBI 187.195 ChEBI 2-indoleacrylic acid ChEBI 2-indolylacrylic acid ChEBI 3-(2-indolyl)acrylic acid ChEBI C11H9NO2 ChEBI C=1C=CC2=C(C1)C=C(N2)/C=C/C(=O)O ChEBI InChI=1S/C11H9NO2/c13-11(14)6-5-9-7-8-3-1-2-4-10(8)12-9/h1-7,12H,(H,13,14)/b6-5+ ChEBI SXOUIMVOMIGLHO-AATRIKPKSA-N ChEBI indole-2-acrylic acid ChEBI indoleacrylic acid ChEBI trans-2-indoleacrylic acid ChEBI A drug that acts as an antagonist, agonist, reverse agonist, or in some other fashion when interacting with cellular receptors. chebi_ontology receptor modulators CHEBI:90710 receptor modulator receptor modulators ChEBI A role borne by a molecule that acts to counteract or neutralize the deleterious effects of cyanide. chebi_ontology CHEBI:90749 antidote to cyanide poisoning A carboxylic acic anion obtained by deprotonation of the carboxy group of any aromatic carboxylic acid. Major species at pH 7.3. chebi_ontology *C([O-])=O -1 43.990 44.010 CO2R an aromatic carboxylate CHEBI:91007 aromatic carboxylate *C([O-])=O ChEBI -1 ChEBI 43.990 ChEBI 44.010 ChEBI CO2R ChEBI an aromatic carboxylate UniProt An agonist that selectively binds to and activates elastin-laminin receptors. PMID:9856283 chebi_ontology ELR agonist ELR agonists elastin-laminin receptor agonists CHEBI:91139 elastin-laminin receptor agonist PMID:9856283 Europe PMC ELR agonist ChEBI ELR agonists ChEBI elastin-laminin receptor agonists ChEBI Beilstein:3643164 CAS:302-95-4 Gmelin:1775786 KEGG:C11171 Sodium deoxycholate sodium 3alpha,12alpha-dihydroxy-5beta-cholan-24-oate sodium deoxycholate chebi_ontology 0 414.275 414.55383 C24H39NaO4 C24H39O4.Na FHHPUSMSKHSNKW-SMOYURAASA-M InChI=1S/C24H40O4.Na/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3;/h14-21,25-26H,4-13H2,1-3H3,(H,27,28);/q;+1/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-;/m1./s1 [Na+].[H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC([O-])=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 deoxycholate sodium deoxycholic acid sodium salt desoxycholate sodium sodium 7-deoxycholate sodium desoxycholate CHEBI:9177 sodium deoxycholate Beilstein:3643164 Beilstein CAS:302-95-4 ChemIDplus CAS:302-95-4 KEGG COMPOUND Gmelin:1775786 Gmelin Sodium deoxycholate KEGG_COMPOUND sodium 3alpha,12alpha-dihydroxy-5beta-cholan-24-oate IUPAC sodium deoxycholate UniProt 0 ChEBI 414.275 ChEBI 414.275 KEGG_COMPOUND 414.55383 ChEBI C24H39NaO4 ChEBI C24H39O4.Na KEGG_COMPOUND FHHPUSMSKHSNKW-SMOYURAASA-M ChEBI InChI=1S/C24H40O4.Na/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3;/h14-21,25-26H,4-13H2,1-3H3,(H,27,28);/q;+1/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-;/m1./s1 ChEBI [Na+].[H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC([O-])=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 ChEBI deoxycholate sodium ChemIDplus deoxycholic acid sodium salt ChemIDplus desoxycholate sodium ChemIDplus sodium 7-deoxycholate ChemIDplus sodium desoxycholate ChemIDplus CAS:54-21-7 KEGG:C07587 KEGG:D00566 Sodium salicylate chebi_ontology 0 160.014 160.103 ABBQHOQBGMUPJH-UHFFFAOYSA-M C7H5O3.Na InChI=1S/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1 [Na+].Oc1ccccc1C([O-])=O CHEBI:9180 Sodium salicylate CAS:54-21-7 KEGG COMPOUND Sodium salicylate KEGG_COMPOUND 0 KEGG_COMPOUND 160.014 KEGG_COMPOUND 160.103 KEGG_COMPOUND ABBQHOQBGMUPJH-UHFFFAOYSA-M ChEBI C7H5O3.Na KEGG_COMPOUND InChI=1S/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1 ChEBI [Na+].Oc1ccccc1C([O-])=O ChEBI An organic heterotricyclic antibiotic that is active against gram-negative bacteria and used (as its dihydrochloride pentahydrate) to treat gonorrhea. It is produced by the bacterium Streptomyces spectabilis. CHEBI:45551 CAS:1695-77-8 DrugBank:DB00919 Drug_Central:2468 HMDB:HMDB15055 KEGG:C02078 KEGG:D08526 LINCS:LSM-5298 PDBeChem:SCM PMID:23183436 PMID:23847609 PMID:24020122 PMID:24402501 PMID:24503209 Patent:US4203903 Patent:WO2005041984 Reaxys:2171701 Wikipedia:Spectinomycin colombos:SPECTINOMYCIN colombos:SPECTINOMYCIN:+UNKNOWN (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-pyrano[2,3-b][1,4]benzodioxin-4-one chebi_ontology 0 332.158 332.34960 Antibiotic 2233wp C14H24N2O7 CN[C@@H]1[C@H](O)[C@H](NC)[C@H]2O[C@]3(O)[C@@H](O[C@H](C)CC3=O)O[C@@H]2[C@H]1O InChI=1S/C14H24N2O7/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14/h5,7-13,15-16,18-20H,4H2,1-3H3/t5-,7-,8+,9+,10+,11-,12-,13+,14+/m1/s1 UNFWWIHTNXNPBV-WXKVUWSESA-N espectinomicina spectinomycin spectinomycine spectinomycinum CHEBI:9215 spectinomycin CAS:1695-77-8 ChemIDplus CAS:1695-77-8 KEGG COMPOUND Drug_Central:2468 DrugCentral PMID:23183436 Europe PMC PMID:23847609 Europe PMC PMID:24020122 Europe PMC PMID:24402501 Europe PMC PMID:24503209 Europe PMC Reaxys:2171701 Reaxys (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-pyrano[2,3-b][1,4]benzodioxin-4-one IUPAC 0 ChEBI 332.158 ChEBI 332.34960 ChEBI Antibiotic 2233wp ChemIDplus C14H24N2O7 ChEBI CN[C@@H]1[C@H](O)[C@H](NC)[C@H]2O[C@]3(O)[C@@H](O[C@H](C)CC3=O)O[C@@H]2[C@H]1O ChEBI InChI=1S/C14H24N2O7/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14/h5,7-13,15-16,18-20H,4H2,1-3H3/t5-,7-,8+,9+,10+,11-,12-,13+,14+/m1/s1 ChEBI UNFWWIHTNXNPBV-WXKVUWSESA-N ChEBI espectinomicina DrugBank spectinomycin KEGG_DRUG spectinomycine DrugBank spectinomycinum DrugBank A salicylanilide derivative where the hydrogens at positions 2, 3, 4 and 5 are substituted by chlorine. CAS:7426-07-5 KEGG:C11274 PMID:1148111 PMID:13926142 PMID:14161221 PMID:2679409 PMID:3432140 PMID:4870835 PMID:5708356 PMID:6049391 PMID:7089070 2,3,4,5-tetrachloro-6-hydroxy-N-phenylbenzamide Tetrachlorosalicylanilide chebi_ontology 0 348.923 351.01200 BDOBMVIEWHZYDL-UHFFFAOYSA-N C13H7Cl4NO2 InChI=1S/C13H7Cl4NO2/c14-8-7(12(19)11(17)10(16)9(8)15)13(20)18-6-4-2-1-3-5-6/h1-5,19H,(H,18,20) Oc1c(Cl)c(Cl)c(Cl)c(Cl)c1C(=O)Nc1ccccc1 CHEBI:9473 tetrachlorosalicylanilide CAS:7426-07-5 ChemIDplus CAS:7426-07-5 KEGG COMPOUND PMID:1148111 Europe PMC PMID:13926142 Europe PMC PMID:14161221 Europe PMC PMID:2679409 Europe PMC PMID:3432140 Europe PMC PMID:4870835 Europe PMC PMID:5708356 Europe PMC PMID:6049391 Europe PMC PMID:7089070 Europe PMC 2,3,4,5-tetrachloro-6-hydroxy-N-phenylbenzamide IUPAC Tetrachlorosalicylanilide KEGG_COMPOUND 0 ChEBI 348.923 KEGG_COMPOUND 351.01200 ChEBI BDOBMVIEWHZYDL-UHFFFAOYSA-N ChEBI C13H7Cl4NO2 KEGG_COMPOUND InChI=1S/C13H7Cl4NO2/c14-8-7(12(19)11(17)10(16)9(8)15)13(20)18-6-4-2-1-3-5-6/h1-5,19H,(H,18,20) ChEBI Oc1c(Cl)c(Cl)c(Cl)c(Cl)c1C(=O)Nc1ccccc1 ChEBI A bile acid found in the bile of bears (Ursidae) as a conjugate with taurine. Used therapeutically, it prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones. Beilstein:3219888 CAS:128-13-2 DrugBank:DB01586 Drug_Central:2797 HMDB:HMDB00946 KEGG:C07880 KEGG:D00734 LINCS:LSM-6555 LIPID_MAPS_instance:LMST04010033 PMID:14989050 PMID:17489439 PMID:24816727 Reaxys:3219888 Wikipedia:Ursodiol 3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid Ursodeoxycholic acid chebi_ontology (3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oic acid 0 392.293 392.57200 3alpha,7beta-Dihydroxy-5beta-cholan-24-oic acid Actigall C24H40O4 InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1 RUDATBOHQWOJDD-UZVSRGJWSA-N Ursodeoxycholate Ursodiol [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@@H](O)C2)[C@H](C)CCC(O)=O CHEBI:9907 ursodeoxycholic acid Beilstein:3219888 ChemIDplus CAS:128-13-2 ChemIDplus CAS:128-13-2 KEGG COMPOUND Drug_Central:2797 DrugCentral LIPID_MAPS_instance:LMST04010033 LIPID MAPS PMID:14989050 Europe PMC PMID:17489439 Europe PMC PMID:24816727 Europe PMC Reaxys:3219888 Reaxys 3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid IUPAC Ursodeoxycholic acid KEGG_COMPOUND (3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oic acid ChemIDplus 0 ChEBI 392.293 KEGG_COMPOUND 392.57200 ChEBI 3alpha,7beta-Dihydroxy-5beta-cholan-24-oic acid KEGG_COMPOUND Actigall ChemIDplus C24H40O4 KEGG_COMPOUND InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1 ChEBI RUDATBOHQWOJDD-UZVSRGJWSA-N ChEBI Ursodeoxycholate KEGG_COMPOUND Ursodiol KEGG_COMPOUND [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@@H](O)C2)[C@H](C)CCC(O)=O ChEBI A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. Beilstein:2228563 CAS:77-52-1 KEGG:C08988 KNApSAcK:C00003558 PMID:17516089 Reaxys:2228563 3beta-hydroxyurs-12-en-28-oic acid Ursolic acid chebi_ontology (3beta)-3-hydroxyurs-12-en-28-oic acid 0 456.360 456.70030 C30H48O3 C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1 WCGUUGGRBIKTOS-GPOJBZKASA-N malol prunol urson CHEBI:9908 ursolic acid Beilstein:2228563 Beilstein CAS:77-52-1 ChemIDplus CAS:77-52-1 KEGG COMPOUND PMID:17516089 Europe PMC Reaxys:2228563 Reaxys 3beta-hydroxyurs-12-en-28-oic acid IUPAC Ursolic acid KEGG_COMPOUND (3beta)-3-hydroxyurs-12-en-28-oic acid ChemIDplus 0 ChEBI 456.360 ChEBI 456.70030 ChEBI C30H48O3 ChEBI C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O ChEBI InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1 ChEBI WCGUUGGRBIKTOS-GPOJBZKASA-N ChEBI malol ChemIDplus prunol ChemIDplus urson ChemIDplus HEp-2 colombos:HEp-2 colombos:HEp-2:+1 HEp-2 cell ATCC: CCL-23 A cell that is usually found in a two-dimensional sheet with a free surface. The cell has a cytoskeleton that allows for tight cell to cell contact and for cell polarity where apical part is directed towards the lumen and the basal part to the basal lamina. BTO:0000414 CALOHA:TS-2026 CARO:0000077 FBbt:00000124 FMA:66768 WBbt:0003672 epitheliocyte cell epithelial cell A cell that is usually found in a two-dimensional sheet with a free surface. The cell has a cytoskeleton that allows for tight cell to cell contact and for cell polarity where apical part is directed towards the lumen and the basal part to the basal lamina. FB:ma GOC:tfm MESH:A11.436 Any process specifically pertinent to the functioning of integrated living units: cells, tissues, organs, and organisms. A process is a collection of molecular events with a defined beginning and end. GO:0000004 GO:0007582 Wikipedia:Biological_process biological process physiological process biological_process GO:0008150 Note that, in addition to forming the root of the biological process ontology, this term is recommended for use for the annotation of gene products whose biological process is unknown. Note that when this term is used for annotation, it indicates that no information was available about the biological process of the gene product annotated as of the date the annotation was made; the evidence code ND, no data, is used to indicate this. biological_process The chemical reactions and pathways, including anabolism and catabolism, by which living organisms transform chemical substances. Metabolic processes typically transform small molecules, but also include macromolecular processes such as DNA repair and replication, and protein synthesis and degradation. Wikipedia:Metabolism metabolism metabolic process resulting in cell growth metabolism resulting in cell growth biological_process GO:0008152 Note that metabolic processes do not include single functions or processes such as protein-protein interactions, protein-nucleic acids, nor receptor-ligand interactions. metabolic process A biological process that involves only one organism. janelomax 2012-09-19T15:05:24Z single organism process biological_process GO:0044699 single-organism process A metabolic process - chemical reactions and pathways, including anabolism and catabolism, by which living organisms transform chemical substances - which involves a single organism. janelomax 2012-10-17T15:46:40Z biological_process GO:0044710 single-organism metabolic process mco equipment and supplies a liquid or solid substance or entity that naturally exists, where microorganims are able to grow. natural medium a culture medium made specifically for the grow, storage, isolation, identification or transportation of microorganisms. artificial medium minimal salts plus glycerol and fumarate PMID: 9382703 poor medium conditioned medium http://purl.bioontology.org/ontology/MESH/D017077 Culture media containing biologically active components obtained from previously cultured cells or tissues that have released into the media substances affecting certain cell functions (e.g., growth, lysis). conditioned culture medium Conditioned medium containing biologically active components obtained from E. coli strain LE392 PMID: 8552633 LE392 conditioned medium K2S04, 1.0g K2HP04·3H20, 17.7g KH2PO4, 4.7g MgSO4·7H20, 0.1g per liter of distiled water PMID: 201606 PMID: 201606 artificial medium without a source of carbon or nitrogen N-C- medium KH2PO4, 2.7 g Na2HPO4, 8.2 g CaCl2, 50 μg (NH4)2SO4, 1.0 g FeSO4 7H2O, 25 μl of a 1.0% solution MgSO4-7H2O, 0.1 g glucose, 4.0 g per liter PMCID: PMC393752 M56 M56 medium MEM PMID: 19293938 http://www.sigmaaldrich.com/life-science/cell-culture/classical-media-salts/mem-media.html Minimum Essential Medium (MEM), developed by Harry Eagle, is one of the most widely used of all synthetic cell culture media. minimal essential medium β-D-glucopyranose 20 g/l 3-(N-morpholino)propanesulfonate 40 mM ammonium chloride 9.5 mM ammonium heptamolybdate 3 nM borate 400 nM calcium chloride 0.5 µM cobalt chloride 30.0 nM copper sulfate 10 nM dipotassium phosphate 1.32 mM iron sulfate 10 µM manganese chloride 80 nM MgCl2 528 µM potassium sulfate 276 µM sodium chloride 50 mM tricine 4 mM pH Buffer zinc sulfate 10 nM morpholinepropanesulfonic acid (MOPS) minimal medium The goals for this medium were to find a convenient and well defined composition that allowed varying all of the elements independently to facilitate isotopic labelling. This required using much less phosphate than in older media, which served roles of pH buffering and chelation of metals like Fe2+. For buffering, MOPS was used instead, with some Tricine added to help chelate Fe2+. E. coli can use MOPS as a sulfur source if not other sulfur source is added. However, sulfate easily outcompetes MOPS if both are present. To increase ionic strength and thus optimize the growth rate, NaCl was added. However, it is probably the case that KCl would work just as well, which would allow completely eliminating Na+ from this medium. MOPS minimal medium tryptone, 1% biotin, 25 nM T-broth glucose-nutrient agar plates containing per litre: glucose, 5 g tryptone, 10 g yeast extract, 5 g K2HPO4, 12 g KH2PO4, 3 g agar, 15 g TGYEP 10g/L tryptone 5g/L yeast extract 5g/L NaCl LB medium, Lennox 10g/L tryptone 5g/L yeast extract 0.5g/L NaCl LB medium, Luria 10g/L tryptone 5g/L yeast extract 10g/L NaCl LB medium, Miller Per 1L of H2O: Peptone: 10 g Yeast Extract: 1.5 g Beef Extract: 1.5 g Sodium Chloride: 3.5 g Glucose: 1.0 g Potassium phosphate, dibasic: 3.68 g Potassium phosphate, monobasic: 1.32 g pH to 7 http://openwetware.org/wiki/Rao:Penassay Penassay broth is an artificial medium typically used in the growth of Bacillus subtilis and related organisms. colombos:MEDIUM.PENASSAY penassay broth tryptone 10 g yeast extract 5 g NaCl 5 g glucose 1 g per liter of water. The pH is adjusted by adding approximately 1.7 ml of NaOH prior to autoclaving. L-broth Liquid LB medium, Lennox supplemented with glucose L broth tryptone 10 g yeast extract 5 g NaCl 5 g glucose 1 g agar 1.5 % per liter of water. supplemented with CaCl2 The pH is adjusted by adding approximately 1.7 ml of NaOH prior to autoclaving L agar tryptone 10 g yeast extract 5 g NaCl 10 g glucose 1 g per liter of water. The pH is adjusted to 7.0 by adding approximately 1.7 ml of N NaOH. Liquid LB medium, Miller supplemented with glucose LB broth tryptone 10 g yeast extract 5 g NaCl 10 g 950 ml of deionized H20 Liquid LB medium, Miller Luria broth a mutant in which a gene ore genes are expressed at higher levels than the wild type colombos:GraL.OVEREXPRESSION overexpression mutant gene deletion a mutant in which the function of a target gene has been disrupted within its normal biological context. Utilized to examine the involvement of a gene in a complex biological process. knockout mutant Insertion Insertion Mutation Abnormality Mutation, Insertion Adapted from: http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C19295 a mutant genotype in which one or more extra nucleotides have been added into the DNA. Insertions may be reversible, particulary if caused by transposable elements. They may alter the reading frame of a gene, or may cause large scale additions of genomic DNA. insertion mutant infection by phage an insertion mutant in which a phage is inserted in the chromosome lysogenic mutant adapted from ISBN 0 87893 608 4 an insertion mutant in which a sequence has been inserted in the chromosome by means of a transposable element. Transposable elements include insertion sequences (IS), transposons (Tn), invertible elements, and the prophage of a particular virus called Mu. transposable element mutant adapted from: http://www.bioassayontology.org/bao#BAO_0002432 an insertion mutant in which a protein coding cDNA sequence has been inserted at a particular locus in an organism's chromosome. The difference between knock-in technology and transgenic technology is that a knock-in involves a gene inserted into a specific locus, and is a "targeted" insertion. knockin mutant a lysogenic mutant that carries phage λ containing soxR gene λ(soxR) a lysogenic mutant that carries phage λ containing truncated version of soxR gene λ(truncated soxR) a lysogenic mutant that carries phage Φ containing soxR gene Φ(soxR) adapted from: http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C74927 a mutant in which the expression of a gene has been reduced without eliminating it entirely. The reduced expression may be permanent or via a transient mechanism. knockdown mutant a mutant genotype in which one or more genes can have modifications (subtitutions, indels, partial truncations, etc), but they conserve functionality gene variant mutant a mutant in which a foreign DNA sequence is introduced to cell in an extrachromosomal unit of replication plasmid mutant a plasmid mutant whose plasmid is such that is capable of producing multiple copies in a cell multicopy plasmid mutant a multicopy plasmid mutant whose plasmid is empty or harboring a foreign DNA sequence. These are usually used in control experiments. multicopy plasmid backbone mutant a multicopy plasmid mutant whose plasmid harbors the DNA sequence under study multicopy harbored plasmid mutant a plasmid mutant whose plasmid is such that is capable of producing a single copy in a cell Que es integrativa o monocopia o inducible unicopy plasmid mutant a unicopy plasmid mutant whose plasmid is empty or not harboring a foreign DNA sequence. These are usually used in control experiments. unicopy plasmid backbone mutant a unicopy plasmid mutant whose plasmid harbors the DNA sequence under study unicopy harbored plasmid mutant an optical density that specifies the amount of light of 600 nm of wavelenght the bearer is able to transmit colombos:OD600 OD600 OD600 0.3 colombos:OD600:0.3 colombos:OD600:0.5-0.2 colombos:OD600:0.6-0.3 OD600 of 0.3 OD600 0.4 to 0.5 OD600 from 0.4 to 0.5 OD600 0.25 colombos:OD600:0.25 OD600 of 0.25 OD600 1.5 colombos:OD600:0.3+1.2 colombos:OD600:1.5 OD600 of 1.5 OD600 0.5 colombos:OD600:0.5 OD600 of 0.5 OD600 below 0.7 OD600 0.4 colombos:OD600:0.4 colombos:OD600:0.5-0.1 OD600 of 0.4 OD600 0.4 to 0.6 OD600 from 0.4 to 0.6 OD600 0.65 OD600 of 0.65 an optical density that specifies the amount of light of 650 nm of wavelenght the bearer is able to transmit OD650 GreA overproduction an overexpression mutant in which greA is expressed at higher levels than in the wild type colombos:greA_b3181.OVEREXPRESSION greA overexpression mutant a knockout mutant in which the function of mlc gene has been disrupted mlc knockout mutant ethyl acetate extract of LB ethyl acetate extract of conditioned medium multicopy plasmid pAMC35 (dps) mutant multicopy plasmid pRGM258 (marRAB) mutant plasmid pCX16 (sdiA) mutant O.D. OD A physical quality that inheres in a bearer by virtue of the amount of light that the bearer of the quality is able to transmit optical density a physical quality that inheres in a bearer by virtue of the amount of oxygen or air the bearer contains aeration 10 to 40 MPa 0.1 MPa https://www.mgscientific.com/products/vitamin-assay-casamino-acids-difcoandreg-dehydrated-culture-media-and-ingredients/ Acid digest of casein specifically treated to remove certain vitamins. vitamin assay casamino acids ama knockout mutant ama-7 knockout mutant a knockout mutant in which the function of nanR gene has been disrupted nanR knockout mutant high cell density low cell density planktonic cells colombos:GROWTH.PLANKTONIC planktonic growth mini-Tn5 transposon mini-Tn5-nrdEF transposon mini-Tn10 transposon IS10R IS186 IS3E a knockout mutant in which the function of allS gene has been disrupted allS knockout mutant a knockout mutant in which the function of arcA gene has been disrupted colombos:arcA_b4401.DELETION arcA knockout mutant a knockout mutant in which the function of cra gene has been disrupted colombos:cra.DELETION cra knockout mutant a knockout mutant in which the function of crp gene has been disrupted colombos:crp_b3357.DELETION crp knockout mutant cya knockout mutant a knockout mutant in which the function of cyaA gene has been disrupted cyaA knockout mutant a knockout mutant in which the function of fhlA gene has been disrupted colombos:fhlA_b2731.DELETION fhlA knockout mutant a knockout mutant in which the function of fnr gene has been disrupted colombos:fnr_b1334.DELETION fnr knockout mutant a knockout mutant in which the function of himA gene has been disrupted himA knockout mutant a knockout mutant in which the function of hydG gene has been disrupted hydG knockout mutant a knockout mutant in which the function of iclR gene has been disrupted iclR knockout mutant a knockout mutant in which the function of ihfB gene has been disrupted colombos:ihfB_b0912.DELETION ihfB knockout mutant a knockout mutant in which the function of lrp gene has been disrupted colombos:lrp_b0889.DELETION lrp knockout mutant a knockout mutant in which the function of bioA gene has been disrupted bioA knockout mutant a knockout mutant in which the function of metC gene has been disrupted metC knockout mutant a knockout mutant in which the function of metE gene has been disrupted metE knockout mutant a knockout mutant in which the function of metR gene has been disrupted metR knockout mutant a knockout mutant in which the function of narL gene has been disrupted colombos:narL_b1221.DELETION narL knockout mutant a knockout mutant in which the function of bioD gene has been disrupted bioD knockout mutant a knockout mutant in which the function of oxyR gene has been disrupted colombos:oxyR_b3961.DELETION oxyR knockout mutant a knockout mutant in which the function of pdhR gene has been disrupted pdhR knockout mutant a knockout mutant in which the function of relA gene has been disrupted colombos:relA_b2784.DELETION relA knockout mutant abrD1 knockout mutant a knockout mutant in which the function of rpoS gene has been disrupted colombos:rpoS_b2741.DELETION rpoS knockout mutant a knockout mutant in which the function of rsd gene has been disrupted rsd knockout mutant a knockout mutant in which the function of sdiA gene has been disrupted colombos:sdiA_b1916.DELETION sdiA knockout mutant a knockout mutant in which the function of soxR gene has been disrupted colombos:soxR_b4063.DELETION soxR knockout mutant a knockout mutant in which the function of soxS gene has been disrupted colombos:soxS_b4062.DELETION soxS knockout mutant a knockout mutant in which the function of spoT gene has been disrupted colombos:spoT_b3650.DELETION spoT knockout mutant a knockout mutant in which the function of yiaJ gene has been disrupted yiaJ knockout mutant a knockout mutant in which the function of zntR gene has been disrupted zntR knockout mutant a knockout mutant in which the function of znuA gene has been disrupted znuA knockout mutant a knockout mutant in which the function of znuB gene has been disrupted znuB knockout mutant a mutant in which a non coding region is modified non-coding region variant mutant C-T transition at nt -10 from bioA translational start site multicopy plasmid pRB38 (arcA) mutant multicopy plasmid pUA524 (nrdEF) mutant multicopy plasmid pAMC35 (pexB) mutant multicopy plasmid pGS623 (pdhR-lpd) mutant multicopy plasmid pDEL15 (maoB) mutant multicopy plasmid pGS613 (pdhR) mutant multicopy plasmid pBA11 (birA) mutant plasmid pSXS (IPTG-induced soxS) mutant plasmid pBF1 (arabinose-induced rpoS) mutant plasmid pSXR (IPTG-induced soxR) mutant plasmid pSKOG (K. oxytoca hydG) mutant plasmid pRL48 (from nt -1398 to nt +70 relative to rpoS translational start site) mutant plasmid pUBAD::rpoS (arabinose-induced rpoS) mutant plasmid pKB1A (from nt -153 to nt +1166 relative to bioA translational start site) mutant plasmid pBADBaeR (arabinose-induced baeR) mutant plasmid pKB1B (from nt -1256 to nt +63 relative to bioB translational start site) mutant plasmid pSE190 (crp H21A) mutant plasmid pKB11A (from nt -153 to nt +12 relative to bioA translational start site) mutant plasmid pSE188 (crp G162A) mutant plasmid pACYCRsd (rsd) mutant plasmid pALS13 (IPTG-induced truncated relA) mutant plasmid pSXR (not induced soxR) mutant plasmid pSE186 (crp) mutant plasmid pKB11B (from nt -102 to nt +63 relative to bioB translational start site) mutant plasmid pALS13 (not induced truncated relA) mutant plasmid pSE189 (crp H19A) mutant plasmid pBAD/Myc-HisA mutant plasmid pBAD22A mutant plasmid pSE380 mutant plasmid pGB2 mutant plasmid pSU2719 mutant plasmid pACYC184 mutant a knockout mutant in which the function of marA gene has been disrupted marA knockout mutant acidic stress acid stress alkylation damage antibiotic stress copper stress nitrosative stress phosphosugar stress zinc stress temperature stimulus temperature stress treatment cold shock cold stress frost low temperature cold stress treatment heat heat shock heat stress high temperature colombos:HEATSHOCK heat stress treatment nutrient availability stress treatment nutrient deprivation nutrient starvation nutrient depletion treatment nutrient excess treatment nutrient limitation treatment iron deprivation iron starvation iron depletion carbon depletion carbon deprivation carbon starvation nitrogen depletion nitrogen deprivation nitrogen starvation phosphate depletion phosphate deprivation phosphate starvation pyrimidine limitation iron limitation carbon limitation nitrogen limitation phosphate limitation potasium ion limiting potassium limitation pyrimidine excess dessication cell membrane damage envelope damage membrane distortion outer membrane damage peptidoglycan damage envelope stress an overexpression mutant in which nlpE is expressed at higher levels than in the wild type nlpE overexpression mutant an overexpression mutant in which ompC is expressed at higher levels than in the wild type ompC overexpression mutant an overexpression mutant in which ompF is expressed at higher levels than in the wild type ompF overexpression mutant an overexpression mutant in which ompX is expressed at higher levels than in the wild type ompX overexpression mutant an overexpression mutant in which rpoE is expressed at higher levels than in the wild type colombos:rpoE_b2573.OVEREXPRESSION rpoE overexpression mutant 28ºC 28.0 C 30ºC colombos:TEMPERATURE:30°C colombos:TEMPERATURE:37-7°C 30.0 C 32ºC colombos:TEMPERATURE:32°C 32.0 C 37ºC colombos:TEMPERATURE:37°C 37.0 C (NH4)2Fe(SO4)2 10 mM (NH4)2Fe(SO4)2 30 µM CCCP 10 µM CTP 800 µM Cd(II) 1 to 100 µM CdCl2 0.5 mM cadmium dichloride 0.5 mM CuSO4 3 mM copper(II) sulfate 3 mM D-xylose 120 µM DHSL 1 µM This class is temporarily here, until we request chebi incorporations. N-Decanoyl-DL-homoserine lactone 1 µM DNP 0.5 mM 2,2'-dipyridyl 150 μm Dipy 150 µM 2,2'-bipyridine 150 μm 2,2’-dipyridyl 20 mM 2,2’-bipyridine 20 mM 2,2'-bipyridine 0.2 mM 2,2’-dipyridyl 200 µM 2,2’-bipyridine 200 µM EGTA 50 mM FeSO4 20 µM iron(2+) sulfate (anhydrous) 20 µM GTP 800 µM GSNO 50 µM S-nitrosoglutathione 50 µM H2O2 100 µM hydrogen peroxide 100 µM H2O2 120 µM hydrogen peroxide 120 µM Hg(II) 1 to 10 µM L-ascorbate 60 mM L-fucose 60 mM L-glutamine 0.2% L-rhamnose 0.2% maltose 0.2% MMS 0.05% methyl methanesulfonate 0.05% MnCl2 1 mM NH4Cl 10 mM ammonium chloride 10 mM NaCl 0.35 M sodium chloride 0.35 M Pb(II) 0.5 mM PbCl2 1 mM T-broth 0.02% TCS 10 µM tetrachlorosalicylanilide 10 µM TMAO 50 mM TPEN 1.5 µM N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine 1.5 µM UMP 0.25 mM UTP 50 µM UTP 800 µM V. fischeri autoinducer 1 μL N-(3-oxohexanoyl)-L-homoserine lactone 1 µM (N-(3-hydroxybutanoyl)-L-homoserine lactone 1 µM This class is temporarily here, until we request chebi incorporations. V. harveyi autoinducer 1 µM Zn(II) 1 mM Zn(II) 1.1 mM ZnCl2 0.2 to 1 mM ZnCl2 1 mM ZnSO4 1 mM zinc sulfate 1 mM ZnSO4 5 µM zinc sulfate 5 µM acetate 0.009% acetate 0.4% acetate 4 g/L acetate 50 mM allantoin 60 mM amino acids 50 µg ammonium sulfate 0.5 mM ammonium sulfate 20 mM arginine 1 mM aspartate 50 mM biotin 4 µM cAMP 1 mM cAMP 2 mM cAMP 5 mM cadmium chloride 600 µM cadmium dichloride 600 µM casamino acids 0.05% casamino acids 0.2% casamino acids 0.4% casamino acids 0.5% desferal 20 mM desferrioxamine B mesylate 20 mM desferal 5 µM desferrioxamine B mesylate 5 µM ethidium bromide 250 µM ferri-desferal 10 µM fructose 0.4% This class is temporarily here, until we request chebi incorporations. fumarate 50 mM glucose 0.05% glucose 0.2% glucose 0.4% glucose 0.5% glucose 10 mM glucose 11 mM glucose 120 mM glucose 2 g/L colombos:GLUCOSE:2_g/L glucose 2 mg/mL glucose 2% glucose 4 g/L glucose 60 mM glycerol 0.4% glycerol 1% homocysteine 1 mM homoserine lactone 10 mM hydroxyurea 50 mM leucine 0.76 mM malate 50 mM maleate 50 mM methionine 200 µg/mL nalidixic acid 160 µM NiCl2 5 µM nickel dichloride 5 µM nitrate 50 mM novobiocin 12.5 µg/mL oxygen 10 µM dioxygen 10 µM oxygen < 10 µM dioxygen < 10 µM oxygen > 10 µM dioxygen > 10 µM p-aminobenzoic acid 40 µM p-hydroxybenzoic acid 40 µM paraquat 0.25 mM paraquat 0.5 mM paraquat 50 µM paraquat 500 µM pyruvate 40 mM phenylalanine 1 mM phenylalanine 0.1 mg/mL This class is temporarily here, until we request chebi incorporations. potassium glutamate 300 mM This class is temporarily here, until we request chebi incorporations. potassium glutamate 50 mM rifampin 500 µg/mL rifampicin 500 µg/mL salicylate 5 mM sodium acetate 2% sodium arsenite 50 µM sodium citrate 10 mM sodium formate 30 mM sodium molybdate 1 µM sodium nitrate 20 mM sodium nitrite 2.5 mM sodium nitroprusside 50 µM sodium salicylate 5 mM sodium selenite 1 µM succinate 0.5% succinate 40 mM succinate 50 mM succinate 60 mM thiamine 0.2 µg/mL thiamine 1 µg/mL thiamine 10 µg/mL thiamine 5 µg/mL thiamine hydrochloride 0.015 mM trehalose 0.5 to 0.7 M trehalose 0.7 M trehalose 1.2 M trehalose 1 M tryptophan 1 mM tryptone 10 g/L tyramine 3 mM tyrosine 0.1 mg/mL tyrosine 1 mM uracil 1 mM vitamin assay casamino acids 0.5% yeast extract 5 g/L colombos:GROWTH.PHASE_UNKNOWN growth phase protox assay Isoosmotic isoosmotic treatment OD650 0.2 OD650 of 0.2 OD650 0.4 OD650 of 0.4 OD650 0.5 OD650 of 0.5 OD650 0.8 OD650 of 0.8 OD650 between 0.5 and 0.7 OD650 from 0.5 to 0.7 a knockout mutant in which the function of allR gene has been disrupted allR knockout mutant a knockout mutant in which the function of arsR gene has been disrupted arsR knockout mutant high osmolarity hyperosmotic hyperosmotic treatment hypochlorite stress low magnesium magnesium limitation low osmolarity hypoosmotic treatment colombos:pH:5 pH 5.0 pH 5.8 pH 6.0 pH 6.5 colombos:pH:5+2 colombos:pH:5.5+1.5 colombos:pH:7 pH 7.0 colombos:pH:7.6 pH 7.6 nitrogen rich trehalose above 1.2 M a growth phase in which growth rate is null colombos:GROWTH.LAG colombos:GROWTH.LAG:+1 lag phase transition into exponential phase a growth phase in wich growth rate increases acceleration phase exponential growth phase log phase logarithmic phase a growth phase in which growth rate is constant colombos:GROWTH.EXPONENTIAL colombos:GROWTH.EXPONENTIAL:+1 exponential phase transition into stationary phase transition-to-stationary a growth phase in which growth rate decreases colombos:GROWTH.TRANSITION Evidencias de que el término TRANSITION de colombos corresponde a retardation phase: The passage of E. coli from exponential to transition to stationary phase was mirrored by successive depletion of amino acids from the growth medium (Fig. 3) and could be delayed by amino acid supplementation (Fig. 5). PMID:22389370. retardation phase a growth phase after retardation phase in which growth rate is null colombos:GROWTH.STATIONARY colombos:GROWTH.STATIONARY:+1 stationary phase a growth phase in which growth rate is negative phase of decline is a growth phase that is part of exponential phase and that is located between acceleration phase and mid exponential phase early exponential phase a growth phase that is part of stationary phase and locates right after retardation phase early stationary phase is a growth phase that comprises early exponential phase and mid exponential phase early to mid exponential phase is a growth phase that is part of exponential phase and locates between mid exponential phase and retardation phase late exponential phase mid log phase mid-exponential phase growth phase that is part of exponential phase and locates in the middle of the exponential phase mid exponential phase is a growth phase that comprises mid exponential phase and late exponential phase mid to late exponential phase a knockout mutant in which the function of hydH gene has been disrupted hydH knockout mutant leuO overexpression an overexpression mutant in which leuO is expressed at higher levels than in the wild type colombos:leuO.OVEREXPRESSION leuO overexpression mutant a knockout mutant in which the function of marR gene has been disrupted marR knockout mutant a knockout mutant in which the function of marB gene has been disrupted marB knockout mutant a knockout mutant in which the function of nrdA gene has been disrupted nrdA knockout mutant a knockout mutant in which the function of nrdB gene has been disrupted nrdB knockout mutant a biological quality that inheres in specific organisms and that describes its total genetic content genotype adapted from ISBN 0 87893 608 4 a transposable element mutant in which a DNA sequence has been added to the chromosome by means of an insertion sequence, which is a small transposable element (800-2000 bp) and encode only the ability to transpose insertion sequence mutant adapted from ISBN 0 87893 608 4 a transposable element mutant in which a DNA sequence has been added to the chromosome by means of a transposon, which are large transposable elements (more than 2000 bp) and encode a variety of enzymes in addition to those that catalyze transposition transposon mutant colombos:GROWTH_RATE:0.11-0.03h-1 growth rate of 0.08 h-1 colombos:GROWTH_RATE:0.11h-1 growth rate of 0.11 h-1 colombos:GROWTH_RATE:0.1h-1 growth rate of 0.1 h-1 colombos:GROWTH_RATE:0.1+0.1h-1 colombos:GROWTH_RATE:0.2h-1 colombos:GROWTH_RATE:0.46-0.26h-1 growth rate of 0.2 h-1 colombos:GROWTH_RATE:0.11+0.10h-1 growth rate of 0.21 h-1 colombos:GROWTH_RATE:0.11+0.15h-1 growth rate of 0.26 h-1 colombos:GROWTH_RATE:0.46-0.17h-1 growth rate of 0.29 h-1 colombos:GROWTH_RATE:+0.3h-1 colombos:GROWTH_RATE:0.1+0.2h-1 colombos:GROWTH_RATE:0.2+0.1h-1 colombos:GROWTH_RATE:0.3h-1 growth rate of 0.3 h-1 colombos:GROWTH_RATE:0.11+0.20h-1 growth rate of 0.31 h-1 colombos:GROWTH_RATE:0.11+0.25h-1 growth rate of 0.36 h-1 colombos:GROWTH_RATE:0.46-0.07h-1 growth rate of 0.39 h-1 colombos:GROWTH_RATE:0.1+0.3h-1 colombos:GROWTH_RATE:0.11+0.29h-1 colombos:GROWTH_RATE:0.2+0.2h-1 colombos:GROWTH_RATE:0.4h-1 growth rate of 0.4 h-1 colombos:GROWTH_RATE:0.46h-1 growth rate of 0.46 h-1 colombos:GROWTH_RATE:0.11+0.37h-1 growth rate of 0.48 h-1 colombos:GROWTH_RATE:0.1+0.5h-1 growth rate of 0.6 h-1 colombos:GROWTH_RATE:0.1+0.6h-1 growth rate of 0.7 h-1 D82G susbtitution in GyrA PMID: 15535862 A variant mutant in which aspartic acid in position 82 of the GyrA protein is replaced by tryptophan. It is resistant to 0.8 μg/ml of norfloxacin and causes elevated levels of gyrA and gyrB mRNA in vivo and lowers supercoiling activity of DNA gyrase in vitro in E. coli K12 strain MG1655 obtained from the ATCC. colombos:gyrA_b2231.D82G_VARIANT D82G variant of GyrA PMID: 21255366 a gene variant mutant that with four amino acid replacements at D22V, L40R, V42I and D48A. Hha13D6 was engineered to enhance biofilm dispersal dramatically. Cells with Hha13D6 had enhanced biofilm dispersal at 24, 32 and 48 h, whereas wild-type Hha caused little dispersal after 24 h. Hha13D6 induced acid resistance genes (gadABCEX and hdeABD) and several heat-shock genes including protease genes (clpB, hslOR, hslUV, htpG, ibpAB, lon, prlC and ycjF) colombos:hha_b0460.13D6_VARIANT Hha13D6 variant of Hha PMID: 21255366 a gene variant mutant with one substitution: K62X. Hha24E9 decreases biofilm formation fourfold compared with wild-type Hha in E. coli BW25113 hha. Hha24E9 reduces biofilm formation by inducing acid resistance, glycerol-3-phosphate metabolism and phosphonate metabolism. colombos:hha_b0460.24E9_VARIANT Hha24E9 variant of Hha PMID:19581479 a FhlA variant mutant with six amino acid replacements at Q11H, L14V, Y177F, K245R, M288K, and I342F. Created through random mutagenesis using error-prone PCR over the whole gene, as well as over the fhlA region encoding the first 388 amino acids of the 692-amino-acid protein. It was evolved to increase H2 production of E. coli JW2701-1(pVSC133). This is achieved by increasing transcription of all of the genes activated by FhlA (the FHL complex). colombos:fhlA_b2731.133_VARIANT 133 variant of FhlA PMID:21255333 a H-NS variant mutant with a single substitution at K57N. Created by error prone PCR.It was selected for 10 fold reduction of biofilm formation and observed that this is achieved through interaction with NAPs Cnu and StpA in E. coli BW25113. H-NS K57N enhanced the excision of defective E. coli prophage Rac. colombos:hns_b1237.K57N_VARIANT K57N variant of H-NS PMID:22221537 a MqsR variant mutant that has two amino acid replacements at K3N and N31Y. Created through random mutagenesis by error prone PCR and confirmed by reduced cell growth in LB culture in shake flasks in of E. coli BW25113.This amino acid substitutions increase MqsR 2-1 stability without affecting its function, which results in increased toxicity relative to the wild type MqsR (part of the toxin antitoxin system MqsR/MqsA) colombos:mqsR_b3022.2-1_VARIANT 2-1 variant of MqsR colombos:KANAMYCIN:30µg/ml kanamycin 30µg/mL colombos:KANAMYCIN:5µg/ml kanamycin 5µg/mL colombos:SODIUM_BENZOATE:0+0.5%_vol/vol sodium benzoate 0.5% vol/vol colombos:CORM-3:100uM CORM 3 100 µM colombos:IAA:0.5mM indole-3-acetic acid 0.5mM colombos:CO2:5%VOL carbon dioxide 5% VOL colombos:GALACTOSE:4g/L galactose 4 g/L colombos:LACTOSE:0.15% lactose 0.15% colombos:GLYCINE_BETAINE:1mM glycine betaine 1mM colombos:GENTAMICIN:5µg/ml gentamycin 5µg/mL colombos:CEFOTAXIME:0.13µg/ml cefotaxime 0.13µg/ml colombos:MEVALONATE:0.01M mevalonate 0.01 M colombos:MEVALONATE:0.02M mevalonate 0.02 M colombos:PEROXYNITRITE:300µM peroxynitrite 300 µM colombos:AMOXICILLIN:1μg/ml amoxicillin 1 μg/mL colombos:GLYPHOSATE:0.2M glyphosate 0.2 M colombos:CISPLATIN:150uM cisplatin 150 µM dimethyl sulfoxide 1 µg/ml colombos:BUTANOL:0.8volume_% butan-1-ol 0.8% vol/vol colombos:BUTANOL:0.9volume_% butan-1-ol 0.9% vol/vol colombos:BUTANOL:1volume_% butan-1-ol 1% vol/vol colombos:ISOBUTANOL:0.5%volume/vo isobutanol 0.5% vol/vol colombos:ISOBUTANOL:1%volume/vo isobutanol 1% vol/vol colombos:AZLOCILLIN:10μg/ml azlocillin 10 μg/mL colombos:KCN:100µM potassium cyanide 100 µM colombos:CEFSULODIN:10µg/ml cefsulodin 10 µg/mL colombos:CEFSULODIN:60µg/ml cefsulodin 60 µg/mL colombos:ENROFLOXACINE:0.125µg/ml enrofloxacin 0.125 µg/ml colombos:ENROFLOXACINE:128µg/ml enrofloxacin 128 µg/ml colombos:MANOSE:+1% colombos:MANOSE:1% mannose 1% colombos:ERYTHROMYCIN:0.075_g/L erythromycin 0.075 g/L colombos:MECILLINAM:0.03µg/ml mecillinam 0.03 µg/ml colombos:MECILLINAM:0.3µg/ml mecillinam 0.3 µg/ml colombos:BICYCLOMYCIN:100mcg/ml bicozamycin 100 mcg/ml colombos:BICYCLOMYCIN:10mcg/ml bicozamycin 10 mcg/ml colombos:BICYCLOMYCIN:25mcg/ml bicozamycin 25 mcg/ml colombos:IPTG:1mM isopropyl beta-D-thiogalactopyranoside 1 mM colombos:IPTG:2mM isopropyl beta-D-thiogalactopyranoside 2 mM colombos:SHX:0.5mg/ml serine hydroxamate 0.5mg/ml colombos:ISOPENTENOL:0.2vol% isopentenol 0.2% vol/vol colombos:AMPICILIN:20µg/ml ampicillin 20 µg/mL colombos:AMPICILIN:5µg/ml ampicillin 5 µg/mL colombos:H2O2:0.01mM hydrogen peroxide 0.01 mM an overexpression mutant in which nrdB is expressed at higher levels than in the wild type colombos:nrdB_b2235.OVEREXPRESSION nrdB overexpression mutant an overexpression mutant in which umuD is expressed at higher levels than in the wild type colombos:umuD_b1183.OVEREXPRESSION umuD overexpression mutant an overexpression mutant in which recA is expressed at higher levels than in the wild type colombos:recA_b2699.OVEREXPRESSION recA overexpression mutant an overexpression mutant in which cpxR is expressed at higher levels than the wild type colombos:cpxR_b3912.OVEREXPRESSION cpxR overexpression mutant an overexpression mutant in which nupC is expressed at higher levels than in the wild type colombos:nupC_b2393.OVEREXPRESSION nupC overexpression mutant an overexpression mutant in which galF is expressed at higher levels than the wild type colombos:galF_b2042.OVEREXPRESSION galF overexpression mutant an overexpression mutant in which accA is expressed at higher levels than the wild type colombos:accA_b0185.OVEREXPRESSION accA overexpression mutant an overexpression mutant in which mcrB is expressed at higher levels than in the wild type colombos:mcrB_b4346.OVEREXPRESSION mcrB overexpression mutant an overexpression mutant in which menC is expressed at higher levels than in the wild type colombos:menC_b2261.OVEREXPRESSION menC overexpression mutant an overexpression mutant in which cspF is expressed at higher levels than the wild type colombos:cspF_b1558.OVEREXPRESSION cspF overexpression mutant an overexpression mutant in which dpiA is expressed at higher levels than the wild type colombos:dpiA_b0620.OVEREXPRESSION colombos:dpiA_b0620.OVEREXPRESSIONx2 dpiA overexpression mutant an overexpression mutant in which accC is expressed at higher levels than the wild type colombos:accC_b3256.OVEREXPRESSION accC overexpression mutant an overexpression mutant in which ruvA is expressed at higher levels than in the wild type colombos:ruvA_b1861.OVEREXPRESSION ruvA overexpression mutant an overexpression mutant in which minD is expressed at higher levels than in the wild type colombos:minD_b1175.OVEREXPRESSION minD overexpression mutant an overexpression mutant in which uspA is expressed at higher levels than in the wild type colombos:uspA_b3495.OVEREXPRESSION uspA overexpression mutant an overexpression mutant in which folA is expressed at higher levels than the wild type colombos:folA_b0048.OVEREXPRESSION folA overexpression mutant an overexpression mutant in which hlpA is expressed at higher levels than in the wild type colombos:hlpA.OVEREXPRESSION hlpA overexpression mutant an overexpression mutant in which xylR is expressed at higher levels than in the wild type colombos:xylR.OVEREXPRESSION xylR overexpression mutant an overexpression mutant in which pyrC is expressed at higher levels than in the wild type colombos:pyrC_b1062.OVEREXPRESSION pyrC overexpression mutant an overexpression mutant in which ghoS is expressed at higher levels than the wild type colombos:ghoS_b4128.OVEREXPRESSION ghoS overexpression mutant an overexpression mutant in which ihfB is expressed at higher levels than in the wild type colombos:ihfB_b0912.OVEREXPRESSION ihfB overexpression mutant an overexpression mutant in which yebF is expressed at higher levels than in the wild type colombos:yebF_b1847.OVEREXPRESSION yebF overexpression mutant an overexpression mutant in which fadR is expressed at higher levels than the wild type colombos:fadR_b1187.OVEREXPRESSION fadR overexpression mutant an overexpression mutant in which dinP is expressed at higher levels than the wild type colombos:dinP_b0231.OVEREXPRESSION dinP overexpression mutant an overexpression mutant in which nrdA is expressed at higher levels than in the wild type colombos:nrdA_b2234.OVEREXPRESSION nrdA overexpression mutant an overexpression mutant in which holD is expressed at higher levels than in the wild type colombos:holD_b4372.OVEREXPRESSION holD overexpression mutant an overexpression mutant in which fklB is expressed at higher levels than the wild type colombos:fklB_b4207.OVEREXPRESSION fklB overexpression mutant an overexpression mutant in which rpoS is expressed at higher levels than in the wild type colombos:rpoS_b2741.OVEREXPRESSION rpoS overexpression mutant an overexpression mutant in which mqsR is expressed at higher levels than in the wild type colombos:mqsR_b3022.OVEREXPRESSION mqsR overexpression mutant an overexpression mutant in which gyrI is expressed at higher levels than in the wild type colombos:gyrI_b2009.OVEREXPRESSION gyrI overexpression mutant an overexpression mutant in which greB is expressed at higher levels than in the wild type colombos:greB_b3406.OVEREXPRESSION greB overexpression mutant emrR overexpression mutant an overexpression mutant in which mprA is expressed at higher levels than the wild type colombos:emrR.OVEREXPRESSION mprA overexpression mutant an overexpression mutant in which dinI is expressed at higher levels than the wild type colombos:dinI_b1061.OVEREXPRESSION dinI overexpression mutant an overexpression mutant in which relE is expressed at higher levels than in the wild type colombos:relE_b1563.OVEREXPRESSION relE overexpression mutant an overexpression mutant in which mqsA is expressed at higher levels than in the wild type colombos:mqsA_b3021.OVEREXPRESSION mqsA overexpression mutant an overexpression mutant in which rpoH is expressed at higher levels than in the wild type colombos:rpoH_b3461.OVEREXPRESSION rpoH overexpression mutant an overexpression mutant in which yoeB is expressed at higher levels than in the wild type colombos:yoeB_b4539.OVEREXPRESSION yoeB overexpression mutant an overexpression mutant in which rimI is expressed at higher levels than in the wild type colombos:rimI_b4373.OVEREXPRESSION rimI overexpression mutant an overexpression mutant in which gyrA is expressed at higher levels than in the wild type colombos:gyrA_b2231.OVEREXPRESSION gyrA overexpression mutant an overexpression mutant in which minE is expressed at higher levels than in the wild type colombos:minE_b1174.OVEREXPRESSION minE overexpression mutant an overexpression mutant in which rstB is expressed at higher levels than in the wild type colombos:rstB_b1609.OVEREXPRESSION rstB overexpression mutant an overexpression mutant in which mazF is expressed at higher levels than in the wild type colombos:mazF_b2782.OVEREXPRESSION mazF overexpression mutant an overexpression mutant in which dnaN is expressed at higher levels than the wild type colombos:dnaN_b3701.OVEREXPRESSION dnaN overexpression mutant an overexpression mutant in which uvrA is expressed at higher levels than in the wild type colombos:uvrA_b4058.OVEREXPRESSION uvrA overexpression mutant an overexpression mutant in which dnaT is expressed at higher levels than the wild type colombos:dnaT_b4362.OVEREXPRESSION dnaT overexpression mutant an overexpression mutant in which ldrA is expressed at higher levels than in the wild type colombos:ldrA_b4419.OVEREXPRESSION ldrA overexpression mutant an overexpression mutant in which ruvC is expressed at higher levels than in the wild type colombos:ruvC_b1863.OVEREXPRESSION ruvC overexpression mutant an overexpression mutant in which sulA is expressed at higher levels than in the wild type colombos:sulA_b0958.OVEREXPRESSION sulA overexpression mutant an overexpression mutant in which sdiA is expressed at higher levels than in the wild type colombos:sdiA_b1916.OVEREXPRESSION sdiA overexpression mutant an overexpression mutant in which gcvR is expressed at higher levels than the wild type an overexpression mutant in which higher levels of gcvR are produced colombos:gcvR_b2479.OVEREXPRESSION gcvR overexpression mutant an overexpression mutant in which dnaA is expressed at higher levels than the wild type colombos:dnaA_b3702.OVEREXPRESSION dnaA overexpression mutant an overexpression mutant in which hcaR is expressed at higher levels than in the wild type colombos:hcaR_b2537.OVEREXPRESSION hcaR overexpression mutant an overexpression mutant in which murI is expressed at higher levels than in the wild type colombos:murI_b3967.OVEREXPRESSION murI overexpression mutant an overexpression mutant in which bglJ is expressed at higher levels than the wild type colombos:bglJ.OVEREXPRESSION bglJ overexpression mutant an overexpression mutant in which accD is expressed at higher levels than the wild type colombos:accD_b2316.OVEREXPRESSION accD overexpression mutant an overexpression mutant in which yfjF is expressed at higher levels than in the wild type colombos:yfjF_b2618.OVEREXPRESSION yfjF overexpression mutant an overexpression mutant in which rraA is expressed at higher levels than in the wild type colombos:rraA_b3929.OVEREXPRESSION rraA overexpression mutant an overexpression mutant in which menB is expressed at higher levels than in the wild type colombos:menB_b2262.OVEREXPRESSION menB overexpression mutant an overexpression mutant in which hscA is expressed at higher levels than in the wild type colombos:hscA_b2526.OVEREXPRESSION hscA overexpression mutant an overexpression mutant in which accB is expressed at higher levels than the wild type colombos:accB_b3255.OVEREXPRESSION accB overexpression mutant an overexpression mutant in which zipA is expressed at higher levels than in the wild type colombos:zipA_b2412.OVEREXPRESSION zipA overexpression mutant an overexpression mutant in which crcB is expressed at higher levels than the wild type colombos:crcB_b0624.OVEREXPRESSION crcB overexpression mutant an overexpression mutant in which sbcB is expressed at higher levels than in the wild type colombos:sbcB_b2011.OVEREXPRESSION sbcB overexpression mutant an overexpression mutant in which mcrC is expressed at higher levels than in the wild type colombos:mcrC_b4345.OVEREXPRESSION mcrC overexpression mutant an overexpression mutant in which lexA is expressed at higher levels than in the wild type colombos:lexA_b4043.OVEREXPRESSION lexA overexpression mutant an overexpression mutant in which bcp is expressed at higher levels than the wild type colombos:bcp_b2480.OVEREXPRESSION bcp overexpression mutant an overexpression mutant in which crp is expressed at higher levels than the wild type colombos:crp_b3357.OVEREXPRESSION crp overexpression mutant an overexpression mutant in which dam is expressed at higher levels than the wild type colombos:dam_b3387.OVEREXPRESSION dam overexpression mutant an overexpression mutant in which dinJ is expressed at higher levels than the wild type colombos:dinJ_b0226.OVEREXPRESSION dinJ overexpression mutant colombos:H2O2:0.3mM hydrogen peroxide 0.3mM an overexpression mutant in which era is expressed at higher levels than the wild type colombos:era_b2566.OVEREXPRESSION era overexpression mutant an overexpression mutant in which fis is expressed at higher levels than the wild type colombos:fis_b3261.OVEREXPRESSION fis overexpression mutant an overexpression mutant in which hha is expressed at higher levels than the wild type colombos:hha_b0460.OVEREXPRESSION hha overexpression mutant an overexpression mutant in which lon is expressed at higher levels than the wild type colombos:lon_b0439.OVEREXPRESSION lon overexpression mutant an overexpression mutant in which rsd is expressed at higher levels than the wild type colombos:rsd_b3995.OVEREXPRESSION rsd overexpression mutant an overexpression mutant in which ybjN is expressed at higher levels than the wild type colombos:ybjN-b0853.OVEREXPRESSION ybjN overexpression mutant colombos:aceE_b0114.DELETION aceE knockout mutant colombos:adiA_b4117.DELETION adiA knockout mutant colombos:appY_b0564.DELETION appY knockout mutant colombos:argR_b3237.DELETION argR knockout mutant colombos:cadA_b4131.DELETION cadA knockout mutant colombos:cadB_b4132.DELETION cadB knockout mutant colombos:cnu_b1625.DELETION cnu knockout mutant colombos:cpxA_b3911.DELETION cpxA knockout mutant colombos:creb_b4398.DELETION creB knockout mutant colombos:crl_b0240.DELETION crl knockout mutant colombos:cueO_b0123.DELETION cueO knockout mutant colombos:cysB_b1275.DELETION cysB knockout mutant colombos:cysQ_b4214.DELETION cysQ knockout mutant colombos:dam_b3387.DELETION dam knockout mutant colombos:dksA_b0145.DELETION dksA knockout mutant colombos:dnaJ_b0015.DELETION dnaJ knockout mutant colombos:dppA_b3544.DELETION dppA knockout mutant colombos:dppB_b3543.DELETION dppB knockout mutant colombos:dppC_b3542.DELETION dppC knockout mutant colombos:dppD_b3541.DELETION dppD knockout mutant colombos:dppF_b3540.DELETION dppF knockout mutant colombos:eno_b2779.DELETION eno knockout mutant colombos:fis_b3261.DELETION fis knockout mutant colombos:flhC_b1891.DELETION flhC knockout mutant colombos:flhD_b1892.DELETION flhD knockout mutant colombos:fur_b0683.DELETION fur knockout mutant colombos:gadB_b1493.DELETION gadB knockout mutant colombos:gadW_b3515.DELETION gadW knockout mutant colombos:gadX_b3516.DELETION gadX knockout mutant colombos:gcvP_b2903.DELETION gcvP knockout mutant colombos:gcvT_b2905.DELETION gcvT knockout mutant colombos:grxA_b0849.DELETION colombos:gss_b2988.DELETION grxA knockout mutant gss knockout mutant colombos:had_b2496.DELETION hda knockout mutant colombos:hcaR_b2537.DELETION hcaR knockout mutant colombos:hdeA_b3510.DELETION hdeA knockout mutant colombos:hdeB_b3509.DELETION hdeB knockout mutant colombos:hfq_b4172.DELETION hfq knockout mutant colombos:hha_b0460.DELETION hha knockout mutant colombos:hmp_b2552.DELETION hmp knockout mutant colombos:hns_b1237.DELETION hns knockout mutant colombos:hslJ_b1379.DELETION hslJ knockout mutant colombos:ihfa_b1712.DELETION ihfA knockout mutant colombos:iscR_b2531.DELETION iscR knockout mutant colombos:kdpE_b0694.DELETION kdpE knockout mutant colombos:ldcC_b0186.DELETION ldcC knockout mutant colombos:lexA3.DELETION colombos:lexA_b4043.DELETION lexA knockout mutant colombos:lon_b0439.DELETION lon knockout mutant colombos:lsrK_b1511.DELETION lsrK knockout mutant colombos:lsrR_b1512.DELETION lsrR knockout mutant colombos:luxS_b2687.DELETION luxS knockout mutant colombos:mazF_b2782.DELETION mazF knockout mutant colombos:melR_b4118.DELETION melR knockout mutant colombos:metJ_b3938.DELETION metJ knockout mutant colombos:mgrR_b4698.DELETION mgrR knockout mutant colombos:mnmE_b3706.DELETION mnmE knockout mutant colombos:mntR_b0817.DELETION mntR knockout mutant colombos:mqsR_b3022.DELETION mqsR knockout mutant colombos:mutS_b2733.DELETION mutS knockout mutant colombos:narP_b2193.DELETION narP knockout mutant colombos:narX_b1222.DELETION narX knockout mutant colombos:norR_b2709.DELETION norR knockout mutant colombos:nusA_b3169.DELETION nusA knockout mutant colombos:nusG_b3982.DELETION nusG knockout mutant colombos:pgi_b4025.DELETION pgi knockout mutant colombos:phoB_b0399.DELETION phoB knockout mutant colombos:phoH_b1020.DELETION phoH knockout mutant colombos:phoP_b1130.DELETION phoP knockout mutant colombos:phoQ_b1129.DELETION phoQ knockout mutant colombos:phoU_b3724.DELETION phoU knockout mutant colombos:pnp_b3164.DELETION pnp knockout mutant colombos:ppsA_b1702.DELETION ppsA knockout mutant colombos:ptsN_b3204.DELETION ptsN knockout mutant colombos:qor_b4051.DELETION qor knockout mutant colombos:qseB_b3025.DELETION qseB knockout mutant colombos:qseC_b3026.DELETION qseC knockout mutant colombos:recA_b2699.DELETION recA knockout mutant colombos:recE_b1350.DELETION recE knockout mutant colombos:rhlB_b3780.DELETION rhlB knockout mutant colombos:ribB_b3041.DELETION ribB knockout mutant colombos:rne_b1084.DELETION rne knockout mutant colombos:rng_b3247.DELETION rng knockout mutant colombos:rpoN_b3202.DELETION rpoN knockout mutant colombos:rraA_b3929.DELETION rraA knockout mutant colombos:rseA_b2572.DELETION rseA knockout mutant colombos:rutR_b1013.DELETION rutR knockout mutant colombos:seqA_b0687.DELETION seqA knockout mutant colombos:sgrR_b0069.DELETION sgrR knockout mutant colombos:sgrS_b4577.DELETION sgrS knockout mutant colombos:speA_b2938.DELETION speA knockout mutant colombos:speB_b2937.DELETION speB knockout mutant colombos:speC_b2965.DELETION speC knockout mutant colombos:speD_b0120.DELETION speD knockout mutant colombos:speE_b0121.DELETION speE knockout mutant colombos:speF_b0693.DELETION speF knockout mutant colombos:spy_b1743.DELETION spy knockout mutant colombos:stpA_b2669.DELETION stpA knockout mutant colombos:sucA_b0726.DELETION sucA knockout mutant colombos:sucB_b0727.DELETION sucB knockout mutant colombos:tnaA_b3708.DELETION tnaA knockout mutant colombos:trpE_b1264.DELETION trpE knockout mutant colombos:trpR_b4393.DELETION trpR knockout mutant colombos:ubiE_b3833.DELETION ubiE knockout mutant colombos:ycaD_b0898.DELETION ycaD knockout mutant colombos:yceB_b1063.DELETION yceB knockout mutant colombos:yceP_b1060.DELETION yceP knockout mutant colombos:ycfR_b1112.DELETION ycfR knockout mutant colombos:ychH_b1205.DELETION ychH knockout mutant colombos:ydcR_b1439.DELETION ydcR knockout mutant colombos:ygiN_b3029.DELETION ygiN knockout mutant colombos:ygiW_b3024.DELETION ygiW knockout mutant colombos:yjbJ_b4045.DELETION yjbJ knockout mutant colombos:yjiR_b4340.DELETION yjiR knockout mutant colombos:yliH_b0836.DELETION yliH knockout mutant colombos:ymgB_b1166.DELETION ymgB knockout mutant colombos:yncC_b1450.DELETION yncC knockout mutant colombos:yqhC-b3010.DELETION yqhC knockout mutant colombos:cobB-b1120.DELETION cobB knockout mutant colombos:nsrR-b4178.DELETION nsrR knockout mutant colombos:patZ-b2584.DELETION colombos:pflB.DELETION patZ knockout mutant colombos:mazE-b2783.DELETION mazE knockout mutant yjgI knockout mutant colombos:yjgI-b4249.DELETION bdcA knockout mutant colombos:ybjN-b0853.DELETION ybjN knockout mutant colombos:yjjP.DELETION yjjP knockout mutant colombos:bglJ.DELETION bglJ knockout mutant colombos:trpA.b1260.DELETION trpA knockout mutant colombos:yjjQ.DELETION yjjQ knockout mutant colombos:rcsB.DELETION rcsB knockout mutant colombos:rimO.DELETION rimO knockout mutant pflB knockout mutant colombos:ycaO.DELETION ycaO knockout mutant colombos:ldhA.DELETION ldhA knockout mutant colombos:leuO.DELETION leuO knockout mutant yjgK knockout mutant colombos:yjgk.DELETION tabA knockout mutant qseF knockout mutant colombos:qseF.DELETION glrR knockout mutant colombos:MEDIUM.HOST_INDIVIDUAL colombos:MEDIUM.HUMAN_URINE colombos:MEDIUM.REAL_HUMAN human urine colombos:MEDIUM.MOPS_RICH MOPS rich medium ACSH Ammonia fiber expansion (AFEX) corn stover hydrolysate (ACSH) ammonia-pretreated corn stover hydrolysate a hydrolysate prepared from corn stover pretreated by ammonia fiber expansion PMID: 22389370 colombos:MEDIUM.ACSH colombos:MEDIUM.ACSH:+1 ammonia fiber expansion corn stover hydrolysate colombos:H2O2:+1mM colombos:H2O2:1mM hydrogen peroxide 1 mM Water (∼700 ml) 6.25 ml of 1.6 M KPO4 buffer pH 7.2 20 ml of 1.5 M ammonium sulfate 20 ml of 2.25 M KCl 1.25 M NaCl 20 ml of a 50X amino acid stock (except tyrosine) 20 ml of 8.75 mM tyrosine dissolved in 50 mM HCl 50 ml of 1 mM each adenine, guanine, cytosine and uracil dissolved in 10 mM KOH 10 ml of vitamin stock (1 mM each thiamine, calcium pantothenate, p-aminobenzoic acid, p- hydroxybenzoic acid, and 2,3-dihydroxybenzoic acid) 1 ml of a 1000X stock of micronutrients (ZnCl2 , MnCl2 , CuCl2 , CoCl2 , H3 BO3 , (NH4 )6 Mo7 O24 , and FeCl3 ) 1 ml of 1 M magnesium chloride 1ml of 90mM CaCl2 10ml of 1M sodium formate 10mM sodium nitrate 50 mM sodium succinate 1 ml of 3 M glycerol 1 ml of 500 mM lactic acid 1 ml of 700 mM glycine betaine 700 mM choline chloride 200 mM DL-carnitine (osmolytes) 5.61 g acetamide 2.71 g sodium acetate 3.3 g sodium pyruvate 2.94 g sodium citrate 1.34 g DL-malic acid 60 g D-glucose 30 g D-xylose 5.1 g D-arabinose 1.48 g D-fructose 1.15 g D- galactose 468 mg D-mannose After adjusting to pH 7 with 10 N NaOH, the final volume is adjusted to 1L. synthetic hydrolisate an artificial medium with a defined chemical composition designed to mimic AFEX-pretreated corn stover hydrolysate (ACSH) PMID: 25177315 colombos:MEDIUM.SynH synH medium 531 mg feruloyl amide 448 mg coumaroyl amide 173 mg p-coumaric acid 69 mg ferulic acid 69 mg hydroxymethylfurfural 59 mg benzoic acid 15 mg syringic acid 14 mg cinnamic acid 15 mg vanillic acid 2 mg caffeic acid 20 mg vanillin 30 mg syringaldehyde 24 mg 4-hydroxybenzaldehyde 3.4 mg 4-hydroxybenzophenone LC-derived inhibitors medium aromatic inhibitors medium lignocellulose toxins medium lignocellulose-derived inhibitors medium an artificial medium made up of inhibitory compounds that are lignin derivatives resulting from pretreatment and enzymatic hydrolysis of lignocellulose (lignotoxins) PMID: 25177315 PMID: 22389370 colombos:MEDIUM.LT lignotoxins medium an artificial medium made up of compounds that protect against osmotic stress (e.g., glycine betaine, choline chloride, and DL-carnitine) osmolytes medium PMID: 25177315 colombos:MEDIUM.OSMOPROTECTANTS osmoprotectants medium an optical density that specifies the amount of light of 536 nm of wavelenght the bearer is able to transmit colombos:OD536 OD536 colombos:OD536:0.1 OD536 of 0.1 an optical density that specifies the amount of light of 550 nm of wavelenght the bearer is able to transmit colombos:OD550 OD550 colombos:OD600:0.03 OD600 of 0.03 colombos:OD600:0.05 OD600 of 0.05 colombos:OD600:0.1 colombos:OD600:0.5-0.4 OD600 of 0.1 colombos:OD600:0.15 OD600 of 0.15 colombos:OD600:0.2 OD600 of 0.2 colombos:OD600:0.35 OD600 of 0.35 colombos:OD600:0.5+0.1 colombos:OD600:0.6 OD600 of 0.6 colombos:OD600:0.7 OD600 of 0.7 colombos:OD600:0.8 OD600 of 0.8 colombos:OD600:0.9 OD600 of 0.9 colombos:OD600:0.95 OD600 of 0.95 colombos:OD600:0.5+0.5 colombos:OD600:1.0 OD600 of 1.0 colombos:OD600:1.1 OD600 of 1.1 colombos:OD600:1.6 OD600 of 1.6 colombos:OD600:0.5+1.2 colombos:OD600:1.7 OD600 of 1.7 colombos:OD600:10 colombos:OD600:4+6 OD600 of 10 colombos:OD600:15 OD600 of 15 colombos:OD600:2 OD600 of 2 colombos:OD600:2.4 OD600 of 2.4 colombos:OD600:4 OD600 of 4 colombos:OD600:0.5+0.8 OD600 of 1.3 colombos:OD600:0.5+2.2 OD600 of 2.7 colombos:OD600:0.5+4.0 OD600 of 4.5 colombos:OD600:0.5+4.2 OD600 of 4.7 colombos:OD600:0.5+4.3 OD600 of 4.8 colombos:TEMPERATURE:20°C 20.0 C colombos:TEMPERATURE:25°C colombos:TEMPERATURE:37-12°C 25.0 C colombos:TEMPERATURE:26°C 26.0 C colombos:TEMPERATURE:33°C 33.0 C colombos:TEMPERATURE:34°C 34.0 C colombos:TEMPERATURE:35.7°C 35.7 C colombos:TEMPERATURE:30-7°C 23.0 C colombos:TEMPERATURE:37-21°C 16.0 C colombos:TEMPERATURE:37-22°C 15.0 C colombos:H2O2:2mM hydrogen peroxide 2mM colombos:TEMPERATURE:30+13°C 43.0 C colombos:TEMPERATURE:37+13°C 50.0 C colombos:TEMPERATURE:37+21°C 58.0 C colombos:TEMPERATURE:37+23°C 60.0 C colombos:TEMPERATURE:37+34°C 71.0 C colombos:TEMPERATURE:30+12°C colombos:TEMPERATURE:37+5°C 42.0 C colombos:TEMPERATURE:37+8°C 45.0 C colombos:pH:5.5 colombos:pH:7-1.5 pH 5.5 colombos:pH:7-2.5 pH 4.5 colombos:pH:5.3+0.4 colombos:pH:7-1.3 pH 5.7 colombos:pH:7+1.5 pH 8.5 colombos:pH:5+3.7 pH 8.7 colombos:pH:7+4.8 pH 11.8 colombos:pH:3.5 pH 3.5 colombos:pH:5.3 pH 5.3 colombos:pH:7.4 pH 7.4 colombos:H2O2:5.88mM hydrogen peroxide 5.88mM colombos:H2O2:10mM hydrogen peroxide 10mM colombos:H2O2:20mM hydrogen peroxide 20mM colombos:H2O2:30mM hydrogen peroxide 30mM colombos:TPEN:10µM N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine 10 µM colombos:PYRUVATE:2g/L pyruvate 2 g/L colombos:ACETATE:2_g/L acetate 2 g/L colombos:ALANINE:2_g/L alanine 2 g/L colombos:AUTO_INDUCER_2:0.1mM autoinducer-2 0.1 mM colombos:BENZALKONIUM_CHLORIDE:50ppm benzalconium chloride 50 ppm colombos:CCCP:800µM CCCP 800 µM colombos:ETHANOL:1.5%_volume/v ethanol 1.5% vol/vol colombos:ETHANOL:15%_volume/v ethanol 15% vol/vol colombos:ETHANOL:2%_volume/v ethanol 2% vol/vol colombos:ETHANOL:20%_volume/v ethanol 20% vol/vol colombos:ETHANOL:3%_volume/v ethanol 3% vol/vol colombos:ETHANOL:4%_volume/v ethanol 4% vol/vol colombos:FORMATE:0.02M formate 0.02 M colombos:FeSO4:50uM iron(2+) sulfate (anhydrous) 50 µM colombos:GLUCOSE:8.8_g/L glucose 8.8 g/L colombos:GLYCEROL:0.001g/L glycerol 0.001 g/L colombos:GLYCEROL:+0.1g/L glycerol 0.1 g/L colombos:GLYCEROL:+4_g/Lg/L colombos:GLYCEROL:0.4g/L colombos:GLYCEROL:4g/L glycerol 0.4 g/L colombos:GLYCEROL:0.68g/L glycerol 0.68 g/L colombos:GLYCEROL:+1g/L glycerol 1 g/L colombos:GLYCEROL:2g/L glycerol 2 g/L glycerol 4 g/L indole 0.1mM colombos:INDOLE:0.5M indole 0.5M colombos:INDOLE:0.1mM colombos:INDOLE:1mM indole 1 mM colombos:MMC:0.3µg/ml mitomycin C 0.3 µM colombos:MnCl2:0.00001M manganese(II) chloride 0.00001 M colombos:NALIDIXIC_ACID:10µg/ml nalidixic acid 10µg/ml colombos:NALIDIXIC_ACID:100µg/ml nalidixic acid 100µg/ml colombos:NALIDIXIC_ACID:2µg/ml nalidixic acid 2 µg/ml colombos:NITRATE:0.01M nitrate 0.01 M colombos:NITRATE:0.02M nitrate 0.02 M colombos:NORFLOXACIN:0.025µg/ml norfloxacin 0.025 µg/ml colombos:NORFLOXACIN:0.050µg/ml norfloxacin 0.05 µg/ml colombos:NORFLOXACIN:0.075µg/ml norfloxacin 0.075 µg/ml colombos:NORFLOXACIN:1.000µg/ml norfloxacin 1 µg/mL colombos:NORFLOXACIN:2.5µg/ml norfloxacin 2.5 µg/ml colombos:NaCl:0.3M sodium chloride 0.3 M colombos:NaCl:0.55M sodium chloride 0.55 M colombos:NaCl:1M sodium chloride 1 M colombos:NaCl:1.37M sodium chloride 1.37 M colombos:NaCl:2M sodium chloride 2 M colombos:NaCl:2+1.5M sodium chloride 3.5 M colombos:NaCl:4M sodium chloride 4 M colombos:NaCl:2+2.5M sodium chloride 4.5 M colombos:NaCl:2+3.5M sodium chloride 5.5 M colombos:NaCl:2+3M sodium chloride 5 M colombos:NaCl:10M sodium chloride 10 M colombos:OCTANOIC_ACID:10mM octanoic acid 10 mM colombos:PANTOTHENIC_ACID:1mg/L pantothenic acid 1mg/L colombos:SUCROSE:1250mM sucrose 1250 mM colombos:TELLURITE:0.05µg/ml tellurite 0.05 µg/ml colombos:TELLURITE:0.5µg/ml tellurite 16 µgml colombos:TETRACYCLINE:16µg/ml tetracycline 16 µg/mL colombos:TETRACYCLINE:0.25µg/ml tetracycline 0.25 µg/mL iron dichloride 0.1 mM colombos:NANOPARTICLES.TiO2:100mg/l titanium dioxide nanoparticle 100 mg/L bicyclomycin 20 µg/mL bicozamycin 20 µg/mL L-arginine 1 g/L ammonium chloride 0.1% leucine 10 mM ompR knockout mutant epitope tagged variant mutant fur-8myc 8myc tagged variant mutant this is a temporal class used to keep terms that we have to request from chebi chebi_requests arcA-8myc argR-8myc fis-3xflag fnr-8myc fnr-3xflag gadE-8myc gadW-8myc gadX-8myc hns-3xflag lrp-8myc nsrR-3xflag ompR-8myc oxyR-8myc sirA-flag soxR-8myc soxS-8myc trpR-8myc uvrY-flag flag tagged variant mutant 3xflag tagged variant mutant gadE knockout mutant ompR knockout mutant plasmid PK8263 (16 µM IPTG-induced fnr) plasmid PK8263 (8 µM IPTG-induced fnr) plasmid PK8263 (4 µM IPTG-induced fnr) W2 minimal medium OD600 from 0.3 to 0.6 OD600 from 0.3 to 0.7 OD650 from 0.3 to 0.4 OD650 from 0.3 to 0.5 OD650 from 0.3 to 0.6 adenine 100 mg/L 70% N2, 5% CO2, and O2 25% arginine 1 g/L glutamine 2 g/L sodium chloride 0.5% salicylic acid 5 µM tryptophan 20 mg/L N2 95% and CO2 5% isopropyl beta-D-thiogalactopyranoside 5 µM Escherichia coli P4X L-arginine 100 µg/ml L-methionine 100 µg/ml plasmid pT7-FLAG-4 (IPTG-induced csiR) mutant plasmid pT7-FLAG-4 (IPTG-induced nac) mutant potassium nitrate 20 mM sucrose 15% zinc depletion carbon source nitrogen source A process in which the act is intended to modify or alter some other material entity, http://www.ebi.ac.uk/efo/EFO_0000727 treatment A process performed as part of an experiment or wider study, i.e. intentionally designed. Experiment http://www.ebi.ac.uk/efo/EFO_0002694 experimental process OD660 OD660 of 0.5 acetate 0.2% cra-8myc fructose 0.2% rifampicin 150 mg/ml arginine 2 g/L 250 uM paraquat (PQ) paraquat 250 µM rifampicin 50 uM rifampicin 50 µM OD600 = 0.3 ± 0.03 OD600 of 0.3 ± 0.03 OD600 from 0.27 to 0.33 OD650 = 0.3-0.6 OD650 from 0.3 to 0.6 500-ml flask 500 ml flask MM minimal medium a defined microbiological culture medium that provides the minimum requirements (e.g., inorganic salts, but no amino acids) needed for growth of a particular bacterium or cell. adapted from https://medical-dictionary.thefreedictionary.com/minimal+medium minimal defined medium nutrient medium Nutrient media contain all the elements that most bacteria need for growth and are non-selective, so they are used for the general cultivation and maintenance of bacteria kept in laboratory culture collections https://en.wikipedia.org/wiki/Growth_medium rich medium moving back and forth or with an irregular, rapid, or violent action https://www.merriam-webster.com/dictionary/agitation agitation 250 rpm agitation at 250 rpm agitation for 20 min agitation for 30 min A biological entity is a heterogeneous substance that contains genomic material or is the product of a biological process. http://semanticscience.org/resource/SIO_010046 biological entity A biological quality is a quality held by a biological entity. http://semanticscience.org/resource/SIO_000475 biological quality Carrine Blank A culture medium used to select for, grow, and maintain prokaryotic microorganisms. Can be in either liquid (broth) or solidified (e.g. with agar) forms. culture media growth media growth medium media medium microbiological culture medium Carrine Blank A chemically defined microbiological culture medium where all chemicals used are known. Does not contain any plant, animal, or microbiological cell extracts. defined media defined medium defined mineral medium mineral media mineral medium defined microbiological culture medium Carrine Blank A single-organism metabolic process that is present in a prokaryotic metabolically differentiated cell. prokaryotic metabolic process Carrine Blank A solid or liquid mixture of chemicals which are used as ingredients in microbiological culture media used to grow and propogate prokaryotic microorganisms. chemical mixture, serving as microbiological medium ingredients Carrine Blank Organic compounds or mixtures of organic compounds added to culture media to support growth or metabolism of a microorganism. organic chemical mixture Carrine Blank A mixture of dry or liquid organic compounds added to culture media to support growth or metabolism of a microorganism. Because the exact composition of the mixture is unknown or uncharacterized, it is referred to as "undefined". undefined organic chemical mixture Carrine Blank Undefined mixtures of complex organic compounds deriving from the aqueous extraction (an extraction using water, such as hot water or steam) of microbial (prokaryotic or microbial eukaryotic) cells. Used in the cultivation of microorganisms. microbiological medium ingredient, derived from extracts of microbial organisms Carrine Blank An undefined mixture of complex organic compounds (peptides, sometimes with additional undefined vitamins and cofactors) derived from enzymatic, acid, or base digests of protein from plant or animal sources. Used in the cultivation of microorganisms. microbiological medium ingredient, derived from extracts of proteinaceous material Carrine Blank Undefined mixtures of complex organic compounds derived (typically amino acids) from the acid hydrolysis of animal or plant protein added to culture media. microbiological medium ingredient, derived from chemical hydrolysis of protein BD Bionutrients Technical Manual (3rd edition revised). Carrine Blank Protein hydrolysates, also called peptones, are the result of the enzymatic hydrolysis of protein. microbiological medium ingredient, derived from enzymatic hydrolysis of protein From BD Bionutrients(TM) Techical Manual (3rd edition, revised): Bacto™ Tryptone is a pancreatic digest of casein. It was developed by Difco Laboratories while investigating a peptone particularly suitable for the elaboration of indole by bacteria. It is also notable for the absence of detectable levels of carbohydrates. Ash content is 6.6% NaCl content is 0.0% From: Wikipedia:Tryptone Tryptone is the assortment of peptides formed by the digestion of casein by the protease trypsin. Carrine Blank An enzymatic hydrolysate of casein (a milk protein from cow's milk, Bos taurus) made using the hydrolytic enzyme trypsin, used for the culturing of microorganisms. bacto-tryptone Bacto Tryptone Bacto-Tryptone Proteose Tryptone tryptone From BD Bionutrients Technical Manual (3rd edition revised): Bacto™ Casamino Acids is an acid hydrolysate of casein, prepared according to the method described by Mueller and Miller. The method described, reduces the sodium chloride and iron content of the hydrolyzed casein. This hydrolyzed casein, supplemented with inorganic salts, growth factors, cystine, maltose and an optimum amount of iron was used by Mueller and Miller to prepare diptheria toxin. Bacto Casamino Acids duplicate this specially treated hydrolyzed casein. Ash content is 18.3% NaCl content is 12.1% Carrine Blank An acid hydrolysate of casein (milk protein from cow's milk, Bos taurus), used for the culturing of microorganisms. Casein Hydrolysate acid digest of casein casamino acids From BD Bionutrients Technical Manual (3rd edition revised): Bacto™ Yeast Extract is one of the most complete and versatile fermentation bionutrients available. It is an important ingredient for the microbiological assay of vitamins. Yeast extract is also of value in the assay of antibiotics. B factor, a growth substance necessary for the production of rifampin in a Nocardia sp., can be isolated from yeast extract Ash content is 11.2% NaCl content is 0.1% From www.SigmaAldrich.com: A water soluble extract of autolyzed yeast cells. Yeast extract is a mixture of amino acids, peptides, water soluble vitamins and carbohydrates and can be used as additive for culture media. Carrine Blank A water-soluble extract of autolyzed yeast (Saccharomyces cerevisiae), used for the culturing of microorganisms. Yeast extrakt Yeastrel yeast extract Carrine Blank Protein hydrolysates, also called peptones, are the result of the enzymatic hydrolysis of milk proteins (such as casein or lactalbumin). peptone from casein microbiological medium ingredient, derived from enzymatic hydrolysis of milk protein From MacConkey Agar (Becton-Dickinson Difco and BBL Manual of Microbiological Culture Media, 2nd edition): Intended Use MacConkey agars are slightly selective and differential plating media mainly used for the detection and isolation of gram-negative organisms from clinical,1-3 dairy,4 food,5-7 water,8 pharmaceutical, 9-11 cosmetic,6,7 and other industrial sources. MacConkey Agar is used for isolating and differentiating lactose-fermenting from lactose-nonfermenting gram-negative enteric bacilli. Principles of the Procedure Peptones are sources of nitrogen and other nutrients. Yeast extract is a source of trace elements, vitamins, amino acids and carbon. Lactose is a fermentable carbohydrate. When lactose is fermented, a local pH drop around the colony causes a color change in the pH indicator (neutral red) and bile precipitation. Bile salts, bile salts no. 3, oxgall and crystal violet are selective agents that inhibit growth of gram-positive organisms. Sodium chloride maintains osmotic balance in the medium. Magnesium sulfate is a source of divalent cations. Agar is the solidifying agent. Formulae Difco™ MacConkey Agar Approximate Formula* Per Liter Pancreatic Digest of Gelatin....................................... 17.0 g Peptones (meat and casein).......................................... 3.0 g Lactose...................................................................... 10.0 g Bile Salts No. 3............................................................. 1.5 g Sodium Chloride.......................................................... 5.0 g Agar.......................................................................... 13.5 g Neutral Red.................................................................. 0.03 g Crystal Violet............................................................... 1.0 mg pH 7.1 ± 0.2 Difco™ MacConkey Agar Base Consists of the same ingredients without the lactose. BBL™ MacConkey Agar Approximate Formula* Per Liter Pancreatic Digest of Gelatin....................................... 17.0 g Peptones (meat and casein).......................................... 3.0 g Lactose...................................................................... 10.0 g Bile Salts...................................................................... 1.5 g Sodium Chloride.......................................................... 5.0 g Agar.......................................................................... 13.5 g Neutral Red.................................................................. 0.03 g Crystal Violet............................................................... 1.0 mg pH 7.1 ± 0.2 Carrine Blank An organic-rich, selective solid microbiological culture medium that contains peptones, lactose, bile salts, crystal violet, and a pH indicator (neutral red). The bile salts inhibit swarming in Proteus spp., and the crystal violet inhibits growth of some Gram-positive bacteria. Lactose fermentation lowers the pH, resulting in colonies that are red or pink in color, and causes the bile salts to precipitate. Non-lactose fermenters that can deaminate amino acids in the peptone release ammonia, which causes the pH to increase (and thus the colonies appear white). MAC Mac-Conkey agar Maccongkey agar Macconkey agar MacConkey medium MacConkey agar From: LB Broth, Miller (Becton-Dickinson Difco and BBL Manual of Microbiological Culture Media, 2nd edition): Intended Use LB Agar, Miller and LB Broth, Miller (Luria-Bertani) are used for maintaining and propagating Escherichia coli in molecular microbiology procedures. Principles of the Procedure Peptone provides nitrogen and carbon. Vitamins (including B vitamins) and certain trace elements are provided by yeast extract. Sodium ions for transport and osmotic balance are provided by sodium chloride. Agar is the solidifying agent in LB Agar, Miller. Formulae Difco™ LB Agar, Miller Approximate Formula* Per Liter Tryptone.................................................................... 10.0 g Yeast Extract................................................................ 5.0 g Sodium Chloride........................................................ 10.0 g Agar.......................................................................... 15.0 g Difco™ LB Broth, Miller Consists of the same ingredients without the agar. *Adjusted and/or supplemented as required to meet performance criteria. pH 7.0 ± 0.2 Carrine Blank An organic-rich, liquid microbiological culture medium containing tryptone, yeast extract, and sodium chloride. Used to cultivate Escherichia coli. LB broth Luria broth LB medium Carrine Blank Microbiological medium ingredient, derived from enzymatic hydrolysis of milk protein. An enzymatic hydrolysate of casein (a milk protein from cow's milk, Bos taurus), used for the culturing of microorganisms. casein hydrolysate Carrine Blank Undefined mixture of complex organic compounds derived from animal, fish, plant materials or soil, produced by the process of aqueous extraction (extraction using water, such as hot water). Used in the cultivation of microorganisms. microbiological medium ingredient, derived from aqueous extracts Carrine Blank A prokaryotic metabolic process where a microorganism grows (undergoes cell division) in the presence or absence of oxygen. (an)aerobiosis Carrine Blank A prokaryotic metabolic process where the organism grows in the absence of oxygen. anaerobiosis Carrine Blank A prokaryotic metabolic process where the organism grows in the presence of oxygen. aerobiosis Escherichia coli MDS42 Escherichia coli strain K-12 substrain MDS42 Escherichia coli str. K-12 substr. MDS42 Escherichia coli MDS42 Escherichia coli strain K-12 substrain MDS42 Escherichia coli MC1061 GC_ID:11 PMID:11321122 PMID:11542017 PMID:11837318 PMID:16280474 PMID:26654112 purple bacteria purple bacteria and relatives purple non-sulfur bacteria purple photosynthetic bacteria purple photosynthetic bacteria and relatives ncbi_taxonomy Alphaproteobacteraeota proteobacteria Proteobacteria purple bacteria purple bacteria and relatives purple non-sulfur bacteria purple photosynthetic bacteria purple photosynthetic bacteria and relatives Alphaproteobacteraeota proteobacteria GC_ID:11 PMID:16280474 PMID:23334881 ncbi_taxonomy Proteobacteria gamma subdivision Purple bacteria, gamma subdivision g-proteobacteria gamma proteobacteria gamma subdivision gamma subgroup Gammaproteobacteria Proteobacteria gamma subdivision Purple bacteria, gamma subdivision g-proteobacteria gamma proteobacteria gamma subdivision gamma subgroup Escherichia coli DB24 Escherichia coli ER2796 Escherichia coli DB24 GC_ID:1 ncbi_taxonomy biota cellular organisms biota Escherichia coli BW38028 Escherichia coli str. K-12 substr. MC4100 Escherichia coli str. K-12 substr. MG1656 GC_ID:11 PMID:10425795 PMID:10425796 PMID:10425797 PMID:10490293 PMID:10843050 PMID:10939651 PMID:10939673 PMID:10939677 PMID:11211268 PMID:11321083 PMID:11321113 PMID:11411719 PMID:11540071 PMID:11542017 PMID:11542087 PMID:11760965 PMID:12054223 PMID:2112744 PMID:270744 PMID:8123559 PMID:8590690 PMID:9103655 PMID:9336922 Bacteria eubacteria ncbi_taxonomy Monera Procaryotae Prokaryota Prokaryotae bacteria not Bacteria Haeckel 1894 prokaryote prokaryotes Bacteria Bacteria <prokaryote> eubacteria Monera Procaryotae Prokaryota Prokaryotae bacteria not Bacteria Haeckel 1894 prokaryote prokaryotes Escherichia coli DH10B Escherichia coli str. K12 substr. DH10B Escherichia coli strain K12 substrain DH10B Escherichia coli str. K-12 substr. DH10B Escherichia coli DH10B Escherichia coli str. K12 substr. DH10B Escherichia coli strain K12 substrain DH10B Escherichia coli str. K12 substr. W3110 Escherichia coli str. W3110 Escherichia coli strain W3110 Escherichia coli W3110 Escherichia coli str. K-12 substr. W3110 Escherichia coli str. K12 substr. W3110 Escherichia coli str. W3110 Escherichia coli strain W3110 Escherichia coli W3110 Escherichia coli str. K12 substr. MG1655 Escherichia coli str. MG1655 Escherichia coli strain MG1655 Escherichia coli MG1655 Escherichia coli str. K-12 substr. MG1655 Escherichia coli str. K12 substr. MG1655 Escherichia coli str. MG1655 Escherichia coli strain MG1655 Escherichia coli MG1655 Escherichia coli str. LW1655F+ Escherichia coli strain LW1655F+ Escherichia coli LW1655F+ Escherichia coli str. LW1655F+ Escherichia coli strain LW1655F+ Escherichia coli str. NC-7 Escherichia coli strain NC-7 Escherichia coli NC-7 Escherichia coli str. NC-7 Escherichia coli strain NC-7 GC_ID:11 PMID:10555323 PMID:10555334 PMID:16166704 ncbi_taxonomy Enterobacteraceae gamma-3 proteobacteria Enterobacteriaceae Enterobacteraceae gamma-3 proteobacteria GC_ID:11 PMID:19700542 ncbi_taxonomy Escherchia Escherichia Escherchia NCBITaxon:1637691 NCBITaxon:662101 NCBITaxon:662104 GC_ID:11 PMID:10319482 E. coli Escherichia/Shigella coli ncbi_taxonomy Bacillus coli Bacterium coli Bacterium coli commune Enterococcus coli Escherchia coli Eschericia coli Escherichia coli E. coli Escherichia/Shigella coli Bacillus coli Bacterium coli Bacterium coli commune Enterococcus coli Escherchia coli Eschericia coli Escherichia coli str. BW2952 Escherichia coli strain BW2952 Escherichia coli BW2952 Escherichia coli str. BW2952 Escherichia coli strain BW2952 Escherichia coli str. BW25113 Escherichia coli strain BW25113 Escherichia coli BW25113 Escherichia coli str. BW25113 Escherichia coli strain BW25113 Escherichia coli K12 Escherichia coli K-12 Escherichia coli K12 GC_ID:11 PMID:27620848 ncbi_taxonomy Enterobacteriaceae and related endosymbionts Enterobacteriaceae group Enterobacteriales enterobacteria gamma-3 proteobacteria Enterobacterales Enterobacteriaceae and related endosymbionts Enterobacteriaceae group Enterobacteriales enterobacteria gamma-3 proteobacteria A measurement of the number of cells per unit volume or area. C120538 Quantitative Concept Cell Density C0162339 CDISC A measurement of the number of cells contained in a unit of volume. CELLDENS Cell Density cell density A measurement of the number of cells per unit volume or area. NCI A measurement of the number of cells contained in a unit of volume. CDISC CELLDENS PT CDISC SDTM-OETESTCD Cell Density PT CDISC SDTM-OETEST Cell Density PT NCI Cell Density SY CDISC The maximum value in a range of values that describe cell density. C120710 Quantitative Concept Maximum Cell Density C4054569 CDISC The maximum number in a group of values that represent the cell density. CELLDMAX Cell Density, Maximum Maximum Cell Density maximum cell density The maximum value in a range of values that describe cell density. NCI The maximum number in a group of values that represent the cell density. CDISC CELLDMAX PT CDISC SDTM-OETESTCD Cell Density, Maximum PT CDISC SDTM-OETEST Cell Density, Maximum SY CDISC Maximum Cell Density PT NCI The minimum value in a range of values that describe cell density. C120711 Quantitative Concept Minimum Cell Density C4053785 CDISC The minimum number in a group of values that represent the cell density. CELLDMIN Cell Density, Minimum Minimum Cell Density minimum cell density The minimum value in a range of values that describe cell density. NCI The minimum number in a group of values that represent the cell density. CDISC CELLDMIN PT CDISC SDTM-OETESTCD Cell Density, Minimum PT CDISC SDTM-OETEST Cell Density, Minimum SY CDISC Minimum Cell Density PT NCI The arithmetic mean of a range of values that describe the cell density of an entity. C120712 Quantitative Concept Mean Cell Density C4054565 CDISC The mean number in a group of values that represent the cell density. CELLDMN Cell Density, Mean Mean Cell Density mean cell density The arithmetic mean of a range of values that describe the cell density of an entity. NCI The mean number in a group of values that represent the cell density. CDISC CELLDMN PT CDISC SDTM-OETESTCD Cell Density, Mean PT CDISC SDTM-OETEST Cell Density, Mean SY CDISC Mean Cell Density PT NCI A living entity. C14250 Organism Organism C0029235 BRIDG NICHD A living thing, such as an animal, a plant, a bacterium, or a fungus. Any individual living (or previously living) being. EXAMPLE(S): animal, human being Organisms Organism BiologicEntity Organism Organismal Organisms Taxon organism Organism A living entity. NCI A living thing, such as an animal, a plant, a bacterium, or a fungus. NCI-GLOSS Any individual living (or previously living) being. EXAMPLE(S): animal, human being BRIDG BiologicEntity PT BRIDG Organism PT NCI Organism PT NICHD Organismal AD NCI Organisms SY NCI Taxon SY NCI organism PT NCI-GLOSS CDR0000046250 A natural phenomenon involving the physics of matter and energy. C18102 Phenomenon or Process Physical Phenomenon or Property C0597237 Physical_Phenomena_or_Properties Physical Phenomenon Physical Phenomenon or Property Physical Process Physical Property Physical Phenomenon or Property A natural phenomenon involving the physics of matter and energy. NCI Physical Phenomenon SY NCI Physical Phenomenon or Property PT NCI Physical Process SY NCI Physical Property SY NCI An altered form of an individual, organism, population, or genetic character that differs from the corresponding wild type due to one or more alterations (mutations). C25360 Qualitative Concept Mutant C0596988 Mutant colombos:MUTATION Mutant mutant mutant An altered form of an individual, organism, population, or genetic character that differs from the corresponding wild type due to one or more alterations (mutations). NCI Mutant PT NCI The naturally-occurring, normal, non-mutated version of a gene or genome. C62195 Organism Attribute Wild Type C1883559 Wild_Type WT Wild Type Wildtype wild type The naturally-occurring, normal, non-mutated version of a gene or genome. NCI WT SY NCI Wild Type PT NCI Wild Type SY NCI TCGA caDSR Wildtype SY NCI A container with a base wider than the narrow neck traditionally used for holding liquids. C96144 Manufactured Object Flask C0872171 FDA Flat bottom bottle, container or vessel. Flask flask flask A container with a base wider than the narrow neck traditionally used for holding liquids. NCI Flat bottom bottle, container or vessel. FDA Stability Flask PT FDA Stability Flask PT NCI flask PT FDA SPL planned process Injecting mice with a vaccine in order to test its efficacy A processual entity that realizes a plan which is the concretization of a plan specification. 'Plan' includes a future direction sense. That can be problematic if plans are changed during their execution. There are however implicit contingencies for protocols that an agent has in his mind that can be considered part of the plan, even if the agent didn't have them in mind before. Therefore, a planned process can diverge from what the agent would have said the plan was before executing it, by adjusting to problems encountered during execution (e.g. choosing another reagent with equivalent properties, if the originally planned one has run out.) Bjoern Peters branch derived 6/11/9: Edited at workshop. Used to include: is initiated by an agent This class merges the previously separated objective driven process and planned process, as they the separation proved hard to maintain. (1/22/09, branch call) CHMO:0001840 OBI:0000011 planned process planned process processed material Examples include gel matrices, filter paper, parafilm and buffer solutions, mass spectrometer, tissue samples Is a material entity that is created or changed during material processing. PERSON: Alan Ruttenberg http://purl.obolibrary.org/obo/obi.owl processed material culture medium A growth medium or culture medium is a substance in which microorganisms or cells can grow. Wikipedia, growth medium, Feb 29, 2008 a processed material that provides the needed nourishment for microorganisms or cells grown in vitro. changed from a role to a processed material based on on Aug 22, 2011 dev call. Details see the tracker item: http://sourceforge.net/tracker/?func=detail&aid=3325270&group_id=177891&atid=886178 Modification made by JZ. Person: Jennifer Fostel, Jie Zheng OBI colombos:MEDIUM culture medium material processing A cell lysis, production of a cloning vector, creating a buffer. A planned process which results in physical changes in a specified input material A planned process which results in physical changes in a specified input material. PERSON: Bjoern Peters PERSON: Frank Gibson PERSON: Jennifer Fostel PERSON: Melanie Courtot PERSON: Philippe Rocca Serra OBI branch derived CHMO:0001131 CHMO:0001267 CHMO:0001461 FIX:0000258 material transformations preparative method sample preparation sample preparation step sample preparative method OBI:0000094 material processing material processing microtiter plate A microtiter plate with 6, 24, 96, 384 or 1536 sample wells used in the enzyme-linked immunosorbent assay (ELISA) A microtiter_plate is a flat plate with multiple wells used as small test tubes. Melanie Courtot microplate http://en.wikipedia.org/wiki/Microtiter_plate microtiter plate test tube A test tube is a device consisting of a glass or plastic tubing, open at the top, usually with a rounded U-shaped bottom which has the function to contain material Bjoern Peters collection tube sample tube http://en.wikipedia.org/wiki/Test_tube test tube container A device that can be used to restrict the location of material entities over time 03/21/2010: Added to allow classification of children (similar to what we want to do for 'measurement device'. Lookint at what classifies here, we may want to reconsider a contain function assigned to a part of an entity is necessarily also a function of the whole (e.g. is a centrifuge a container because it has test tubes as parts?) PERSON: Bjoern Peters container bioreactor A device or system that supports a biologically active environment. ALAN SAYS NOT AN INSTRUMENT PERSON: Erik Segerdell http://en.wikipedia.org/wiki/Bioreactor bioreactor flow cell Biofilm Flow Cell Aparatus in the fluidic subsystem where the sheath and sample meet. Can be one of several types; jet-in-air, quartz cuvette, or a hybrid of the two. The sample flows through the center of a fluid column of sheath fluid in the flow cell. Person:John Quinn flow_cell http://www.flocyte.com/FRTP/Resources/flow_cytometry_glossary.htm colombos:FLOW_CELL flow cell oxygen content in which the concentration of oxygen is zero Anaerobiosis colombos:GRAVITY gravitation weightlessness altered gravity hypogravity biofilm cells A multi-organism phenotype dealing with the process in which microorganisms attach to and grow on a surface and produce extracellular polymers that facilitate attachment and matrix formation. Adrienne 2011-02-02T03:17:19Z colombos:GROWTH.BIOFILM microbial_phenotype OMP:0000176 biofilm phenotype A multi-organism phenotype dealing with the process in which microorganisms attach to and grow on a surface and produce extracellular polymers that facilitate attachment and matrix formation. GO:0042710 OMP:WAM An altered growth rate phenotype where the rate at which a cell or cells multiplies is decreased relative to a designated control. mchibucos 2011-07-21T02:43:01Z increased generation time microbial_phenotype decreased growth rate (generations per unit time) OMP:0000282 slower growth rate An altered growth rate phenotype where the rate at which a cell or cells multiplies is decreased relative to a designated control. OMP:DAS An altered growth rate phenotype where the rate at which a cell or cells multiplies is increased relative to a designated control. mchibucos 2011-07-21T02:43:22Z decreased generation time microbial_phenotype increased growth rate (generations per unit time) OMP:0000283 faster growth rate An altered growth rate phenotype where the rate at which a cell or cells multiplies is increased relative to a designated control. OMP:DAS A population growth phenotype where the rate at which a cell or cells multiplies is altered relative to a designated control. siegele 2014-07-17T16:29:34Z altered doubling time microbial_phenotype altered generation time OMP:0007115 altered growth rate A population growth phenotype where the rate at which a cell or cells multiplies is altered relative to a designated control. OMP:DAS A growth phenotype concerning the rate at which the number of organisms or cells in a microbial population increases over time. siegele 2014-08-28T12:14:20Z colombos:GROWTH_RATE microbial_phenotype OMP:0007156 growth rate phenotype A growth phenotype concerning the rate at which the number of organisms or cells in a microbial population increases over time. OMP:DAS A microbial phenotype that affects the rate or extent of increase in the number of individuals in a microbial population as the result of sexual or asexual reproduction. siegele 2014-09-25T17:14:07Z GO:0000003 microbial_phenotype OMP:0007167 This is a high-level term whose primary purpose is to organize terms beneath it in the ontology, and we recommend that it not be used for direct annotation. Please consider using a more specific term to annotate each phenotype. population growth phenotype A microbial phenotype that affects the rate or extent of increase in the number of individuals in a microbial population as the result of sexual or asexual reproduction. FYPO:0001358 OMP:DAS GO:0000003 reproduction A physical quality of the thermal energy of a system. colombos:TEMPERATURE quality PATO:0000146 temperature temperature A physical quality of the thermal energy of a system. PATOC:GVG A quality of a physical entity that exists through action of continuants at the physical level of organisation in relation to other entities. PATO:0002079 Wikipedia:Physical_property relational physical quality quality PATO:0001018 physical quality A quality of a physical entity that exists through action of continuants at the physical level of organisation in relation to other entities. PATOC:GVG A physical quality that inheres in a bearer by virtue of the bearer's amount of force per unit area it exerts. quality PATO:0001025 pressure pressure A physical quality that inheres in a bearer by virtue of the bearer's amount of force per unit area it exerts. PATOC:GVG A quality which inheres in a continuant. PATO:0001237 PATO:0001238 snap:Quality monadic quality of a continuant multiply inhering quality of a physical entity quality of a continuant quality of a single physical entity quality of an object quality of continuant monadic quality of an object monadic quality of continuant quality PATO:0001241 Relational qualities are qualities that hold between multiple entities. Normal (monadic) qualities such as the shape of a eyeball exist purely as a quality of that eyeball. A relational quality such as sensitivity to light is a quality of that eyeball (and connecting nervous system) as it relates to incoming light waves/particles. physical object quality A physical quality that inheres in an bearer by virtue of how that bearer interacts with electromagnetic radiation. quality PATO:0001291 electromagnetic (EM) radiation quality An EM radiation quality in which the EM radiation is within the fiat range of the spectrum visible deemed to be light. quality PATO:0001300 optical quality A temperature which is relatively high. PATO:0000678 high temperature hot quality PATO:0001305 increased temperature A temperature which is relatively high. PATOC:GVG A temperature which is relatively low. PATO:0000677 cold low temperature quality PATO:0001306 decreased temperature A temperature which is relatively low. PATOC:GVG cell motility A cellular quality inhering in a cell by virtue of whether the bearer exhibits the ability to move spontaneously. quality PATO:0001488 Term should be obsoleted and the GO term cellular motility should be used instead. cellular motility A cellular quality inhering in a cell by virtue of whether the bearer exhibits the ability to move spontaneously. thefreedictionary.com:thefreedictionary.com A quality that inheres in an bearer by virtue of how that bearer interacts with radiation. quality PATO:0001739 radiation quality A cellular motility which is lower relative to the normal or average. quality PATO:0002297 decreased cellular motility A cellular motility which is lower relative to the normal or average. PATOC:GVG A cellular motility which is higher relative to the normal or average. quality PATO:0002298 increased cellular motility A cellular motility which is higher relative to the normal or average. PATOC:GVG A chemical treatment (EO:0007189) that induces stress. moorel 2013-04-16T13:48:41Z EO_GIT:64 OBO_SF2_EO:64 plant_environment_ontology EO:0001036 chemical stress treatment chemical stress treatment A chemical treatment (EO:0007189) that induces stress. PO:cooperl oxidation stress oxidative stress A chemical stress treatment (EO:0001036) involving use of oxidative stress-inducing chemicals. moorel 2013-04-16T13:54:16Z EO_GIT:32 OBO_SF2_EO:32 plant_environment_ontology EO:0001037 oxidative stress treatment A chemical stress treatment (EO:0001036) involving use of oxidative stress-inducing chemicals. PO:cooperl osmotic shock osmotic stress A chemical stress treatment (EO:0001036) involving use of osmotic stress-inducing chemicals. moorel 2013-04-16T14:11:36Z EO_GIT:31 OBO_SF2_EO:31 plant_environment_ontology EO:0001038 osmotic stress treatment A chemical stress treatment (EO:0001036) involving use of osmotic stress-inducing chemicals. PO:cooperl The treatment involving an exposure to a given pressure of the atmosphere at a given point. Its measurement can be expressed in several ways. One is in millibars. Another is in inches or millimeters of mercury (Hg). plant_environment_ontology barometric pressure EO:0007178 atmospheric pressure The treatment involving an exposure to a given pressure of the atmosphere at a given point. Its measurement can be expressed in several ways. One is in millibars. Another is in inches or millimeters of mercury (Hg). GR:pj A portion of organism substance that is the product of an excretion process that will be eliminated from the body. An excretion process is elimination by an organism of the waste products that arise as a result of metabolic activity UBERON:0000324 UBERON:0007550 AEO:0000184 BTO:0000491 EHDAA2_RETIRED:0003184 ENVO:02000022 FMA:9674 galen:Excretion excreted substance portion of excreted substance waste substance uberon excretion UBERON:0000174 excreta A portion of organism substance that is the product of an excretion process that will be eliminated from the body. An excretion process is elimination by an organism of the waste products that arise as a result of metabolic activity GO:0007588 portion of excreted substance FMA:9674 waste substance AEO:0000184 excretion BTO:0000491 Multicellular anatomical structure that consists of many cells of one or a few types, arranged in an extracellular matrix such that their long-range organisation is at least partly a repetition of their short-range organisation. changed label and definition to reflect CARO2 AAO:0000607 AAO:0010054 AEO:0000043 BILA:0000043 CALOHA:TS-2090 CARO:0000043 EHDAA2:0003043 EMAPA:35868 FBbt:00007003 FMA:9637 HAO:0000043 MA:0003002 MESH:D014024 NCIT:C12801 TAO:0001477 TGMA:0001844 UMLS:C0040300 VHOG:0001757 WBbt:0005729 XAO:0003040 ZFA:0001477 galen:Tissue portion of tissue tissue portion simple tissue uberon UBERON:0000479 tissue Multicellular anatomical structure that consists of many cells of one or a few types, arranged in an extracellular matrix such that their long-range organisation is at least partly a repetition of their short-range organisation. CARO:0000043 UMLS:C0040300 ncithesaurus:Tissue portion of tissue CARO:0000043 simple tissue AEO:0000043 Mucus is a bodily fluid consisting of a slippery secretion of the lining of the mucous membranes in the body. It is a viscous colloid containing antiseptic enzymes (such as lysozyme) and immunoglobulins. Mucus is produced by goblet cells in the mucous membranes that cover the surfaces of the membranes. It is made up of mucins and inorganic salts suspended in water. mucoid mucous CALOHA:TS-2144 ENVO:02000040 FMA:66938 GAID:1164 MESH:D009093 NCIT:C13259 OpenCyc:Mx4rvVjHq5wpEbGdrcN5Y29ycA UMLS:C0026727 colombos:MUCUS galen:Mucus uberon UBERON:0000912 mucus Mucus is a bodily fluid consisting of a slippery secretion of the lining of the mucous membranes in the body. It is a viscous colloid containing antiseptic enzymes (such as lysozyme) and immunoglobulins. Mucus is produced by goblet cells in the mucous membranes that cover the surfaces of the membranes. It is made up of mucins and inorganic salts suspended in water. UMLS:C0026727 ncithesaurus:Mucus Excretion that is the output of a kidney kidney excreta from some taxa (e.g. in aves) may not be liquid BTO:0001419 CALOHA:TS-1092 EFO:0001939 EMAPA:36554 ENVO:00002047 FMA:12274 GAID:1189 MA:0002545 MAT:0000058 MESH:D014556 MIAA:0000058 NCIT:C13283 OpenCyc:Mx4rvVjGppwpEbGdrcN5Y29ycA UMLS:C0042036 galen:Urine uberon UBERON:0001088 urine Excretion that is the output of a kidney UMLS:C0042036 ncithesaurus:Urine Liquid components of living organisms. includes fluids that are excreted or secreted from the body as well as body water that normally is not. fluid FMA:280556 GAID:266 MESH:D001826 galen:BodyFluid body fluid uberon UBERON:0006314 bodily fluid Liquid components of living organisms. includes fluids that are excreted or secreted from the body as well as body water that normally is not. MESH:A12.207 body fluid GAID:266 http://www.dsmz.de/microorganisms/medium/pdf/DSMZ_Medium382.pdf 382. MINERAL MEDIUM M9 for E. coli JM strains 10 x M9 salts (see below) 100.0 ml 1 M MgSO4 1.0 ml 0.1 M CaCl2 1.0 ml 1 M Thiamine-HCl x 2 H2O (filter-sterilized) 1.0 ml Glucose (20%) 10.0 ml Proline 20.0 mg Distilled water 900.0 ml The above solutions should be sterilized separately by filtration (thiamine, glucose) or autoclaving. 10 x M9 salts (per l): Na2HPO4 60.0 g KH2PO4 30.0 g NH4Cl 10.0 g NaCl 5.0 g Adjust pH to 7.4. © 2007 DSMZ GmbH - All rights reserved DSM strains: Carrine Blank An organic-rich, liquid culture medium comprised of 10 x M9 salts, magnesium sulfate, calcium chloride, thiamine hydrochloride, glucose, and proline. M9 minimal medium Minimal medium M9 DSMZ Medium 382 an aeration quality that inheres in a bearer by virtue of the amount of oxygen the bearer contains oxygen content high oxygen saturation oxygen high saturation (300%) oxygen content with high oxygen concentration hyperoxia decreased oxygen microaerobic microaerobiosis oxygen content with low oxygen concentration hypoxia A physical quality that inheres in a bearer by virtue of the amount of hydrogen ions it contains pH acid pH Experimental condition in which the pH of the water is lower than the pH of the controlled conditions. acidic alkaline pH Experimental condition in which the pH of the water is higher than the pH of the controlled conditions. basic Person:Alan Ruttenberg To say that each spatiotemporal region s temporally_projects_onto some temporal region t is to say that t is the temporal extension of s. (axiom label in BFO2 Reference: [080-003]) To say that spatiotemporal region s spatially_projects_onto spatial region r at t is to say that r is the spatial extent of s at t. (axiom label in BFO2 Reference: [081-003]) To say that each spatiotemporal region s temporally_projects_onto some temporal region t is to say that t is the temporal extension of s. (axiom label in BFO2 Reference: [080-003]) To say that spatiotemporal region s spatially_projects_onto spatial region r at t is to say that r is the spatial extent of s at t. (axiom label in BFO2 Reference: [081-003])