has part
BFO:0000051
chebi_ontology
false
has_part
has_part
electron
-1
0.000548579903
CHEBI:10545
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
[*-]
beta
beta(-)
beta-particle
chebi_ontology
e
e(-)
e-
electron
negatron
2-hydroxyglutarate(2-)
-2
146.022
146.09814
2-hydroxyglutarate
2-hydroxypentanedioate
A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxylic acid groups of 2-hydroxyglutaric acid.
Beilstein:5736650
C5H6O5
CHEBI:11596
HWXBTNAVRSUOJR-UHFFFAOYSA-L
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/p-2
MetaCyc:2-HYDROXYGLUTARIC_ACID
OC(CCC([O-])=O)C([O-])=O
Reaxys:5736650
chebi_ontology
4-amino-3-hydroxybutanoate
-1
118.050
118.11126
4-Amino-3-hydroxybutanoate
C4H8NO3
CAS:352-21-6
CHEBI:11955
InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/p-1
KEGG:C03678
NCC(O)CC([O-])=O
The conjugate base of gamma-amino-beta-hydroxybutyric acid arising from deprotonation of the carboxy group.
YQGDEPYYFWUPGO-UHFFFAOYSA-M
chebi_ontology
5-aminolevulinate
-1
130.050
130.12196
5-amino-4-oxopentanoate
Beilstein:3937762
C5H8NO3
CHEBI:12109
InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)/p-1
NCC(=O)CCC([O-])=O
ZGXJTSGNIOSYLO-UHFFFAOYSA-M
chebi_ontology
vitamin A
A group of fat-soluble retinoids produced via metabolism of provitamin A carotenoids. Vitamin A is involved in immune function, vision, reproduction, and cellular communication.
CHEBI:12777
Wikipedia:Vitamin_A
chebi_ontology
steroid aldehyde
Any steroid substituted by a formyl group.
CHEBI:131565
chebi_ontology
steroid aldehydes
Mycoplasma genitalium metabolite
Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
CHEBI:131604
Mycoplasma genitalium metabolites
chebi_ontology
C27-steroid
A steroid compound with a structure based on a 27-carbon (cholestane) skeleton.
C27-steroids
CHEBI:131619
chebi_ontology
C19-steroid
A steroid compound with a structure based on a 19-carbon (androstane) skeleton.
C19-steroids
CHEBI:131621
chebi_ontology
dicarboxylic acids and O-substituted derivatives
A class of carbonyl compound encompassing dicarboxylic acids and any derivatives obtained by substitution of either one or both of the carboxy hydrogens.
CHEBI:131927
chebi_ontology
dicarboxylic acids and derivatives
1,4-naphthoquinones
A naphthoquinone in which the oxo groups of the quinone moiety are at positions 1 and 4 of the parent naphthalene ring.
CHEBI:132142
chebi_ontology
hyaluronate
(C14H20NO11)n.H2O
-1
0.0
0.0
A carbohydrate acid derivative anion obtained by deprotonation of the carboxy groups of hyaluronic acid; major species at pH 7.3.
CHEBI:132153
chebi_ontology
hyaluronan
hyaluronate polyanion
citrate(4-)
-4
187.996
188.092
2-oxido-1,2,3-propanetricarboxylate
2-oxidopropane-1,2,3-tricarboxylate
A citrate anion obtained by deprotonation of the three carboxy groups as well as the hydroxy group of citric acid.
C(=O)([O-])C(CC(=O)[O-])(CC(=O)[O-])[O-]
C6H4O7
CHEBI:132362
Chemspider:34552020
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
chebi_ontology
citric acid tetraanion
bleaching agent
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.
CHEBI:132717
Wikipedia:Bleach
chebi_ontology
ethylmalonate
A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of ethylmalonic acid.
CHEBI:132938
chebi_ontology
ethylmalonate anion
ethylmalonic acid anion
ethylmalonate(2-)
-2
130.027
130.099
A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxylic acid groups of ethylmalonic acid.
C5H6O4
CHEBI:132939
InChI=1S/C5H8O4/c1-2-3(4(6)7)5(8)9/h3H,2H2,1H3,(H,6,7)(H,8,9)/p-2
Reaxys:3904851
UKFXDFUAPNAMPJ-UHFFFAOYSA-L
[O-]C(C(C(=O)[O-])CC)=O
chebi_ontology
ethylpropanedioate
2-hydroxyglutarate
2-hydroxyglutarate anion
2-hydroxyglutaric acid anion
A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of 2-hydroxyglutaric acid.
CHEBI:132941
chebi_ontology
oxalate
A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of oxalic acid.
CHEBI:132952
chebi_ontology
ethanedioic acid anion
ethanedioic acid anions
oxalate anion
oxalate anions
oxalates
oxalic acid anion
oxalic acid anions
methylsuccinate
2-methylbutanedioic acid anion
2-methylbutanedioic acid anions
A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of 3-methylsuccinic acid.
CHEBI:132961
chebi_ontology
methylsuccinate anion
methylsuccinates
methylsuccinic acid anion
methylsuccinic acid anions
hippurate
An N-acylglycinate obtained by deprotonation of the carboxy group of hippuric acid (N-benzoylglycine) and its derivatives.
CHEBI:132966
N-benzoylglycinate
N-benzoylglycinates
N-benzoylglycine anion
N-benzoylglycine anions
chebi_ontology
hippurates
5-ammoniolevulinic acid
+1
132.066
132.138
4-carboxy-2-oxobutan-1-aminium
5-aminolevulinic acid cation
5-aminolevulinic acid(1+)
A primary ammonium ion obtained by protonation of the amino group of 5-aminolevulinic acid.
C(C(=O)C[NH3+])CC(=O)O
C5H10NO3
CHEBI:132970
InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)/p+1
ZGXJTSGNIOSYLO-UHFFFAOYSA-O
chebi_ontology
bradykinin(2+)
+2
1-[(2S)-2-azaniumyl-5-carbamimidamidopentanoyl]-L-prolyl-L-prolylglycyl-L-phenylalanyl-L-seryl-L-prolyl-N-[(1S)-4-carbamimidamido-1-carboxylatobutyl]-L-phenylalaninamide
1-[(2S)-2-azaniumyl-5-{[azaniumyl(imino)methyl]amino}pentanoyl]-L-prolyl-L-prolylglycyl-L-phenylalanyl-L-seryl-L-prolyl-N-[(1S)-4-{[azaniumyl(imino)methyl]amino}-1-carboxylatobutyl]-L-phenylalaninamide
1061.577
1062.226
A peptide cation obtained by deprotonation of the carboxy group and protonation of the amino and guanidino groups of bradykinin; major species at pH 7.3.
C(=[NH2+])(NCCC[C@@H](C(=O)N1[C@H](C(N2[C@H](C(=O)NCC(N[C@H](C(N[C@H](C(=O)N3[C@H](C(=O)N[C@H](C(N[C@H](C([O-])=O)CCCNC(=[NH2+])N)=O)CC=4C=CC=CC4)CCC3)CO)=O)CC=5C=CC=CC5)=O)CCC2)=O)CCC1)[NH3+])N
C50H75N15O11
CHEBI:132988
InChI=1S/C50H73N15O11/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57)/p+2/t32-,33-,34-,35-,36-,37-,38-,39-/m0/s1
QXZGBUJJYSLZLT-FDISYFBBSA-P
chebi_ontology
radiosensitizing agent
A drug that makes increases the sensitivity of tumour cells to radiation therapy.
CHEBI:132992
PMID:12520460
Wikipedia:Radiosensitizer
chebi_ontology
radiosensitiser
radiosensitisers
radiosensitising agent
radiosensitising agents
radiosensitizer
radiosensitizers
radiosensitizing agents
3-hydroxydicarboxylate(2-)
-2
132.006
132.072
3-hydroxydicarboxylic acid dianion(2-)
A dicarboxylic acid dianion that results from the removal of a proton from both of the carboxylic acid groups of any 3-hydroxydicarboxylic acid.
C(*C(CC(=O)[O-])O)([O-])=O
C4H4O5R
CHEBI:133251
a 3-hydroxy dicarboxylic acid
chebi_ontology
saturated dicarboxylic acid dianion(2-)
-2
87.980
88.019
A carboxylic acid dianion obtained by deprotonation of both carboxy groups of any dicarboxylic acid that contains no carbon-carbon double bonds.
C2O4R
CHEBI:133291
[O-]C(*C([O-])=O)=O
a saturated dicarboxylic acid
chebi_ontology
saturated dicarboxylate(2-)
oxo dicarboxylic acid dianion
A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of any oxo dicarboxylic acid.
CHEBI:133294
chebi_ontology
oxo dicarboxylic acid
homovanillate
(4-hydroxy-3-methoxyphenyl)acetate
-1
181.050
181.166
3-methoxy-4-hydroxyphenylacetate
A hydroxy monocarboxylic acid anion which is obtained by deprotonation of the carboxy group of homovanillic acid.
C1=C(C(=CC(=C1)CC([O-])=O)OC)O
C9H9O4
CHEBI:133744
InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)/p-1
QRMZSPFSDQBLIX-UHFFFAOYSA-M
chebi_ontology
citrate anion
A tricarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of citric acid.
CHEBI:133748
chebi_ontology
citrate
citrate anions
volatile organic compound
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.
CHEBI:134179
VOC
VOCs
Wikipedia:Volatile_organic_compound
chebi_ontology
volatile organic compounds
alkanesulfonate oxoanion
-1
93.972
94.091
An alkanesulfonate in which the carbon at position 1 is attached to R, which can represent hydrogens, a carbon chain, or other groups.
C(S([O-])(=O)=O)*
CH2O3SR
CHEBI:134249
CHEBI:22318
MetaCyc:Alkanesulfonates
alkanesulfonate oxoanions
alkanesulfonates
an alkanesulfonate
chebi_ontology
guaiacols
0
1-hydroxy-2-methoxybenzenes
120.021
120.106
2-methoxyphenol
2-methoxyphenol derivative
2-methoxyphenol derivatives
2-methoxyphenols
Any phenol carrying an additional methoxy substituent at the ortho-position.
C1(=C(C(=C(C(=C1*)*)*)OC)O)*
C7H4O2R4
CHEBI:134251
CHEBI:13645
MetaCyc:Guaiacols
a guaiacol
catechol monomethyl ether
catechol monomethyl ethers
chebi_ontology
o-methoxyphenol
o-methoxyphenols
ortho-methoxyphenol
ortho-methoxyphenols
allylic alcohol
0
53.003
53.040
An alcohol where the hydroxy group is attached to a saturated carbon atom adjacent to a double bond (R groups may be H, organyl, etc.).
C(C(=C(*)*)*)(O)(*)*
C3HOR5
CHEBI:134361
allylic alcohols
chebi_ontology
primary allylic alcohol
0
55.018
55.055
An allylic alcohol in which the carbon atom that links the double bond to the hydroxy group is also attached to two hydrogens.
C(C(=C(*)*)*)(O)([H])[H]
C3H3OR3
CHEBI:134394
chebi_ontology
primary allylic alcohols
3-oxo-5alpha-steroid
0
273.222
273.434
3-oxo 5alpha- steroid
3-oxo 5alpha- steroids
3-oxo 5alpha-steroids
A 3-oxo steroid that has alpha configuration at position 5.
C12C(C3C(C(CC3)*)(C)CC1)CC[C@@]4(C2(CCC(C4)=O)C)[H]
C19H29OR
CHEBI:13601
CHEBI:1622
CHEBI:20150
KEGG:C02940
MetaCyc:3-Oxo-5-Alpha-Steroids
a 3-oxo-5alpha-steroid
chebi_ontology
glycol
A diol in which the two hydroxy groups are on different carbon atoms, usually but not necessarily adjacent.
CHEBI:13643
Glykol
a glycol
chebi_ontology
glycols
3-oxo-Delta(4)-steroid group
0
94.042
94.111
An organic group derived from any 3-oxo-Delta(4)-steroid.
C1=C(C*)*C(CC1=O)*
C6H6O
CHEBI:136849
a 3-oxo-Delta4-steroid group
chebi_ontology
pro-agent
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.
CHEBI:136859
PMID:26449612
chebi_ontology
pro-agents
proagent
proagents
5beta steroid
5beta steroids
5beta-steroid
5beta-steroids
Any steroid that has beta-configuration at position 5.
CHEBI:136889
chebi_ontology
quinine(1+)
(9R)-9-hydroxy-6'-methoxy-8alpha-cinchonan-1-ium
+1
325.192
325.42470
C20H25N2O2
CHEBI:137041
InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/p+1/t13-,14-,19-,20+/m0/s1
LOUPRKONTZGTKE-WZBLMQSHSA-O
The monoprotonated form of quinine, the predominant species at pH7.3.
[H][C@]1(C[C@@H]2CC[N@H+]1C[C@@H]2C=C)[C@H](O)c1ccnc2ccc(OC)cc12
chebi_ontology
quinine
tertiary ammonium ion
+1
15.011
15.015
An organic cation obtained by protonation of any tertiary amine.
CHEBI:137982
HNR3
[NH+](*)(*)*
a tertiary amine
chebi_ontology
tertiary amine(1+)
tertiary ammonium ions
3-(1-methylpyrrolidin-2-yl)pyridine
0
162.116
162.232
3-(1-methylpyrrolidin-2-yl)pyridine
An N-alkylpyrrolidine that consists of N-methylpyrrolidine bearing a pyridin-3-yl substituent at position 2.
C10H14N2
C=1C=C(C2N(CCC2)C)C=NC1
CHEBI:138000
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3
SNICXCGAKADSCV-UHFFFAOYSA-N
chebi_ontology
endocrine disruptor
Any compound that can disrupt the functions of the endocrine (hormone) system
CHEBI:138015
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
inorganic acid
A Bronsted acid derived from one or more inorganic compounds. Inorganic acids (also known as mineral acids) form hydrons and conjugate base ions when dissolved in water.
CHEBI:138103
Wikipedia:Mineral_acid
chebi_ontology
inorganic acids
mineral acid
mineral acids
Delta(5),Delta(7)-sterol
0
271.206
271.418
Any sterol containing two double bonds between positions 5-6 and 7-8.
C12C(C3C(C(CC3)*)(C)CC1)=CC=C4C2(CCC(C4)O)C
C19H27OR
CHEBI:138131
MetaCyc:Delta5-Delta7-Steroids
a Delta(5),Delta(7)-sterol
chebi_ontology
17alpha-hydroxy-C21-steroid
0
304.277
304.511
Any C21-steroid carrying a hydroxy substituent at the 17alpha-position. Note that individual examples may have ring substituents at other positions and/or contain double bonds, aromatic A-rings, expanded/contracted rings etc., so the formula and mass may vary from that given for the generic structure.
C1CCCC2C1(C3C(CC2)C4C(CC3)([C@](CC4)(CC)O)C)C
C21H36O
CHEBI:138141
InChI=1S/C21H36O/c1-4-21(22)14-11-18-16-9-8-15-7-5-6-12-19(15,2)17(16)10-13-20(18,21)3/h15-18,22H,4-14H2,1-3H3/t15?,16?,17?,18?,19?,20?,21-/m1/s1
JSIVWCLRCGAVHN-ILZKQPLKSA-N
MetaCyc:17a-hydroxy-C21-steroids
a 17alpha-hydroxy-C21-steroid
chebi_ontology
bile acids
Any member of a group of hydroxy steroids occuring in bile, where they are present as the sodium salts of their amides with glycine or taurine. In mammals bile acids almost invariably have 5beta-configuration, while in lower vertebrates, some bile acids, known as allo-bile acids, have 5alpha-configuration.
CHEBI:138366
chebi_ontology
apoprotein
An apoprotein is a protein devoid of its characteristic prosthetic group or metal.
CHEBI:13850
KEGG:C16240
apoprotein
apoproteins
chebi_ontology
gas molecular entity
Any main group molecular entity that is gaseous at standard temperature and pressure (STP; 0degreeC and 100 kPa).
CHEBI:138675
Wikipedia:https://en.wikipedia.org/wiki/Gas
chebi_ontology
gas molecular entities
gaseous molecular entities
gaseous molecular entity
carotenoid beta-end group
0
255.211
255.418
Any carotenoid derivative with an beta-end group
C1(=C(CCCC1(C)C)C)/C=C/C(=C/C=C/C(=C/*)/C)/C
C19H27R
CHEBI:139120
MetaCyc:Carotenoid-beta-end-group
a carotenoid beta-end derivative
chebi_ontology
carbamate
-1
60.009
60.03212
Beilstein:3903503
CAS:302-11-4
CH2NO2
CHEBI:13941
Carbamat
Gmelin:239604
InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)/p-1
KXDHJXZQYSOELW-UHFFFAOYSA-M
Karbamat
NC([O-])=O
carbamate
carbamate ion
carbamic acid, ion(1-)
chebi_ontology
alpha-hydroxy ketone
An alpha-oxyketone that has a hydroxy group as the alpha-oxy moiety.
CHEBI:139588
PMID:15326516
PMID:19908854
PMID:20382022
PMID:23295224
alpha-hydroxy ketones
alpha-hydroxy-ketone
alpha-hydroxy-ketones
alpha-hydroxyketone
alpha-hydroxyketones
chebi_ontology
retinoid anion
A carboxylic acid anion obtained by deprotonation of any retinoid carboxy group.
CHEBI:139589
chebi_ontology
retinoate
retinoates
retinoid anions
retinoid carboxylate anion
retinoid carboxylate anions
retinoid carboxylic acid anion
retinoid carboxylic acid anions
primary alpha-hydroxy ketone
*C(C(O)([H])[H])=O
0
59.013
59.044
An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a -CH2 (methylene) group.
C2H3O2R
CHEBI:139590
chebi_ontology
primary alpha-hydroxy ketones
primary alpha-hydroxy-ketone
primary alpha-hydroxy-ketones
primary alpha-hydroxyketone
primary alpha-hydroxyketones
tertiary alpha-hydroxy ketone
0
56.998
57.028
An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing two organyl groups.
C(C(=O)*)(O)(*)*
C2HO2R3
CHEBI:139592
chebi_ontology
tertiary alpha-hydroxy ketones
tertiary alpha-hydroxy-ketone
tertiary alpha-hydroxy-ketones
tertiary alpha-hydroxyketone
tertiary alpha-hydroxyketones
secondary carboxamide
0
43.006
43.025
A carboxamide resulting from the formal condensation of a carboxylic acid with a primary amine; formula RC(=O)NHR(1).
CHEBI:140325
CHNOR2
N(C(*)=O)(*)[H]
chebi_ontology
secondary carboxamides
fatty acid 4:0
*C(O)=O
0
44.998
45.017
Any saturated fatty acid containing 4 carbons.
CHEBI:140601
CHO2R
chebi_ontology
alkylcob(III)alamin
0
1328.564
1329.350
C62H88CoN13O14PR
CHEBI:140785
MetaCyc:CPD-20938
[Co-3]1234(N5C6=C(C7=[N+]4C(=CC8=[N+]3C(=C(C9=[N+]2[C@@]([C@]5([C@@H]([C@@]6(C)CCC(=O)NC[C@H](OP(O[C@@H]%10[C@H](O[C@H](N%11C=[N+]1C%12=CC(=C(C=C%12%11)C)C)[C@@H]%10O)CO)(=O)[O-])C)CC(=O)N)[H])([C@]([C@@H]9CCC(N)=O)(CC(=O)N)C)C)C)[C@](C)([C@@H]8CCC(=O)N)CC(N)=O)C([C@@H]7CCC(=O)N)(C)C)C)*
an alkylcob(III)alamin
chebi_ontology
24G7 epitope
0
134.048
134.136
An antigenic epitope recognized by an anti-bilirubin monoclonal antibody designated 24G7. A substructure of bilirubin IXalpha, it is the region containing the oxo group at C-1, the methyl group at C-2, C-(4, 5, 6, 9), and N-21 and -22.
C(=CC(NC(=*)*)=*)(NC(C(C)=*)=O)*
C7H6N2O
CHEBI:142163
chebi_ontology
purines D-ribonucleoside
0
251.078
251.219
A purine ribonucleoside that is a purine derivative attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.
C1(=*)NC(=NC2=C1N=CN2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)*
C10H11N4O4R2
CHEBI:142355
a purine D-ribonucleoside
chebi_ontology
glutamate(1-)
-1
146.045
146.12136
2-ammoniopentanedioate
An alpha-amino-acid anion that is the conjugate base of glutamic acid, having anionic carboxy groups and a cationic amino group
C5H8NO4
CHEBI:14321
Gmelin:327908
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-1
WHUUTDBJXJRKMK-UHFFFAOYSA-M
[NH3+]C(CCC([O-])=O)C([O-])=O
chebi_ontology
glutamate
glutamate(1-)
glutamic acid monoanion
hydrogen glutamate
electron donor
A molecular entity that can transfer an electron to another molecular entity.
CHEBI:15022
Elektronendonator
chebi_ontology
donneur d'electron
electron donor
retinal
0
284.214
284.43572
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal
An enal that consists of 3,7-dimethyl-9-nona-2,4,6,8-tetraenal (double bond geometry unspecified) carrying a 2,6,6-trimethylcyclohex-1-en-1-yl group at the 9-position.
C20H28O
CHEBI:15035
InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3
MetaCyc:Retinals
NCYCYZXNIZJOKI-UHFFFAOYSA-N
Reaxys:2055098
[H]C(=O)C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C
chebi_ontology
retinal
retinoate
-1
299.201
299.42718
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
C20H27O2
CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC([O-])=O
CHEBI:15036
InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/p-1
SHGAZHPCJJPHSC-UHFFFAOYSA-M
chebi_ontology
retinoate
sulfide(2-)
-2
31.972
32.06600
A divalent inorganic anion obtained by removal of both protons from hydrogen sulfide.
CAS:18496-25-8
CHEBI:15138
InChI=1S/S/q-2
S
S(2-)
Sulfide
UCKMPCXJQFINFW-UHFFFAOYSA-N
UM-BBD_compID:c0569
[S--]
chebi_ontology
sulfanediide
sulfide
sulfide(2-)
sulphide
xanthine
A purine nucleobase found in humans and other organisms.
C5H4N4O2
CHEBI:15318
ECMDB:ECMDB00292
KNApSAcK:C00019660
PMID:24629268
YMDB:YMDB00263
chebi_ontology
acceptor
A
A molecular entity that can accept an electron, a pair of electrons, an atom or a group from another molecular entity.
Acceptor
Akzeptor
CHEBI:13699
CHEBI:15339
CHEBI:2377
Hydrogen-acceptor
KEGG:C00028
KEGG:C16722
Oxidized donor
accepteur
acceptor
chebi_ontology
acetone
0
2-Propanone
58.042
58.07914
A methyl ketone that consists of propane bearing an oxo group at C2.
ACETONE
Aceton
Acetone
Azeton
Beilstein:635680
C3H6O
CAS:67-64-1
CC(C)=O
CHEBI:13708
CHEBI:15347
CHEBI:22182
CHEBI:2398
CHEBI:40571
CSCPPACGZOOCGX-UHFFFAOYSA-N
Dimethyl ketone
Dimethylketon
Gmelin:1466
HMDB:HMDB0001659
InChI=1S/C3H6O/c1-3(2)4/h1-2H3
KEGG:C00207
KEGG:D02311
LIPID_MAPS_instance:LMFA12000057
MetaCyc:ACETONE
PDBeChem:ACN
PMID:17190852
PMID:17347819
Propanon
Pyroacetic ether
Reaxys:635680
UM-BBD_compID:c0556
Wikipedia:Acetone
acetone
beta-Ketopropane
chebi_ontology
dimethylcetone
dimethylketone
methyl ketone
propan-2-one
propanone
choline
+1
104.108
104.17080
2-hydroxy-N,N,N-trimethylethanaminium
A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function.
Beilstein:1736748
Bilineurine
C5H14NO
CAS:62-49-7
CHEBI:13985
CHEBI:15354
CHEBI:23212
CHEBI:3665
CHEBI:41524
CHOLINE ION
C[N+](C)(C)CCO
Choline
DrugBank:DB00122
Drug_Central:3097
ECMDB:ECMDB00097
Gmelin:324597
HMDB:HMDB0000097
InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1
KEGG:C00114
KEGG:D07690
KNApSAcK:C00007298
MetaCyc:CHOLINE
N,N,N-trimethylethanol-ammonium
N-trimethylethanolamine
OEYIOHPDSNJKLS-UHFFFAOYSA-N
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
chebi_ontology
choline
trimethylethanolamine
acetylcholine
+1
146.118
146.20748
2-acetyloxy-N,N,N-trimethylethanaminium
ACETYLCHOLINE
ACh
Acetylcholine
Actylcholine is an ester of acetic acid and choline, which acts as a neurotransmitter.
Azetylcholin
Beilstein:1764436
C7H16NO2
CAS:51-84-3
CC(=O)OCC[N+](C)(C)C
CHEBI:12686
CHEBI:13715
CHEBI:15355
CHEBI:22197
CHEBI:2416
CHEBI:40559
DrugBank:DB03128
Drug_Central:65
Gmelin:326108
InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1
KEGG:C01996
LINCS:LSM-5888
O-Acetylcholine
OIPILFWXSMYKGL-UHFFFAOYSA-N
PDBeChem:ACH
PMID:14764638
PMID:15014918
PMID:15231705
PMID:15361288
PMID:18050502
PMID:18407448
PMID:19255787
PMID:20963497
PMID:21130809
PMID:21246223
PMID:21545631
PMID:21601579
Wikipedia:Acetylcholine
acetylcholine
chebi_ontology
choline acetate
cysteine
0
121.020
121.15922
2-Amino-3-mercaptopropionic acid
2-amino-3-mercaptopropanoic acid
2-amino-3-sulfanylpropanoic acid
A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.
Beilstein:1721406
C
C3H7NO2S
CAS:3374-22-9
CHEBI:14061
CHEBI:15356
CHEBI:23508
CHEBI:4050
Cys
Cystein
Cysteine
Gmelin:2933
Hcys
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)
KEGG:C00736
KNApSAcK:C00001351
KNApSAcK:C00007323
NC(CS)C(O)=O
PMID:17439666
PMID:25181601
Reaxys:1721406
Wikipedia:Cysteine
XUJNEKJLAYXESH-UHFFFAOYSA-N
Zystein
chebi_ontology
cisteina
cysteine
pyruvate
-1
2-oxopropanoate
2-oxopropanoate
2-oxopropanoic acid, ion(1-)
87.008
87.05412
A 2-oxo monocarboxylic acid anion that is the conjugate base of pyruvic acid, arising from deprotonation of the carboxy group.
Beilstein:3587721
C3H3O3
CAS:57-60-3
CC(=O)C([O-])=O
CHEBI:14987
CHEBI:15361
CHEBI:26462
Gmelin:2502
InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)/p-1
KEGG:C00022
LCTONWCANYUPML-UHFFFAOYSA-M
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
chebi_ontology
pyruvate
acetic acid
0
60.021
60.05200
A simple monocarboxylic acid containing two carbons.
ACETIC ACID
AcOH
Acetic acid
Beilstein:506007
C2H4O2
CAS:64-19-7
CC(O)=O
CH3-COOH
CH3CO2H
CHEBI:15366
CHEBI:22169
CHEBI:2387
CHEBI:40486
Drug_Central:4211
E 260
E-260
E260
Essigsaeure
Ethanoic acid
Ethylic acid
Gmelin:1380
HMDB:HMDB0000042
HOAc
INS No. 260
InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)
KEGG:C00033
KEGG:D00010
KNApSAcK:C00001176
LIPID_MAPS_instance:LMFA01010002
MeCO2H
MeCOOH
MetaCyc:ACET
Methanecarboxylic acid
PDBeChem:ACT
PDBeChem:ACY
PMID:12005138
PMID:15107950
PMID:16630552
PMID:16774200
PMID:17190852
PMID:19416101
PMID:19469536
PMID:22153255
PMID:22173419
PPDB:1333
QTBSBXVTEAMEQO-UHFFFAOYSA-N
Reaxys:506007
Wikipedia:Acetic_acid
acetic acid
acide acetique
chebi_ontology
ethoic acid
all-trans-retinoic acid
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid
0
3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoic acid (ECL)
300.209
300.43512
A retinoic acid in which all four exocyclic double bonds have E- (trans-) geometry.
AGN 100335
Acide retinoique (French) (DSL)
Beilstein:2057223
C20H28O2
CAS:302-79-4
CC(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(C)=C/C(O)=O
CHEBI:15367
CHEBI:45376
CHEBI:8815
DrugBank:DB00755
Drug_Central:2722
HMDB:HMDB0001852
InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+
KEGG:C00777
KEGG:D00094
LIPID_MAPS_instance:LMPR01090019
PDBeChem:REA
PMID:11073974
PMID:11214352
PMID:11332619
PMID:11343416
PMID:11437362
PMID:11556813
PMID:11722649
PMID:11896294
PMID:11904404
PMID:14581379
PMID:14605492
PMID:14627725
PMID:14704332
PMID:14705145
PMID:14978018
PMID:15194426
PMID:15318809
PMID:15327395
PMID:15359008
PMID:15376324
PMID:15476854
PMID:15537748
PMID:15539337
PMID:15675886
PMID:15839997
PMID:16569247
PMID:16685080
PMID:16688769
PMID:16720557
PMID:16819260
PMID:16847436
PMID:16920920
PMID:17073551
PMID:17166212
PMID:17204142
PMID:18052213
PMID:18085670
PMID:18162363
PMID:18183617
PMID:18318655
PMID:18322276
PMID:18400206
PMID:18404486
PMID:18440196
PMID:18678272
PMID:18819820
PMID:18977311
PMID:19112091
PMID:19144697
PMID:19427305
PMID:19587328
PMID:19597529
PMID:19814868
PMID:19841174
PMID:21898109
PMID:21924320
PMID:21993673
PMID:22134377
PMID:22177959
PMID:22180426
PMID:22244299
PMID:22261335
PMID:22428994
PMID:22514600
PMID:22532966
PMID:22534100
PMID:22538278
PMID:22741806
RETINOIC ACID
Reaxys:2057223
Renova
Retin-A
Retinoic acid
Retisol-A
Ro 1-5488
SHGAZHPCJJPHSC-YCNIQYBTSA-N
Stieva-A
Tretin M
Tretinoine (French) (EINECS)
Vesanoid
Vitamin A acid
Wikipedia:Tretinoin
all-(E)-Retinoic acid
all-trans-Retinoic acid
all-trans-Tretinoin
all-trans-Vitamin A acid
all-trans-Vitamin A1 acid
all-trans-beta-Retinoic acid
beta-Retinoic acid
chebi_ontology
trans-Retinoic acid
tretinoin
biopterin
0
2-Amino-6-(1,2-dihydroxypropyl)-4(1H)-pteridinone
2-amino-6-(1,2-dihydroxypropyl)-4(1H)-pteridinone
2-amino-6-(1,2-dihydroxypropyl)pteridin-4(3H)-one
237.086
237.21554
A pterin derivative that consists of pterin bearing amino, oxo and 1,2-dihydroxypropyl substituents at positions 2, 4 and 6 respectively. The parent of the class of biopterins; the L-erythro isomer occurs widely in nature.
Biopterin
C9H11N5O3
CAS:22150-76-1
CC(O)C(O)c1cnc2nc(N)[nH]c(=O)c2n1
CHEBI:13904
CHEBI:15373
CHEBI:22880
CHEBI:3107
DrugBank:DB03886
InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)
KEGG:C06313
LHQIJBMDNUYRAM-UHFFFAOYSA-N
PMID:22770225
Reaxys:234314
Wikipedia:Biopterin
chebi_ontology
water
0
18.011
18.01530
An oxygen hydride consisting of an oxygen atom that is covalently bonded to two hydrogen atoms.
BOUND WATER
Beilstein:3587155
CAS:7732-18-5
CHEBI:10743
CHEBI:13352
CHEBI:15377
CHEBI:27313
CHEBI:42043
CHEBI:42857
CHEBI:43228
CHEBI:44292
CHEBI:44701
CHEBI:44819
CHEBI:5585
Gmelin:117
H2O
H2O
HMDB:HMDB0002111
HOH
InChI=1S/H2O/h1H2
KEGG:C00001
KEGG:D00001
MetaCyc:WATER
MolBase:1
PDBeChem:HOH
PDBeChem:MTO
Reaxys:3587155
WATER
Wasser
Water
Wikipedia:Water
XLYOFNOQVPJJNP-UHFFFAOYSA-N
[H]O[H]
[OH2]
acqua
agua
aqua
chebi_ontology
dihydridooxygen
dihydrogen oxide
eau
hydrogen hydroxide
oxidane
water
dioxygen
0
31.990
31.99880
CAS:7782-44-7
CHEBI:10745
CHEBI:13416
CHEBI:15379
CHEBI:23833
CHEBI:25366
CHEBI:30491
CHEBI:44742
CHEBI:7860
Disauerstoff
E 948
E-948
E948
Gmelin:485
HMDB:HMDB0001377
InChI=1S/O2/c1-2
KEGG:C00007
KEGG:D00003
MYMOFIZGZYHOMD-UHFFFAOYSA-N
MetaCyc:OXYGEN-MOLECULE
MolBase:750
O2
O2
O=O
OXYGEN MOLECULE
Oxygen
PDBeChem:OXY
PMID:10906528
PMID:16977326
PMID:18210929
PMID:18638417
PMID:19840863
PMID:7710549
PMID:9463773
Wikipedia:Oxygen
[OO]
chebi_ontology
dioxygen
dioxygene
molecular oxygen
ATP
0
506.996
507.18100
ADENOSINE-5'-TRIPHOSPHATE
ATP
Adenosine 5'-triphosphate
Adenosine triphosphate
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.
Beilstein:73010
C10H16N5O13P3
CAS:56-65-5
CHEBI:10789
CHEBI:10841
CHEBI:13236
CHEBI:15422
CHEBI:22249
CHEBI:2359
CHEBI:40938
DrugBank:DB00171
Drug_Central:91
Gmelin:34857
H4atp
HMDB:HMDB0000538
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
KEGG:C00002
KEGG:D08646
KNApSAcK:C00001491
Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
PDBeChem:ATP
Patent:US3079379
Reaxys:73010
Wikipedia:Adenosine_triphosphate
ZKHQWZAMYRWXGA-KQYNXXCUSA-N
adenosine 5'-(tetrahydrogen triphosphate)
chebi_ontology
glycine
0
75.032
75.06664
Aminoacetic acid
Aminoessigsaeure
Beilstein:635782
C2H5NO2
CAS:56-40-6
CHEBI:10792
CHEBI:14344
CHEBI:15428
CHEBI:24368
CHEBI:42964
CHEBI:5460
DHMQDGOQFOQNFH-UHFFFAOYSA-N
DrugBank:DB00145
Drug_Central:1319
ECMDB:ECMDB00123
G
GLYCINE
Gly
Glycin
Glycine
Glycocoll
Glykokoll
Glyzin
Gmelin:1808
H2N-CH2-COOH
HMDB:HMDB0000123
Hgly
InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)
KEGG:C00037
KEGG:D00011
KNApSAcK:C00001361
Leimzucker
MetaCyc:GLY
NCC(O)=O
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
The simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain.
Wikipedia:Glycine
YMDB:YMDB00016
aminoacetic acid
aminoethanoic acid
chebi_ontology
glycine
squalene
(6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene
(all-E)-2,6,10,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaene
0
410.391
410.71800
A triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration.
Beilstein:1728920
C30H50
CAS:111-02-4
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C
CHEBI:10795
CHEBI:10843
CHEBI:15104
CHEBI:15440
CHEBI:26746
CHEBI:9245
InChI=1S/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+
KEGG:C00751
KNApSAcK:C00003755
LIPID_MAPS_instance:LMPR0106010002
PMID:16341241
PMID:24362891
Spinacene
Squalene
Supraene
YYGNTYWPHWGJRM-AAJYLUCBSA-N
chebi_ontology
squalene
prostaglandin E2
(15S)-prostaglandin E2
(5Z,11alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoate
(5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid
(E,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoic acid
(Z)-7-((1R,2R,3R)-3-hydroxy-2-((S,E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acid
0
352.225
352.46510
Beilstein:2224724
C20H32O5
CAS:363-24-6
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O
CHEBI:10910
CHEBI:10911
CHEBI:114125
CHEBI:15551
CHEBI:26323
CHEBI:4625
CHEBI:8512
Dinoproston
Dinoprostone
DrugBank:DB00917
Drug_Central:913
HMDB:HMDB0001220
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
KEGG:C00584
KEGG:D00079
LIPID_MAPS_instance:LMFA03010003
MetaCyc:5Z13E-15S-1115-DIHYDROXY-9-OXOPROS
PGE2
PMID:24501112
PMID:7224729
PMID:7836930
Patent:DE2011969
Patent:GB851827
Patent:NL6505799
Patent:US3598858
Prepidil
Propess
Prostaglandin E2
Prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins.
Prostin E2
Reaxys:2224724
Wikipedia:Prostaglandin_E2
XEYBRNLFEZDVAW-ARSRFYASSA-N
chebi_ontology
dinoprostona
dinoprostone
dinoprostonum
sarcosine
(methylamino)acetic acid
(methylamino)ethanoic acid
0
89.048
89.09322
A N-alkylglycine that is the N-methyl derivative of glycine. It is an intermediate in the metabolic pathway of glycine.
Beilstein:1699442
C3H7NO2
CAS:107-97-1
CHEBI:10876
CHEBI:12609
CHEBI:15065
CHEBI:15611
CHEBI:21765
CHEBI:45381
CHEBI:45442
CHEBI:45531
CHEBI:45614
CHEBI:9029
CNCC(O)=O
FSYKKLYZXJSNPZ-UHFFFAOYSA-N
Gmelin:2018
HMDB:HMDB0000271
InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)
KEGG:C00213
L-sarcosine
MeGly
MetaCyc:SARCOSINE
N-Methylglycine
N-methylaminoacetic acid
PDBeChem:SAR
PMID:11272730
PMID:11850512
PMID:15023571
PMID:15331688
PMID:16154544
PMID:17095900
PMID:17190852
PMID:17901997
PMID:19433577
PMID:19577367
PMID:19619564
PMID:19944746
Reaxys:1699442
SARCOSINE
Sar
Sarcosine
UM-BBD_compID:c0135
Wikipedia:Sarcosine
chebi_ontology
methylaminoacetic acid
sarcosine
sarcosinic acid
5-methyltetrahydrofolic acid
0
459.187
459.45580
5-Methyltetrahydrofolate
C20H25N7O6
CAS:134-35-0
CHEBI:12146
CHEBI:15641
CHEBI:2097
CN1[C@@H](CNc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNc2nc(N)[nH]c(=O)c12
DrugBank:DB04789
InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12-,13-/m0/s1
KEGG:C00440
KNApSAcK:C00007252
N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid
N-[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
ZNOVTXRBGFNYRX-STQMWFEESA-N
[(6S)-5-methyl-5,6,7,8-tetrahydropteroyl]glutamate
chebi_ontology
allantoin
(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
Allantoin
An imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen.
C4H6N4O3
CAS:97-59-6
CHEBI:13761
CHEBI:15676
CHEBI:22354
CHEBI:2594
Drug_Central:4268
Glyoxyldiureide
HMDB:HMDB0000462
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)
KEGG:C01551
KEGG:D00121
KNApSAcK:C00007468
LINCS:LSM-5190
MetaCyc:ALLANTOIN
N-(2,5-Dioxo-4-imidazolidinyl)urea
N-(2,5-dioxoimidazolidin-4-yl)urea
NC(=O)NC1NC(=O)NC1=O
PMID:11157020
PMID:14619112
PMID:17190852
POJWUDADGALRAB-UHFFFAOYSA-N
Patent:US2158098
Reaxys:83514
Wikipedia:Allantoin
allantoin
chebi_ontology
aldose
0
90.07790
Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals.
Aldose
C2H4O2(CH2O)n
CHEBI:13755
CHEBI:15693
CHEBI:22305
CHEBI:2561
KEGG:C01370
Wikipedia:Aldose
aldoses
an aldose
chebi_ontology
L-alpha-amino acid
0
74.024
74.05870
Any alpha-amino acid having L-configuration at the alpha-carbon.
C2H4NO2R
CHEBI:13072
CHEBI:13243
CHEBI:13797
CHEBI:15705
CHEBI:21224
CHEBI:6175
KEGG:C00151
L-2-Amino acid
L-Amino acid
L-alpha-amino acid
L-alpha-amino acids
L-alpha-amino acids
N[C@@H]([*])C(O)=O
chebi_ontology
carnosine
0
226.107
226.23262
A dipeptide that is the N-(beta-alanyl) derivative of L-histidine.
C9H14N4O3
CAS:305-84-0
CHEBI:13948
CHEBI:15727
CHEBI:23040
CHEBI:3428
CQOVPNPJLQNMDC-ZETCQYMHSA-N
Carnosine
HMDB:HMDB0000033
InChI=1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1
KEGG:C00386
MetaCyc:CARNOSINE
N(alpha)-(beta-alanyl)-L-histidine
NCCC(=O)N[C@@H](Cc1c[nH]cn1)C(O)=O
Nalpha-(beta-alanyl)-L-histidine
PMID:16804013
PMID:18019400
PMID:18076890
PMID:18773880
PMID:24398899
Reaxys:87671
Wikipedia:Carnosine
chebi_ontology
primary alcohol
*C(O)([H])[H]
0
1-Alcohol
31.018
31.034
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.
CH3OR
CHEBI:13676
CHEBI:14887
CHEBI:15734
CHEBI:26262
CHEBI:57489
CHEBI:8406
KEGG:C00226
Primary alcohol
a primary alcohol
chebi_ontology
primary alcohols
formate
-1
44.998
45.01744
A monocarboxylic acid anion that is the conjugate base of formic acid. Induces severe metabolic acidosis and ocular injury in human subjects.
BDAGIHXWWSANSR-UHFFFAOYSA-M
Beilstein:1901205
CAS:71-47-6
CHEBI:14276
CHEBI:15740
CHEBI:24081
CHO2
Gmelin:1006
HCO2 anion
HMDB:HMDB0000142
InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)/p-1
KEGG:C00058
MetaCyc:FORMATE
PMID:17190852
PMID:3946945
Reaxys:1901205
UM-BBD_compID:c0106
Wikipedia:Formate
[H]C([O-])=O
aminate
chebi_ontology
formate
formiate
formic acid, ion(1-)
formylate
hydrogen carboxylate
methanoate
hexadecanoic acid
0
1-Pentadecanecarboxylic acid
1-hexyldecanoic acid
16:00
256.240
256.42410
A straight-chain, sixteen-carbon, saturated long-chain fatty acid.
Beilstein:607489
C16
C16 fatty acid
C16:0
C16H32O2
CAS:57-10-3
CCCCCCCCCCCCCCCC(O)=O
CH3-[CH2]14-COOH
CHEBI:14730
CHEBI:15756
CHEBI:233028
CHEBI:24540
CHEBI:24541
CHEBI:24542
CHEBI:24550
CHEBI:29889
CHEBI:35978
CHEBI:44952
DrugBank:DB03796
FA 16:0
Gmelin:190200
HMDB:HMDB0000220
Hexadecanoate
Hexadecylic acid
Hexaectylic acid
IPCSVZSSVZVIGE-UHFFFAOYSA-N
InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)
KEGG:C00249
KEGG:D05341
KNApSAcK:C00001233
KNApSAcK:C00030479
LIPID_MAPS_instance:LMFA01010001
MetaCyc:PALMITATE
PALMITIC ACID
PDBeChem:PLM
PMID:12492626
PMID:15357969
PMID:1589452
PMID:16509590
PMID:16884313
PMID:17439666
PMID:17502136
PMID:20001317
PMID:22735334
PMID:25584012
PMID:28600633
PPDB:1336
Palmitate
Palmitic acid
Palmitinic acid
Palmitinsaeure
Pentadecanecarboxylic acid
Reaxys:607489
Wikipedia:Palmitic_acid
cetylic acid
chebi_ontology
hexadecanoic acid
hexadecoic acid
n-hexadecanoic acid
n-hexadecoic acid
palmitic acid
N-acyl-D-amino acid
0
101.011
101.06080
Any N-acyl-amino acid in which the amino acid moiety has D configuration.
C3H3NO3R2
CHEBI:12474
CHEBI:15778
CHEBI:21631
CHEBI:7224
OC(=O)[C@@H]([*])NC([*])=O
chebi_ontology
malonate(2-)
(-)OOC-CH2-COO(-)
-2
101.995
102.04558
A dicarboxylic acid dianion obtained by the deprotonation of the carboxy groups of malonic acid.
Beilstein:3904386
C3H2O4
CAS:156-80-9
CHEBI:14563
CHEBI:15792
CHEBI:25130
CHEBI:44151
DrugBank:DB02201
Gmelin:141932
InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)/p-2
KEGG:C00383
MALONATE ION
OFOBLEOULBTSOW-UHFFFAOYSA-L
PDBeChem:MLI
Reaxys:3904386
[O-]C(=O)CC([O-])=O
chebi_ontology
malo
malonate
malonic acid, ion(2-)
propanedioate
propanedioic acid, ion(2-)
(R)-2-hydroxyglutarate(2-)
(2R)-2-hydroxypentanedioate
(R)-2-hydroxyglutarate
-2
146.022
146.09814
A 2-hydroxyglutarate(2-) that has (2R)-configuration.
C5H6O5
CHEBI:10974
CHEBI:15801
CHEBI:18650
HWXBTNAVRSUOJR-GSVOUGTGSA-L
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/p-2/t3-/m1/s1
KEGG:C01087
MetaCyc:R-2-HYDROXYGLUTARATE
O[C@H](CCC([O-])=O)C([O-])=O
chebi_ontology
isoamylol
0
1-HYDROXY-3-METHYLBUTANE
2-methyl-4-butanol
3-Methylbutanol
3-methyl-1-butanol
3-methylbutan-1-ol
3-methylbutanol
88.089
88.14818
An primary alcohol that is butan-1-ol in which a hydrogen at position 3 has been replaced by a methyl group.
Beilstein:1718835
C5H12O
CAS:123-51-3
CC(C)CCO
CHEBI:11855
CHEBI:15837
CHEBI:1597
CHEBI:20125
CHEBI:43359
DrugBank:DB02296
Gmelin:49460
HMDB:HMDB0006007
InChI=1S/C5H12O/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3
Iso-amylalkohol
Isoamyl alcohol
Isopentyl alcohol
Isopentylalkohol
KEGG:C07328
PDBeChem:IP3
PHTQWCKDNZKARW-UHFFFAOYSA-N
PMID:23043843
PMID:23698045
PMID:24487533
PMID:24767042
PMID:24804072
PMID:24862930
Reaxys:1718835
YMDB:YMDB00570
alcool isoamylique
chebi_ontology
i-amyl alcohol
isoamylol
isobutylcarbinol
isopentan-1-ol
isopentanol
primary isoamyl alcohol
polypeptide
A peptide containing ten or more amino acid residues.
C4H6N2O3R2(C2H2NOR)n
CHEBI:14860
CHEBI:15841
CHEBI:8314
KEGG:C00403
Polypeptid
Polypeptide
chebi_ontology
polipeptido
polypeptides
quinine
(-)-Quinine
(-)-quinine
(8S,9R)-quinine
(9R)-6'-methoxy-8alpha-cinchonan-9-ol
(R)-(-)-quinine
(R)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methanol
0
324.184
324.41680
6'-methoxycinchonidine
A cinchona alkaloid that is cinchonidine in which the hydrogen at the 6-position of the quinoline ring is substituted by methoxy.
Beilstein:91867
C20H24N2O2
CAS:130-95-0
CHEBI:127176
CHEBI:15001
CHEBI:15854
CHEBI:26499
CHEBI:355947
CHEBI:569215
CHEBI:602929
CHEBI:8723
Chinin
DrugBank:DB00468
Drug_Central:4523
InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1
KEGG:C06526
KEGG:D08460
KNApSAcK:C00002193
LOUPRKONTZGTKE-WZBLMQSHSA-N
PMID:10821711
PMID:10891117
PMID:10937718
PMID:11212126
PMID:11549443
PMID:11728183
PMID:11844668
PMID:11855978
PMID:12127529
PMID:12213073
PMID:12217353
PMID:12477351
PMID:12502361
PMID:12798326
PMID:12873511
PMID:14761192
PMID:15026051
PMID:15027870
PMID:15225721
PMID:15857133
PMID:16524728
PMID:16933872
PMID:17482816
PMID:17506538
PMID:17570664
PMID:17850126
PMID:18348514
PMID:18788725
PMID:2579237
PMID:2657065
PMID:7009867
PMID:8182707
Quinine
Wikipedia:Quinine
[H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@H](O)c1ccnc2ccc(OC)cc12
chebi_ontology
chinine
chininum
quinina
quinine
bromide
-1
78.918
79.90400
BROMIDE ION
Beilstein:3587179
Br
Br(-)
Br-
Bromide
CAS:24959-67-9
CHEBI:13918
CHEBI:15858
CHEBI:3178
CHEBI:49515
CPELXLSAUQHCOX-UHFFFAOYSA-M
Gmelin:14908
InChI=1S/BrH/h1H/p-1
KEGG:C00720
KEGG:C01324
PDBeChem:BR
[Br-]
bromide
bromide(1-)
bromine anion
chebi_ontology
sterol
0
275.237
275.450
3-hydroxysteroids
Any 3-hydroxy steroid whose skeleton is closely related to cholestan-3-ol (additional carbon atoms may be present in the side chain).
C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)O)C
C19H31OR
CHEBI:13688
CHEBI:15114
CHEBI:15889
CHEBI:26771
CHEBI:9266
KEGG:C00370
LIPID_MAPS_class:LMST01
MetaCyc:Sterols
Sterol
Wikipedia:Sterol
a sterol
chebi_ontology
sterols
taurine
0
125.015
125.148
2-Aminoethanesulfonic acid
2-aminoethanesulfonic acid
2-aminoethyl sulfonate
Aminoethylsulfonic acid
An amino sulfonic acid that is the 2-amino derivative of ethanesulfonic acid. It is a naturally occurring amino acid derived from methionine and cysteine metabolism. An abundant component of fish- and meat-based foods, it has been used as an oral supplement in the treatment of disorders such as cystic fibrosis and hypertension.
Beilstein:1751215
C(CS(O)(=O)=O)N
C2H7NO3S
CAS:107-35-7
CHEBI:15195
CHEBI:15891
CHEBI:26852
CHEBI:45877
CHEBI:9406
DrugBank:DB01956
Drug_Central:4486
Gmelin:82121
HMDB:HMDB0000251
InChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6)
KEGG:C00245
KEGG:D00047
KNApSAcK:C00048188
MetaCyc:TAURINE
PDBeChem:TAU
PMID:10098958
PMID:10325611
PMID:10349454
PMID:10827156
PMID:11162030
PMID:11842876
PMID:11918831
PMID:11931837
PMID:12297216
PMID:12499349
PMID:12834252
PMID:14992292
PMID:15503229
PMID:15780050
PMID:15911239
PMID:16169526
PMID:16444816
PMID:16923232
PMID:17053427
PMID:17081118
PMID:17875433
PMID:17997039
PMID:18060526
PMID:18171928
PMID:19074966
PMID:19212411
PMID:19309105
PMID:19940987
PMID:2122710
PMID:21761941
PMID:22770225
PMID:2370482
PMID:24027187
PMID:2494044
PMID:27291853
PMID:27334436
PMID:27345710
PMID:27380030
PMID:27412799
PMID:27471162
PMID:27535560
PMID:3106924
PMID:3393260
PMID:6198473
PMID:7588651
PMID:8692051
PMID:8818047
PMID:9635063
Reaxys:1751215
Taurine
Wikipedia:Taurine
XOAAWQZATWQOTB-UHFFFAOYSA-N
beta-aminoethylsulfonic acid
chebi_ontology
long-chain fatty acid
0
44.998
A fatty acid with a chain length ranging from C13 to C22.
CHEBI:13655
CHEBI:14529
CHEBI:15904
CHEBI:25075
CHEBI:6528
CHO2R
Higher fatty acid
KEGG:C00638
LCFA
LCFAs
Long-chain fatty acid
OC([*])=O
chebi_ontology
long-chain fatty acids
ribitol
(2R,3s,4S)-pentane-1,2,3,4,5-pentol
(2R,3s,4S)-pentane-1,2,3,4,5-pentol
0
152.068
152.14578
A pentitol (five-carbon sugar alcohol) having meso-configuration, being derived from ribose by reduction of the carbonyl group. It occurs naturally in the plant Adonis vernalis.
Adonitol
Beilstein:1720524
C5H12O5
CAS:488-81-3
CHEBI:15043
CHEBI:15963
CHEBI:21074
CHEBI:26552
CHEBI:27854
CHEBI:4230
CHEBI:48505
CHEBI:57591
CHEBI:8841
D-Adonitol
D-Ribitol
D-ribitol
Gmelin:82894
HEBKCHPVOIAQTA-ZXFHETKHSA-N
HMDB:HMDB0000508
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5-
KEGG:C00474
KNApSAcK:C00001171
L-ribitol
MetaCyc:RIBITOL
OC[C@H](O)[C@H](O)[C@H](O)CO
PMID:15234337
PMID:16664320
PMID:16901854
PMID:17336832
PMID:17979222
PMID:23564164
PMID:24643482
PMID:25108762
Reaxys:1720524
Ribitol
Wikipedia:Ribitol
chebi_ontology
meso-ribitol
D-glutamic acid
(2R)-2-aminopentanedioic acid
(R)-2-aminopentanedioic acid
0
147.053
147.12930
An optically active form of glutamic acid having D-configuration.
Beilstein:1723800
C5H9NO4
CAS:6893-26-1
CHEBI:15966
CHEBI:21023
CHEBI:4183
D-2-Aminoglutaric acid
D-Glutamic acid
D-Glutaminic acid
D-Glutaminsaeure
D-glutamic acid
DGL
DrugBank:DB02517
Gmelin:201189
HMDB:HMDB0003339
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1
KEGG:C00217
KNApSAcK:C00019577
MetaCyc:D-GLT
N[C@H](CCC(O)=O)C(O)=O
PDBeChem:DGL
Reaxys:1723800
WHUUTDBJXJRKMK-GSVOUGTGSA-N
chebi_ontology
glutamic acid D-form
polynucleotide
(C5H8O6PR)n.C10H17O10PR2
0
A nucleobase-containing molecular entity with a polymeric structure comprised of a linear sequence of 13 or more nucleotide residues.
CHEBI:13672
CHEBI:14859
CHEBI:15986
CHEBI:8312
KEGG:C00419
Polynucleotide
chebi_ontology
polynucleotides
(4-hydroxyphenyl)pyruvic acid
(p-hydroxyphenyl)pyruvic acid
0
180.042
180.15742
3-(4-HYDROXY-PHENYL)PYRUVIC ACID
3-(4-hydroxyphenyl)-2-oxopropanoic acid
3-(4-hydroxyphenyl)pyruvic acid
3-(p-hydroxyphenyl)-2-oxopropanoic acid
4-hydroxy alpha-oxobenzenepropanoic acid
4-hydroxyphenylpyruvic acid
An oxo carboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.
Beilstein:2691632
C9H8O4
CAS:156-39-8
CHEBI:1431
CHEBI:15999
CHEBI:20426
CHEBI:42422
DrugBank:DB07718
HMDB:HMDB0000707
InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
KEGG:C01179
KKADPXVIOXHVKN-UHFFFAOYSA-N
KNApSAcK:C00007512
MetaCyc:P-HYDROXY-PHENYLPYRUVATE
OC(=O)C(=O)Cc1ccc(O)cc1
PDBeChem:ENO
PMID:11073718
PMID:9106023
Reaxys:2691632
chebi_ontology
p-Hydroxyphenylpyruvic acid
(R)-lactate
(2R)-2-hydroxypropanoate
(R)-lactate
-1
89.024
89.07000
An optically active form of lactate having (R)-configuration.
Beilstein:4655978
C3H5O3
CHEBI:11001
CHEBI:16004
CHEBI:18684
C[C@@H](O)C([O-])=O
D-2-hydroxypropanoate
D-2-hydroxypropionate
D-lactate
Gmelin:362716
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m1/s1
JVTAAEKCZFNVCJ-UWTATZPHSA-M
KEGG:C00256
MetaCyc:D-LACTATE
Reaxys:4655978
chebi_ontology
5-oxoproline
0
129.043
129.11400
2-pyrrolidone-5-carboxylic acid
5-OXOPROLINE
5-Oxoproline
5-Pyrrolidone-2-carboxylic acid
5-oxo-DL-proline
5-oxoproline
5-oxopyrrolidine-2-carboxylic acid
An oxoproline having the oxo group placed at the 5-position. It is an intermediate metabolite in the glutathione cycle.
Beilstein:82131
C5H7NO3
CAS:149-87-1
CHEBI:12157
CHEBI:16010
CHEBI:20624
CHEBI:2116
CHEBI:44943
Glp
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)
OC(=O)C1CCC(=O)N1
ODHCTXKNWHHXJC-UHFFFAOYSA-N
PMID:17439666
PMID:22770225
PMID:23217740
Pyroglutamate
Pyroglutamic acid
Reaxys:82131
Wikipedia:Pyroglutamic_acid
chebi_ontology
L-glutamic acid
(2S)-2-aminopentanedioic acid
(S)-2-aminopentanedioic acid
(S)-glutamic acid
0
147.053
147.12930
An optically active form of glutamic acid having L-configuration.
BPDB:2297
Beilstein:1723801
C5H9NO4
CAS:56-86-0
CHEBI:16015
CHEBI:21304
CHEBI:42825
CHEBI:6224
DrugBank:DB00142
Drug_Central:1310
E
GLUTAMIC ACID
Glu
Glutamate
Gmelin:3502
HMDB:HMDB0000148
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1
KEGG:C00025
KEGG:D00007
KNApSAcK:C00001358
L-Glu
L-Glutamic acid
L-Glutaminic acid
L-Glutaminsaeure
L-glutamic acid
LINCS:LSM-36375
MetaCyc:GLT
N[C@@H](CCC(O)=O)C(O)=O
PDBeChem:GLU_LFOH
PMID:15739367
PMID:15930465
PMID:16719819
PMID:16892196
PMID:19581495
PMID:22219301
PMID:22735334
Reaxys:1723801
WHUUTDBJXJRKMK-VKHMYHEASA-N
Wikipedia:L-Glutamic_Acid
acide glutamique
acido glutamico
acidum glutamicum
chebi_ontology
glutamic acid
D-mannose
0
180.15588
A mannose with D-configuration.
C6H12O6
CHEBI:12999
CHEBI:16024
CHEBI:21057
D-manno-hexose
D-mannose
chebi_ontology
halide anion
-1
0.0
0.0
A monoatomic monoanion resulting from the addition of an electron to any halogen atom.
CHEBI:14384
CHEBI:16042
CHEBI:5605
HX
Halide
KEGG:C00462
X
[*-]
a halide anion
chebi_ontology
halide anions
halide ions
halide(1-)
halides
halogen anion
1,5-anhydro-D-glucitol
(2R,3S,4R,5S)-2-(hydroxymethyl)oxane-3,4,5-triol
0
1,5-ANHYDROSORBITOL
1,5-Anhydro-D-glucitol
1,5-Anhydro-D-sorbitol
1,5-Anhydroglucitol
1,5-anhydro-D-glucitol
1,5-anhydro-D-sorbitol
1,5-anhydroglucitol
164.068
164.15648
An anhydro sugar of D-glucitol.
C6H12O5
CAS:154-58-5
CHEBI:11176
CHEBI:16070
CHEBI:18943
CHEBI:40816
CHEBI:550
HMDB:HMDB0002712
InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1
KEGG:C07326
MPCAJMNYNOGXPB-SLPGGIOYSA-N
OC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1O
PDBeChem:ASO
PMID:15277408
PMID:18492944
PMID:19796288
Reaxys:80736
Wikipedia:1,5-Anhydroglucitol
chebi_ontology
gamma-amino-beta-hydroxybutyric acid
0
119.058
119.11920
3-hydroxy-GABA
4-Amino-3-hydroxybutanoic acid
4-amino-3-hydroxybutanoic acid
4-amino-3-hydroxybutyric acid
A gamma-amino acid comprising 4-aminobutyric acid having a 2-hydroxy substituent.
Beilstein:1721708
Beilstein:1752568
C4H9NO3
CAS:352-21-6
CHEBI:16080
CHEBI:1780
CHEBI:20311
Drug_Central:1263
GABOB
InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)
KEGG:C03678
KEGG:D00174
NCC(O)CC(O)=O
YQGDEPYYFWUPGO-UHFFFAOYSA-N
chebi_ontology
gamma-Amino-beta-hydroxybutyric acid
gamma-amino-beta-hydroxybutyric acid
thiosulfate(2-)
-2
111.929
112.13020
A divalent inorganic anion obtained by removal of both protons from thiosulfuric acid.
CAS:14383-50-7
CHEBI:15242
CHEBI:16094
CHEBI:45922
CHEBI:9569
DHCDFWKWKRSZHF-UHFFFAOYSA-L
Gmelin:2031
Hyposulfite
InChI=1S/H2O3S2/c1-5(2,3)4/h(H2,1,2,3,4)/p-2
O3S2
PDBeChem:THJ
S2O3
S2O3(2-)
TETRATHIONATE
Thiosulfate
[O-]S([S-])(=O)=O
[SO3S](2-)
chebi_ontology
sulfurothioate
thiosulfate
thiosulfate ion(2-)
thiosulphate
trioxido-1kappa(3)O-disulfate(S--S)(2-)
trioxidosulfidosulfate(2-)
cholesterol
(3beta,14beta,17alpha)-cholest-5-en-3-ol
0
386.355
386.655
A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group.
Beilstein:2060565
C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3(CC=C2C[C@H](C1)O)[H])(CC[C@@]4([C@H](C)CCCC(C)C)[H])[H])C)[H])C
C27H46O
CAS:57-88-5
CHEBI:13982
CHEBI:16113
CHEBI:23204
CHEBI:3659
CHEBI:41564
CHOLESTEROL
Cholest-5-en-3beta-ol
Cholesterin
Cholesterol
DrugBank:DB04540
Gmelin:550297
HMDB:HMDB0000067
HVYWMOMLDIMFJA-DPAQBDIFSA-N
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
KEGG:C00187
KEGG:D00040
KNApSAcK:C00003648
LIPID_MAPS_instance:LMST01010001
MetaCyc:CHOLESTEROL
PDBeChem:CLR
PMID:10901445
PMID:11412894
PMID:16341241
PMID:24287311
PMID:25308664
PMID:25451949
PMID:25522988
PMID:25658343
PMID:25977713
PMID:4696527
PMID:8838010
Reaxys:2060565
Wikipedia:Cholesterol
chebi_ontology
cholest-5-en-3beta-ol
cholesterol
cyclopentanol
0
86.073
86.13230
C5H10O
CAS:96-41-3
CHEBI:14057
CHEBI:16133
CHEBI:23494
CHEBI:4022
Cyclopentanol
Cyclopentyl alcohol
Hydroxycyclopentane
InChI=1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2
KEGG:C02020
MetaCyc:CYCLOPENTANOL
OC1CCCC1
PMID:22145629
PMID:24273356
Reaxys:1900556
The simplest member of the class of cyclopentanols bearing a single hydroxy substituent. The parent of the class of cyclopentanols.
Wikipedia:Cyclopentanol
XCIXKGXIYUWCLL-UHFFFAOYSA-N
chebi_ontology
cyclopentanol
ammonia
0
17.027
17.03056
AMMONIA
Ammonia
Ammoniak
An azane that consists of a single nitrogen atom covelently bonded to three hydrogen atoms.
Beilstein:3587154
CAS:7664-41-7
CHEBI:13405
CHEBI:13406
CHEBI:13407
CHEBI:13771
CHEBI:16134
CHEBI:22533
CHEBI:44269
CHEBI:44284
CHEBI:44404
CHEBI:7434
Drug_Central:4625
Gmelin:79
H3N
HMDB:HMDB0000051
InChI=1S/H3N/h1H3
KEGG:C00014
KEGG:D02916
KNApSAcK:C00007267
MetaCyc:AMMONIA
MolBase:930
NH3
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
QGZKDVFQNNGYKY-UHFFFAOYSA-N
R-717
Reaxys:3587154
Wikipedia:Ammonia
[H]N([H])[H]
[NH3]
ammonia
ammoniac
amoniaco
azane
chebi_ontology
spirit of hartshorn
isobutyric acid
0
2,2-dimethylacetic acid
2-METHYL-PROPIONIC ACID
2-Methylpropanoate
2-Methylpropanoic acid
2-Methylpropionsaeure
2-methylpropanoic acid
88.052
88.10512
A branched fatty acid comprising propanoic acid carrying a methyl branch at C-2.
BPDB:3128
Beilstein:635770
C4H8O2
CAS:79-31-2
CC(C)C(O)=O
CHEBI:1212
CHEBI:16135
CHEBI:19710
CHEBI:25337
CHEBI:40653
CHEBI:43397
Dimethylacetic acid
DrugBank:DB02531
Gmelin:49630
HMDB:HMDB0001873
ISOBUTYRIC ACID
InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)
Isobutanoate
Isobuttersaeure
Isobutyrate
Isobutyric acid
KEGG:C02632
KNApSAcK:C00029462
KQNPFQTWMSNSAP-UHFFFAOYSA-N
LIPID_MAPS_instance:LMFA01020071
MetaCyc:ISOBUTYRATE
PDBeChem:ALQ
PDBeChem:ISB
PMID:10757489
PMID:17580301
PMID:17877388
PPDB:3128
Reaxys:635770
UM-BBD_compID:c0383
Wikipedia:Isobutyric_acid
alpha-isobutyric acid
alpha-methylpropanoic acid
alpha-methylpropionic acid
chebi_ontology
iso-C3H7COOH
iso-butyric acid
isobutanoic acid
isopropylformic acid
hydrogen sulfide
0
33.988
34.08188
A sulfur hydride consisting of a 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.
Beilstein:3535004
CAS:7783-06-4
CHEBI:13356
CHEBI:14414
CHEBI:16136
CHEBI:24639
CHEBI:43058
CHEBI:45489
CHEBI:5787
Drug_Central:4260
Gmelin:303
H2S
H2S
HYDROSULFURIC ACID
Hydrogen sulfide
Hydrogen-sulfide
InChI=1S/H2S/h1H2
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
RWSOTUBLDIXVET-UHFFFAOYSA-N
Schwefelwasserstoff
Sulfide
UM-BBD_compID:c0239
Wikipedia:Hydrogen_sulfide
[H]S[H]
[SH2]
acide sulfhydrique
chebi_ontology
dihydridosulfur
dihydrogen monosulfide
dihydrogen sulfide
dihydrogen(sulfide)
hydrogen monosulfide
hydrogen sulfide
hydrogen sulphide
hydrogene sulfure
sulfane
sulfure d'hydrogene
chondroitin D-glucuronate
(C14H21NO11)nH2O
0.0
A mucopolysaccharide composed of repeating beta-D-glucopyranuronosyl-(1->3)-beta-D-N-acetylgalactosaminyl units.
CHEBI:13989
CHEBI:13992
CHEBI:16137
CHEBI:23221
CHEBI:3673
Chondroitin
Chondroitin-D-glucuronate
KEGG:C00401
KEGG:G11334
chebi_ontology
chondroitin D-glucuronic acid
retinyl ester
0
313.217
313.45380
A carboxylic ester obtained by formal condensation of the hydroxy group of retinol with the carboxy group of any carboxylic acid.
C21H29O2R
CC(=CCOC([*])=O)C=CC=C(C)C=CC1=C(C)CCCC1(C)C
CHEBI:15039
CHEBI:16179
CHEBI:26540
CHEBI:8818
Retinyl ester
chebi_ontology
retinyl ester
retinyl esters
N-acylglycine
0
102.019
102.06880
An N-acyl-amino acid in which amino acid specified is glycine.
C3H4NO3R
CHEBI:12484
CHEBI:16180
CHEBI:21660
CHEBI:7238
KEGG:C02055
MetaCyc:CPD-426
N-Acylglycine
OC(=O)CNC([*])=O
chebi_ontology
methane
0
16.031
16.04246
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).
Beilstein:1718732
CAS:74-82-8
CH4
CH4
CHEBI:14585
CHEBI:16183
CHEBI:25220
CHEBI:6811
Gmelin:59
HMDB:HMDB0002714
InChI=1S/CH4/h1H4
KEGG:C01438
MetaCyc:CH4
Methan
Methane
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
VNWKTOKETHGBQD-UHFFFAOYSA-N
Wikipedia:Methane
[H]C([H])([H])[H]
chebi_ontology
marsh gas
metano
methane
methyl hydride
tetrahydridocarbon
sulfate
-2
95.952
96.06360
A sulfur oxoanion obtained by deprotonation of both OH groups of sulfuric acid.
Beilstein:3648446
CAS:14808-79-8
CHEBI:15135
CHEBI:16189
CHEBI:45687
CHEBI:9335
Gmelin:2120
HMDB:HMDB0001448
InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-2
KEGG:C00059
KEGG:D05963
MetaCyc:SULFATE
O4S
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
QAOWNCQODCNURD-UHFFFAOYSA-L
Reaxys:3648446
SO4(2-)
SULFATE ION
Sulfate
Sulfate anion(2-)
Sulfate dianion
Sulfate(2-)
Sulfuric acid ion(2-)
Wikipedia:Sulfate
[O-]S([O-])(=O)=O
[SO4](2-)
chebi_ontology
sulfate
sulphate
sulphate ion
tetraoxidosulfate(2-)
tetraoxosulfate(2-)
tetraoxosulfate(VI)
urea
0
1728
60.032
60.05534
A carbonyl group with two C-bound amine groups.
Beilstein:635724
CAS:57-13-6
CH4N2O
CHEBI:15292
CHEBI:16199
CHEBI:27218
CHEBI:46379
CHEBI:9888
Carbamide
DrugBank:DB03904
Drug_Central:4264
E927b
ECMDB:ECMDB04172
Gmelin:1378
H2NC(O)NH2
HMDB:HMDB0000294
Harnstoff
InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4)
KEGG:C00086
KEGG:D00023
KNApSAcK:C00007314
Karbamid
MetaCyc:UREA
NC(N)=O
PDBeChem:URE
PMID:18037357
PMID:22770225
PPDB:1728
Reaxys:635724
UM-BBD_compID:c0165
UREA
Urea
Wikipedia:Urea
XSQUKJJJFZCRTK-UHFFFAOYSA-N
YMDB:YMDB00003
carbamide
carbonyldiamide
chebi_ontology
ur
urea
uree
hydroxide
-1
17.003
17.00734
CAS:14280-30-9
CHEBI:13365
CHEBI:13419
CHEBI:16234
CHEBI:44641
CHEBI:5594
Gmelin:24714
HO
HO-
HYDROXIDE ION
Hydroxide ion
InChI=1S/H2O/h1H2/p-1
KEGG:C01328
OH(-)
OH-
PDBeChem:OH
XLYOFNOQVPJJNP-UHFFFAOYSA-M
[O-][H]
chebi_ontology
hydridooxygenate(1-)
hydroxide
oxidanide
ethanol
0
1-hydroxyethane
46.042
46.06844
A primary alcohol that is ethane in which one of the hydrogens is substituted by a hydroxy group.
Aethanol
Aethylalkohol
Alkohol
Beilstein:1718733
C2H5OH
C2H6O
CAS:64-17-5
CCO
CHEBI:14222
CHEBI:16236
CHEBI:23978
CHEBI:30878
CHEBI:30880
CHEBI:42377
CHEBI:44594
CHEBI:4879
Dehydrated ethanol
DrugBank:DB00898
Drug_Central:1076
ETHANOL
EtOH
Ethanol
Ethyl alcohol
Gmelin:787
HMDB:HMDB0000108
InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3
KEGG:C00469
KEGG:D00068
KEGG:D06542
KNApSAcK:C00019560
LFQSCWFLJHTTHZ-UHFFFAOYSA-N
MetaCyc:ETOH
Methylcarbinol
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
PPDB:1373
Reaxys:1718733
UM-BBD_compID:c0038
Wikipedia:Ethanol
[CH2Me(OH)]
[OEtH]
alcohol
alcohol etilico
alcool ethylique
chebi_ontology
etanol
ethanol
hydroxyethane
spiritus vini
hydrogen peroxide
0
34.005
34.01468
An inorganic peroxide consisting of two hydroxy groups joined by a covalent oxygen-oxygen single bond.
Beilstein:3587191
CAS:7722-84-1
CHEBI:13354
CHEBI:13355
CHEBI:16240
CHEBI:24637
CHEBI:44812
CHEBI:5586
Drug_Central:3281
Gmelin:509
H2O2
H2O2
HMDB:HMDB0003125
HOOH
HYDROGEN PEROXIDE
Hydrogen peroxide
InChI=1S/H2O2/c1-2/h1-2H
KEGG:C00027
KEGG:D00008
MHAJPDPJQMAIIY-UHFFFAOYSA-N
MetaCyc:HYDROGEN-PEROXIDE
MolBase:932
Oxydol
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
PPDB:387
Reaxys:3587191
Wikipedia:Hydrogen_peroxide
[H]OO[H]
[OH(OH)]
bis(hydridooxygen)(O--O)
chebi_ontology
dihydrogen dioxide
dihydrogen peroxide
dihydrogen(peroxide)
dioxidane
hydrogen peroxide
perhydrol
phospholipid
A lipid containing phosphoric acid as a mono- or di-ester. The term encompasses phosphatidic acids and phosphoglycerides.
C5H6O8PR3
CHEBI:14816
CHEBI:16247
CHEBI:26063
CHEBI:8150
KEGG:C00865
Phospholipid
a phospholipid derivative
chebi_ontology
phospholipids
phytanic acid
0
3,7,11,15-Tetramethyl-hexadecansaeure
3,7,11,15-tetramethyl hexadecanoic acid
3,7,11,15-tetramethyl-hexadecanoic acid
3,7,11,15-tetramethylhexadecanoic acid
312.303
312.53040
A branched-chain saturated fatty acid consisting of hexadecanoic acid carrying methyl substituents at positions 3, 7, 11 and 15.
Beilstein:1789963
C20H40O2
CAS:14721-66-5
CC(C)CCCC(C)CCCC(C)CCCC(C)CC(O)=O
CHEBI:16285
CHEBI:26111
CHEBI:8189
InChI=1S/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)
KEGG:C01607
LIPID_MAPS_instance:LMFA01020251
PMID:12187408
PMID:17956237
PMID:9819701
Phytanic acid
RLCKHJSFHOZMDR-UHFFFAOYSA-N
Reaxys:1789963
chebi_ontology
nitrite
-1
45.993
46.00554
CAS:14797-65-0
CHEBI:14658
CHEBI:16301
CHEBI:44396
CHEBI:7585
Gmelin:977
IOVCWXUNBOPUCH-UHFFFAOYSA-M
InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1
KEGG:C00088
NITRITE ION
NO2
NO2
NO2(-)
Nitrit
Nitrite
PDBeChem:NO2
The nitrogen oxoanion formed by loss of a proton from nitrous acid.
Wikipedia:Nitrite
[NO2](-)
[O-]N=O
chebi_ontology
dioxidonitrate(1-)
dioxonitrate(1-)
dioxonitrate(III)
nitrite
nitrite anion
nitrite(1-)
nitrous acid, ion(1-)
D-proline
(2R)-pyrrolidine-2-carboxylic acid
(R)-2-Carboxypyrrolidine
(R)-pyrrolidine-2-carboxylic acid
0
115.063
115.13050
Beilstein:80811
C5H9NO2
CAS:344-25-2
CHEBI:13008
CHEBI:16313
CHEBI:21070
CHEBI:42012
CHEBI:42129
CHEBI:42213
CHEBI:4226
CHEBI:45156
D-PROLINE
D-Prolin
D-Proline
D-proline
DPR
DrugBank:DB02853
Gmelin:833984
HMDB:HMDB0003411
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
KEGG:C00763
MetaCyc:D-PROLINE
OC(=O)[C@H]1CCCN1
ONIBWKKTOPOVIA-SCSAIBSYSA-N
PDBeChem:DPR
PMID:19023642
PMID:20023020
PMID:20959625
PMID:21374575
PMID:21563681
PMID:22475019
PMID:22479580
Reaxys:80811
The D-enantiomer of proline.
Wikipedia:D-proline
chebi_ontology
17beta-hydroxy-5alpha-androstan-3-one
0
17beta-Hydroxy-5alpha-androstan-3-one
17beta-Hydroxyandrostan-3-one
17beta-hydroxy-5alpha-androstan-3-one
17beta-hydroxyandrostan-3-one
290.225
290.44030
4,5alpha-dihydrotestosterone
5alpha-DHT
5alpha-Dihydrotestosterone
5alpha-dihydrotestosterone
A 17beta-hydroxy steroid that is testosterone in which the 4,5 double bond has been reduced to a single bond with alpha-configuration at position 5.
Androstanolone
C19H30O2
CAS:521-18-6
CHEBI:11341
CHEBI:11342
CHEBI:16330
CHEBI:19175
CHEBI:41876
CHEBI:793
DHT
DIHYDROTESTOSTERONE
Dihydrotestosteron
DrugBank:DB02901
Drug_Central:3927
HMDB:HMDB0002961
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1
KEGG:C03917
KEGG:D07456
LIPID_MAPS_instance:LMST02020042
MetaCyc:17-BETA-HYDROXY-5ALPHA-ANDROSTAN-3-O
NVKAWKQGWWIWPM-ABEVXSGRSA-N
PDBeChem:DHT
PMID:15251265
PMID:15811352
PMID:18076420
Stanolone
Wikipedia:Dihydrotestosterone
[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2
androstanolona
androstanolone
androstanolonum
chebi_ontology
dihydrotestosterone
adenosine
(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
A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond.
ADENOSINE
Ade-Rib
Adenine Deoxyribonucleoside
Adenocard
Adenocor
Adenoscan
Adenosin
Adenosine
Adenyldeoxyriboside
Ado
Beilstein:93029
C10H13N5O4
CAS:58-61-7
CHEBI:13734
CHEBI:16335
CHEBI:22237
CHEBI:2472
CHEBI:40558
CHEBI:40825
CHEBI:40906
Deoxyadenosine
Desoxyadenosine
DrugBank:DB00640
Drug_Central:90
ECMDB:ECMDB00050
Gmelin:53385
HMDB:HMDB0000050
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
KEGG:C00212
KEGG:D00045
KNApSAcK:C00007444
LINCS:LSM-28568
MetaCyc:ADENOSINE
Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
OIRDTQYFTABQOQ-KQYNXXCUSA-N
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
beta-D-Adenosine
chebi_ontology
hyaluronic acid
(C14H21NO12)n
0
395.31608
A mucopolysaccharide composed of N-acetylglucosamine and glucuronic acid subunits. It is found in the connective tissues of vertebrates.
Beilstein:8538277
CAS:9004-61-9
CHEBI:14412
CHEBI:16336
CHEBI:24622
CHEBI:24623
CHEBI:5772
HMDB:HMDB0010366
Hyaluronic acid
Hyaluronsaeure
KEGG:C00518
KEGG:D08043
KEGG:G10505
PMID:11122186
PMID:18056362
PMID:18290544
Reaxys:8187837
Wikipedia:Hyaluronan
[beta-D-glucopyranuronosyl-(1->3)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->4)]n
[beta-N-Acetyl-D-glucosaminyl(1,4)beta-D-glucuronosyl(1,3)]n
acide hyaluronique
acido hialuronico
chebi_ontology
hyaluronan
menaquinone
(C5H8)nC11H8O2
0
Any member of the class of menaquinones that is 2-methyl-1,4-naphthoquinone with an unsaturated isoprenoid chain at the 3-position.
CAS:11032-49-8
CHEBI:14582
CHEBI:16374
CHEBI:25184
CHEBI:6749
KEGG:C00828
Menaquinone
Menatetrenone
Wikipedia:Vitamin_K2
a menaquinone
chebi_ontology
vitamin K2
D-cysteine
(2S)-2-amino-3-mercaptopropanoic acid
(2S)-2-amino-3-sulfanylpropanoic acid
(S)-2-amino-3-mercaptopropanoic acid
0
121.020
121.15922
An optically active form of cysteine having D-configuration.
Beilstein:1721407
C3H7NO2S
CAS:921-01-7
CHEBI:12919
CHEBI:16375
CHEBI:20921
CHEBI:4111
CHEBI:41887
D-Amino-3-mercaptopropionic acid
D-CYSTEINE
D-Cystein
D-Cysteine
D-Zystein
D-cysteine
DCY
DrugBank:DB03201
ECMDB:ECMDB03417
Gmelin:363236
HMDB:HMDB0003417
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1
KEGG:C00793
KNApSAcK:C00007323
N[C@H](CS)C(O)=O
PDBeChem:DCY
PMID:13761469
PMID:23340406
PMID:24800864
Reaxys:1721407
XUJNEKJLAYXESH-UWTATZPHSA-N
YMDB:YMDB00913
chebi_ontology
iodide
-1
126.904
126.90447
Beilstein:3587184
CAS:20461-54-5
CHEBI:14460
CHEBI:16382
CHEBI:49698
CHEBI:5946
Gmelin:14912
I
I(-)
I-
IODIDE ION
InChI=1S/HI/h1H/p-1
Iodide
KEGG:C00708
PDBeChem:IOD
XMBWDFGMSWQBCA-UHFFFAOYSA-M
[I-]
chebi_ontology
iodide
iodide(1-)
iodine anion
organic sulfide
31.972
CHEBI:13694
CHEBI:16385
CHEBI:26960
CHEBI:9340
Compounds having the structure RSR (R =/= H). Such compounds were once called thioethers.
KEGG:C00297
RSR
SR2
Sulfide
Thioether
chebi_ontology
organic sulfides
sulfides
thioether
thioethers
sphingosine
(2S,3R)-(E)-2-amino-1,3-dihydroxy-4-octadecene
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-ene-1-ol
(2S,3R,4E)-2-amino-4-octadecene-1,3-diol
(2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol
(2S,3R,E)-2-aminooctadec-4-ene-1,3-diol
(4E)-sphing-4-enine
(4E)-sphingenine
(E)-2-amino-4-octadecan-1,3-diol
(E)-D-erythro-4-octadecene-1,3-diol
0
2-amino-4-octadecene-1,3-diol
299.282
299.49190
A sphing-4-enine in which the double bond is trans.
Beilstein:1727294
Beilstein:4676153
C18 sphingosine
C18H37NO2
CAS:123-78-4
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO
CHEBI:15102
CHEBI:16393
CHEBI:207585
CHEBI:26741
CHEBI:9224
D-(+)-erythro-1,3-dihydroxy-2-amino-4-trans-octadecene
D-erythro-sphingosine
DrugBank:DB03203
HMDB:HMDB0000252
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
KEGG:C00319
LIPID_MAPS_instance:LMSP01010001
PDBeChem:SQS
PMID:10453988
PMID:16341241
PMID:24731183
PMID:8482346
Reaxys:1727294
Sph
Sphing-4-enine
Sphingenine
Sphingoid
Sphingosine
Sphingosine d18:1
WWUZIQQURGPMPG-KRWOKUGFSA-N
chebi_ontology
sphingosin
trans-4-sphingenine
trans-D-erythro-2-amino-4-octadecene-1,3-diol
alanine
0
2-Aminopropanoic acid
2-Aminopropionic acid
2-aminopropanoic acid
89.048
89.09322
A
ALA
Alanin
Alanine
An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.
Beilstein:635807
C3H7NO2
CAS:302-72-7
CC(N)C(O)=O
CHEBI:13748
CHEBI:16449
CHEBI:22277
CHEBI:2539
Drug_Central:4306
Gmelin:2449
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)
KEGG:C01401
PMID:17439666
PMID:22264337
QNAYBMKLOCPYGJ-UHFFFAOYSA-N
Reaxys:635807
Wikipedia:Alanine
alanina
alanine
chebi_ontology
pentan-2-one
0
2-Pentanone
2-pentanone
86.073
86.13230
A pentanone carrying an oxo substituent at position 2.
AGR:IND500714276
C5H10O
CAS:107-87-9
CCCC(C)=O
CHEBI:14748
CHEBI:16472
CHEBI:25886
CHEBI:7978
HMDB:HMDB0034235
InChI=1S/C5H10O/c1-3-4-5(2)6/h3-4H2,1-2H3
KEGG:C01949
LIPID_MAPS_instance:LMFA12000003
MetaCyc:PENTAN-2-ONE
Methyl propyl ketone
PDBeChem:PNH
PMID:22364569
Pentan-2-one
Reaxys:506058
Wikipedia:Pentan-2-one
XNLICIUVMPYHGG-UHFFFAOYSA-N
chebi_ontology
pentan-2-one
N-acylneuraminic acid
0
294.083
294.23530
5-alkanamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid
Any neuraminic acid carrying an N-acyl substituent.
C10H16NO9R
CHEBI:12485
CHEBI:16498
CHEBI:21664
CHEBI:7240
KEGG:C00591
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_ontology
carbon dioxide
0
43.990
44.010
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.
Beilstein:1900390
CARBON DIOXIDE
CAS:124-38-9
CHEBI:13282
CHEBI:13283
CHEBI:13284
CHEBI:13285
CHEBI:16526
CHEBI:23011
CHEBI:3283
CHEBI:48829
CO2
CO2
CURLTUGMZLYLDI-UHFFFAOYSA-N
Carbon dioxide
Drug_Central:4256
E 290
E-290
E290
Gmelin:989
HMDB:HMDB0001967
InChI=1S/CO2/c2-1-3
KEGG:C00011
KEGG:D00004
MetaCyc:CARBON-DIOXIDE
MolBase:752
O=C=O
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
PPDB:119
R-744
Reaxys:1900390
UM-BBD_compID:c0131
Wikipedia:Carbon_dioxide
[CO2]
carbon dioxide
carbonic anhydride
chebi_ontology
dioxidocarbon
methanedione
protein polypeptide chain
A naturally occurring polypeptide synthesized at the ribosome.
CHEBI:16541
CHEBI:8526
KEGG:C00017
Protein
chebi_ontology
polypeptide chain
protein polypeptide chains
ethanethioic S-acid
0
75.998
76.11856
A thioacetic acid that is acetic acid in which the oxygen atom of the hydroxy group has been replaced by a sulfur atom.
Beilstein:773684
C2H4OS
CAS:507-09-5
CC(S)=O
CH3COSH
CHEBI:16555
CHEBI:9547
DUYAAUVXQSMXQP-UHFFFAOYSA-N
Gmelin:49262
InChI=1S/C2H4OS/c1-2(3)4/h1H3,(H,3,4)
KEGG:C01857
PMID:23298036
Reaxys:773684
Thioacetic acid
acetyl mercaptan
chebi_ontology
ethanethioic S-acid
thioacetic S-acid
butane-2,3-dione
0
2,3-Butadione
2,3-Butanedione
2,3-Diketobutane
2,3-Dioxobutane
2,3-butandione
86.037
86.08924
An alpha-diketone that is butane substituted by oxo groups at positions 2 and 3. It is a metabolite produced during the malolactic fermentation.
Beilstein:605398
Biacetyl
C4H6O2
CAS:431-03-8
CC(=O)C(C)=O
CHEBI:14134
CHEBI:16583
CHEBI:4479
Diacetyl
Dimethyl glyoxal
Dimethylglyoxal
HMDB:HMDB0003407
InChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3
KEGG:C00741
PMID:15654607
PMID:24614328
QSJXEFYPDANLFS-UHFFFAOYSA-N
Reaxys:605398
butane-2,3-dione
chebi_ontology
diacetyl
5alpha-cholest-8-en-3beta-ol
(5alpha)-cholest-8-en-3beta-ol
0
386.355
386.65354
5alpha-Cholest-8-en-3beta-ol
5alpha-cholest-8-en-3beta-ol
A cholestanoid that is 5alpha-cholestane substituted by a beta-hydroxy group at position 3.
C27H46O
CAS:566-97-2
CHEBI:12170
CHEBI:16608
CHEBI:20645
CHEBI:2139
Cholestenol
HMDB:HMDB0006841
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-21,23-24,28H,6-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1
KEGG:C03845
LIPID_MAPS_instance:LMST01010096
MetaCyc:CPD-8621
PMID:5642322
QETLKNDKQOXZRP-XTGBIJOFSA-N
Reaxys:2337227
Zymostenol
[H][C@@]12CCC3=C(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCCC(C)C)[C@@]1(C)CC[C@H](O)C2
chebi_ontology
carbohydrate
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:16646
CHEBI:23008
CHEBI:9318
Kohlenhydrat
Kohlenhydrate
Wikipedia:Carbohydrate
carbohidrato
carbohidratos
carbohydrate
carbohydrates
chebi_ontology
glucide
glucides
glucido
glucidos
hydrates de carbone
saccharide
saccharides
saccharidum
(S)-lactate
(+)-lactate
(2S)-2-hydroxypropanoate
(S)-lactate
-1
89.024
89.07000
An optically active form of lactate having (S)-configuration.
Beilstein:4655977
C3H5O3
CHEBI:11065
CHEBI:12411
CHEBI:16651
CHEBI:18783
C[C@H](O)C([O-])=O
Gmelin:324523
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m0/s1
JVTAAEKCZFNVCJ-REOHCLBHSA-M
KEGG:C00186
L(+)-lactate
L-(+)-lactate
L-lactate
MetaCyc:L-LACTATE
Reaxys:4655977
UM-BBD_compID:c0152
chebi_ontology
peptide
(C2H2NOR)nC2H3NOR
0
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:16670
CHEBI:25906
CHEBI:7990
KEGG:C00012
Peptid
Peptide
chebi_ontology
peptides
peptido
peptidos
nucleoside 5'-phosphate
0
196.014
196.09510
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.
C5H9O6PR2
CHEBI:14674
CHEBI:16701
CHEBI:25603
CHEBI:7650
KEGG:C01117
Nucleoside 5'-phosphate
O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP(O)(O)=O
chebi_ontology
nucleoside 5'-phosphates
adenine
0
135.054
135.12690
6-Aminopurine
9H-purin-6-amine
A
ADENINE
Ade
Adenin
Adenine
Beilstein:608603
C5H5N5
CAS:73-24-5
CHEBI:13733
CHEBI:16708
CHEBI:22236
CHEBI:2470
CHEBI:40579
DrugBank:DB00173
Drug_Central:89
GFFGJBXGBJISGV-UHFFFAOYSA-N
Gmelin:3903
HMDB:HMDB0000034
InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
KEGG:C00147
KEGG:D00034
KNApSAcK:C00001490
MetaCyc:ADENINE
Nc1ncnc2[nH]cnc12
PDBeChem:ADE
PMID:11985597
PMID:12829005
PMID:12951489
PMID:15063338
PMID:15715490
PMID:17439666
PMID:8070089
Reaxys:608603
The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6.
Wikipedia:Adenine
adenine
chebi_ontology
benzene
0
78.047
78.11184
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.
BENZENE
Beilstein:969212
Benzen
Benzene
Benzine
Benzol
Bicarburet of hydrogen
C6H6
CAS:71-43-2
CHEBI:13876
CHEBI:16716
CHEBI:22703
CHEBI:3025
CHEBI:41187
Coal naphtha
Gmelin:1671
HMDB:HMDB0001505
InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H
KEGG:C01407
Mineral naphtha
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
Phene
Pyrobenzol
Pyrobenzole
Reaxys:969212
UHOVQNZJYSORNB-UHFFFAOYSA-N
UM-BBD_compID:c0142
Wikipedia:Benzene
[6]annulene
benzene
benzole
c1ccccc1
chebi_ontology
cyclohexatriene
phenyl hydride
D-alpha-amino acid
0
74.024
74.05870
C2H4NO2R
CHEBI:12909
CHEBI:13625
CHEBI:16733
CHEBI:20906
CHEBI:4097
D-Amino acid
D-alpha-amino acid
D-alpha-amino acids
D-alpha-amino acids
KEGG:C00405
N[C@H]([*])C(O)=O
chebi_ontology
creatinine
0
1-Methylglycocyamidine
1-Methylhydantoin-2-imide
1-methylglycocyamidine
113.059
113.11800
2-Amino-1-methylimidazolin-4-one
2-amino-1,5-dihydro-1-methyl-4H-Imidazol-4-one
2-imino-1-methylimidazolidin-4-one
A lactam obtained by formal cyclocondensation of creatine. It is a metabolite of creatine.
C4H7N3O
CAS:60-27-5
CHEBI:14029
CHEBI:16737
CHEBI:23406
CHEBI:3910
CN1CC(=O)NC1=N
Creatine anhydride
Creatinine
DDRJAANPRJIHGJ-UHFFFAOYSA-N
HMDB:HMDB0000562
InChI=1S/C4H7N3O/c1-7-2-3(8)6-4(7)5/h2H2,1H3,(H2,5,6,8)
KEGG:C00791
KEGG:D03600
Kreatinin
MetaCyc:CREATININE
PMID:11256540
PMID:11981083
PMID:17190852
PMID:17422601
PMID:18182718
PMID:19236048
PMID:19715855
PMID:19968328
PMID:21775764
PMID:22047975
PMID:22121923
PMID:22166252
PMID:22207347
PMID:22212624
PMID:22223530
PMID:22331238
PMID:22338083
PMID:22349552
PMID:22390548
PMID:22432114
PMID:22441184
PMID:22459582
PMID:22498455
Reaxys:112064
Wikipedia:Creatinine
chebi_ontology
creatinina
creatinine
orotic acid
0
156.017
156.09630
2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
A pyrimidinemonocarboxylic acid that is uracil bearing a carboxy substituent at position C-6.
Beilstein:383901
C5H4N2O4
CAS:65-86-1
CHEBI:16742
CHEBI:25720
CHEBI:44781
CHEBI:7787
DrugBank:DB02262
Drug_Central:3402
Gmelin:101990
HMDB:HMDB0000226
InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)
KEGG:C00295
KEGG:D00055
KNApSAcK:C00019689
MetaCyc:OROTATE
OC(=O)c1cc(=O)[nH]c(=O)[nH]1
OROTIC ACID
Orotic acid
Orotsaeure
PDBeChem:ORO
PMID:11059538
PMID:22019295
PMID:22285839
PMID:22307261
PMID:22371390
PMID:22634191
PMID:22707164
PMID:22770225
PMID:22863860
PMID:7264771
PXQPEWDEAKTCGB-UHFFFAOYSA-N
Reaxys:383901
Uracil-6-carboxylic acid
Wikipedia:Orotic_acid
chebi_ontology
ADP
0
427.029
427.20110
5'-adenylphosphoric acid
A purine ribonucleoside 5'-diphosphate having adenine as the nucleobase.
ADENOSINE-5'-DIPHOSPHATE
ADP
Adenosine 5'-diphosphate
Beilstein:67722
C10H15N5O10P2
CAS:20398-34-9
CAS:58-64-0
CHEBI:13222
CHEBI:16761
CHEBI:22244
CHEBI:2342
CHEBI:40553
COMe:MOL000173
DrugBank:DB03431
Gmelin:88452
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
KEGG:C00008
KEGG:G11113
KNApSAcK:C00019353
Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
PDBeChem:ADP
PMID:16295522
Reaxys:67722
XTWYTFMLZFPYCI-KQYNXXCUSA-N
adenosine 5'-(trihydrogen diphosphate)
chebi_ontology
tryptamine
0
160.100
160.21570
1H-indole-3-ethanamine
2-(1H-INDOL-3-YL)ETHANAMINE
2-(1H-indol-3-yl)ethanamine
2-(3-indolyl)ethylamine
3-(2-Aminoethyl)indole
APJYDQYYACXCRM-UHFFFAOYSA-N
An aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position.
Beilstein:125513
C10H12N2
CAS:61-54-1
CHEBI:15274
CHEBI:16765
CHEBI:27161
CHEBI:46157
CHEBI:9767
DrugBank:DB08653
Gmelin:603448
HMDB:HMDB0000303
InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2
KEGG:C00398
KNApSAcK:C00001434
MetaCyc:TRYPTAMINE
NCCc1c[nH]c2ccccc12
PDBeChem:TSS
PMID:16126914
PMID:22770225
PMID:24345948
PMID:24558969
Reaxys:125513
Tryptamine
Wikipedia:Tryptamine
chebi_ontology
(S)-2-hydroxyglutarate(2-)
(2S)-2-hydroxypentanedioate
(S)-2-hydroxyglutarate
-2
146.022
146.09814
A 2-hydroxyglutarate(2-) that has (2S)-configuration.
Beilstein:5257108
C5H6O5
CHEBI:11036
CHEBI:16782
CHEBI:18738
HWXBTNAVRSUOJR-VKHMYHEASA-L
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/p-2/t3-/m0/s1
KEGG:C03196
MetaCyc:CPD-381
O[C@@H](CCC([O-])=O)C([O-])=O
Reaxys:5257108
chebi_ontology
2-oxoglutarate(2-)
-2
144.006
144.08226
2-ketoglutarate
2-oxoglutarate
2-oxopentanedioate
2-oxopentanedioic acid, ion(2-)
An oxo dicarboxylate obtained by deprotonation of both carboxy groups of 2-oxoglutaric acid.
Beilstein:3664503
C5H4O5
CAS:64-15-3
CHEBI:11638
CHEBI:16810
CHEBI:19748
Gmelin:602479
InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)/p-2
KEGG:C00026
KPGXRSRHYNQIFN-UHFFFAOYSA-L
MetaCyc:2-KETOGLUTARATE
PMID:11913971
PMID:15612731
PMID:17190852
PMID:19376872
PMID:21184277
PMID:21196226
PMID:21791173
Reaxys:3664503
[O-]C(=O)CCC(=O)C([O-])=O
alpha-ketoglutarate
chebi_ontology
methionine
0
149.051
149.21238
2-Amino-4-(methylthio)butyric acid
2-amino-4-(methylsulfanyl)butanoic acid
2-amino-4-(methylthio)butanoic acid
A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4.
Beilstein:636185
C5H11NO2S
CAS:59-51-8
CHEBI:14590
CHEBI:16811
CHEBI:25229
CHEBI:6829
CSCCC(N)C(O)=O
DL-Methionine
FFEARJCKVFRZRR-UHFFFAOYSA-N
Gmelin:3117
Hmet
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
KEGG:C01733
KEGG:D04983
M
Met
Methionin
Methionine
PMID:16702333
PMID:22264337
PMID:2543976
Racemethionine
Reaxys:636185
UM-BBD_compID:c0094
Wikipedia:Methionine
alpha-amino-gamma-methylmercaptobutyric acid
chebi_ontology
methionine
metionina
galactitol
(2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol
0
182.079
182.17180
An optically inactive hexitol having meso-configuration.
Beilstein:1721903
C6H14O6
CAS:608-66-2
CHEBI:14286
CHEBI:16813
CHEBI:24139
CHEBI:5251
CHEBI:53575
D-Dulcitol
D-galactitol
Dulcitol
Dulcose
Euonymit
FBPFZTCFMRRESA-GUCUJZIJSA-N
Galactitol
Gmelin:83163
HMDB:HMDB0000107
InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-
KEGG:C01697
KNApSAcK:C00001160
L-galactitol
Melampyrin
Melampyrit
OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO
PMID:16664750
PMID:16901854
PMID:17336832
PMID:17979222
PMID:21501963
PMID:22155165
PMID:22628202
PMID:22654107
PMID:23830453
PMID:24643482
Reaxys:1721903
Wikipedia:Galactitol
chebi_ontology
galactitol
meso-galactitol
corticosterone
(11beta)-11,21-dihydroxypregn-4-ene-3,20-dione
0
11beta,21-Dihydroxy-4-pregnene-3,20-dione
11beta,21-dihydroxypregn-4-ene-3,20-dione
11beta,21-dihydroxyprogesterone
17-deoxycortisol
346.214
346.46050
A 21-hydroxy steroid that consists of pregn-4-ene substituted by hydroxy groups at positions 11 and 21 and oxo groups at positions 3 and 20. Corticosterone is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands.
Beilstein:2339601
C21H30O4
CAS:50-22-6
CHEBI:14022
CHEBI:16827
CHEBI:19131
CHEBI:3891
CHEBI:41361
CHEBI:57911
CORTICOSTERONE
Corticosterone
HMDB:HMDB0001547
InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1
KEGG:C02140
Kendall's compound B
LINCS:LSM-5814
LIPID_MAPS_instance:LMST02030186
MetaCyc:CORTICOSTERONE
OMFXVFTZEKFJBZ-HJTSIMOOSA-N
PDBeChem:C0R
PMID:10438974
PMID:11448093
PMID:16817814
PMID:24446162
Reichstein's substance H
Wikipedia:Corticosterone
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C)C(=O)CO
chebi_ontology
corticosterone
3-hydroxy-3-methylglutaric acid
(S)-3-Hydroxy-3-methylglutaric acid
(S)-Meglutol
0
162.053
162.14060
3-HYDROXY-3-METHYL-GLUTARIC ACID
3-Hydroxy-3-methylpentanedioic acid
3-hydroxy-3-methylpentanedioic acid
A dicarboxylic acid that is glutaric acid in which one of the two hydrogens at position 3 is substituted by a hydroxy group, while the other is substituted by a methyl group. It has been found to accumulate in urine of patients suffering from HMG-CoA lyase (3-hydroxy-3-methylglutaryl-CoA lyase, EC 4.1.3.4) deficiency. It occurs as a plant metabolite in Crotalaria dura.
Beilstein:1769194
C6H10O5
CAS:503-49-1
CC(O)(CC(O)=O)CC(O)=O
CHEBI:11044
CHEBI:1524
CHEBI:16831
CHEBI:18746
CHEBI:20043
CHEBI:391
CHEBI:43804
Dicrotalic acid
DrugBank:DB04377
Drug_Central:1670
HMDB:HMDB0000355
InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)
KEGG:C03761
KEGG:D04897
KNApSAcK:C00001187
MetaCyc:CPD-547
NPOAOTPXWNWTSH-UHFFFAOYSA-N
PDBeChem:MAH
PMID:10916782
PMID:17941049
PMID:3063529
PMID:4717513
PMID:6083597
PMID:9658458
Reaxys:1769194
beta-Hydroxy-beta-methylglutaric acid
beta-hydroxy-beta-methylglutaric acid
chebi_ontology
meglutol
meglutolum
glutathione
0
307.084
307.325
5-L-Glutamyl-L-cysteinylglycine
A tripeptide compound consisting of glutamic acid attached via its side chain to the N-terminus of cysteinylglycine.
C10H17N3O6S
CAS:70-18-8
CHEBI:12402
CHEBI:14327
CHEBI:16856
CHEBI:24334
CHEBI:42873
CHEBI:43049
CHEBI:5437
DrugBank:DB00143
Drug_Central:1312
GSH
Glutathione
Glutathione-SH
HMDB:HMDB0000125
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
KEGG:C00051
KEGG:D00014
KNApSAcK:C00001518
L-gamma-glutamyl-L-cysteinylglycine
MetaCyc:GLUTATHIONE
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
PDBeChem:GSH
PMID:17439666
PMID:4200890
PMID:4745654
RWSXRVCMGQZWBV-WDSKDSINSA-N
Reaxys:1729812
Reduced glutathione
Wikipedia:Glutathione
chebi_ontology
gamma-L-Glutamyl-L-cysteinyl-glycine
nucleoside diphosphate
0
292.983
293.08240
C5H11O10P2R
CHEBI:13401
CHEBI:13662
CHEBI:14675
CHEBI:16862
CHEBI:25606
CHEBI:7428
CHEBI:7652
KEGG:C00454
NDP
Nucleoside diphosphate
O[C@H]1[C@H]([*])O[C@H](COP(O)(=O)OP(O)(O)=O)[C@H]1O
chebi_ontology
nucleoside diphosphates
gamma-aminobutyric acid
0
103.063
103.11980
4-Aminobutanoic acid
4-Aminobutyric acid
4-aminobutanoic acid
4-aminobutanoic acid
4-aminobutyric acid
4Abu
A gamma-amino acid that is butanoic acid with the amino substituent located at C-4.
BPDB:2298
BTCSSZJGUNDROE-UHFFFAOYSA-N
Beilstein:906818
C4H9NO2
CAS:56-12-2
CHEBI:16865
CHEBI:1786
CHEBI:193777
CHEBI:20318
CHEBI:40483
DrugBank:DB02530
Drug_Central:1262
GABA
GAMMA-AMINO-BUTANOIC ACID
Gmelin:49775
HMDB:HMDB0000112
InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
KEGG:C00334
KEGG:D00058
KNApSAcK:C00001337
LIPID_MAPS_instance:LMFA01100039
MetaCyc:4-AMINO-BUTYRATE
NCCCC(O)=O
PDBeChem:ABU
PMID:10630630
PMID:10930630
PMID:16276116
PMID:21614609
PMID:22770225
Reaxys:906818
Wikipedia:Gamma-Aminobutyric_acid
chebi_ontology
gamma-Aminobuttersaeure
gamma-Aminobutyric acid
gamma-amino-n-butyric acid
gamma-aminobutanoic acid
gamma-aminobutyric acid
omega-aminobutyric acid
piperidic acid
piperidinic acid
creatine
((amino(imino)methyl)(methyl)amino)acetic acid
(N-methylcarbamimidamido)acetic acid
(alpha-methylguanido)acetic acid
0
131.069
131.13328
A glycine derivative having methyl and amidino groups attached to the nitrogen.
Beilstein:907175
C4H9N3O2
CAS:57-00-1
CHEBI:14028
CHEBI:16919
CHEBI:23404
CHEBI:3909
CHEBI:41678
CN(CC(O)=O)C(N)=N
CVSVTCORWBXHQV-UHFFFAOYSA-N
Creatin
Creatine
DrugBank:DB00148
Drug_Central:4661
Gmelin:240513
HMDB:HMDB0000064
InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)
KEGG:C00300
Kreatin
MetaCyc:CREATINE
Methylglycocyamine
N-(aminoiminomethyl)-N-methylglycine
N-Methyl-N-guanylglycine
N-[(E)-AMINO(IMINO)METHYL]-N-METHYLGLYCINE
N-[amino(imino)methyl]-N-methylglycine
N-amidinosarcosine
N-carbamimidoyl-N-methylglycine
N-methyl-N-guanylglycine
PDBeChem:CRN
PMID:11356982
PMID:11483809
PMID:11867929
PMID:12085493
PMID:12184144
PMID:12878267
PMID:16445883
PMID:17190852
PMID:17253521
PMID:18555535
PMID:19082141
PMID:19651674
PMID:19741514
PMID:19968328
PMID:21556832
PMID:21660517
PMID:21698493
PMID:22038587
PMID:22101931
PMID:22196490
PMID:22252611
PMID:22347384
PMID:22386973
PMID:22422801
PMID:22429992
PMID:22465051
PMID:22521466
PMID:7752905
Reaxys:907175
Wikipedia:Creatine
alpha-Methylguanidino acetic acid
chebi_ontology
5-oxo-D-proline
(2R)-5-oxopyrrolidine-2-carboxylic acid
0
129.043
129.11400
5-Oxo-D-proline
5-oxo-D-proline
Beilstein:82133
C5H7NO3
CAS:4042-36-8
CHEBI:12152
CHEBI:16924
CHEBI:20618
CHEBI:2112
D-5-Pyrrolidone-2-carboxylic acid
D-Pyroglutamic acid
DrugBank:DB03088
Gmelin:1473408
HMDB:HMDB0000267
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m1/s1
KEGG:C02237
MetaCyc:CPD-656
OC(=O)[C@H]1CCC(=O)N1
ODHCTXKNWHHXJC-GSVOUGTGSA-N
PMID:22770225
Reaxys:82133
The D-enantiomer of 5-oxoproline.
chebi_ontology
citrate(3-)
-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-hydroxypropane-1,2,3-tricarboxylate
2-hydroxytricarballylate
A tricarboxylic acid trianion, obtained by deprotonation of the three carboxy groups of citric acid.
Beilstein:1884707
C6H5O7
CAS:126-44-3
CHEBI:13999
CHEBI:16947
CHEBI:23321
CHEBI:42563
CITRATE ANION
Gmelin:4239
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
KEGG:C00158
KRKNYBCHXYNGOX-UHFFFAOYSA-K
OC(CC([O-])=O)(CC([O-])=O)C([O-])=O
PDBeChem:FLC
Reaxys:1884707
chebi_ontology
cit
cit(3-)
citrate
beta-alanine
0
3-Aminopropionic acid
3-aminopropanoic acid
3-aminopropanoic acid
89.048
89.09322
A naturally-occurring beta-amino acid comprising propionic acid with the amino group in the 3-position.
BETA-ALANINE
Beilstein:906793
C3H7NO2
CAS:107-95-9
CHEBI:10343
CHEBI:12389
CHEBI:16958
CHEBI:22821
CHEBI:41050
DrugBank:DB03107
Gmelin:49614
H-beta-Ala-OH
HMDB:HMDB0000056
InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)
KEGG:C00099
KEGG:D07561
KNApSAcK:C00001333
MetaCyc:B-ALANINE
NCCC(O)=O
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
UCMIRNVEIXFBKS-UHFFFAOYSA-N
Wikipedia:Beta-Alanine
bAla
beta-Alanine
beta-alanine
beta-aminopropionic acid
chebi_ontology
omega-aminopropionic acid
11-deoxycorticosterone
0
11-Deoxycorticosterone
21-Hydroxy-4-pregnene-3,20-dione
21-hydroxypregn-4-ene-3,20-dione
21-hydroxyprogesterone
330.219
330.46110
4-pregnen-21-ol-3,20-dione
A mineralocorticoid that is progesterone substituted at position 21 by a hydroxy group.
Beilstein:2062123
C21H30O3
CAS:64-85-7
CHEBI:11314
CHEBI:16973
CHEBI:19123
CHEBI:39642
CHEBI:713
CHEBI:86536
Cortexone
DESOXYCORTICOSTERONE
DOC
Deoxycorticosterone
Desoxycortone
Drug_Central:820
InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1
KEGG:C03205
KEGG:D07792
Kendall's desoxy compound B
LIPID_MAPS_instance:LMST02030087
MetaCyc:11-DEOXYCORTICOSTERONE
PDBeChem:1CA
PMID:22770225
Reaxys:2062123
Reichstein's substance Q
Wikipedia:Desoxycorticosterone
ZESRJSPZRDMNHY-YFWFAHHUSA-N
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(=O)CO
chebi_ontology
desoxycortone
D-ribose
0
150.12990
A ribose in which the chiral carbon atom furthest away from the aldehyde group (C4') has the same configuration as in D-glyceraldehyde.
C5H10O5
CHEBI:13011
CHEBI:16988
CHEBI:21078
D-Rib
D-ribo-pentose
D-ribose
DrugBank:DB01936
PMID:24404872
PMID:24752650
chebi_ontology
bilirubin IXalpha
0
1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acid
2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid
2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid
3,18-diethenyl-2,7,13,17-tetramethyl-1,19-dioxo-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid
584.263
584.66230
8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dione
A member of the class of biladienes that is a linear tetrapyrrole with the dipyrrole units being of both exovinyl and endovinyl type. A product of heme degradation, it is produced in the reticuloendothelial system by the reduction of biliverdin and transported to the liver as a complex with serum albumin.
BPYKTIZUTYGOLE-IFADSCNNSA-N
Beilstein:74376
Bilirubin
C33H36N4O6
CAS:635-65-4
CC1=C(C=C)\C(NC1=O)=C\c1[nH]c(Cc2[nH]c(\C=C3NC(=O)C(C=C)=C/3C)c(C)c2CCC(O)=O)c(CCC(O)=O)c1C
CHEBI:13898
CHEBI:16990
CHEBI:22870
CHEBI:3099
Gmelin:411033
HMDB:HMDB0000054
InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-
KEGG:C00486
KNApSAcK:C00029828
MetaCyc:BILIRUBIN
PMID:12799017
PMID:18442622
PMID:23763371
PMID:8605219
PMID:9587403
Reaxys:74376
Wikipedia:Bilirubin
bilirubin
bilirubin(Z,Z)
bilirubin-IXalpha
chebi_ontology
oxalic acid
0
89.995
90.03490
An alpha,omega-dicarboxylic acid that is ethane substituted by carboxyl groups at positions 1 and 2.
Beilstein:385686
C2H2O4
CAS:144-62-7
CHEBI:16995
CHEBI:25730
CHEBI:44583
CHEBI:7811
DrugBank:DB03902
Ethandisaeure
Ethanedioic acid
Gmelin:2208
H2ox
HMDB:HMDB0002329
HOOCCOOH
InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)
KEGG:C00209
KNApSAcK:C00001198
LIPID_MAPS_instance:LMFA01170031
MUBZPKHOEPUJKR-UHFFFAOYSA-N
MetaCyc:OXALATE
OC(=O)C(O)=O
OXALIC ACID
Oxalic acid
Oxalsaeure
PDBeChem:OXD
PMID:15587083
PMID:22735334
Reaxys:385686
Wikipedia:Oxalic_acid
chebi_ontology
ethane-1,2-dioic acid
oxalic acid
propane-1,2-diol
0
1,2-Propanediol
1,2-Propylenglykol
1,2-dihydroxypropane
2-hydroxypropanol
76.052
76.09442
C3H8O2
CAS:57-55-6
CC(O)CO
CH3CH(OH)CH2OH
CHEBI:14899
CHEBI:16997
CHEBI:8469
DNIAPMSPPWPWGF-UHFFFAOYSA-N
DrugBank:DB01839
Drug_Central:4024
HMDB:HMDB0001881
HOCH2CH(OH)CH3
HOCH2CH(OH)Me
InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3
KEGG:C00583
KEGG:D00078
KNApSAcK:C00007410
LINCS:LSM-36856
MeCH(OH)CH2OH
PMID:15665701
PMID:16078503
PMID:18346395
PMID:18845115
PMID:21616561
PPD
PPDB:1304
Propane-1,2-diol
Propylene glycol
Reaxys:1340498
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.
VSDB:1304
Wikipedia:Propylene_glycol
alpha-propyleneglycol
chebi_ontology
isopropylene glycol
methyl glycol
methylethyl glycol
methylethylene glycol
monopropylene glycol
propane-1,2-diol
cholesteryl ester
0
413.342
413.65570
A sterol ester obtained by formal condensation of the carboxy group of any carboxylic acid with the 3-hydroxy group of cholesterol.
C28H45O2R
CHEBI:13983
CHEBI:17002
CHEBI:23205
CHEBI:3660
Cholesterol ester
KEGG:C02530
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC([*])=O)[C@H](C)CCCC(C)C
a cholesterol ester
chebi_ontology
cholesterol esters
cholesteryl esters
N-acetylneuraminic acid
0
309.106
309.26990
5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid
5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid
Aceneuramic acid
An N-acylneuraminic acid where the N-acyl group is specified as acetyl.
Beilstein:2951361
C11H19NO9
CAS:131-48-6
CHEBI:17012
CHEBI:21620
CHEBI:7214
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
KEGG:C00270
KNApSAcK:C00019584
N-Acetylneuraminic acid
Neu5Ac
NeuAc
O-sialic acid
PMID:14960498
PMID:16209099
PMID:16624269
PMID:18487279
PMID:19329108
PMID:7508418
Reaxys:1398688
SQVRNKJHWKZAKO-LUWBGTNYSA-N
Wikipedia:N-acetylneuraminic_acid
[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_ontology
progesterone
(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
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.
Agolutin
Akrolutin
Beilstein:1915950
C21H30O2
CAS:57-83-0
CHEBI:14896
CHEBI:17026
CHEBI:18798
CHEBI:26269
CHEBI:439
CHEBI:45786
CHEBI:8453
Crinone
Delta(4)-pregnene-3,20-dione
DrugBank:DB00396
Drug_Central:2279
Gelbkoerperhormon
Gmelin:708590
HMDB:HMDB0001830
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
KEGG:C00410
KEGG:D00066
MetaCyc:PROGESTERONE
PDBeChem:STR
PMID:10438974
PMID:9506942
PROGESTERONE
Progesteron
Progesterone
RJKFOVLPORLFTN-LEKSSAKUSA-N
Reaxys:1915950
Wikipedia:Progesterone
[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_ontology
corpus luteum hormone
luteohormone
pregn-4-ene-3,20-dione
progesterone
chitin
(1->4)-2-acetamido-2-deoxy-beta-D-glucan
0
An aminoglycan consisting of beta-(1->4)-linked N-acetyl-D-glucosamine residues.
CAS:1398-61-4
CHEBI:13962
CHEBI:17029
CHEBI:23099
CHEBI:3596
Chitin
H2O(C8H13NO5)n
KEGG:C00461
KEGG:G10483
[1,4-(N-Acetyl-beta-D-glucosaminyl)]n
[4)-beta-D-GlcpNAc(1->]n
beta-1,4-Poly-N-acetyl-D-glucosamine
chebi_ontology
chitin
primary aliphatic amine
0
30.034
30.04920
CH4NR
CHEBI:13431
CHEBI:17062
CHEBI:8749
KEGG:C00375
NC[*]
RCH2NH2
chebi_ontology
primary aliphatic amines
2-hydroxyglutaric acid
0
148.037
148.11402
2-hydroxyglutaric acid
2-hydroxypentanedioic acid
A 2-hydroxydicarboxylic acid that is glutaric acid in which one hydrogen alpha- to a carboxylic acid group is substituted by a hydroxy group.
Beilstein:1723805
C5H8O5
CAS:2889-31-8
CHEBI:1160
CHEBI:17084
HWXBTNAVRSUOJR-UHFFFAOYSA-N
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)
KEGG:C02630
MetaCyc:2-HYDROXYGLUTARIC_ACID
OC(CCC(O)=O)C(O)=O
PMID:17439666
Reaxys:1723805
Wikipedia:Alpha-Hydroxyglutaric_acid
alpha-hydroxyglutaric acid
chebi_ontology
ketone
0
27.995
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:17087
CHEBI:24974
CHEBI:6127
CHEBI:8742
COR2
KEGG:C01450
Keton
Ketone
R-CO-R'
Wikipedia:Ketone
[*]C([*])=O
a ketone
cetone
chebi_ontology
ketones
ketones
glycoprotein
A compound in which a carbohydrate component is covalently bound to a protein component.
CHEBI:14349
CHEBI:17089
CHEBI:5481
CHEBI:5493
Glycoprotein
Glykoprotein
Glykoproteine
KEGG:C00326
chebi_ontology
glicoproteina
glicoproteinas
glycoproteine
glycoproteines
glycoproteins
erythritol
(2R,3S)-butane-1,2,3,4-tetrol
0
122.058
122.11980
Beilstein:1719753
C4H10O4
CAS:149-32-6
CHEBI:14215
CHEBI:17113
CHEBI:23946
CHEBI:372804
CHEBI:44263
CHEBI:4840
DrugBank:DB04481
Erythrit
Erythrite
Erythritol
Erythrol
Gmelin:82499
HMDB:HMDB0002994
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+
KEGG:C00503
KNApSAcK:C00001161
L-erythritol
MESO-ERYTHRITOL
MetaCyc:ERYTHRITOL
OC[C@H](O)[C@H](O)CO
PDBeChem:MRY
PMID:12639570
PMID:163226
PMID:16901854
PMID:17336832
PMID:17979222
PMID:18369603
PMID:19632091
PMID:22770225
PMID:23421980
PMID:23574577
PMID:23890177
PMID:24643482
PMID:25108762
PMID:9862657
Phycite
Phycitol
Reaxys:1735878
The meso-diastereomer of butane-1,2,3,4-tetrol.
UNXHWFMMPAWVPI-ZXZARUISSA-N
Wikipedia:Erythritol
chebi_ontology
erythritol
erythro-tetritol
meso-erythritol
mesoerythritol
hexanoate
-1
1-hexanoate
1-pentacarboxylate
1-pentanecarboxylate
115.076
115.15034
A short-chain fatty acid anion that is the conjugate base of hexanoic acid (also known as caproic acid).
Beilstein:3601453
C6H11O2
CAS:151-33-7
CCCCCC([O-])=O
CH3-[CH2]4-COO(-)
CHEBI:14398
CHEBI:17120
CHEBI:24569
ECMDB:ECMDB21229
FUZZWVXGSFPDMH-UHFFFAOYSA-M
Gmelin:326340
InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1
KEGG:C01585
MetaCyc:HEXANOATE
butylacetate
caproate
capronate
chebi_ontology
hexanoate
hexoate
hexylate
n-caproate
n-hexanoate
n-hexoate
n-hexylate
nPnCO2 anion
pentanecarboxylate
pentylformate
carnitine
0
161.105
161.19894
3-hydroxy-4-(trimethylammonio)butanoate
An amino-acid betaine that is butanoate substituted with a hydroxy group at position C-3 and a trimethylammonium group at C-4.
Beilstein:1866665
C7H15NO3
CAS:461-06-3
CHEBI:11817
CHEBI:13947
CHEBI:17126
CHEBI:20047
CHEBI:23038
C[N+](C)(C)CC(O)CC([O-])=O
D,L-carnitine
DrugBank:DB02648
InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3
KEGG:C00487
MetaCyc:DL-CARNITINE
PHIQHXFUZVPYII-UHFFFAOYSA-N
PMID:22770225
PMID:23868375
Patent:US4255449
Patent:US4315944
Reaxys:1866665
Wikipedia:Carnitine
carnitine
chebi_ontology
octopamine
0
1-(4-Hydroxyphenyl)-2-aminoethanol
1-(p-hydroxyphenyl)-2-aminoethanol
153.079
153.17848
4-(2-amino-1-hydroxyethyl)phenol
Beilstein:1211019
C8H11NO2
CAS:104-14-3
CHEBI:11191
CHEBI:17134
CHEBI:25655
CHEBI:571
Drug_Central:3396
InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2
KEGG:C04227
LINCS:LSM-4975
NCC(O)c1ccc(O)cc1
Octopamin
Octopamine
Octopamine is a biogenic phenylethanolamine, which has been found to act as a neurotransmitter, neurohormone or neuromodulator in invertebrates.
QHGUCRYDKWKLMG-UHFFFAOYSA-N
alpha-(aminomethyl)-4-hydroxybenzenemethanol
alpha-(aminomethyl)-p-hydroxybenzyl alcohol
beta-hydroxytyramine
chebi_ontology
norsynephrine
octopaminum
p-Hydroxyphenylethanolamine
hydrogensulfite
-1
80.965
81.07214
Bisulfite
CAS:15181-46-1
CHEBI:13367
CHEBI:17137
CHEBI:5598
Gmelin:1455
HO3S
HSO3(-)
HSO3-
Hydrogen sulfite
InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-1
KEGG:C11481
LSNNMFCWUKXFEE-UHFFFAOYSA-M
OS([O-])=O
PDBeChem:SO3
[SO2(OH)](-)
bisulfite
bisulphite
chebi_ontology
hydrogen sulfite(1-)
hydrogen(trioxidosulfate)(1-)
hydrogensulfite(1-)
hydrogentrioxosulfate(1-)
hydrogentrioxosulfate(IV)
hydrosulfite anion
hydroxidodioxidosulfate(1-)
monohydrogentrioxosulfate
xylitol
(2R,3R,4S)-Pentane-1,2,3,4,5-pentaol
(2R,3r,4S)-pentane-1,2,3,4,5-pentol
0
152.068
152.14580
A pentitol (five-carbon sugar alcohol) having meso-configuration, being derived from xylose by reduction of the carbonyl group.
Beilstein:1720523
C5H12O5
CAS:87-99-0
CHEBI:10078
CHEBI:15328
CHEBI:17151
CHEBI:253147
CHEBI:27339
CHEBI:46522
CHEBI:60939
D-XYLITOL
DrugBank:DB01904
Drug_Central:4604
Gmelin:82893
HEBKCHPVOIAQTA-SCDXWVJYSA-N
HMDB:HMDB0002917
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+
KEGG:C00379
KEGG:D00061
L-xylitol
MetaCyc:XYLITOL
OC[C@H](O)[C@@H](O)[C@H](O)CO
PDBeChem:XYL
PMID:11154411
PMID:11163479
PMID:12061879
PMID:15377394
PMID:16708791
PMID:16901854
PMID:17216457
PMID:17216458
PMID:17336832
PMID:17979222
PMID:18316079
PMID:20030329
PMID:22735334
PMID:22791282
PMID:23247825
PMID:23287496
PMID:23338824
PMID:23589387
PMID:23597921
PMID:23615861
PMID:23796483
PMID:23916161
PMID:23957303
PMID:24012734
PMID:24643482
PMID:25108762
Reaxys:1720523
Wikipedia:Xylitol
Xylit
Xylitol
chebi_ontology
meso-xylitol
xylite
xylitol
nucleoside 5'-monophosphate
0
213.016
C5H10O7PR
CHEBI:14676
CHEBI:17188
CHEBI:25607
CHEBI:7439
CHEBI:7653
CHEBI:7654
KEGG:C01329
KEGG:C02520
NMP
Nucleoside monophosphate
Nucleoside phosphate
O[C@H]1[C@H]([*])O[C@H](COP(O)(O)=O)[C@H]1O
chebi_ontology
nucleoside monophosphate
nucleoside monophosphates
L-proline
(-)-(S)-proline
(-)-2-pyrrolidinecarboxylic acid
(-)-proline
(2S)-pyrrolidine-2-carboxylic acid
(S)-2-carboxypyrrolidine
(S)-2-pyrrolidinecarboxylic acid
(S)-pyrrolidine-2-carboxylic acid
0
115.063
115.13050
2-Pyrrolidinecarboxylic acid
Beilstein:80810
C5H9NO2
CAS:147-85-3
CHEBI:13154
CHEBI:17203
CHEBI:184637
CHEBI:21373
CHEBI:42067
CHEBI:45040
CHEBI:45100
CHEBI:45159
CHEBI:6286
DrugBank:DB00172
Drug_Central:4125
Gmelin:50152
HMDB:HMDB0000162
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
KEGG:C00148
KEGG:D00035
KNApSAcK:C00001388
L-(-)-proline
L-Prolin
L-Proline
L-alpha-pyrrolidinecarboxylic acid
L-proline
L-pyrrolidine-2-carboxylic acid
MetaCyc:PRO
OC(=O)[C@@H]1CCCN1
ONIBWKKTOPOVIA-BYPYZUCNSA-N
P
PDBeChem:PRO
PMID:11076505
PMID:12770004
PMID:14975886
PMID:15576824
PMID:15838615
PMID:15894682
PMID:15973048
PMID:16033917
PMID:16190672
PMID:16501220
PMID:16656443
PMID:16657874
PMID:16668324
PMID:17127472
PMID:17608428
PMID:18551589
PMID:18802692
PMID:18973300
PMID:19215998
PMID:19580280
PMID:19656302
PMID:19688381
PMID:19811425
PMID:22139509
PMID:22201772
PMID:22451406
PMID:22475019
PMID:22482728
PMID:22491679
PMID:22770225
PROLINE
Pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles.
Reaxys:80810
Wikipedia:L-proline
chebi_ontology
prolina
proline
prolinum
3beta-hydroxy-Delta(5)-steroid
0
273.222
273.434
3beta-hydroxy Delta(5)-steroids
3beta-hydroxy-Delta(5)-steroids
Any 3beta-hydroxy-steroid that contains a double bond between positions 5 and 6.
C12C(C3C(C(CC3)*)(C)CC1)CC=C4C2(CC[C@@H](C4)O)C
C19H29OR
CHEBI:13608
CHEBI:136845
CHEBI:1722
CHEBI:20245
KEGG:C03836
MetaCyc:3b-hydroxy-D5-steroids
a 3beta-hydroxy-Delta(5)-steroid
chebi_ontology
homocysteine
0
135.035
135.18580
2-Amino-4-mercaptobutyric acid
2-amino-4-sulfanylbutanoic acid
A sulfur-containing amino acid consisting of a glycine core with a 2-mercaptoethyl side-chain.
C4H9NO2S
CHEBI:14408
CHEBI:17230
CHEBI:5751
FFFHZYDWPBMWHY-UHFFFAOYSA-N
HMDB:HMDB0000742
Hcy
Homocysteine
InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)
KEGG:C05330
NC(CCS)C(O)=O
PMID:11133260
PMID:16596805
PMID:18370634
Wikipedia:Homocysteine
chebi_ontology
homocysteine
glucose
0
180.15588
An aldohexose used as a source of energy and metabolic intermediate.
C6H12O6
CAS:50-99-7
CHEBI:14313
CHEBI:17234
CHEBI:24277
CHEBI:33929
CHEBI:5418
DL-glucose
Glc
Glucose
Glukose
KEGG:C00293
Wikipedia:Glucose
chebi_ontology
gluco-hexose
glucose
7H-purine
0
120.044
120.11222
7H-purine
Beilstein:3200
C5H4N4
CHEBI:14968
CHEBI:17258
CHEBI:8639
Gmelin:601779
HMDB:HMDB0001366
InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)
KDCGOANMDULRCW-UHFFFAOYSA-N
KEGG:C15587
Purine
Purine base
Reaxys:3200
The 7H-tautomer of purine.
c1ncc2[nH]cnc2n1
chebi_ontology
propionate
-1
73.029
73.07060
Beilstein:3587503
C3H5O2
CAS:72-03-7
CCC([O-])=O
CH3-CH2-COO(-)
CHEBI:14903
CHEBI:17272
CHEBI:26290
EtCO2 anion
Gmelin:1820
InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)/p-1
KEGG:C00163
PMID:17951291
PMID:18375549
PMID:2647392
The conjugate base of propionic acid; a key precursor in lipid biosynthesis.
UM-BBD_compID:c0277
XBDQKXXYIPTUBI-UHFFFAOYSA-M
carboxylatoethane
chebi_ontology
ethanecarboxylate
ethylformate
metacetonate
methylacetate
propanate
propanoate
propanoate
propanoic acid, ion(1-)
propionate
pseudoacetate
3-hydroxy-3-methylglutarate(2-)
-2
160.037
160.12470
3-hydroxy-3-methylglutarate
3-hydroxy-3-methylpentanedioate
A dicarboxylic acid dianion that results from the removal of a proton from both of the carboxylic acid groups of 3-hydroxy-3-methylglutaric acid.
C6H8O5
CC(O)(CC([O-])=O)CC([O-])=O
CHEBI:11813
CHEBI:17325
CHEBI:20042
InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)/p-2
KEGG:C03761
MetaCyc:CPD-547
NPOAOTPXWNWTSH-UHFFFAOYSA-L
chebi_ontology
nucleoside triphosphate
0
372.949
388.09680
C5H12O13P3R
CHEBI:13411
CHEBI:14677
CHEBI:17326
CHEBI:25610
CHEBI:7442
CHEBI:7655
C[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
KEGG:C00201
NTP
Nucleoside triphosphate
chebi_ontology
nucleoside triphosphates
all-trans-retinol
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol
0
286.230
286.45160
A retinol in which all four exocyclic double bonds have E- (trans-) geometry.
Alphalin
Beilstein:403040
C20H30O
CAS:11103-57-4
CAS:68-26-8
CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/CO
CHEBI:12783
CHEBI:17336
CHEBI:22349
CHEBI:8816
Chocola A
DrugBank:DB00162
Drug_Central:2831
FPIPGXGPPPQFEQ-OVSJKPMPSA-N
Gmelin:247497
InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
KEGG:C00473
KEGG:C17276
KEGG:D00069
KEGG:D06543
LIPID_MAPS_instance:LMPR01090000
LIPID_MAPS_instance:LMPR01090001
PDBeChem:RTL
Retinol
Vitamin A
Vitamin A1
Wikipedia:Vitamin_A
all-trans-Retinol
all-trans-retinol
all-trans-retinyl alcohol
all-trans-vitamin A alcohol
chebi_ontology
testosterone
0
17beta-Hydroxy-4-androsten-3-one
17beta-hydroxy-4-androsten-3-one
17beta-hydroxyandrost-4-en-3-one
288.209
288.42440
4-androsten-17beta-ol-3-one
An androstanoid having 17beta-hydroxy and 3-oxo groups, together with unsaturation at C-4-C-5..
Androderm
Beilstein:1915399
Beilstein:3653705
C19H28O2
CAS:58-22-0
CHEBI:15214
CHEBI:17347
CHEBI:26883
CHEBI:45798
CHEBI:9461
DrugBank:DB00624
Drug_Central:2607
Gmelin:538843
HMDB:HMDB0000234
InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1
KEGG:C00535
KEGG:D00075
KNApSAcK:C00003675
LIPID_MAPS_instance:LMST02020002
MUMGGOZAMZWBJJ-DYKIIFRCSA-N
PDBeChem:TES
PMID:10438974
PMID:11786693
PMID:18900503
PMID:24498482
Reaxys:1915399
TESTOSTERONE
Testosteron
Testosterone
Wikipedia:Testosterone
[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H]
chebi_ontology
testosterona
testosterone
testosterone
testosteronum
sulfite
-2
79.957
80.06420
CAS:14265-45-3
CHEBI:15139
CHEBI:17359
CHEBI:45548
Gmelin:1449
InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2
LSNNMFCWUKXFEE-UHFFFAOYSA-L
O3S
PDBeChem:SO3
SO3
SO3(2-)
SULFITE ION
Sulfite is an inorganic anion, which is the conjugate base of hydrogen sulfite.
[O-]S([O-])=O
[SO3](2-)
chebi_ontology
sulfite
sulphite
trioxidosulfate(2-)
trioxosulfate(2-)
trioxosulfate(IV)
hypoxanthine
0
1,7-dihydro-6H-purin-6-one
136.039
136.11162
6(1H)-purinone
6-oxopurine
9H-purin-6(1H)-one
A purine nucleobase that consists of purine bearing an oxo substituent at position 6.
Beilstein:5811
C5H4N4O
CAS:68-94-0
CHEBI:14431
CHEBI:17368
CHEBI:24762
CHEBI:43237
CHEBI:5841
DrugBank:DB04076
ECMDB:ECMDB00157
FDGQSTZJBFJUBT-UHFFFAOYSA-N
Gmelin:464558
HMDB:HMDB0000157
HYPOXANTHINE
Hyp
Hypoxanthine
InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
KEGG:C00262
KNApSAcK:C00001502
MetaCyc:HYPOXANTHINE
O=c1[nH]cnc2nc[nH]c12
PDBeChem:HPA
PMID:14253484
PMID:22735334
PMID:23400363
PMID:23670363
Purine-6-ol
Reaxys:5811
Wikipedia:Hypoxanthine
YMDB:YMDB00555
chebi_ontology
hypoxanthine
purin-6(1H)-one
(2S)-2-hydroxy monocarboxylic acid
(2S)-2-hydroxy monocarboxylic acids
(S)-2-Hydroxy acid
(S)-2-Hydroxyalkanoic acid
(S)-2-Hydroxycarboxylic acid
(S)-2-Hydroxymonocarboxylic acid
(S)-2-hydroxy acid
0
75.008
75.044
A 2-hydroxy monocarboxylic acid in which the carbon at position 2 has (S)-configuration.
C([C@@H](O)*)(=O)O
C2H3O3R
CHEBI:11031
CHEBI:17375
CHEBI:18737
CHEBI:378
CHEBI:381
chebi_ontology
cystine
0
240.024
240.30256
3,3'-disulfanediylbis(2-aminopropanoic acid)
3,3'-dithiobis(2-aminopropanoic acid)
A sulfur-containing amino acid obtained by the oxidation of two cysteine molecules which are then linked via a disulfide bond.
Beilstein:1728091
C6H12N2O4S2
CAS:923-32-0
CHEBI:14062
CHEBI:17376
CHEBI:23513
CHEBI:4052
Cystin
Cystine
Dicysteine
Gmelin:83347
InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)
KEGG:C01420
LEVWYRKDKASIDU-UHFFFAOYSA-N
NC(CSSCC(N)C(O)=O)C(O)=O
PMID:18608550
PMID:24327171
PMID:24525029
PMID:24525030
Reaxys:1728091
Wikipedia:Cystine
Zystin
alpha-Diamino-beta-dithiolactic acid
chebi_ontology
cistina
cystine
porphobilinogen
0
226.095
226.22924
3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid
A dicarboxylic acid that is pyrole bearing aminomethyl, carboxymethyl and 2-carboxyethyl substituents at positions 2, 3 and 4 respectively.
Beilstein:220051
C10H14N2O4
CAS:487-90-1
CHEBI:14867
CHEBI:17381
CHEBI:26212
CHEBI:44832
CHEBI:8335
DrugBank:DB02272
HMDB:HMDB0000245
InChI=1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16)
KEGG:C00931
KNApSAcK:C00007339
MetaCyc:PORPHOBILINOGEN
NCc1[nH]cc(CCC(O)=O)c1CC(O)=O
PDBeChem:PBG
PMID:21383008
PMID:21627493
PMID:22279024
PMID:22740490
PMID:22770225
PMID:22974111
Porphobilinogen
QSHWIQZFGQKFMA-UHFFFAOYSA-N
Reaxys:220051
Wikipedia:Porphobilinogen
chebi_ontology
valeric acid
0
1-butanecarboxylic acid
102.068
102.13170
A straight-chain saturated fatty acid containing five carbon atoms.
Beilstein:969454
C5H10O2
CAS:109-52-4
CCCCC(O)=O
CH3-[CH2]3-COOH
CHEBI:113448
CHEBI:17418
CHEBI:27263
CHEBI:27264
CHEBI:43606
CHEBI:44803
CHEBI:7980
DrugBank:DB02406
Gmelin:26714
HMDB:HMDB0000892
InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)
KEGG:C00803
KNApSAcK:C00001208
LIPID_MAPS_instance:LMFA01010005
NQPDZGIKBAWPEJ-UHFFFAOYSA-N
PDBeChem:PEI
PENTANOIC ACID
PMID:20507156
PPDB:3130
Pentanoate
Pentanoic acid
Reaxys:969454
Valerate
Valerianic acid
Valeriansaeure
Valeric acid
chebi_ontology
n-BuCOOH
n-Pentanoate
n-Valeric acid
n-pentanoic acid
n-valeric acid
pentanoic acid
pentoic acid
propylacetic acid
valeric acid, normal
methylmalonate(2-)
-2
116.011
116.07216
A C4-dicarboxylate resulting from the removal of a proton from both carboxylic acid groups of methylmalonic acid.
Beilstein:3904597
C4H4O4
CC(C([O-])=O)C([O-])=O
CHEBI:14603
CHEBI:17453
CHEBI:25317
Gmelin:142212
InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)/p-2
KEGG:C02170
MetaCyc:CPD-546
Reaxys:3904597
ZIYVHBGGAOATLY-UHFFFAOYSA-L
chebi_ontology
methylmalonate
methylmalonate dianion
methylpropanedioate
aldehyde
0
29.003
29.01800
A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group.
Aldehyd
Aldehyde
CHEBI:13432
CHEBI:13753
CHEBI:13805
CHEBI:13806
CHEBI:17478
CHEBI:22291
CHEBI:2554
CHEBI:8750
CHOR
KEGG:C00071
RC(=O)H
RCHO
[H]C([*])=O
aldehido
aldehidos
aldehyde
aldehydes
aldehydes
aldehydum
an aldehyde
chebi_ontology
homocystine
0
268.055
268.356
4,4'-Dithiobis(2-aminobutyric acid)
4,4'-disulfanediylbis(2-aminobutanoic acid)
4,4'-dithiobis(2-aminobutyric acid)
An organic disulfide obtained by oxidative dimerisation of homocysteine.
C(C(CCSSCCC(C(=O)O)N)N)(O)=O
C8H16N2O4S2
CAS:462-10-2
CHEBI:14409
CHEBI:17485
CHEBI:24611
CHEBI:5752
HMDB:HMDB0000575
Homocystine
InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)
KEGG:C01817
PMID:11592966
PMID:11896744
Reaxys:1728581
ZTVZLYBCZNMWCF-UHFFFAOYSA-N
chebi_ontology
3',5'-cyclic AMP
0
3',5'-Cyclic AMP
329.053
329.20614
A 3',5'-cyclic purine nucleotide having having adenine as the nucleobase.
ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE
Adenosine 3',5'-cyclic phosphate
Adenosine 3',5'-phosphate
Beilstein:52645
C10H12N5O6P
CAS:60-92-4
CHEBI:11673
CHEBI:1325
CHEBI:17489
CHEBI:19827
CHEBI:41588
Cyclic AMP
Cyclic adenylic acid
DrugBank:DB02527
HMDB:HMDB0000058
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
KEGG:C00575
KNApSAcK:C00001497
MetaCyc:CAMP
Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O
PDBeChem:CMP
PMID:16295522
PMID:18372334
PMID:22770225
Reaxys:52645
Wikipedia:Cyclic_AMP
adenosine 3',5'-(hydrogen phosphate)
adenosine 3',5'-cyclic monophosphate
cAMP
chebi_ontology
alditol
(CH2O)nC2H6O2
0
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).
Alditol
CHEBI:13754
CHEBI:17522
CHEBI:22298
CHEBI:2556
Glycitol
KEGG:C00717
Sugar alcohol
Wikipedia:Glycerin
alditol
alditols
chebi_ontology
hydrogencarbonate
-1
60.993
61.01684
Acid carbonate
BICARBONATE ION
BVKZGUZCCUSVTD-UHFFFAOYSA-M
Beilstein:3903504
Bicarbonate
CAS:71-52-3
CHEBI:13363
CHEBI:17544
CHEBI:22863
CHEBI:40961
CHEBI:5589
CHO3
Gmelin:49249
HCO3(-)
HCO3-
HMDB:HMDB0000595
Hydrogencarbonate
InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-1
KEGG:C00288
MetaCyc:HCO3
OC([O-])=O
PDBeChem:BCT
PMID:17215880
PMID:17505962
PMID:28732801
PMID:29150416
PMID:29460248
PMID:29466234
PMID:4208463
The carbon oxoanion resulting from the removal of a proton from carbonic acid.
Wikipedia:Bicarbonate
[CO2(OH)](-)
chebi_ontology
hydrogen carbonate
hydrogen(trioxidocarbonate)(1-)
hydrogencarbonate
hydrogencarbonate(1-)
hydrogentrioxocarbonate(1-)
hydrogentrioxocarbonate(IV)
hydroxidodioxidocarbonate(1-)
5-aminolevulinic acid
0
131.058
131.12990
5-ALA
5-Amino-4-oxopentanoate
5-Amino-4-oxovaleric acid
5-Aminolevulinate
5-amino-4-oxopentanoic acid
Beilstein:1759139
C5H9NO3
CAS:106-60-5
CHEBI:17549
CHEBI:2034
CHEBI:20547
DrugBank:DB00855
Drug_Central:166
HMDB:HMDB0001149
InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)
KEGG:C00430
KEGG:D07567
KNApSAcK:C00007378
LINCS:LSM-5677
NCC(=O)CCC(O)=O
PMID:11303952
PMID:15756058
PMID:15996585
PMID:18982627
PMID:19378778
PMID:22378066
PMID:22700502
PMID:23242333
PMID:23291627
PMID:23299429
PMID:23307195
PMID:23339045
PMID:23360321
PMID:7890117
Reaxys:1759139
The simplest delta-amino acid in which the hydrogens at the gamma position are replaced by an oxo group. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin. Used (in the form of the hydrochloride salt)in combination with blue light illumination for the treatment of minimally to moderately thick actinic keratosis of the face or scalp.
Wikipedia:Aminolevulinic_acid
ZGXJTSGNIOSYLO-UHFFFAOYSA-N
aminolevulinic acid
chebi_ontology
dALA
delta-ALA
delta-aminolevulinic acid
O-phosphoethanolamine
0
141.019
141.06302
2-amino-ethanol dihydrogen phosphate
2-amino-ethanol phosphate
2-aminoethyl dihydrogen phosphate
Beilstein:1758916
C2H8NO4P
CAS:1071-23-4
CHEBI:12694
CHEBI:14224
CHEBI:14814
CHEBI:17553
CHEBI:23980
CHEBI:44681
CHEBI:4881
DrugBank:DB01738
EAP
Ethanolamine phosphate
Gmelin:663022
InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
KEGG:C00346
MetaCyc:PHOSPHORYL-ETHANOLAMINE
NCCOP(O)(O)=O
O-Phosphoethanolamine
O-Phosphorylethanolamine
O-phosphocolamine
OPE
PDBeChem:OPE
PE
PEA
PETN
PMID:1112054
PMID:7791524
Phosphoethanolamine
Reaxys:1758916
SUHOOTKUPISOBE-UHFFFAOYSA-N
The ethanolamine mono-ester of phosphoric acid, and a metabolite of phospholipid metabolism. This phosphomonoester shows strong structural similarity to the inhibitory neurotransmitter GABA, and is decreased in post-mortem Alzheimer's disease brain.
chebi_ontology
colamine phosphate
colamine phosphoric acid
colaminphosphoric acid
ethanolamine O-phosphate
ethanolamine acid phosphate
mono(2-aminoethyl) phosphate
monoaminoethyl phosphate
pEtN
phosphonoethanolamine
phosphoric acid 2-aminoethyl phenyl ester
phosphoryl-ethanolamine
L-cysteine
(2R)-2-amino-3-mercaptopropanoic acid
(2R)-2-amino-3-sulfanylpropanoic acid
(R)-2-amino-3-mercaptopropanoic acid
0
121.020
121.15800
An optically active form of cysteine having L-configuration.
Beilstein:1721408
C
C3H7NO2S
CAS:52-90-4
CHEBI:13095
CHEBI:17561
CHEBI:21261
CHEBI:41227
CHEBI:41700
CHEBI:41768
CHEBI:41781
CHEBI:41811
CHEBI:6207
CYSTEINE
Cys
DrugBank:DB00151
Drug_Central:769
E 920
E-920
E920
ECMDB:ECMDB00574
FREE CYSTEINE
Gmelin:49991
HMDB:HMDB0000574
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1
KEGG:C00097
KEGG:D00026
KNApSAcK:C00001351
L-2-Amino-3-mercaptopropionic acid
L-Cystein
L-Cysteine
L-Zystein
L-cysteine
MetaCyc:CYS
N[C@@H](CS)C(O)=O
PDBeChem:CYS
PMID:11732994
PMID:13761469
PMID:22735334
Reaxys:1721408
Wikipedia:Cysteine
XUJNEKJLAYXESH-REOHCLBHSA-N
YMDB:YMDB00046
chebi_ontology
uracil
0
112.027
112.08684
2,4(1H,3H)-pyrimidinedione
2,4-Dioxopyrimidine
2,4-Pyrimidinedione
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.
Beilstein:606623
C4H4N2O2
CAS:66-22-8
CHEBI:15288
CHEBI:17568
CHEBI:27210
CHEBI:46375
CHEBI:9882
DrugBank:DB03419
Gmelin:2896
HMDB:HMDB0000300
ISAKRJDGNUQOIC-UHFFFAOYSA-N
InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
KEGG:C00106
KEGG:D00027
KNApSAcK:C00001513
MetaCyc:URACIL
O=c1cc[nH]c(=O)[nH]1
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
U
URACIL
Ura
Uracil
Urazil
Wikipedia:Uracil
chebi_ontology
pyrimidine-2,4(1H,3H)-dione
uracil
toluene
0
92.063
92.13842
Beilstein:635760
C7H8
CAS:108-88-3
CHEBI:15248
CHEBI:17578
CHEBI:27022
CHEBI:44023
CHEBI:9624
Cc1ccccc1
DrugBank:DB01900
Gmelin:2456
InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3
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
TOLUENE
The simplest member of the class toluenes consisting of a benzene core which bears a single methyl substituent.
Toluen
Toluene
Toluol
UM-BBD_compID:c0114
Wikipedia:Toluene
YXFVVABEGXRONW-UHFFFAOYSA-N
chebi_ontology
methylbenzene
phenylmethane
toluene
beta-carotene
0
1,1'-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl]bis(2,6,6-trimethylcyclohexene)
536.438
536.87264
A cyclic carotene obtained by dimerisation of all-trans-retinol. A strongly-coloured red-orange pigment abundant in plants and fruit and the most active and important provitamin A carotenoid.
BETA-CAROTENE
Beilstein:1917416
C40H56
CAS:7235-40-7
CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C
CHEBI:10355
CHEBI:12392
CHEBI:17579
CHEBI:22834
CHEBI:40987
COMe:MOL000093
Drug_Central:345
HMDB:HMDB0000561
InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
KEGG:C02094
KEGG:D03101
KNApSAcK:C00000919
LIPID_MAPS_instance:LMPR01070000
LIPID_MAPS_instance:LMPR01070001
MetaCyc:CPD1F-129
OENHQHLEOONYIE-JLTXGRSLSA-N
PDBeChem:BCR
PMID:11171227
PMID:11182771
PMID:11332447
PMID:11359610
PMID:11382814
PMID:11567548
PMID:11677037
PMID:11714348
PMID:11962062
PMID:12081834
PMID:12891827
PMID:14658721
PMID:14764912
PMID:14976384
PMID:14997360
PMID:15113067
PMID:15333155
PMID:15695449
PMID:15789045
PMID:15909543
PMID:15949680
PMID:15949683
PMID:16036331
PMID:16087476
PMID:16338959
PMID:16563447
PMID:17004738
PMID:17625873
PMID:17708644
PMID:17851775
PMID:18429004
PMID:18766464
PMID:18767554
PMID:18794175
PMID:19480350
PMID:19574250
PMID:19669835
PMID:19703237
PMID:19852884
PMID:19888275
PMID:19896667
PMID:19937581
PMID:20074992
PMID:20515074
PMID:22079732
PMID:22309480
PMID:22428124
PMID:22489215
PMID:22534340
PMID:22575730
Reaxys:1917416
Wikipedia:Beta_Carotene
all-trans-beta-carotene
beta,beta-carotene
beta-Carotene
beta-Karotin
chebi_ontology
octane
0
114.141
114.22852
A straight chain alkane composed of 8 carbon atoms.
Beilstein:1696875
C8H18
CAS:111-65-9
CCCCCCCC
CH3-[CH2]6-CH3
CHEBI:14680
CHEBI:17590
CHEBI:25465
CHEBI:25645
CHEBI:44621
CHEBI:7723
DrugBank:DB02440
Gmelin:82412
HMDB:HMDB0001485
InChI=1S/C8H18/c1-3-5-7-8-6-4-2/h3-8H2,1-2H3
KEGG:C01387
LIPID_MAPS_instance:LMFA11000002
MetaCyc:CPD-148
N-OCTANE
Octane
Oktan
PDBeChem:OCT
PMID:11255151
PMID:24354334
Reaxys:1696875
TVMXDCGIABBOFY-UHFFFAOYSA-N
UM-BBD_compID:c0044
Wikipedia:Octane
chebi_ontology
n-Octane
n-Oktan
octane
D-aldohexose
Any D-aldose having a chain of six carbon atoms in the molecule.
C6H12O6
CHEBI:12990
CHEBI:17608
CHEBI:21038
D-aldohexose
D-aldohexoses
chebi_ontology
(3,4-dihydroxyphenyl)acetate
(3,4-dihydroxyphenyl)acetate
-1
167.034
167.13878
3,4-dihydroxyphenylacetate
A dihydroxy monocarboxylic acid anion that is the conjugate base of (3,4-dihydroxyphenyl)acetic acid, arising from deprotonation of the carboxy group.
C8H7O4
CFFZDZCDUFSOFZ-UHFFFAOYSA-M
CHEBI:11696
CHEBI:11697
CHEBI:17612
CHEBI:19889
InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)/p-1
KEGG:C01161
Oc1ccc(CC([O-])=O)cc1O
UM-BBD_compID:c0272
chebi_ontology
homoprotocatechuate
sphingomyelin d18:1
0
491.325
491.622
Any sphingomyelin having sphingosine as the sphingoid component.
C24H48N2O6PR
CHEBI:15101
CHEBI:17636
CHEBI:26740
CHEBI:9223
KEGG:C00550
LIPID_MAPS_instance:LMSP03010000
N-acyl-4-sphingenyl-1-O-phosphorylcholines
O=P(OCC[N+](C)(C)C)(OC[C@H](NC(*)=O)[C@@H](/C=C/CCCCCCCCCCCCC)O)[O-]
PMID:3196084
Sphingomyelin
ceramide phosphocholine
chebi_ontology
sphingomyelin
sphingomyelins
cortisol
(11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione
0
11beta,17,21-trihydroxypregn-4-ene-3,20-dione
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
A 17alpha-hydroxy-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
Beilstein:1354819
C21H30O5
CAS:50-23-7
CHEBI:14023
CHEBI:17650
CHEBI:24633
CHEBI:3893
CHEBI:58221
Cortisol
DrugBank:DB00741
Drug_Central:1388
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
KEGG:C00735
KEGG:D00088
Kendall's compound F
LINCS:LSM-5980
LIPID_MAPS_instance:LMST02030001
PDBeChem:HCY
PMID:10438974
PMID:2268561
Patent:US2602769
Reichstein's substance M
Wikipedia:Hydrocortisone
[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_ontology
cortisol
hidrocortisona
hydrocortisone
hydrocortisonum
ribonucleoside diphosphate
0
292.983
293.083
C5H11O10P2R
CHEBI:15046
CHEBI:17668
CHEBI:26557
CHEBI:8845
KEGG:C03723
Ribonucleoside diphosphate
chebi_ontology
ribonucleoside diphosphate
ribonucleoside diphosphates
(S)-nicotine
(-)-3-(1-Methyl-2-pyrrolidyl)pyridine
(-)-3-(N-Methylpyrrolidino)pyridine
(-)-nicotine
(R)-3-(1-Methyl-2-pyrrolidinyl)pyridine
(S)-(-)-nicotine
(S)-3-(1-methylpyrrolidin-2-yl)pyridine
(S)-3-(N-methylpyrrolidin-2-yl)pyridine
(S)-Nicotine
(S)-nicotine
0
1-Methyl-2-(3-pyridyl)pyrrolidine
162.116
162.232
3-(1-Methyl-2-pyrollidinyl)pyridine
3-(1-Methylpyrrolidin-2-yl)pyridine
3-(2-(N-methylpyrrolidinyl))pyridine
3-(N-methylpyrollidino)pyridine
3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum.
BPDB:485
Beilstein:3604351
Beilstein:82109
C10H14N2
C=1C=C([C@]2(N(CCC2)C)[H])C=NC1
CAS:54-11-5
CHEBI:14653
CHEBI:17688
CHEBI:25536
CHEBI:44268
CHEBI:7562
DrugBank:DB00184
Drug_Central:1920
HMDB:HMDB0001934
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1
KEGG:C00745
KEGG:D03365
KNApSAcK:C00002057
L(-)-nicotine
L-3-(1-Methyl-2-pyrrolidyl)pyridine
L-Nicotine
LINCS:LSM-2093
MetaCyc:NICOTINE
Nicotine
PDBeChem:NCT
PMID:11209966
PMID:11322615
PMID:11406005
PMID:11719700
PMID:11768184
PMID:11821649
PMID:11851194
PMID:12575980
PMID:12692774
PMID:12769614
PMID:12850578
PMID:12971663
PMID:13590907
PMID:14674846
PMID:14761239
PMID:14975706
PMID:15019421
PMID:15027713
PMID:15251917
PMID:15276225
PMID:15380834
PMID:15502843
PMID:15527885
PMID:15707677
PMID:15734728
PMID:15826609
PMID:15894687
PMID:15902919
PMID:15960296
PMID:15963341
PMID:16059663
PMID:16212709
PMID:16333621
PMID:16370520
PMID:16496293
PMID:17023324
PMID:17206646
PMID:17292347
PMID:17350101
PMID:17498763
PMID:17504235
PMID:17525204
PMID:17560039
PMID:17683794
PMID:18380035
PMID:18383130
PMID:18490768
PMID:18683238
PMID:18685152
PMID:18805442
PMID:18922921
PMID:19100291
PMID:19100331
PMID:19287496
PMID:19389046
PMID:19448649
PMID:19465085
PMID:19850423
PMID:19954906
PMID:21521420
PMID:21636612
PMID:21822688
PMID:21945235
PMID:21947355
PMID:22030716
PMID:22129149
PMID:22218403
PMID:22265518
PMID:22331007
PMID:22377934
PMID:22459798
PMID:22529223
PMID:22530136
PMID:27951416
PMID:28187919
PMID:28391535
PMID:28574230
PMID:28641297
PMID:28678400
PMID:28683421
PMID:28686840
PMID:28698187
PMID:28700952
PMID:28704277
PMID:28710519
PMID:28711472
PMID:28714396
PMID:28718768
PMID:28718828
PMID:28726253
PMID:28735272
Reaxys:82109
SNICXCGAKADSCV-JTQLQIEISA-N
Wikipedia:Nicotine
chebi_ontology
sphingosine-1-phosphocholine
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate
0
464.338
464.61930
A phosphosphingolipid consisting of sphingosine having a phosphocholine moiety attached to its primary hydroxyl group.
Beilstein:7342520
C23H49N2O5P
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP([O-])(=O)OCC[N+](C)(C)C
CHEBI:15103
CHEBI:17689
CHEBI:26744
CHEBI:9226
InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/b18-17+/t22-,23+/m0/s1
JLVSPVFPBBFMBE-HXSWCURESA-N
LIPID_MAPS_instance:LMSP01060001
PMID:14741383
chebi_ontology
sphing-4-enine-1-phosphocholine
sphingosylphosphocholine betaine
sphingosylphosphorylcholine
glycerol
0
1,2,3-Propanetriol
1,2,3-Trihydroxypropane
92.047
92.09382
A triol with a structure of propane substituted at positions 1, 2 and 3 by hydroxy groups.
Beilstein:635685
C3H8O3
CAS:56-81-5
CHEBI:131422
CHEBI:14334
CHEBI:17754
CHEBI:24351
CHEBI:42998
CHEBI:5448
DrugBank:DB04077
Drug_Central:1316
ECMDB:ECMDB00131
GLYCEROL
Glycerin
Glyceritol
Glycerol
Glyzerin
Gmelin:26279
Gro
HMDB:HMDB0000131
InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2
KEGG:C00116
KEGG:D00028
KNApSAcK:C00001163
LINCS:LSM-37180
MetaCyc:GLYCEROL
OCC(O)CO
Oelsuess
PDB:2AJS
PDB:2D03
PDBeChem:GOL
PEDCQBHIVMGVHV-UHFFFAOYSA-N
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
PPDB:1317
Propanetriol
Reaxys:635685
Trihydroxypropane
UM-BBD_compID:c0066
Wikipedia:Glycerol
YMDB:YMDB00283
chebi_ontology
glycerine
glycerol
glycerol
glycerolum
glycyl alcohol
propane-1,2,3-triol
cystathionine
0
2-amino-4-[(2-amino-2-carboxyethyl)sulfanyl]butanoic acid
222.067
222.26314
A modified amino acid generated by enzymic means from homocysteine and serine.
C7H14N2O4S
CAS:535-34-2
CHEBI:14059
CHEBI:17755
CHEBI:4048
Cystathionine
DL-Cystathionine
ILRYLPWNYFXEMH-UHFFFAOYSA-N
InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)
KEGG:C00542
NC(CCSCC(N)C(O)=O)C(O)=O
PMID:12907234
PMID:15033753
PMID:22212096
PMID:22264337
Reaxys:2416815
S-(2-amino-2-carboxyethyl)homocysteine
chebi_ontology
cystathione
cystathionine
cholesta-5,7-dien-3beta-ol
(3beta)-cholesta-5,7-dien-3-ol
0
384.339
384.63766
5,7-cholestadien-3-beta-ol
5,7-cholestadien-3beta-ol
7-Dehydrocholesterol
Beilstein:2224615
C27H44O
CAS:434-16-2
CHEBI:13981
CHEBI:17759
CHEBI:23181
CHEBI:3658
Cholesta-5,7-dien-3beta-ol
Gmelin:893079
InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
KEGG:C01164
KNApSAcK:C00023747
LIPID_MAPS_instance:LMST01010069
Provitamin D3
UCTLRSWJYQTBFZ-DDPQNLDTSA-N
[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
chebi_ontology
cholesta-5,7-dien-3beta-ol
ceramide
0
100.040
100.09590
C4H6NO2R3
CHEBI:12487
CHEBI:13954
CHEBI:17761
CHEBI:23074
CHEBI:7242
Cer
Ceramide
Ceramides (N-acyl-sphingoid bases) are a major subclass of sphingoid base derivatives with an amide-linked fatty acid. The fatty acids are typically saturated or monounsaturated with chain lengths from 14 to 26 carbon atoms; the presence of a hydroxyl group on carbon 2 is fairly common. Ceramides are generally precursors of more complex sphingolipids. In the illustrated generalised structure, R(1) = OH, OX (where X = acyl, glycosyl, phosphate, phosphonate, etc.), or H.
KEGG:C00195
LIPID_MAPS_class:LMSP02
N-acylated sphingoid
O[C@H]([*])[C@H](C[*])NC([*])=O
PMID:7542630
Wikipedia:Ceramide
a ceramide
ceramides
chebi_ontology
methanol
0
32.026
32.04186
Beilstein:1098229
CAS:67-56-1
CH3OH
CH4O
CHEBI:14588
CHEBI:17790
CHEBI:25227
CHEBI:44080
CHEBI:44553
CHEBI:6816
CO
Gmelin:449
HMDB:HMDB0001875
InChI=1S/CH4O/c1-2/h2H,1H3
KEGG:C00132
KEGG:D02309
METHANOL
MeOH
MetaCyc:METOH
Methanol
Methyl alcohol
Methylalkohol
OKKJLVBELUTLKV-UHFFFAOYSA-N
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
The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.
UM-BBD_compID:c0132
Wikipedia:Methanol
carbinol
chebi_ontology
methanol
spirit of wood
wood alcohol
wood naphtha
wood spirit
serine
0
105.043
105.09262
2-Amino-3-hydroxypropionic acid
2-amino-3-hydroxypropanoic acid
3-Hydroxyalanine
An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group.
Beilstein:1721402
C3H7NO3
CAS:302-84-1
CHEBI:15081
CHEBI:17822
CHEBI:26648
CHEBI:9116
Gmelin:26429
InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)
KEGG:C00716
KNApSAcK:C00001393
MTCFGRXMJLQNBG-UHFFFAOYSA-N
NC(CO)C(O)=O
Reaxys:1721402
Serin
Serine
Wikipedia:Serine
chebi_ontology
serine
calcitriol
(1S,3R,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol
(1S,3R,5Z,7E)-9,10-secocholesta-5,7,10-triene-1,3,25-triol
(1alpha,3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol
(5Z,7E)-(1S,3R)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol
0
1,25-DHCC
1-alpha-25-Dihydroxyvitamin D3
1alpha,25(OH)2D3
1alpha,25-dihydroxycholecalciferol
1alpha,25-dihydroxyvitamin D3
416.329
416.63646
5-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANE-1,3-DIOL
A hydroxycalciol that is calcidiol in which the pro-S hydrogen of calcidiol is replaced by a hydroxy group. It is the active form of vitamin D3, produced fom calciol via hydoxylation in the liver to form calcidiol, which is subsequently oxidised in the kidney to give calcitriol.
Beilstein:2227647
C27H44O3
CAS:32222-06-3
CHEBI:13932
CHEBI:17823
CHEBI:19209
CHEBI:3307
CHEBI:46435
Calcijex
Calcitriol
Decostriol
DrugBank:DB00136
Drug_Central:466
GMRQFYUYWCNGIN-NKMMMXOESA-N
InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1
KEGG:C01673
KEGG:D00129
LIPID_MAPS_instance:LMST03020258
MetaCyc:CALCITRIOL
PDBeChem:VDX
PMID:10217585
PMID:15928596
PMID:19429426
PMID:20599255
PMID:22905919
PMID:23103122
PMID:23144765
PMID:6687801
Reaxys:2227647
Rocaltrol
Wikipedia:Calcitriol
[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)[C@H](C)CCCC(C)(C)O
calcitriol
calcitriol
calcitriolum
chebi_ontology
triglyceride
0
173.009
173.10030
C6H5O6R3
CHEBI:15255
CHEBI:17855
CHEBI:27085
CHEBI:9664
KEGG:C00422
LIPID_MAPS_class:LMGL0301
Triacylglycerol
Triglycerid
Triglyceride
Triglyzerid
[*]C(=O)OCC(COC([*])=O)OC([*])=O
a triacylglycerol
chebi_ontology
triacylglycerols
triglycerides
triglycerides
glutaric acid
0
1,3-Propanedicarboxylic acid
1,5-pentanedioic acid
132.042
132.11462
An alpha,omega-dicarboxylic acid that is a linear five-carbon dicarboxylic acid.
Beilstein:1209725
C5H8O4
CAS:110-94-1
CHEBI:17859
CHEBI:24330
CHEBI:43097
CHEBI:5434
DrugBank:DB03553
GLUTARIC ACID
Glutaric acid
Glutarsaeure
Gmelin:26809
HMDB:HMDB0000661
InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)
JFCQEDHGNNZCLN-UHFFFAOYSA-N
KEGG:C00489
KNApSAcK:C00001184
LIPID_MAPS_instance:LMFA01170046
OC(=O)CCCC(O)=O
PDBeChem:GUA
PMID:24297153
PMID:24587932
PMID:24900967
Pentanedioic acid
Reaxys:1209725
Wikipedia:Glutaric_acid
chebi_ontology
pentanedioic acid
hydrogen chloride
0
35.977
36.46064
A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms.
CAS:7647-01-0
CHEBI:13364
CHEBI:17883
CHEBI:24635
CHEBI:5590
Chlorwasserstoff
ClH
Cl[H]
Drug_Central:4568
Gmelin:322
HCl
HCl
HMDB:HMDB0002306
Hydrochloride
Hydrogen chloride
Hydrogenchlorid
InChI=1S/ClH/h1H
KEGG:C01327
KEGG:D02057
MetaCyc:HCL
PMID:15823700
PMID:17492841
PMID:22804993
Reaxys:1098214
VEXZGXHMUGYJMC-UHFFFAOYSA-N
Wasserstoffchlorid
Wikipedia:HCl
Wikipedia:Hydrochloric_acid
[HCl]
chebi_ontology
chlorane
chloridohydrogen
chlorure d'hydrogene
cloruro de hidrogeno
hydrochloric acid
hydrogen chloride
donor
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:17891
CHEBI:4697
Donator
Donor
KEGG:C01351
chebi_ontology
donneur
donor
(2R)-2-hydroxy monocarboxylic acid
(2R)-2-hydroxy monocarboxylic acids
(2R)-Hydroxy-carboxylate
(R)-2-Hydroxyacid
(R)-2-Hydroxycarboxylic acid
(R)-2-hydroxyacid
0
75.008
75.04340
A 2-hydroxy monocarboxylic acid having (2R)-configuration.
C2H3O3R
CHEBI:10973
CHEBI:17893
CHEBI:18649
CHEBI:309
KEGG:C02489
KEGG:C15487
O[C@H]([*])C(O)=O
chebi_ontology
all-trans-retinal
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal
0
284.214
284.43572
A retinal in which all four exocyclic double bonds have E- (trans-) geometry.
C20H28O
CAS:116-31-4
CHEBI:12776
CHEBI:17898
CHEBI:22348
CHEBI:8814
HMDB:HMDB0001358
InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
KEGG:C00376
LIPID_MAPS_instance:LMPR01090002
MetaCyc:RETINAL
NCYCYZXNIZJOKI-OVSJKPMPSA-N
PDBeChem:RET
PMID:12168520
PMID:15500295
PMID:15686550
PMID:15724104
PMID:16054134
PMID:16128572
PMID:17326003
PMID:21447403
PMID:21995425
PMID:22162152
PMID:22198730
PMID:22220722
PMID:22417174
PMID:22428905
PMID:22431612
PMID:22515697
PMID:22529810
PMID:22559266
PMID:22621924
PMID:22841964
PMID:22879987
Retinal
Retinene
Vitamin A aldehyde
Wikipedia:Retinal
[H]C(=O)\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
all-trans-Retinal
all-trans-Retinene
all-trans-Vitamin A aldehyde
all-trans-retinal
all-trans-retinaldehyde
chebi_ontology
retinaldehyde
D-glucitol
(-)-sorbitol
(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol
0
182.079
182.17176
Beilstein:1721899
Beilstein:4656395
C6H14O6
CAS:50-70-4
CHEBI:12954
CHEBI:13020
CHEBI:17924
CHEBI:21091
CHEBI:4246
CHEBI:45559
D-(-)-sorbitol
D-Glucitol
D-SORBITOL
D-Sorbit
D-Sorbitol
D-glucitol
D-sorbitol
DrugBank:DB01638
Drug_Central:2462
E 420
E-420
E420
FBPFZTCFMRRESA-JGWLITMVSA-N
G-ol
Glc-ol
Gmelin:83162
HMDB:HMDB0000247
InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1
KEGG:C00794
KEGG:D00096
KNApSAcK:C00001173
L-Gulitol
OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
PDBeChem:SOR
PMID:16901854
PMID:17336832
PMID:17979222
PMID:19443021
PMID:19695255
PMID:22735334
PMID:22878210
PMID:23683321
PMID:24643482
PMID:25108762
PMID:25568069
PPDB:1320
Reaxys:1721899
The D-enantiomer of glucitol (also known as D-sorbitol).
Wikipedia:Sorbitol
chebi_ontology
calcidiol
(3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol
(3S,5Z,7E)-9,10-secocholesta-5,7,10-triene-3,25-diol
(3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol
(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol
0
25(OH)D3
25-Hydroxyvitamin D3
25-hydroxycholecalciferol
25-hydroxyvitamin D3
3-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANOL
400.334
400.63706
A hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group. A prehormone resulting from the oxidation of calciol in the liver, it is further hydroxylated in the kidney to give calcitriol, the active form of vitamin D3.
Beilstein:4270041
C27H44O2
CAS:19356-17-3
CHEBI:13931
CHEBI:17933
CHEBI:19815
CHEBI:3304
CHEBI:46387
Calcidiol
Calcifediol
Calcifediol anhydrous
DrugBank:DB00146
Drug_Central:464
InChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
JWUBBDSIWDLEOM-DTOXIADCSA-N
KEGG:C01561
LIPID_MAPS_instance:LMST03020246
PDBeChem:VDY
PMID:16549446
PMID:18689406
PMID:22487892
PMID:22536761
PMID:23090338
PMID:23566108
PMID:9080330
Rayaldee
Reaxys:4270041
Wikipedia:Calcifediol
[H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)(C)O
calcidiol
calcifediol
calcifediolum
chebi_ontology
butyrate
-1
1-butanoate
1-butyrate
1-propanecarboxylate
87.045
87.09718
A short-chain fatty acid anion that is the conjugate base of butyric acid, obtained by deprotonation of the carboxy group.
Beilstein:3601060
C4H7O2
CAS:461-55-2
CCCC([O-])=O
CH3-[CH2]2-COO(-)
CHEBI:13924
CHEBI:17968
CHEBI:22946
FERIUCNNQQJTOY-UHFFFAOYSA-M
Gmelin:324289
InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)/p-1
KEGG:C00246
MetaCyc:BUTYRIC_ACID
PMID:17190852
PMID:7496326
Reaxys:3601060
UM-BBD_compID:c0035
butanate
butanoate
butanoate
butanoic acid, ion(1-)
butyrate
chebi_ontology
n-butanoate
n-butyrate
propanecarboxylate
propylformate
ribonucleoside triphosphate
0
372.949
373.063
C5H12O13P3R
CHEBI:15047
CHEBI:17972
CHEBI:26559
CHEBI:8846
KEGG:C03802
Ribonucleoside triphosphate
chebi_ontology
ribonucleoside triphosphates
chloride
-1
34.969
35.45270
A halide anion formed when chlorine picks up an electron to form an an anion.
Beilstein:3587171
CAS:16887-00-6
CHEBI:13291
CHEBI:13970
CHEBI:17996
CHEBI:3616
CHEBI:3731
CHEBI:48804
CHLORIDE ION
Chloride
Chloride ion
Chloride(1-)
Chlorine anion
Cl
Cl(-)
Cl-
Gmelin:14910
InChI=1S/ClH/h1H/p-1
KEGG:C00115
KEGG:C00698
PDBeChem:CL
UM-BBD_compID:c0884
VEXZGXHMUGYJMC-UHFFFAOYSA-M
[Cl-]
chebi_ontology
chloride
chloride(1-)
dialkyl ketone
0
27.995
28.01010
CHEBI:14136
CHEBI:18044
CHEBI:23663
CHEBI:4485
COR2
Dialkyl ketone
KEGG:C02146
[*]C([*])=O
chebi_ontology
dialkyl ketone
dialkyl ketones
lipid
'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:18059
CHEBI:25054
CHEBI:6486
KEGG:C01356
Lipid
chebi_ontology
lipids
phylloquinone
0
2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione
2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone
2-Methyl-3-phytyl-1,4-naphthochinon
2-Methyl-3-phytyl-1,4-naphthoquinone
2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione
3-Phytylmenadione
450.350
450.69570
A member of the class of phylloquinones that consists of 1,4-naphthoquinone having methyl and phytyl groups at positions 2 and 3 respectively. The parent of the class of phylloquinones.
C31H46O2
CAS:84-80-0
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
CHEBI:11611
CHEBI:14833
CHEBI:18067
CHEBI:26105
CHEBI:45148
CHEBI:8181
DrugBank:DB01022
Drug_Central:2843
HMDB:HMDB0003555
InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1
KEGG:C02059
KEGG:D00148
KNApSAcK:C00002868
MBWXNTAXLNYFJB-NKFFZRIASA-N
PDBeChem:PQN
PHYLLOQUINONE
PMID:11003724
PMID:15686525
PMID:19588895
PMID:19996170
PMID:21169510
PMID:21645693
PMID:21844348
PMID:21914559
Phyllochinon
Phyllochinonum
Phylloquinone
Phytomenadione
Phytonadione
Phytonadionum
Phytylmenadione
Reaxys:2568816
Vitamin K1
Wikipedia:Phytonadione
alpha-phylloquinone
chebi_ontology
fitomenadiona
phylloquinone
phytomenadionum
trans-Phylloquinone
glycosaminoglycan
Any polysaccharide containing a substantial proportion of aminomonosaccharide residues.
CHEBI:14361
CHEBI:18085
CHEBI:24398
CHEBI:5495
Glycosaminoglycan
Glykosaminoglykan
KEGG:C02545
Wikipedia:Glycosaminoglycan
chebi_ontology
glicosaminoglicano
glycosaminoglycan
glycosaminoglycane
glycosaminoglycans
N-benzoylglycine
0
179.058
179.17270
An N-acylglycine in which the acyl group is specified as benzoyl.
Benzamidoacetic acid
Benzamidoessigsaeure
Benzoylaminoacetic acid
Benzoylaminoessigsaeure
C9H9NO3
CAS:495-69-2
CHEBI:12492
CHEBI:14400
CHEBI:18089
CHEBI:24595
CHEBI:5725
HMDB:HMDB0000714
Hippurate
Hippuric acid
Hippursaeure
InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)
KEGG:C01586
KNApSAcK:C00030483
MetaCyc:CPD-425
N-Benzoylglycine
N-benzoylglycine
OC(=O)CNC(=O)c1ccccc1
PMID:14646363
PMID:15879000
PMID:16760132
PMID:17190852
PMID:19283696
PMID:19891605
PMID:20405919
PMID:22770225
PMID:7153346
PMID:8734460
PMID:9120876
PMID:9609721
Phenylcarbonylaminoacetic acid
QIAFMBKCNZACKA-UHFFFAOYSA-N
Reaxys:1073987
Wikipedia:Hippuric_acid
chebi_ontology
trans-4-hydroxy-L-proline
(2S,4R)-4-hydroxy-2-pyrrolidinecarboxylic acid
(2S,4R)-trans-4-hydroxyproline
(4R)-4-hydroxy-L-proline
0
131.058
131.12990
An optically active form of 4-hydroxyproline having L-trans-configuration.
C5H9NO3
CAS:51-35-4
CHEBI:10714
CHEBI:12864
CHEBI:18095
CHEBI:27060
CHEBI:43172
CHEBI:43210
CHEBI:43227
CHEBI:43318
CHEBI:49360
Drug_Central:4272
HMDB:HMDB0000725
Hydroxy-L-proline
Hydroxyproline
Hyp
Hypro
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1
KEGG:C01157
KNApSAcK:C00001370
L-4-Hydroxyproline
L-threo-4-hydroxyproline
MetaCyc:4-HYDROXY-L-PROLINE
O[C@H]1CN[C@@H](C1)C(O)=O
PDBeChem:HYP
PMID:1117843
PMID:1166829
PMID:12148113
PMID:14104082
PMID:14995121
PMID:15558350
PMID:16096557
PMID:16656634
PMID:16662024
PMID:16665943
PMID:17021603
PMID:19286848
PMID:590925
PMID:616023
PMID:6616407
PMID:6625779
PMID:6783274
PMID:7248905
PMID:7283558
PMID:7446210
PMID:899882
PMID:946341
PMMYEEVYMWASQN-DMTCNVIQSA-N
Reaxys:81441
chebi_ontology
delta-hydroxyproline
trans-4-Hydroxy-L-proline
trans-4-hydroxy-L-proline
trans-Hydroxyproline
trans-L-Hydroxyproline
cyclohexanol
0
1-Cyclohexanol
100.089
100.15888
An alcohol that consists of cyclohexane bearing a single hydroxy substituent. The parent of the class of cyclohexanols.
C6H12O
CAS:108-93-0
CHEBI:14051
CHEBI:18099
CHEBI:23471
CHEBI:4013
CHEBI:41739
Cyclohexan-1-ol
Cyclohexanol
Cyclohexyl alcohol
DrugBank:DB03703
HPXRVTGHNJAIIH-UHFFFAOYSA-N
Hexahydrophenol
Hexalin
Hydrophenol
Hydroxycyclohexane
InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2
KEGG:C00854
MetaCyc:CYCLOHEXANOL
OC1CCCCC1
PDBeChem:CXL
PMID:11682644
PMID:23825601
Reaxys:906744
UM-BBD_compID:c0175
Wikipedia:Cyclohexanol
chebi_ontology
cyclohexanol
4-hydroxyphenylacetic acid
(4-hydroxyphenyl)acetic acid
(p-hydroxyphenyl)acetic acid
0
152.047
152.14732
4-Hydroxyphenylacetate
4-Hydroxyphenylacetic acid
4-carboxymethylphenol
4-hydroxybenzeneacetic acid
4-hydroxyphenylacetic acid
A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.
C8H8O3
CAS:156-38-7
CHEBI:12014
CHEBI:18101
CHEBI:1874
CHEBI:20419
CHEBI:40091
HMDB:HMDB0000020
InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
KEGG:C00642
MetaCyc:4-HYDROXYPHENYLACETATE
OC(=O)Cc1ccc(O)cc1
PDBeChem:4HP
PMID:11339992
PMID:21476434
PMID:22296160
PMID:24636068
PMID:24831010
PMID:7126379
PMID:977696
Reaxys:1448766
UM-BBD_compID:c0271
Wikipedia:4-hydroxyphenylacetic_acid
XQXPVVBIMDBYFF-UHFFFAOYSA-N
chebi_ontology
p-hydroxyphenylacetic acid
hexose
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:18133
CHEBI:24590
CHEBI:5709
Hexose
KEGG:C00738
chebi_ontology
hexose
hexoses
trimethylamine
(CH3)3N
0
59.073
59.11030
A tertiary amine that is ammonia in which each hydrogen atom is substituted by an methyl group.
Beilstein:956566
C3H9N
CAS:75-50-3
CHEBI:15261
CHEBI:18139
CHEBI:27125
CHEBI:27127
CHEBI:9732
CN(C)C
GETQZCLCWQTVFV-UHFFFAOYSA-N
Gmelin:1309
HMDB:HMDB0000906
InChI=1S/C3H9N/c1-4(2)3/h1-3H3
KEGG:C00565
KNApSAcK:C00001433
MetaCyc:TRIMETHYLAMINE
N(CH3)3
N,N,N-trimethylamine
N,N-Dimethylmethanamine
N,N-dimethylmethanamine
NMe3
PDBeChem:KEN
PMID:14047118
PMID:15304308
PMID:15752091
PMID:17190852
PMID:1801314
PMID:24591617
PMID:2501587
PMID:5161463
Reaxys:956566
TMA
Trimethylamin
Trimethylamine
Wikipedia:Trimethylamine
chebi_ontology
tridimethylaminomethane
hydrogen halide
0
CHEBI:13368
CHEBI:18140
CHEBI:37140
CHEBI:5599
HX
HX
[F,Cl,Br,I]
chebi_ontology
hydrogen halide
hydrogen halides
hydrogen halides
polysaccharide
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:18154
CHEBI:26205
CHEBI:8322
Glycan
Glycane
Glykan
Glykane
KEGG:C00420
Polysaccharide
chebi_ontology
glycans
polisacarido
polisacaridos
polysaccharides
5-oxo-L-proline
(-)-2-pyrrolidone-5-carboxylic acid
(2S)-5-oxopyrrolidine-2-carboxylic acid
(S)-(-)-2-pyrrolidone-5-carboxylic acid
(S)-pyroglutamic acid
0
129.043
129.11400
5-Oxo-L-proline
5-Pyrrolidone-2-carboxylic acid
5-oxo-L-proline
An optically active form of 5-oxoproline having L-configuration.
Beilstein:5251861
Beilstein:82132
C5H7NO3
CAS:98-79-3
CHEBI:12153
CHEBI:18183
CHEBI:20619
CHEBI:2113
CHEBI:44704
DrugBank:DB03088
Gmelin:1125330
HMDB:HMDB0000267
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
KEGG:C01879
KNApSAcK:C00007403
L-5-Pyrrolidone-2-carboxylic acid
L-Pyroglutamic acid
MetaCyc:5-OXOPROLINE
OC(=O)[C@@H]1CCC(=O)N1
ODHCTXKNWHHXJC-VKHMYHEASA-N
PDBeChem:PCA
PMID:17439666
PMID:22560249
PMID:22619187
PYROGLUTAMIC ACID
Pyroglutamate
Pyroglutamic acid
Reaxys:82132
Wikipedia:Pyroglutamic_acid
YMDB:YMDB00107
chebi_ontology
pidolic acid
tyrosine
0
181.074
181.18858
2-Amino-3-(p-hydroxyphenyl)propionic acid
2-amino-3-(4-hydroxyphenyl)propanoic acid
3-(p-Hydroxyphenyl)alanine
An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.
Beilstein:515881
C9H11NO3
CAS:55520-40-6
CAS:556-03-6
CHEBI:15277
CHEBI:18186
CHEBI:27176
CHEBI:9800
Gmelin:27744
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)
KEGG:C01536
KNApSAcK:C00001397
NC(Cc1ccc(O)cc1)C(O)=O
OUYCCCASQSFEME-UHFFFAOYSA-N
PMID:17190852
Reaxys:515881
Tyr
Tyrosin
Tyrosine
Y
chebi_ontology
tirosina
tyrosine
citrulline
0
175.096
175.18584
2-Amino-5-uredovaleric acid
2-amino-5-(carbamoylamino)pentanoic acid
Beilstein:1725417
Beilstein:2328251
C6H13N3O3
CAS:627-77-0
CHEBI:14002
CHEBI:18211
CHEBI:3730
Cit
Citrullin
Citrulline
DL-2-amino-5-ureidovaleric acid
InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)
N(5)-(aminocarbonyl)-DL-ornithine
N(5)-(aminocarbonyl)ornithine
N(5)-carbamoyl-DL-ornithine
N(5)-carbamoylornithine
NC(CCCNC(N)=O)C(O)=O
PMID:11094453
PMID:11113071
PMID:11696417
PMID:1378088
PMID:16082501
PMID:16708633
PMID:17005970
PMID:17513438
PMID:17558653
PMID:17693747
PMID:18437289
PMID:18440672
PMID:18989563
PMID:19144577
PMID:21129371
PMID:21482070
RHGKLRLOHDJJDR-UHFFFAOYSA-N
Reaxys:1725417
The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N(5)-position.
Wikipedia:Citrulline
chebi_ontology
citrulina
citrulline
dl-citrulline
glutamic acid
0
147.053
147.12930
2-Aminoglutaric acid
2-aminopentanedioic acid
An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.
Beilstein:1723799
C5H9NO4
CAS:617-65-2
CHEBI:18237
CHEBI:24314
CHEBI:5431
DL-Glutamic acid
DL-Glutaminic acid
E
Glu
Glutamate
Glutamic acid
Glutaminic acid
Glutaminsaeure
Gmelin:101971
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)
KEGG:C00302
KEGG:D04341
KNApSAcK:C00001358
KNApSAcK:C00019577
NC(CCC(O)=O)C(O)=O
PMID:15739367
PMID:17190852
PMID:24616376
PMID:24984001
Reaxys:1723799
WHUUTDBJXJRKMK-UHFFFAOYSA-N
Wikipedia:Glutamic_acid
chebi_ontology
glutamic acid
4-hydroxy-L-proline
(2S)-4-hydroxypyrrolidine-2-carboxylic acid
0
131.058
131.12990
4-Hydroxy-L-proline
4-hydroxy-L-proline
C5H9NO3
CAS:51-35-4
CHEBI:11999
CHEBI:18240
CHEBI:1852
HMDB:HMDB0006055
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3?,4-/m0/s1
KEGG:C01015
KNApSAcK:C00001370
L-Hydroxyproline
OC1CN[C@@H](C1)C(O)=O
PMMYEEVYMWASQN-BKLSDQPFSA-N
Reaxys:81441
The L-stereoisomer of 4-hydroxyproline.
Wikipedia:4-hydroxy-L-proline
chebi_ontology
cis-4-Hydroxy-L-Proline
hydroxy-L-proline
dopamine
0
153.079
153.17840
2-(3,4-Dihydroxyphenyl)ethylamine
2-(3,4-dihydroxyphenyl)ethylamine
3,4-Dihydroxyphenethylamine
3-Hydroxytyramine
4-(2-Aminoethyl)-1,2-benzenediol
4-(2-Aminoethyl)benzene-1,2-diol
4-(2-aminoethyl)-1,2-benzenediol
4-(2-aminoethyl)benzene-1,2-diol
4-(2-aminoethyl)catechol
4-(2-aminoethyl)pyrocatechol
C8H11NO2
CAS:51-61-6
CHEBI:11695
CHEBI:11930
CHEBI:14203
CHEBI:1764
CHEBI:18243
CHEBI:23886
CHEBI:43686
Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group.
Deoxyepinephrine
Dopamine
DrugBank:DB00988
Drug_Central:947
HMDB:HMDB0000073
Hydroxytyramin
InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2
KEGG:C03758
KEGG:D07870
KNApSAcK:C00001408
LINCS:LSM-4630
MetaCyc:DOPAMINE
NCCc1ccc(O)c(O)c1
PMID:10629745
PMID:11149432
PMID:9422813
Reaxys:1072822
VYFYYTLLBUKUHU-UHFFFAOYSA-N
Wikipedia:Dopamine
chebi_ontology
dopamina
dopamine
dopaminum
iron atom
0
26Fe
55.84500
55.935
An iron group element atom that has atomic number 26.
CAS:7439-89-6
CHEBI:13322
CHEBI:18248
CHEBI:24872
CHEBI:5974
DrugBank:DB01592
Eisen
Fe
Fe
HMDB:HMDB0015531
InChI=1S/Fe
Iron
KEGG:C00023
Reaxys:4122945
WebElements:Fe
XEEYBQQBJWHFJM-UHFFFAOYSA-N
[Fe]
chebi_ontology
fer
ferrum
hierro
iron
iron
ribonucleoside
0
133.050
Any nucleoside where the sugar component is D-ribose.
C5H9O4R
CHEBI:13014
CHEBI:13015
CHEBI:13685
CHEBI:18254
CHEBI:21085
CHEBI:26560
CHEBI:4240
CHEBI:8844
KEGG:C00911
OC[C@H]1O[C@@H]([*])[C@H](O)[C@@H]1O
Ribonucleoside
a ribonucleoside
chebi_ontology
ribonucleosides
ornithine
0
132.090
132.16106
2,5-Diaminopentanoic acid
2,5-Diaminovaleric acid
2,5-diaminopentanoic acid
AHLPHDHHMVZTML-UHFFFAOYSA-N
An alpha-amino acid that is pentanoic acid bearing two amino substituents at positions 2 and 5.
Beilstein:1722296
C5H12N2O2
CAS:616-07-9
CHEBI:18257
CHEBI:7784
DL-Ornithine
Gmelin:847696
InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)
KEGG:C01602
KNApSAcK:C00001384
NCCCC(N)C(O)=O
Orn
Ornithine
PMID:15449570
PMID:17190852
PMID:22264337
Reaxys:1722296
chebi_ontology
ornithine
3,3',5-triiodo-L-thyronine
0
3,3',5-triiodo-L-thyronine
3,5,3'-Triiodo-L-thyronine
3,5,3'-Triiodothyronine
3,5,3'TRIIODOTHYRONINE
4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-L-phenylalanine
650.790
650.97350
AUYYCJSJGJYCDS-LBPRGKRZSA-N
An iodothyronine compound having iodo substituents at the 3-, 3'- and 5-positions. Although some is produced in the thyroid, most of the 3,3',5-triiodo-L-thyronine in the body is generated by mono-deiodination of L-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism.
Beilstein:2710227
C15H12I3NO4
CAS:6893-02-3
CHEBI:11701
CHEBI:11702
CHEBI:13059
CHEBI:18258
CHEBI:19894
CHEBI:45840
CHEBI:9722
DrugBank:DB00279
Drug_Central:1585
HMDB:HMDB0000265
InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1
KEGG:C02465
KEGG:D08128
L-3,5,3'-Triiodothyronine
L-T3
LINCS:LSM-3991
Liothyronine
MetaCyc:CPD-10813
N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O
O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine
PDBeChem:T3
PMID:11738632
PMID:15206581
PMID:19339791
Reaxys:2710227
T3
Tertroxin
Tresitope
Triiodothyronine
Wikipedia:Triiodothyronine
chebi_ontology
liothyronine
liothyroninum
liotironina
dihydrogen
0
2.01588
2.016
An elemental molecule consisting of two hydrogens joined by a single bond.
CAS:1333-74-0
CHEBI:13350
CHEBI:18276
CHEBI:25363
CHEBI:5785
E 949
E-949
E949
Gmelin:3
H2
H2
HMDB:HMDB0001362
Hydrogen
InChI=1S/H2/h1H
KEGG:C00282
MetaCyc:HYDROGEN-MOLECULE
MolBase:748
PMID:15303745
PMID:16517646
PMID:18706888
PMID:19905000
PMID:19908827
PMID:20568549
PMID:24171421
Reaxys:3587189
UFHFLCQGNIYNRP-UHFFFAOYSA-N
Wikipedia:Hydrogen
[H][H]
chebi_ontology
dihydrogen
molecular hydrogen
nucleobase
Base
CHEBI:13873
CHEBI:18282
CHEBI:25598
CHEBI:2995
KEGG:C00701
That part of DNA or RNA that may be involved in pairing.
Wikipedia:Nucleobase
a nucleobase
chebi_ontology
nucleobases
L-fucose
(-)-L-fucose
(-)-fucose
0
164.15648
6-deoxy-L-galactose
Any form of fucose having L configuration.
C6H12O5
CAS:2438-80-4
CHEBI:13102
CHEBI:18287
CHEBI:21293
L-(-)-fucose
L-Fuc
L-fucose
L-galactomethylose
PMID:20877283
chebi_ontology
histamine
0
111.080
111.14518
1H-Imidazole-4-ethanamine
2-(1H-imidazol-4-yl)ethanamine
2-(4-Imidazolyl)ethylamine
A member of the class of imidazoles that is 1H-imidazole substituted at position C-4 by a 2-aminoethyl group.
Beilstein:2012
C5H9N3
CAS:51-45-6
CHEBI:14401
CHEBI:18295
CHEBI:24596
CHEBI:43187
CHEBI:817
Drug_Central:1375
Gmelin:2968
HISTAMINE
HMDB:HMDB0000870
Histamine
InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)
KEGG:C00388
KEGG:D08040
KNApSAcK:C00001414
MetaCyc:HISTAMINE
NCCc1c[nH]cn1
NTYJJOPFIAHURM-UHFFFAOYSA-N
PDBeChem:HSM
PMID:16399866
PMID:19547708
PMID:19843401
PMID:22770225
PMID:24101735
Reaxys:2012
Wikipedia:Histamine
chebi_ontology
alkane
0
15.023
Alkan
Alkane
An acyclic branched or unbranched hydrocarbon having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms.
CH3R
CHEBI:13435
CHEBI:18310
CHEBI:22317
CHEBI:2576
C[*]
KEGG:C01371
RH
alcane
alcanes
alcano
alcanos
alkane
alkanes
an alkane
chebi_ontology
diphosphate(4-)
-4
173.912
173.94332
CAS:14000-31-8
CHEBI:13420
CHEBI:18361
CHEBI:42009
DIPHOSPHATE
Diphosphat
Diphosphate
Gmelin:26938
InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)/p-4
KEGG:C00013
O7P2
P2O7(4-)
PDBeChem:DPO
PPi
Pyrophosphat
Pyrophosphate
XPPKVPWEQAFLFU-UHFFFAOYSA-J
[O-]P([O-])(=O)OP([O-])([O-])=O
[O3POPO3](4-)
chebi_ontology
diphosphate
mu-oxido-bis(trioxidophosphate)(4-)
mu-oxo-hexaoxodiphosphate
pyrophosphate ion
phosphate(3-)
-3
94.953
94.97136
A phosphate ion that is the conjugate base of hydrogenphosphate.
Beilstein:3903772
CAS:14265-44-2
CHEBI:14791
CHEBI:18367
CHEBI:45024
CHEBI:7793
Gmelin:1997
InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-3
KEGG:C00009
NBIIXXVUZAFLBC-UHFFFAOYSA-K
O4P
Orthophosphate
PDBeChem:PO4
PHOSPHATE ION
PO4(3-)
Phosphate
Reaxys:3903772
[O-]P([O-])([O-])=O
[PO4](3-)
chebi_ontology
phosphate
tetraoxidophosphate(3-)
tetraoxophosphate(3-)
tetraoxophosphate(V)
nucleoside 3',5'-cyclic phosphate
0
178.003
178.07980
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.
C5H7O5PR2
CHEBI:1331
CHEBI:14672
CHEBI:18375
CHEBI:19833
OP1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1
chebi_ontology
nucleoside 3',5'-cyclic phosphates
dermatan sulfate
Any of a group of glycosaminoglycans with repeating units consisting of variously sulfated beta1->4-linked L-iduronyl-(alpha1->3)-N-acetyl-D-galactosamine units.
Beilstein:8390617
CAS:24967-94-0
CHEBI:14127
CHEBI:18376
CHEBI:23644
CHEBI:4440
Chondroitin sulfate B
Dermatan L-iduronate
H2O.(C14H20NO13S)n
KEGG:C00426
beta-Heparin
chebi_ontology
phenylacetate
-1
135.045
135.13998
2-phenylacetate
2-phenylethanoate
A monocarboxylic acid anion that is the conjugate base of phenylacetic acid.
Beilstein:3539899
C8H7O2
CHEBI:14779
CHEBI:18401
CHEBI:25975
Gmelin:327522
InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)/p-1
MetaCyc:PHENYLACETATE
Reaxys:3539899
UM-BBD_compID:c0211
WLJVXDMOQOGPHL-UHFFFAOYSA-M
[O-]C(=O)Cc1ccccc1
chebi_ontology
phenylacetate
phenylacetate anion
phenylacetate(1-)
phenylacetic acid anion
cobamamide
(5,6-Dimethylbenzimidazolyl)cobamide coenzyme
(5,6-dimethylbenzimidazolyl)cobamide coenzyme
0
1578.658
1579.58180
5'-Deoxy-5'-adenosyl vitamin B12
5'-Deoxy-5'-adenosyl-5,6-dimethylbenzimidazolylcobamide
5'-Deoxy-5'-adenosylcobalamin
5'-deoxyadenosyl vitamin B12
5'-deoxyadenosyl-5,6-dimethylbenzimidazolylcobamide
5'-deoxyadenosylcobalamin
5,6-Dimethylbenzimidazolyl-5-deoxyadenosyl-cobamide
5,6-Dimethylbenzimidazolyl-Co-5'-deoxy-5'-adenosylcobamide
A member of the class of cobalamins that is vitamin B12 in which the cyano group is replaced by a 5'-deoxyadenos-5'-yl moiety. It is one of the two metabolically active form of vitamin B12.
Adenosylcob(III)alamin
Adenosylcobalamin
AdoCbl
Beilstein:4122932
C72H100CoN18O17P
CAS:13870-90-1
CHEBI:13739
CHEBI:18408
CHEBI:23340
CHEBI:3797
Calomide
Coalpha-[alpha-(5,6-dimethylbenzimidazolyl)]-Cobeta-(5'-deoxy-5'-adenosyl)cobamide
Coalpha-[alpha-(5,6-dimethylbenzimidazolyl)]-Cobeta-adenosylcobamide
Cobalamin coenzyme
Cobamamide
Coenzyme B12
DBC coenzyme
DMBC coenzyme
Deoxyadenosylcobalamin
Dibencozide
Funacomide
Gmelin:439994
HMDB:HMDB0002086
InChI=1S/C62H90N13O14P.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;4-,6-,7-,10-;/m11./s1
KEGG:C00194
MetaCyc:ADENOSYLCOBALAMIN
PDBeChem:B1Z
PMID:11792214
PMID:12093296
PMID:17011224
Reaxys:4122932
Vitamin B12 coenzyme
Wikipedia:Cobamamide
ZIHHMGTYZOSFRC-OUCXYWSSSA-L
[H][C@]12[C@H](CC(N)=O)[C@@]3(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@@H]4[C@@H](CO)O[C@@H]([C@@H]4O)n4c[n+](c5cc(C)c(C)cc45)[Co-3]456(C[C@H]7O[C@H]([C@H](O)[C@@H]7O)n7cnc8c(N)ncnc78)N1C3=C(C)C1=[N+]4C(=CC3=[N+]5C(=C(C)C4=[N+]6[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]3CCC(N)=O)C(C)(C)[C@@H]1CCC(N)=O
adenosylcob(III)alamin
adenosylcobalamin
alpha-(5,6-Dimethylbenzimidazolyl)cobamide coenzyme
chebi_ontology
cobamamid
cobamamida
cobamamide
cobamamidum
cobamide coenzyme
coenzyme B-12
5-methyltetrahydrofolate(2-)
(2S)-2-{[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]amino}pentanedioate
(6S)-5-methyl-5,6,7,8-tetrahydrofolate
(6S)-5-methyltetrahydrofolate
-2
457.171
457.43990
Beilstein:10132446
C20H23N7O6
CHEBI:18608
CN1[C@@H](CNc2ccc(cc2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)CNc2nc(N)[nH]c(=O)c12
InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/p-2/t12-,13-/m0/s1
ZNOVTXRBGFNYRX-STQMWFEESA-L
chebi_ontology
nicotine
(+-)-3-(1-Methyl-2-pyrrolidinyl)pyridine
(+-)-nicotine
(R,S)-nicotine
(RS)-nicotine
A racemate composed of equimolar amounts of (R)- and (S)-nicotine.
Beilstein:82108
Beilstein:82111
CAS:22083-74-5
CHEBI:18723
DrugBank:DB00184
HMDB:HMDB0014330
KEGG:C16150
KNApSAcK:C00002057
PMID:10751565
PMID:11192937
PMID:11471991
PMID:11559179
PMID:11682702
PMID:11714820
PMID:11719700
PMID:11801622
PMID:11818389
PMID:11860617
PMID:12197757
PMID:12700710
PMID:12965231
PMID:14715938
PMID:15183514
PMID:15251917
PMID:15313135
PMID:15458549
PMID:15707677
PMID:15894687
PMID:15960296
PMID:15961264
PMID:16496293
PMID:16950410
PMID:17167832
PMID:17206646
PMID:17438652
PMID:17498149
PMID:17942810
PMID:18077004
PMID:18311975
PMID:18380035
PMID:18383130
PMID:18651995
PMID:18922921
PMID:19100331
PMID:19287496
PMID:19389046
PMID:19465085
PMID:20338106
PMID:20528766
PMID:21636612
PMID:21822688
PMID:21945235
PMID:22129149
PMID:22218403
PMID:22331007
PMID:22377934
PMID:22448647
PMID:22459798
PMID:22529223
PMID:22573728
PMID:22585541
PMID:22589423
PMID:22770225
PMID:22792725
PMID:22855884
PMID:22930863
PMID:22935730
PMID:23108361
PMID:23117126
PMID:7097594
PMID:7564279
PMID:7566693
PMID:7807214
PMID:7896575
PMID:8156919
PMID:8545712
PMID:8764340
PMID:9203638
PMID:9450943
PMID:9621392
Reaxys:82108
UM-BBD_compID:c0468
Wikipedia:Nicotine
chebi_ontology
nicotin
nikotin
rac-3-(1-methylpyrrolidin-2-yl)pyridine
17-oxo steroid
17-keto steroids
17-ketosteroids
17-oxo steroids
Any oxo steroid carrying the oxo group at position 17.
CHEBI:19168
chebi_ontology
3',5'-cyclic purine nucleotide
3',5'-cyclic purine nucleotides
CHEBI:19834
chebi_ontology
3-hydroxybutyric acid
(1)-3-Hydroxybutyric acid
0
104.047
104.10452
3 HBA
3-Hydroxybuttersaeure
3-OH-butyric acid
3-hydroxybutanoic acid
A straight-chain 3-hydroxy monocarboxylic acid comprising a butyric acid core with a single hydroxy substituent in the 3- position; a ketone body whose levels are raised during ketosis, used as an energy source by the brain during fasting in humans. Also used to synthesise biodegradable plastics.
BHBA
Beilstein:773861
C4H8O3
CAS:300-85-6
CC(O)CC(O)=O
CHEBI:20067
DL-beta-Hydroxybutyric acid
HMDB:HMDB0000357
InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)
LIPID_MAPS_instance:LMFA01050005
PMID:10855969
PMID:17190852
PMID:17579249
PMID:6061736
Reaxys:773861
WHBMMWSBFZVSSR-UHFFFAOYSA-N
Wikipedia:3-hydroxybutyrate
beta-Hydroxy-n-butyric acid
beta-Hydroxybuttersaeure
beta-hydroxy-n-butyric acid
beta-hydroxybutanoic acid
beta-hydroxybutyric acid
chebi_ontology
vanillylmandelic acid
0
198.053
198.17270
2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
3-methoxy-4-hydroxymandelic acid
An aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid.
Beilstein:2213227
C9H10O5
CAS:55-10-7
CGQCWMIAEPEHNQ-UHFFFAOYSA-N
CHEBI:20106
COc1cc(ccc1O)C(O)C(O)=O
HMDB:HMDB0000291
InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)
KEGG:C05584
MetaCyc:VANILLYL_MANDELATE
PMID:13756637
PMID:23112240
PMID:23399766
PMID:23830883
PMID:24327171
Reaxys:2213227
Vanillylmandelic acid
Vanilmandelic acid
Wikipedia:Vanillylmandelic_acid
chebi_ontology
hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid
4-hydroxyproline
0
131.058
131.12990
4-hydroxyproline
4Hyp
A monohydroxyproline where the hydroxy group is located at the 4-position. It is found in fibrillar collagen.
C5H9NO3
CHEBI:20392
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)
OC1CNC(C1)C(O)=O
PMID:21988268
PMID:24563386
PMID:24695516
PMID:436278
PMMYEEVYMWASQN-UHFFFAOYSA-N
Wikipedia:Hydroxyproline
chebi_ontology
5-methyltetrahydrofolate
5-methyltetrahydrofolates
A group of heterocyclic compounds based on the 5-methyl-5,6,7,8-tetrahydropteroic acid skeleton conjugated with one or more L-glutamic acid or L-glutamate units.
CHEBI:20612
chebi_ontology
5beta-cholane
0
330.329
330.59028
5beta-cholane
Beilstein:2048472
C24H42
CHEBI:20664
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_ontology
6-aminopurines
6-aminopurines
Any compound having 6-aminopurine (adenine) as part of its structure.
CHEBI:20706
PMID:1646334
PMID:18524423
PMID:7342604
chebi_ontology
vitamin C
CHEBI:21241
PMID:21885436
Vitamin C
chebi_ontology
vitamina C
vitamine C
vitaminum C
Mo-molybdopterin cofactor
A molybdopterin cofactor in which the coordinated metal is a mononuclear molybdenum or molybdate species.
CAS:73508-07-3
CHEBI:21437
CHEBI:60198
DrugBank:DB02137
KEGG:C18237
Mo-molybdopterin cofactors
Moco
Molybdenum cofactor
chebi_ontology
molybdenum cofactor
N-acetylneuraminates
CHEBI:21619
N-acetylneuraminate
chebi_ontology
N-acetylneuraminic acids
CHEBI:21622
chebi_ontology
N-acylglucosamine
CHEBI:21638
N-acylglucosamine
N-acylglucosamines
chebi_ontology
N-acyl-L-amino acid
Any N-acylamino acid having L-configuration.
CHEBI:21644
chebi_ontology
N-acyl-hexosamine
CHEBI:21656
N-acyl-hexosamine
N-acyl-hexosamines
chebi_ontology
N-acylneuraminates
CHEBI:21663
N-acylneuraminate
chebi_ontology
N-glycosyl compound
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.
CHEBI:21731
N-glycoside
N-glycosides
N-glycosyl compounds
chebi_ontology
glycosylamine
glycosylamines
N-methyl-amino acid
An amino acid derivative in which at least one of the hydrogens of the amino group has been replaced by a methyl group.
CHEBI:21760
N-methyl-amino acids
chebi_ontology
N-methylglycines
An N-alkylglycine that is sarcosine and derivatives of sarcosine arising by replacement of the hydrogen attached to the nitrogen by a hydrocarbyl group.
CHEBI:21766
chebi_ontology
L-fucopyranose
0
164.068
164.15650
6-Deoxy-L-galactose
6-deoxy-L-galactopyranose
Beilstein:1905878
C6H12O5
CAS:2438-80-4
CHEBI:2181
C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O
Gmelin:863814
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6?/m0/s1
KEGG:C01019
L-Fucose
L-fucopyranose
L-fucose
PMID:19913595
PMID:25728407
PMID:27145048
PMID:27782805
PMID:7688662
Reaxys:1905878
SHZGCJCMOBCMKK-DHVFOXMCSA-N
The pyranose form of L-fucose.
chebi_ontology
acaricide
A substance used to destroy pests of the subclass Acari (mites and ticks).
Akarizid
Akarizide
CHEBI:22153
Wikipedia:Acaricide
acaricides
chebi_ontology
miticide
acetamides
CHEBI:22160
Compounds with the general formula RNHC(=O)CH3.
chebi_ontology
acyl group
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.
CHEBI:22221
acyl group
acyl groups
alkanoyl
alkanoyl group
chebi_ontology
groupe acyle
adenosine phosphate
CHEBI:22256
adenosine phosphates
chebi_ontology
adenosines
CHEBI:22260
chebi_ontology
aldonate
CHEBI:22299
aldonate
aldonates
chebi_ontology
aldonic acid
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.
CHEBI:22301
aldonic acid
aldonic acids
chebi_ontology
aldoxime
0
44.014
44.03270
CH2NOR
CHEBI:22307
KEGG:C02658
Oximes of aldehydes RCH=NOH.
[H]C([*])=NO
aldoxime
aldoximes
aldoximes
chebi_ontology
alkaline earth metal atom
CHEBI:22313
Erdalkalimetall
Erdalkalimetalle
alkaline earth metal
alkaline earth metals
alkaline-earth metal
alkaline-earth metals
chebi_ontology
metal alcalino-terreux
metal alcalinoterreo
metales alcalinoterreos
metaux alcalino-terreux
alkali metal atom
Alkalimetall
Alkalimetalle
CHEBI:22314
alkali metal
alkali metals
chebi_ontology
metal alcalin
metal alcalino
metales alcalinos
metaux alcalins
alkaloid
Alkaloid
Alkaloide
Any of the naturally occurring, basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom, but also found in bacteria, fungi, and animals. By extension, certain neutral compounds biogenetically related to basic alkaloids are also classed as alkaloids. Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. Compounds in which the nitrogen is exocyclic (dopamine, mescaline, serotonin, etc.) are usually classed as amines rather than alkaloids.
CHEBI:22315
Wikipedia:Alkaloid
alcaloide
alcaloides
alkaloids
chebi_ontology
alkyl group
A univalent group -CnH2n+1 derived from an alkane by removal of a hydrogen atom from any carbon atom.
CHEBI:22323
alkyl group
alkyl groups
chebi_ontology
groupe alkyle
grupo alquilo
grupos alquilo
aliphatic sulfide
CHEBI:22327
aliphatic thioether
aliphatic thioethers
chebi_ontology
alkylamines
Any amine formally derived from ammonia by replacing one, two or three hydrogen atoms by alkyl groups.
CHEBI:22331
chebi_ontology
alkylating agent
CHEBI:22333
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
amino alcohol
An alcohol containing an amino functional group in addition to the alcohol-defining hydroxy group.
CHEBI:22478
amino alcohols
aminoalcohol
aminoalcohols
chebi_ontology
aminobenzoate
CHEBI:22494
aminobenzoates
chebi_ontology
aminodiol
An amino alcohol having two hydroxy functional groups.
CHEBI:22501
amino diol
amino diols
aminodiols
chebi_ontology
aminoglycan
CHEBI:22506
aminoglycans
chebi_ontology
aminopurine
Any purine having at least one amino substituent.
CHEBI:22527
aminopurines
chebi_ontology
anhydro sugar
CHEBI:22558
Intramolecular ethers formally arising by elimination of water from two hydroxy groups of a single molecule of a monosaccharide (aldose or ketose) or monosaccharide derivative.
anhydro sugar
anhydro sugars
anhydrosugars
chebi_ontology
sugar anhydride
sugar anhydrides
anion
A monoatomic or polyatomic species having one or more elementary charges of the electron.
Anion
Anionen
CHEBI:22563
anion
aniones
anions
chebi_ontology
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
CHEBI:22586
antioxidants
antioxydant
antoxidant
chebi_ontology
antiviral agent
A substance that destroys or inhibits replication of viruses.
CHEBI:22587
anti-viral agent
anti-viral agents
antiviral
antiviral agents
antivirals
chebi_ontology
ascorbate
A ketoaldonate that is the conjugate base of ascorbic acid.
CHEBI:22651
chebi_ontology
ascorbic acid
CHEBI:22652
chebi_ontology
asparagine
0
132.053
132.11800
2,4-diamino-4-oxobutanoic acid
2-amino-3-carbamoylpropanoic acid
ASN
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.
Asn
Asparagin
Beilstein:1723525
C4H8N2O3
CAS:3130-87-8
CHEBI:22653
DCXYFEDJOCDNAF-UHFFFAOYSA-N
DL-Asparagine
Gmelin:279043
Hasp
InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)
KEGG:C16438
N
NC(CC(N)=O)C(O)=O
PMID:22264337
PMID:22770225
Reaxys:1723525
Wikipedia:Asparagine
asparagina
asparagine
chebi_ontology
auxin
Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow").
CHEBI:22676
Wikipedia:Auxin
auxins
chebi_ontology
base
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).
Base
Base1
Base2
Basen
CHEBI:22695
KEGG:C00701
Nucleobase
base
bases
chebi_ontology
benzaldehydes
Any arenecarbaldehyde that consists of a formyl substituted benzene ring and its substituted derivatives thereof.
CHEBI:22698
chebi_ontology
benzenes
Any benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives.
CHEBI:22712
chebi_ontology
benzoates
A monocarboxylic acid anion obtained by deprotonation of the carboxy group of any benzoic acid.
CHEBI:22718
benzoate anion
chebi_ontology
benzopyran
CHEBI:22727
Wikipedia:Benzopyran
benzopyrans
chebi_ontology
benzopyrrole
CHEBI:22728
benzopyrroles
chebi_ontology
benzyl group
0
91.055
91.13048
Bn
C6H5-CH2-
C7H7
CHEBI:22744
benzyl
chebi_ontology
phenylalanine side-chain
phenylmethyl
amino-acid betaine
Any amino acid-derived zwitterion - such as glycine betaine (N,N,N-trimethylammonioacetate) - in which the ammonium nitrogen carries three methyl substituents.
CHEBI:22860
amino acid betaines
amino-acid betaines
betaines
chebi_ontology
bile salt
A sodium salt of the conjugate of any bile acid with either glycine or taurine.
Bile acid
CHEBI:22868
KEGG:C01558
bile salts
chebi_ontology
biopterins
CHEBI:22881
MetaCyc:All-Biopterines
chebi_ontology
bisphenol
By usage, the methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone). The term also includes analogues in the the methylene (or substituted methylene) group has been replaced by a heteroatom.
CHEBI:22901
Wikipedia:Bisphenol
bisphenols
chebi_ontology
phytogenic insecticide
An insecticide compound naturally occurring in plants.
CHEBI:22917
botanical insecticide
botanical insecticides
chebi_ontology
phytogenic insecticides
branched-chain amino acid
Any amino acid in which the parent hydrocarbon chain has one or more alkyl substituents
CHEBI:22918
branched chain amino acids
chebi_ontology
bromine atom
0
35Br
78.918
79.90400
Br
Br
Brom
CHEBI:22927
InChI=1S/Br
WKBOTKDWSSQWDR-UHFFFAOYSA-N
WebElements:Br
[Br]
brome
bromine
bromine
bromo
bromum
chebi_ontology
bromine molecular entity
CHEBI:22928
bromine compounds
bromine molecular entities
bromine molecular entity
chebi_ontology
butanone
Any ketone that is butane substituted by an oxo group at unspecified position.
CHEBI:22951
butanones
chebi_ontology
cadmium atom
0
112.41100
113.903
48Cd
BDOSMKKIYDKNTQ-UHFFFAOYSA-N
CAS:7440-43-9
CHEBI:22977
Cd
Cd
InChI=1S/Cd
KEGG:C01413
Kadmium
WebElements:Cd
[Cd]
cadmio
cadmium
cadmium
chebi_ontology
calcium atom
0
20Ca
39.963
40.07800
CAS:7440-70-2
CHEBI:22984
Ca
Ca
Calcium
DrugBank:DB01373
InChI=1S/Ca
KEGG:C00076
Kalzium
OYPRJOBELJOOCE-UHFFFAOYSA-N
WebElements:Ca
[Ca]
calcio
calcium
calcium
chebi_ontology
calcium molecular entity
CHEBI:22985
calcium compounds
calcium molecular entities
calcium molecular entity
chebi_ontology
carbamate ester
Any ester of carbamic acid or its N-substituted derivatives.
CHEBI:23003
Wikipedia:Carbamate
carbamate esters
carbamates
chebi_ontology
carbamoyl group
-C(O)NH2
-CONH2
0
44.014
44.03272
CH2NO
CHEBI:23004
PMID:24168430
The univalent carboacyl group formed by loss of -OH from the carboxy group of carbamic acid.
aminocarbonyl
carbamoyl
carbamyl
carbamyl group
carboxamide
chebi_ontology
carbon oxide
CHEBI:23014
carbon oxides
chebi_ontology
oxides of carbon
carbonates
CHEBI:23016
Organooxygen compounds that are salts or esters of carbonic acid, H2CO3.
chebi_ontology
carbonyl group
0
27.995
28.01010
>C=O
CHEBI:23019
CO
carbonyl
carbonyl group
chebi_ontology
carotene
CHEBI:23042
Hydrocarbon carotenoids.
carotene
carotenes
carotenes
chebi_ontology
carotenoid
CAS:36-88-4
CHEBI:23044
One of a class of tetraterpenoids (C40), formally derived from the acyclic parent, psi,psi-carotene by hydrogenation, dehydrogenation, cyclization, oxidation, or combination of these processes. This class includes carotenes, xanthophylls and certain compounds that arise from rearrangement of the skeleton of psi,psi-carotene or by loss of part of this structure. Retinoids are excluded.
a carotenoid
carotenes and carotenoids
carotenoid
carotenoids
chebi_ontology
carotenol
CHEBI:23045
carotenols
chebi_ontology
hydroxycarotenoids
cerebroside
Any member of a group of glycosphingolipids, also known as monoglycosylceramides, which are important components in animal muscle and nerve cell membranes.
CHEBI:23079
cerebrosides
chebi_ontology
monoglycosylceramide
monoglycosylceramides
chloride salt
CHEBI:23114
chebi_ontology
chloride salts
chlorides
chlorine atom
0
17Cl
34.969
35.45270
CHEBI:23116
Chlor
Cl
Cl
InChI=1S/Cl
WebElements:Cl
ZAMOUSCENKQFHK-UHFFFAOYSA-N
[Cl]
chebi_ontology
chlore
chlorine
chlorine
chlorum
cloro
chlorine molecular entity
A halogen molecular entity containing one or more atoms of chlorine.
CHEBI:23117
chebi_ontology
choline ester
CHEBI:23213
CHEBI:3666
chebi_ontology
choline esters
cholines
A quaternary ammonium ion based on the choline ion and its substituted derivatives thereof.
CHEBI:23217
chebi_ontology
chromanol
Any member of the class of chromanes that is chromane substituted by one or more hydroxy groups.
CHEBI:23229
chebi_ontology
chromanes
CHEBI:23230
chebi_ontology
chromophore
CHEBI:23240
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
chebi_ontology
chromophore
chromophores
citrullines
CHEBI:23324
chebi_ontology
cob(III)alamins
CHEBI:23333
chebi_ontology
cobalamins
CHEBI:23334
chebi_ontology
cobamides
CHEBI:23341
chebi_ontology
coenzyme
A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
CHEBI:23354
chebi_ontology
coenzyme
coenzymes
cofactor
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).
CHEBI:23357
Wikipedia:Cofactor_(biochemistry)
chebi_ontology
cofactor
cofactors
colchicine
0
399.168
399.43704
An alkaloid that is a carbotricyclic compound comprising 5,6,7,9-tetrahydrobenzo[a]heptalene having four methoxy substituents at the 1-, 2-, 3- and 10-positions as well as an oxo group at the 9-position and an acetamido group at the 7-position. It has been isolated from the plants belonging to genus Colchicum.
Beilstein:2228812
C22H25NO6
CAS:54192-66-4
CHEBI:23359
COc1cc2CCC(NC(C)=O)c3cc(=O)c(OC)ccc3-c2c(OC)c1OC
DrugBank:DB01394
HMDB:HMDB0015466
IAKHMKGGTNLKSZ-UHFFFAOYSA-N
InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)
LINCS:LSM-6449
N-(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
PMID:10680067
PMID:24074178
PMID:7200520
PMID:9819133
Reaxys:2228812
chebi_ontology
compatible osmolytes
CHEBI:23366
chebi_ontology
molecular entity
Any constitutionally or isotopically distinct atom, molecule, ion, ion pair, radical, radical ion, complex, conformer etc., identifiable as a separately distinguishable entity.
CHEBI:23367
chebi_ontology
entidad molecular
entidades moleculares
entite moleculaire
molecular entities
molecular entity
molekulare Entitaet
copper molecular entity
CHEBI:23377
chebi_ontology
copper compounds
copper molecular entities
copper molecular entity
cobalt-corrinoid hexaamide
CHEBI:23390
chebi_ontology
pseudohalogen oxoacid
CHEBI:23423
chebi_ontology
cyclic amide
CHEBI:23443
CHEBI:3990
chebi_ontology
cyclic amide
cyclic amides
cyclic nucleotide
CHEBI:23447
chebi_ontology
cyclic nucleotides
cyclic peptide
CHEBI:23449
Cyclopeptid
Zyklopeptid
chebi_ontology
cyclic peptides
peptide cyclique
peptido ciclico
cyclohexanols
An alcohol in which one or more hydroxy groups are attached to a cyclohexane skeleton.
CHEBI:23480
chebi_ontology
cyclopentanes
CHEBI:23493
Cyclopentane and its derivatives formed by substitution.
chebi_ontology
cyclopentanols
An alcohol in which one or more hydroxy groups are attached to a cyclopentane skeleton.
CHEBI:23495
chebi_ontology
cystathionines
CHEBI:23505
chebi_ontology
cysteine derivative
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.
CHEBI:23509
chebi_ontology
cysteine derivative
deoxygalactose
CHEBI:23622
chebi_ontology
deoxygalactose
deoxygalactoses
deoxyhexose
Any C6 deoxy sugar having at least one hydroxy group replaced by hydrogen.
CHEBI:23628
chebi_ontology
deoxyhexose
deoxyhexoses
deoxy sugar
Any sugar having a hydroxy group replaced with a hydrogen atom.
CHEBI:23639
chebi_ontology
deoxy sugars
deoxysugar
deoxysugars
diazole
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:23677
chebi_ontology
diazoles
dicarboxylic acid amide
CHEBI:23690
chebi_ontology
dicarboxylic acid amides
({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(9H-purin-9-yl)oxolan-2-yl]methyl phosphonato}oxy)(phosphonatooxy)phosphinate
CHEBI:237958
chebi_ontology
diol
A compound that contains two hydroxy groups, generally assumed to be, but not necessarily, alcoholic. Aliphatic diols are also called glycols.
CHEBI:23824
Wikipedia:Diol
chebi_ontology
diols
diterpenoid
Any terpenoid derived from a diterpene. The term includes compounds in which the C20 skeleton of the parent diterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
C20 isoprenoids
CHEBI:23849
LIPID_MAPS_class:LMPR0104
chebi_ontology
diterpenoides
diterpenoids
drug
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:23888
chebi_ontology
drugs
medicine
icosanoid
Any member of the group of signalling molecules arising from oxidation of the three C20 essential fatty acids (EFAs) icosapentaenoic acid (EPA), arachidonic acid (AA) and dihomo-gamma-linolenic acid (DGLA).
CHEBI:23899
LIPID_MAPS_class:LMFA03
PMID:12697726
PMID:16107763
PMID:19160658
PMID:2657063
Wikipedia:Eicosanoid
chebi_ontology
eicosanoid
eicosanoids
icosanoid
icosanoids
monoatomic anion
CHEBI:23905
chebi_ontology
monoatomic anions
monoatomic cation
CHEBI:23906
chebi_ontology
monoatomic cations
enzyme inhibitor
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.
CHEBI:23924
chebi_ontology
enzyme inhibitor
enzyme inhibitors
inhibidor enzimatico
inhibidores enzimaticos
inhibiteur enzymatique
inhibiteurs enzymatiques
estradiol
0
272.178
272.38196
A 3-hydroxy steroid that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17.
C18H24O2
CHEBI:23965
CHEBI:42364
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
PMID:10696569
PMID:24084694
VOXZDWNPVJITMN-WKUFJEKOSA-N
Wikipedia:Estradiol
[H][C@]12CC[C@]3(C)C(O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21
chebi_ontology
estra-1,3,5(10)-triene-3,17-diol
oestradiol
estrane
0
246.235
246.43080
Beilstein:3125721
C18H30
CHEBI:23966
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
LIPID_MAPS_instance:LMST02010000
Oestran
[H][C@]12CCCCC1CC[C@]1([H])[C@]2([H])CC[C@]2(C)CCC[C@@]12[H]
chebi_ontology
estrane
oestrane
ethanolamines
CHEBI:23981
chebi_ontology
ethanolamine
ethanols
Any primary alcohol based on an ethanol skeleton.
CHEBI:23982
chebi_ontology
ethyl methanesulfonate
0
124.019
124.15900
A methanesulfonate ester resulting from the formal condensation of methanesulfonic acid with ethanol.
C3H8O3S
CAS:62-50-0
CCOS(C)(=O)=O
CHEBI:23994
EMS
InChI=1S/C3H8O3S/c1-3-6-7(2,4)5/h3H2,1-2H3
KEGG:C19239
PLUBXMRUUVWRLT-UHFFFAOYSA-N
PMID:16039156
PMID:19797863
PMID:20102787
PMID:24475756
PMID:24524729
PMID:24531730
PMID:24728647
PMID:6936603
PMID:7285888
Reaxys:773969
Wikipedia:Ethyl_methanesulfonate
chebi_ontology
ethyl mesylate
ethyl methanesulphonate
methylsulfonic acid ethyl ester
methylsulfonic acid, ethyl ester
fat-soluble vitamin
CHEBI:24020
Vitamins like A, D, E and K that dissolve in fats and are stored in body tissues. Unlike the water-soluble vitamins, these are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
chebi_ontology
fat-soluble vitamins
fettloesliche Vitamine
fatty alcohol
An aliphatic alcohol consisting of a chain of 8 to 22 carbon atoms. Fatty alcohols may be saturated or unsaturated and may be branched or unbranched.
CHEBI:24026
Fettalkohol
Fettalkohole
LIPID_MAPS_class:LMFA05
alcool gras
chebi_ontology
fatty alcohol
fatty alcohols
fluorine atom
0
18.998
18.99840
9F
CAS:7782-41-4
CHEBI:24061
F
F
Fluor
InChI=1S/F
WebElements:F
YCKRFDGAMUMZLT-UHFFFAOYSA-N
[F]
chebi_ontology
fluor
fluorine
fluorine
fluorum
fluorine molecular entity
CHEBI:24062
chebi_ontology
fluorine compounds
fluorine molecular entities
fluorine molecular entity
fluoroalkane
A haloalkane that is an alkane in which at least one hydrogen atom has been replaced by a fluorine atom.
CHEBI:24067
chebi_ontology
fluoroalkane
fluoroalkanes
fructosamine
CHEBI:24103
chebi_ontology
fructosamine
fructosamines
galactonate
C6H11O7
CHEBI:24148
chebi_ontology
galactonic acid
A hexonic acid that has been found to increase in red blood cells of galactosemic patients.
C6H12O7
CHEBI:24149
PMID:14680973
chebi_ontology
galactoside
CHEBI:24163
chebi_ontology
galactoside
galactosides
glucocorticoid
CHEBI:24261
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
glucosamines
Any hexosamine that is glucose in which at least one of the hydroxy groups has been replaced by an amino group.
CHEBI:24271
chebi_ontology
glutamic acid derivative
An amino acid derivative resulting from reaction of glutamic acid at the amino group or either of the carboxy groups, or from the replacement of any hydrogen by a heteroatom. The definition normally excludes peptides containing glutamic acid residues.
CHEBI:24315
chebi_ontology
glutamine family amino acid
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.
CHEBI:24318
PMID:20716061
chebi_ontology
glutamine family amino acids
EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor
An EC 6.3.* (C-N bond-forming ligase) inhibitor that interferes with the action of glutamate--ammonia ligase (EC 6.3.1.2).
CHEBI:24319
EC 6.3.1.2 (glutamate--ammonia ligase) inhibitors
EC 6.3.1.2 inhibitor
EC 6.3.1.2 inhibitors
L-glutamate:ammonia ligase (ADP-forming) inhibitor
L-glutamate:ammonia ligase (ADP-forming) inhibitors
L-glutamine synthetase inhibitor
L-glutamine synthetase inhibitors
Wikipedia:Glutamine_synthetase
chebi_ontology
glutamate--ammonia ligase (EC 6.3.1.2) inhibitor
glutamate--ammonia ligase (EC 6.3.1.2) inhibitors
glutamate--ammonia ligase inhibitor
glutamate--ammonia ligase inhibitors
glutamine synthetase inhibitor
glutamine synthetase inhibitors
glutamylhydroxamic synthetase inhibitor
glutamylhydroxamic synthetase inhibitors
glutarate
A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of glutaric acid.
CHEBI:24329
chebi_ontology
glutarate anion
glutarates
glutaric acid anion
glycerol ether
Any ether having glyceryl as at least one of the O-substituents.
CHEBI:24353
chebi_ontology
glycine derivative
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:24373
chebi_ontology
glycogens
CHEBI:24384
chebi_ontology
glycopeptide
Any carbohydrate derivative that consists of glycan moieties covalently attached to the side chains of the amino acid residues that constitute the peptide.
CHEBI:24395
CHEBI:24396
CHEBI:5478
chebi_ontology
glycopeptides
glycoside
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.
CHEBI:24400
O-glycoside
O-glycosides
chebi_ontology
glycosides
glycosides
glycosphingolipid
A glycosphingolipid is a glycolipid that is a carbohydrate-containing derivative of a sphingoid or ceramide. It is understood that the carbohydrate residue is attached by a glycosidic linkage to O-1 of the sphingoid.
CHEBI:24402
CHEBI:5498
PMID:18845618
PMID:19303901
PMID:26954668
PMID:26976737
PMID:27253729
PMID:27325407
Wikipedia:Glycosphingolipid
chebi_ontology
glycosphingolipids
chemical entity
A chemical entity is a physical entity of interest in chemistry including molecular entities, parts thereof, and chemical substances.
CHEBI:24431
chebi_ontology
chemical entity
biological role
A role played by the molecular entity or part thereof within a biological context.
CHEBI:24432
biological function
chebi_ontology
group
A defined linked collection of atoms or a single atom within a molecular entity.
CHEBI:24433
Gruppe
Rest
chebi_ontology
group
groupe
grupo
grupos
guanidines
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:24436
chebi_ontology
haloalkane
An organohalogen compound that is an alkane in which at least one hydrogen atom has been replaced by with a halogen atom.
CHEBI:24469
alkyl halide
alkyl halides
chebi_ontology
haloalkanes
haloamino acid
Any non-proteinogenic amino acid carrying at least one halo group.
CHEBI:24470
chebi_ontology
haloamino acids
halogen molecular entity
CHEBI:24471
chebi_ontology
halogen compounds
halogen molecular entities
halogen molecular entity
halohydrocarbon
A compound derived from a hydrocarbon by replacing a hydrogen atom with a halogen atom.
CHEBI:24472
chebi_ontology
halogenated hydrocarbons
halohydrocarbons
halogen
CHEBI:24473
Halogene
chebi_ontology
group 17 elements
group VII elements
halogen
halogene
halogenes
halogeno
halogenos
halogens
heparan
CHEBI:24500
chebi_ontology
heparans
herbicide
A substance used to destroy plant pests.
CHEBI:24527
Herbizid
Unkrautbekaempfungsmittel
Unkrautvertilgungsmittel
Wikipedia:Herbicide
Wildkrautbekaempfungsmittel
chebi_ontology
herbicides
organic heterocyclic compound
A cyclic compound having as ring members atoms of carbon and at least of one other element.
CHEBI:24532
chebi_ontology
organic heterocycle
organic heterocyclic compounds
heterodetic cyclic peptide
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.
CHEBI:24533
chebi_ontology
heterodetic cyclic peptide
heterodetic cyclic peptides
peptide cyclique heterodetique
peptido ciclico heterodetico
hexitol
CHEBI:24583
chebi_ontology
hexitol
hexitols
hexosamine
Any 6-carbon amino monosaccharide with at least one alcoholic hydroxy group replaced by an amino group.
CHEBI:24586
chebi_ontology
hexosamine
hexosamines
homocysteines
CHEBI:24610
chebi_ontology
homocystines
A non-proteinogenic alpha-amino acid obtained by oxidative dimerisation of homocysteine and its derivatives.
CHEBI:24612
chebi_ontology
hormone
CHEBI:24621
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
imidazolidine-2,4-dione
An imidazolidinone with oxo groups at position 2 and 4.
CHEBI:24628
chebi_ontology
hydrocarbon
A compound consisting of carbon and hydrogen only.
CHEBI:24632
Kohlenwasserstoff
Kohlenwasserstoffe
chebi_ontology
hidrocarburo
hidrocarburos
hydrocarbon
hydrocarbons
hydrocarbure
hydroxides
CHEBI:24651
Hydroxides are chemical compounds containing a hydroxy group or salts containing hydroxide (OH(-)).
chebi_ontology
hydroxy fatty acid
Any fatty acid carrying one or more hydroxy substituents.
CHEBI:24654
LIPID_MAPS_class:LMFA0105
PMID:18296335
PMID:6419288
PMID:8274032
chebi_ontology
hydroxy fatty acids
hydroxy-amino acid
A non-proteinogenic alpha-amino acid bearing one or more hydroxy groups at unspecified positions.
CHEBI:24662
chebi_ontology
hydroxy-5beta-cholanic acid
Any member of the class of 5beta-cholanic acids carrying at least one hydroxy group at unspecified position.
CHEBI:24663
chebi_ontology
hydroxy-5beta-cholanic acids
hydroxy carboxylic acid
Any carboxylic acid with at least one hydroxy group.
CHEBI:24669
chebi_ontology
hydroxy carboxylic acids
hydroxycarboxylic acid
hydroxycarboxylic acids
hydroxybutyric acid
Any compound comprising a butyric acid core carrying at least one hydroxy substituent.
C4H8O3
CHEBI:24684
chebi_ontology
hydroxybutanoic acid
hydroxybutanoic acids
hydroxybutyric acids
hydroxymethyl group
-CH3-OH
0
31.018
31.03392
CH3O
CHEBI:24712
chebi_ontology
hydroxymethyl
serine side-chain
hydroxyproline
A proline derivative that is proline substituted by at least one hydroxy group.
CHEBI:24741
chebi_ontology
imidazoles
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:24780
chebi_ontology
indoles
Any compound containing an indole skeleton.
CHEBI:24828
chebi_ontology
oxoacid
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).
CHEBI:24833
chebi_ontology
oxacids
oxiacids
oxo acid
oxoacid
oxoacids
oxy-acids
oxyacids
inorganic anion
CHEBI:24834
chebi_ontology
inorganic anions
inorganic molecular entity
A molecular entity that contains no carbon.
CHEBI:24835
anorganische Verbindungen
chebi_ontology
inorganic compounds
inorganic entity
inorganic molecular entities
inorganics
inorganic oxide
CHEBI:24836
chebi_ontology
inorganic oxides
inorganic peroxide
CHEBI:24837
Compounds of structure ROOR' in which R and R' are inorganic groups.
chebi_ontology
inorganic peroxide
inorganic peroxides
inorganic salt
CHEBI:24839
anorganisches Salz
chebi_ontology
inorganic salts
insecticide
CHEBI:24852
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
iodide salt
CHEBI:24858
chebi_ontology
iodide salts
iodides
iodine atom
0
126.904
126.90447
53I
CHEBI:24859
Chemical element with atomic number 53.
I
I
InChI=1S/I
Iod
J
Jod
WebElements:I
ZCYVEMRRCGMTRW-UHFFFAOYSA-N
[I]
chebi_ontology
iode
iodine
iodine
iodium
yodo
iodine molecular entity
CHEBI:24860
chebi_ontology
iodine compounds
iodine molecular entities
iodine molecular entity
iodoamino acid
An amino acid containing at least one iodo substituent.
CHEBI:24862
chebi_ontology
iodophenol
C6H5IO
CHEBI:24863
chebi_ontology
iodophenol
iodothyronine
An iodoamino acid in which the amino acid specified is thyronine.
CHEBI:24864
chebi_ontology
iodothyronines
salt
A salt is an assembly of cations and anions.
CHEBI:24866
Salz
Salze
chebi_ontology
ionic compound
ionic compounds
sal
sales
salt
salts
sel
sels
monoatomic ion
CHEBI:24867
chebi_ontology
monoatomic ions
organic salt
CHEBI:24868
chebi_ontology
organic salts
organisches Salz
ion
A molecular entity having a net electric charge.
CHEBI:24870
Ion
Ionen
chebi_ontology
ion
iones
ions
iron molecular entity
CHEBI:24873
chebi_ontology
iron compounds
iron molecular entities
iron molecular entity
iron cation
CHEBI:24875
Fe
Fe cation
chebi_ontology
iron cation
iron cations
isoleucine
A 2-amino-3-methylpentanoic acid having either (2R,3R)- or (2S,3S)-configuration.
Beilstein:1721790
CAS:443-79-8
CHEBI:24898
Hile
PMID:17190852
Reaxys:1721790
chebi_ontology
isoleucine
rel-(2R,3R)-2-amino-3-methylpentanoic acid
isoprenoid
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.
CHEBI:24913
LIPID_MAPS_class:LMPR01
PMID:12769708
PMID:19219049
chebi_ontology
isoprenoid
isoprenoids
isoprenoids
isoquinoline alkaloid
Any alkaloid that has a structure based on an isoquinoline nucleus. They are derived from the amino acids like tyrosine and phenylalanine.
CHEBI:24921
chebi_ontology
isoquinoline alkaloids
isoquinolines
A class of organic heteropolycyclic compound consisting of isoquinoline and its substitution derivatives.
CHEBI:24922
chebi_ontology
ketoaldonate
CHEBI:24961
chebi_ontology
ketoaldonate
ketoaldonates
ketoaldonic acid
CHEBI:24963
Oxo carboxylic acids formally derived from aldonic acids by replacement of a secondary CHOH group by a carbonyl group.
chebi_ontology
ketoaldonic acid
ketoaldonic acids
ketohexose
Any hexose containing a single ketone group.
CHEBI:24973
chebi_ontology
ketohexose
ketohexoses
ketose
CHEBI:24978
CHEBI:6131
chebi_ontology
ketose
ketoses
lactam
CHEBI:24995
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.
Laktam
Laktame
chebi_ontology
lactam
lactams
lactams
lactate
-1
2-hydroxypropanoate
2-hydroxypropanoic acid, ion(1-)
2-hydroxypropionate
89.024
89.07000
A hydroxy monocarboxylic acid anion that is the conjugate base of lactic acid, arising from deprotonation of the carboxy group.
Beilstein:3587719
C3H5O3
CAS:113-21-3
CC(O)C([O-])=O
CHEBI:24996
Gmelin:240074
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1
JVTAAEKCZFNVCJ-UHFFFAOYSA-M
KEGG:C01432
MeCH(OH)CO2 anion
MetaCyc:Lactate
b-lactate
beta-lactate
chebi_ontology
lactate
leucine
(+-)-Leucine
(RS)-Leucine
0
131.095
131.17296
2-amino-4-methylpentanoic acid
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
C6H13NO2
CAS:328-39-2
CC(C)CC(N)C(O)=O
CHEBI:25017
DL-Leucine
Gmelin:50203
Hleu
InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)
KEGG:C16439
L
LIPID_MAPS_instance:LMFA01100048
Leu
Leucin
Leuzin
PMID:17439666
ROHFNLRQFUQHCH-UHFFFAOYSA-N
Reaxys:636005
Wikipedia:Leucine
chebi_ontology
leucine
leukotriene
Any icosanoid from that family of C20 polyunsaturated fatty acids and their derivatives generated by leukocytes from arachidonic acid, each member having four double bonds of which three are conjugated.
CHEBI:25029
LIPID_MAPS_class:LMFA0302
Leukotrien
Leukotriene
PMID:10922142
PMID:15794321
PMID:3001504
PMID:6129158
PMID:6293196
PMID:6311078
PMID:8842590
PMID:9526099
PMID:9561094
chebi_ontology
leucotriene
leucotrienes
leukotriene
leukotrienes
leukotrienes
linear tetrapyrrole
CHEBI:25046
chebi_ontology
lysine
0
146.106
146.18764
2,6-diaminohexanoic acid
A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6.
Beilstein:1616991
C6H14N2O2
CAS:70-54-2
CHEBI:25094
Gmelin:279284
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
KEGG:C16440
LYS
Lysin
NCCCCC(N)C(O)=O
PMID:17439666
PMID:22264337
Reaxys:1616991
Wikipedia:Lysine
alpha,epsilon-diaminocaproic acid
chebi_ontology
lysine
magnesium atom
0
12Mg
23.985
24.30500
CAS:7439-95-4
CHEBI:25107
DrugBank:DB01378
FYYHWMGAXLPEAU-UHFFFAOYSA-N
Gmelin:16207
InChI=1S/Mg
KEGG:C00305
Magnesium
Mg
Mg
WebElements:Mg
[Mg]
chebi_ontology
magnesio
magnesium
magnesium
mandelate
-1
151.040
151.13938
2-hydroxy-2-(4-hydroxyphenyl)acetate
Beilstein:3905858
Beilstein:4135334
C8H7O3
CAS:769-61-9
CHEBI:25147
Gmelin:328159
IWYDHOAUDWTVEP-UHFFFAOYSA-M
InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/p-1
OC(C([O-])=O)c1ccccc1
alpha-hydroxybenzeneacetate
alpha-hydroxybenzeneacetic acid, ion(1-)
chebi_ontology
hydroxy(phenyl)acetate
mandelate ion
menaquinones
0
Any prenylnaphthoquinone having a prenyl or polyprenyl group at position 3 and a methyl group at position 2 on the naphthoquinone ring.
C11H4O2R4(C5H8)n
CHEBI:25185
chebi_ontology
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
CHEBI:25212
CHEBI:26619
CHEBI:35220
chebi_ontology
metabolite
metabolites
primary metabolites
secondary metabolites
metal cation
CHEBI:25213
a metal cation
chebi_ontology
metal cations
metalloporphyrin
CHEBI:25216
chebi_ontology
metalloporphyrins
metaloporphyrins
methanesulfonate ester
0
94.980
95.099
An organosulfonic ester resulting from the formal condensation of methanesulfonic acid with the hydroxy group of an alcohol, phenol, heteroarenol, or enol.
CH3O3SR
CHEBI:25223
CS(O*)(=O)=O
chebi_ontology
mesylate ester
mesylate esters
methanesulfonic acid esters
methanesulfonate
-1
94.980
95.09872
A 1,1-diunsubstituted alkanesulfonate that is the conjugate base of methanesulfonic acid.
AFVFQIVMOAPDHO-UHFFFAOYSA-M
CH3O3S
CHEBI:25224
CS([O-])(=O)=O
InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)/p-1
MetaCyc:CPD-3746
UM-BBD_compID:c0347
chebi_ontology
methanesulfonate
methylsulfonate
monomethoxybenzene
CHEBI:25235
Compounds containing a benzene skeleton substituted with one methoxy group.
chebi_ontology
monomethoxybenzenes
methyl methanesulfonate
0
110.004
110.13200
A methanesulfonate ester resulting from the formal condensation of methanesulfonic acid with methanol.
C2H6O3S
CAS:66-27-3
CB1540
CHEBI:25255
COS(C)(=O)=O
InChI=1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3
KEGG:C19181
MBABOKRGFJTBAE-UHFFFAOYSA-N
MMS
MetaCyc:CPD-7038
Methanesulfonic acid methyl ester
Methyl mesylate
PMID:11016630
PMID:14761437
PMID:16764919
PMID:21353429
PMID:21860482
PMID:22907509
PMID:23117069
PMID:23384783
PMID:23483329
Reaxys:1098586
Wikipedia:Methyl_methanesulfonate
as-Dimethyl sulfite
chebi_ontology
methyl methanesulfonate
methylamines
CHEBI:25274
chebi_ontology
methylated amines
methyltetrahydrofolate
A group of heterocyclic compounds based on the N-methylated 5,6,7,8-tetrahydropteroic acid skeleton conjugated with one or more L-glutamic acid or L-glutamate units.
CHEBI:25345
chebi_ontology
methyltetrahydrofolates
methylxanthine
CHEBI:25348
chebi_ontology
methylxanthines
mineralocorticoid
CHEBI:25354
Mineralocorticoids are a class of steroid hormones that regulate water and electrolyte metabolism.
chebi_ontology
mineralocorticoids
mitochondrial respiratory-chain inhibitor
CHEBI:25355
chebi_ontology
mitochondrial electron transport chain inhibitors
mitochondrial electron-transport chain inhibitor
mitochondrial respiratory chain inhibitors
elemental molecule
A molecule all atoms of which have the same atomic number.
CHEBI:25362
chebi_ontology
homoatomic molecule
homoatomic molecules
molecule
Any polyatomic entity that is an electrically neutral entity consisting of more than one atom.
CHEBI:25367
Molekuel
chebi_ontology
molecula
molecule
molecules
neutral molecular compounds
molybdenum molecular entity
CHEBI:25370
chebi_ontology
molybdenum compounds
molybdenum molecular entities
molybdopterin cofactor
A molybdopterin to which a metal or metal oxide is coordinated, and that acts as a prosthetic group.
CHEBI:25372
COMe:MOL000127
chebi_ontology
molybdopterin cofactors
monoamine molecular messenger
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:25375
chebi_ontology
monamines
monoamine
monoamines
monocarboxylic acid
An oxoacid containing a single carboxy group.
CHEBI:25384
chebi_ontology
monocarboxylic acid
monocarboxylic acids
monounsaturated fatty acid
Any fatty acid with one double or triple bond in the fatty acid chain and singly bonded carbon atoms in the rest of the chain. MUFAs have positive effects on the cardiovascular system, and in diabetes treatment.
CHEBI:25413
MUFA
MUFAs
PMID:10584045
PMID:12936956
chebi_ontology
monounsaturated fatty acids
monoatomic monocation
+1
0.00000
CHEBI:25414
[*+]
chebi_ontology
monoatomic monocations
monovalent cation
monovalent inorganic cations
mutagen
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.
CHEBI:25435
Wikipedia:Mutagen
chebi_ontology
mutagene
mutagenes
mutagenic agent
mutageno
mutagenos
mutagens
mycotoxin
CHEBI:25442
Poisonous substance produced by fungi.
chebi_ontology
fungal toxins
mycotoxins
naphthoquinone
A polycyclic aromatic ketone metabolite of naphthalene.
CHEBI:25481
chebi_ontology
naphthoquinones
nematicide
A substance used to destroy pests of the phylum Nematoda (roundworms).
CHEBI:25491
Wikipedia:Nematicide
chebi_ontology
nematicides
nematocide
nematocides
neopterins
CHEBI:25500
chebi_ontology
neuraminates
CHEBI:25506
chebi_ontology
neuraminic acids
CHEBI:25508
chebi_ontology
neurotransmitter
An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.
CHEBI:25512
Wikipedia:Neurotransmitter
chebi_ontology
neurotransmitters
neutral glycosphingolipid
Any glycosphingolipid containing unsubstituted glycosyl moieties.
CHEBI:25513
CHEBI:7543
chebi_ontology
neutral glycosphingolipids
aldicarb
0
190.078
190.26300
2-Methyl-2-(methylthio)propanal, O-((methylamino)carbonyl)oxime
2-Methyl-2-(methylthio)propionaldehyde O-(methylcarbamoyl)oxime
2-Methyl-2-methylthio-propionaldehyd-O-(N-methyl-carbamoyl)-oxim
2-methyl-N-[(methylcarbamoyl)oxy]-2-(methylsulfanyl)propan-1-imine
Aldicarb
Beilstein:2046931
C7H14N2O2S
CAS:116-06-3
CHEBI:2555
InChI=1S/C7H14N2O2S/c1-7(2,12-4)5-9-11-6(10)8-3/h5H,1-4H3,(H,8,10)
KEGG:C11015
LINCS:LSM-20978
PPDB:19
Patent:US3217037
QGLZXHRNAYXIBU-UHFFFAOYSA-N
The oxime carbamate resulting from the addition of 2-methyl-2-(methylsulfanyl)propanaldoxime to methyl isocyanate. A member of the class of oxime carbamate insecticides, aldicarb is a mixture of E and Z isomers; it is not known which isomer is more active.
[H]C(=NOC(=O)NC)C(C)(C)SC
aldicarbe
chebi_ontology
nitrogen atom
7N
CHEBI:25555
N
N
Stickstoff
WebElements:N
azote
chebi_ontology
nitrogen
nitrogen
nitrogeno
nitrous acid
0
47.001
47.01348
CAS:7782-77-6
CHEBI:25567
Gmelin:983
HNO2
HNO2
IOVCWXUNBOPUCH-UHFFFAOYSA-N
InChI=1S/HNO2/c2-1-3/h(H,2,3)
KEGG:C00088
PDBeChem:NO2
[H]ON=O
[NO(OH)]
chebi_ontology
dioxonitric acid
hydrogen dioxonitrate(1-)
hydroxidooxidonitrogen
nitrosyl hydroxide
nitrous acid
nonanone
Any ketone that is nonane substituted by an oxo group at unspecified position.
CHEBI:25579
chebi_ontology
nonanones
nonmetal atom
CHEBI:25585
Nichtmetall
Nichtmetalle
chebi_ontology
no metal
no metales
non-metal
non-metaux
nonmetal
nonmetal
nonmetals
nucleoside phosphate
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.
CHEBI:25608
KEGG:C01329
NMP
Nucleoside monophosphate
chebi_ontology
nucleoside phosphates
oligopeptide
A peptide containing a relatively small number of amino acids.
CHEBI:25676
CHEBI:7755
Oligopeptid
Wikipedia:Oligopeptide
chebi_ontology
oligopeptides
oligopeptido
organic heteromonocyclic compound
CHEBI:25693
chebi_ontology
organic heteromonocyclic compounds
organic anion
Any organic ion with a net negative charge.
CHEBI:25696
chebi_ontology
organic anions
organic cation
Any organic ion with a net positive charge.
CHEBI:25697
chebi_ontology
organic cations
ether
0
15.995
15.99940
An organooxygen compound with formula ROR, where R is not hydrogen.
CHEBI:25698
OR2
[*]O[*]
chebi_ontology
ether
ethers
ethers
organic ion
CHEBI:25699
chebi_ontology
organic ions
organic oxide
An oxide in which the oxygen atom is bonded to a carbon atom.
CHEBI:25701
chebi_ontology
organic oxides
organic phosphate
CHEBI:25703
chebi_ontology
organic phosphate
organic phosphate ester
organic phosphate esters
organic phosphates
organophosphate ester
organophosphate esters
organic sulfate
CHEBI:25704
Compounds of the general formula SO3HOR where R is an organyl group
chebi_ontology
organic sulfates
aliphatic alcohol
0
17.003
17.007
Aliphatic alcohol
An alcohol derived from an aliphatic compound.
CHEBI:2571
HOR
KEGG:C02525
O*
aliphatic alcohols
an aliphatic alcohol
chebi_ontology
organophosphorus compound
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.
CHEBI:25710
chebi_ontology
organophosphorus compound
organophosphorus compounds
osmolyte
A solute used by a cell under water stress to maintain cell volume.
CHEBI:25728
chebi_ontology
osmolytes
oxide
An oxide is a chemical compound of oxygen with other chemical elements.
CHEBI:25741
chebi_ontology
oxide
oxides
oxime
0
43.006
43.02470
CHEBI:25750
CHNOR2
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.
O\N=C(\[*])[*]
chebi_ontology
oxime
oximes
oximes
oxo carboxylic acid
Any compound that has an aldehydic or ketonic group as well as a carboxylic acid group in the same molecule.
CHEBI:25754
chebi_ontology
oxo acids
oxo carboxylic acids
oxo carboxylic acids
oxopentanoates
C5H7O3
CHEBI:25798
The conjugate base of any oxopentanoic acid.
chebi_ontology
oxopentanoate
oxopentanoic acid
A C5 fatty acid carrying an oxo group at any position.
C5H8O3
CHEBI:25799
chebi_ontology
oxopentanoic acid
oxovaleric acid
unsaturated fatty acid anion
Any fatty acid anion containing at least one C-C unsaturated bond; formed by deprotonation of the carboxylic acid moiety.
CHEBI:2580
an unsaturated fatty acid
chebi_ontology
oxoproline
A pyrrolidinemonocarboxylic acid consisting of proline bearing a single oxo substituent.
C5H7NO3
CHEBI:25801
chebi_ontology
oxoproline
oxygen atom
0
15.995
15.99940
8O
CHEBI:25805
InChI=1S/O
KEGG:C00007
O
O
QVGXLLKOCUKJST-UHFFFAOYSA-N
Sauerstoff
WebElements:O
[O]
chebi_ontology
oxigeno
oxygen
oxygen
oxygene
oxygen molecular entity
CHEBI:25806
chebi_ontology
oxygen molecular entities
oxygen molecular entity
oxopurine
CHEBI:25810
chebi_ontology
oxopurines
p-quinones
A quinone in which the two oxo groups of the quinone are located para to each other on the 6-membered quinonoid ring.
CHEBI:25830
chebi_ontology
p-quinone
para-quinones
pentanone
Any ketone that is pentane substituted by an oxo group at unspecified position.
CHEBI:25892
chebi_ontology
pentanones
pentenoic acid
Any C5, straight-chain, monounsaturated fatty acid.
C5:1
C5H8O2
CHEBI:25897
chebi_ontology
pentenoic acid
pentenoic acids
pentitol
An alditol obtained by reduction of any pentose.
CHEBI:25899
chebi_ontology
pentitol
pentitols
aldopentose phosphate
CHEBI:25900
aldopentose phosphate
aldopentose phosphates
chebi_ontology
pentose
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).
CHEBI:25901
chebi_ontology
pentose
pentoses
peptide hormone
Any peptide with hormonal activity in animals, whether endocrine, neuroendocrine, or paracrine.
CHEBI:25905
chebi_ontology
peptide hormones
polypeptide hormone
peroxides
0
31.990
CHEBI:25940
Compounds of structure ROOR'.
O2R2
[*]OO[*]
a peroxide
chebi_ontology
pesticide
CHEBI:25944
Pestizid
Pestizide
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
chebi_ontology
pesticide
pesticides
phenylalanine derivative
An amino acid derivative resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of phenylalanine by a heteroatom. The definition normally excludes peptides containing phenylalanine residues.
CHEBI:25985
chebi_ontology
phenylethanolamines
An ethanolamine compound having a phenyl (substituted or unsubstituted) group on the carbon bearing the hydroxy substituent.
CHEBI:25990
chebi_ontology
pheromone
A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.
CHEBI:26013
PMID:23988175
Wikipedia:Pheromone
chebi_ontology
ectohormone
feromone
pheromone
pheromones
phosphate
CHEBI:26020
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.
chebi_ontology
phosphates
phosphates
phosphoric acid
0
97.977
97.99520
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
CHEBI:26078
Drug_Central:4478
Gmelin:2000
H3O4P
H3PO4
HMDB:HMDB0002142
InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)
KEGG:C00009
KEGG:D05467
KNApSAcK:C00007408
NBIIXXVUZAFLBC-UHFFFAOYSA-N
Orthophosphoric acid
PMID:11455380
PMID:15630224
PMID:17439666
PMID:17518491
PMID:22282755
PMID:22333268
PMID:22381614
PMID:22401268
Phosphate
Phosphoric acid
Phosphorsaeure
Phosphorsaeureloesungen
Reaxys:1921286
Wikipedia:Phosphoric_Acid
[H]OP(=O)(O[H])O[H]
[PO(OH)3]
acide phosphorique
acidum phosphoricum
chebi_ontology
orthophosphoric acid
phosphoric acid
tetraoxophosphoric acid
trihydrogen tetraoxophosphate(3-)
trihydroxidooxidophosphorus
phosphoric acid derivative
CHEBI:26079
chebi_ontology
phosphorus molecular entity
CHEBI:26082
chebi_ontology
phosphorus molecular entities
phylloquinones
CHEBI:26106
chebi_ontology
phytosteroid
CHEBI:26124
chebi_ontology
phytosteroids
phytosterols
CHEBI:26125
Sterols similar to cholesterol which occur in plants and vary only in carbon side chains and/or presence or absence of a double bond.
Wikipedia:Phytosterol
chebi_ontology
phytylnaphthoquinone
CHEBI:26127
chebi_ontology
biological pigment
An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
CHEBI:26130
chebi_ontology
pigments
piperazines
CHEBI:26144
chebi_ontology
plant growth regulator
A chemical, natural or artificial, that can affect the rate of growth of a plant.
CHEBI:26155
chebi_ontology
plant growth regulators
polar amino acid
CHEBI:26167
CHEBI:8283
chebi_ontology
polyol
A compound that contains two or more hydroxy groups.
CHEBI:26191
chebi_ontology
polyols
porphyrins
CHEBI:26214
Natural pigments containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure.
Wikipedia:Porphyrin
chebi_ontology
porphyrins
potassium atom
0
19K
38.964
39.09830
CAS:7440-09-7
CHEBI:26216
DrugBank:DB01345
InChI=1S/K
K
K
KEGG:C00238
Kalium
WebElements:K
ZLMJMSJWJFRBEC-UHFFFAOYSA-N
[K]
chebi_ontology
kalium
potasio
potassium
potassium
potassium molecular entity
CHEBI:26217
chebi_ontology
potassium molecular entities
potassium molecular entity
prenylnaphthoquinone
CHEBI:26254
chebi_ontology
prenylquinone
A quinone substituted by a polyprenyl-derived side-chain. Prenylquinones occur in all living cells. Due to their amphiphilic character, they are mainly located in biological membranes where they function as electron and proton carriers in the photosynthetic and respiratory electron transport chains. Some prenylquinones also perform more specialised roles sucy as antioxidants and enzyme cofactors. Prenylquinones are classified according to ring structure: the main classes are menaquinones, phylloquinones, ubiquinones and plastoquinones.
CHEBI:26255
CHEBI:72751
PMID:19928587
PMID:21777468
PMID:21844348
PMID:22371323
PMID:3985624
chebi_ontology
polyprenylquinone
polyprenylquinones
prenylquinones
proline
0
115.063
115.13050
An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2.
Beilstein:80809
C5H9NO2
CAS:609-36-9
CHEBI:26271
DL-Proline
Gmelin:26927
Hpro
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)
KEGG:C16435
OC(=O)C1CCCN1
ONIBWKKTOPOVIA-UHFFFAOYSA-N
PMID:16534801
PMID:21400017
PMID:21903295
PMID:22264337
PMID:22280966
PMID:22770225
Prolin
Reaxys:80809
Wikipedia:Proline
chebi_ontology
prolina
proline
pyrrolidine-2-carboxylic acid
proline derivative
An amino acid derivative resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of proline by a heteroatom. The definition normally excludes peptides containing proline residues.
CHEBI:26273
chebi_ontology
proline derivatives
propane-1,2-diols
CHEBI:26284
chebi_ontology
propanediol
CHEBI:26288
chebi_ontology
propanones
A ketone that is propane carrying at least one oxo substituent.
CHEBI:26292
chebi_ontology
prostaglandin
CAS:11000-26-3
CHEBI:26333
LIPID_MAPS_class:LMFA0301
Naturally occurring compounds derived from the parent C20 acid, prostanoic acid.
chebi_ontology
prostaglandin
prostaglandins
prostaglandins
prostaglandins E
0
98.037
98.09990
C5H6O2R2
CHEBI:26338
O[C@@H]1CC(=O)[C@H]([*])[C@H]1[*]
PGE
chebi_ontology
prostanoid
CHEBI:26347
The family of natural prostaglandins and prostaglandin-like compounds including prostacyclins and thromboxanes.
chebi_ontology
prostanoid
prostanoids
prostanoids
prosthetic group
A tightly bound, specific nonpolypeptide unit in a protein determining and involved in its biological activity.
CHEBI:26348
chebi_ontology
groupe prosthetique
prosthetic group
prosthetic groups
protoporphyrins
CHEBI:26361
chebi_ontology
pteridines
CHEBI:26373
chebi_ontology
pterins
CHEBI:26375
chebi_ontology
purine alkaloid
CHEBI:26385
chebi_ontology
purine alkaloids
purine nucleobase
0
119.036
119.104
A nucleobase whose skeleton is derived from purine.
C1(NC(=NC=2NC=NC12)*)=*
C5H3N4R2
CHEBI:26386
KEGG:C15587
a purine nucleobase
chebi_ontology
purine bases
purine nucleobase
purine nucleobases
purine nucleoside diphosphate
CHEBI:26391
chebi_ontology
purine nucleoside diphosphates
purine nucleoside monophosphate
CHEBI:26392
chebi_ontology
purine nucleoside monophosphates
purine nucleoside triphosphate
CHEBI:26393
chebi_ontology
purine nucleoside triphosphates
purine nucleoside
CHEBI:26394
chebi_ontology
purine nucleoside
purine nucleosides
purine nucleotide
Any nucleotide that has a purine nucleobase.
CHEBI:26395
chebi_ontology
purine nucleotides
purine ribonucleoside diphosphate
CHEBI:26396
chebi_ontology
purine ribonucleoside diphosphates
purine ribonucleoside monophosphate
CHEBI:26397
chebi_ontology
purine ribonucleoside monophosphates
purine ribonucleoside triphosphate
CHEBI:26398
chebi_ontology
purine ribonucleoside triphosphates
purine ribonucleoside
*[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
0
133.050
133.123
A ribonucleoside that has a purine moiety as the nucleobase (the R group in the illustration).
C5H9O4R
CHEBI:26399
chebi_ontology
purine ribonucleosides
purine ribonucleotide
Any ribonucleotide that has a purine nucleobase.
CHEBI:26400
chebi_ontology
purine ribonucleotides
purines
0
116.012
116.080
A class of imidazopyrimidines that consists of purine and its substituted derivatives.
C5N4R7
CHEBI:13678
CHEBI:26401
chebi_ontology
pyridine alkaloid
CHEBI:26416
chebi_ontology
pyridine alkaloids
pyridines
Any organonitrogen heterocyclic compound based on a pyridine skeleton and its substituted derivatives.
CHEBI:26421
chebi_ontology
pyrimidine nucleobase
0
77.014
77.064
A nucleobase whose skeleton is derived from pyrimidine.
C4HN2R4
CHEBI:26432
N1C(=C(C(=NC1=*)*)*)*
a pyrimidine nucleobase
chebi_ontology
pyrimidine bases
pyrimidine nucleobase
pyrimidine nucleobases
pyrimidinemonocarboxylic acid
CHEBI:26447
chebi_ontology
pyrimidinemonocarboxylic acids
pyrroles
An azole that includes only one N atom and no other heteroatom as a part of the aromatic skeleton.
CHEBI:26455
chebi_ontology
pyrrolidine alkaloid
CHEBI:26456
chebi_ontology
pyrrolidine alkaloids
quaternary nitrogen compound
A nitrogen molecular entity that is electronically neutral but which contains a quaternary nitrogen.
CHEBI:26469
chebi_ontology
quinoline alkaloid
CHEBI:26509
chebi_ontology
quinoline alkaloids
quinolines
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:26513
chebi_ontology
reactive oxygen species
CHEBI:26523
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.
ROS
Wikipedia:Reactive_oxygen_species
chebi_ontology
retinals
CHEBI:26534
chebi_ontology
retinoic acid
0
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
300.209
300.43512
A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).
C20H28O2
CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O
CHEBI:26536
InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)
LINCS:LSM-2135
PMID:24506204
SHGAZHPCJJPHSC-UHFFFAOYSA-N
chebi_ontology
retinoid
CHEBI:26537
Oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.
chebi_ontology
retinoid
retinoids
retinoids
ribonucleoside monophosphate
CHEBI:26558
chebi_ontology
ribonucleoside monophosphates
ribonucleotide
CHEBI:26561
chebi_ontology
ribonucleotides
ribose phosphate
CHEBI:26562
chebi_ontology
ribose phosphate
ribose phosphates
saturated fatty acid
Any fatty acid containing no carbon to carbon multiple bonds. Known to produce adverse biological effects when ingested to excess.
CHEBI:26607
PMID:16492686
PMID:19763019
PMID:20237329
SFA
SFAs
chebi_ontology
saturated fatty acid
saturated fatty acids
semiochemical
A molecular messenger released by an organism that affects the behaviour within or between species.
CHEBI:26645
Wikipedia:Semiochemical
chebi_ontology
semiochemicals
serine family amino acid
3-phosphoglycerate family amino acid
3-phosphoglycerate family amino acids
An L-alpha-amino acid which is biosynthesised from 3-phosphoglycerate (i.e. serine, glycine, cysteine and homocysteine). A closed class.
CHEBI:26650
PMID:20709681
chebi_ontology
serine family amino acids
short-chain fatty acid
0
30.011
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.
CH2OR
CHEBI:26666
OC([*])=O
PMID:16633129
PMID:16870803
PMID:18203540
PMID:20148677
SCFA
SCFAs
chebi_ontology
short-chain fatty acids
sialic acid
Any of the N-acylneuraminic acids and their esters and other derivatives of the alcoholic hydroxy groups.
CHEBI:26667
Sialsaeure
Sialsaeuren
acide sialique
acides sialique
chebi_ontology
sialic acids
sodium atom
0
11Na
22.98977
22.990
CAS:7440-23-5
CHEBI:26708
Gmelin:16221
InChI=1S/Na
KEAYESYHFKHZAL-UHFFFAOYSA-N
KEGG:C01330
Na
Na
Natrium
WebElements:Na
[Na]
chebi_ontology
natrium
sodio
sodium
sodium
sodium chloride
0
57.959
58.44247
An inorganic chloride salt having sodium(1+) as the counterion.
Beilstein:3534976
CAS:7647-14-5
CHEBI:26710
ClNa
FAPWRFPIFSIZLT-UHFFFAOYSA-M
Gmelin:13673
InChI=1S/ClH.Na/h1H;/q;+1/p-1
KEGG:C13563
KEGG:D02056
Kochsalz
MetaCyc:NACL
NaCl
Natriumchlorid
PPDB:595
Reaxys:3534976
Wikipedia:Sodium_Chloride
[Na+].[Cl-]
chebi_ontology
chlorure de sodium
cloruro sodico
common salt
halite
natrii chloridum
rock salt
salt
sodium chloride
table salt
sodium molecular entity
CHEBI:26712
chebi_ontology
sodium compounds
sodium molecular entities
sodium salt
Any alkali metal salt having sodium(1+) as the cation.
CHEBI:26714
Natriumsalz
Natriumsalze
chebi_ontology
sodium salts
sphingenine
A 2-aminooctadecene-1,3-diol having (2S,3R)-configuration.
C18H37NO2
CHEBI:26738
chebi_ontology
sphingenines
sphingolipid
CHEBI:26739
Sphingolipids are a complex family of compounds that share a common structural feature, a sphingoid base backbone.
chebi_ontology
sphingolipids
sphing-4-enine
(2S,3R)-2-aminooctadec-4-ene-1,3-diol
0
299.282
299.49192
4-sphingenine
A sphingenine in which the C=C double bond is located at the 4-position.
Beilstein:7794904
C18H37NO2
CHEBI:26743
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/t17-,18+/m0/s1
LINCS:LSM-5718
WWUZIQQURGPMPG-ZWKOTPCHSA-N
[H]C(CCCCCCCCCCCCC)=C([H])[C@@H](O)[C@@H](N)CO
chebi_ontology
sphing-4-enine
steroid hormone
Any steroid that acts as hormone.
CHEBI:26764
Steroidhormon
Steroidhormone
chebi_ontology
hormona esteroide
hormonas esteroideas
hormone steroide
hormones steroides
steroid hormones
carbohydrate phosphate
CHEBI:26816
carbohydrate phosphates
chebi_ontology
sulfuric ester
0
95.952
96.06300
An ester of an alcohol and sulfuric acid.
CHEBI:26819
O4SR2
[*]OS(=O)(=O)O[*]
chebi_ontology
sulfate ester
sulfuric acid ester
sulfuric acid esters
sulfates
CHEBI:26820
Salts and esters of sulfuric acid
chebi_ontology
sulfates
sulfuric acid derivative
sulphates
sulfide
Any sulfur molecular entity that involves either covalently bonded or anionic sulfur.
CHEBI:26822
chebi_ontology
sulphides
sulfoglycolipid
A sulfate ester of a glycolipid.
CHEBI:26829
chebi_ontology
sulfoglycolipids
sulfonium compound
CHEBI:26830
chebi_ontology
sulfur atom
0
16S
31.972
32.06600
CAS:7704-34-9
CHEBI:26833
Elemental sulfur
InChI=1S/S
KEGG:C00087
KEGG:D06527
NINIDFKCEFEMDL-UHFFFAOYSA-N
PPDB:605
S
S
Schwefel
WebElements:S
[S]
azufre
chebi_ontology
soufre
sulfur
sulfur
sulphur
theion
sulfur-containing amino acid
CHEBI:26834
chebi_ontology
sulfur-containing amino acids
sulfur molecular entity
CHEBI:26835
chebi_ontology
sulfur molecular entities
sulfur molecular entity
sulfuric acid
0
97.967
98.07948
A sulfur oxoacid that consits of two oxo and two hydroxy groups joined covalently to a central sulfur atom.
Acide sulfurique
Acido sulfurico
Acidum sulfuricum
CAS:7664-93-9
CHEBI:26836
Gmelin:2122
H2O4S
H2SO4
InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)
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
PPDB:606
QAOWNCQODCNURD-UHFFFAOYSA-N
Reaxys:2037554
Schwefelsaeureloesungen
Sulfuric acid
Wikipedia:Sulfuric_acid
[H]OS(=O)(=O)O[H]
[S(OH)2O2]
[SO2(OH)2]
chebi_ontology
dihydrogen tetraoxosulfate
dihydroxidodioxidosulfur
hydrogen tetraoxosulfate(2-)
hydrogen tetraoxosulfate(VI)
sulfuric acid
sulphuric acid
tetraoxosulfuric acid
terpenoid
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.
CHEBI:26873
Terpenoid
Wikipedia:Terpenoid
chebi_ontology
terpenoide
terpenoides
terpenoids
tertiary alcohol
0
71.050
71.09780
A tertiary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has three other carbon atoms attached to it.
C4H7OR3
CHEBI:26878
OC(C[*])(C[*])C[*]
chebi_ontology
tertiary alcohol
tertiary alcohols
tetrahydrofolic acid
A group of heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with one or more L-glutamic acid units.
CHEBI:26907
chebi_ontology
tetrahydrofolate
tetrahydrofolates
tetrahydrofolic acids
oxolanes
Any oxacycle having an oxolane (tetrahydrofuran) skeleton.
CHEBI:26912
chebi_ontology
tetrapyrrole
A natural pigment containing four pyrrole rings joined by one-carbon units linking position 2 of one pyrrole ring to position 5 of the next.
CHEBI:26932
chebi_ontology
tetrapyrrole
tetrapyrroles
tetraterpenoid
Any terpenoid derived from a tetraterpene. The term includes compounds in which the C40 skeleton of the parent tetraterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
C40 isoprenoids
CHEBI:26935
LIPID_MAPS_class:LMPR0107
chebi_ontology
tetraterpenoides
tetraterpenoids
thiamine
CHEBI:26948
chebi_ontology
thiamines
thioacetic acid
CHEBI:26952
KEGG:C01857
Thioessigsaeure
chebi_ontology
ethanethioic acid
thiocarboxylic ester
An ester in which one or both oxygens of an ester group have been replaced by divalent sulfur.
CHEBI:26959
chebi_ontology
thiocarboxylic esters
organic heterotricyclic compound
An organic tricyclic compound in which at least one of the rings of the tricyclic skeleton contains one or more heteroatoms.
CHEBI:26979
chebi_ontology
heterotricyclic compounds
organic heterotricyclic compounds
threitol
(R*,R*)-1,2,3,4-butanetetrol
C4H10O4
CAS:7493-90-5
CHEBI:26981
Gmelin:82500
PMID:20717558
chebi_ontology
rel-(2R,3R)-butane-1,2,3,4-tetrol
threo-tetritol
threonine
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
C4H9NO3
CAS:80-68-2
CHEBI:26986
PMID:11379295
PMID:15221503
PMID:22264337
Threonin
Wikipedia:Threonine
chebi_ontology
threonine
thromboxane
A class of oxygenated oxane derivatives, originally derived from prostaglandin precursors in platelets, that stimulate aggregation of platelets and constriction of blood vessels.
CHEBI:26995
LIPID_MAPS_class:LMFA0303
Wikipedia:Thromboxane
chebi_ontology
thromboxane
thromboxanes
tocopherol
A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.
CAS:1406-66-2
CHEBI:27013
Methyltocols
Tocopherol
Tocopherols
Wikipedia:Tocopherol
chebi_ontology
tocoferol
tocoferoles
tocopherol
tocopherols
toluenes
Any member of the class of benzenes that is a substituted benzene in which the substituents include one (and only one) methyl group.
CHEBI:27024
chebi_ontology
toxin
CHEBI:27026
Poisonous substance produced by a biological organism such as a microbe, animal or plant.
Wikipedia:Toxin
chebi_ontology
toxin
toxins
micronutrient
Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
CHEBI:27027
Wikipedia:Micronutrient
chebi_ontology
micronutrients
trace elements
transition element atom
An element whose atom has an incomplete d sub-shell, or which can give rise to cations with an incomplete d sub-shell.
CHEBI:27081
Uebergangselement
Uebergangsmetalle
chebi_ontology
metal de transicion
metal de transition
metales de transicion
metaux de transition
transition element
transition element
transition elements
transition metal
transition metals
tricarboxylic acid trianion
CHEBI:27092
chebi_ontology
tricarboxylate
tricarboxylates
tricarboxylic acid trianions
tricarboxylic acid
An oxoacid containing three carboxy groups.
C3H3O6R
CHEBI:27093
Tricarbonsaeure
Trikarbonsaeure
Wikipedia:Tricarboxylic_acid
chebi_ontology
tricarboxylic acids
trimethylxanthine
CHEBI:27134
chebi_ontology
trimethylxanthines
triol
A chemical compound containing three hydroxy groups.
CHEBI:27136
chebi_ontology
triols
tryptamines
CHEBI:27162
Tryptamine and its substitution derivatives.
chebi_ontology
organic heterobicyclic compound
CHEBI:27171
chebi_ontology
heterobicyclic compounds
organic heterobicyclic compounds
tyramines
Aralkylamino compounds which contain a tyramine skeleton.
CHEBI:27175
chebi_ontology
univalent carboacyl group
A univalent carboacyl group is a group formed by loss of OH from the carboxy group of a carboxylic acid.
CHEBI:27207
chebi_ontology
univalent acyl group
univalent carboacyl groups
univalent carboxylic acyl groups
unsaturated fatty acid
Any fatty acid containing at least one C=C or C#C bond.
CHEBI:27208
LIPID_MAPS_class:LMFA0103
PMID:5322381
alkene acid
chebi_ontology
olefinic acid
unsaturated fatty acids
urate(2-)
-2
166.09454
C5H2N4O3
CHEBI:27216
chebi_ontology
urate dianion
uric acid
0
168.11042
An oxopurine that is the final oxidation product of purine metabolism.
C5H4N4O3
CHEBI:27226
HMDB:HMDB0000289
Wikipedia:Uric_acid
chebi_ontology
uric acids
urocanate
-1
137.035
137.11618
3-(1H-imidazol-4-yl)prop-2-enoate
An monocarboxylic acid anion that is the conjugate base of urocanic acid.
C6H5N2O2
CHEBI:27247
ECMDB:ECMDB21396
InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/p-1
KEGG:C00785
LOIYMIARKYCTBW-UHFFFAOYSA-M
MetaCyc:UROCANATE
[H]C(=C([H])c1c[nH]cn1)C([O-])=O
chebi_ontology
urocanate
urocanic acid
0
138.043
138.12412
3-(1H-imidazol-4-yl)-2-propenoic acid
3-(1H-imidazol-4-yl)prop-2-enoic acid
3-imidazol-4-ylacrylic acid
An alpha,beta-unsaturated monocarboxylic acid that is prop-2-enoic acid substituted by a 1H-imidazol-4-yl group at position 3. It is a metabolite of hidtidine.
Beilstein:8128219
C6H6N2O2
CAS:104-98-3
CHEBI:27248
ECMDB:ECMDB21396
HMDB:HMDB0000301
InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)
LOIYMIARKYCTBW-UHFFFAOYSA-N
MetaCyc:UROCANATE
PDBeChem:URO
PMID:11669511
PMID:24397532
PMID:24627570
Reaxys:8128219
Wikipedia:Urocanic_acid
[H]C(=C([H])c1c[nH]cn1)C(O)=O
chebi_ontology
valine
0
117.079
117.14638
2-amino-3-methylbutanoic acid
A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group.
Beilstein:506689
C5H11NO2
CAS:516-06-3
CC(C)C(N)C(O)=O
CHEBI:27266
DL-valine
Gmelin:49877
Hval
InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)
KEGG:C16436
KZSNJWFQEVHDMF-UHFFFAOYSA-N
PMID:17190852
PMID:22770225
Reaxys:506689
Valin
Wikipedia:Valine
chebi_ontology
valina
valine
vitamin D
CHEBI:27300
D vitamins
Vitamin D is a group of fat-soluble prohormones, which can be obtained from sun exposure, food and supplements. Vitamin D is biologically inactive and converted to the biologically active calcitriol via double hydroxylation in the body.
chebi_ontology
volatile oil component
Any metabolite that is found naturally as a component of a volatile oil.
CHEBI:27311
Wikipedia:Essential_oil
chebi_ontology
essential oil component
essential oil components
ethereal oil component
ethereal oil components
volatile oil components
water-soluble vitamin
CHEBI:27314
chebi_ontology
wasserloesliche Vitamine
water-soluble vitamins
xanthophyll
A subclass of carotenoids consisting of the oxygenated carotenes.
CHEBI:27325
DrugBank:DB00137
chebi_ontology
xanthophylls
xanthophylls
zinc atom
0
30Zn
63.929
65.39000
CAS:7440-66-6
CHEBI:27363
Gmelin:16321
HCHKCACWOHOZIP-UHFFFAOYSA-N
InChI=1S/Zn
KEGG:C00038
PDBeChem:ZN
WebElements:Zn
Zink
Zn
Zn
Zn(II)
Zn2+
[Zn]
chebi_ontology
cinc
zinc
zinc
zincum
zinc molecular entity
CHEBI:27364
chebi_ontology
zinc compounds
zinc molecular entities
zwitterion
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).
CHEBI:27369
chebi_ontology
compose zwitterionique
compuestos zwitterionicos
zwitterion
zwitteriones
zwitterionic compounds
zwitterions
methanesulfonic acid
0
95.988
96.10666
AFVFQIVMOAPDHO-UHFFFAOYSA-N
An alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is methyl.
Beilstein:1446024
CAS:75-75-2
CH4O3S
CHEBI:27376
CHEBI:6813
CS(O)(=O)=O
Gmelin:1681
InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)
KEGG:C11145
MetaCyc:CPD-3746
Methanesulfonic acid
Methansulfonsaeure
PMID:24304088
PMID:24593036
Reaxys:1446024
Wikipedia:Methanesulfonic_acid
chebi_ontology
methanesulfonic acid
methylsulfonic acid
3-aminoisobutyric acid
0
103.063
103.11980
2-(aminomethyl)propionic acid
2-Methyl-beta-alanine
3-Amino-2-methylpropanoate
3-Aminoisobutanoate
3-Aminoisobutanoic acid
3-amino-2-methylpropanoic acid
3-aminoisobutyric acid
A beta-amino-acid that is isobutyric acid in which one of the methyl hydrogens is substituted by an amino group.
BAIB
Beilstein:1720958
Beilstein:1745458
C4H9NO2
CAS:10569-72-9
CAS:144-90-1
CC(CN)C(O)=O
CHEBI:18712
CHEBI:19959
CHEBI:27389
CHEBI:359
DL-beta-aminoisobutyric acid
Gmelin:1520758
HMDB:HMDB0003911
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
KEGG:C05145
MetaCyc:3-AMINO-ISOBUTYRATE
PMID:11785300
PMID:14576092
PMID:18299183
PMID:18600547
PMID:19186330
PMID:19735301
PMID:22735334
PMID:2274753
PMID:5776546
PMID:639325
PMID:8307374
QCHPKSFMDHPSNR-UHFFFAOYSA-N
Reaxys:1720958
Wikipedia:3-Aminoisobutyric_acid
alpha-Methyl-beta-alanine
bAib
beta-aminoisobutyric acid
chebi_ontology
folic acid
0
441.140
441.39750
An N-acyl-amino acid that is a form of the water-soluble vitamin B9. Its biologically active forms (tetrahydrofolate and others) are essential for nucleotide biosynthesis and homocysteine remethylation.
Beilstein:100781
C19H19N7O6
CAS:59-30-3
CHEBI:24075
CHEBI:27470
CHEBI:42610
CHEBI:5140
CHEBI:569217
DrugBank:DB00158
Drug_Central:1231
FOLIC ACID
Folate
Folic acid
Folsaeure
InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1
KEGG:C00504
KEGG:D00070
KNApSAcK:C00001539
LINCS:LSM-5355
MetaCyc:CPD-12826
N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid
N-pteroyl-L-glutamic acid
Nc1nc2ncc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)nc2c(=O)[nH]1
OVBPIULPVIDEAO-LBPRGKRZSA-N
PDBeChem:FOL
PGA
PMID:11261364
PMID:11451208
PMID:14387833
PMID:15754725
PMID:17784727
PMID:18788725
PMID:19355913
PMID:24650098
PMID:9040515
PteGlu
Pteroylglutamic acid
Reaxys:100781
Wikipedia:Folic_Acid
chebi_ontology
pteroyl-L-glutamic acid
pteroyl-L-monoglutamic acid
vitamin Bc
vitamin M
zeaxanthin
(3R,3'R)-beta,beta-carotene-3,3'-diol
(3R,3'R)-dihydroxy-beta,beta-carotene
0
568.428
568.87144
Beilstein:2068416
C40H56O2
CAS:144-68-3
CC(\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C
CHEBI:10108
CHEBI:27361
CHEBI:27547
InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1
JKQXZKUSFCKOGQ-QAYBQHTQSA-N
KEGG:C06098
KNApSAcK:C00000931
LIPID_MAPS_instance:LMPR01070261
MetaCyc:CPD1F-130
Wikipedia:Zeaxanthin
Zeaxanthin
all-trans-beta-carotene-3,3'-diol
all-trans-zeaxanthin
anchovyxanthin
beta,beta-carotene-3,3'-diol
chebi_ontology
selenium atom
0
34Se
78.96000
79.917
BUGBHKTXTAQXES-UHFFFAOYSA-N
CAS:7782-49-2
CHEBI:26627
CHEBI:27568
CHEBI:9091
InChI=1S/Se
KEGG:C01529
Se
Se
Selen
Selenium
WebElements:Se
[Se]
chebi_ontology
selenio
selenium
selenium
histidine
0
155.069
155.15468
2-amino-3-(1H-imidazol-4-yl)propanoic acid
An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.
Beilstein:84087
C6H9N3O2
CAS:4998-57-6
CHEBI:24598
CHEBI:27570
CHEBI:43118
CHEBI:5733
DL-Histidine
Gmelin:3656
HNDVDQJCIGZPNO-UHFFFAOYSA-N
Histidin
Histidine
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)
KEGG:C00768
KNApSAcK:C00001363
NC(Cc1c[nH]cn1)C(O)=O
PMID:17190852
PMID:22264337
PMID:22770225
PMID:29286160
Reaxys:84087
Wikipedia:Histidine
alpha-Amino-1H-imidazole-4-propionic acid
chebi_ontology
histidina
histidine
aldosterone
(+)-aldosterone
(11beta)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al
0
11beta,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al
11beta,21-dihydroxy-3,20-dioxopregn-4-en-18-al
360.194
360.44400
A pregnane-based steroidal hormone produced by the outer-section (zona glomerulosa) of the adrenal cortex in the adrenal gland, and acts on the distal tubules and collecting ducts of the kidney to cause the conservation of sodium, secretion of potassium, increased water retention, and increased blood pressure. The overall effect of aldosterone is to increase reabsorption of ions and water in the kidney.
ALDOSTERONE
Aldosterone
Beilstein:3224996
C21H28O5
CAS:52-39-1
CHEBI:22306
CHEBI:2563
CHEBI:27584
CHEBI:40919
DrugBank:DB04630
Drug_Central:111
HMDB:HMDB0000037
InChI=1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1
KEGG:C01780
LINCS:LSM-42770
LIPID_MAPS_instance:LMST02030026
PDBeChem:AS4
PMID:10438974
PQSUYGKTWSAVDQ-ZVIOFETBSA-N
Reaxys:3224996
Wikipedia:Aldosterone
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C=O)C(=O)CO
aldosterone
chebi_ontology
carbon atom
0
12.000
12.01070
6C
C
C
CAS:7440-44-0
CHEBI:23009
CHEBI:27594
CHEBI:3399
Carbon
InChI=1S/C
KEGG:C06265
Kohlenstoff
OKTJSMMVPCPJKN-UHFFFAOYSA-N
WebElements:C
[C]
carbon
carbon
carbone
carbonium
carbono
chebi_ontology
hydantoin
0
100.027
100.07614
2,4(3H,5H)-imidazoledione
2,4-imidazolidinedione
Beilstein:110598
C3H4N2O2
CAS:461-72-3
CHEBI:24625
CHEBI:27612
CHEBI:5773
Glycolylurea
Gmelin:101266
Hydantoin
InChI=1S/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)
KEGG:C05146
O=C1CNC(=O)N1
PDBeChem:HYN
WJRBRSLFGCUECM-UHFFFAOYSA-N
chebi_ontology
imidazole-2,4(3H,5H)-dione
imidazolidine-2,4-dione
vanillylmandelate
-1
197.045
197.16480
2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetate
3-Methoxy-4-hydroxymandelate
A hydroxy monocarboxylic acid anion that is the conjugate base of vanillylmandelic acid.
C9H9O5
CGQCWMIAEPEHNQ-UHFFFAOYSA-M
CHEBI:1573
CHEBI:20105
CHEBI:27622
COc1cc(ccc1O)C(O)C([O-])=O
InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)/p-1
KEGG:C05584
chebi_ontology
vanilmandelate
cobalt atom
0
27Co
58.933
58.93320
A cobalt group element atom that has atomic number 27.
CAS:7440-48-4
CHEBI:23335
CHEBI:27638
CHEBI:3788
Co
Co
Cobalt
GUTLYIVDDKVIGB-UHFFFAOYSA-N
InChI=1S/Co
KEGG:C00175
KEGG:C19171
Kobalt
PDBeChem:3CO
WebElements:Co
[Co]
chebi_ontology
cobalt
cobalt
cobalto
cobaltum
3',5'-cyclic dGMP
CHEBI:1330
CHEBI:19832
CHEBI:27682
chebi_ontology
caffeine
0
1,3,7-Trimethylxanthine
1,3,7-trimethyl-2,6-dioxopurine
1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione
1,3,7-trimethylpurine-2,6-dione
1,3,7-trimethylxanthine
1-methyltheobromine
194.080
194.19076
3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion
7-methyltheophylline
A trimethylxanthine in which the three methyl groups are located at positions 1, 3, and 7. A purine alkaloid that occurs naturally in tea and coffee.
Beilstein:17705
C8H10N4O2
CAFFEINE
CAS:58-08-2
CHEBI:22982
CHEBI:27732
CHEBI:3295
CHEBI:41472
Caffeine
Cn1cnc2n(C)c(=O)n(C)c(=O)c12
Coffein
DrugBank:DB00201
Drug_Central:463
Gmelin:103040
HMDB:HMDB0001847
InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
KEGG:C07481
KEGG:D00528
KNApSAcK:C00001492
Koffein
LINCS:LSM-2026
MetaCyc:1-3-7-TRIMETHYLXANTHINE
PDBeChem:CFF
PMID:10510174
PMID:10796597
PMID:10803761
PMID:10822912
PMID:10884512
PMID:10924888
PMID:10983026
PMID:11014293
PMID:11022879
PMID:11209966
PMID:11312039
PMID:11410911
PMID:11431501
PMID:11815511
PMID:11949272
PMID:12397877
PMID:12457274
PMID:12574990
PMID:12915014
PMID:12943586
PMID:14521986
PMID:14607010
PMID:15257305
PMID:15280431
PMID:15681408
PMID:15718055
PMID:15840517
PMID:16143823
PMID:16391865
PMID:16528931
PMID:16644114
PMID:16709440
PMID:16805851
PMID:16856769
PMID:17132260
PMID:17387608
PMID:17508167
PMID:17724925
PMID:17932622
PMID:17957400
PMID:18068204
PMID:18258404
PMID:18421070
PMID:18625110
PMID:18647558
PMID:19007524
PMID:19047957
PMID:19084078
PMID:19088793
PMID:19418355
PMID:19879252
PMID:20164568
PMID:20470411
PMID:22770225
PMID:7441110
PMID:7689104
PMID:8332255
PMID:8347173
PMID:8679661
PMID:9063686
PMID:9067318
PMID:9132918
PMID:9218278
RYYVLZVUVIJVGH-UHFFFAOYSA-N
Reaxys:17705
Thein
Wikipedia:Caffeine
anhydrous caffeine
cafeina
cafeine
caffeine
chebi_ontology
guaranine
mateina
methyltheobromine
teina
theine
detergent
A surfactant (or a mixture containing one or more surfactants) having cleaning properties in dilute solutions.
CHEBI:23648
CHEBI:27780
CHEBI:4456
Detergents
KEGG:C01689
chebi_ontology
detergent
(S)-colchicine
(S)-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide
0
399.168
399.43700
7alphaH-colchicine
Beilstein:2228813
C22H25NO6
CAS:64-86-8
CHEBI:27882
CHEBI:3811
COc1cc2CC[C@H](NC(C)=O)c3cc(=O)c(OC)ccc3-c2c(OC)c1OC
Colchicin
Colchicine
DrugBank:DB01394
Drug_Central:726
IAKHMKGGTNLKSZ-INIZCTEOSA-N
InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
KEGG:C07592
KEGG:D00570
KNApSAcK:C00002327
LINCS:LSM-5199
N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
PDBeChem:LOC
Wikipedia:Colchicine
chebi_ontology
colchicina
colchicinum
tryptophan
0
2-amino-3-(1H-indol-3-yl)propanoic acid
204.090
204.22526
An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.
Beilstein:86196
C11H12N2O2
CAS:54-12-6
CHEBI:27163
CHEBI:27897
CHEBI:9769
Gmelin:4532
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)
KEGG:C00806
KNApSAcK:C00001396
LINCS:LSM-36836
NC(Cc1c[nH]c2ccccc12)C(O)=O
PMID:17439666
PMID:22264337
QIVBCDIJIAJPQS-UHFFFAOYSA-N
Reaxys:86196
Trp
Tryptophan
W
Wikipedia:Tryptophan
alpha-Amino-beta-(3-indolyl)-propionic acid
alpha-amino-beta-3-indolepropionic acid
beta-3-indolylalanine
chebi_ontology
triptofano
tryptophan
tryptophane
cyanic acid
0
43.006
43.02478
Beilstein:1732479
CAS:420-05-3
CAS:71000-82-3
CHEBI:23422
CHEBI:28024
CHEBI:3968
CHNO
Cyanic acid
Cyansaeure
Gmelin:839
HOCN
InChI=1S/CHNO/c2-1-3/h3H
KEGG:C01417
OC#N
XLJMAIOERFSOGZ-UHFFFAOYSA-N
Zyansaeure
[C(N)OH]
chebi_ontology
hydrogen nitridooxocarbonate
hydroxidonitridocarbon
nitridooxocarbonic acid
phenylalanine
0
165.079
165.18918
2-amino-3-phenylpropanoic acid
An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.
Beilstein:1910407
C9H11NO2
CAS:150-30-1
CHEBI:25984
CHEBI:28044
CHEBI:8089
COLNVLDHVKWLRT-UHFFFAOYSA-N
DL-Phenylalanine
F
Gmelin:50836
InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)
KEGG:C02057
NC(Cc1ccccc1)C(O)=O
PHE
PMID:17439666
PMID:22264337
Phenylalanin
Phenylalanine
Reaxys:1910407
Wikipedia:Phenylalanine
alpha-Amino-beta-phenylpropionic acid
chebi_ontology
fenilalanina
phenylalanine
glycogen
A polydisperse, highly branched glucan composed of chains of D-glucopyranose residues in alpha(1->4) glycosidic linkage, joined together by alpha(1->6) glycosidic linkages. A small number of alpha(1->3) glycosidic linkages and some cumulative alpha(1->6) links also may occur. The branches in glycogen typically contain 8 to 12 glucose residues.
CAS:9005-79-2
CHEBI:24379
CHEBI:28087
CHEBI:5466
Glycogen
KEGG:C00182
animal starch
chebi_ontology
liver starch
methylcobalamin
0
1343.588
1344.38230
C63H91CoN13O14P
CAS:13422-55-4
CHEBI:25291
CHEBI:28115
CHEBI:48831
CHEBI:6869
CO-METHYLCOBALAMIN
COMe:MOL000085
Coalpha-[alpha-(5,6-dimethylbenzimidazolyl)]-Cobeta-methylcobamide
DrugBank:DB03614
Gmelin:124528
InChI=1S/C62H90N13O14P.CH3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);1H3;/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1
JEWJRMKHSMTXPP-WZHZPDAFSA-L
KEGG:C06453
KEGG:D03246
MeCbl
Methylcobalamin
PDBeChem:COB
[H][C@]12[C@H](CC(N)=O)[C@@]3(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]4[C@@H](O)[C@H](O[C@@H]4CO)n4c[n+](c5cc(C)c(C)cc45)[Co-3]456(C)N1C3=C(C)C1=[N+]4C(=CC3=[N+]5C(=C(C)C4=[N+]6[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]3CCC(N)=O)C(C)(C)[C@@H]1CCC(N)=O
chebi_ontology
mecobalamin
methylcob(III)alamin
methylcobalamin
galactose
An aldohexose that is the C-4 epimer of glucose.
C6H12O6
CAS:26566-61-0
CHEBI:24162
CHEBI:28260
CHEBI:33933
CHEBI:5256
Gal
Galactose
Galaktose
KEGG:C01582
Wikipedia:Galactose
chebi_ontology
galacto-hexose
galactose
glutamine
0
146.069
146.14458
2,5-diamino-5-oxopentanoic acid
2-Aminoglutaramic acid
2-amino-4-carbamoylbutanoic acid
An alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4.
Beilstein:1723795
C5H10N2O3
CAS:585-21-7
CAS:6899-04-3
CHEBI:24316
CHEBI:28300
CHEBI:5432
Glutamin
Glutamine
Glutaminsaeure-5-amid
Gmelin:27318
Hgln
InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)
KEGG:C00303
KNApSAcK:C00001359
NC(CCC(N)=O)C(O)=O
Reaxys:1723795
Wikipedia:Glutamine
ZDXPYRJPNDTMRX-UHFFFAOYSA-N
chebi_ontology
glutamic acid gamma-amide
glutamine
rac-lactic acid
(+-)-2-hydroxypropanoic acid
0
2-Hydroxypropanoic acid
2-Hydroxypropionic acid
A racemate comprising equimolar amounts of (R)- and (S)-lactic acid.
Beilstein:1209341
C(=O)([C@@H](O)C)O.C(=O)([C@H](O)C)O
C3H6O3
CAS:50-21-5
CHEBI:24998
CHEBI:28358
CHEBI:6351
DrugBank:DB04398
E270
InChI=1S/2C3H6O3/c2*1-2(4)3(5)6/h2*2,4H,1H3,(H,5,6)/t2*2-/m10/s1
KEGG:C01432
KEGG:D00111
KVZLHPXEUGJPAH-QNDGGIRCSA-N
LIPID_MAPS_instance:LMFA01050002
Lactic acid
Milchsaeure
PMID:17190852
PMID:29079364
Reaxys:1209341
Wikipedia:Lactic_acid
alpha-hydroxypropanoic acid
alpha-hydroxypropionic acid
chebi_ontology
rac-2-hydroxypropanoic acid
alpha,omega-dicarboxylic acid
CHEBI:10197
CHEBI:13780
CHEBI:22361
CHEBI:28383
KEGG:C04025
alpha(omega)-Dicarboxylic acid
alpha,omega-Dicarboxylic acid
alpha,omega-dicarboxylic acids
chebi_ontology
vitamin K
A fat-soluble vitamin required for the synthesis of prothrombin and certain other blood coagulation factors.
CAS:12001-79-5
CHEBI:10009
CHEBI:27301
CHEBI:27307
CHEBI:28384
KEGG:C01628
Vitamin K
chebi_ontology
vitamine K
alpha-carotene
0
536.438
536.87264
A cyclic carotene with a beta- and an epsilon-ring at opposite ends respectively.
ANVAOWXLWRTKGA-JLTXGRSLSA-N
Beilstein:2067408
Beilstein:3227599
C40H56
CAS:432-70-2
CC(\C=C\C=C(C)\C=C\C1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C
CHEBI:10215
CHEBI:22447
CHEBI:28425
HMDB:HMDB0003993
InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
KEGG:C05433
KNApSAcK:C00003765
LIPID_MAPS_instance:LMPR01070258
PMID:23620017
PMID:24169341
PMID:9408998
Reaxys:2682045
all-trans-alpha-carotene
alpha-Carotene
alpha-carotene
beta,epsilon-carotene
chebi_ontology
carbamic acid
0
61.016
61.04006
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.
Aminoameisensaeure
Aminoformic acid
Beilstein:1734754
CARBAMIC ACID
CAS:463-77-4
CH3NO2
CHEBI:22504
CHEBI:23002
CHEBI:28616
CHEBI:3386
CHEBI:44573
Carbamate
Carbamic acid
Carbamidsaeure
DrugBank:DB04261
Gmelin:130345
InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)
KEGG:C01563
KXDHJXZQYSOELW-UHFFFAOYSA-N
NC(O)=O
PDBeChem:OUT
Wikipedia:Carbamic_acid
carbamic acid
chebi_ontology
phosphorus atom
0
15P
30.97376
30.974
CAS:7723-14-0
CHEBI:26080
CHEBI:28659
CHEBI:8168
Gmelin:16235
InChI=1S/P
KEGG:C06262
OAICVXFJPJFONN-UHFFFAOYSA-N
P
P
Phosphor
Phosphorus
WebElements:P
[P]
chebi_ontology
fosforo
phosphore
phosphorus
phosphorus
neopterin
CHEBI:25499
CHEBI:28670
CHEBI:44294
CHEBI:7511
chebi_ontology
molybdenum atom
0
42Mo
95.94000
97.905
CAS:7439-98-7
CHEBI:25369
CHEBI:28685
CHEBI:49750
CHEBI:6968
Gmelin:16205
InChI=1S/Mo
KEGG:C00150
Mo
Mo
Molybdaen
Molybdenum
WebElements:Mo
ZOKXTWBITQBERF-UHFFFAOYSA-N
[Mo]
chebi_ontology
molibdeno
molybdene
molybdenum
molybdenum
dehydroepiandrosterone
0
288.209
288.42440
3-BETA-HYDROXY-5-ANDROSTEN-17-ONE
3beta-Hydroxyandrost-5-en-17-one
3beta-hydroxyandrost-5-en-17-one
3beta-hydroxyandrost-5-en-17-one
An androstanoid that is androst-5-ene substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It is a naturally occurring steroid hormone produced by the adrenal glands.
C19H28O2
CAS:53-43-0
CHEBI:11911
CHEBI:1723
CHEBI:20246
CHEBI:28689
CHEBI:40738
CHEBI:86953
DHA
DHEA
Dehydroepiandrosterone
Dehydroisoandrosterone
DrugBank:DB01708
Drug_Central:795
FMGSKLZLMKYGDP-USOAJAOKSA-N
HMDB:HMDB0000077
InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
Intrarosa
KEGG:C01227
KEGG:D08409
LIPID_MAPS_instance:LMST02020021
MetaCyc:3-BETA-HYDROXYANDROST-5-EN-17-ONE
PDBeChem:AND
PMID:14662261
PMID:18634257
PMID:24256992
PMID:24424045
Prasterone
Reaxys:2058110
Wikipedia:Dehydroepiandrosterone
[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(=O)CC[C@@]21[H]
chebi_ontology
copper atom
0
29Cu
62.930
63.54600
CAS:7440-50-8
CHEBI:23376
CHEBI:28694
CHEBI:3874
Copper
Cu
Cu
Gmelin:16269
InChI=1S/Cu
KEGG:C00070
Kupfer
RYGMFSIKBFXOCR-UHFFFAOYSA-N
WebElements:Cu
[Cu]
chebi_ontology
cobre
copper
copper
cuivre
cuprum
fructose
A ketohexose that is an isomer of glucose.
CAS:30237-26-4
CHEBI:24104
CHEBI:24110
CHEBI:28757
CHEBI:5172
DrugBank:DB04173
Fru
Fruchtzucker
Fructose
Fruktose
KEGG:C01496
Wikipedia:Fructose
arabino-Hexulose
arabino-hex-2-ulose
chebi_ontology
fructose
L-glucitol
(2R,3S,4S,5S)-hexane-1,2,3,4,5,6-hexol
0
182.079
182.17176
Beilstein:1721906
C6H14O6
CAS:6706-59-8
CHEBI:21394
CHEBI:28789
CHEBI:6223
D-Gulitol
D-gulitol
ECMDB:ECMDB00247
FBPFZTCFMRRESA-FSIIMWSLSA-N
Gmelin:648560
InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m0/s1
KEGG:C01722
L-Glucitol
L-Sorbitol
L-glucitol
L-sorbitol
MetaCyc:CPD-12810
OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO
PMID:19695255
Reaxys:1721906
The L-enantiomer of glucitol.
YMDB:YMDB00724
chebi_ontology
serotonin
0
176.095
176.215
3-(2-Aminoethyl)-1H-indol-5-ol
3-(2-aminoethyl)-1H-indol-5-ol
5-HT
5-Hydroxytryptamine
A primary amino compound that is the 5-hydroxy derivative of tryptamine.
Beilstein:143524
C10H12N2O
C1=CC(=CC=2C(=CNC12)CCN)O
CAS:50-67-9
CHEBI:1420
CHEBI:26652
CHEBI:28790
CHEBI:49894
Enteramine
Gmelin:1861995
HMDB:HMDB0000259
InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2
KEGG:C00780
KNApSAcK:C00001429
LINCS:LSM-6589
MetaCyc:SEROTONIN
PDBeChem:SRO
PMID:18593914
PMID:22770225
PMID:24136337
QZAYGJVTTNCVMB-UHFFFAOYSA-N
Reaxys:143524
SEROTONIN
Serotonin
Wikipedia:Serotonin
chebi_ontology
serotonine
thrombocytin
thrombotonin
heparan sulfate
(C12H19NO20S3)n
0
A linear polysaccharide in which the backbone consists of a variably sulfated repeating disaccharide unit.
Beilstein:8186767
CAS:9050-30-0
CHEBI:24502
CHEBI:24507
CHEBI:28815
CHEBI:5661
Heparan N-sulfate
Heparan sulfate
Heparan sulphate
Heparatan sulfate
Heparin monosulfate
Heparin sulfate
Heparitin monosulfate
Heparitin sulfate
KEGG:C00925
KEGG:D08536
N-Acetylheparan sulfate
PMID:8713797
chebi_ontology
lutein
(3R,3'R,6'R)-beta,epsilon-carotene-3,3'-diol
(3R,3'R,6S)-4,5-DIDEHYDRO-5,6-DIHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL
0
568.428
568.87144
Beilstein:2068550
Bo-Xan
C40H56O2
CAS:127-40-2
CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C
CHEBI:27324
CHEBI:28838
CHEBI:43817
CHEBI:6576
DrugBank:DB00137
Drug_Central:4145
E 161b
HMDB:HMDB0003233
InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+,37-/m0/s1
KBPHJBAIARWVSC-RGZFRNHPSA-N
KEGG:C08601
KNApSAcK:C00003776
LIPID_MAPS_instance:LMPR01070274
Lutein
MetaCyc:CPD1F-119
PDBeChem:LUT
PMID:10714278
PMID:14670087
PMID:23543147
PMID:24451312
Reaxys:2068550
Wikipedia:Lutein
Xanthophyll
chebi_ontology
lutein
5alpha-androstane
0
260.250
260.45738
5alpha-Androstane
5alpha-androstane
Androstane
Beilstein:2043119
C19H32
CAS:438-22-2
CHEBI:20638
CHEBI:2712
CHEBI:28859
InChI=1S/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3/t14-,15+,16+,17+,18+,19+/m1/s1
KEGG:C01554
LIPID_MAPS_instance:LMST02020056
PMID:13749674
QZLYKIGBANMMBK-UGCZWRCOSA-N
The 5alpha-stereoisomer of androstane.
[H][C@]12CCCC[C@]1(C)[C@@]1([H])CC[C@]3(C)CCC[C@@]3([H])[C@]1([H])CC2
chebi_ontology
fatty acid anion
-1
43.990
44.00950
Alkanate
CHEBI:13634
CHEBI:24022
CHEBI:28868
CHEBI:4985
CO2R
Fatty acid anion
Fettsaeureanion
Fettsaeureanionen
KEGG:C02403
PMID:18628202
The conjugate base of a fatty acid, arising from deprotonation of the carboxylic acid group of the corresponding fatty acid.
[O-]C([*])=O
a fatty acid
acido graso anionico
acidos grasos anionicos
anion de l'acide gras
chebi_ontology
fatty acid anions
menadione
0
172.052
172.18002
2-Methyl-1,4-naphthochinon
2-Methyl-1,4-naphthoquinone
2-methyl-1,4-naphthalenedione
2-methylnaphthalene-1,4-dione
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.
C11H8O2
CAS:58-27-5
CC1=CC(=O)c2ccccc2C1=O
CHEBI:27304
CHEBI:28869
CHEBI:46306
CHEBI:6747
DrugBank:DB00170
Drug_Central:1683
HMDB:HMDB0001892
InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
KEGG:C05377
KEGG:D02335
LINCS:LSM-3755
MENADIONE
MJVAVZPDRWSRRC-UHFFFAOYSA-N
Menadione
PDBeChem:VK3
PMID:13779073
PMID:15052609
PMID:16469140
PMID:1650428
PMID:28166217
PMID:9380028
Reaxys:1908453
Vitamin K3
Wikipedia:Menadione
chebi_ontology
menadione
tetradecanoic acid
0
1-tetradecanecarboxylic acid
14
14:0
14:00
228.209
228.37090
A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat.
Beilstein:508624
C14
C14H28O2
CAS:544-63-8
CCCCCCCCCCCCCC(O)=O
CH3-[CH2]12-COOH
CHEBI:26897
CHEBI:278516
CHEBI:28875
CHEBI:44232
CHEBI:7056
CHEBI:73168
DrugBank:DB08231
Gmelin:242115
HMDB:HMDB0000806
InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)
KEGG:C06424
KNApSAcK:C00001228
LIPID_MAPS_instance:LMFA01010014
MYRISTIC ACID
MetaCyc:CPD-7836
Myristic acid
Myristinsaeure
PDBeChem:MYR
PMID:13129458
PMID:15149689
PMID:16509590
PMID:16554156
PMID:19154695
PMID:19761868
PMID:19786012
PMID:19902021
PMID:19955401
PMID:20634506
PMID:20920594
PMID:21955528
PMID:22030224
PMID:27206979
PMID:28600633
PMID:6802973
Reaxys:508624
TUNFSRHWOTWDNC-UHFFFAOYSA-N
Tetradecanoic acid
Wikipedia:Myristic_acid
acide tetradecanoique
chebi_ontology
myristic acid
n-Tetradecan-1-oic acid
n-Tetradecoic acid
n-tetradecanoic acid
tetradecoic acid
ganglioside
A molecule composed of a glycosphingolipid (ceramide and oligosaccharide) with one or more sialic acids linked on the sugar chain.
CHEBI:26669
CHEBI:28892
CHEBI:36525
CHEBI:5274
Ganglioside
KEGG:C01808
LIPID_MAPS_class:LMSP0601
PMID:16158191
PMID:2088646
Wikipedia:Ganglioside
chebi_ontology
gangliosides
sialoglycosphingolipids
ammonium
+1
18.034
18.03850
AMMONIUM ION
Ammonium(1+)
An onium cation obtained by protonation of ammonia.
CAS:14798-03-9
CHEBI:22534
CHEBI:28938
CHEBI:49783
CHEBI:7435
Gmelin:84
H4N
InChI=1S/H3N/h1H3/p+1
KEGG:C01342
MetaCyc:AMMONIUM
MolBase:929
NH4(+)
NH4+
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
QGZKDVFQNNGYKY-UHFFFAOYSA-O
Reaxys:16093784
Wikipedia:Ammonium
[H][N+]([H])([H])[H]
[NH4](+)
ammonium
azanium
chebi_ontology
calciol
(+)-vitamin D3
(1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL
(3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol
(3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol
(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol
0
384.339
384.63766
A hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone.
Beilstein:2339331
C27H44O
CAS:67-97-0
CC
CHEBI:10008
CHEBI:23170
CHEBI:28940
CHEBI:46283
Cholecalciferol
Delta-D
DrugBank:DB00169
Drug_Central:2840
Gmelin:1267613
HMDB:HMDB0000876
InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1
KEGG:C05443
KEGG:D00188
LIPID_MAPS_instance:LMST03020000
LIPID_MAPS_instance:LMST03020001
PDBeChem:VD3
PMID:15876428
PMID:17156784
PMID:19817701
PMID:23964472
PMID:9627702
PPDB:160
QYSXJUFSXHHAJI-YRZJJWOYSA-N
Reaxys:2339331
Vitamin D3
Wikipedia:Cholecalciferol
[H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C
activated 7-dehydrocholesterol
calciol
chebi_ontology
colecalciferol
oleovitamin D3
vitamin D3
amino sugar
Aminosugars
Any sugar having one or more alcoholic hydroxy groups replaced by substituted or unsubstituted amino groups.
CHEBI:22481
CHEBI:22530
CHEBI:2662
CHEBI:28963
KEGG:C05383
PMID:18424273
PMID:9056391
amino sugars
aminosugar
chebi_ontology
dicarboxylic acid dianion
-2
87.980
A carboxylic acid dianion obtained by deprotonation of both carboxy groups of any dicarboxylic acid.
C2O4R
CHEBI:13632
CHEBI:23688
CHEBI:23689
CHEBI:28965
CHEBI:38711
[O-]C(=O)[*]C([O-])=O
a dicarboxylate
chebi_ontology
dicarboxylate
dicarboxylates
dicarboxylic acid dianion
dicarboxylic acid dianions
carbonic acid
0
62.000
62.02478
BVKZGUZCCUSVTD-UHFFFAOYSA-N
CAS:463-79-6
CH2O3
CHEBI:13351
CHEBI:23017
CHEBI:23744
CHEBI:28976
CHEBI:3401
Carbonic acid
Dihydrogen carbonate
Gmelin:25554
H2CO3
InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)
KEGG:C01353
Koehlensaeure
OC(O)=O
PDBeChem:CO3
[CO(OH)2]
carbonic acid
chebi_ontology
dihydroxidooxidocarbon
arginine
0
174.112
174.20112
2-Amino-5-guanidinovaleric acid
2-amino-5-(carbamimidamido)pentanoic acid
2-amino-5-guanidinopentanoic acid
An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group.
Arginin
Arginine
Beilstein:1725411
C6H14N4O2
CAS:7200-25-1
CHEBI:22616
CHEBI:2643
CHEBI:29016
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)
KEGG:C02385
NC(CCCNC(N)=N)C(O)=O
ODKSFYDXXFIFQN-UHFFFAOYSA-N
PMID:10848923
Reaxys:1725411
Wikipedia:L-Arginine
arginine
chebi_ontology
keratan
CHEBI:14490
CHEBI:24954
CHEBI:29057
chebi_ontology
carboxylic acid anion
-1
43.990
44.00950
CHEBI:13626
CHEBI:13945
CHEBI:23026
CHEBI:29067
CHEBI:58657
CO2R
The conjugate base formed when the carboxy group of a carboxylic acid is deprotonated.
[O-]C([*])=O
a carboxylate
carboxylic acid anions
carboxylic anions
chebi_ontology
L-ascorbic acid
(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one
0
176.032
176.12410
ASCORBIC ACID
Ascoltin
Ascorbic acid
Ascorbicap
Ascorbinsaeure
BPDB:2405
Beilstein:84272
C6H8O6
CAS:50-81-7
CHEBI:21240
CHEBI:2868
CHEBI:29073
CHEBI:40892
CHEBI:43473
CIWBSHSKHKDKBQ-JLAZNSOCSA-N
DrugBank:DB00126
Drug_Central:4072
E 300
E-300
E300
Gmelin:4087
HMDB:HMDB0000044
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
KEGG:C00072
KEGG:D00018
KNApSAcK:C00001179
L-(+)-ascorbic acid
L-Ascorbate
L-Ascorbic acid
L-threo-hex-2-enono-1,4-lactone
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
The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.
Vitamin C
Wikipedia:Ascorbic_Acid
[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO
acide ascorbique
acido ascorbico
acidum ascorbicum
acidum ascorbinicum
ascorbic acid
chebi_ontology
mononucleotide
0
213.016
213.103
C5H10O7PR
CHEBI:14616
CHEBI:25404
CHEBI:29075
CHEBI:6983
KEGG:C02171
Mononucleotide
chebi_ontology
mononucleotides
sodium(1+)
+1
22.98977
22.990
A monoatomic monocation obtained from sodium.
CAS:17341-25-2
CHEBI:26717
CHEBI:29101
CHEBI:49766
CHEBI:9175
FKNQFGJONOIPTF-UHFFFAOYSA-N
Gmelin:15196
InChI=1S/Na/q+1
KEGG:C01330
Na
Na(+)
Na+
PDBeChem:NA
SODIUM ION
[Na+]
chebi_ontology
sodium cation
sodium(1+)
sodium(1+) ion
sodium(I) cation
potassium(1+)
+1
38.964
39.09830
A monoatomic monocation obtained from potassium.
CAS:24203-36-9
CHEBI:26219
CHEBI:29103
CHEBI:49685
CHEBI:8345
Gmelin:15203
InChI=1S/K/q+1
K
K(+)
K+
KEGG:C00238
KEGG:D08403
NPYPAHLBTDXSSS-UHFFFAOYSA-N
PDBeChem:K
POTASSIUM ION
[K+]
chebi_ontology
potassium cation
potassium(1+)
potassium(1+) ion
potassium(I) cation
calcium(2+)
+2
39.963
40.07800
BHPQYMZQTOCNFJ-UHFFFAOYSA-N
CALCIUM ION
CAS:14127-61-8
CHEBI:22988
CHEBI:29108
CHEBI:3308
CHEBI:48760
Ca
Ca(2+)
Ca2+
Gmelin:6850
InChI=1S/Ca/q+2
KEGG:C00076
PDBeChem:CA
[Ca++]
calcium(2+)
calcium(2+) ion
calcium(II) cation
calcium, doubly charged positive ion
chebi_ontology
hydrogenperoxide(1-)
-1
32.998
33.00674
CAS:14691-59-9
CHEBI:29192
Gmelin:507
HO2
HO2(-)
HOO anion
HOO(-)
InChI=1S/H2O2/c1-2/h1-2H/p-1
MHAJPDPJQMAIIY-UHFFFAOYSA-M
[HO2](-)
[H]O[O-]
chebi_ontology
dioxidanide
hydrogen(peroxide)(1-)
hydrogendioxide(1-)
hydrogenperoxide(1-)
cyanate
-1
41.998
42.01684
CAS:661-20-1
CAS:71000-82-3
CHEBI:14037
CHEBI:23419
CHEBI:29195
CNO
Cyanat
InChI=1S/CHNO/c2-1-3/h3H/p-1
KEGG:C01417
OCN(-)
UM-BBD_compID:c0568
XLJMAIOERFSOGZ-UHFFFAOYSA-M
Zyanat
[C(N)O](-)
[O-]C#N
chebi_ontology
cyanate
cyanate ion
nitridooxidocarbonate(1-)
isocyanic acid
0
43.006
43.02478
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
CHEBI:29202
CHNO
Gmelin:840
HN=C=O
HNCO
ICA
InChI=1S/CHNO/c2-1-3/h2H
N=C=O
OWIKHYCFFJSOEH-UHFFFAOYSA-N
PMID:19494520
PMID:26124058
PMID:26760716
PMID:977566
Reaxys:1616281
[C(NH)O]
carbimide
chebi_ontology
hydrogen isocyanate
isocyanate
isocyanic acid
isocyansaeure
isozyansaeure
methenamide
oxidoazanediidocarbon
sulfonic acid
0
81.972
82.08008
BDHFUVZGWQCTTF-UHFFFAOYSA-N
CHEBI:29214
Gmelin:1404640
H2O3S
HSHO3
InChI=1S/H2O3S/c1-4(2)3/h4H,(H,1,2,3)
Sulfonsaeure
[H]S(O)(=O)=O
[SHO2(OH)]
acide sulfonique
chebi_ontology
hydridohydroxidodioxidosulfur
sulfonic acid
sulphonic acid
thiol
0
32.980
33.07300
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:29256
CHEBI:8766
CHEBI:9556
HSR
KEGG:C00145
Mercaptan
Merkaptan
RSH
S[*]
Thiol
Wikipedia:Thiol
a thiol
chebi_ontology
mercaptans
thiols
thiols
calcium(0)
0
39.963
40.07800
Beilstein:4241647
CAS:7440-70-2
CHEBI:29320
Ca
Ca(0)
Can
Gmelin:16277
InChI=1S/Ca
OYPRJOBELJOOCE-UHFFFAOYSA-N
[Ca]
calcium
calcium(0)
chebi_ontology
azanide
-1
16.019
16.02262
CHEBI:29337
H2N
HYGWNUKOUCZBND-UHFFFAOYSA-N
InChI=1S/H2N/h1H2/q-1
NH2(-)
[H][N-][H]
amide
azanide
chebi_ontology
dihydridonitrate(1-)
hydridonitrate(2-)
-2
15.011
15.01468
A divalent inorganic anion resulting from the removal of two protons from ammonia.
CHEBI:29340
DZQYTNGKSBCIOE-UHFFFAOYSA-N
HN
InChI=1S/HN/h1H/q-2
NH(2-)
[N--][H]
azanediide
chebi_ontology
hydridonitrate(2-)
imide
monocarboxylic acid amide
0
41.998
42.01680
A carboxamide derived from a monocarboxylic acid.
CHEBI:13211
CHEBI:22207
CHEBI:25383
CHEBI:29347
CHEBI:6977
CNOR3
[*]N([*])C([*])=O
chebi_ontology
monocarboxylic acid amides
methanediide
-2
14.016
14.02658
Beilstein:5915711
CH2
CH2(2-)
CHEBI:29360
Gmelin:322698
InChI=1S/CH2/h1H2/q-2
PZPOWPOFQLSNJO-UHFFFAOYSA-N
[CH2](2-)
[H][C--][H]
chebi_ontology
dihydridocarbonate(2-)
methanediide
peroxy group
-OO-
0
31.990
31.99880
CHEBI:29369
O2
chebi_ontology
peroxy
oxonium
+1
19.018
19.02322
CAS:13968-08-6
CHEBI:29412
Gmelin:141
H3O
H3O(+)
Hydronium cation
Hydronium ion
InChI=1S/H2O/h1H2/p+1
MolBase:1646
XLYOFNOQVPJJNP-UHFFFAOYSA-O
[H][O+]([H])[H]
[OH3](+)
aquahydrogen(1+)
chebi_ontology
oxidanium
oxonium
trihydridooxygen(1+)
methylidyne group
#CH
0
13.008
13.01864
CH
CHEBI:29429
chebi_ontology
methylidyne
methanide
-1
15.023
15.03452
Beilstein:1813938
CAS:15194-58-8
CH3
CH3(-)
CHEBI:29438
Gmelin:259263
InChI=1S/CH3/h1H3/q-1
LGRLWUINFJPLSH-UHFFFAOYSA-N
[CH3](-)
[H][C-]([H])[H]
chebi_ontology
lambda(2)-methanuide
methanide
methyl anion
trihydridocarbonate(1-)
hydridodioxygen(1+)
+1
32.998
33.00674
CHEBI:29793
Gmelin:508
HO2
HO2(+)
HOO(+)
InChI=1S/O2/c1-2/p+1
MYMOFIZGZYHOMD-UHFFFAOYSA-O
[HO2](+)
[H][O+]=O
chebi_ontology
dioxidenium
hydridodioxygen(1+)
diphosphoric acid
0
1,5-dihydrido-2,4-dihydroxido-2,4-dioxido-1,3,5-trioxy-2,4-diphosphy-[5]catena
177.943
177.97508
An acyclic phosphorus acid anhydride obtained by condensation of two molecules of phosphoric acid.
CAS:2466-09-3
CHEBI:29888
CHEBI:45067
CHEBI:8683
Diphosphoric acid
Diphosphorsaeure
DrugBank:DB04160
ECMDB:ECMDB04142
Gmelin:82619
H4O7P2
H4P2O7
InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)
KEGG:C00013
KNApSAcK:C00019561
OP(O)(=O)OP(O)(O)=O
PDBeChem:PPV
PMID:6291941
PYROPHOSPHATE
Pyrophosphate
Pyrophosphoric acid
Pyrophosphorsaeure
Reaxys:3942075
XPPKVPWEQAFLFU-UHFFFAOYSA-N
[(HO)2P(O)OP(O)(OH)2]
acide diphosphorique
chebi_ontology
diphosphoric acid
mu-oxido-bis(dihydroxidooxidophosphorus)
thiol group
-SH
0
32.980
33.07394
CHEBI:26821
CHEBI:29916
CHEBI:29917
HS
HS-
Mercaptogruppe
Merkaptogruppe
Sulfhydrylgruppe
Thiolgruppe
chebi_ontology
mercapto group
sulfanyl
sulfhydryl group
sulphydryl group
thiol
thiol group
hydrosulfide
-1
32.980
33.07394
CAS:15035-72-0
CHEBI:29919
Gmelin:24766
HS
HS anion
HS(-)
InChI=1S/H2S/h1H2/p-1
RWSOTUBLDIXVET-UHFFFAOYSA-M
[S-][H]
chebi_ontology
hydrogen sulfide
hydrogen(sulfide)(1-)
hydrosulfide
sulfanide
sulfo group
-S(O)2(OH)
0
80.965
81.07214
CHEBI:29922
HO3S
PDBeChem:SFO
SULFO GROUP
chebi_ontology
hydroxydioxo-lambda(6)-sulfanyl
hydroxysulfonyl
sulfo
L-glutamate(1-)
(2S)-2-ammoniopentanedioate
-1
146.045
146.12136
An alpha-amino-acid anion that is the conjugate base of L-glutamic acid, having anionic carboxy groups and a cationic amino group
C5H8NO4
CAS:11070-68-1
CHEBI:13107
CHEBI:21301
CHEBI:29985
Gmelin:936654
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-1/t3-/m0/s1
L-glutamate
L-glutamate(1-)
L-glutamic acid monoanion
L-glutamic acid, ion(1-)
MetaCyc:GLT
WHUUTDBJXJRKMK-VKHMYHEASA-M
[NH3+][C@@H](CCC([O-])=O)C([O-])=O
chebi_ontology
hydrogen L-glutamate
D-glutamate(1-)
(2R)-2-ammoniopentanedioate
-1
146.045
146.12136
An alpha-amino-acid anion that is the conjugate base of D-glutamic acid, having anionic carboxy groups and a cationic amino group
Beilstein:8319427
C5H8NO4
CHEBI:12979
CHEBI:21022
CHEBI:29986
D-glutamate
D-glutamate(1-)
D-glutamic acid monoanion
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-1/t3-/m1/s1
MetaCyc:D-GLT
WHUUTDBJXJRKMK-GSVOUGTGSA-M
[NH3+][C@H](CCC([O-])=O)C([O-])=O
chebi_ontology
hydrogen D-glutamate
glutamate(2-)
-2
145.038
145.11342
2-aminopentanedioate
A dicarboxylic acid dianion that is the conjugate base of glutamate(1-).
Beilstein:4134100
C5H7NO4
CHEBI:29987
Gmelin:327903
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-2
NC(CCC([O-])=O)C([O-])=O
Reaxys:4134100
WHUUTDBJXJRKMK-UHFFFAOYSA-L
chebi_ontology
glutamate
glutamate(2-)
glutamic acid dianion
L-glutamate(2-)
(2S)-2-aminopentanedioate
-2
145.038
145.11342
An L-alpha-amino acid anion that is the dianion obtained by the deprotonation of the both the carboxy groups of L-glutamic acid.
C5H7NO4
CHEBI:29988
Gmelin:327905
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-2/t3-/m0/s1
L-glutamate
L-glutamate(2-)
L-glutamic acid dianion
N[C@@H](CCC([O-])=O)C([O-])=O
WHUUTDBJXJRKMK-VKHMYHEASA-L
chebi_ontology
D-glutamate(2-)
(2R)-2-aminopentanedioate
-2
145.038
145.11342
Beilstein:8143000
C5H7NO4
CHEBI:29989
D-glutamate
D-glutamate(2-)
D-glutamic acid dianion
Gmelin:327904
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-2/t3-/m1/s1
N[C@H](CCC([O-])=O)C([O-])=O
WHUUTDBJXJRKMK-GSVOUGTGSA-L
chebi_ontology
copper(0)
0
62.930
63.54600
CAS:7440-50-8
CHEBI:30052
Cu
Cu(0)
Cun
InChI=1S/Cu
RYGMFSIKBFXOCR-UHFFFAOYSA-N
[Cu]
chebi_ontology
copper
copper(0)
acetate
-1
59.013
59.04402
A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of acetic acid.
ACETATE ION
Azetat
Beilstein:1901470
C2H3O2
CAS:71-50-1
CC([O-])=O
CH3-COO(-)
CHEBI:13704
CHEBI:22165
CHEBI:30089
CHEBI:40480
DrugBank:DB03166
Ethanoat
Gmelin:1379
InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1
KEGG:C00033
MeCO2 anion
MetaCyc:ACET
PDBeChem:ACT
PMID:17190852
PMID:22211106
PMID:22371380
QTBSBXVTEAMEQO-UHFFFAOYSA-M
Reaxys:1901470
UM-BBD_compID:c0050
Wikipedia:Acetate
acetate
acetic acid, ion(1-)
chebi_ontology
ethanoate
lithium atom
0
3Li
6.94100
7.016
CAS:7439-93-2
CHEBI:30145
InChI=1S/Li
Li
Li
Lithium
WHXSMMKQMYFTQS-UHFFFAOYSA-N
WebElements:Li
[Li]
chebi_ontology
lithium
lithium
litio
zinc(0)
0
63.929
65.39000
CAS:7440-66-6
CHEBI:30185
DrugBank:DB01593
HCHKCACWOHOZIP-UHFFFAOYSA-N
InChI=1S/Zn
Zn
Zn(0)
Znn
[Zn]
chebi_ontology
zinc
zinc(0)
thioacetate
-1
74.990
75.11062
Beilstein:1848542
Beilstein:3903387
C2H3OS
CAS:29632-72-2
CC([S-])=O
CHEBI:15233
CHEBI:26951
CHEBI:30320
DUYAAUVXQSMXQP-UHFFFAOYSA-M
Gmelin:323277
InChI=1S/C2H4OS/c1-2(3)4/h1H3,(H,3,4)/p-1
Thioacetat
chebi_ontology
ethanethioate
thioacetate
isopropyl group
(CH3)2CH-
-CH(CH3)2
0
1-methylethyl
43.055
43.08768
C3H7
CHEBI:30353
chebi_ontology
iPr
isopropyl
propan-2-yl
valine side-chain
isobutyl group
(CH3)2CH-CH2-
-CH2-CH(CH3)2
0
2-methylpropan-1-ido
2-methylpropyl
57.070
57.11426
C4H9
CHEBI:30356
chebi_ontology
iBu
isobutyl
leucine side-chain
isopentane
(CH3)2CH-CH2-CH3
0
1,1,2-trimethylethane
1,1-dimethylpropane
2-methylbutane
72.094
72.14878
An alkane that is butane substituted by a methyl group at position 2.
Beilstein:1730723
C5H12
CAS:78-78-4
CCC(C)C
CHEBI:30362
Gmelin:49318
InChI=1S/C5H12/c1-4-5(2)3/h5H,4H2,1-3H3
PMID:21481069
PMID:23904008
PMID:24833189
PMID:24932627
QWTDNUCVQCZILF-UHFFFAOYSA-N
R-601a
Reaxys:1730723
Wikipedia:Isopentane
chebi_ontology
dimethylethylmethane
iso-C5H12
iso-pentane
isoamylhydride
isopentane
isobutane
(CH3)2CH-CH3
0
2-methylpropane
58.078
58.12220
An alkane that is propane substituted by a methyl group at position 2.
Beilstein:1730720
C4H10
CAS:75-28-5
CC(C)C
CHEBI:30363
E943b
Gmelin:1301
InChI=1S/C4H10/c1-4(2)3/h4H,1-3H3
KEGG:D04623
NNPPMTNAJDCUHE-UHFFFAOYSA-N
PMID:24179026
PMID:24464945
R-600a
Reaxys:1730720
Wikipedia:Isobutane
chebi_ontology
isobutane
cobalamin
A cobalt-corrinoid hexaamide that is cobalamin with the oxidation state of the central cobalt atom unspecified.
CHEBI:30411
COBALAMIN
COMe:MOL000036
Coalpha-[alpha-(5,6-dimethylbenzimidazolyl)]-cobamide
PDBeChem:B12
PMID:11371572
PMID:15181872
chebi_ontology
cobalamin
monoatomic dication
+2
0.00000
CHEBI:23856
CHEBI:30412
CHEBI:4665
Divalent cation
KEGG:C00572
[*++]
chebi_ontology
divalent cation
divalent inorganic cations
monoatomic dications
heme
A heme is any tetrapyrrolic chelate of iron.
CHEBI:14386
CHEBI:24491
CHEBI:30413
COMe:MOL000025
DrugBank:DB03014
Haem
KEGG:C00032
chebi_ontology
haem
haeme
hem
heme
hemes
hemos
sulfonium
+1
34.996
35.08982
CAS:18155-21-0
CHEBI:30488
Gmelin:307
H3S
H3S(+)
H3S+
InChI=1S/H2S/h1H2/p+1
RWSOTUBLDIXVET-UHFFFAOYSA-O
[H][S+]([H])[H]
[SH3](+)
chebi_ontology
sulfanium
sulfonium
sulphonium
trihydridosulfur(1+)
gamma-aminobutyrate
-1
102.056
102.11186
4-Amino-butyrat
4-Aminobutylate
4-aminobutanoate
4-aminobutanoic acid ion (1-)
4-aminobutyrate
An gamma-amino acid anion resulting from the deprotonation of the carboxy group of gamma-aminobutyric acid.
BTCSSZJGUNDROE-UHFFFAOYSA-M
Beilstein:3536873
C4H8NO2
CHEBI:11961
CHEBI:20317
CHEBI:30566
Gmelin:559138
InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)/p-1
KEGG:C00334
NCCCC([O-])=O
PMID:12509893
Reaxys:3536873
chebi_ontology
gamma-aminobutanoate
gamma-aminobutyrate anion
thyroxine zwitterion
(2S)-2-azaniumyl-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate
0
2-Amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]-propionate
776.687
776.87000
C15H11I4NO4
CHEBI:305790
InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)
The amino acid zwitterion formed from thyroxine by transfer of a proton from the carboxy group to the amino group. Major species at pH 7.3.
XUIIKFGFIJCVMT-UHFFFAOYSA-N
[NH3+]C(Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C([O-])=O
chebi_ontology
thyroxine
ATP(4-)
-4
502.964
503.14946
A nucleoside triphosphate(4-) obtained by global deprotonation of the triphosphate OH groups of ATP; major species present at pH 7.3.
ATP
Beilstein:3581767
C10H12N5O13P3
CHEBI:30616
Gmelin:342798
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
adenosine 5'-triphosphate(4-)
atp
chebi_ontology
oxalate(2-)
-2
87.980
88.01900
A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of oxalic acid.
Beilstein:1905970
C2O4
CAS:338-70-5
CHEBI:14702
CHEBI:25729
CHEBI:30623
CHEBI:44820
Gmelin:2207
InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-2
KEGG:C00209
MUBZPKHOEPUJKR-UHFFFAOYSA-L
OXALATE ION
PDBeChem:OXL
Reaxys:1905970
UM-BBD_compID:c0017
[O-]C(=O)C([O-])=O
chebi_ontology
ethanedioate
ethanedioic acid, ion(2-)
ox
oxalate
thyroxine
0
2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid
776.687
776.87006
An iodothyronine compound having iodo substituents at the 3-, 3'-, 5- and 5'-positions.
Beilstein:2228514
C15H11I4NO4
CAS:300-30-1
CHEBI:30660
DL-Thyroxine
InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)
NC(Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(O)=O
O-(4-Hydroxy-3,5-diiodophenyl)-3,5-diiodo-DL-tyrosine
PMID:15206581
PMID:24375501
PMID:9824273
Thx
XUIIKFGFIJCVMT-UHFFFAOYSA-N
chebi_ontology
thyroxine
thyronine
0
2-amino-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid
273.100
273.28394
A tyrosine derivative where the phenolic hydrogen of tyrosine is substituted by 4-hydroxyphenyl.
Beilstein:2947040
C15H15NO4
CAS:1034-10-2
CHEBI:30661
Gmelin:419747
InChI=1S/C15H15NO4/c16-14(15(18)19)9-10-1-5-12(6-2-10)20-13-7-3-11(17)4-8-13/h1-8,14,17H,9,16H2,(H,18,19)
KKCIOUWDFWQUBT-UHFFFAOYSA-N
NC(Cc1ccc(Oc2ccc(O)cc2)cc1)C(O)=O
O-(4-hydroxyphenyl)-DL-tyrosine
PMID:15643926
Reaxys:2947040
chebi_ontology
thyronine
phenylacetic acid
0
136.052
136.14792
2-PHENYLACETIC ACID
2-Phenylethanoic acid
A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group.
Beilstein:1099647
Benzeneacetic acid
Benzylformic acid
C8H8O2
CAS:103-82-2
CHEBI:25977
CHEBI:30745
CHEBI:44686
CHEBI:8085
Drug_Central:4624
ECMDB:ECMDB04128
Gmelin:68976
HMDB:HMDB0000209
InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
KEGG:C07086
KNApSAcK:C00000750
MetaCyc:PHENYLACETATE
OC(=O)Cc1ccccc1
Omega-Phenylacetic acid
PA
PDBeChem:PAC
PMID:12147706
PMID:12569987
PMID:15057459
PMID:15506622
PMID:15646820
PMID:17622769
PMID:2083978
PMID:24587751
PMID:24631718
PMID:7544181
PMID:7716788
Phenylacetic acid
Reaxys:1099647
WLJVXDMOQOGPHL-UHFFFAOYSA-N
Wikipedia:Phenylacetic_acid
YMDB:YMDB00891
alpha-toluic acid
benzeneacetic acid
chebi_ontology
omega-phenylacetic acid
phenylacetic acid
formic acid
0
46.005
46.02538
Acide formique
Ameisensaeure
BDAGIHXWWSANSR-UHFFFAOYSA-N
BPDB:1749
Beilstein:1209246
CAS:64-18-6
CH2O2
CHEBI:24082
CHEBI:30751
CHEBI:42460
CHEBI:5145
DrugBank:DB01942
FORMIC ACID
Formic acid
Gmelin:1008
H-COOH
HCO2H
HCOOH
HMDB:HMDB0000142
InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)
KEGG:C00058
KNApSAcK:C00001182
LIPID_MAPS_instance:LMFA01010040
MetaCyc:FORMATE
Methanoic acid
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
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.
Wikipedia:Formic_acid
[H]C(O)=O
aminic acid
bilorin
chebi_ontology
formic acid
formylic acid
hydrogen carboxylic acid
methoic acid
propionic acid
0
74.037
74.07850
A short-chain saturated fatty acid comprising ethane attached to the carbon of a carboxy group.
Beilstein:506071
C3H6O2
CAS:79-09-4
CCC(O)=O
CH3-CH2-COOH
CHEBI:26304
CHEBI:30768
CHEBI:45227
CHEBI:8476
DrugBank:DB03766
Gmelin:1821
InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)
KEGG:C00163
KEGG:D02310
LIPID_MAPS_instance:LMFA01010003
PA
PDBeChem:PPI
PMID:15868474
PMID:1628870
PMID:16763906
PPDB:1341
PROPANOIC ACID
Propanoic acid
Propionic acid
Propionsaeure
XBDQKXXYIPTUBI-UHFFFAOYSA-N
acide propanoique
acide propionique
carboxyethane
chebi_ontology
ethanecarboxylic acid
ethylformic acid
metacetonic acid
methylacetic acid
propanoic acid
propioic acid
propionic acid
propoic acid
pseudoacetic acid
citric acid
0
192.027
192.12350
2-Hydroxy-1,2,3-propanetricarboxylic acid
2-Hydroxytricarballylic acid
2-hydroxypropane-1,2,3-tricarboxylic acid
3-Carboxy-3-hydroxypentane-1,5-dioic acid
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.
BPDB:1359
Beilstein:782061
C6H8O7
CAS:77-92-9
CHEBI:23322
CHEBI:30769
CHEBI:3727
CHEBI:41523
CITRIC ACID
Citric acid
Citronensaeure
DrugBank:DB04272
Drug_Central:666
E330
Gmelin:4240
H3cit
HMDB:HMDB0000094
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)
KEGG:C00158
KEGG:D00037
KNApSAcK:C00007619
KRKNYBCHXYNGOX-UHFFFAOYSA-N
MetaCyc:CIT
OC(=O)CC(O)(CC(O)=O)C(O)=O
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
chebi_ontology
citric acid
butyric acid
0
1-butanoic acid
1-butyric acid
1-propanecarboxylic acid
4:0
88.052
88.10510
A straight-chain saturated fatty acid that is butane in which one of the terminal methyl groups has been oxidised to a carboxy group.
BUTANOIC ACID
Beilstein:906770
Butanoate
Butanoic acid
Buttersaeure
Butyric acid
C4:0
C4H8O2
CAS:107-92-6
CCCC(O)=O
CH3-[CH2]2-COOH
CHEBI:113450
CHEBI:22948
CHEBI:30772
CHEBI:3234
CHEBI:41208
DrugBank:DB03568
FERIUCNNQQJTOY-UHFFFAOYSA-N
Gmelin:26242
HMDB:HMDB0000039
InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)
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
acide butanoique
acide butyrique
butanic acid
butanoic acid
butanoic acid
butoic acid
butyric acid
chebi_ontology
ethylacetic acid
n-butanoic acid
n-butyric acid
propanecarboxylic acid
propylformic acid
hexanoic acid
0
1-hexanoic acid
1-pentanecarboxylic acid
116.084
116.15830
6:0
A C6, straight-chain saturated fatty acid.
Beilstein:773837
C6:0
C6H12O2
CAS:142-62-1
CCCCCC(O)=O
CH3-[CH2]4-COOH
CHEBI:24571
CHEBI:30776
CHEBI:40213
CHEBI:5702
ECMDB:ECMDB21229
FUZZWVXGSFPDMH-UHFFFAOYSA-N
Gmelin:185066
HEXANOIC ACID
HMDB:HMDB0000535
Hexanoate
Hexanoic acid
Hexylic acid
InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)
KEGG:C01585
KNApSAcK:C00001218
LIPID_MAPS_instance:LMFA01010006
MetaCyc:HEXANOATE
PDBeChem:6NA
PMID:10685018
PMID:1556177
PMID:24357269
PMID:24924750
Pentanecarboxylic acid
Reaxys:773837
Wikipedia:Hexanoic_acid
YMDB:YMDB01424
butylacetic acid
caproic acid
capronic acid
chebi_ontology
hexanoic acid
hexoic acid
n-Caproic acid
n-hexanoic acid
n-hexoic acid
n-hexylic acid
pentiformic acid
pentylformic acid
malonic acid
0
104.011
104.06146
An alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.
Beilstein:1751370
C3H4O4
CAS:141-82-2
CHEBI:25132
CHEBI:30794
CHEBI:44060
CHEBI:6660
DrugBank:DB02175
Gmelin:2550
H2malo
HMDB:HMDB0000691
HOOC-CH2-COOH
InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
KEGG:C00383
KNApSAcK:C00001193
LIPID_MAPS_instance:LMFA01170041
MALONIC ACID
Malonic acid
MetaCyc:MALONATE
OC(=O)CC(O)=O
OFOBLEOULBTSOW-UHFFFAOYSA-N
PDBeChem:MLA
PMID:22770225
Propanedioic acid
Reaxys:1751370
Wikipedia:Malonic_acid
chebi_ontology
propanedioic acid
malonate(1-)
-1
103.003
103.05352
Beilstein:3904186
C3H3O4
CHEBI:30795
Gmelin:324637
HOOC-CH2-COO(-)
Hmalo
InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)/p-1
Malonic acid, conjugate base
OC(=O)CC([O-])=O
OFOBLEOULBTSOW-UHFFFAOYSA-M
carboxyacetate
chebi_ontology
tetradecanoate
-1
1-tetradecanecarboxylate
227.201
227.364
A long-chain fatty acid anion that is the conjugate base of myristic acid; major species at pH 7.3.
Beilstein:3589340
C(CCCCCCCC)CCCCC([O-])=O
C14H27O2
CH3-[CH2]12-COO(-)
CHEBI:30807
CHEBI:35292
Gmelin:335122
InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)/p-1
KEGG:C06424
Reaxys:3589340
TUNFSRHWOTWDNC-UHFFFAOYSA-M
Tetradecanoate
chebi_ontology
myristate
n-tetradecan-1-oate
n-tetradecoate
tetradecanoate
tetradecoate
orotate
-1
155.009
155.08830
2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate
Beilstein:3651747
C5H3N2O4
CAS:73-97-2
CHEBI:14698
CHEBI:25719
CHEBI:30839
Gmelin:464718
InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)/p-1
PXQPEWDEAKTCGB-UHFFFAOYSA-M
[O-]C(=O)c1cc(=O)[nH]c(=O)[nH]1
chebi_ontology
orotate
urate(1-)
-1
167.10248
7,9-dihydro-1H-purine-2,6,8(3H)-trione, ion(1-)
C5H3N4O3
CAS:3106-08-9
CHEBI:15290
CHEBI:30848
chebi_ontology
uric acid monoanion
uric acid, ion(1-)
methylmalonic acid
0
1,1-Ethanedicarboxylic acid
118.027
118.08804
2-methylmalonic acid
A dicarboxylic acid that is malonic acid in which one of the methylene hydrogens is substituted by a methyl group.
Beilstein:1756084
C4H6O4
CAS:516-05-2
CC(C(O)=O)C(O)=O
CHEBI:25319
CHEBI:30860
CHEBI:42270
CHEBI:6881
DrugBank:DB04183
Gmelin:50008
HMDB:HMDB0000202
InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)
Isosuccinic acid
KEGG:C02170
LIPID_MAPS_instance:LMFA01170118
METHYLMALONIC ACID
MetaCyc:CPD-546
Methylmalonic acid
PDBeChem:DXX
PMID:11673368
PMID:15770414
PMID:17190852
PMID:21478039
PMID:21652239
PMID:21687976
PMID:21748409
PMID:21802231
PMID:21896502
PMID:22104738
PMID:22233538
PMID:22301932
PMID:22332180
PMID:22377700
PMID:22422209
PMID:22424943
PMID:22509143
PMID:22537172
PMID:22770225
Reaxys:1756084
Wikipedia:Methylmalonic_acid
ZIYVHBGGAOATLY-UHFFFAOYSA-N
alpha-methylmalonic acid
chebi_ontology
methylpropanedioic acid
methylmalonate(1-)
-1
117.019
117.08010
2-carboxypropanoate
A dicarboxylic acid monoanion resulting from the removal of a proton from one of the carboxylic acid groups of methylmalonic acid.
Beilstein:5499681
C4H5O4
CC(C(O)=O)C([O-])=O
CHEBI:30861
Gmelin:142213
InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)/p-1
Reaxys:5499681
ZIYVHBGGAOATLY-UHFFFAOYSA-M
chebi_ontology
alcohol
0
17.003
A compound in which a hydroxy group, -OH, is attached to a saturated carbon atom.
Alcohol
CHEBI:13804
CHEBI:22288
CHEBI:2553
CHEBI:30879
HOR
KEGG:C00069
O[*]
alcohols
an alcohol
chebi_ontology
glucitol
Beilstein:1721909
C6H14O6
CHEBI:15093
CHEBI:26724
CHEBI:26726
CHEBI:30911
CHEBI:33795
CHEBI:33796
CHEBI:9201
Gmelin:83165
Sorbitol
Wikipedia:Sorbitol
chebi_ontology
glucitol
gulitol
rel-(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol
sorbitol
2-oxoglutaric acid
0
146.022
146.09810
2-Ketoglutaric acid
2-oxopentanedioic acid
An oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. It is an intermediate metabolite in Krebs cycle.
Beilstein:1705689
C5H6O5
CAS:328-50-7
CHEBI:1253
CHEBI:19749
CHEBI:30915
CHEBI:40661
DrugBank:DB02926
Gmelin:602480
HMDB:HMDB0000208
InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
KEGG:C00026
KNApSAcK:C00000769
KPGXRSRHYNQIFN-UHFFFAOYSA-N
MetaCyc:2-KETOGLUTARATE
OC(=O)CCC(=O)C(O)=O
Oxoglutaric acid
PDBeChem:AKG
PMID:17439666
PMID:18990406
PMID:20155414
PMID:20200292
PMID:20583149
PMID:20636327
PMID:21964641
Reaxys:1705689
Wikipedia:Alpha-Ketoglutaric_acid
alpha-Ketoglutaric acid
alpha-ketoglutaric acid
chebi_ontology
2-oxoglutarate(1-)
-1
145.014
145.09020
2-ketoglutarate
4-carboxy-2-oxobutanoate
A dicarboxylic acid monoanion resulting from selective deprotonation of the 1-carboxy group of 2-oxoglutaric acid.
Beilstein:4132418
C5H5O5
CHEBI:30916
Gmelin:2159365
InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)/p-1
KPGXRSRHYNQIFN-UHFFFAOYSA-M
OC(=O)CCC(=O)C([O-])=O
Reaxys:4132418
chebi_ontology
3-hydroxy-3-methylglutarate(1-)
-1
161.045
161.13270
4-carboxy-3-hydroxy-3-methylbutanoate
A dicarboxylic acid monoanion resulting from the removal of a proton from one of the carboxylic acid groups of 3-hydroxy-3-methylglutaric acid.
C6H9O5
CC(O)(CC(O)=O)CC([O-])=O
CHEBI:30920
InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)/p-1
NPOAOTPXWNWTSH-UHFFFAOYSA-M
chebi_ontology
glutarate(2-)
-2
130.027
130.09874
A dicarboxylic acid dianion obtained by deprotonation of both the carboxy groups of glutaric acid.
Beilstein:3904695
C5H6O4
CHEBI:14322
CHEBI:24327
CHEBI:30921
Gmelin:240388
InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)/p-2
JFCQEDHGNNZCLN-UHFFFAOYSA-L
Reaxys:3904695
[O-]C(=O)CCCC([O-])=O
chebi_ontology
glutarate
pentanedioate
pyrazine
0
1,4-Diazin
1,4-diazine
80.037
80.08804
A diazine that is benzene in which the carbon atoms at positions 1 and 4 have been replaced by nitrogen atoms.
Beilstein:103905
C4H4N2
CAS:290-37-9
CHEBI:30953
Gmelin:1733
HMDB:HMDB0034176
InChI=1S/C4H4N2/c1-2-6-4-3-5-1/h1-4H
KYQCOXFCLRTKLS-UHFFFAOYSA-N
PMID:24964033
Pyrazin
Reaxys:103905
Wikipedia:Pyrazine
c1cnccn1
chebi_ontology
p-diazine
paradiazine
pyrazine
pyz
bile acid
5beta-bile acid
5beta-bile acids
Any member of a group of hydroxy-5beta-cholanic acids occuring in bile, where they are present as the sodium salts of their amides with glycine or taurine. In mammals bile acids almost invariably have 5beta-configuration.
Bile acid
Bile salt
CHEBI:3098
Gallensaeure
Gallensaeuren
KEGG:C01558
bile acids
chebi_ontology
4,4'-bipyridine
0
156.069
156.18400
4,4'-bipyridine
4,4'-bipyridyl
4,4'-bpy
4,4'-dipyridine
4,4'-dipyridyl
4,4-Bipyridin
4-(4-pyridyl)pyridine
A bipyridine in which the two pyridine moieties are linked by a bond between positions C-4 and C-4'.
Beilstein:113176
C10H8N2
CAS:553-26-4
CHEBI:30985
Gmelin:3759
InChI=1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H
MWVTWFVJZLCBMC-UHFFFAOYSA-N
PMID:24022647
PMID:24358992
PMID:24446585
Reaxys:113176
Wikipedia:4,4%27-Bipyridine
c1cc(ccn1)-c1ccncc1
chebi_ontology
gamma,gamma'-bipyridyl
gamma,gamma'-dipyridyl
valerate
-1
101.060
101.12376
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.
Beilstein:3903735
C5H9O2
CAS:10023-74-2
CCCCC([O-])=O
CH3-[CH2]3-COO(-)
CHEBI:14751
CHEBI:25890
CHEBI:31011
Gmelin:325619
InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)/p-1
NQPDZGIKBAWPEJ-UHFFFAOYSA-M
PMID:17314444
PMID:18783570
Reaxys:3903735
chebi_ontology
n-propylacetate
pentanoate
pentanoate
pentanoic acid, ion(1-)
ammonium chloride
0
53.003
53.49120
Ammonium chloride
Ammoniumchlorid
An inorganic chloride having ammonium as the counterion.
CAS:12125-02-9
CHEBI:31206
Cl.H4N
ClH4N
Gmelin:10120
InChI=1S/ClH.H3N/h1H;1H3
KEGG:C12538
KEGG:D01139
NH4Cl
NLXLAEXVIDQMFP-UHFFFAOYSA-N
Wikipedia:Ammonium_Chloride
[Cl-].[H][N+]([H])([H])[H]
[NH4]Cl
ammonium chloride
azanium chloride
chebi_ontology
bradykinin
0
1059.561
1060.20850
A linear nonapeptide messenger belonging to the kinin group of proteins, with amino acid sequence RPPGFSPFR. Enzymatically produced from kallidin in the blood, it is a powerful vasodilator that causes smooth muscle contraction, and may mediate inflammation.
Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg
BK
C50H73N15O11
CAS:58-82-2
CHEBI:3165
InChI=1S/C50H73N15O11/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57)/t32-,33-,34-,35-,36-,37-,38-,39-/m0/s1
L-Arg-L-Pro-L-Pro-Gly-L-Phe-L-Ser-L-Pro-L-Phe-L-Arg
L-arginyl-L-prolyl-L-prolylglycyl-L-phenylalanyl-L-seryl-L-prolyl-L-phenylalanyl-L-arginine
L-bradykinin
N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O
PMID:11799074
PMID:11975815
PMID:13446366
PMID:13811230
PMID:14597148
PMID:15105283
PMID:16680069
PMID:18127230
PMID:27318425
PMID:27328010
PMID:27432758
PMID:27445816
PMID:7859389
PMID:8723398
PMID:9403361
QXZGBUJJYSLZLT-FDISYFBBSA-N
RPPGFSPFR
Reaxys:24162492
Reaxys:2801232
Wikipedia:Bradykinin
chebi_ontology
alaninate
-1
2-aminopropanoate
88.040
88.08528
An alpha-amino-acid anion that is the conjugate base of alanine, arising from deprotonation of the carboxy group.
Beilstein:3903719
C3H6NO2
CC(N)C([O-])=O
CHEBI:32439
Gmelin:101040
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p-1
QNAYBMKLOCPYGJ-UHFFFAOYSA-M
alaninate
alanine anion
chebi_ontology
alaninium
+1
1-carboxyethanaminium
90.056
90.10116
An alpha-amino-acid cation that is the conjugate acid of alanine.
C3H8NO2
CC([NH3+])C(O)=O
CHEBI:32440
Gmelin:362663
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/p+1
QNAYBMKLOCPYGJ-UHFFFAOYSA-O
alanine cation
alaninium
chebi_ontology
L-cysteinate(1-)
(2R)-2-amino-3-mercaptopropanoate
(2R)-2-amino-3-sulfanylpropanoate
-1
120.012
120.15128
Beilstein:4128886
C3H6NO2S
CHEBI:32442
Gmelin:325857
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1/t2-/m0/s1
L-cysteinate(1-)
L-cysteine anion
L-cysteine monoanion
N[C@@H](CS)C([O-])=O
Reaxys:4128886
The L-enantiomer of cysteinate(1-).
XUJNEKJLAYXESH-REOHCLBHSA-M
chebi_ontology
hydrogen L-cysteinate
L-cysteinate(2-)
(2R)-2-amino-3-sulfidopropanoate
-2
119.004
119.14334
Beilstein:5921923
C3H5NO2S
CHEBI:32443
Gmelin:325856
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-2/t2-/m0/s1
L-cysteinate
L-cysteinate(2-)
L-cysteine dianion
N[C@@H](C[S-])C([O-])=O
Reaxys:5921923
The L-enantiomer of cysteinate(2-).
XUJNEKJLAYXESH-REOHCLBHSA-L
chebi_ontology
L-cysteinium
(1R)-1-carboxy-2-mercaptoethanaminium
(1R)-1-carboxy-2-sulfanylethanaminium
+1
122.028
122.16716
C3H8NO2S
CHEBI:32445
Gmelin:325860
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
L-cysteinium(1+)
The L-enantiomer of cysteinium.
XUJNEKJLAYXESH-REOHCLBHSA-O
[NH3+][C@@H](CS)C(O)=O
chebi_ontology
D-cysteinate(1-)
(2S)-2-amino-3-mercaptopropanoate
(2S)-2-amino-3-sulfanylpropanoate
-1
120.012
120.15128
C3H6NO2S
CHEBI:32449
D-cysteinate(1-)
D-cysteine monoanion
Gmelin:1006156
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
The D-enantiomer of cysteinate(1-).
XUJNEKJLAYXESH-UWTATZPHSA-M
chebi_ontology
hydrogen D-cysteinate
D-cysteinate(2-)
(2S)-2-amino-3-sulfidopropanoate
-2
119.004
119.14334
C3H5NO2S
CHEBI:32450
D-cysteinate
D-cysteinate(2-)
D-cysteine dianion
Gmelin:1342792
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
The D-enantiomer of cysteinate(2-).
XUJNEKJLAYXESH-UWTATZPHSA-L
chebi_ontology
D-cysteinium
(1S)-1-carboxy-2-mercaptoethanaminium
(1S)-1-carboxy-2-sulfanylethanaminium
+1
122.028
122.16716
C3H8NO2S
CHEBI:32451
D-cysteine cation
D-cysteinium
Gmelin:363237
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p+1/t2-/m1/s1
The D-enantiomer of cysteinium.
XUJNEKJLAYXESH-UWTATZPHSA-O
[NH3+][C@H](CS)C(O)=O
chebi_ontology
cysteinate(1-)
-1
120.012
120.15128
2-amino-3-mercaptopropanoate
2-amino-3-sulfanylpropanoate
A sulfur-containing amino-acid anion that is the conjugate base of cysteine, obtained by deprotonation of the carboxy group.
Beilstein:4128885
C3H6NO2S
CHEBI:32456
Gmelin:363235
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/p-1
NC(CS)C([O-])=O
Reaxys:4128885
XUJNEKJLAYXESH-UHFFFAOYSA-M
chebi_ontology
cys(-)
cysteinate(1-)
cysteine monoanion
hydrogen cysteinate
cysteinate(2-)
-2
119.004
119.14334
2-amino-3-sulfidopropanoate
C3H5NO2S
CHEBI:32457
Gmelin:49990
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
chebi_ontology
cysteinate
cysteinate(2-)
cysteine dianion
cysteinium
+1
1-carboxy-2-mercaptoethanaminium
1-carboxy-2-sulfanylethanaminium
122.028
122.16716
C3H8NO2S
CHEBI:32458
Gmelin:325859
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
chebi_ontology
cysteine cation
cysteinium
phenylalaninate
-1
164.071
164.18120
2-amino-3-phenylpropanoate
An aromatic amino-acid anion that is the conjugate base of phenylalanine, arising from deprotonation of the carboxy group.
C9H10NO2
CHEBI:32504
COLNVLDHVKWLRT-UHFFFAOYSA-M
Gmelin:329083
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
chebi_ontology
phenylalaninate
phenylalanine anion
phenylalaninium
+1
1-carboxy-2-phenylethanaminium
166.087
166.19710
An alpha-amino-acid cation that is the conjugate acid of phenylalanine, arising from protonation of the amino group.
C9H12NO2
CHEBI:32505
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
chebi_ontology
phenylalanine cation
phenylalaninium
glycinium
+1
76.040
76.07458
An alpha-amino-acid cation that is the conjugate acid of glycine, arising from protonation of the amino.
C2H6NO2
CHEBI:32507
DHMQDGOQFOQNFH-UHFFFAOYSA-O
Gmelin:323509
H2gly(+)
InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)/p+1
NH3(+)-CH2-COOH
[NH3+]CC(O)=O
carboxymethanaminium
chebi_ontology
glycine cation
glycinium
glycinate
-1
74.024
74.05870
An alpha-amino-acid anion that is the conjugate base of glycine, arising from deprotonation of the carboxy group.
Beilstein:1852023
C2H4NO2
CHEBI:32508
DHMQDGOQFOQNFH-UHFFFAOYSA-M
Gmelin:81890
H2N-CH2-COO(-)
InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)/p-1
NCC([O-])=O
Reaxys:1852023
UM-BBD_compID:c0559
aminoacetate
chebi_ontology
gly(-)
glycinate
glycine anion
histidinate(1-)
-1
154.062
154.14660
2-amino-3-(1H-imidazol-4-yl)propanoate
Beilstein:3959092
C6H8N3O2
CHEBI:32529
Gmelin:364417
HNDVDQJCIGZPNO-UHFFFAOYSA-M
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p-1
NC(Cc1c[nH]cn1)C([O-])=O
chebi_ontology
histidinate(1-)
histidine anion
hydrogen histidinate
histidinate(2-)
-2
153.054
153.13880
2-amino-3-imidazol-1-id-4-ylpropanoate
C6H7N3O2
CHEBI:32530
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H2,8,9,10,11)/p-2
NC(Cc1c[n-]cn1)C([O-])=O
TWRZMXZXJKNOLO-UHFFFAOYSA-L
chebi_ontology
histidinate
histidinate(2-)
histidine dianion
histidinium(1+)
+1
156.077
156.16262
2-ammonio-3-(1H-imidazol-3-ium-4-yl)propanoate
C6H10N3O2
CHEBI:32531
HNDVDQJCIGZPNO-UHFFFAOYSA-O
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+1
[NH3+]C(Cc1c[nH]c[nH+]1)C([O-])=O
chebi_ontology
histidine monocation
histidinium
histidinium(1+)
histidinium(2+)
+2
157.085
157.17056
4-(2-ammonio-2-carboxyethyl)-1H-imidazol-3-ium
C6H11N3O2
CHEBI:32532
Gmelin:1151904
HNDVDQJCIGZPNO-UHFFFAOYSA-P
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+2
[NH3+]C(Cc1c[nH]c[nH+]1)C(O)=O
chebi_ontology
histidine dication
histidinediium
histidinium(2+)
lysinate
-1
145.098
145.17970
2,6-diaminohexanoate
An alpha-amino-acid anion that is the conjugate base of lysine, arising from deprotonation of the carboxy group.
C6H13N2O2
CHEBI:32563
Gmelin:815095
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
chebi_ontology
lys(-)
lysinate
lysinate(1-)
lysine anion
lysinium(1+)
+1
147.113
147.19558
2,6-diammoniohexanoate
An alpha-amino-acid cation that is the conjugate acid of lysine, having two cationic amino groups and an anionic carboxy group.
C6H15N2O2
CHEBI:32564
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
chebi_ontology
lysine monocation
lysinium
lysinium(1+)
lysinium(2+)
+2
1-carboxypentane-1,5-diaminium
148.121
148.20352
An alpha-amino-acid cation obtained by protonation of both amino groups of lysine.
C6H16N2O2
CHEBI:32565
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
chebi_ontology
lysine dication
lysinediium
lysinium(2+)
isoleucinate
CHEBI:32612
Gmelin:101585
chebi_ontology
ile(-)
isoleucinate
isoleucine anion
rel-(2R,3R)-2-amino-3-methylpentanoate
isoleucinium
CHEBI:32613
Gmelin:1651827
H2ile(+)
chebi_ontology
isoleucine cation
isoleucinium
rel-(1R,2R)-1-carboxy-2-methylbutan-1-aminium
leucinate
-1
130.087
130.16502
2-amino-4-methylpentanoate
An alpha-amino-acid anion that is the conjugate base of leucine, arising from deprotonation of the carboxy group.
C6H12NO2
CC(C)CC(N)C([O-])=O
CHEBI:32627
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
Reaxys:5245805
chebi_ontology
leu(-)
leucinate
leucine anion
leucinium
+1
1-carboxy-3-methylbutan-1-aminium
132.102
132.18090
An alpha-amino-acid cation that is the conjugate acid of leucine, arising from protonation of the amino group.
C6H14NO2
CC(C)CC([NH3+])C(O)=O
CHEBI:32628
Gmelin:1651836
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
chebi_ontology
leucine cation
leucinium
methioninate
-1
148.043
148.20444
2-amino-4-(methylsulfanyl)butanoate
A sulfur-containing amino-acid anion that is the conjugate base of methionine, arising from deprotonation of the carboxy group.
Beilstein:3937270
C5H10NO2S
CHEBI:32644
CSCCC(N)C([O-])=O
FFEARJCKVFRZRR-UHFFFAOYSA-M
Gmelin:326565
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p-1
Reaxys:3937270
chebi_ontology
met(-)
methioninate
methionine anion
methioninium
+1
1-carboxy-3-(methylsulfanyl)propan-1-aminium
150.059
150.22032
A sulfur-containing amino-acid anion that is the conjugate acid of methionine, arising from protonation of the amino group.
C5H12NO2S
CHEBI:32646
CSCCC([NH3+])C(O)=O
FFEARJCKVFRZRR-UHFFFAOYSA-O
Gmelin:326567
H2met(+)
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/p+1
chebi_ontology
methionine cation
methioninium
asparaginate
-1
131.046
131.11006
2,4-diamino-4-oxobutanoate
An alpha-amino-acid anion that is the conjugate base of asparagine, arising from deprotonation of the carboxy group.
C4H7N2O3
CHEBI:32660
DCXYFEDJOCDNAF-UHFFFAOYSA-M
Gmelin:327370
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(-)
asparaginate
asparagine anion
chebi_ontology
asparaginium
+1
133.061
133.12594
3-amino-1-carboxy-3-oxopropan-1-aminium
C4H9N2O3
CHEBI:32661
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
asparaginium
chebi_ontology
glutaminate
-1
145.061
145.13664
2,5-diamino-5-oxopentanoate
An alpha-amino-acid anion that is the conjugate base of glutamine, arising from deprotonation of the carboxy group.
C5H9N2O3
CHEBI:32678
Gmelin:464703
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
chebi_ontology
gln(-)
glutaminate
glutamine anion
glutaminium
+1
147.077
147.15252
4-amino-1-carboxy-4-oxobutan-1-aminium
An alpha-amino-acid cation that is the conjugate acid of glutamine, arising from protonation of the amino group.
C5H11N2O3
CHEBI:32679
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
chebi_ontology
glutamine cation
glutaminium
argininate
-1
173.104
173.19318
2-amino-5-(carbamimidamido)pentanoate
2-amino-5-guanidinopentanoate
C6H13N4O2
CHEBI:32695
Gmelin:603497
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(-)
argininate
arginine anion
chebi_ontology
argininium(1+)
+1
175.120
175.20906
2-ammonio-5-guanidiniopentanoate
C6H15N4O2
CHEBI:32696
Gmelin:1345599
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
argininium
argininium(1+)
chebi_ontology
argininium(2+)
(1-carboxy-4-guanidiniobutyl)ammonium
+2
176.127
176.21700
C6H16N4O2
CHEBI:32697
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
argininediium
argininium(2+)
chebi_ontology
tryptophanate
-1
2-amino-3-(1H-indol-3-yl)propanoate
203.082
203.21732
An alpha-amino-acid anion that is the conjugate base of tryptophan, arising from deprotonation of the carboxy group.
Beilstein:4144997
C11H11N2O2
CHEBI:32727
Gmelin:331342
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
Reaxys:4144998
chebi_ontology
trp(-)
tryptophan anion
tryptophanate
tryptophanium
+1
1-carboxy-2-(1H-indol-3-yl)ethanaminium
205.098
205.23320
An alpha-amino-acid cation that is the conjugate acid of tryptophan, arising from protonation of the alpha-amino group.
C11H13N2O2
CHEBI:32728
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
chebi_ontology
tryptophan cation
tryptophanium
tyrosinate(1-)
-1
180.066
180.18064
2-amino-3-(4-hydroxyphenyl)propanoate
An alpha-amino-acid anion that is the conjugate base of tyrosine, arising from deprotonation of the carboxy group.
Beilstein:3548387
Beilstein:4139515
C9H10NO3
CHEBI:32784
Gmelin:329372
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
chebi_ontology
hydrogen tyrosinate
tyrosinate(1-)
tyrosine anion
tyrosinate(2-)
-2
179.058
179.17270
2-amino-3-(4-oxidophenyl)propanoate
C9H9NO3
CHEBI:32785
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
chebi_ontology
tyrosinate
tyrosinate(2-)
tyrosine dianion
tyrosinium
+1
1-carboxy-2-(4-hydroxyphenyl)ethanaminium
182.082
182.19652
An alpha-amino-acid cation that is the conjugate acid of tyrosine, arising from protonation of the amino group.
C9H12NO3
CHEBI:32786
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
chebi_ontology
tyrosine cation
tyrosinium
(R)-2-hydroxyglutaric acid
(2R)-2-hydroxypentanedioic acid
(R)-2-Hydroxyglutarate
(R)-Hydroxyglutarate
0
148.037
148.11402
Beilstein:1723806
C5H8O5
CHEBI:18651
CHEBI:310
CHEBI:32796
CHEBI:339
HWXBTNAVRSUOJR-GSVOUGTGSA-N
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m1/s1
KEGG:C01087
KEGG:C02911
MetaCyc:R-2-HYDROXYGLUTARATE
O[C@H](CCC(O)=O)C(O)=O
Reaxys:1723806
The (R)-enantiomer of 2-hydroxyglutaric acid.
chebi_ontology
(S)-2-hydroxyglutaric acid
(2S)-2-hydroxypentanedioic acid
(S)-2-Hydroxyglutarate
0
148.037
148.11402
Beilstein:1723807
C5H8O5
CAS:13095-48-2
CHEBI:18739
CHEBI:32797
CHEBI:380
Gmelin:1218919
HWXBTNAVRSUOJR-VKHMYHEASA-N
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m0/s1
KEGG:C03196
MetaCyc:CPD-381
O[C@@H](CCC(O)=O)C(O)=O
Reaxys:1723807
chebi_ontology
pyruvic acid
0
2-Oxopropanoic acid
2-Oxopropansaeure
2-Oxopropionsaeure
2-ketopropionic acid
2-oxopropanoic acid
2-oxopropanoic acid
88.016
88.06206
A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis.
Acetylformic acid
BTS
Beilstein:506211
Brenztraubensaeure
C3H4O3
CAS:127-17-3
CC(=O)C(O)=O
CH3COCOOH
CHEBI:26466
CHEBI:32816
CHEBI:45253
CHEBI:8685
DrugBank:DB00119
ECMDB:ECMDB00243
Gmelin:101087
HMDB:HMDB0000243
InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)
KEGG:C00022
KNApSAcK:C00001200
LCTONWCANYUPML-UHFFFAOYSA-N
LIPID_MAPS_instance:LMFA01060077
MetaCyc:PYRUVATE
PDBeChem:PYR
PMID:11762589
PMID:19260671
PMID:22150460
PMID:22233273
PMID:22735334
PMID:22770225
PYRUVIC ACID
Pyroracemic acid
Pyruvic acid
Reaxys:506211
Wikipedia:Pyruvic_acid
YMDB:YMDB00175
acetylformic acid
acide pyruvique
alpha-Oxopropionsaeure
alpha-ketopropionic acid
chebi_ontology
pyruvic acid
threoninate
C4H8NO3
CHEBI:32832
chebi_ontology
rel-(2R,3S)-2-amino-3-hydroxybutanoate
threoninate
threonine anion
threoninium
C4H10NO3
CHEBI:32833
chebi_ontology
rel-(1R,2S)-1-carboxy-2-hydroxypropan-1-aminium
threonine cation
threoninium
serinate
-1
104.035
104.08468
2-amino-3-hydroxypropanoate
An alpha-amino-acid anion that is the conjugate base of serine.
C3H6NO3
CHEBI:32845
Gmelin:324692
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
chebi_ontology
serinate
serine anion
serinium
+1
1-carboxy-2-hydroxyethanaminium
106.050
106.10056
An alpha-amino-acid cation that is the conjugate acid of serine.
C3H8NO3
CHEBI:32846
Gmelin:1925675
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
chebi_ontology
serine cation
serinium
valinate
-1
116.071
116.13844
2-amino-3-methylbutanoate
C5H10NO2
CC(C)C(N)C([O-])=O
CHEBI:32859
Gmelin:49876
InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/p-1
KZSNJWFQEVHDMF-UHFFFAOYSA-M
chebi_ontology
val(-)
valinate
valine anion
valinium
+1
1-carboxy-2-methylpropan-1-aminium
118.087
118.15432
C5H12NO2
CC(C)C([NH3+])C(O)=O
CHEBI:32860
Gmelin:1651060
H2val(+)
InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/p+1
KZSNJWFQEVHDMF-UHFFFAOYSA-O
chebi_ontology
valine cation
valinium
L-prolinate
(2S)-pyrrolidine-2-carboxylate
-1
114.056
114.12250
An optically active form of prolinate having L-configuration.
Beilstein:4307988
C5H8NO2
CHEBI:32862
Gmelin:82610
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p-1/t4-/m0/s1
L-prolinate
L-proline anion
ONIBWKKTOPOVIA-BYPYZUCNSA-M
Reaxys:4307988
[O-]C(=O)[C@@H]1CCCN1
chebi_ontology
L-prolinium
(2S)-2-carboxypyrrolidinium
+1
116.071
116.13840
An optically active form of prolinium having L-configuration.
C5H10NO2
CHEBI:32864
Gmelin:363493
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p+1/t4-/m0/s1
L-proline cation
L-prolinium
OC(=O)[C@@H]1CCC[NH2+]1
ONIBWKKTOPOVIA-BYPYZUCNSA-O
chebi_ontology
D-prolinate
(2R)-pyrrolidine-2-carboxylate
-1
114.056
114.12250
An optically active form of prolinate having D-configuration.
C5H8NO2
CHEBI:32867
D-prolinate
D-proline anion
Gmelin:533350
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p-1/t4-/m1/s1
ONIBWKKTOPOVIA-SCSAIBSYSA-M
[O-]C(=O)[C@H]1CCCN1
chebi_ontology
D-prolinium
(2R)-2-carboxypyrrolidinium
+1
116.071
116.13840
An optically active form of prolinium having D-configuration.
C5H10NO2
CHEBI:32868
D-proline cation
D-prolinium
Gmelin:363492
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p+1/t4-/m1/s1
OC(=O)[C@H]1CCC[NH2+]1
ONIBWKKTOPOVIA-SCSAIBSYSA-O
chebi_ontology
prolinate
-1
114.056
114.12256
An alpha-amino-acid anion that is the conjugate base of proline, arising from deprotonation of the carboxy group.
Beilstein:5387795
C5H8NO2
CHEBI:32871
Gmelin:50151
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/p-1
ONIBWKKTOPOVIA-UHFFFAOYSA-M
Reaxys:5387795
[O-]C(=O)C1CCCN1
chebi_ontology
pro(-)
prolinate
proline anion
pyrrolidine-2-carboxylate
prolinium
+1
116.071
116.13840
2-carboxypyrrolidinium
An alpha-amino-acid cation that is the conjugate acid of proline, arising from protonation of the amino group.
C5H10NO2
CHEBI:32872
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
chebi_ontology
proline cation
prolinium
tertiary amine
0
14.003
14.00670
A compound formally derived from ammonia by replacing three hydrogen atoms by hydrocarbyl groups.
CHEBI:26879
CHEBI:32876
CHEBI:9458
KEGG:C02196
NR3
R3N
Tertiary amine
[*]N([*])[*]
chebi_ontology
tertiaeres Amin
tertiary amines
primary amine
0
16.019
16.02260
A compound formally derived from ammonia by replacing one hydrogen atom by a hydrocarbyl group.
CHEBI:26263
CHEBI:26265
CHEBI:32877
CHEBI:8407
CHEBI:8409
H2NR
KEGG:C00375
KEGG:C00893
KEGG:C02580
N[*]
Primary amine
Primary monoamine
R-NH2
RCH2NH2
chebi_ontology
primaeres Amin
primary amines
propane
0
44.063
44.09562
ATUOYWHBWRKTHZ-UHFFFAOYSA-N
Beilstein:1730718
C3H8
CAS:74-98-6
CCC
CH3-CH2-CH3
CHEBI:32879
E944
Gmelin:25044
InChI=1S/C3H8/c1-3-2/h3H2,1-2H3
Propan
chebi_ontology
propane
amine
A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by hydrocarbyl groups.
Amin
Amine
CHEBI:13814
CHEBI:22474
CHEBI:2641
CHEBI:32952
KEGG:C00706
Substituted amine
amines
chebi_ontology
sodium acetate
0
82.003
82.03379
Beilstein:3595639
C2H3NaO2
CAS:127-09-3
CHEBI:32954
Gmelin:20502
InChI=1S/C2H4O2.Na/c1-2(3)4;/h1H3,(H,3,4);/q;+1/p-1
Natriumazetat
VMHLLURERBWHNL-UHFFFAOYSA-M
Wikipedia:Sodium_Acetate
[Na+].CC([O-])=O
acetic acid, sodium salt
anhydrous sodium acetate
chebi_ontology
sodium acetate
sodium acetate anhydrous
ornithinate
-1
131.082
131.15312
2,5-diaminopentanoate
2,5-diaminopentanoate
AHLPHDHHMVZTML-UHFFFAOYSA-M
C5H11N2O2
CHEBI:11448
CHEBI:19370
CHEBI:32964
Gmelin:1242186
InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p-1
NCCCC(N)C([O-])=O
chebi_ontology
ornithinate
ornithine anion
2-aminoethanesulfonate
-1
124.007
124.13998
2-aminoethanesulfonate
A 1,1-diunsubstituted alkanesulfonate that is ethanesulfonate substituted by an amino group at position 2.
Beilstein:3588289
C2H6NO3S
CHEBI:32970
InChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6)/p-1
NCCS([O-])(=O)=O
Reaxys:3588289
XOAAWQZATWQOTB-UHFFFAOYSA-M
chebi_ontology
amide
Amide
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
CHEBI:32988
KEGG:C00241
amides
chebi_ontology
diphosphate(1-)
-1
176.935
176.96714
A monovalent inorganic anion obtained by deprotonation of one of the phosphate OH groups in diphosphoric acid.
CHEBI:33017
Gmelin:185086
H3O7P2
H3P2O7(-)
InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)/p-1
OP(O)(=O)OP(O)([O-])=O
XPPKVPWEQAFLFU-UHFFFAOYSA-M
chebi_ontology
trihydrogen diphosphate
diphosphate(3-)
-3
174.920
174.95126
A trivalent inorganic anion obtained by removal of all three protons from diphosphoric acid.
Beilstein:185088
CHEBI:33019
HO7P2
HP2O7(3-)
InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)/p-3
OP([O-])(=O)OP([O-])([O-])=O
XPPKVPWEQAFLFU-UHFFFAOYSA-K
chebi_ontology
diphosphate
hydrogen diphosphate
calcium carbonate
0
100.087
99.947
A calcium salt with formula CCaO3.
BPDB:108
CAS:471-34-1
CCaO3
CHEBI:3311
CO3.Ca
CaCO3
Calcium carbonate
Calciumcarbonat
DrugBank:DB06724
E 170
InChI=1S/CH2O3.Ca/c2-1(3)4;/h(H2,2,3,4);/q;+2/p-2
KEGG:C08129
KEGG:D00932
Kalziumkarbonat
PPDB:108
Precipitated calcium carbonate
Reaxys:8008338
VTYYLEPIZMXCLO-UHFFFAOYSA-L
Wikipedia:Calcium_carbonate
[Ca+2].C(=O)([O-])[O-]
calcium carbonate
calcium carbonate (1:1)
calcium trioxidocarbonate
carbonate de calcium
carbonato de calcio
carbonic acid calcium salt (1:1)
chebi_ontology
kohlensaurer Kalk
bisphenol A
0
2, 2-Bis(4-hydroxyphenyl)propane
2,2-Bis(4'-hydroxyphenyl)propane
2,2-Bis(4-Hydroxyphenyl)propane
2,2-Bis(p-hydroxyphenyl)propane
2,2-Di(4-hydroxyphenyl)propane
2,2-Di(4-phenylol)propane
228.115
228.28634
4,4'-(1-Methylethane-1,1-diyl)diphenol
4,4'-(1-Methylethylidene)bisphenol
4,4'-(Propane-2,2-diyl)diphenol
4,4'-(propane-2,2-diyl)diphenol
4,4'-Bisphenol A
4,4'-Isopropylidenediphenol
A bisphenol that is 4,4'-methanediyldiphenol in which the methylene hydrogens are replaced by two methyl groups.
BPA
Bisphenol A
C15H16O2
CAS:80-05-7
CC(C)(c1ccc(O)cc1)c1ccc(O)cc1
CHEBI:22900
CHEBI:31295
CHEBI:33216
CHEBI:47094
Dianin's compound
DrugBank:DB06973
HMDB:HMDB0032133
IISBACLAFKSPIT-UHFFFAOYSA-N
InChI=1S/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3
KEGG:C13624
LINCS:LSM-37080
PMID:10593191
PMID:11361040
PMID:12860292
PMID:15936980
PMID:16904728
PMID:24471646
PMID:25042713
PMID:25148994
PMID:25524584
PMID:25569640
PMID:25637671
PMID:25663485
Reaxys:1107700
UM-BBD_compID:c0764
Wikipedia:Bisphenol_A
bisphenol A
bisphenol-A
chebi_ontology
chromane
0
134.073
134.17510
3,4-dihydro-2H-1-benzopyran
3,4-dihydro-2H-chromene
3,4-dihydrobenzo[b]pyran
A benzopyran consisting of a pyran ring having a benzene ring ortho-fused across positions 2 and 3.
Beilstein:116150
C1COc2ccccc2C1
C9H10O
CAS:493-08-3
CHEBI:33224
Chroman
Gmelin:122981
InChI=1S/C9H10O/c1-2-6-9-8(4-1)5-3-7-10-9/h1-2,4,6H,3,5,7H2
Reaxys:116150
VZWXIQHBIQLMPN-UHFFFAOYSA-N
chebi_ontology
chromane
vitamin
Any micronutrient that is an organic compound. The term "vitamines" (from vita + amines) was coined in 1912 by Casimir Funk, who believed that these compounds were amines.
CHEBI:10004
CHEBI:27305
CHEBI:33229
Vitamin
Wikipedia:Vitamin
chebi_ontology
vitamina
vitaminas
vitamine
vitamines
vitamins
vitaminum
application
CHEBI:33232
Intended use of the molecular entity or part thereof by humans.
chebi_ontology
fundamental particle
A particle not known to have substructure.
CHEBI:33233
chebi_ontology
elementary particle
elementary particles
vitamin E
A chromanol that is chroman-6-ol which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units.
CAS:59-02-9
CHEBI:33234
MetaCyc:Vitamin-E
PMID:7898412
PMID:7901680
Wikipedia:Vitamin_E
chebi_ontology
vitamin E
monoatomic entity
A monoatomic entity is a molecular entity consisting of a single atom.
CHEBI:33238
atomic entity
chebi_ontology
monoatomic entities
coordination entity
An assembly consisting of a central atom (usually metallic) to which is attached a surrounding array of other groups of atoms (ligands).
CHEBI:33240
chebi_ontology
coordination compounds
coordination entities
coordination entity
oxoacid derivative
CHEBI:33241
chebi_ontology
oxoacid derivatives
inorganic hydride
CHEBI:33242
chebi_ontology
inorganic hydrides
organic fundamental parent
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:33245
chebi_ontology
organic fundamental parents
organic parent hydrides
inorganic group
Any substituent group which does not contain carbon.
CHEBI:33246
chebi_ontology
inorganic groups
organic group
Any substituent group or skeleton containing carbon.
CHEBI:33247
chebi_ontology
organic groups
hydrocarbyl group
A univalent group formed by removing a hydrogen atom from a hydrocarbon.
CHEBI:33248
chebi_ontology
groupe hydrocarbyle
grupo hidrocarbilo
grupos hidrocarbilo
hydrocarbyl group
hydrocarbyl groups
organyl group
Any organic substituent group, regardless of functional type, having one free valence at a carbon atom.
CHEBI:33249
chebi_ontology
groupe organyle
grupo organilo
grupos organilo
organyl group
organyl groups
atom
A chemical entity constituting the smallest component of an element having the chemical properties of the element.
CHEBI:22671
CHEBI:23907
CHEBI:33250
atom
atome
atomo
atoms
atomus
chebi_ontology
element
elements
atomic nucleus
A nucleus is the positively charged central portion of an atom, excluding the orbital electrons.
Atomkern
CHEBI:33252
Kern
chebi_ontology
noyau
noyau atomique
nuclei
nucleo
nucleo atomico
nucleus
nucleus atomi
nucleon
CHEBI:33253
Heavy nuclear particle: proton or neutron.
Nukleon
Nukleonen
chebi_ontology
nucleon
nucleons
primary amide
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:33256
chebi_ontology
primary amide
primary amides
elemental molecular entity
A molecular entity all atoms of which have the same atomic number.
CHEBI:33259
chebi_ontology
homoatomic entity
homoatomic molecular entities
homoatomic molecular entity
elemental hydrogen
CHEBI:33260
chebi_ontology
organosulfur compound
An organosulfur compound is a compound containing at least one carbon-sulfur bond.
CHEBI:23010
CHEBI:25714
CHEBI:33261
Wikipedia:Organosulfur_compounds
chebi_ontology
organosulfur compound
organosulfur compounds
elemental oxygen
CHEBI:33262
chebi_ontology
diatomic oxygen
CHEBI:33263
O2
chebi_ontology
polyatomic anion
An anion consisting of more than one atom.
CHEBI:33273
chebi_ontology
polyatomic anions
molecular messenger
CHEBI:33280
chebi_ontology
chemical messenger
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Antibiotika
Antibiotikum
CHEBI:22582
CHEBI:33281
PMID:12964249
PMID:22117953
PMID:22439833
PMID:22849268
PMID:22849276
PMID:22958833
antibiotic
antibiotics
antibiotique
antimicrobial
antimicrobial agents
antimicrobials
chebi_ontology
microbicide
microbicides
antibacterial agent
A substance that kills or slows the growth of bacteria.
CHEBI:33282
antibacterial agents
antibacterials
bactericide
bactericides
chebi_ontology
nutrient
A nutrient is a food component that an organism uses to survive and grow.
CHEBI:33284
chebi_ontology
nutrients
heteroorganic entity
A heteroorganic entity is an organic molecular entity in which carbon atoms or organic groups are bonded directly to one or more heteroatoms.
CHEBI:33285
chebi_ontology
heteroorganic entities
organoelement compounds
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
CHEBI:33286
Wikipedia:Agrochemical
agrichemical
agrichemicals
agricultural chemicals
agrochemicals
chebi_ontology
fertilizer
A fertilizer is any substance that is added to soil or water to assist the growth of plants.
CHEBI:33287
chebi_ontology
fertiliser
fertilizers
food
Any material that can be ingested by an organism.
CHEBI:33290
chebi_ontology
foods
foodstuff
foodstuffs
fuel
An energy-rich substance that can be transformed with release of usable energy.
CHEBI:33292
chebi_ontology
diagnostic agent
A substance administered to aid diagnosis of a disease.
CHEBI:33295
chebi_ontology
diagnostic aid
alkali metal molecular entity
A molecular entity containing one or more atoms of an alkali metal.
CHEBI:33296
alkali metal molecular entities
chebi_ontology
alkaline earth molecular entity
An alkaline earth molecular entity is a molecular entity containing one or more atoms of an alkaline earth metal.
CHEBI:33299
alkaline earth compounds
alkaline earth molecular entities
alkaline earth molecular entity
alkaline-earth compounds
chebi_ontology
pnictogen
Any p-block element atom that is in group 15 of the periodic table: nitrogen, phosphorus, arsenic, antimony and bismuth.
CHEBI:33300
chebi_ontology
group 15 elements
group V elements
nitrogenoideos
nitrogenoides
pnictogene
pnictogenes
pnictogens
pnictogen molecular entity
A p-block molecular entity containing any pnictogen.
CHEBI:33302
chebi_ontology
pnictogen molecular entities
pnictogen molecular entity
chalcogen
Any p-block element belonging to the group 16 family of the periodic table.
CHEBI:33303
Chalkogen
Chalkogene
PMID:17084588
anfigeno
anfigenos
calcogeno
calcogenos
chalcogen
chalcogene
chalcogenes
chalcogens
chebi_ontology
group 16 elements
group VI elements
chalcogen molecular entity
Any p-block molecular entity containing a chalcogen.
CHEBI:33304
chalcogen compounds
chalcogen molecular entities
chalcogen molecular entity
chebi_ontology
carbon group element atom
CHEBI:33306
carbon group element
carbon group elements
carbonoides
chebi_ontology
cristallogene
cristallogenes
group 14 elements
group IV elements
thiocarboxylic acid
An organic acid in which one or both oxygens of a carboxy group have been replaced by divalent sulfur.
CHEBI:33307
carbothioic acids
chebi_ontology
thiocarboxylic acid
thiocarboxylic acids
thiocarboxylic acids
carboxylic ester
0
43.990
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:33308
CHEBI:3408
CO2R2
Carboxylic ester
KEGG:C02391
Wikipedia:Ester
[*]C(=O)O[*]
a carboxylic ester
carboxylic acid esters
carboxylic esters
chebi_ontology
main group element atom
An atom belonging to one of the main groups (found in the s- and p- blocks) of the periodic table.
CHEBI:33318
Hauptgruppenelement
Hauptgruppenelemente
chebi_ontology
main group element
main group elements
zinc group element atom
CHEBI:33340
chebi_ontology
group 12 elements
zinc group element
zinc group elements
chromium group element atom
CHEBI:33350
chebi_ontology
chromium group element
chromium group elements
group 6 elements
iron group element atom
CHEBI:33356
chebi_ontology
group 8 elements
iron group element
iron group elements
cobalt group element atom
CHEBI:33358
chebi_ontology
cobalt group element
cobalt group elements
group 9 elements
copper group element atom
CHEBI:33366
chebi_ontology
coinage metals
copper group element
copper group elements
group 11 elements
sulfur oxoacid
CHEBI:33402
chebi_ontology
oxoacids of sulfur
sulfur oxoacids
hydracid
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).
CHEBI:33405
chebi_ontology
hydracid
hydracids
pnictogen oxoacid
CHEBI:33408
chebi_ontology
pnictogen oxoacids
sulfur oxoacid derivative
CHEBI:33424
chebi_ontology
sulfur oxoacid derivative
sulfur oxoacid derivatives
monoatomic monoanion
-1
0.00000
CHEBI:33429
[*-]
chebi_ontology
monoatomic monoanions
elemental chlorine
CHEBI:33431
chebi_ontology
monoatomic chlorine
CHEBI:33432
Cl
atomic chlorine
chebi_ontology
monoatomic halogen
CHEBI:33433
chebi_ontology
monoatomic halogens
elemental halogen
CHEBI:33434
chebi_ontology
elemental halogen
elemental halogens
phospho sugar
Any monosaccharide containing an alcoholic hydroxy group esterified with phosphoric acid.
CHEBI:15132
CHEBI:25406
CHEBI:26086
CHEBI:33447
CHEBI:9320
KEGG:C00934
PMID:18186488
chebi_ontology
monosaccharide phosphates
phospho sugar
phospho sugars
phosphorylated sugar
phosphorylated sugars
phosphosugar
phosphosugars
benzylic group
Arylmethyl groups and derivatives formed by substitution: ArCR2-.
CHEBI:33452
benzylic group
benzylic groups
benzylic groups
chebi_ontology
groupe benzylique
nitrogen oxoacid
CHEBI:33455
chebi_ontology
nitrogen oxoacids
oxoacids of nitrogen
phosphorus oxoacid
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.
CHEBI:33457
Oxosaeure des Phosphors
chebi_ontology
oxoacids of phosphorus
phosphorus oxoacid
phosphorus oxoacids
nitrogen oxoanion
CHEBI:33458
chebi_ontology
nitrogen oxoanion
nitrogen oxoanions
oxoanions of nitrogen
pnictogen oxoanion
CHEBI:33459
chebi_ontology
pnictogen oxoanion
pnictogen oxoanions
phosphorus oxoanion
CHEBI:33461
chebi_ontology
oxoanions of phosphorus
phosphorus oxoanion
phosphorus oxoanions
hydrocarbylidyne group
CHEBI:33474
RC#
Trivalent groups, RC#, formed by removing three hydrogen atoms from the same carbon atom of a hydrocarbon, the free valencies of which are engaged in a triple bond.
chebi_ontology
groupe hydrocarbylidyne
hydrocarbylidyne group
hydrocarbylidyne groups
hydrocarbylidyne groups
sulfur oxoanion
CHEBI:33482
chebi_ontology
oxoanions of sulfur
sulfur oxoanion
sulfur oxoanions
chalcogen oxoacid
CHEBI:33484
chalcogen oxoacid
chalcogen oxoacids
chebi_ontology
chalcogen oxoanion
CHEBI:33485
chalcogen oxoanion
chalcogen oxoanions
chebi_ontology
transition element molecular entity
A molecular entity containing one or more atoms of a transition element.
CHEBI:33497
chebi_ontology
transition element molecular entities
transition metal molecular entity
alkali metal cation
CHEBI:33504
alkali metal cations
chebi_ontology
alkaline earth cation
CHEBI:33513
alkaline earth cations
alkaline earth metal cation
alkaline-earth metal cations
chebi_ontology
transition element cation
CHEBI:33515
chebi_ontology
transition element cations
transition metal cation
metal atom
An atom of an element that exhibits typical metallic properties, being typically shiny, with high electrical and thermal conductivity.
CHEBI:25217
CHEBI:33521
CHEBI:6788
KEGG:C00050
PMID:21784043
Wikipedia:Metal
chebi_ontology
elemental metal
elemental metals
metal element
metal elements
metals
sulfur hydride
CHEBI:33535
chebi_ontology
hydrides of sulfur
sulfur hydride
sulfur hydrides
sulphur hydrides
thiosulfuric acid
CHEBI:33540
H2O3S2
chebi_ontology
sulfurothioic acid
thiosulfuric acid
thiosulfate(1-)
CHEBI:33541
HO3S2
HS2O3(-)
KEGG:C00320
chebi_ontology
hydrogen sulfurothioate
sulfonate
-1
80.965
81.07214
BDHFUVZGWQCTTF-UHFFFAOYSA-M
CHEBI:33543
Gmelin:971569
HO3S
InChI=1S/H2O3S/c1-4(2)3/h4H,(H,1,2,3)/p-1
SHO3(-)
The sulfur oxoanion formed by deprotonation of sulfonic acid.
[H]S([O-])(=O)=O
[SHO3](-)
chebi_ontology
hydridotrioxidosulfate(1-)
sulfonates
organosulfonic acid
0
80.965
81.07100
An organic derivative of sulfonic acid in which the sulfo group is linked directly to carbon.
CHEBI:33551
HO3SR
OS([*])(=O)=O
chebi_ontology
organosulfonic acids
sulfonic acids
sulfonic acid derivative
CHEBI:33552
chebi_ontology
derivatives of sulfonic acid
sulfonic acid derivative
sulfonic acid derivatives
organosulfonate oxoanion
*S([O-])(=O)=O
-1
79.957
80.064
An organic anion obtained by deprotonation of the sufonate group(s) of any organosulfonic acid.
CHEBI:33554
O3SR
chebi_ontology
organosulfonate
organosulfonate oxoanions
organosulfonates
alpha-amino-acid anion
An amino-acid anion obtained by deprotonation of any alpha-amino acid.
CHEBI:33558
alpha-amino acid anions
alpha-amino-acid anion
alpha-amino-acid anions
chebi_ontology
s-block element atom
CHEBI:33559
chebi_ontology
s-block element
s-block elements
p-block element atom
Any main group element atom belonging to the p-block of the periodic table.
CHEBI:33560
chebi_ontology
p-block element
p-block elements
d-block element atom
CHEBI:33561
chebi_ontology
d-block element
d-block elements
glycolipid
Any member of class of 1,2-di-O-acylglycerols joined at oxygen 3 by a glycosidic linkage to a carbohydrate part (usually a mono-, di- or tri-saccharide). Some substances classified as bacterial glycolipids have the sugar part acylated by one or more fatty acids and the glycerol part may be absent.
CHEBI:24393
CHEBI:33563
CHEBI:5476
Glycolipid
KEGG:C05005
Wikipedia:Glycolipids
chebi_ontology
glycolipids
catechols
0
1,2-benzenediols
106.005
106.079
Any compound containing an o-diphenol component.
C6H2O2R4
CHEBI:134187
CHEBI:13628
CHEBI:18862
CHEBI:33566
KEGG:C15571
OC1=C(O)C(*)=C(*)C(*)=C1*
a catechol
benzene-1,2-diols
chebi_ontology
catecholamine
0
151.063
151.163
4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] and derivatives formed by substitution.
C8H9NO2R2
CHEBI:23056
CHEBI:33567
CHEBI:3468
Catecholamine
KEGG:C02012
catecholamines
catecholamines
chebi_ontology
adrenaline
(+-)-adrenaline
(+-)-epinephrine
0
183.090
183.20446
2-(methylamino)-1-(3,4-dihydroxyphenyl)ethanol
4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
A catecholamine in which the aminoethyl side-chain is hydroxy-substituted at C-1 and methylated on nitrogen.
Beilstein:2212160
C9H13NO3
CAS:329-65-7
CHEBI:33568
CNCC(O)c1ccc(O)c(O)c1
Drug_Central:4508
Gmelin:51559
InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3
LINCS:LSM-4958
PMID:10052027
PMID:24252294
PMID:24719616
Reaxys:2212160
UCTWMZQNUQWSLP-UHFFFAOYSA-N
chebi_ontology
dl-adrenaline
epinephrine racemic
racepinefrina
racepinefrine
racepinefrinum
noradrenaline
0
169.074
169.17788
4-(2-amino-1-hydroxyethyl)benzene-1,2-diol
A catecholamine in which C-1 of the aminoethyl side-chain is hydroxy-substituted.
Beilstein:2210994
C8H11NO3
CAS:138-65-8
CHEBI:33569
Gmelin:863925
InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2
LINCS:LSM-5181
NCC(O)c1ccc(O)c(O)c1
SFLSHLFXELFNJZ-UHFFFAOYSA-N
chebi_ontology
noradrenalina
norepinephrine
benzenediols
CHEBI:22705
CHEBI:22711
CHEBI:33570
chebi_ontology
carboxylic acid
0
44.998
45.01740
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.
CHEBI:13428
CHEBI:13627
CHEBI:23027
CHEBI:33575
CHO2R
Carbonsaeure
Carbonsaeuren
Karbonsaeure
OC([*])=O
PMID:17147560
PMID:18433345
RC(=O)OH
Wikipedia:Carboxylic_acid
acide carboxylique
acides carboxyliques
acido carboxilico
acidos carboxilicos
carboxylic acid
carboxylic acids
chebi_ontology
sulfur-containing carboxylic acid
Any carboxylic acid having a sulfur substituent.
CHEBI:33576
S-containing carboxylic acid
S-containing carboxylic acids
chebi_ontology
sulfur-containing carboxylic acids
main group molecular entity
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:33579
chebi_ontology
main group compounds
main group molecular entities
carbon group molecular entity
CHEBI:33582
carbon group molecular entities
carbon group molecular entity
chebi_ontology
cyclic compound
Any molecule that consists of a series of atoms joined together to form a ring.
CHEBI:33595
Wikipedia:Cyclic_compound
chebi_ontology
cyclic compounds
homocyclic compound
A cyclic compound having as ring members atoms of the same element only.
CHEBI:33597
chebi_ontology
homocyclic compound
homocyclic compounds
isocyclic compounds
carbocyclic compound
A homocyclic compound in which all of the ring members are carbon atoms.
CHEBI:33598
carbocycle
carbocyclic compound
carbocyclic compounds
chebi_ontology
hydrogen molecular entity
CHEBI:33608
chebi_ontology
hydrogen compounds
hydrogen molecular entities
polycyclic compound
CHEBI:33635
chebi_ontology
polycyclic compounds
bicyclic compound
A molecule that features two fused rings.
CHEBI:33636
bicyclic compounds
chebi_ontology
aliphatic compound
Any acyclic or cyclic, saturated or unsaturated carbon compound, excluding aromatic compounds.
CHEBI:33653
aliphatic compounds
chebi_ontology
aromatic compound
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.
CHEBI:33655
aromatic compounds
aromatic molecular entity
aromatics
aromatische Verbindungen
chebi_ontology
arene
Any monocyclic or polycyclic aromatic hydrocarbon.
CHEBI:33658
arene
arenes
aromatic hydrocarbons
chebi_ontology
organic aromatic compound
CHEBI:33659
chebi_ontology
organic aromatic compounds
monocyclic compound
CHEBI:33661
chebi_ontology
monocyclic compounds
annulene
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.
CHEBI:33662
annulene
annulenes
chebi_ontology
cyclic hydrocarbon
CHEBI:33663
chebi_ontology
cyclic hydrocarbon
cyclic hydrocarbons
monocyclic hydrocarbon
CHEBI:33664
chebi_ontology
monocyclic hydrocarbon
monocyclic hydrocarbons
monocyclic hydrocarbons
heteromonocyclic compound
CHEBI:33670
chebi_ontology
heteromonocyclic compound
heteromonocyclic compounds
heteropolycyclic compound
A polycyclic compound in which at least one of the rings contains at least one non-carbon atom.
CHEBI:33671
chebi_ontology
heteropolycyclic compounds
polyheterocyclic compounds
heterobicyclic compound
A bicyclic compound in which at least one of the rings contains at least one skeletal heteroatom.
CHEBI:33672
chebi_ontology
heterobicyclic compounds
zinc group molecular entity
CHEBI:33673
chebi_ontology
zinc group molecular entities
s-block molecular entity
An s-block molecular entity is a molecular entity containing one or more atoms of an s-block element.
CHEBI:33674
chebi_ontology
s-block compounds
s-block molecular entities
s-block molecular entity
p-block molecular entity
A main group molecular entity that contains one or more atoms of a p-block element.
CHEBI:33675
chebi_ontology
p-block compounds
p-block molecular entities
p-block molecular entitiy
d-block molecular entity
A d-block molecular entity is a molecular entity containing one or more atoms of a d-block element.
CHEBI:33676
chebi_ontology
d-block compounds
d-block molecular entities
d-block molecular entity
hydrides
CHEBI:33692
Hydrides are chemical compounds of hydrogen with other chemical elements.
chebi_ontology
oxygen hydride
CHEBI:33693
chebi_ontology
hydrides of oxygen
oxygen hydride
oxygen hydrides
biomacromolecule
A macromolecule formed by a living organism.
Biopolymere
CHEBI:33694
biomacromolecules
biopolymer
biopolymers
chebi_ontology
information biomacromolecule
CHEBI:33695
chebi_ontology
genetically encoded biomacromolecules
genetically encoded biopolymers
information biomacromolecules
information biopolymers
information macromolecule
information macromolecules
nucleic acid
A macromolecule made up of nucleotide units and hydrolysable into certain pyrimidine or purine bases (usually adenine, cytosine, guanine, thymine, uracil), D-ribose or 2-deoxy-D-ribose and phosphoric acid.
CHEBI:33696
NA
Nukleinsaeure
Nukleinsaeuren
acide nucleique
acides nucleiques
acido nucleico
acidos nucleicos
chebi_ontology
nucleic acids
ribonucleic acid
CAS:63231-63-0
CHEBI:33697
High molecular weight, linear polymers, composed of nucleotides containing ribose and linked by phosphodiester bonds; RNA is central to the synthesis of proteins.
RNA
RNS
Ribonukleinsaeure
chebi_ontology
pentosenucleic acids
ribonucleic acid
ribonucleic acids
ribonucleic acids
ribose nucleic acid
yeast nucleic acid
proteinogenic amino-acid residue
CHEBI:33700
canonical amino-acid residue
canonical amino-acid residues
chebi_ontology
common amino acid residues
proteinogenic amino-acid residues
standard amino acid residues
standard amino-acid residues
polyatomic cation
A cation consisting of more than one atom.
CHEBI:33702
chebi_ontology
polyatomic cations
amino-acid cation
CHEBI:33703
amino acid cation
amino-acid cation
amino-acid cations
chebi_ontology
alpha-amino acid
0
74.024
74.05870
Amino acid
Amino acids
An amino acid in which the amino group is located on the carbon atom at the position alpha to the carboxy group.
C2H4NO2R
CHEBI:10208
CHEBI:13779
CHEBI:22442
CHEBI:2642
CHEBI:33704
KEGG:C00045
KEGG:C05167
NC([*])C(O)=O
alpha-amino acid
alpha-amino acids
alpha-amino carboxylic acids
chebi_ontology
beta-amino acid
A non-proteinogenic amino acid in which the amino group is located on the carbon atom at the position beta to the carboxy group.
CHEBI:33706
beta-amino acid
beta-amino acids
chebi_ontology
gamma-amino acid
A non-proteinogenic amino-acid in which the amino group is located on the carbon atom at the position gamma to the carboxy group.
CHEBI:33707
chebi_ontology
gamma-amino acid
gamma-amino acids
amino-acid residue
CHEBI:33708
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
amino-acid residue
amino-acid residues
chebi_ontology
amino acid
A carboxylic acid containing one or more amino groups.
Aminocarbonsaeure
Aminokarbonsaeure
Aminosaeure
CHEBI:13815
CHEBI:22477
CHEBI:33709
Wikipedia:Amino_acid
amino acids
chebi_ontology
alpha-amino-acid residue
CHEBI:33710
alpha-amino-acid residues
chebi_ontology
alpha-amino-acid cation
CHEBI:33719
alpha-amino acid cations
alpha-amino-acid cation
alpha-amino-acid cations
chebi_ontology
carbohydrate acid
CHEBI:33720
carbohydrate acid
carbohydrate acids
chebi_ontology
carbohydrate acid anion
CHEBI:33721
carbohydrate acid anion
carbohydrate acid anions
chebi_ontology
tetritol
CHEBI:33729
chebi_ontology
tetritol
tetritols
chromium group molecular entity
CHEBI:33741
chebi_ontology
chromium group molecular entities
chromium group molecular entity
iron group molecular entity
CHEBI:33744
chebi_ontology
iron group molecular entities
iron group molecular entity
copper group molecular entity
CHEBI:33745
chebi_ontology
copper group molecular entities
copper group molecular entity
hexonic acid
Any aldonic acid formed by oxidising the aldehyde group of an aldohexose to a carboxylic acid group.
CHEBI:33752
aldohexonic acids
chebi_ontology
hexonic acid
hexonic acids
hexonate
CHEBI:33760
aldohexonates
chebi_ontology
hexonate
hexonates
cobalt group molecular entity
CHEBI:33767
chebi_ontology
cobalt group molecular entities
cobalt group molecular entity
galactonates
CHEBI:33778
chebi_ontology
canonical nucleoside residue
CHEBI:33791
canonical nucleoside residues
chebi_ontology
common nucleoside residues
nucleoside residue
standard nucleoside residues
canonical ribonucleoside residue
CHEBI:33792
N
Nuc
canonical ribonucleoside residues
chebi_ontology
common ribonucleoside residue
common ribonucleoside residues
standard ribonucleoside residues
organic hydroxy compound
An organic compound having at least one hydroxy group attached to a carbon atom.
CHEBI:33822
CHEBI:64710
chebi_ontology
hydroxy compounds
organic alcohol
organic hydroxy compounds
organic cyclic compound
Any organic molecule that consists of atoms connected in the form of a ring.
CHEBI:33832
chebi_ontology
organic cyclic compounds
heteroarene
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).
CHEBI:33833
chebi_ontology
hetarenes
heteroarenes
benzenoid aromatic compound
CHEBI:33836
benzenoid aromatic compounds
benzenoid compound
chebi_ontology
conjugated protein
CHEBI:33837
COMe:PRX000001
Conjugated protein is a protein that contains a non-peptide component, usually in stoichiometric proportion.
chebi_ontology
complex protein
conjugated proteins
nucleoside
0
116.047
116.115
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.
C5H8O3R2
CHEBI:13661
CHEBI:25611
CHEBI:33838
CHEBI:7647
KEGG:C00801
Nucleoside
[C@H]1([C@H]([C@@H](*)[C@@H](O1)*)O)CO
a nucleoside
chebi_ontology
nucleosides
nucleosides
macromolecule
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.
CHEBI:33839
Wikipedia:Macromolecule
chebi_ontology
macromolecule
macromolecules
polymer
polymer molecule
polymers
aromatic annulene
CHEBI:33842
aromatic annulenes
chebi_ontology
monocyclic arene
A monocyclic aromatic hydrocarbon.
CHEBI:33847
chebi_ontology
monocyclic arenes
phenols
0
89.003
89.072
Aryl alcohol
C1(=C(C(=C(C(=C1*)*)*)*)*)O
C6HOR5
CHEBI:13664
CHEBI:13825
CHEBI:25969
CHEBI:2857
CHEBI:33853
KEGG:C15584
MetaCyc:Phenols
Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
Wikipedia:Phenols
a phenol
arenols
chebi_ontology
phenols
arenecarbaldehyde
*C(=O)[H]
0
29.003
29.018
Any aldehyde in which the carbonyl group is attached to an aromatic moiety.
Aromatic aldehyde
CHEBI:13819
CHEBI:22621
CHEBI:2832
CHEBI:33855
CHEBI:87908
CHOR
KEGG:C00193
MetaCyc:Aryl-Aldehyde
an aromatic aldehyde
arenecarbaldehyde
arenecarbaldehydes
aryl aldehyde
aryl aldehydes
chebi_ontology
aromatic amino acid
0
74.024
88.085
An amino acid whose structure includes an aromatic ring.
Aromatic amino acid
C2H4NO2R
CHEBI:13820
CHEBI:22623
CHEBI:2835
CHEBI:33856
KEGG:C01021
Wikipedia:Aromatic_amino_acid
aromatic amino acid
aromatic amino acids
chebi_ontology
aromatic carboxylic acid
Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.
CHEBI:13817
CHEBI:13821
CHEBI:2830
CHEBI:33859
aromatic carboxylic acids
chebi_ontology
aromatic amine
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:33860
aromatic amines
aryl amine
aryl amines
arylamine
arylamines
chebi_ontology
transition element coordination entity
CHEBI:33861
chebi_ontology
transition element coordination entities
transition metal coordination compounds
transition metal coordination entities
cobalt molecular entity
CHEBI:33888
chebi_ontology
cobalt compounds
cobalt molecular entities
cobalt molecular entity
cobalt coordination entity
CHEBI:33890
chebi_ontology
cobalt coordination compounds
cobalt coordination entities
cobalt coordination entity
iron coordination entity
CHEBI:33892
chebi_ontology
iron coordination compounds
iron coordination entities
iron coordination entity
reagent
A substance used in a chemical reaction to detect, measure, examine, or produce other substances.
CHEBI:33893
chebi_ontology
reactif
reactivo
reagent
reagents
cobalt corrinoid
CHEBI:33906
chebi_ontology
cobalt corrinoids
cobalt-corrinoids
metallotetrapyrrole
CHEBI:33909
chebi_ontology
metal-tetrapyrrole
metal-tetrapyrrole complex
metallotetrapyrroles
corrinoid
285.020
A derivative of the corrin nucleus, which contains four reduced or partly reduced pyrrole rings joined in a macrocycle by three =C- groups and one direct carbon-carbon bond linking alpha positions.
C19HN4R21
CHEBI:23391
CHEBI:33913
CHEBI:3890
Corrinoid
Corrinoid protein
Corrinoid protein Co+
KEGG:C06021
Korrinoid
chebi_ontology
corrinoid
corrinoide
corrinoides
corrinoids
aldopentose
A pentose with a (potential) aldehyde group at one end.
CHEBI:33916
PMID:10723607
aldopentose
aldopentoses
chebi_ontology
aldohexose
A hexose with a (potential) aldehyde group at one end.
CHEBI:2558
CHEBI:33917
aldohexose
aldohexoses
chebi_ontology
macronutrient
CHEBI:33937
chebi_ontology
ribose
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.
C5H10O5
CHEBI:26564
CHEBI:33942
Rib
chebi_ontology
ribo-pentose
ribose
halide salt
CHEBI:33958
chebi_ontology
halide salts
halides
fucose
6-Deoxygalactose
6-deoxygalactose
Any deoxygalactose that is deoxygenated at the 6-position.
CAS:7724-73-4
CHEBI:24118
CHEBI:33984
CHEBI:5182
Fuc
Fucose
KEGG:C00382
PMID:12651883
chebi_ontology
fucose
carnitinium
+1
162.113
162.20688
3-carboxy-2-hydroxy-N,N,N-trimethylpropan-1-aminium
3-hydroxy-4-(trimethylammonio)butanoic acid
A quaternary ammonium ion that is the the conjugate acid of carnitine.
C7H16NO3
CAS:406-76-8
CAS:461-06-3
CHEBI:3424
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
KEGG:C00487
PHIQHXFUZVPYII-UHFFFAOYSA-O
chebi_ontology
paraquat
+2
1,1'-Dimethyl-4,4'-bipyridinium
1,1'-dimethyl-4,4'-bipyridyldiylium
1,1'-dimethyl-[4,4'-bipyridin]-1,1'-diium
186.116
186.25304
An organic cation that consists of 4,4'-bipyridine bearing two N-methyl substituents loctated at the 1- and 1'-positions.
Beilstein:3590305
C12H14N2
CAS:4685-14-7
CHEBI:34905
C[n+]1ccc(cc1)-c1cc[n+](C)cc1
Gmelin:51125
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
KEGG:C14701
N,N'-dimethyl-4,4'-bipyridinium
N,N'-dimethyl-4,4'-bipyridinium dication
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
PPDB:505
Paraquat
Reaxys:3590305
chebi_ontology
dimethyl viologen
methyl viologen ion(2+)
paraquat dication
paraquat ion
serotonin(1+)
+1
177.103
177.22250
2-(5-hydroxy-1H-indol-3-yl)ethanaminium
An ammonium ion that is the conjugate acid of serotonin; major species at pH 7.3.
C10H13N2O
CHEBI:350546
InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2/p+1
QZAYGJVTTNCVMB-UHFFFAOYSA-O
[NH3+]CCc1c[nH]c2ccc(O)cc12
chebi_ontology
serotonin
serotonin cation
nitrogen hydride
CHEBI:35106
chebi_ontology
nitrogen hydrides
azane
CHEBI:35107
Saturated acyclic nitrogen hydrides having the general formula NnHn+2.
azanes
chebi_ontology
aldose phosphate
CHEBI:35131
aldose phosphates
chebi_ontology
metalloprotein
CHEBI:35134
COMe:PRX000002
chebi_ontology
metalloprotein
metalloproteine
metalloproteins
iron protein
CHEBI:35136
COMe:PRX000004
chebi_ontology
iron protein
iron proteins
iron-containing proteins
hemoprotein
CHEBI:35137
COMe:PRX000008
Conjugated proteins containing heme as the prosthetic group.
Haemoprotein
Haemprotein
chebi_ontology
haem protein
haemoprotein
heme protein
hemeproteins
hemoprotein
hemoproteins
hemoglobin
CHEBI:35143
COMe:PRX000321
chebi_ontology
haemoglobin
hemoglobin
vertebrate haemoglobin
(6'R)-beta,epsilon-carotene
(+)-alpha-carotene
(6'R)-beta,epsilon-carotene
0
536.438
536.87264
ANVAOWXLWRTKGA-NTXLUARGSA-N
Beilstein:2067409
C40H56
CAS:7488-99-5
CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C
CHEBI:35147
InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+/t37-/m0/s1
LIPID_MAPS_instance:LMPR01070011
alpha-carotene (natural)
chebi_ontology
(6'S)-beta,epsilon-carotene
(6'S)-beta,epsilon-carotene
0
536.438
536.87264
ANVAOWXLWRTKGA-QTRZAOAUSA-N
Beilstein:2682045
C40H56
CC(\C=C\C=C(C)\C=C\[C@@H]1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C
CHEBI:35148
InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+/t37-/m1/s1
chebi_ontology
elemental calcium
CHEBI:35155
chebi_ontology
calcium salt
CHEBI:35156
Kalziumsalz
Kalziumsalze
calcium salts
chebi_ontology
cyclic carotene
CHEBI:35163
chebi_ontology
cyclic carotene
cyclic carotenes
2-oxo monocarboxylic acid anion
-1
2-oxo monocarboxylate
2-oxo monocarboxylic acid anions
71.985
An oxo monocarboxylic acid anion in which the oxo group is located at the 2-position.
C2O3R
CHEBI:35179
CHEBI:70795
MetaCyc:2-Oxo-carboxylates
PMID:10850983
[O-]C(=O)C([*])=O
a 2-oxocarboxylate
chebi_ontology
terpene
A hydrocarbon of biological origin having carbon skeleton formally derived from isoprene [CH2=C(CH3)CH=CH2].
CHEBI:35186
Terpen
chebi_ontology
terpene
terpenes
terpenes
terpeno
terpenos
diterpene
A C20 terpene.
CHEBI:35190
Diterpen
chebi_ontology
diterpenes
diterpenes
diterpeno
diterpenos
triterpene
A C30 terpene.
CHEBI:35191
Triterpen
chebi_ontology
triterpenes
triterpenes
triterpeno
triterpenos
tetraterpene
A C40 terpene.
CHEBI:35193
chebi_ontology
tetraterpenes
tetraterpenes
tetraterpeno
tetraterpenos
surfactant
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.
CHEBI:35195
chebi_ontology
surface active agent
surfactant
surfactants
molybdenum coordination entity
CHEBI:35202
chebi_ontology
molybdenum coordination compounds
molybdenum coordination entities
molybdopterins
CHEBI:35203
Wikipedia:Molybdopterin
chebi_ontology
plant growth retardant
CHEBI:26154
CHEBI:26156
CHEBI:35219
chebi_ontology
plant growth inhibitor
plant growth inhibitors
plant growth retardants
antimetabolite
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.
CHEBI:35221
Wikipedia:Antimetabolite
antimetabolite
antimetabolites
chebi_ontology
inhibitor
A substance that diminishes the rate of a chemical reaction.
CHEBI:35222
chebi_ontology
inhibidor
inhibiteur
inhibitor
inhibitors
catalyst
A substance that increases the rate of a reaction without modifying the overall standard Gibbs energy change in the reaction.
CHEBI:35223
Katalysator
catalizador
catalyseur
catalyst
chebi_ontology
fossil fuel
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.
CHEBI:35230
chebi_ontology
fossil fuel
L-cysteine zwitterion
(2R)-2-ammonio-3-mercaptopropanoate
(2R)-2-ammonio-3-sulfanylpropanoate
0
121.020
121.15922
C3H7NO2S
CHEBI:35235
Gmelin:49993
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1
L-cysteine
L-cysteine zwitterion
XUJNEKJLAYXESH-REOHCLBHSA-N
[NH3+][C@@H](CS)C([O-])=O
chebi_ontology
D-cysteine zwitterion
(2S)-2-ammonio-3-mercaptopropanoate
(2S)-2-ammonio-3-sulfanylpropanoate
0
121.020
121.15922
C3H7NO2S
CHEBI:35236
D-cysteine
D-cysteine zwitterion
Gmelin:2352354
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_ontology
cysteine zwitterion
(+)H3N-CH(CH2SH)-COO(-)
0
121.020
121.15922
2-ammonio-3-mercaptopropanoate
2-ammonio-3-sulfanylpropanoate
C3H7NO2S
CHEBI:35237
Gmelin:49992
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
chebi_ontology
cysteine zwitterion
amino acid zwitterion
CHEBI:35238
The zwitterionic form of an amino acid having a negatively charged carboxyl group and a positively charged amino group.
amino acid zwitterion
chebi_ontology
serine zwitterion
0
105.043
105.09262
2-ammonio-3-hydroxypropanoate
An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amnio group of serine.
Beilstein:3935647
C3H7NO3
CHEBI:35243
Gmelin:2060272
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_ontology
serine zwitterion
quaternary ammonium ion
+1
14.003
14.00670
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:35267
CHEBI:8693
KEGG:C06703
NR4
Quaternary amine
[*][N+]([*])([*])[*]
chebi_ontology
quaternary ammonium
quaternary ammonium ion
quaternary ammonium ions
quaternary ammonium salt
CHEBI:26468
CHEBI:35268
CHEBI:35273
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_ontology
quaternary ammonium compound
quaternary ammonium compounds
quaternary ammonium salt
quaternary ammonium salts
ammonium ion
Ammonium, NH4(+), and derivatives formed by substitution by univalent groups.
CHEBI:35274
ammonium ions
azanium ions
chebi_ontology
ammonium compound
CHEBI:35276
Compounds (NH4(+))Y(-) and derivatives, in which one or more of the hydrogens bonded to nitrogen have been replaced with univalent groups.
ammonium compounds
azanium compounds
chebi_ontology
onium betaine
CHEBI:35281
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
ammonium betaine
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:35284
ammonium betaines
chebi_ontology
acylcholine
+1
131.095
131.17290
A choline ester formed from choline and a carboxylic acid.
C6H13NO2R
CHEBI:13245
CHEBI:22227
CHEBI:2463
CHEBI:35287
C[N+](C)(C)CCOC([*])=O
KEGG:C01777
acylcholines
an acylcholine
chebi_ontology
all-trans-retinoate
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
-1
299.201
299.42718
A retinoate that is the conjugate base of all-trans-retinoic acid.
C20H27O2
CC(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(C)=C/C([O-])=O
CHEBI:26535
CHEBI:35291
InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/p-1/b9-6+,12-11+,15-8+,16-14+
KEGG:C00777
Retinoate
SHGAZHPCJJPHSC-YCNIQYBTSA-M
all-trans-Retinoate
all-trans-retinoate
chebi_ontology
carbopolycyclic compound
A polyclic compound in which all of the ring members are carbon atoms.
CHEBI:35294
carbopolycyclic compounds
chebi_ontology
homopolycyclic compound
CHEBI:35295
chebi_ontology
homopolycyclic compounds
hexoside
CHEBI:35313
chebi_ontology
hexoside
hexosides
cephaeline
0
466.283
466.61240
7',10,11-trimethoxyemetan-6'-ol
A pyridoisoquinoline comprising emetam having a hydroxy group at the 6'-position and methoxy substituents at the 7'-, 10- and 11-positions.
Beilstein:100615
C28H38N2O4
CAS:483-17-0
CHEBI:3533
Cephaelin
Cephaeline
DTGZHCFJNDAHEN-OZEXIGSWSA-N
InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3/t17-,20-,23+,24-/m0/s1
KEGG:C09390
KNApSAcK:C00001835
LINCS:LSM-3808
PMID:11411558
PMID:11913711
PMID:11996324
PMID:12880315
PMID:13437707
PMID:18327911
PMID:20061395
PMID:20495341
PMID:21228475
PMID:2715231
PMID:6716976
Reaxys:100615
[H][C@]1(C[C@@]2([H])NCCc3cc(O)c(OC)cc23)C[C@]2([H])N(CCc3cc(OC)c(OC)cc23)C[C@@H]1CC
chebi_ontology
central nervous system stimulant
Any drug that enhances the activity of the central nervous system.
CHEBI:35337
CNS stimulant
Wikipedia:Central_nervous_system_stimulants
analeptic
analeptic agent
analeptic drug
analeptics
central nervous system stimulant
central stimulant
chebi_ontology
steroid
0
259.243
259.450
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.
C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCCC4)C
C19H31R
CHEBI:13687
CHEBI:26768
CHEBI:35341
CHEBI:9263
KEGG:C00377
MetaCyc:Steroids
Steroid
a steroid
chebi_ontology
steroids
17alpha-hydroxy steroid
17-alpha-Hydroxysteroid
17alpha-hydroxy steroids
CHEBI:13585
CHEBI:19174
CHEBI:35342
CHEBI:782
KEGG:C03336
The alpha-stereoisomer of 17-hydroxy steroid.
chebi_ontology
17beta-hydroxy steroid
17beta-Hydroxysteroid
17beta-hydroxy steroids
A 17-hydroxy steroid in which the hydroxy group at position 17 has a beta-configuration.
CHEBI:19176
CHEBI:35343
CHEBI:794
KEGG:C03051
chebi_ontology
21-hydroxy steroid
21-Hydroxysteroid
21-hydroxy steroids
21-hydroxysteroids
CHEBI:1300
CHEBI:13596
CHEBI:19803
CHEBI:35344
KEGG:C02506
chebi_ontology
11beta-hydroxy steroid
0
11beta-Hydroxysteroid
11beta-hydroxy steroids
11beta-hydroxysteroids
275.237
275.450
Any 11-hydroxy steroid in which the hydroxy group at position 11 has beta- configuration.
C12(CCCCC1CCC3C2[C@H](CC4(C3CCC4*)C)O)C
C19H31OR
CHEBI:13774
CHEBI:19134
CHEBI:35346
CHEBI:738
KEGG:C01058
an 11beta-hydroxysteroid
chebi_ontology
3beta-sterol
0
275.237
275.450
3beta-hydroxysteroids
3beta-sterols
A sterol in which the hydroxy group at position 3 has beta- configuration.
C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CC[C@@H](C4)O)C
C19H31OR
CHEBI:13609
CHEBI:1725
CHEBI:1726
CHEBI:20248
CHEBI:35348
a 3beta-hydroxysterol
chebi_ontology
hydroxy steroid
CHEBI:24748
CHEBI:35350
CHEBI:5814
Hydroxysteroid
KEGG:C02159
chebi_ontology
hydroxy steroids
hydroxysteroids
organonitrogen compound
Any heteroorganic entity containing at least one carbon-nitrogen bond.
CHEBI:35352
chebi_ontology
organonitrogen compounds
organonitrogens
fatty acid
0
44.998
45.01740
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:35366
CHEBI:4984
CHO2R
Fatty acid
Fettsaeure
Fettsaeuren
KEGG:C00162
OC([*])=O
PMID:14287444
PMID:14300208
PMID:14328676
Wikipedia:Fatty_acid
acide gras
acides gras
acido graso
acidos grasos
chebi_ontology
fatty acids
fatty acids
thiocarboxylic acid anion
CHEBI:35367
chebi_ontology
thiocarboxylates
thiocarboxylic acid anions
monosaccharide
CHEBI:25407
CHEBI:35381
CHEBI:6984
KEGG:C06698
Monosaccharid
Monosaccharide
Monosacharid
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_ontology
monosacarido
monosacaridos
monosaccharide
monosaccharides
oxoanion
An oxoanion is an anion derived from an oxoacid by loss of hydron(s) bound to oxygen.
CHEBI:33274
CHEBI:33436
CHEBI:35406
chebi_ontology
oxoacid anions
oxoanion
oxoanions
N-acetylneuraminate
-1
308.098
308.26196
5-acetamido-3,5-dideoxy-D-galacto-non-2-ulopyranosonate
5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonate
A ketoaldonate that is the conjugate base of N-acetylneuraminic acid, obtained by deprotonation of the carboxy group.
C11H18NO9
CHEBI:12471
CHEBI:12579
CHEBI:21617
CHEBI:33987
CHEBI:35418
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
MetaCyc:N-ACETYLNEURAMINATE
N-acetylneuraminate
Reaxys:9227329
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
chebi_ontology
sialate
antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
CHEBI:35441
anti-infective agents
anti-infective drugs
antiinfective agents
antiinfective drug
chebi_ontology
antiparasitic agent
A substance used to treat or prevent parasitic infections.
CHEBI:35442
Wikipedia:Antiparasitic
antiparasitic drugs
antiparasitics
chebi_ontology
parasiticides
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
CHEBI:35469
antidepressant drugs
antidepressants
chebi_ontology
thymoanaleptics
thymoleptic drugs
thymoleptics
central nervous system drug
A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.
CHEBI:35470
CNS agent
CNS drugs
central nervous system agents
chebi_ontology
psychotropic drug
A loosely defined grouping of drugs that have effects on psychological function.
CHEBI:35471
Wikipedia:Psychotropic_drug
chebi_ontology
psychoactive agent
psychoactive drugs
psychopharmaceuticals
psychotropic drugs
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
CHEBI:35472
anti-inflammatory drugs
antiinflammatory agent
antiinflammatory drug
antiinflammatory drugs
chebi_ontology
tranquilizing drug
A traditional grouping of drugs said to have a soothing or calming effect on mood, thought or behaviour.
CHEBI:35473
ataractics
chebi_ontology
tranquilising drug
tranquilizing drugs
tranquillising agent
tranquillizing agents
anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
CHEBI:35474
anti-anxiety agents
anti-anxiety drugs
anxiolytic agents
anxiolytics
chebi_ontology
minor tranquilisers
minor tranquilizers
minor tranquilizing agents
alkali metal salt
CHEBI:35479
alkali metal salts
chebi_ontology
analgesic
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:35480
chebi_ontology
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
CHEBI:35481
chebi_ontology
central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
CHEBI:35488
CNS depressants
central nervous system depressants
chebi_ontology
organic disulfide
0
63.944
64.13000
CHEBI:35489
Compounds of structure RSSR in which R and R' are organic groups.
S2R2
[*]SS[*]
an organic disulfide
chebi_ontology
disulfides
organic disulfides
cystine zwitterion
0
240.024
240.30256
3,3'-disulfanediylbis(2-ammoniopropanoate)
3,3'-dithiobis(2-ammoniopropanoate)
An amino acid zwitterion that is the tautomer of cystine.
C6H12N2O4S2
CHEBI:35492
Gmelin:51007
InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)
LEVWYRKDKASIDU-UHFFFAOYSA-N
[NH3+]C(CSSCC([NH3+])C([O-])=O)C([O-])=O
chebi_ontology
diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
CHEBI:35498
chebi_ontology
diuretics
alkaloid fundamental parent
CHEBI:35506
alkaloid fundamental parents
chebi_ontology
natural product fundamental parent
CHEBI:35507
chebi_ontology
natural product fundamental parents
steroid fundamental parent
CHEBI:35508
chebi_ontology
steroid fundamental parents
androstane
0
260.250
260.45738
Beilstein:5247532
C19H32
CAS:24887-75-0
CHEBI:35509
InChI=1S/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3/t14?,15-,16-,17-,18-,19-/m0/s1
LIPID_MAPS_instance:LMST02020000
QZLYKIGBANMMBK-FZFXZXLVSA-N
[H][C@@]12CCC3CCCC[C@]3(C)[C@@]1([H])CC[C@]1(C)CCC[C@@]21[H]
androstane
chebi_ontology
5alpha-cholestane
(5alpha)-cholestane
0
372.376
372.67002
5alpha-cholestane
Beilstein:2051806
C27H48
CAS:481-21-0
CHEBI:20650
CHEBI:35515
HMDB:HMDB0041632
InChI=1S/C27H48/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h19-25H,6-18H2,1-5H3/t20-,21-,22+,23-,24+,25+,26+,27-/m1/s1
Reaxys:2051806
The 5alpha-stereoisomer of cholestane.
XIIAYQZJNBULGD-XWLABEFZSA-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)CCCC(C)C
alpha-cholestane
chebi_ontology
cholestane
0
372.376
372.67002
Beilstein:5334741
C27H48
CAS:14982-53-7
CHEBI:35516
InChI=1S/C27H48/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h19-25H,6-18H2,1-5H3/t20-,21?,22+,23-,24+,25+,26+,27-/m1/s1
LIPID_MAPS_instance:LMST01010000
Wikipedia:Cholestane
XIIAYQZJNBULGD-LDHZKLTISA-N
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4CCCC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
chebi_ontology
cholestane
cholane
0
330.329
330.59028
C24H42
CHEBI:35519
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_ontology
cholane
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
CHEBI:35522
beta-adrenergic agonists
beta-adrenergic receptor agonist
beta-adrenoceptor agonists
chebi_ontology
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
CHEBI:35524
chebi_ontology
sympathomimetic
sympathomimetics
hypoglycemic agent
A drug which lowers the blood glucose level.
CHEBI:35526
antidiabetic
antihyperglycemic
antihyperglycemic agent
antihyperglycemic agents
antihyperglycemic drug
antihyperglycemic drugs
antihyperglycemics
chebi_ontology
hypoglycemic agents
hypoglycemic drug
hypoglycemic drugs
bipyridine
Bipyridin
C10H8N2
CHEBI:35545
bipyridine
bipyridyl
chebi_ontology
heterocyclic organic fundamental parent
CHEBI:35552
chebi_ontology
heterocyclic fundamental parent
heterocyclic organic fundamental parents
heterocyclic parent hydrides
organic heterocyclic fundamental parents
cardiovascular drug
A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
CHEBI:35554
cardiovascular agent
cardiovascular drugs
chebi_ontology
mancude organic heteromonocyclic parent
CHEBI:35555
chebi_ontology
mancude organic heteromonocyclic parents
mancude-ring organic heteromonocyclic parents
mancude ring
Any molecular entity that consists of a ring having (formally) the maximum number of noncumulative double bonds.
CHEBI:35568
chebi_ontology
mancude rings
mancude-ring systems
mancunide-ring systems
mancude organic heterobicyclic parent
CHEBI:35570
chebi_ontology
mancude organic heterobicyclic parents
mancude-ring organic heterobicyclic parents
mancude organic heterocyclic parent
CHEBI:35571
chebi_ontology
mancude organic heterocyclic parents
mancude-ring organic heterocyclic parents
organic mancude parent
CHEBI:35573
chebi_ontology
organic mancude parents
organic mancude-ring parents
purine
A heterobicyclic aromatic organic compound comprising a pyrimidine ring fused to an imidazole ring; the parent compound of the purines.
C5H4N4
CHEBI:35584
HMDB:HMDB0001366
KEGG:C15587
MetaCyc:PURINE
PMID:12865945
PMID:24088627
chebi_ontology
purine
1H-purine
0
120.044
120.11210
1H-purine
C5H4N4
CHEBI:35586
Gmelin:2379911
InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)
KDCGOANMDULRCW-UHFFFAOYSA-N
The 1H-tautomer of purine.
c1nc2c[nH]cnc2n1
chebi_ontology
3H-purine
0
120.044
120.11222
3H-purine
C5H4N4
CHEBI:35588
InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)
KDCGOANMDULRCW-UHFFFAOYSA-N
PMID:6149478
PMID:7178185
PMID:7296170
Reaxys:1210196
The 3H-tautomer of purine.
c1nc2cnc[nH]c2n1
chebi_ontology
9H-purine
0
120.044
120.11222
9H-purine
Beilstein:606899
C5H4N4
CAS:120-73-0
CHEBI:35589
Gmelin:3120
InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)
KDCGOANMDULRCW-UHFFFAOYSA-N
The 9H-tautomer of purine.
Wikipedia:Purine
c1ncc2nc[nH]c2n1
chebi_ontology
carbon oxoanion
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.
CHEBI:35604
carbon oxoanion
carbon oxoanions
chebi_ontology
oxocarbon anion
oxocarbon anions
carbon oxoacid
CHEBI:35605
carbon oxoacids
chebi_ontology
oxoacids of carbon
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
CHEBI:35610
anticancer agent
anticancer agents
antineoplastic
antineoplastic agents
chebi_ontology
cytostatic
flavouring agent
A food additive that is used to added improve the taste or odour of a food.
CHEBI:35617
chebi_ontology
flavoring agent
flavoring agents
flavour enhancer
flavour enhancers
flavouring agents
aromatic ether
Any ether in which the oxygen is attached to at least one aryl substituent.
CHEBI:35618
chebi_ontology
vasodilator agent
A drug used to cause dilation of the blood vessels.
CHEBI:35620
chebi_ontology
vasodilator
vasodilator agents
anticonvulsant
A drug used to prevent seizures or reduce their severity.
Antiepileptika
Antiepileptikum
Antikonvulsiva
Antikonvulsivum
CHEBI:35623
anti-convulsant
anti-convulsants
anti-convulsive agent
anti-convulsive agents
anticonvulsants
anticonvulsive agent
anticonvulsive agents
antiepileptic
antiepileptics
antiepileptique
antiepileptiques
chebi_ontology
adrenergic uptake inhibitor
ARI
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
CHEBI:35640
NERI
NRI
adrenergic reuptake inhibitor
adrenergic reuptake inhibitors
adrenergic uptake inhibitors
chebi_ontology
norepinephrine reuptake inhibitor
norepinephrine reuptake inhibitors
5-ammoniolevulinate
0
131.058
131.12990
5-aminolevulinate
5-ammonio-4-oxopentanoate
5-ammonio-4-oxovalerate
5-azaniumyl-4-oxopentanoate
C5H9NO3
CHEBI:356416
InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)
PMID:14667225
The zwitterion formed from 5-aminolevulinic acid by transfer of a proton from the carboxy group to the amino group. It is the major species present at physiological pH.
ZGXJTSGNIOSYLO-UHFFFAOYSA-N
[NH3+]CC(=O)CCC([O-])=O
chebi_ontology
EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor
Any EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that inhibits HMG-CoA reductases. Hydroxymethylglutaryl-CoA reductase inhibitors have been shown to lower directly cholesterol synthesis. The Enzyme Commission designation is EC 1.1.1.34 for the NADPH-dependent enzyme and EC 1.1.1.88 for an NADH-dependent enzyme.
CHEBI:35664
HMG-CoA reductase inhibitor
HMG-CoA reductase inhibitors
PMID:1464741
PMID:15531285
PMID:20467214
Wikipedia:HMG-CoA_reductase
chebi_ontology
hydroxymethylglutaryl-CoA reductase inhibitor
hydroxymethylglutaryl-CoA reductase inhibitors
histamine agonist
A drug that binds to and activates histamine receptors. Although they have been suggested for a variety of clinical applications, histamine agonists have so far been more widely used in research than therapeutically.
CHEBI:35678
chebi_ontology
histamine agonists
antilipemic drug
A substance used to treat hyperlipidemia (an excess of lipids in the blood).
CHEBI:35679
Wikipedia:Hypolipidemic_agent
antihyperlipemic
antihyperlipemics
antihyperlipidemic
antihyperlipidemic agent
antihyperlipidemic agents
antihyperlipidemic drug
antihyperlipidemic drugs
antihyperlipidemics
antilipemic
antilipemic drugs
antilipemics
chebi_ontology
hypolipidemic agent
hypolipidemic agents
secondary alcohol
0
30.011
30.02600
58.07910
A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
CH2OR2
CHEBI:13425
CHEBI:13686
CHEBI:26617
CHEBI:35681
CHEBI:58662
CHEBI:8741
CHEBI:9077
KEGG:C00432
KEGG:C01612
OC([*])[*]
R-CHOH-R'
Secondary alcohol
a secondary alcohol
chebi_ontology
secondary alcohols
dicarboxylic acid
Any carboxylic acid containing two carboxy groups.
CHEBI:23692
CHEBI:35692
CHEBI:36172
CHEBI:4501
Dicarboxylic acid
KEGG:C02028
chebi_ontology
dicarboxylic acids
dicarboxylic acid anion
CHEBI:35693
chebi_ontology
dicarboxylic acid anion
dicarboxylic acid anions
dicarboxylic acid monoanion
Any dicarboxylic acid anion that is a monoanion obtained by the deprotonation of only one of the carboxy groups of the dicarboxylic acid.
CHEBI:35695
chebi_ontology
dicarboxylic acid monoanions
ester
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:35701
CHEBI:4859
Ester
KEGG:C00287
Wikipedia:Ester
chebi_ontology
esters
diethyl ether
0
1,1'-oxybisethane
1,1'-oxydiethane
3-oxapentane
74.073
74.12160
Aether
An ether in which the oxygen atom is linked to two ethyl groups.
Anesthetic ether
Beilstein:1696894
C4H10O
CAS:60-29-7
CCOCC
CHEBI:23991
CHEBI:31565
CHEBI:35702
Diethyl ether
Diethylaether
Drug_Central:4417
Ether
Gmelin:25444
InChI=1S/C4H10O/c1-3-5-4-2/h3-4H2,1-2H3
KEGG:C13240
KEGG:D01772
PMID:24443836
Pronarcol
R-610
RTZKZFJDLAIYFH-UHFFFAOYSA-N
Reaxys:1696894
Wikipedia:Diethyl_ether
aether
aether pro narcosi
chebi_ontology
diethyl oxide
ethoxyethane
ethyl ether
ethyl oxide
xenobiotic
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
CHEBI:35703
KEGG:C06708
Wikipedia:Xenobiotic
Xenobiotic
chebi_ontology
xenobiotic
xenobiotic compounds
xenobiotics
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
CHEBI:35705
chebi_ontology
immunosuppressant
immunosuppressive agents
inmunosupresor
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
CHEBI:35717
chebi_ontology
hypnotics
hypnotics and sedatives
sedative drug
sedatives
sedatives and hypnotics
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
CHEBI:35718
antifungal
antifungal agents
antifungal drug
antifungal drugs
antifungals
chebi_ontology
heparan sulfates
CHEBI:35721
chebi_ontology
sulfated glycosaminoglycan
CHEBI:35722
chebi_ontology
glycosaminoglycan sulfate
glycosaminoglycan sulfates
sulfated glycosaminoglycans
carbohydrate sulfate
CHEBI:35724
carbohydrate sulfates
carbohydrate sulphates
chebi_ontology
dicarboxylic acid monoamide
CHEBI:13210
CHEBI:23691
CHEBI:35735
CHEBI:6976
chebi_ontology
dicarboxylic acid monoamide
dicarboxylic acid monoamides
monothiocarboxylic acid
CHEBI:35737
Compounds in which one oxygen of a carboxy group has been replaced by divalent sulfur; RC(=O)SH or RC(=S)OH.
chebi_ontology
monothiocarboxylic acid
monothiocarboxylic acids
monothiocarboxylic acids
thio acid
liposaccharide
CHEBI:35740
chebi_ontology
liposaccharides
glycerolipid
Any member of the group of lipids containing a common glycerol backbone to which at least one fatty acid-derived group is attached.
CHEBI:35741
PMID:18606873
chebi_ontology
glycerolipids
carbocyclic fatty acid
Any fatty acid containing a ring composed of carbon atoms.
CHEBI:35744
carbocyclic fatty acids
chebi_ontology
tricarboxylic acid anion
Any anion of a tricarboxylic acid formed by deprotonation of at least one carboxy group.
CHEBI:35753
chebi_ontology
tricarboxylic acid anion
tricarboxylic acid anions
monocarboxylic acid anion
-1
43.990
44.01000
A carboxylic acid anion formed when the carboxy group of a monocarboxylic acid is deprotonated.
CHEBI:13657
CHEBI:25382
CHEBI:3407
CHEBI:35757
CO2R
Carboxylate
KEGG:C00060
Monocarboxylate
[O-]C([*])=O
a monocarboxylate
chebi_ontology
monocarboxylates
monocarboxylic acid anions
phosphate ion
A phosphorus oxoanion that is the conjugate base of phosphoric acid.
CHEBI:35780
Pi
chebi_ontology
phosphate
phosphate ions
diphosphate ion
CHEBI:14177
CHEBI:35781
CHEBI:35782
PPi
chebi_ontology
diphosphate ions
sphingoid
CHEBI:35785
LIPID_MAPS_class:LMSP01
Spd
Sphinganine, its homologs and stereoisomers, and the hydroxy and unsaturated derivatives of these compounds.
chebi_ontology
sphingoid
sphingoid base
sphingoid bases
sphingoids
phosphosphingolipid
CHEBI:35786
chebi_ontology
phosphosphingolipids
sphingophospholipid
sphingophospholipids
seco-steroid
CHEBI:35788
chebi_ontology
seco-steroids
oxo steroid
CHEBI:24979
CHEBI:25804
CHEBI:35789
chebi_ontology
keto steroids
ketosteroids
oxo steroids
oxosteroids
tetrapyrrole fundamental parent
CHEBI:35794
chebi_ontology
tetrapyrrole fundamental parents
citrate(1-)
-1
191.11558
A tricarboxylic acid monoanion that is the conjugate base of citric acid, obtained by deprotonation of one of the three carboxy groups.
C6H7O7
CHEBI:35804
H2cit
H2cit(-)
chebi_ontology
dihydrogen citrate
citrate(2-)
-2
190.10764
A tricarboxylic acid dianion obtained by deprotonation of two of the three carboxy groups of citric acid.
C6H6O7
CHEBI:35808
Hcit
Hcit(2-)
chebi_ontology
hydrogen citrate
branched-chain fatty acid
Any fatty acid in which the parent hydrocarbon chain has one or more alkyl substituents; a common component in animal and bacterial lipids. The fatty acyl chain is usually saturated and the substituent a methyl group; however, unsaturated BCFAs are found in marine animals, and branches other than methyl are found in microbial lipids.
BCFA
BCFAs
Branched chain fatty acid
CHEBI:22919
CHEBI:3166
CHEBI:35819
KEGG:C05996
PMID:18318842
branched fatty acid
branched fatty acids
branched-chain fatty acids
chebi_ontology
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
CHEBI:35820
Wikipedia:Antiprotozoal_agent
antiprotozoal agent
antiprotozoal agents
antiprotozoal drugs
chebi_ontology
anticholesteremic drug
A substance used to lower plasma cholesterol levels.
CHEBI:35821
CHEBI:64906
anticholesteremic
anticholesteremic agent
anticholesteremic drugs
antihypercholesterolemic
antihypercholesterolemic agent
antihypercholesterolemic agents
antihypercholesterolemic drug
antihypercholesterolemic drugs
antihypercholesterolemics
chebi_ontology
cholesterol inhibitor
hypocholesteremic agent
mandelic acid
(RS)-Mandelic acid
0
152.047
152.14732
2-Hydroxy-2-phenylacetic acid
2-Hydroxy-2-phenylethanoic acid
A 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups.
Beilstein:510011
C8H8O3
CAS:90-64-2
CHEBI:25149
CHEBI:32801
CHEBI:35825
DL-Mandelic acid
Drug_Central:1629
Gmelin:218213
HMDB:HMDB0000703
IWYDHOAUDWTVEP-UHFFFAOYSA-N
InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)
Mandelsaeure
OC(C(O)=O)c1ccccc1
PMID:22770225
PMID:24278065
PMID:4813698
Reaxys:510011
Wikipedia:Mandelic_acid
alpha-hydroxybenzeneacetic acid
chebi_ontology
hydroxy(phenyl)acetic acid
hydroxy monocarboxylic acid
Any monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent.
CHEBI:35868
chebi_ontology
hydroxy acid
hydroxy monocarboxylic acids
oxo monocarboxylic acid
Any monocarboxylic acid having at least one additional oxo functional group.
CHEBI:35871
chebi_ontology
oxo monocarboxylic acids
imidazopyrimidine
CHEBI:35875
chebi_ontology
imidazopyrimidines
pnictogen hydride
CHEBI:35881
chebi_ontology
pnictogen hydride
pnictogen hydrides
oxo monocarboxylic acid anion
CHEBI:35178
CHEBI:35901
CHEBI:35902
chebi_ontology
oxo monocarboxylic acid anions
oxo carboxylic acid anion
Any carboxylic acid anion containing at least one oxo group.
CHEBI:35903
chebi_ontology
oxo carboxylic acid anions
glutarate(1-)
-1
131.034
131.10668
4-carboxybutanoate
A dicarboxylic acid monoanion that is the conjugate base of glutaric acid.
Beilstein:3904478
C5H7O4
CHEBI:30922
CHEBI:35906
CHEBI:35907
Gmelin:326031
InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)/p-1
JFCQEDHGNNZCLN-UHFFFAOYSA-M
OC(=O)CCCC([O-])=O
Reaxys:3904478
chebi_ontology
hydrogen glutarate
2-oxo monocarboxylic acid
0
2-Oxo acid
2-Oxocarboxylate
2-oxo acid
2-oxo carboxylic acids
2-oxo monocarboxylic acids
72.993
73.02750
Any monocarboxylic acid having a 2-oxo substituent.
C2HO3R
CHEBI:11634
CHEBI:1238
CHEBI:13195
CHEBI:13594
CHEBI:19736
CHEBI:35909
CHEBI:35910
KEGG:C00161
OC(=O)C([*])=O
chebi_ontology
sterol ester
0
3-hydroxysteroid ester
3-hydroxysteroid esters
302.225
302.452
A steroid ester obtained by formal condensation of the carboxy group of any carboxylic acid with the 3-hydroxy group of a sterol.
C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)OC(*)=O)C
C20H30O2R2
CHEBI:13220
CHEBI:15115
CHEBI:26770
CHEBI:26772
CHEBI:35915
CHEBI:9268
CHEBI:9269
KEGG:C01958
Sterol ester
Steryl ester
a steryl ester
chebi_ontology
delta-amino acid
A non-proteinogenic amino acid in which the amino group is located on the carbon atom at the position delta to the carboxy group.
CHEBI:35931
chebi_ontology
delta-amino acids
pent-2-enoic acid
0
100.052
100.11582
2-pentenoic acid
A pentenoic acid having the double bond at position 2.
C5:1, n-3
C5H8O2
CAS:626-98-2
CHEBI:35939
InChI=1S/C5H8O2/c1-2-3-4-5(6)7/h3-4H,2H2,1H3,(H,6,7)
LIPID_MAPS_instance:LMFA01030005
Pent-2-ensaeure
Propylidenessigsaeure
Reaxys:1720310
YIYBQIKDCADOSF-UHFFFAOYSA-N
[H]C(CC)=CC(O)=O
alpha-Butylen-alpha-carbonsaeure
alpha-pentenoic acid
alpha.beta-Pentensaeure
beta-Aethyl-acrylsaeure
beta-Aethylacrylsaeure
beta-ethyl acrylic acid
chebi_ontology
pent-2-enoic acid
neurotransmitter agent
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:35942
chebi_ontology
neurotransmitter agents
4-oxo monocarboxylic acid
4-oxo acid
4-oxo monocarboxylic acids
CHEBI:35950
chebi_ontology
3-hydroxy monocarboxylic acid
3-hydroxy acid
3-hydroxy monocarboxylic acids
A hydroxy monocarboxylic acid that has a hydroxy group beta to the carboxy group.
CHEBI:35969
beta-hydroxy acid
beta-hydroxy acids
beta-hydroxy carboxylic acid
beta-hydroxy carboxylic acids
chebi_ontology
dihydroxy monocarboxylic acid
Any hydroxy monocarboxylic acid carrying at least two hydroxy groups.
CHEBI:35972
chebi_ontology
dihydroxy monocarboxylic acids
diamino acid
Any amino acid carrying two amino groups.
CHEBI:35987
chebi_ontology
antimicrobial drug
A drug used to treat or prevent microbial infections.
CHEBI:36043
antimicrobial drugs
chebi_ontology
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
CHEBI:36044
anti-viral drug
anti-virus drug
antiviral drugs
chebi_ontology
hydroxy monocarboxylic acid anion
Any monocarboxylic acid anion carrying at least one hydroxy substituent.
CHEBI:36059
chebi_ontology
hydroxy monocarboxylic acid anions
hydroxymonocarboxylic acid anion
hydroxymonocarboxylic acid anions
oxytocic
A drug that stimulates contraction of the myometrium. Oxytocics are used to induce labour, obstetric at term, to prevent or control postpartum or postabortion haemorrhage, and to assess foetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (abortifacients).
CHEBI:36063
chebi_ontology
oxytocic
oxytocic agents
oxytocic drugs
uterine stimulants
cholanoid
CHEBI:22867
CHEBI:36078
CHEBI:50419
LIPID_MAPS_class:LMST04
bile acids and derivatives
chebi_ontology
cholanoids
protein
A biological macromolecule minimally consisting of one polypeptide chain synthesized at the ribosome.
CHEBI:13677
CHEBI:14911
CHEBI:36080
chebi_ontology
proteins
inorganic chloride
CHEBI:36093
chebi_ontology
inorganic chloride salt
inorganic chloride salts
inorganic chlorides
quinone
CHEBI:13684
CHEBI:26517
CHEBI:36141
Chinon
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).
Wikipedia:Quinone
chebi_ontology
quinone
quinones
quinones
oxo dicarboxylic acid
Any dicarboxylic acid carrying one or more oxo groups.
CHEBI:36145
chebi_ontology
oxo dicarboxylic acids
oxo dicarboxylate
CHEBI:36147
chebi_ontology
oxo dicarboxylates
oxo-dicarboxylic acid dianion
oxo-dicarboxylic acid dianions
2-hydroxyglutarate(1-)
-1
147.029
147.10610
A dicarboxylic acid monoanion resulting from the removal of a proton from one of the carboxylic acid groups of 2-hydroxyglutaric acid.
C5H7O5
CHEBI:36149
HWXBTNAVRSUOJR-UHFFFAOYSA-M
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/p-1
[H+].OC(CCC([O-])=O)C([O-])=O
chebi_ontology
hydrogen 2-hydroxypentanedioate
disaccharide
A compound in which two monosaccharides are joined by a glycosidic bond.
CHEBI:23844
CHEBI:36233
CHEBI:4654
Disaccharid
Disaccharide
Disacharid
KEGG:C01911
chebi_ontology
disacarido
disacaridos
disaccharides
cholanic acid
0
360.303
360.57320
A steroid acid that consists of cholane having a carboxy group in place of the methyl group at position 24.
C24H40O2
CAS:25312-65-6
CHEBI:36237
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
Patent:JP2008069152
RPKLZQLYODPWTM-KBMWBBLPSA-N
Reaxys:13246008
[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_ontology
cholan-24-oic acid
5beta-cholanic acid
(5beta)-cholan-24-oic acid
(5beta,17beta)-gamma-methylandrostane-17-butanoic acid
0
360.303
360.57320
5beta-cholan-24-oic acid
5beta-cholanic acid
5beta-cholanoic acid
Beilstein:3214794
C24H40O2
CAS:546-18-9
CHEBI:36238
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
LIPID_MAPS_instance:LMST04010441
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
chebi_ontology
ursocholanic acid
3-(4-hydroxyphenyl)pyruvate
-1
179.034
179.14950
3-(4-Hydroxyphenyl)pyruvate
3-(4-hydroxyphenyl)-2-oxopropanoate
3-(4-hydroxyphenyl)pyruvate
3-(p-hydroxyphenyl)pyruvate
4-Hydroxyphenylpyruvate
A 2-oxo monocarboxylic acid anion obtained by removal of a proton from the carboxylic acid group of 3-(4-hydroxyphenyl)pyruvic acid.
Beilstein:3950858
C9H7O4
CHEBI:11725
CHEBI:11727
CHEBI:12016
CHEBI:20425
CHEBI:36242
CHEBI:594665
HPP
InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)/p-1
KEGG:C01179
KKADPXVIOXHVKN-UHFFFAOYSA-M
Oc1ccc(CC(=O)C([O-])=O)cc1
PMID:11948155
PMID:14593448
Reaxys:3950858
UM-BBD_compID:c0235
chebi_ontology
p-hydroxyphenylpyruvate
5beta-cholanic acids
CHEBI:36248
Members of the class of cholanic acids based on a 5beta-cholane skeleton.
chebi_ontology
bile acid salt
A salt of a bile acid.
CHEBI:36277
bile acid salts
chebi_ontology
cholanic acids
CHEBI:23166
CHEBI:23211
CHEBI:36278
chebi_ontology
tricarboxylic acid monoanion
CHEBI:36299
chebi_ontology
tricarboxylic acid monoanions
tricarboxylic acid dianion
CHEBI:36300
chebi_ontology
tricarboxylic acid dianions
cyclic tetrapyrrole
CHEBI:36309
chebi_ontology
cyclic tetrapyrroles
macrocyclic tetrapyrrole
macrocyclic tetrapyrroles
lepton
CHEBI:36338
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
baryon
Baryon is a fermion that does experience the strong force (strong interaction). The term is derived from the Greek betaalpharhoupsilonsigma (heavy).
CHEBI:36339
baryons
chebi_ontology
fermion
CHEBI:36340
Particle of half-integer spin quantum number following Fermi-Dirac statistics. Fermions are named after Enrico Fermi.
chebi_ontology
fermion
fermions
subatomic particle
A particle smaller than an atom.
CHEBI:36342
chebi_ontology
subatomic particles
composite particle
A subatomic particle known to have substructure (i.e. consisting of smaller particles).
CHEBI:36343
chebi_ontology
composite particles
hadron
CHEBI:36344
Hadron is a subatomic particle which experiences the strong force.
chebi_ontology
hadrons
nuclear particle
A nucleus or any of its constituents in any of their energy states.
CHEBI:36347
chebi_ontology
nuclear particle
polyatomic entity
Any molecular entity consisting of more than one atom.
CHEBI:36357
chebi_ontology
polyatomic entities
polyatomic ion
An ion consisting of more than one atom.
CHEBI:36358
chebi_ontology
polyatomic ions
phosphorus oxoacid derivative
CHEBI:36359
chebi_ontology
phosphorus oxoacid derivative
phosphorus oxoacids and derivatives
CHEBI:36360
chebi_ontology
alkaline earth salt
CHEBI:36364
alkaline earth salts
chebi_ontology
emetan
0
360.257
360.53506
C25H32N2
CHEBI:36380
InChI=1S/C25H32N2/c1-2-18-17-27-14-12-20-8-4-6-10-23(20)25(27)16-21(18)15-24-22-9-5-3-7-19(22)11-13-26-24/h3-10,18,21,24-26H,2,11-17H2,1H3/t18-,21-,24+,25-/m0/s1
KSQYVPHTTWSOHG-CKBKHPSWSA-N
[H][C@]1(C[C@@]2([H])NCCc3ccccc23)C[C@]2([H])N(CCc3ccccc23)C[C@@H]1CC
chebi_ontology
emetan
mancude organic heterotricyclic parent
CHEBI:36416
chebi_ontology
mancude organic heterotricyclic parents
mancude-ring organic heterotricyclic parents
sulfoglycosphingolipid
CHEBI:36477
chebi_ontology
sulfoglycosphingolipids
galactosylceramide
0
279.095
279.244
Any of the cerebrosides in which the monosaccharide head group is galactose.
C10H17NO8R2
CHEBI:13641
CHEBI:36498
Cerebroside
D-Galactosyl-N-acylsphingosine
D-Galactosylceramide
Galactocerebroside
KEGG:C02686
KEGG:G11121
PMID:16758576
PMID:2088646
PMID:23065187
PMID:23446636
PMID:23650721
PMID:25947378
PMID:26058499
PMID:26907993
PMID:27786470
[C@H]([C@@H](*)O)(NC(=O)*)COC1O[C@@H]([C@@H]([C@@H]([C@H]1O)O)O)CO
a D-galactosylceramide
chebi_ontology
galactocerebroside
galactocerebrosides
galactosylceramides
acidic glycosphingolipid
CHEBI:22208
CHEBI:2428
CHEBI:36526
chebi_ontology
carbonyl compound
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.
CHEBI:36586
carbonyl compounds
chebi_ontology
organic oxo compound
CHEBI:36587
Organic compounds containing an oxygen atom, =O, doubly bonded to carbon or another element.
chebi_ontology
organic oxo compounds
oxo compounds
acid anhydride
CHEBI:36606
Compounds consisting of two acyl groups bonded to the same oxygen atom acyl-O-acyl.
acid anhydride
acid anhydrides
acid anhydrides
anhydride d'acide
chebi_ontology
acyclic acid anhydride
CHEBI:36608
acyclic acid anhydride
acyclic acid anhydrides
acyclic acid anhydrides
acyclic anhydrides
chebi_ontology
organochlorine compound
An organochlorine compound is a compound containing at least one carbon-chlorine bond.
CHEBI:36683
Wikipedia:Organochloride
chebi_ontology
chloroorganic compounds
chlororganische Verbindungen
organochloride compound
organochloride compounds
organochlorine compound
organochlorine compounds
organohalogen compound
A compound containing at least one carbon-halogen bond.
CHEBI:36684
chebi_ontology
organohalogen compounds
heterotricyclic compound
CHEBI:36688
chebi_ontology
heterotricyclic compound
heterotricyclic compounds
heterotricyclic compounds
corticosteroid hormone
Any of a class of steroid hormones that are produced in the adrenal cortex.
CHEBI:36699
adrenal cortex hormones
chebi_ontology
corticosteroid hormones
phosphocholines
Any compound having phosphocholine as part of its structure.
CHEBI:36700
O-phosphocholines
chebi_ontology
choline phosphates
phosphorylcholines
phosphoethanolamine
CHEBI:36711
chebi_ontology
phosphoethanolamines
biladienes
CHEBI:36735
Compounds based on a biladiene skeleton.
chebi_ontology
(trifluoromethyl)benzene
(trifluoromethyl)benzene
0
146.034
146.10980
A fluorohydrocarbon that is fluoroform in which the hydrogen is substituted by a phenyl group.
Beilstein:1906908
C6H5CF3
C7H5F3
CAS:98-08-8
CF3Ph
CHEBI:36810
FC(F)(F)c1ccccc1
GETTZEONDQJALK-UHFFFAOYSA-N
Gmelin:3670
InChI=1S/C7H5F3/c8-7(9,10)6-4-2-1-3-5-6/h1-5H
PMID:11671431
PMID:20958547
PMID:24267073
PMID:24669762
PhCF3
Reaxys:1906908
alpha,alpha,alpha-trifluorotoluene
benzotrifluoride
chebi_ontology
omega-trifluorotoluene
phenylfluoroform
trifluoromethylbenzene
seco-cholestane
CHEBI:36818
chebi_ontology
seco-cholestanes
ring assembly
CHEBI:36820
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.
chebi_ontology
ring assemblies
ring assembly
pseudohalide anion
CHEBI:36828
chebi_ontology
pseudohalide anions
pseudohalide ions
pseudohalides
pseudohalogen anion
pseudohalogen ion
polyatomic monoanion
CHEBI:36829
chebi_ontology
polyatomic monoanions
monoanion
-1
CHEBI:36830
chebi_ontology
monoanions
3-hydroxy steroid
3-hydroxy steroids
Any hydroxy steroid carrying a hydroxy group at position 3.
CHEBI:36834
chebi_ontology
3beta-hydroxy steroid
0
275.237
275.450
3beta-hydroxy steroids
A 3-hydroxy steroid in which the 3-hydroxy substituent is in the beta-position.
C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CC[C@@H](C4)O)C
C19H31OR
CHEBI:36836
CHEBI:71195
KEGG:C02945
MetaCyc:3-Beta-Hydroxysterols
PMID:10535978
PMID:12829805
a 3beta-hydroxysteroid
chebi_ontology
17-hydroxy steroid
17-hydroxy steroids
A hydroxy steroid carrying a hydroxy group at position 17.
CHEBI:36838
chebi_ontology
11-hydroxy steroid
11-hydroxy steroids
CHEBI:36841
chebi_ontology
hydroxy seco-steroid
CHEBI:36853
chebi_ontology
hydroxy seco-steroids
20-oxo steroid
20-oxo steroids
An oxo steroid carrying an oxo group at position 20.
CHEBI:36885
chebi_ontology
18-oxo steroid
18-oxo steroids
CHEBI:36887
chebi_ontology
elemental iodine
CHEBI:36893
chebi_ontology
elemental bromine
CHEBI:36894
chebi_ontology
monoatomic bromine
Br
CHEBI:36896
atomic bromine
chebi_ontology
monoatomic iodine
CHEBI:36897
I
atomic iodine
chebi_ontology
chalcogen hydride
CHEBI:36902
chalcogen hydride
chalcogen hydrides
chebi_ontology
inorganic ion
CHEBI:36914
chebi_ontology
inorganic ions
inorganic cation
CHEBI:36915
chebi_ontology
inorganic cations
cation
A monoatomic or polyatomic species having one or more elementary charges of the proton.
CHEBI:23058
CHEBI:3473
CHEBI:36916
Cation
KEGG:C01373
Kation
Kationen
cation
cationes
cations
chebi_ontology
chalcocarbonic acid
CHEBI:36961
chalcocarbonic acid
chalcocarbonic acids
chalcocarbonic acids
chebi_ontology
organochalcogen compound
An organochalcogen compound is a compound containing at least one carbon-chalcogen bond.
CHEBI:36962
chebi_ontology
organochalcogen compound
organochalcogen compounds
organooxygen compound
An organochalcogen compound containing at least one carbon-oxygen bond.
CHEBI:36963
PMID:17586126
chebi_ontology
organooxygen compound
organooxygen compounds
nucleotide
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:36976
CHEBI:7656
KEGG:C00215
Nucleotide
a nucleotide
chebi_ontology
nucleotides
cyclic purine nucleotide
CHEBI:36982
chebi_ontology
cyclic purine nucleotides
ribonucleoside 5'-monophosphate
CHEBI:1976
CHEBI:1977
CHEBI:20500
CHEBI:36996
CHEBI:37010
chebi_ontology
ribonucleoside 5'-monophosphates
ribonucleoside 5'-phosphate
CHEBI:37015
chebi_ontology
ribonucleoside 5'-phosphates
purine ribonucleoside 5'-monophosphate
CHEBI:37021
chebi_ontology
purine ribonucleoside 5'-monophosphates
amino-acid anion
CHEBI:37022
amino acid anions
amino-acid anion
amino-acid anions
chebi_ontology
purine ribonucleoside 5'-diphosphate
CHEBI:37038
chebi_ontology
purine ribonucleoside 5'-diphosphates
purine ribonucleoside 5'-triphosphate
CHEBI:37045
chebi_ontology
purine ribonucleoside 5'-triphosphates
3-hydroxybutyrate
-1
103.040
103.09658
3-OH butyrate
3-OH-butyrate
3-hydroxybutanoate
A hydroxy fatty acid anion that is the conjugate base of 3-hydroxybutyric acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Beilstein:4127635
C4H7O3
CC(O)CC([O-])=O
CHEBI:37054
DL-3-hydroxybutyrate
InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/p-1
Reaxys:4127635
WHBMMWSBFZVSSR-UHFFFAOYSA-M
beta-hydroxy-n-butyrate
beta-hydroxybutanoate
chebi_ontology
ribonucleoside 5'-diphosphate
CHEBI:37075
chebi_ontology
ribonucleoside 5'-diphosphates
ribonucleoside 5'-triphosphate
CHEBI:37076
chebi_ontology
ribonucleoside 5'-triphosphates
adenosine 5'-phosphate
CHEBI:37096
adenosine 5'-phosphates
chebi_ontology
organobromine compound
A compound containing at least one carbon-bromine bond.
CHEBI:37141
bromoorganic compound
chebi_ontology
organobromine compounds
organoiodine compound
An organoiodine compound is a compound containing at least one carbon-iodine bond.
CHEBI:37142
chebi_ontology
organoiodine compound
organoiodine compounds
organofluorine compound
An organofluorine compound is a compound containing at least one carbon-fluorine bond.
CHEBI:37143
chebi_ontology
fluoroorganic compound
fluoroorganic compounds
fluoroorganics
fluororganische Verbindungen
organofluorine compound
organofluorine compounds
glucan
A polysaccharide composed of glucose residues.
C12H22O11(C6H10O5)n
CAS:9037-91-6
CHEBI:24255
CHEBI:37163
CHEBI:5392
Glucan
KEGG:C01379
chebi_ontology
glucan
glucans
homopolysaccharide
CHEBI:37164
Glycans composed of a single type of monosaccharide residue. They are named by replacing the ending '-ose' of the sugar by '-an'.
chebi_ontology
homoglycan
homopolysaccharide
homopolysaccharides
organic hydride
CHEBI:37175
chebi_ontology
organic hydrides
mononuclear parent hydride
CHEBI:37176
chebi_ontology
mononuclear hydride
mononuclear hydrides
mononuclear parent hydrides
elemental sodium
CHEBI:37246
chebi_ontology
elemental potassium
CHEBI:37247
chebi_ontology
elemental zinc
CHEBI:37253
chebi_ontology
phytanate
-1
3,7,11,15-tetramethylhexadecanoate
3,7,11,15-tetramethylhexadecanoate
3,7,11,15-tetramethylpalmitate
311.295
311.52246
A branched-chain saturated fatty acid anion that is the conjugate base of phytanic acid, arising from deprotonation of the carboxylic acid group.
Beilstein:3669982
C20H39O2
CC(C)CCCC(C)CCCC(C)CCCC(C)CC([O-])=O
CHEBI:14834
CHEBI:26109
CHEBI:37257
InChI=1S/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)/p-1
KEGG:C01607
PMID:5130448
RLCKHJSFHOZMDR-UHFFFAOYSA-M
Reaxys:3669982
chebi_ontology
phytanate anion
mucopolysaccharide
Any of the group of polysaccharides composed of alternating units from uronic acids and glycosamines, and commonly partially esterified with sulfuric acid.
CHEBI:25425
CHEBI:37395
CHEBI:7011
KEGG:C05114
Mucopolysaccharid
Mucopolysaccharide
Mukopolysaccharid
chebi_ontology
mucopolisacarido
mucopolisacaridos
mucopolysaccharides
chondroitin sulfate
Any of a class of 10--60 kDa glycosaminoglycan sulfates, widely distributed in cartilage and other mammalian connective tissues.
CAS:9007-28-7
CHEBI:23224
CHEBI:3676
CHEBI:37397
Chondroitin sulfate
Chondroitinsulfat
KEGG:C00607
PMID:11514091
PMID:7538297
chebi_ontology
chondroitin polysulfate
chondroitin sulfates
chondroitin sulfuric acid
chondroitin sulphate
elemental copper
CHEBI:37404
chebi_ontology
alpha-amanitin
0
1,8-anhydro-S(1),C(2.5)-cyclo[L-cysteinyl-L-asparaginyl-trans-4-hydroxy-L-prolyl-(R)-4,5-dihydroxy-L-isoleucyl-6-hydroxy-L-tryptophylglycyl-L-isoleucylglycine] (R)-S(1)-oxide
918.354
918.97106
A heterodetic cyclic peptide consisting of eight amino acid residues and containing a thioether bridge between a cysteine and a tryptophan residue. It is found in a number of poisonous mushrooms, including Amanita phalloides (the death cap), Galerina marginata, and and Conocybe filaris.
Beilstein:1071138
C39H54N10O14S
CAS:23109-05-9
CHEBI:10207
CHEBI:37414
CHEBI:37415
CIORWBWIBBPXCG-SXZCQOKQSA-N
InChI=1S/C39H54N10O14S/c1-4-16(2)31-36(60)42-11-29(55)43-25-15-64(63)38-21(20-6-5-18(51)7-22(20)46-38)9-23(33(57)41-12-30(56)47-31)44-37(61)32(17(3)27(53)14-50)48-35(59)26-8-19(52)13-49(26)39(62)24(10-28(40)54)45-34(25)58/h5-7,16-17,19,23-27,31-32,46,50-53H,4,8-15H2,1-3H3,(H2,40,54)(H,41,57)(H,42,60)(H,43,55)(H,44,61)(H,45,58)(H,47,56)(H,48,59)/t16-,17-,19+,23-,24-,25-,26-,27-,31-,32-,64+/m0/s1
KEGG:C08438
KNApSAcK:C00001516
PMID:109306
PMID:17525082
PMID:19556115
PMID:20529816
PMID:23763309
PMID:6208374
PMID:6630208
PMID:9093889
Reaxys:1071138
Wikipedia:Alpha-amanitin
[H][C@]12Cc3c([nH]c4cc(O)ccc34)[S@](=O)C[C@]([H])(NC(=O)CNC(=O)[C@@]([H])(NC(=O)CNC1=O)[C@@H](C)CC)C(=O)N[C@@H](CC(N)=O)C(=O)N1C[C@H](O)C[C@@]1([H])C(=O)N[C@@]([H])([C@@H](C)[C@@H](O)CO)C(=O)N2
alpha-Amanitin
alpha-Amanitine
alpha-Amatoxin
chebi_ontology
EC 2.7.7.6 (RNA polymerase) inhibitor
An EC 2.7.7.* (nucleotidyltransferase) inhibitor that interferes with the action of RNA polymerase (EC 2.7.7.6).
C RNA formation factors inhibitor
C RNA formation factors inhibitors
C ribonucleic acid formation factors inhibitor
C ribonucleic acid formation factors inhibitors
CHEBI:37416
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
Wikipedia:RNA_polymerase
chebi_ontology
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
folic acids
A group of heterocyclic compounds based on the pteroic acid skeleton conjugated with one or more L-glutamic acid units.
CHEBI:24074
CHEBI:24076
CHEBI:37445
chebi_ontology
folate
folates
folates
acid
Acid
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
CHEBI:37527
KEGG:C00174
Saeure
Saeuren
acid
acide
acido
acids
an acid
chebi_ontology
heteroatomic molecular entity
A molecular entity consisting of two or more chemical elements.
CHEBI:37577
chebi_ontology
chemical compound
heteroatomic molecular entities
halide
Any heteroatomic molecular entity that is a chemical compound of halogen with other chemical elements.
CHEBI:37578
Wikipedia:Halide
chebi_ontology
halides
carboxamide
0
41.998
42.01680
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.
CHEBI:35354
CHEBI:35355
CHEBI:37622
CNOR3
[*]C(=O)N([*])[*]
carboxamides
carboxamides
chebi_ontology
primary carboxamide
mannose
An aldohexose that is the C-2 epimer of glucose.
C6H12O6
CHEBI:14575
CHEBI:33930
CHEBI:37684
Man
PMID:16180318
PMID:24407290
chebi_ontology
manno-hexose
mannose
protein kinase inhibitor
An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of protein kinases.
CHEBI:37699
chebi_ontology
protein kinase inhibitors
EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
BChE inhibitor
BChE inhibitors
BtChoEase inhibitor
BtChoEase inhibitors
CHEBI:37733
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
chebi_ontology
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
phosphoric ester
CHEBI:26019
CHEBI:37734
chebi_ontology
acyclic phosphorus acid anhydride
CHEBI:37786
acyclic phosphorus acid anhydrides
chebi_ontology
amino sulfonic acid
An organosulfonic acid containing one or more amino groups.
CHEBI:37793
amino sulfonic acids
aminosulfonic acid
aminosulfonic acids
chebi_ontology
butane
0
58.078
58.12220
A straight chain alkane composed of 4 carbon atoms.
Beilstein:969129
C4H10
CAS:106-97-8
CCCC
CHEBI:22945
CHEBI:25462
CHEBI:37808
CHEBI:44430
E 943a
E-943a
E943a
Gmelin:1148
IJDNQMDRQITEOD-UHFFFAOYSA-N
InChI=1S/C4H10/c1-3-4-2/h3-4H2,1-2H3
N-BUTANE
PDBeChem:NBU
PMID:24179026
R-600
Reaxys:969129
Wikipedia:Butane
butane
chebi_ontology
n-Butan
n-C4H10
n-butane
sulfuric acid derivative
CHEBI:37826
chebi_ontology
sulfuric acid derivative
sulfuric acid derivatives
carboacyl group
A carboacyl group is a group formed by loss of at least one OH from the carboxy group of a carboxylic acid.
CHEBI:37838
carboacyl groups
carboxylic acyl group
carboxylic acyl groups
chebi_ontology
growth hormone
A hormone that specifically regulates growth.
CAS:9002-72-6
CHEBI:37845
GH
KEGG:C18181
Somatotropin
Wachstumshormon
chebi_ontology
growth hormones
plant hormone
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
CHEBI:37848
Wikipedia:Phytohormone
chebi_ontology
phytohormone
phytohormones
plant growth factor
plant growth factors
plant growth hormone
plant growth hormones
plant hormones
octanol
A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of eight carbon atoms.
C8H18O
CAS:29063-28-3
CHEBI:37868
Oktanol
Oktylalkohol
chebi_ontology
n-octanol
octanol
octyl alcohol
adrenergic agonist
An agent that selectively binds to and activates adrenergic receptors.
CHEBI:37886
adrenergic agonists
adrenergic receptor agonist
adrenoceptor agonists
adrenomimetic
adrenomimetics
chebi_ontology
adrenergic antagonist
An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
CHEBI:37887
adrenergic antagonists
adrenergic blockaders
adrenergic blocker
adrenergic blockers
adrenergic receptor blockaders
adrenoceptor antagonists
chebi_ontology
alpha-adrenergic antagonist
An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
CHEBI:37890
alpha-adrenergic antagonists
alpha-adrenergic blocker
alpha-adrenergic blockers
alpha-adrenergic receptor blockaders
alpha-adrenoceptor antagonists
chebi_ontology
H1-receptor antagonist
CHEBI:37955
H1 antihistaminics
H1 receptor antagonists
H1 receptor blockaders
H1-receptor antagonists
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
H1-receptor blocker
H1-receptor blockers
PMID:22035879
chebi_ontology
classical antihistamines
classical antihistaminics
histamine antagonist
CHEBI:37956
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
antihistamine
antihistamines
antihistaminico
antihistaminics
chebi_ontology
histamine receptor blocker
histamine receptor blockers
histaminergic drug
CHEBI:37957
Drugs used for their actions on histaminergic systems.
chebi_ontology
histamine agents
histamine drugs
histaminergic agent
histaminergic agents
histaminergic drugs
adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
CHEBI:37962
adrenergic agents
adrenergic drug
adrenergic drugs
adrenergic neuron agents
adrenergics
chebi_ontology
carbotricyclic compound
A carbopolyclic compound comprising of three carbocyclic rings.
CHEBI:38032
carbotricyclic compounds
chebi_ontology
antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
CHEBI:38068
antimalarials
chebi_ontology
anti-arrhythmia drug
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:38070
antiarrhythmic agent
chebi_ontology
polypyrrole
A compound composed of two or more pyrrole units.
Beilstein:8538310
CHEBI:38077
PPys
chebi_ontology
poly(pyrrole)s
polypyrroles
organonitrogen heterocyclic compound
Any organonitrogen compound containing a cyclic component with nitrogen and at least one other element as ring member atoms.
CHEBI:38101
chebi_ontology
heterocyclic organonitrogen compounds
organonitrogen heterocyclic compounds
oxacycle
Any organic heterocyclic compound containing at least one ring oxygen atom.
CHEBI:38104
PMID:17134300
chebi_ontology
heterocyclic organooxygen compounds
organooxygen heterocyclic compounds
oxacycles
organosulfur heterocyclic compound
CHEBI:38106
chebi_ontology
heterocyclic organosulfur compounds
organosulfur heterocyclic compounds
cardiotonic drug
A drug that has a strengthening effect on the heart or that can increase cardiac output.
CHEBI:38147
cardiotonic drugs
chebi_ontology
chelator
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:38161
CHEBI:6789
Chelating agent
KEGG:C00917
KEGG:C02169
Metal chelator
chebi_ontology
chelating agents
chelators
complexon
organic heteropolycyclic compound
CHEBI:25429
CHEBI:38075
CHEBI:38166
chebi_ontology
organic heteropolycyclic compounds
monocyclic heteroarene
CHEBI:38179
chebi_ontology
monocyclic heteroarenes
polycyclic heteroarene
CHEBI:38180
chebi_ontology
polycyclic heteroarenes
hydrocarbyl anion
CHEBI:38222
chebi_ontology
pyrrolidines
Any of a class of heterocyclic amines having a saturated five-membered ring.
CHEBI:26922
CHEBI:38191
CHEBI:38260
chebi_ontology
imidazolidines
CHEBI:38261
chebi_ontology
2-amino-3-hydroxybutanoic acid
0
119.058
119.11920
2-amino-3-hydroxybutanoic acid
AYFVYJQAPQTCCC-UHFFFAOYSA-N
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
C4H9NO3
CC(O)C(N)C(O)=O
CHEBI:38263
InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)
chebi_ontology
2-amino-3-methylpentanoic acid
0
131.095
131.17296
2-amino-3-methylpentanoic acid
A branched chain amino acid that consists of 3-methylpentanoic acid bearing an amino substituent at position 2.
AGPKZVBTJJNPAG-UHFFFAOYSA-N
C6H13NO2
CAS:443-79-8
CCC(C)C(N)C(O)=O
CHEBI:38264
InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)
KEGG:C16434
PMID:10944265
Reaxys:1721790
chebi_ontology
pyrrolidinone
CHEBI:38275
chebi_ontology
pyrrolidinones
L-ascorbate
(2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate
-1
175.024
175.11618
Ascorbate
Beilstein:3549814
C6H7O6
CAS:299-36-5
CHEBI:13082
CHEBI:13861
CHEBI:38290
CIWBSHSKHKDKBQ-JLAZNSOCSA-M
Gmelin:506552
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
KEGG:C00072
L-Ascorbate
L-ascorbate
L-ascorbate(1-)
L-ascorbic acid, ion(1-)
PMID:18450228
PMID:18678913
PMID:19162177
PMID:9506998
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.
Vitamin C
[H][C@@]1(OC(=O)C(O)=C1[O-])[C@@H](O)CO
chebi_ontology
diazolidine
CHEBI:38304
chebi_ontology
diazolidines
imidazolyl carboxylic acid
Any member of the class of imidazoles in which the imidazole ring is substituted by one (or more) carboxy group(s).
CHEBI:38307
chebi_ontology
imidazolyl carboxylic acids
diazines
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:38313
chebi_ontology
pyrazines
CHEBI:38314
chebi_ontology
pyrimidinecarboxylate anion
CHEBI:38316
chebi_ontology
pyrimidinecarboxylate anions
cholinergic drug
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:38323
chebi_ontology
cholinergic agent
cholinergic drugs
cholinomimetic
cholinergic agonist
Any drug that binds to and activates cholinergic receptors.
CHEBI:38324
acetylcholine agonist
acetylcholine agonists
acetylcholine receptor agonist
chebi_ontology
cholinergic agonists
cholinomimetic
cholinomimetics
muscarinic agonist
Any drug that binds to and activates a muscarinic cholinergic receptor.
CHEBI:38325
chebi_ontology
muscarinic acetylcholine receptor agonist
muscarinic agonists
muscarinic cholinergic agonist
muscarinic cholinergic agonists
pyrimidone
A pyrimidine carrying one or more oxo substituents.
CHEBI:38337
chebi_ontology
pyrimidones
aminopyrimidine
A member of the class of pyrimidines that is pyrimidine substituted by at least one amino group and its derivatives.
CHEBI:38338
aminopyrimidines
chebi_ontology
trans-pent-2-enoic acid
(2E)-2-pentenoic acid
(2E)-pent-2-enoic acid
(E)-2-pentenic acid
(E)-2-pentenoic acid
(E)-pent-2-en-1-oic acid
0
100.052
100.11582
5:1, n-3 trans
A pent-3-enoic acid in trans- configuration.
C5:1, n-3 trans
C5H8O2
CAS:13991-37-2
CC\C=C\C(O)=O
CHEBI:38366
E-2-Pentencarbonsaeure
InChI=1S/C5H8O2/c1-2-3-4-5(6)7/h3-4H,2H2,1H3,(H,6,7)/b4-3+
LIPID_MAPS_instance:LMFA01030005
Pent-2t-ensaeure
Reaxys:1720312
YIYBQIKDCADOSF-ONEGZZNKSA-N
chebi_ontology
trans-2-pentenic acid
trans-2-pentenoic acid
trans-Pent-2-ensaeure
trans-alpha,beta-penteneoic acid
1,3-thiazoles
1,3-thiazoles
CHEBI:26949
CHEBI:38417
CHEBI:38418
chebi_ontology
1-benzopyran
1-benzopyrans
CHEBI:38443
chebi_ontology
carbamate insecticide
CHEBI:38461
Derivatives of carbamic acid with insecticidal properties of general formula ROC(=O)NR(1)R(2), where ROH is an alcohol, oxime, or phenol and R(1) is hydrogen or methyl. Like organophosphate insecticides, they are cholinesterase inhibitors, but carbamate insecticides differ in action from the organophosphates in that the inhibitory effect on cholinesterase is generally brief.
carbamate insecticides
chebi_ontology
EC 3.1.1.7 (acetylcholinesterase) inhibitor
AChEI
AcCholE inhibitor
AcCholE inhibitors
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.
CHEBI:38462
EC 3.1.1.7 (acetylcholinesterase) inhibitors
EC 3.1.1.7 inhibitor
EC 3.1.1.7 inhibitors
Wikipedia:Acetylcholinesterase_inhibitor
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
chebi_ontology
choline esterase I inhibitor
choline esterase I inhibitors
cholinesterase inhibitor
cholinesterase inhibitors
true cholinesterase inhibitor
true cholinesterase inhibitors
imidazolyl carboxylic acid anion
A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of an imidazolyl carboxylic acid.
CHEBI:38466
chebi_ontology
imidazolyl carboxylic acid anions
electron-transport chain inhibitor
CHEBI:38496
chebi_ontology
respiratory-chain inhibitor
CHEBI:38497
chebi_ontology
isoquinoline alkaloid fundamental parent
CHEBI:38515
chebi_ontology
isoquinoline alkaloid fundamental parents
1-(methylsulfanyl)acetaldoxime
0
1-(Methylthio)acetaldehyde oxime
1-(Methylthio)acetaldoxime
105.025
105.15982
Beilstein:1901214
C3H7NOS
CAS:13749-94-5
CHEBI:38534
CSC(C)=NO
InChI=1S/C3H7NOS/c1-3(4-5)6-2/h5H,1-2H3
Methomyl oxime
Methyl N-hydroxyacetimidothioate
Methyl N-hydroxyethanimidothioate
Methyl thioacetohydroxamate
TYEVWCPZVQACAE-UHFFFAOYSA-N
chebi_ontology
methyl N-hydroxyethanimidothioate
simple protein
CHEBI:38560
chebi_ontology
simple proteins
diazine
C4H4N2
CHEBI:38627
Diazin
The parent structure of the diazines.
chebi_ontology
aminoalkylindole
CHEBI:22503
CHEBI:24792
CHEBI:38631
aminoalkylindoles
chebi_ontology
membrane transport modulator
Any agent that affects the transport of molecular entities across a biological membrane.
CHEBI:38632
chebi_ontology
membrane transport modulators
organic sodium salt
CHEBI:38700
chebi_ontology
organic sodium salt
organic sodium salts
inorganic sodium salt
CHEBI:38702
chebi_ontology
inorganic sodium salts
carboxylic acid dianion
Any dianion containing at least one carboxy group.
CHEBI:38716
carboxylic acid dianion
carboxylic acid dianions
chebi_ontology
carboxylic acid trianion
A trianion containing at least one carboxy group.
CHEBI:38717
carboxylic acid trianion
carboxylic acid trianions
chebi_ontology
pteroate
C14H11N6O3
CHEBI:37074
CHEBI:38793
chebi_ontology
pteroic acid
C14H12N6O3
CAS:119-24-4
CHEBI:26378
CHEBI:38794
DrugBank:DB04196
Pteroic acid
Pteroinsaeure
chebi_ontology
pteroic acids
CHEBI:38795
chebi_ontology
pteroates
CHEBI:38796
chebi_ontology
calcium channel agonist
Agents that increase calcium influx into calcium channels of excitable tissues.
CHEBI:38807
calcium channel activator
calcium channel activators
calcium channel agonists
chebi_ontology
calcium channel modulator
A membrane transport modulator that is able to regulate intracellular calcium levels.
CHEBI:38808
calcium channel modulators
chebi_ontology
ryanodine receptor modulator
CHEBI:38809
RyR modulator
chebi_ontology
ryanodine receptor modulators
ryanodine-sensitive calcium channel modulator
ryanodine-sensitive calcium-release channel modulator
fluorocarbon
CHEBI:38824
Compounds consisting wholly of fluorine and carbon.
chebi_ontology
fluorocarbon
fluorocarbons
fluorocarbons
tetrafluoromethane
0
87.994
88.00431
Beilstein:1697288
CAS:75-73-0
CF4
CF4
CHEBI:38825
FC(F)(F)F
Freon 14
Gmelin:2016
Halon 14
InChI=1S/CF4/c2-1(3,4)5
TXEYQDLBPFQVAA-UHFFFAOYSA-N
Tetrafluorkohlenstoff
Tetrafluormethan
carbon tetrafluoride
chebi_ontology
perfluoromethane
tetrafluoridocarbon
tetrafluorocarbon
tetrafluoromethane
halophenol
CHEBI:38856
chebi_ontology
halophenol
halophenols
anaesthetic
Anaesthetika
Anaesthetikum
CHEBI:38867
Substance which produces loss of feeling or sensation.
anaesthetic
anaesthetics
anesthetic agent
anesthetic drug
anesthetics
chebi_ontology
general anaesthetic
Allgemeinanaesthetika
Allgemeinanaesthetikum
CHEBI:38869
Substance that produces loss of consciousness.
chebi_ontology
general anaesthetic
general anaesthetics
general anesthetics
inhalation anaesthetic
CHEBI:38870
Inhalationsanaesthetika
Inhalationsanaesthetikum
Inhalationsnarkotika
Inhalationsnarkotikum
anesthetic gases
chebi_ontology
inhalation anesthetics
corticotropin
0
4538.259
4541.06600
A polypeptide hormone produced and secreted by the pituitary gland comprising 39 amino acid residues coupled in a linear sequence. The N-terminal 24-amino acid segment is identical in all species and contains the adrenocorticotrophic activity. Corticotropin stimulates the cortex of the adrenal gland and boosts the synthesis of corticosteroids, mainly glucocorticoids but also sex steroids (androgens). It is used in the treatment of certain neurological disorders such as infantile spasms and multiple sclerosis, and diagnostically to investigate adrenocortical insufficiency.
ACTH
Adrenocorticotropic hormone
C207H308N56O58S
CAS:9002-60-2
CHEBI:3892
CSCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)CO)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc1ccccc1)C(O)=O
Corticotropin
DrugBank:DB01285
Drug_Central:4931
IDLFZVILOHSSID-OVLDLUHVSA-N
InChI=1S/C207H308N56O58S/c1-108(2)89-140(186(302)240-135(69-74-163(279)280)182(298)254-149(204(320)321)94-117-43-20-15-21-44-117)250-193(309)152-54-35-86-262(152)202(318)147(92-116-41-18-14-19-42-116)252-171(287)114(11)230-175(291)132(66-71-160(273)274)234-170(286)113(10)231-191(307)150(105-265)255-183(299)136(70-75-164(281)282)241-190(306)146(98-165(283)284)249-180(296)133(67-72-161(275)276)235-169(285)112(9)229-157(270)101-225-174(290)145(97-156(213)269)251-194(310)153-55-36-87-263(153)203(319)148(93-119-60-64-123(268)65-61-119)253-199(315)167(110(5)6)257-185(301)129(49-26-30-79-210)243-198(314)168(111(7)8)259-196(312)155-57-38-85-261(155)201(317)139(53-34-83-223-207(218)219)244-178(294)130(51-32-81-221-205(214)215)237-177(293)128(48-25-29-78-209)236-176(292)127(47-24-28-77-208)232-158(271)103-227-197(313)166(109(3)4)258-195(311)154-56-37-84-260(154)200(316)138(50-27-31-80-211)233-159(272)102-226-173(289)143(95-120-99-224-126-46-23-22-45-124(120)126)247-179(295)131(52-33-82-222-206(216)217)238-187(303)142(90-115-39-16-13-17-40-115)246-189(305)144(96-121-100-220-107-228-121)248-181(297)134(68-73-162(277)278)239-184(300)137(76-88-322-12)242-192(308)151(106-266)256-188(304)141(245-172(288)125(212)104-264)91-118-58-62-122(267)63-59-118/h13-23,39-46,58-65,99-100,107-114,125,127-155,166-168,224,264-268H,24-38,47-57,66-98,101-106,208-212H2,1-12H3,(H2,213,269)(H,220,228)(H,225,290)(H,226,289)(H,227,313)(H,229,270)(H,230,291)(H,231,307)(H,232,271)(H,233,272)(H,234,286)(H,235,285)(H,236,292)(H,237,293)(H,238,303)(H,239,300)(H,240,302)(H,241,306)(H,242,308)(H,243,314)(H,244,294)(H,245,288)(H,246,305)(H,247,295)(H,248,297)(H,249,296)(H,250,309)(H,251,310)(H,252,287)(H,253,315)(H,254,298)(H,255,299)(H,256,304)(H,257,301)(H,258,311)(H,259,312)(H,273,274)(H,275,276)(H,277,278)(H,279,280)(H,281,282)(H,283,284)(H,320,321)(H4,214,215,221)(H4,216,217,222)(H4,218,219,223)/t112-,113-,114-,125-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,139-,140-,141-,142-,143-,144-,145-,146-,147-,148-,149-,150-,151-,152-,153-,154-,155-,166-,167-,168-/m0/s1
KEGG:C02017
KEGG:D00146
L-seryl-L-tyrosyl-L-seryl-L-methionyl-L-alpha-glutamyl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycyl-L-lysyl-L-prolyl-L-valylglycyl-L-lysyl-L-lysyl-L-arginyl-L-arginyl-L-prolyl-L-valyl-L-lysyl-L-valyl-L-tyrosyl-L-prolyl-L-alpha-aspartylglycyl-L-alanyl-L-alpha-glutamyl-L-alpha-aspartyl-L-alpha-glutamyl-L-seryl-L-alanyl-L-alpha-glutamyl-L-alanyl-L-phenylalanyl-L-prolyl-L-leucyl-L-alpha-glutamyl-L-phenylalanine
SYSMEHFRWGKPVGKKRRPVKVYPDGAEDQLAEAFPLEF
adrenocorticotropin
chebi_ontology
corticotrofina
corticotrophine
corticotrophinum
corticotropin
cortrophin
indole alkaloid
An alkaloid containing an indole skeleton.
CHEBI:24795
CHEBI:38958
CHEBI:5901
Indole alkaloid
KEGG:C06073
Wikipedia:Indole_alkaloid
chebi_ontology
indole alkaloids
methylbenzene
Any alkylbenzene that is benzene substituted with one or more methyl groups.
CHEBI:38975
chebi_ontology
methylbenzenes
alkylbenzene
A monocyclic arene that is benzene substituted with one or more alkyl groups.
Alkylbenzol
CHEBI:38976
alkylbenzene
alkylbenzenes
chebi_ontology
apolipoprotein
CHEBI:39015
Protein component on the surface of lipoprotein.
apolipoproteins
chebi_ontology
inclusion compound
A complex in which one component (the host) forms a cavity or, in the case of a crystal, a crystal lattice containing spaces in the shape of long tunnels or channels in which molecular entities of a second chemical species (the guest) are located. There is no covalent bonding between guest and host, the attraction being generally due to van der Waals forces.
CHEBI:39022
chebi_ontology
compose d'inclusion
compuesto de inclusion
compuestos de inclusion
inclusion complex
inclusion compound
inclusion compounds
clathrate compound
CHEBI:39024
Clathrat
Clathratverbindung
Inclusion compound in which the guest molecule is in a cage formed by the host molecule or by a lattice of host molecules.
Klathrat
Klathratverbindung
cage compound
chebi_ontology
clathrate
clathrate compounds
clathrates
clatrato
clatratos
compuesto de clatrato
low-density lipoprotein
A class of lipoproteins of small size (18-25 nm) and low density (1.019-1.063 g/ml) particles with a core composed mainly of cholesterol esters and smaller amounts of triglycerides. The surface monolayer consists mostly of phospholipids, a single copy of apolipoprotein B-100, and free cholesterol molecules. The main function of LDL is to transport cholesterol and cholesterol esters from the liver. Excessive levels are associated with cardiovascular disease.
CHEBI:39026
LDL
PMID:11082530
PMID:15583011
PMID:15913955
PMID:19349632
PMID:28401639
PMID:28432662
PMID:28792690
PMID:28827781
PMID:28847800
PMID:28859941
PMID:28870972
Wikipedia:Low-density_lipoprotein
beta-lipoproteins
chebi_ontology
low-density lipoproteins
calcium cation
CHEBI:39123
Ca
calcium cation
calcium cations
chebi_ontology
calcium ion
CHEBI:39124
Ca
calcium ion
calcium ions
chebi_ontology
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
Bronsted acid
Bronsted-Saeure
CHEBI:39141
acide de Bronsted
chebi_ontology
donneur d'hydron
hydron donor
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
Bronsted base
Bronsted-Base
CHEBI:39142
accepteur d'hydron
base de Bronsted
chebi_ontology
hydron acceptor
Lewis base
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.
CHEBI:39144
Lewis base
Lewis-Base
base de Lewis
chebi_ontology
donneur d'une paire d'electrons
electron donor
4-oxopentanoate
-1
115.040
115.10728
3-acetylpropionate
4-ketovalerate
4-oxopentanoate
4-oxovalerate
A member of the class of oxopentanoates that is the conjugate base of 4-oxopentanoic acid.
Beilstein:3537533
C5H7O3
CC(=O)CCC([O-])=O
CHEBI:39150
Gmelin:325844
InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)/p-1
JOOXCMJARBKPKM-UHFFFAOYSA-M
Reaxys:3537533
beta-acetylpropionate
chebi_ontology
gamma-ketovalerate
laevulinate
levulate
levulinate
(R)-nicotine
(+)-nicotine
(R)-3-(1-methyl-2-pyrrolidinyl)pyridine
0
162.116
162.23160
3-[(2R)-1-methylpyrrolidin-2-yl]pyridine
A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has R-configuration.
Beilstein:4666243
Beilstein:82110
C10H14N2
CAS:25162-00-9
CHEBI:39162
CN1CCC[C@@H]1c1cccnc1
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m1/s1
KEGG:C16386
SNICXCGAKADSCV-SNVBAGLBSA-N
chebi_ontology
d-nicotine
pseudonicotine
halomethane
A haloalkane that is methane in which one (or more) of the hydrogens have been replaced by a halogen atom/halogen atoms.
CHEBI:39279
chebi_ontology
halomethane
halomethanes
fluoromethanes
A halomethane that is methane in which one or more hydrogens has been replaced by fluorine.
CHEBI:39281
chebi_ontology
growth regulator
Any chemical substance that inhibits the life-cycle of an organism.
CHEBI:39317
chebi_ontology
growth regulators
branched-chain saturated fatty acid
Any saturated fatty acid with a carbon side-chain or isopropyl termination.
CHEBI:39417
branched saturated fatty acid
branched saturated fatty acids
branched-chain saturated fatty acid
branched-chain saturated fatty acids
chebi_ontology
straight-chain saturated fatty acid
Any saturated fatty acid lacking a side-chain.
CHEBI:39418
PMID:15644336
chebi_ontology
straight-chain saturated fatty acid
straight-chain saturated fatty acids
tocol
2-methyl-2-phytyl-6-chromanol
A chromanol with a chroman-6-ol skeleton that is substituted at position 2 by a saturated or triply-unsaturated hydrocarbon chain consisting of three isoprenoid units.
CAS:119-98-2
CHEBI:27010
CHEBI:27011
CHEBI:39437
Reaxys:1436460
chebi_ontology
tocols
pyrimidines
Any compound having a pyrimidine as part of its structure.
CHEBI:13681
CHEBI:26448
CHEBI:39447
chebi_ontology
dihydrogenphosphate
-1
96.969
96.98724
A monovalent inorganic anion that consists of phosphoric acid in which one of the three OH groups has been deprotonated.
CHEBI:29137
CHEBI:39739
CHEBI:39745
DIHYDROGENPHOSPHATE ION
DrugBank:DB02831
Gmelin:1999
H2O4P
H2PO4(-)
InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-1
NBIIXXVUZAFLBC-UHFFFAOYSA-M
PDBeChem:2HP
[H]OP([O-])(=O)O[H]
[PO2(OH)2](-)
chebi_ontology
dihydrogen(tetraoxidophosphate)(1-)
dihydrogenphosphate
dihydrogentetraoxophosphate(1-)
dihydrogentetraoxophosphate(V)
dihydroxidodioxidophosphate(1-)
methoxyethane
0
1-methoxyethane
60.058
60.09500
Aethylmethylaether
An ether that is the methyl ether derivative of ethanol.
Beilstein:1730785
C2H5OCH3
C3H8O
CAS:540-67-0
CCOC
CHEBI:39832
Gmelin:163978
InChI=1S/C3H8O/c1-3-4-2/h3H2,1-2H3
METHOXYETHANE
Methoxyethan
Methylaethylaether
PDBeChem:2ME
PMID:12662033
Patent:KR20080019002
Reaxys:1730785
Wikipedia:Methoxyethane
XOBKSJJDNFUZPF-UHFFFAOYSA-N
chebi_ontology
methoxyethane
methyl ethyl ether
cyclic ketone
CHEBI:3992
Cyclic ketone
KEGG:C02019
chebi_ontology
cyclic ketones
fluoroform
0
70.003
70.01385
Beilstein:1731035
CAS:75-46-7
CHEBI:24073
CHEBI:41543
CHEBI:41550
CHF3
CHF3
Freon 23
Freon F-23
Gmelin:1543
InChI=1S/CHF3/c2-1(3)4/h1H
PDBeChem:CFT
TRIFLUOROMETHANE
UM-BBD_compID:c0802
XPDWGBQVDMORPB-UHFFFAOYSA-N
[H]C(F)(F)F
carbon trifluoride
chebi_ontology
fluoroform
methyl trifluoride
carbonate
-2
59.985
60.00890
BVKZGUZCCUSVTD-UHFFFAOYSA-L
Beilstein:3600898
CARBONATE ION
CAS:3812-32-6
CHEBI:29201
CHEBI:41605
CHEBI:41609
CO3
CO3(2-)
Gmelin:1559
InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-2
Karbonat
PDBeChem:CO3
[CO3](2-)
[O-]C([O-])=O
carbonate
chebi_ontology
trioxidocarbonate(2-)
D-hexose
A hexose that has D-configuration at position 5.
C6H12O6
CHEBI:4194
D-Hexose
D-hexopyranose
D-hexose
D-hexoses
KEGG:C00738
chebi_ontology
(3,4-dihydroxyphenyl)acetic acid
(3,4-dihydroxyphenyl)acetic acid
0
168.042
168.14672
2-(3,4-DIHYDROXYPHENYL)ACETIC ACID
3,4-Dihydroxyphenyl acetic acid
3,4-Dihydroxyphenylacetic acid
3,4-dihydroxyphenylacetic acid
A dihydroxyphenylacetic acid having the two hydroxy substituents located at the 3- and 4-positions. It is a metabolite of dopamine.
Beilstein:2211017
C8H8O4
CAS:102-32-9
CFFZDZCDUFSOFZ-UHFFFAOYSA-N
CHEBI:1386
CHEBI:41936
CHEBI:41941
DrugBank:DB01702
Gmelin:874810
HMDB:HMDB0001336
InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
KEGG:C01161
OC(=O)Cc1ccc(O)c(O)c1
PDBeChem:DHY
PMID:11251641
PMID:11681538
PMID:11868042
PMID:15212971
PMID:15862791
PMID:18706927
PMID:19191673
PMID:22770225
PMID:4420192
Reaxys:2211017
Wikipedia:DOPAC
chebi_ontology
dopacetic acid
homoprotocatechuic acid
L-threitol
(2S,3S)-butane-1,2,3,4-tetrol
0
122.058
122.11980
Beilstein:1719754
Beilstein:4652748
Beilstein:5725953
C4H10O4
CHEBI:42090
D-TREITOL
DrugBank:DB03278
Gmelin:1971390
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m0/s1
L-threitol
L-threo-tetritol
OC[C@H](O)[C@@H](O)CO
PDBeChem:DTL
PMID:15639248
PMID:16671745
PMID:16901854
PMID:7925706
Reaxys:1719754
The L-enantiomer of threitol.
UNXHWFMMPAWVPI-IMJSIDKUSA-N
chebi_ontology
(R)-lactic acid
(-)-lactic acid
(2R)-2-hydroxypropanoic acid
(R)-(-)-lactic acid
0
90.032
90.07794
An optically active form of lactic acid having (R)-configuration.
Beilstein:1720252
C3H6O3
CAS:10326-41-7
CHEBI:341
CHEBI:42105
CHEBI:42111
CHEBI:43701
C[C@@H](O)C(O)=O
D-2-Hydroxypropanoic acid
D-2-Hydroxypropionic acid
D-Lactic acid
D-Milchsaeure
D-lactic acid
DrugBank:DB03066
DrugBank:DB04398
Gmelin:362718
HMDB:HMDB0001311
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1
JVTAAEKCZFNVCJ-UWTATZPHSA-N
KEGG:C00256
KNApSAcK:C00019549
LACTIC ACID
PDBeChem:LAC
PMID:21842515
PMID:22127808
PMID:22277286
PMID:22344644
Reaxys:1720252
Wikipedia:Lactic_acid
chebi_ontology
(S)-lactic acid
(+)-lactic acid
(2S)-2-hydroxypropanoic acid
(S)-(+)-lactic acid
(S)-2-hydroxypropanoic acid
(S)-2-hydroxypropionic acid
0
90.032
90.07794
An optically active form of lactic acid having (S)-configuration.
Beilstein:1720251
C3H6O3
CAS:79-33-4
CHEBI:422
C[C@H](O)C(O)=O
Gmelin:362717
HMDB:HMDB0000190
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1
JVTAAEKCZFNVCJ-REOHCLBHSA-N
KEGG:C00186
KNApSAcK:C00001191
L-(+)-alpha-hydroxypropionic acid
L-(+)-lactic acid
L-Lactic acid
L-Milchsaeure
PMID:21996028
PMID:22336740
PMID:22367529
PMID:22424924
PMID:22443585
PMID:22461545
PMID:22534372
PMID:22538963
PMID:22578598
Reaxys:1720251
Wikipedia:Lactic_Acid
chebi_ontology
formyl group
-CH(O)
-CHO
0
29.003
29.01804
CHEBI:24089
CHEBI:42480
CHEBI:42485
CHO
FORMYL GROUP
Fo
H-CO-
PDBeChem:FOR
aldehyde group
carbaldehyde
chebi_ontology
formyl
methanoyl
1,1-dimethyl-4-phenylpiperazinium iodide
0
1,1-Dimethyl-4-phenylpiperazine iodide
1,1-Dimethyl-4-phenylpiperazinium Iodide
1,1-dimethyl-4-phenylpiperazinium iodide
318.059
318.19721
Beilstein:3746109
C12H19N2.I
CAS:54-77-3
CHEBI:4290
DMPP
DMPP iodide
Dimethylphenylpiperazinium iodide
InChI=1S/C12H19N2.HI/c1-14(2)10-8-13(9-11-14)12-6-4-3-5-7-12;/h3-7H,8-11H2,1-2H3;1H/q+1;/p-1
KEGG:C07488
N,N-Dimethyl-N'-phenylpiperazinium iodide
XFZJGFIKQCCLGK-UHFFFAOYSA-M
[I-].C[N+]1(C)CCN(CC1)c1ccccc1
chebi_ontology
hydroxy group
-OH
0
17.003
17.00734
CHEBI:24706
CHEBI:43171
CHEBI:43176
HO
HYDROXY GROUP
PDBeChem:HYD
chebi_ontology
hydroxy
hydroxy group
hydroxyl
hydroxyl group
oxidanyl
(4S)-4-hydroxy-3,4-dihydropyrimidin-2(1H)-one
CHEBI:43254
chebi_ontology
hydrogen iodide
0
127.912
127.91241
A diatomic molecule containing covalently bonded hydrogen and iodine atoms.
CAS:10034-85-2
CHEBI:43451
CHEBI:5591
Gmelin:814
HI
HI
Hydrogen iodide
Hydrogeniodid
Hydroiodic acid
I[H]
InChI=1S/HI/h1H
Iodwasserstoff
Jodwasserstoff
KEGG:C05590
Wasserstoffiodid
XMBWDFGMSWQBCA-UHFFFAOYSA-N
[HI]
chebi_ontology
hydriodic acid
hydrogen iodide
hydroiodic acid
iodane
iodidohydrogen
iodure d'hydrogene
hydrogenphosphate
-2
95.961
95.97930
A phosphate ion that is the conjugate base of dihydrogenphosphate.
CHEBI:29139
CHEBI:43470
CHEBI:43474
Gmelin:1998
HO4P
HPO4(2-)
HYDROGENPHOSPHATE ION
INORGANIC PHOSPHATE GROUP
InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-2
MolBase:1628
NBIIXXVUZAFLBC-UHFFFAOYSA-L
OP([O-])([O-])=O
PDBeChem:IPS
PDBeChem:PI
[P(OH)O3](2-)
[PO3(OH)](2-)
chebi_ontology
hydrogen phosphate
hydrogen(tetraoxidophosphate)(2-)
hydrogenphosphate
hydrogentetraoxophosphate(2-)
hydrogentetraoxophosphate(V)
hydroxidotrioxidophosphate(2-)
phosphate
butan-1-amine
0
1-Aminobutan
1-aminobutane
1-butanamine
1-butylamine
73.089
73.13680
A primary aliphatic amine that is butane substituted by an amino group at position 1.
BUTYLAMINE
Beilstein:605269
C4H11N
CAS:109-73-9
CCCCN
CHEBI:43799
DrugBank:DB03659
Gmelin:1784
HQABUPZFAYXKJW-UHFFFAOYSA-N
InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3
MetaCyc:BUTYLAMINE
PDBeChem:LYT
PMID:16387436
PMID:23470444
PMID:23734590
Reaxys:605269
Wikipedia:N-Butylamine
butan-1-amine
butanamine
butylamine
chebi_ontology
mono-n-butylamine
monobutylamine
n-Butylamin
n-C4H9NH2
n-butylamine
dermatan
(C14H21NO11)n
0
A mucopolysaccharide consisting of repeating beta-(1->4)-linked L-iduronyl-(beta1->3)-N-acetyl-D-galactosamine units.
CHEBI:4439
Dermatan
Dermatan L-iduronate
KEGG:C01490
chebi_ontology
diphosphate(2-)
-2
175.928
175.95920
A divalent inorganic anion obtained by removal of both protons from diphosphoric acid.
CHEBI:33018
CHEBI:45208
CHEBI:45212
DrugBank:DB02212
Gmelin:185085
H2O7P2
H2P2O7(2-)
InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)/p-2
OP([O-])(=O)OP(O)([O-])=O
PDBeChem:POP
PYROPHOSPHATE 2-
XPPKVPWEQAFLFU-UHFFFAOYSA-L
chebi_ontology
dihydrogen diphosphate
methylcarbamic acid
0
75.032
75.06664
An amino acid consisting of carbamic acid having an N-methyl substituent.
Beilstein:1738994
C2H5NO2
CAS:6414-57-9
CHEBI:38464
CHEBI:45374
CHEBI:45379
CNC(O)=O
InChI=1S/C2H5NO2/c1-3-2(4)5/h3H,1H3,(H,4,5)
Methylcarbamidsaeure
Monomethyl carbamate
N-Methylcarbamate
N-methylcarbamic acid
PDBeChem:RGI
Reaxys:1738994
UFEJKYYYVXYMMS-UHFFFAOYSA-N
chebi_ontology
methylcarbamic acid
13-cis-retinol
(13cis)-retinol
(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol
0
13-cis-retinol
286.230
286.45160
Beilstein:1913943
C20H30O
CAS:2052-63-3
CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C\CO
CHEBI:45479
FPIPGXGPPPQFEQ-HWCYFHEPSA-N
InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13-
LIPID_MAPS_instance:LMPR01090011
PDBeChem:RTL
RETINOL
chebi_ontology
sec-butyl group
-CH(CH3)-CH2-CH3
0
1-methylpropyl
57.070
57.11426
C4H9
CH3-CH2-CH(CH3)-
CHEBI:30352
CHEBI:45554
CHEBI:45557
PDBeChem:SBU
SEC-BUTYL GROUP
but-2-yl
butan-2-ido
butan-2-yl
chebi_ontology
isoleucine side-chain
s-butyl
sec-butyl
ADP(3-)
-3
424.006
424.17730
5'-O-[(phosphonatooxy)phosphinato]adenosine
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.
ADP
ADP trianion
Beilstein:3783669
C10H12N5O10P2
CHEBI:456216
Gmelin:341336
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
adenosine 5'-diphosphate
chebi_ontology
4-oxopentanoic acid
0
116.047
116.11522
3-acetylpropionic acid
3-ketobutane-1-carboxylic acid
4-ketovaleric acid
4-oxopentanoic acid
4-oxovaleric acid
An oxopentanoic acid with the oxo group in the 4-position.
Beilstein:506796
C5H8O3
CAS:123-76-2
CC(=O)CCC(O)=O
CHEBI:39149
CHEBI:45628
CHEBI:45630
DrugBank:DB02239
Gmelin:164703
HMDB:HMDB0000720
InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)
JOOXCMJARBKPKM-UHFFFAOYSA-N
LAEVULINIC ACID
LEVA
LIPID_MAPS_instance:LMFA01060006
Laevulinsaeure
Levulinsaeure
PDBeChem:SHF
PMID:13215009
PMID:16662002
PMID:19246769
PMID:23627123
Reaxys:506796
Wikipedia:Levulinic_acid
beta-acetylpropionic acid
chebi_ontology
gamma-ketovaleric acid
levulic acid
levulinic acid
hydrogensulfate
-1
96.960
97.07154
CHEBI:29199
CHEBI:45693
CHEBI:45696
Gmelin:2121
HO4S
HSO4(-)
HYDROGEN SULFATE
InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-1
PDBeChem:SOH
QAOWNCQODCNURD-UHFFFAOYSA-M
[H]OS([O-])(=O)=O
[SO3(OH)](-)
chebi_ontology
hydrogen(tetraoxidosulfate)(1-)
hydrogensulfate
hydrogensulfate(1-)
hydrogentetraoxosulfate(1-)
hydrogentetraoxosulfate(VI)
hydroxidotrioxidosulfate(1-)
5-fluorouracil
0
130.018
130.07730
5-FU
5-Fluoracil
5-Fluoropyrimidine-2,4-dione
5-Fluorouracil
5-fluoropyrimidine-2,4(1H,3H)-dione
5-fluorouracil
A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.
Beilstein:127172
C4H3FN2O2
CAS:51-21-8
CHEBI:2054
CHEBI:46343
CHEBI:46345
DrugBank:DB00544
Drug_Central:26
Fc1c[nH]c(=O)[nH]c1=O
Fluorouracil
GHASVSINZRGABV-UHFFFAOYSA-N
HMDB:HMDB0014684
InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
KEGG:C07649
KEGG:D00584
LINCS:LSM-4261
PDBeChem:URF
PMID:11356943
PMID:12520460
PMID:14769231
PMID:19023200
Reaxys:127172
Wikipedia:Fluorouracil
chebi_ontology
fluorouracil
fluorouracilo
fluorouracilum
oxo group
0
15.995
15.99940
=O
CHEBI:29353
CHEBI:44607
CHEBI:46629
O
OXO GROUP
PDBeChem:OXO
chebi_ontology
oxo
diketone
A compound that contains two ketone functionalities.
CHEBI:46640
Wikipedia:Diketone
chebi_ontology
diketones
mineral
CHEBI:46662
In general, a mineral is a chemical substance that is normally crystalline formed and has been formed as a result of geological processes. The term also includes metamict substances (naturally occurring, formerly crystalline substances whose crystallinity has been destroyed by ionising radiation) and can include naturally occurring amorphous substances that have never been crystalline ('mineraloids') such as georgite and calciouranoite as well as substances formed by the action of geological processes on bigenic compounds ('biogenic minerals').
Minerale
chebi_ontology
mineral
minerales
minerals
mineraux
fluorohydrocarbon
A compound derived from a hydrocarbon by replacing one or more hydrogen atoms with fluorine atoms.
CHEBI:46695
FKW
Fluorkohlenwasserstoffe
HFC
chebi_ontology
fluorohydrocarbons
pyrrolidinemonocarboxylic acid
CHEBI:46701
chebi_ontology
pyrrolidinemonocarboxylic acids
carbonate salt
CHEBI:46721
carbonate salts
chebi_ontology
phosphate mineral
CHEBI:46723
chebi_ontology
phosphate minerals
dipeptide
Any molecule that contains two amino-acid residues connected by peptide linkages.
C4H6N2O3R2
CHEBI:23835
CHEBI:4634
CHEBI:46761
Dipeptid
Dipeptide
KEGG:C00107
chebi_ontology
dipeptides
pyrrolidinecarboxylic acid
CHEBI:46767
chebi_ontology
pyrrolidinecarboxylic acids
hydroxypyrrolidine
CHEBI:46773
chebi_ontology
hydroxypyrrolidines
N-alkylpyrrolidine
CHEBI:46775
N-alkylpyrrolidines
chebi_ontology
solvent
A liquid that can dissolve other substances (solutes) without any change in their chemical composition.
CHEBI:46787
Loesungsmittel
Wikipedia:Solvent
chebi_ontology
solvant
solvents
ethanethioic O-acid
0
75.998
76.11856
Beilstein:1733298
C2H4OS
CC(O)=S
CHEBI:46800
DUYAAUVXQSMXQP-UHFFFAOYSA-N
Gmelin:1216872
InChI=1S/C2H4OS/c1-2(3)4/h1H3,(H,3,4)
chebi_ontology
ethanethioic O-acid
urate anion
An organic anion obtained by removal of at least one proton from any uric acid.
CHEBI:46818
chebi_ontology
urate anion
urate salt
CHEBI:46819
chebi_ontology
sarcosinium
+1
90.056
90.10116
An alpha-amino-acid cation that is the conjugate acid of sarcosine, arising from protonation of the amino group.
C3H8NO2
CHEBI:46842
FSYKKLYZXJSNPZ-UHFFFAOYSA-O
Gmelin:323778
InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)/p+1
[H][N+]([H])(C)CC(O)=O
carboxy-N-methylmethanaminium
chebi_ontology
N-arylpiperazine
CHEBI:46848
N-arylpiperazines
chebi_ontology
piperazinium salt
CHEBI:46849
chebi_ontology
piperazinium salts
organoammonium salt
CHEBI:46850
chebi_ontology
organoammonium salts
carboxy group
-C(O)OH
-CO2H
-COOH
0
44.998
45.01744
CARBOXY GROUP
CHEBI:23025
CHEBI:41420
CHEBI:46883
CHO2
PDBeChem:CBX
carboxy
carboxyl group
chebi_ontology
oxalate(1-)
-1
88.987
89.02694
A dicarboxylic acid monoanion that is the conjugate base of oxalic acid.
Beilstein:3601755
C2HO4
CHEBI:46904
Gmelin:49515
Hox
InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-1
MUBZPKHOEPUJKR-UHFFFAOYSA-M
OC(=O)C([O-])=O
carboxyformate
chebi_ontology
hydrogen ethanedioate
hydrogen oxalate
ornithinium(1+)
+1
133.098
133.16900
2,5-diammoniopentanoate
AHLPHDHHMVZTML-UHFFFAOYSA-O
C5H13N2O2
CHEBI:46912
InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+1
[NH3+]CCCC([NH3+])C([O-])=O
chebi_ontology
ornithine
ornithine monocation
ornithinium
ornithinium(1+)
ornithinium(2+)
+2
1-carboxybutane-1,4-diaminium
134.106
134.17694
AHLPHDHHMVZTML-UHFFFAOYSA-P
C5H14N2O2
CHEBI:46913
InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+2
[NH3+]CCCC([NH3+])C(O)=O
chebi_ontology
ornithine dication
ornithinediium
ornithinium(2+)
sarcosinate
(methylamino)acetate
-1
88.040
88.08528
An alpha-amino-acid anion that is the conjugate base of sarcosine, arising from deprotonation of the carboxy group.
Beilstein:3536300
C3H6NO2
CHEBI:46915
CNCC([O-])=O
FSYKKLYZXJSNPZ-UHFFFAOYSA-M
Gmelin:81987
InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)/p-1
Reaxys:3536300
chebi_ontology
sarcosinate
2-aminooctadecene-1,3-diol
2-aminooctadecene-1,3-diol
2-aminooctadecene-1,3-diols
An aminodiol composed of any octadecene having hydroxy functional groups at positions 1 and 3 and an amino substituent at position 2.
C18H37NO2
CHEBI:46963
chebi_ontology
2-aminooctadec-4-ene-1,3-diol
0
2-aminooctadec-4-ene-1,3-diol
2-aminooctadec-4-ene-1,3-diols
299.282
299.49192
A 2-aminooctadecene-1,3-diol having its double bond at position 4.
C18H37NO2
CHEBI:46964
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3
WWUZIQQURGPMPG-UHFFFAOYSA-N
[H]C(CCCCCCCCCCCCC)=C([H])C(O)C(N)CO
chebi_ontology
(2R,3S)-2-aminooctadec-4-ene-1,3-diol
(2R,3S)-2-aminooctadec-4-ene-1,3-diol
0
299.282
299.49192
A 2-aminooctadec-4-ene-1,3-diol having (2R,3S)-configuration.
Beilstein:8112208
C18H37NO2
CHEBI:46965
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/t17-,18+/m1/s1
Reaxys:8112208
WWUZIQQURGPMPG-MSOLQXFVSA-N
[H]C(CCCCCCCCCCCCC)=C([H])[C@H](O)[C@H](N)CO
chebi_ontology
L-erythro-sphingosine
(2R,3S,4E)-2-aminooctadec-4-ene-1,3-diol
0
299.282
299.49190
A (2R,3S)-2-aminooctadec-4-ene-1,3-diol in which the double bond has E geochemistry.
Beilstein:4352185
C18H37NO2
CAS:6036-75-5
CCCCCCCCCCCCC\C=C\[C@H](O)[C@H](N)CO
CHEBI:46967
CHEBI:78744
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m1/s1
L-Erythro-c18-sphingosine
L-erythro-sphing-4-enine
Reaxys:10777443
WWUZIQQURGPMPG-MCXRAWCPSA-N
chebi_ontology
L-ribose
A ribose in which the chiral carbon atom furthest away from the aldehyde group (C4') has the same configuration as in L-glyceraldehyde.
C5H10O5
CHEBI:46997
L-Rib
L-ribo-pentose
L-ribose
chebi_ontology
ribofuranose
0
150.12990
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.
C5H10O5
CHEBI:46998
chebi_ontology
rel-(3R,4S,5R)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol
ribofuranose
D-ribofuranose
(3R,4S,5R)-5-(hydroxymethyl)tetrahydrofuran-2,3,4-triol
0
150.053
150.12990
A ribofuranose having D-configuration.
Beilstein:1904878
C5H10O5
CAS:50-69-1
CHEBI:4233
CHEBI:46999
CHEBI:47013
D-Ribose
D-ribofuranose
D-ribose
Gmelin:364108
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
KEGG:C00121
OC[C@H]1OC(O)[C@H](O)[C@@H]1O
PMID:9506998
Patent:US2152662
Reaxys:1904878
chebi_ontology
ribose
tetrahydrofuranol
CHEBI:47017
chebi_ontology
tetrahydrofuranols
dihydroxytetrahydrofuran
CHEBI:47019
chebi_ontology
dihydroxytetrahydrofurans
hydroxycalciol
CHEBI:47042
chebi_ontology
hydroxycalciol
hydroxycalciols
hydroxycholecalciferol
hydroxycholecalciferols
hydrogen bromide
0
79.926
80.91194
A diatomic molecule containing covalently bonded hydrogen and bromine atoms.
BrH
Br[H]
Bromwasserstoff
CAS:10035-10-6
CHEBI:29134
CHEBI:31673
CHEBI:47266
CPELXLSAUQHCOX-UHFFFAOYSA-N
Gmelin:620
HBr
HBr
Hydrobromic acid
Hydrogenbromid
InChI=1S/BrH/h1H
KEGG:C13645
[HBr]
bromane
bromidohydrogen
bromure d'hydrogene
chebi_ontology
hydrogen bromide
imipramine
0
10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine
280.194
280.40734
3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine
3-(5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE
5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine
A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom.
Antideprin
BCGWQEUPMDMJNV-UHFFFAOYSA-N
Beilstein:256892
C19H24N2
CAS:50-49-7
CHEBI:47498
CHEBI:47499
CHEBI:5881
CN(C)CCCN1c2ccccc2CCc2ccccc12
DrugBank:DB00458
Drug_Central:1427
Gmelin:1572523
HMDB:HMDB0001848
Imipramin
Imipramine
InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3
Irmin
KEGG:C07049
KEGG:D08070
LINCS:LSM-2852
Melipramine
N-(gamma-dimethylaminopropyl)iminodibenzyl
PDBeChem:IXX
PMID:20825390
Patent:US2554736
Reaxys:256892
Wikipedia:Imipramine
chebi_ontology
imipramine
imipraminum
imizine
acetate ester
0
59.013
59.04400
Acetic ester
Acetyl ester
Any carboxylic ester where the carboxylic acid component is acetic acid.
C2H3O2R
CC(=O)O[*]
CHEBI:13244
CHEBI:13799
CHEBI:22189
CHEBI:2406
CHEBI:47622
KEGG:C01883
Wikipedia:Acetate#Esters
acetate
acetate esters
acetates
acetyl esters
an acetyl ester
chebi_ontology
ammonium salt
Ammoniumsalz
Ammoniumsalze
CHEBI:47704
ammonium salt
ammonium salts
chebi_ontology
very-low-density lipoprotein cholesterol
CHEBI:47773
Cholesterol esters and free cholesterol which are contained in or bound to very low density lipoproteins (VLDL).
VLDL cholesterol
VLDL-C
chebi_ontology
pre-beta-lipoprotein cholesterol
low-density lipoprotein cholesterol
CHEBI:47774
Cholesterol esters and free cholesterol which are contained in or bound to low-density lipoproteins (LDL).
LDL cholesterol
LDL-C
beta-lipoprotein cholesterol
chebi_ontology
high-density lipoprotein cholesterol
CHEBI:47775
Cholesterol esters and free cholesterol which are contained in or bound to high-density lipoproteins (HDL).
HDL cholesterol
HDL-C
alpha-lipoprotein cholesterol
chebi_ontology
very-low-density lipoprotein triglyceride
CHEBI:47776
Triglycerides which are contained in very low density lipoproteins (VLDL).
VLDL triacylglycerol
VLDL triglyceride
chebi_ontology
very-low-density lipoprotein triglycerides
glyceride
Any ester resulting from the condensation of one or more of the hydroxy groups of glycerol (propane-1,2,3-triol) with fatty acids.
CHEBI:13730
CHEBI:22230
CHEBI:47778
acylglycerol
acylglycerols
chebi_ontology
glyceride
glycerides
glycerides
3-oxo steroid
0
273.222
273.434
3-Oxosteroid
3-oxo steroids
3-oxosteroids
Any oxo steroid where an oxo substituent is located at position 3.
C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)=O)C
C19H29OR
CHEBI:13607
CHEBI:1653
CHEBI:20182
CHEBI:47788
CHEBI:71186
KEGG:C01876
MetaCyc:3-Oxosteroids
PMID:9811880
a 3-oxosteroid
chebi_ontology
5H-dibenzo[b,f]azepine
0
193.089
193.24388
2,2'-iminostilbene
2,3,6,7-dibenzazepine
5H-Dibenz[b,f]azepin
5H-dibenz[b,f]azepine
5H-dibenzazepine
5H-dibenzo[b,f]azepine
A mancude organic heterotricyclic parent that consists of a seven-membered nitrogen hetrocycle fused with two benzene rings.
Beilstein:1343358
C14H11N
CAS:256-96-2
CHEBI:47802
InChI=1S/C14H11N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-10,15H
LCGTWRLJTMHIQZ-UHFFFAOYSA-N
N1c2ccccc2C=Cc2ccccc12
PMID:22322005
PMID:24358274
Reaxys:1343358
Wikipedia:Dibenzazepine
chebi_ontology
dibenz(b,f)azepine
dibenzazepine
iminostilbene
o,o'-iminostilbene
dibenzoazepine
CHEBI:47804
chebi_ontology
dibenzazepine
dibenzoazepine
dibenzoazepines
emetine
0
480.299
480.63898
6',7',10,11-tetramethoxyemetan
A pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions.
AUVVAXYIELKVAI-CKBKHPSWSA-N
Beilstein:100834
Beilstein:6253162
C29H40N2O4
CAS:483-18-1
CHEBI:4781
Drug_Central:1001
Emetan
Emetin
Emetine
InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1
KEGG:C09421
KNApSAcK:C00001849
LINCS:LSM-2041
MetaCyc:CPD-14817
PMID:16109351
PMID:17094176
Reaxys:100834
Wikipedia:Emetine
[H][C@]1(C[C@@]2([H])NCCc3cc(OC)c(OC)cc23)C[C@]2([H])N(CCc3cc(OC)c(OC)cc23)C[C@@H]1CC
cephaeline methyl ether
chebi_ontology
methyl cephaeline
ureas
CHEBI:27220
CHEBI:36947
CHEBI:47857
chebi_ontology
urea derivatives
indicator
Anything used in a scientific experiment to indicate the presence of a substance or quality, change in a body, etc.
CHEBI:47867
Indikator
chebi_ontology
photosensitizing agent
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:47868
chebi_ontology
photosensitising agent
steroid ester
CHEBI:26762
CHEBI:47880
KEGG:C15506
chebi_ontology
steroid esters
cyclic polypyrrole
CHEBI:47882
chebi_ontology
cyclic polypyrroles
macrocyclic polypyrroles
polypyrrole macrocycles
steroid acid
Any steroid substituted by at least one carboxy group.
CHEBI:47891
chebi_ontology
steroid acids
alkanesulfonic acid
CHEBI:13809
CHEBI:33553
CHEBI:47901
Organic derivatives of sulfonic acid in which the sulfo group is linked directly to carbon of an alkyl group.
alkanesulfonic acid
alkanesulfonic acids
alkylsulfonic acids
chebi_ontology
3-oxo-Delta(4) steroid
0
271.206
271.418
3-Oxo-delta4-steroid
3-oxo Delta(4)-steroid
3-oxo Delta(4)-steroids
3-oxo-Delta(4) steroids
A 3-oxo steroid conjugated to a C=C double bond at the alpha,beta position.
C12C(C3C(C(CC3)*)(C)CC1)CCC=4C2(CCC(C4)=O)C
C19H27OR
CHEBI:13604
CHEBI:1626
CHEBI:20157
CHEBI:47909
KEGG:C00619
MetaCyc:3-Oxo-Delta-4-Steroids
a 3-oxo-Delta(4)-steroid
chebi_ontology
enflurane
0
183.971
184.49210
2-chloro-1,1,2-trifluoroethyl difluoromethyl ether
2-chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane
Alyrane
An ether in which the oxygen atom is connected to 2-chloro-1,1,2-trifluoroethyl and difluoromethyl groups.
Beilstein:1903921
C3H2ClF5O
CAS:13838-16-9
CHEBI:4792
DrugBank:DB00228
Drug_Central:1009
Efrane
Enflurane
Ethrane
FC(F)OC(F)(F)C(F)Cl
HMDB:HMDB0014373
InChI=1S/C3H2ClF5O/c4-1(5)3(8,9)10-2(6)7/h1-2H
JPGQOUSTVILISH-UHFFFAOYSA-N
KEGG:C07516
KEGG:D00543
Methylflurether
PMID:23934553
PMID:25386744
PMID:7457058
Patent:AU2014277860
Patent:US5783199
Reaxys:1903921
Wikipedia:Enflurane
chebi_ontology
tripeptide
Any molecule that contains three amino-acid residues connected by peptide linkages.
C6H8N3O4R3
CHEBI:27138
CHEBI:47923
CHEBI:9742
KEGG:C00316
Tripeptide
chebi_ontology
tripeptides
nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
CHEBI:47958
CHEBI:82738
Wikipedia:Nicotinic_acetylcholine_receptor
chebi_ontology
muscarinic agonists
nicotinic acetylcholine receptor agonists
nicotinic agonist
nicotinic agonists
sulfur oxide
CHEBI:48154
Schwefeloxide
chebi_ontology
oxides of sulfur
sulfur oxides
fucopyranose
6-deoxygalactopyranose
C6H12O5
CHEBI:48206
chebi_ontology
fucopyranose
antiseptic drug
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).
CHEBI:48218
Wikipedia:Antiseptic
antiseptic
antiseptic agent
antiseptic agents
antiseptics
chebi_ontology
local antiinfective agents
local microbicides
topical antiinfective agents
topical microbicides
disinfectant
An antimicrobial agent that is applied to non-living objects to destroy harmful microorganisms or to inhibit their activity.
CHEBI:48219
Desinfektionsmittel
chebi_ontology
desinfectant
disinfectants
disinfecting agent
serotonergic drug
CHEBI:48278
chebi_ontology
serotonergic agents
serotonergic drugs
serotonin drugs
serotonergic antagonist
5-HT antagonists
5-hydroxytryptamine antagonists
CHEBI:48279
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
antiserotonergic agents
chebi_ontology
serotonin antagonists
serotonin blockaders
butane-1,2,3,4-tetrol
0
1,2,3,4-tetrahydroxybutane
122.058
122.11980
A tetritol that is butane substituted by hydroxy groups at positions 1, 2, 3 and 4.
Beilstein:1735878
C4H10O4
CAS:149-32-6
CAS:7541-59-5
CHEBI:48299
Erythrite
Erythrol
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2
KEGG:C00503
KEGG:D08915
KNApSAcK:C00001161
OCC(O)C(O)CO
Phycite
Phycitol
Reaxys:1735878
UNXHWFMMPAWVPI-UHFFFAOYSA-N
butane-1,2,3,4-tetrol
chebi_ontology
D-threitol
(2R,3R)-butane-1,2,3,4-tetrol
0
122.058
122.11980
Beilstein:1719752
Beilstein:5725952
C4H10O4
CAS:2418-52-2
CAS:7493-90-5
CHEBI:48300
D-threitol
D-threo-tetritol
DrugBank:DB03278
Gmelin:1782960
HMDB:HMDB0004136
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1
KEGG:C16884
MetaCyc:CPD-12825
OC[C@@H](O)[C@H](O)CO
PDBeChem:DTL
PMID:1596913
PMID:16748290
PMID:16901854
PMID:17577890
PMID:17979222
PMID:18863753
PMID:22735334
PMID:24643482
PMID:25108762
PMID:5855592
PMID:6368527
PMID:908147
Reaxys:1719752
The D-enantiomer of threitol.
UNXHWFMMPAWVPI-QWWZWVQMSA-N
Wikipedia:Threitol
chebi_ontology
disulfide
CHEBI:48343
Compounds of structure RSSR'.
chebi_ontology
disulfides
polar solvent
A solvent that is composed of polar molecules. Polar solvents can dissolve ionic compounds or ionisable covalent compounds.
CHEBI:48354
chebi_ontology
polar solvent
polar solvents
non-polar solvent
CHEBI:48355
chebi_ontology
protic solvent
A polar solvent that is capable of acting as a hydron (proton) donor.
CHEBI:48356
chebi_ontology
protogenic solvent
aprotic solvent
CHEBI:48357
chebi_ontology
polar aprotic solvent
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.
CHEBI:48358
chebi_ontology
dipolar aprotic solvent
protophilic solvent
CHEBI:48359
chebi_ontology
amphiprotic solvent
CHEBI:48360
chebi_ontology
carbamimidic acid
0
60.032
60.05534
Beilstein:773698
CAS:4744-36-9
CH4N2O
CHEBI:48376
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
carbamimidic acid
carbonamidimidic acid
chebi_ontology
isourea
pseudourea
imidic acid
CHEBI:48377
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).
chebi_ontology
imidic acid
imidic acids
imidic acids
imino acids
carboximidic acid
CHEBI:48378
carboximidic acid
carboximidic acids
carboximidic acids
chebi_ontology
isourea
A carboximidic acid that is the imidic acid tautomer of urea, H2NC(=NH)OH, and its hydrocarbyl derivatives.
CHEBI:48379
chebi_ontology
isoureas
isoureas
true
alpha-adrenergic drug
Any drug that acts on an alpha-adrenergic receptor.
CHEBI:48539
alpha-adrenergic drugs
chebi_ontology
beta-adrenergic drug
Any of the drugs that act on beta-adrenergic receptors.
CHEBI:48540
beta-adrenergic drugs
chebi_ontology
methanesulfonates
CHEBI:48544
Esters or salts of methanesulfonic acid.
chebi_ontology
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
CHEBI:48560
chebi_ontology
dopamine agent
dopamine agents
dopamine drug
dopamine drugs
dopaminergic agents
radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
CHEBI:48578
chebi_ontology
free radical scavengers
free-radical scavenger
agonist
CHEBI:48705
Substance which binds to cell receptors normally responding to naturally occurring substances and which produces a response of its own.
agonist
agonista
agoniste
agonists
chebi_ontology
antagonist
CHEBI:48706
Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.
antagonist
antagonista
antagoniste
antagonists
chebi_ontology
sulfurous acid
0
81.972
82.08008
CAS:7782-99-2
CHEBI:26837
CHEBI:48854
CHEBI:9344
Gmelin:1458
H2O3S
H2SO3
InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)
KEGG:C00094
KNApSAcK:C00019662
LSNNMFCWUKXFEE-UHFFFAOYSA-N
OS(O)=O
PDBeChem:SO3
S(O)(OH)2
Sulfite
Sulfurous acid
UM-BBD_compID:c0348
[SO(OH)2]
acide sulfureux
acido sulfuroso
chebi_ontology
dihydrogen trioxosulfate
dihydroxidooxidosulfur
schweflige Saeure
sulfurous acid
sulphurous acid
trioxosulfuric acid
cholinergic antagonist
Anticholinergika
Anticholinergikum
Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
CHEBI:48873
acetylcholine antagonists
acetylcholine receptor antagonist
agent anticholinergique
agente anticolinergico
agentes anticolinergicos
anticholinergic agents
anticholinergics
anticholinergiques
anticolinergicos
chebi_ontology
cholinergic-blocking agents
thiazoles
An azole in which the five-membered heterocyclic aromatic skeleton contains a N atom and one S atom.
CHEBI:48901
chebi_ontology
thiazole
N-acyl-L-alpha-amino acid
0
101.011
101.061
Any L-alpha-amino acid carrying an N-acyl substituent.
C3H3NO3R2
CHEBI:13240
CHEBI:48927
CHEBI:7232
KEGG:C02850
N-Acyl-L-amino acid
chebi_ontology
phytane
0
2,6,10,14-tetramethylhexadecane
282.329
282.54748
Beilstein:1744639
C20H42
CAS:638-36-8
CCC(C)CCCC(C)CCCC(C)CCCC(C)C
CHEBI:48937
GGYKPYDKXLHNTI-UHFFFAOYSA-N
InChI=1S/C20H42/c1-7-18(4)12-9-14-20(6)16-10-15-19(5)13-8-11-17(2)3/h17-20H,7-16H2,1-6H3
Phytan
chebi_ontology
isobutyrate
-1
2-methylpropanoate
2-methylpropanoate
2-methylpropanoic acid, ion(1-)
2-methylpropionate
87.045
87.09718
A branched, short-chain, saturated fatty acid anion; the conjugate base of isobutyric acid, formed by deprotonation of the carboxylic acid group.
Beilstein:3903644
C4H7O2
CAS:5711-69-3
CC(C)C([O-])=O
CHEBI:11627
CHEBI:25334
CHEBI:48944
Gmelin:324364
InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)/p-1
Isobutyrat
KQNPFQTWMSNSAP-UHFFFAOYSA-M
MetaCyc:ISOBUTYRATE
Reaxys:3903644
UM-BBD_compID:c0383
chebi_ontology
i-butyrate
iPrCO2 anion
isobutanoate
isobutyric acid anion
methylpropanoate
4-hydroxyphenylacetate
(4-hydroxyphenyl)acetate
(p-hydroxyphenyl)acetate
-1
151.040
151.13938
2-(4-hydroxyphenyl)ethanoate
4-hydroxybenzeneacetate
4-hydroxyphenylacetate
A monocarboxylic acid anion that is obtained by removal of a proton from the carboxylic acid group of 4-hydroxyphenylacetic acid.
C8H7O3
CHEBI:48999
InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)/p-1
MetaCyc:4-HYDROXYPHENYLACETATE
Oc1ccc(CC([O-])=O)cc1
Reaxys:3905591
XQXPVVBIMDBYFF-UHFFFAOYSA-M
chebi_ontology
beta-amino-acid anion
CHEBI:49095
chebi_ontology
3-aminoisobutyrate
-1
102.056
102.11186
3-amino-2-methylpropanoate
A beta-amino acid anion that is the conjugate base of 3-aminoisobutyric acid, arising from deprotonation of the carboxy group.
C4H8NO2
CC(CN)C([O-])=O
CHEBI:49096
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/p-1
PMID:17190852
QCHPKSFMDHPSNR-UHFFFAOYSA-M
beta-aminoisobutyrate
chebi_ontology
peripheral nervous system drug
A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
CHEBI:49110
chebi_ontology
peripheral nervous system agent
peripheral nervous system drugs
anti-asthmatic drug
A drug used to treat asthma.
CHEBI:49167
anti-asthmatic agent
anti-asthmatic agents
anti-asthmatic drugs
chebi_ontology
2-hydroxy monocarboxylic acid
2-hydroxy acid
2-hydroxy monocarboxylic acids
CHEBI:19626
CHEBI:35967
CHEBI:49302
chebi_ontology
contraceptive drug
A chemical substance that prevents or reduces the probability of conception.
CHEBI:49323
chebi_ontology
contraceptive agent
contraceptive drugs
hydrogen atom
0
1.00794
1.008
1H
CHEBI:24634
CHEBI:49636
CHEBI:49637
H
H
InChI=1S/H
Wasserstoff
WebElements:H
YZCKVEUIGOORGS-UHFFFAOYSA-N
[H]
chebi_ontology
hidrogeno
hydrogen
hydrogen
hydrogene
organic amino compound
A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by organyl groups.
CHEBI:50047
chebi_ontology
organic amino compounds
excitatory amino acid agonist
An agent that binds to and activates excitatory amino acid receptors.
CHEBI:50103
chebi_ontology
excitatory amino acid agonists
excitatory amino acid receptor agonist
excitatory amino acid receptor agonists
sex hormone
Any hormone that is responsible for controlling sexual characteristics and reproductive function.
CHEBI:50112
Geschlechtshormon
Geschlechtshormone
Sexualhormon
Sexualhormone
chebi_ontology
hormone sexuelle
hormones sexuelles
sex hormones
androgen
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
Androgen
Androgene
CHEBI:50113
androgene
androgenes
androgeno
androgenos
androgens
chebi_ontology
estrogen
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.
CHEBI:50114
Estrogene
Oestrogen
Oestrogene
Wikipedia:Estrogen
chebi_ontology
estrogene
estrogenes
estrogenes Hormon
estrogeno
estrogenos
estrogens
oestrogen
oestrogene
oestrogenes
oestrogens
trifluoromethyl group
-CF3
0
68.995
69.00591
CF3
CHEBI:50127
chebi_ontology
trifluoromethyl
keratolytic drug
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:50176
chebi_ontology
desquamating agent
keratolytic agent
keratolytic drugs
skin-peeling agent
dermatologic drug
A drug used to treat or prevent skin disorders or for the routine care of skin.
CHEBI:50177
chebi_ontology
dermatologic agent
dermatologic drugs
dermatological agent
provitamin
A substance that can be converted into a vitamin by animal tissues.
CHEBI:50188
Wikipedia:Provitamin
chebi_ontology
provitamins
retinol
0
286.230
286.45160
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol
A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraen-1-ol substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).
C20H30O
CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CCO
CHEBI:15037
CHEBI:26538
CHEBI:50211
FPIPGXGPPPQFEQ-UHFFFAOYSA-N
InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3
LINCS:LSM-5317
MetaCyc:Retinols
chebi_ontology
retinol
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a phosphoric diester hydrolase (EC 3.1.4.*).
CHEBI:50218
CHEBI:76774
EC 3.1.4.* (phosphoric diester hydrolase) inhibitors
chebi_ontology
phosphodiesterase inhibitor
phosphodiesterase inhibitors
phosphoric diester hydrolase (EC 3.1.4.*) inhibitor
phosphoric diester hydrolase (EC 3.1.4.*) inhibitors
phosphoric diester hydrolase inhibitor
phosphoric diester hydrolase inhibitors
hematologic agent
CHEBI:50248
Drug that acts on blood and blood-forming organs and those that affect the hemostatic system.
chebi_ontology
hematologic agents
anticoagulant
An agent that prevents blood clotting.
CHEBI:50249
anticoagulante
anticoagulants
chebi_ontology
2-hydroxydicarboxylic acid
2-Hydroxydicarboxylic acid
2-hydroxydicarboxylic acids
Any dicarboxylic acid carrying a hydroxy group on the carbon atom at position alpha to the carboxy group.
C3H4O5(CH2)n
CHEBI:1154
CHEBI:19636
CHEBI:50263
KEGG:C03668
chebi_ontology
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
CHEBI:50266
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
Prodrugs
Wikipedia:Prodrug
chebi_ontology
protective agent
CHEBI:50267
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
canonical nucleotide residue
CHEBI:50297
canonical nucleotide residues
chebi_ontology
canonical ribonucleotide residue
CHEBI:50299
canonical ribonucleotide residues
chebi_ontology
onium compound
CHEBI:50312
chebi_ontology
onium cation
CHEBI:50313
Mononuclear cations derived by addition of a hydron to a mononuclear parent hydride of the pnictogen, chalcogen and halogen families.
chebi_ontology
onium cations
onium cations
onium ion
onium ions
chloronium
+1
36.985
37.46858
CHEBI:50315
ClH2
Gmelin:331
H2Cl(+)
IGJWHVUMEJASKV-UHFFFAOYSA-N
InChI=1S/ClH2/h1H2/q+1
[ClH2](+)
[H][Cl+][H]
chebi_ontology
chloranium
chloronium
bromonium
+1
80.934
81.91988
BrH2
CHEBI:50316
Gmelin:719134
H2Br(+)
IWNNBBVLEFUBNE-UHFFFAOYSA-N
InChI=1S/BrH2/h1H2/q+1
[BrH2](+)
[H][Br+][H]
bromanium
bromonium
chebi_ontology
iodonium
+1
128.920
128.92035
CHEBI:50317
Gmelin:1425841
H2I
H2I(+)
InChI=1S/H2I/h1H2/q+1
MGFYSGNNHQQTJW-UHFFFAOYSA-N
[H][I+][H]
[IH2](+)
chebi_ontology
iodanium
iodonium
nucleotide residue
CHEBI:50319
chebi_ontology
nucleotide residues
nucleoside residue
CHEBI:50320
chebi_ontology
nucleoside residues
proteinogenic amino-acid side-chain group
A univalent organyl group obtained by cleaving the bond from C-2 to the side chain of a proteinogenic amino-acid.
CHEBI:50325
canonical amino-acid side-chain
canonical amino-acid side-chains
chebi_ontology
proteinogenic amino-acid side-chain
proteinogenic amino-acid side-chain groups
proteinogenic amino-acid side-chains
sulfanylmethyl group
-CH2-SH
0
46.996
47.10052
CH3S
CHEBI:50326
HS-CH2-
chebi_ontology
cysteine side-chain
sulfanylmethyl
2-carboxyethyl group
0
2-carboxyethyl
73.029
73.07060
C3H5O2
CHEBI:50329
chebi_ontology
glutamic acid side-chain
2-amino-2-oxoethyl group
0
2-amino-2-oxoethyl
58.029
58.05930
C2H4NO
CHEBI:50330
asparagine side-chain
chebi_ontology
3-amino-3-oxopropyl group
0
3-amino-3-oxopropyl
72.045
72.08588
C3H6NO
CHEBI:50331
chebi_ontology
glutamine side-chain
4-hydroxybenzyl group
0
107.050
107.12988
4-hydroxybenzyl
C7H7O
CHEBI:50336
chebi_ontology
tyrosine side-chain
1H-indol-3-ylmethyl group
0
130.066
130.16656
1H-indol-3-ylmethyl
C9H8N
CHEBI:50337
chebi_ontology
tryptophan side-chain
1H-imidazol-4-ylmethyl group
0
1H-imidazol-4-ylmethyl
81.045
81.09598
C4H5N2
CHEBI:50338
chebi_ontology
histidine side-chain
4-aminobutyl group
0
4-aminobutyl
72.081
72.12894
C4H10N
CHEBI:50339
chebi_ontology
lysine side-chain
3-carbamimidamidopropyl group
0
100.087
100.14242
3-(carbamimidoylamino)propyl
3-carbamimidamidopropyl
3-guanidinopropyl
C4H10N3
CHEBI:50340
arginine side-chain
chebi_ontology
1-hydroxyethyl group
0
1-hydroxyethyl
45.034
45.06050
C2H5O
CHEBI:50341
chebi_ontology
threonine side-chain
organic iodide salt
CHEBI:50356
chebi_ontology
organic iodide salts
cholestanoid
Any steroid based on a cholestane skeleton and its derivatives.
CHEBI:50401
chebi_ontology
cholestanoids
androstanoid
Any steroid based on an androstane skeleton and its derivatives.
CHEBI:50402
androstanoids
chebi_ontology
lipoprotein cholesterol
CHEBI:50404
Cholesterol esters and free cholesterol which are contained in or bound to lipoproteins.
chebi_ontology
haloalkyl group
A group derived from a haloalkane by removal of a hydrogen atom.
CHEBI:50491
chebi_ontology
haloalkyl groups
laxative
An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic.
CHEBI:50503
aperient
aperients
chebi_ontology
laxante
laxatives
purgative
purgatives
sweetening agent
CHEBI:50505
Substance that sweeten food, beverages, medications, etc.
chebi_ontology
sweetener
sweeteners
bipyridines
CHEBI:50511
Compounds containing a bipyridine group.
bipyridyls
chebi_ontology
alkyl alcohol
An aliphatic alcohol in which the aliphatic alkane chain is substituted by a hydroxy group at unspecified position.
CHEBI:22937
CHEBI:50581
CHEBI:50584
alkyl alcohols
chebi_ontology
hydroxyalkane
hydroxyalkanes
bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
CHEBI:50646
CHEBI:72497
Wikipedia:Osteoporosis
anti-osteopenia agent
anti-osteopenia agents
anti-osteopenia drug
anti-osteopenia drugs
anti-osteoporosis agent
anti-osteoporosis agents
anti-osteoporosis drug
anti-osteoporosis drugs
anti-osteoporotic
anti-osteoporotic agent
anti-osteoporotic agents
anti-osteoporotic drug
anti-osteoporotic drugs
anti-osteoporotics
antiosteoporotic
antiosteoporotics
bone density conservation agents
bone density conservation drug
bone density conservation drugs
chebi_ontology
reproductive control drug
A substance used either in the prevention or facilitation of pregnancy.
CHEBI:50689
chebi_ontology
reproductive control agent
reproductive control drugs
oligosaccharide
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:50699
CHEBI:7758
KEGG:C00930
O-glycosylglycoside
O-glycosylglycosides
Oligosaccharide
an oligosaccharide
chebi_ontology
oligosacarido
oligosacaridos
oligosaccharides
nutraceutical
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:50733
Dietary Supplement
Food Supplementation
Nutritional supplement
chebi_ontology
taurine zwitterion
0
125.015
125.14700
2-ammonioethanesulfonate
2-azaniumylethane-1-sulfonate
C2H7NO3S
CHEBI:507393
InChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6)
PMID:17765547
The zwitterion formed from taurine by transfer of a proton from the sulfonyl to the amino group. It is the major species existing at physiological pH.
XOAAWQZATWQOTB-UHFFFAOYSA-N
[NH3+]CCS([O-])(=O)=O
chebi_ontology
taurine
progestogen
A compound that interacts with progesterone receptors in target tissues to bring about effects similar to those of progesterone.
CHEBI:50745
chebi_ontology
gestagen
gestagens
progestagen
progestagens
progestogens
antipsoriatic
A drug used to treat psoriasis.
CHEBI:50748
antipsoriatic agent
antipsoriatic drug
chebi_ontology
appetite enhancer
A drug which increases appetite.
CHEBI:50779
Wikipedia:Appetite_stimulants
appetite enhancing drug
appetite stimulant
chebi_ontology
orexigenic
appetite regulator
An agent which regulates the physiologic mechanisms that control the appetite and food intake.
CHEBI:50780
appetite regulators
chebi_ontology
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
Biomodulator
CHEBI:50846
Immune factor
Immunologic factor
Immunological factor
Wikipedia:Immunotherapy
chebi_ontology
immunomodulators
antiatherogenic agent
A cardiovascular drug that prevents atherogenesis, the accumulation of lipid containing plaques on the innermost layers of the arteries.
CHEBI:50855
chebi_ontology
anti-allergic agent
A drug used to treat allergic reactions.
CHEBI:50857
anti-allergic agents
anti-allergic drug
anti-allergic drugs
chebi_ontology
corticosteroid
A natural or synthetic analogue of the hormones secreted by the adrenal gland.
CHEBI:50858
chebi_ontology
corticoides
corticosteroides
corticosteroids
organic molecular entity
Any molecular entity that contains carbon.
CHEBI:25700
CHEBI:33244
CHEBI:50860
chebi_ontology
organic compounds
organic entity
organic molecular entities
azaarene
CHEBI:50893
azaarenes
chebi_ontology
genotoxin
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.
CHEBI:50902
Wikipedia:Genotoxicity
chebi_ontology
genotoxic agent
genotoxic agents
genotoxins
carcinogenic agent
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:50903
agente carcinogeno
cancerigene
cancerogene
carcinogen
carcinogene
carcinogenic agents
carcinogeno
carcinogens
chebi_ontology
allergen
A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
CHEBI:50904
Wikipedia:Allergen
alergeno
allergene
allergenic agent
chebi_ontology
teratogenic agent
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:50905
agent teratogene
chebi_ontology
teratogen
teratogeno
role
A role is particular behaviour which a material entity may exhibit.
CHEBI:50906
chebi_ontology
neurotoxin
A poison that interferes with the functions of the nervous system.
CHEBI:50910
CHEBI:50911
Wikipedia:Neurotoxin
agente neurotoxico
chebi_ontology
nerve poison
nerve poisons
neurotoxic agent
neurotoxic agents
neurotoxicant
neurotoxins
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor
A-kinase inhibitor
A-kinase inhibitors
AP50 kinase inhibitor
AP50 kinase inhibitors
ATP-protein transphosphorylase inhibitor
ATP-protein transphosphorylase inhibitors
ATP:protein phosphotransferase (non-specific) inhibitor
ATP:protein phosphotransferase (non-specific) inhibitors
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of non-specific serine/threonine protein kinase (EC 2.7.11.1), a kinase enzyme involved in phosphorylation of hydroxy group of serine or threonine.
CHEBI:50925
CHEBI:75764
CK-2 inhibitor
CK-2 inhibitors
CKI inhibitor
CKI inhibitors
CKII inhibitor
CKII inhibitors
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitors
EC 2.7.11.1 inhibitor
EC 2.7.11.1 inhibitors
HIPK2 inhibitor
HIPK2 inhibitors
Hpr kinase inhibitor
Hpr kinase inhibitors
M phase-specific cdc2 kinase inhibitor
M phase-specific cdc2 kinase inhibitors
PAK-1 inhibitor
PAK-1 inhibitors
PAK1 inhibitor
PAK1 inhibitors
PKA inhibitor
PKA inhibitors
Prp4 protein kinase inhibitor
Prp4 protein kinase inhibitors
Raf kinase inhibitor
Raf kinase inhibitors
Raf-1 inhibitor
Raf-1 inhibitors
STK32 inhibitor
STK32 inhibitors
T-antigen kinase inhibitor
T-antigen kinase inhibitors
WEE1Hu inhibitor
WEE1Hu inhibitors
Wee 1-like kinase inhibitor
Wee 1-like kinase inhibitors
Wee-kinase inhibitor
Wee-kinase inhibitors
betaIIPKC inhibitor
betaIIPKC inhibitors
cAMP-dependent protein kinase A inhibitor
cAMP-dependent protein kinase A inhibitors
cAMP-dependent protein kinase inhibitor
cAMP-dependent protein kinase inhibitors
cGMP-dependent protein kinase inhibitor
cGMP-dependent protein kinase inhibitors
calcium-dependent protein kinase C inhibitor
calcium-dependent protein kinase C inhibitors
calcium/phospholipid-dependent protein kinase inhibitor
calcium/phospholipid-dependent protein kinase inhibitors
casein kinase (phosphorylating) inhibitor
casein kinase (phosphorylating) inhibitors
casein kinase 2 inhibitor
casein kinase 2 inhibitors
casein kinase I inhibitor
casein kinase I inhibitors
casein kinase II inhibitor
casein kinase II inhibitors
casein kinase inhibitor
casein kinase inhibitors
chebi_ontology
cyclic AMP-dependent protein kinase A inhibitor
cyclic AMP-dependent protein kinase A inhibitors
cyclic AMP-dependent protein kinase inhibitor
cyclic AMP-dependent protein kinase inhibitors
cyclic monophosphate-dependent protein kinase inhibitor
cyclic monophosphate-dependent protein kinase inhibitors
cyclic nucleotide-dependent protein kinase inhibitor
cyclic nucleotide-dependent protein kinase inhibitors
cyclin-dependent kinase inhibitor
cyclin-dependent kinase inhibitors
dsk1 inhibitor
dsk1 inhibitors
epsilon PKC inhibitor
epsilon PKC inhibitors
glycogen synthase a kinase inhibitor
glycogen synthase a kinase inhibitors
glycogen synthase kinase inhibitor
glycogen synthase kinase inhibitors
hydroxyalkyl-protein kinase inhibitor
hydroxyalkyl-protein kinase inhibitors
mitogen-activated S6 kinase inhibitor
mitogen-activated S6 kinase inhibitors
non-specific serine/threonine protein kinase (EC 2.7.11.1) inhibitor
non-specific serine/threonine protein kinase (EC 2.7.11.1) inhibitors
non-specific serine/threonine protein kinase inhibitor
non-specific serine/threonine protein kinase inhibitors
p21 activated kinase-1 inhibitor
p21 activated kinase-1 inhibitors
p82 kinase inhibitor
p82 kinase inhibitors
phosphorylase b kinase kinase inhibitor
phosphorylase b kinase kinase inhibitors
protein glutamyl kinase inhibitor
protein glutamyl kinase inhibitors
protein kinase (phosphorylating) inhibitor
protein kinase (phosphorylating) inhibitors
protein kinase A inhibitor
protein kinase A inhibitors
protein kinase CK2 inhibitor
protein kinase CK2 inhibitors
protein kinase p58 inhibitor
protein kinase p58 inhibitors
protein phosphokinase inhibitor
protein phosphokinase inhibitors
protein serine kinase inhibitor
protein serine kinase inhibitors
protein serine-threonine kinase inhibitor
protein serine-threonine kinase inhibitors
protein-aspartyl kinase inhibitor
protein-aspartyl kinase inhibitors
protein-cysteine kinase inhibitor
protein-cysteine kinase inhibitors
protein-serine kinase inhibitor
protein-serine kinase inhibitors
protein-serine/threonine kinase inhibitors
ribosomal S6 protein kinase inhibitor
ribosomal S6 protein kinase inhibitors
ribosomal protein S6 kinase II inhibitor
ribosomal protein S6 kinase II inhibitors
serine kinase inhibitor
serine kinase inhibitors
serine protein kinase inhibitor
serine protein kinase inhibitors
serine(threonine) protein kinase inhibitor
serine(threonine) protein kinase inhibitors
serine-specific protein kinase inhibitor
serine-specific protein kinase inhibitors
serine/threonine protein kinase inhibitor
serine/threonine protein kinase inhibitors
threonine-specific protein kinase inhibitor
threonine-specific protein kinase inhibitors
twitchin kinase inhibitor
twitchin kinase inhibitors
type-2 casein kinase inhibitor
type-2 casein kinase inhibitors
serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
CHEBI:50949
SSRI
Wikipedia:Selective_serotonin_reuptake_inhibitor
chebi_ontology
serotonin reuptake inhibitor
non-covalently-bound molecular entity
CHEBI:50967
Systems consisting of two or more molecular entities held together by non-covalent interactions.
chebi_ontology
non-covalently-bound molecular entities
primary amino compound
A compound formally derived from ammonia by replacing one hydrogen atom by an organyl group.
CHEBI:50994
chebi_ontology
primary amino compounds
secondary amino compound
A compound formally derived from ammonia by replacing two hydrogen atoms by organyl groups.
CHEBI:50995
chebi_ontology
secondary amino compounds
tertiary amino compound
A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
CHEBI:50996
chebi_ontology
tertiary amino compounds
hormone agonist
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:51060
chebi_ontology
hormone receptor modulator
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:51061
chebi_ontology
hormone receptor modulators
organic halide salt
CHEBI:51069
chebi_ontology
organic halide salts
(R)-colchicine
0
399.168
399.43704
Beilstein:3226657
C22H25NO6
CHEBI:51074
COc1cc2CC[C@@H](NC(C)=O)c3cc(=O)c(OC)ccc3-c2c(OC)c1OC
IAKHMKGGTNLKSZ-MRXNPFEDSA-N
InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m1/s1
N-[(7R)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
chebi_ontology
chemical role
A role played by the molecular entity or part thereof within a chemical context.
CHEBI:51086
chebi_ontology
mianserin
0
1,2,3,4,10,14b-Hexahydro-2-methyldibenzo(c,f)pyrazino(1,2-a)azepine
2-methyl-1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine
264.163
264.36480
A dibenzoazepine (specifically 1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine) methyl-substituted on N-2. Closely related to (and now mostly superseded by) the tetracyclic antidepressant mirtazapinean, it is an atypical antidepressant used in the treatment of depression throughout Europe and elsewhere.
Beilstein:755346
C18H20N2
CAS:24219-97-4
CHEBI:51137
CN1CCN2C(C1)c1ccccc1Cc1ccccc21
DrugBank:DB06148
Drug_Central:1796
InChI=1S/C18H20N2/c1-19-10-11-20-17-9-5-3-7-15(17)12-14-6-2-4-8-16(14)18(20)13-19/h2-9,18H,10-13H2,1H3
LINCS:LSM-1374
PMID:20825390
Patent:NL6603256
Patent:US3534041
UEQUQVLFIPOEMF-UHFFFAOYSA-N
Wikipedia:Mianserin
chebi_ontology
mianserin
mianserina
mianserine
mianserinum
nitrogen molecular entity
CHEBI:25556
CHEBI:51143
CHEBI:7594
KEGG:C06061
Nitrogenous compounds
chebi_ontology
nitrogen compounds
nitrogen molecular entities
dipolar compound
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:51151
chebi_ontology
dipolar compounds
fluoxetine
(+-)-N-methyl-3-phenyl-3-((alpha,alpha,alpha-trifluoro-p-tolyl)oxy)propylamine
(+-)-N-methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine
0
309.32610
A racemate comprising equimolar amounts of (R)- and (S)-fluoxetine. A selective serotonin reuptake inhibitor (SSRI), it is used (generally as the hydrochloride salt) for the treatment of depression (and the depressive phase of bipolar disorder), bullimia nervosa, and obsessive-compulsive disorder.
Beilstein:39914106
C17H18F3NO
CAS:54910-89-3
CHEBI:5118
DrugBank:DB00472
HMDB:HMDB0014615
KEGG:D00326
PMID:19144769
PMID:22903652
PMID:22923967
PMID:23885544
PMID:24184049
PMID:24399719
PMID:24464553
PMID:24997906
PMID:25448156
PMID:25639887
PMID:25671301
PMID:8694321
Patent:DE2500110
Patent:US4314081
Prozac
Reaxys:3991406
Wikipedia:Fluoxetine
chebi_ontology
fluoxetina
fluoxetine
fluoxetinum
rac-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
thioester
0
59.967
60.07500
A compound of general formula RC(=O)SR'. Compare with thionoester, RC(=S)OR'.
CHEBI:51277
COSR2
[*]C(=O)S[*]
chebi_ontology
thio ester
thioesters
thiol ester
S-methyl thioacetate
0
90.014
90.14514
Beilstein:1736664
C3H6OS
CAS:1534-08-3
CH3C(O)SCH3
CHEBI:38533
CHEBI:51279
CHEBI:51280
CSC(C)=O
Gmelin:1316927
InChI=1S/C3H6OS/c1-3(4)5-2/h1-2H3
OATSQCXMYKYFQO-UHFFFAOYSA-N
S-methyl ethanethioate
chebi_ontology
ethanethioic acid, S-methyl ester
methanethiol acetate
methyl ethanethioate
methyl thioacetate
methylthioacetate
thioacetic acid S-methyl ester
cinchona alkaloid
An alkaloid based on a cinchonan skeleton.
CHEBI:51323
chebi_ontology
cinchona alkaloids
muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
CHEBI:51371
chebi_ontology
muscle relaxants
neuromuscular agent
A drug used for its actions on skeletal muscle.
CHEBI:51372
chebi_ontology
GABA agent
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:51374
chebi_ontology
D-ascorbic acid
(5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one
0
176.032
176.12412
Beilstein:84273
C6H8O6
CAS:10504-35-5
CHEBI:51384
CIWBSHSKHKDKBQ-MVHIGOERSA-N
D-lyxoascorbic acid
D-threo-hex-2-enoic acid gamma-lactone
D-threo-hex-2-enono-1,4-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_ontology
organodiyl group
Any organic substituent group, regardless of functional type, having two free valences at carbon atom(s).
CHEBI:51422
chebi_ontology
organodiyl groups
organic divalent group
CHEBI:51446
chebi_ontology
organic univalent group
CHEBI:51447
chebi_ontology
N-acyl-amino acid
A carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of an amino acid.
CHEBI:21653
CHEBI:22226
CHEBI:51569
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_ontology
methoxybenzenes
Any aromatic ether that consists of a benzene skeleton substituted with one or more methoxy groups.
CHEBI:51683
chebi_ontology
methoxybenzene
enal
0
53.003
53.03940
An alpha,beta-unsaturated aldehyde of general formula R(1)R(2)C=CR(3)-CH=O in which the aldehydic C=O function is conjugated to a C=C double bond at the alpha,beta position.
C3HOR3
CHEBI:51688
[H]C(=O)C(\[*])=C(/[*])[*]
chebi_ontology
enals
enone
0
51.995
52.03150
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.
C3OR4
CHEBI:51689
Wikipedia:Enone
[*]\C([*])=C(\[*])C([*])=O
chebi_ontology
enones
alpha,beta-unsaturated aldehyde
An aldehyde of general formula R(1)R(2)C=CR(3)-CH=O or RC#C-CH=O in which the aldehydic C=O function is conjugated to an unsaturated C-C bond at the alpha,beta position.
CHEBI:51718
alpha,beta-unsaturated aldehydes
chebi_ontology
alpha,beta-unsaturated ketone
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:51721
alpha,beta-unsaturated ketones
chebi_ontology
methyl ketone
A ketone of formula RC(=O)CH3 (R =/= H).
CHEBI:51867
chebi_ontology
methyl ketones
alpha-diketone
A diketone that has its two ketone functionalities on adjacent atoms.
CHEBI:51869
alpha-diketones
chebi_ontology
organic polycyclic compound
CHEBI:51958
chebi_ontology
organic polycyclic compounds
organic tricyclic compound
CHEBI:51959
chebi_ontology
organic tricyclic compounds
methoxide
-1
31.018
31.03390
An organic anion that is the conjugate base of methanol.
CH3O
CHEBI:52090
C[O-]
InChI=1S/CH3O/c1-2/h1H3/q-1
NBTOZLQBSIZIKS-UHFFFAOYSA-N
Reaxys:1839368
chebi_ontology
methoxide ion
ethoxide
-1
45.034
45.06050
An organic anion that is the conjugate base of ethanol.
Beilstein:1839415
C2H5O
CC[O-]
CHEBI:52092
HHFAWKCIHAUFRX-UHFFFAOYSA-N
InChI=1S/C2H5O/c1-2-3/h2H2,1H3/q-1
Reaxys:1839415
chebi_ontology
ethoxy anion
biochemical role
A biological role played by the molecular entity or part thereof within a biochemical context.
CHEBI:52206
chebi_ontology
biophysical role
CHEBI:52208
chebi_ontology
aetiopathogenetic role
A role played by the molecular entity or part thereof which causes the development of a pathological process.
CHEBI:52209
chebi_ontology
etiopathogenetic agent
etiopathogenetic role
pharmacological role
A biological role which describes how a drug interacts within a biological system and how the interactions affect its medicinal properties.
CHEBI:52210
chebi_ontology
physiological role
CHEBI:52211
chebi_ontology
ligand
Any molecule or ion capable of binding to a central metal atom to form coordination complexes.
CHEBI:52214
Wikipedia:Ligand
chebi_ontology
ligands
photochemical role
A chemical role played by the molecular entity or part thereof in a photochemical process.
CHEBI:52215
chebi_ontology
photochemical roles
pharmaceutical
Any substance introduced into a living organism with therapeutic or diagnostic purpose.
CHEBI:33293
CHEBI:33294
CHEBI:52217
chebi_ontology
farmaco
medicament
pharmaceuticals
apatite
A phosphate mineral with the general formula Ca5(PO4)3X where X = OH, F or Cl.
CHEBI:52254
HMDB:HMDB0033610
chebi_ontology
hydroxyapatite
hydroxylapatite
A phosphate mineral with the formula Ca5(PO4)3(OH).
CHEBI:52255
Ca5HO13P3
chebi_ontology
mitogen
A chemical substance that encourages a cell to commence cell division, triggering mitosis.
CHEBI:52290
chebi_ontology
mitogens
oxyketone
A compound with the general formula R2C=O (R=/=H) where one or more of the R groups contains an oxy (-O-) group.
CHEBI:52395
chebi_ontology
oxyketones
alpha-oxyketone
An oxyketone with the general formula R2C(=O) (R=/=H) where one or more of the R groups contains an oxy (-O-) group and the oxy and carbonyl groups are bonded to the same carbon atom.
CHEBI:52396
alpha-oxyketones
chebi_ontology
EC 3.2.1.* (glycosidase) inhibitor
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:52424
CHEBI:76776
EC 3.2.1.* (glycosidase) inhibitors
EC 3.2.1.* inhibitor
EC 3.2.1.* inhibitors
chebi_ontology
glycosidase (EC 3.2.1.*) inhibitor
glycosidase (EC 3.2.1.*) inhibitors
glycosidase inhibitor
glycosidase inhibitors
glycoside hydrolase inhibitors
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
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:52425
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
chebi_ontology
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
galactolipid
A glycolipid and which the glyco component is specified as galactosyl.
CHEBI:5254
a galactolipid
chebi_ontology
alkylglycerol
A glycerol ether having at least one alkyl substituent on oxygen.
CHEBI:52575
O-alkylglycerol
O-alkylglycerols
alkylglycerols
chebi_ontology
inorganic hydroxy compound
CHEBI:52625
chebi_ontology
inorganic hydroxides
cyclic organic group
An organic group that consists of a closed ring. It may be a substituent or a skeleton.
CHEBI:52845
chebi_ontology
cyclic organic groups
sphingosylphosphocholine acid
+1
2-{[{[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}(hydroxy)phosphoryl]oxy}-N,N,N-trimethylethanaminium
465.346
465.62730
A cationic phosphosphingolipid consisting of sphingosine having a phosphocholine moiety attached to its primary hydroxyl group.
C23H50N2O5P
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(O)(=O)OCC[N+](C)(C)C
CHEBI:52897
InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/p+1/b18-17+/t22-,23+/m0/s1
JLVSPVFPBBFMBE-HXSWCURESA-O
KEGG:C03640
Sphing-4-enine-1-phosphocholine
Sphingosyl-phosphocholine
chebi_ontology
sphingosylphosphocholine
sphingosylphosphocholine acid
epitope
CHEBI:53000
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.
antigenic determinant
chebi_ontology
epitope function
epitope role
adenosine A2A receptor antagonist
An antagonist at the A2A receptor.
CHEBI:53121
Wikipedia:Adenosine_A2A_receptor
adenosine A2A receptor antagonists
chebi_ontology
isocyanates
CHEBI:53212
Organonitrogen compounds that are derivatives of isocyanic acid; compounds containing the isocyanate functional group -N=C=O (as opposed to the cyanate group, -O-C#N).
chebi_ontology
iso-cyanates
2-halophenol
0
2-halophenols
93.034
93.10330
A halophenol in which the halogen atom is bonded to the carbon atom adjacent to the C-OH group.
C6H5O
CHEBI:53291
Oc1ccccc1*
chebi_ontology
3,3',5-triiodo-L-thyronine zwitterion
(2S)-2-azaniumyl-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate
(S)-2-Amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]-propionic acid
0
3,3',5-triiodo-L-thyronine
650.790
650.97350
AUYYCJSJGJYCDS-LBPRGKRZSA-N
C15H12I3NO4
CHEBI:533015
InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1
MetaCyc:CPD-10813
The amino acid zwitterion formed from 3,3',5-triiodo-L-thyronine by tranfer of a proton from the carboxy group to the amino group. It is the major species at pH 7.3.
[NH3+][C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C([O-])=O
chebi_ontology
polyanionic macromolecule
A polymer carrying multiple negative charges.
CHEBI:53309
chebi_ontology
polyanion
polyanions
ionic macromolecule
A macromolecule containing ionic groups.
CHEBI:53368
chebi_ontology
ionic polymer
polyionic macromolecule
globin
CHEBI:5386
COMe:PRX000257
Globin
KEGG:C06258
chebi_ontology
globins
pentacoordinate globin
homovanillic acid
(4-hydroxy-3-methoxyphenyl)acetic acid
0
182.058
182.17330
2-(4-hydroxy-3-methoxyphenyl)acetic acid
3-Methoxy-4-hydroxyphenylacetate
3-Methoxy-4-hydroxyphenylacetic acid
4-Hydroxy-3-methoxybenzeneacetic acid
A monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite.
C9H10O4
CAS:306-08-1
CHEBI:545959
CHEBI:5758
COc1cc(CC(O)=O)ccc1O
HMDB:HMDB0000118
HVA
Homovanillic acid
InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
KEGG:C05582
KNApSAcK:C00029504
MetaCyc:CPD-7651
PMID:14688447
PMID:24007816
PMID:24416192
PMID:24423636
PMID:8353435
QRMZSPFSDQBLIX-UHFFFAOYSA-N
Reaxys:2213447
Vanillacetic acid
Wikipedia:Homovanillic_acid
chebi_ontology
gonadorelin
0
1181.573
1182.29010
5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosylglycyl-L-leucyl-L-arginyl-L-prolylglycinamide
5-oxo-PHWSYGLRPGNH2
A ten-membered synthetic oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, glycyl, leucyl, arginyl, prolyl and glycinamide residues joined in sequence.
C55H75N17O13
CAS:33515-09-2
CC(C)C[C@H](NC(=O)CNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)NCC(N)=O
CHEBI:5520
DrugBank:DB00644
Drug_Central:2958
Follicle-stimulating hormone-releasing factor
GnRH-I
Gonadoliberin I
Gonadorelin
Gonadotropin-releasing factor
Gonadotropin-releasing hormone I
InChI=1S/C55H75N17O13/c1-29(2)19-38(49(80)67-37(9-5-17-60-55(57)58)54(85)72-18-6-10-43(72)53(84)62-25-44(56)75)66-46(77)26-63-47(78)39(20-30-11-13-33(74)14-12-30)68-52(83)42(27-73)71-50(81)40(21-31-23-61-35-8-4-3-7-34(31)35)69-51(82)41(22-32-24-59-28-64-32)70-48(79)36-15-16-45(76)65-36/h3-4,7-8,11-14,23-24,28-29,36-43,61,73-74H,5-6,9-10,15-22,25-27H2,1-2H3,(H2,56,75)(H,59,64)(H,62,84)(H,63,78)(H,65,76)(H,66,77)(H,67,80)(H,68,83)(H,69,82)(H,70,79)(H,71,81)(H4,57,58,60)/t36-,37-,38-,39-,40-,41-,42-,43-/m0/s1
KEGG:C07607
KEGG:D08027
LH-Releasing factor
LH-Releasing hormone
Luteinizing hormone-releasing factor
PMID:21872303
PMID:22112812
PMID:22214466
PMID:22289217
PMID:22504307
PMID:22761896
Reaxys:741807
Wikipedia:Gonadorelin
XLXSAKCOAKORKW-AQJXLSMYSA-N
chebi_ontology
gonadorelin
gonadorelina
gonadorelinum
luliberin
p-Glu-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2
imidazolidinone
An imidazolidine containing one or more oxo groups.
CHEBI:55370
chebi_ontology
imidazolidinones
halothane
0
1,1,1-trifluoro-2-bromo-2-chloroethane
1,1,1-trifluoro-2-chloro-2-bromoethane
1-bromo-1-chloro-2,2,2-trifluoroethane
195.890
197.38125
2,2,2-trifluoro-1-chloro-1-bromoethane
2-bromo-2-chloro-1,1,1-trifluoroethane
2-bromo-2-chloro-1,1,1-trifluoroethane
A haloalkane comprising ethane having three flouro substituents at the 1-position as well as bromo- and chloro substituents at the 2-position.
BCQZXOMGPXTTIC-UHFFFAOYSA-N
Beilstein:1736947
C2HBrClF3
CAS:151-67-7
CHEBI:5615
DrugBank:DB01159
Drug_Central:1356
Fluothane
Gmelin:793752
Halothane
InChI=1S/C2HBrClF3/c3-1(4)2(5,6)7/h1H
KEGG:C07515
KEGG:D00542
Narcotane
PMID:7519986
Phthorothanum
Rhodialothan
VSDB:1806
Wikipedia:Halothane
[H]C(Cl)(Br)C(F)(F)F
bromochlorotrifluoroethane
chebi_ontology
heptan-2-one
0
114.104
114.18546
2-Heptanone
A dialkyl ketone with methyl and pentyl as the alkyl groups.
Beilstein:1699063
C7H14O
CAS:110-43-0
CATSNJVOTSVZJV-UHFFFAOYSA-N
CCCCCC(C)=O
CHEBI:5672
Gmelin:305860
Heptan-2-one
InChI=1S/C7H14O/c1-3-4-5-6-7(2)8/h3-6H2,1-2H3
KEGG:C08380
KNApSAcK:C00001254
LIPID_MAPS_instance:LMFA12000004
Methyl n-amyl ketone
PMID:12769891
PMID:14759148
PMID:16025460
PMID:20416794
PMID:2270874
Reaxys:1699063
Wikipedia:2-Heptanone
butylacetone
chebi_ontology
heptan-2-one
methyl pentyl ketone
n-amyl methyl ketone
n-pentyl methyl ketone
heterocyclic compound
A cyclic compound having as ring members atoms of at least two different elements.
CHEBI:5686
Heterocyclic compound
chebi_ontology
compuesto heterociclico
compuestos heterociclicos
heterocycle
heterocyclic compounds
ATP(3-)
-3
503.972
504.15720
A ribonucleoside triphosphate oxoanion that is the trianion of adenosine 5'-triphosphate arising from deprotonation of three of the four free triphosphate OH groups.
ATP(3-)
Beilstein:9535056
C10H13N5O13P3
CHEBI:57299
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_ontology
glycine zwitterion
0
2-azaniumylacetate
75.032
75.06660
An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of glycine.
C2H5NO2
CHEBI:57305
DHMQDGOQFOQNFH-UHFFFAOYSA-N
Gmelin:1807
InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)
MetaCyc:GLY
[NH3+]CC([O-])=O
chebi_ontology
glycine
sarcosine zwitterion
(methylammonio)acetate
(methylazaniumyl)acetate
0
2-(methylazaniumyl)acetate
89.048
89.09320
An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of sarcosine; major species at pH 7.3.
C3H7NO2
CHEBI:57433
C[NH2+]CC([O-])=O
FSYKKLYZXJSNPZ-UHFFFAOYSA-N
Gmelin:323777
InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)
MetaCyc:SARCOSINE
chebi_ontology
sarcosine
carnosine zwitterion
(2S)-2-[(3-azaniumylpropanoyl)amino]-3-(1H-imidazol-4-yl)propanoate
0
226.107
226.23250
C9H14N4O3
CHEBI:57485
CQOVPNPJLQNMDC-ZETCQYMHSA-N
Gmelin:397437
InChI=1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1
N(alpha)-(beta-alaniniumyl)-L-histidinate
Zwitterionic form of carnosine.
[NH3+]CCC(=O)N[C@@H](Cc1c[nH]cn1)C([O-])=O
carnosine
chebi_ontology
long-chain fatty acid anion
-1
43.990
A fatty acid anion with a chain length of C13 or greater.
CHEBI:13652
CHEBI:57560
CO2R
[O-]C([*])=O
a long-chain carboxylate
a long-chain fatty acid
chebi_ontology
long-chain fatty acid anions
5-oxoprolinate
-1
128.035
128.10600
5-oxoprolinate anion
5-oxoproline
5-oxopyrrolidine-2-carboxylate
5-oxopyrrolidine-2-carboxylate
Beilstein:4135383
C5H6NO3
CHEBI:57606
Gmelin:327019
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/p-1
ODHCTXKNWHHXJC-UHFFFAOYSA-M
Pyroglutamate
The conjugate base of 5-oxoproline.
[O-]C(=O)C1CCC(=O)N1
chebi_ontology
gamma-amino-beta-hydroxybutyric acid zwitterion
0
119.058
119.11920
4-amino-3-hydroxybutanoate
4-ammonio-3-hydroxybutanoate
4-azaniumyl-3-hydroxybutanoate
C4H9NO3
CHEBI:57630
InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)
YQGDEPYYFWUPGO-UHFFFAOYSA-N
Zwitterionic form of gamma-amino-beta-hydroxybutyric acid having an anionic carboxy group and a protonated amino group.
[NH3+]CC(O)CC([O-])=O
chebi_ontology
chondroitin D-glucuronate anion
Anionic form of chondroitin D-glucuronate arising from deprotonation of the carboxylic acid groups of the repeating units; major species at pH 7.3.
CHEBI:57652
H2O(C14H20NO11)n
chebi_ontology
chondroitin D-glucuronate
chondroitin D-glucuronate polyanion
N-acylglycinate
-1
101.011
101.06080
A carboxylic acid anion obtained by deprotonation of the carboxy group of any N-acylglycine.
C3H3NO3R
CHEBI:57670
[O-]C(=O)CNC([*])=O
an N-acylglycine
chebi_ontology
D-proline zwitterion
(2R)-pyrrolidinium-2-carboxylate
0
115.063
115.13050
A D-alpha-amino acid zwitterion that is D-proline in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.
C5H9NO2
CHEBI:57726
D-proline
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
MetaCyc:D-PROLINE
ONIBWKKTOPOVIA-SCSAIBSYSA-N
[O-]C(=O)[C@H]1CCC[NH2+]1
chebi_ontology
sphingosine(1+)
(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-aminium
+1
300.290
300.49980
C18H38NO2
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])CO
CHEBI:57756
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/p+1/b15-14+/t17-,18+/m0/s1
The cationic sphingoid resulting from the protonation of the amino group of sphingosine.
WWUZIQQURGPMPG-KRWOKUGFSA-O
chebi_ontology
sphing-4-enine
nucleoside 5'-phosphate dianion
-2
193.998
194.07920
C5H7O6PR2
CHEBI:57867
O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP([O-])([O-])=O
The conjugate base of a nucleoside 5'-phosphate.
a nucleoside 5'-phosphate
chebi_ontology
nucleoside 5'-phosphate dianions
tryptaminium
+1
161.108
161.22310
2-(1H-indol-3-yl)ethanaminium
APJYDQYYACXCRM-UHFFFAOYSA-O
An ammonium ion that is the conjugate acid of tryptamine arising from protonation of the primary amino group; major species at pH 7.3.
C10H13N2
CHEBI:57887
Gmelin:533978
InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2/p+1
[NH3+]CCc1c[nH]c2ccccc12
chebi_ontology
tryptamine
tryptaminium cation
tryptaminium(1+)
glutathionate(1-)
-1
306.076
306.317
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.
C10H16N3O6S
CHEBI:57925
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
PMID:4200890
PMID:4745654
RWSXRVCMGQZWBV-WDSKDSINSA-M
[NH3+][C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)[O-])C(=O)[O-]
chebi_ontology
glutathionate
glutathionate anion
glutathionate ion
glutathione
nucleoside 5'-diphosphate(3-)
-3
289.959
305.09310
C5H8O10P2R
CHEBI:57930
C[C@@H]1O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O
NDP trianion
NDP(3-)
Trianion of nucleoside diiphosphate arising from deprotonation of all three free OH groups of the diphosphate; major species at pH 7.3.
a ribonucleoside 5'-diphosphate
chebi_ontology
nucleoside diphosphate trianion
ribonucleoside diphosphate trianion
ribonucleoside diphosphate(3-)
creatine zwitterion
0
131.069
131.13320
C4H9N3O2
CHEBI:57947
CN(CC([O-])=O)C(N)=[NH2+]
CVSVTCORWBXHQV-UHFFFAOYSA-N
InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)
MetaCyc:CREATINE
Zwitterionic form of creatine arising from transfer of a proton from the carboxy to the guanidino group; major species at pH 7.3.
chebi_ontology
creatine
{[amino(iminio)methyl](methyl)amino}acetate
5-oxo-D-prolinate
(2R)-5-oxopyrrolidine-2-carboxylate
-1
128.035
128.10600
5-oxo-D-prolinate
5-oxo-D-prolinate anion
5-oxo-D-prolinate(1-)
5-oxo-D-proline
C5H6NO3
CHEBI:57948
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/p-1/t3-/m1/s1
ODHCTXKNWHHXJC-GSVOUGTGSA-M
The conjugate base of 5-oxo-D-proline; major species at pH 7.3.
[O-]C(=O)[C@H]1CCC(=O)N1
chebi_ontology
beta-alanine zwitterion
0
3-ammoniopropanoate
3-azaniumylpropanoate
89.048
89.09320
C3H7NO2
CHEBI:57966
Gmelin:454332
InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)
UCMIRNVEIXFBKS-UHFFFAOYSA-N
Zwitterionic form of beta-alanine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3.
[NH3+]CCC([O-])=O
beta-alanine
chebi_ontology
bilirubin(2-)
-2
2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoate
582.248
582.64630
A dicarboxylic acid dianion obtained by deprotonation of the two carboxy groups of bilirubin; major species at pH 7.3.
BPYKTIZUTYGOLE-IFADSCNNSA-L
Beilstein:4083310
C33H34N4O6
CC1=C(C=C)\C(NC1=O)=C\c1[nH]c(Cc2[nH]c(\C=C3NC(=O)C(C=C)=C/3C)c(C)c2CCC([O-])=O)c(CCC([O-])=O)c1C
CHEBI:57977
InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b26-13-,27-14-
bilirubin IXalpha
bilirubin dianion
chebi_ontology
primary aliphatic ammonium ion
+1
31.042
31.05710
CH5NR
CHEBI:58001
The conjugate acid of a primary aliphatic amine.
[NH3+]C[*]
an aliphatic amine
chebi_ontology
primary aliphatic ammonium cation
primary aliphatic ammonium cations
primary aliphatic ammonium ions
octopaminium
+1
1-(4-hydroxyphenyl)-2-aminoethanol
154.087
154.18640
2-hydroxy-2-(4-hydroxyphenyl)ethan-1-aminium
2-hydroxy-2-(4-hydroxyphenyl)ethanaminium
4-(2-ammonio-1-hydroxyethyl)phenol
4-(2-azaniumyl-1-hydroxyethyl)phenol
C8H12NO2
CHEBI:58025
InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2/p+1
QHGUCRYDKWKLMG-UHFFFAOYSA-O
The conjugate acid of octopamine; major species at pH 7.3.
[NH3+]CC(O)c1ccc(O)cc1
chebi_ontology
octopaminium cation
octopaminium(1+)
nucleoside 5'-monophosphate(2-)
-2
211.001
211.08660
5'-ribonucleotide(2-)
C5H8O7PR
CHEBI:58043
CHEBI:85513
O[C@@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1[*]
The dianion of a nucleoside monophosphate: major species at pH 7.3.
a ribonucleoside 5'-phosphate
chebi_ontology
nucleoside monophosphate anion
nucleoside monophosphate anions
nucleoside monophosphate dianion
nucleoside monophosphate dianions
homocysteine zwitterion
0
135.035
135.18500
2-ammonio-4-sulfanylbutanoate
2-azaniumyl-4-sulfanylbutanoate
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.
C4H9NO2S
CHEBI:58065
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_ontology
nucleoside triphosphate(3-)
-3
369.926
385.07300
C5H9O13P3R
CHEBI:58104
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-)
Trianion of nucleoside triphosphate arising from deprotonation of three of the four free triphosphate OH groups; major species at pH 7.3.
chebi_ontology
nucleoside triphosphate trianion
ribonucleoside triphosphate trianion
ribonucleoside triphosphate(3-)
(2S)-2-hydroxy monocarboxylic acid anion
(2S)-2-hydroxy monocarboxylate
(2S)-2-hydroxy monocarboxylates
(2S)-2-hydroxy monocarboxylic acid anions
(2S)-2-hydroxycarboxylate
(2S)-alpha-hydroxy monocarboxylic acid anion
(2S)-alpha-hydroxy monocarboxylic acid anions
(S)-2-hydroxyacid anion
(S)-2-hydroxyacid anions
-1
74.000
74.03550
A hydroxy monocarboxylic acid anion where the hydroxy group is placed at position 2 (alpha to the carboxy group) and has (S)-stereochemistry; major species at pH 7.3.
C2H2O3R
CHEBI:58123
CHEBI:61394
CHEBI:70794
O[C@@H]([*])C([O-])=O
PMID:10850983
a (2S)-2-hydroxycarboxylate
chebi_ontology
porphobilinogen(1-)
-1
225.088
225.22120
3-[5-(azaniumylmethyl)-4-(carboxylatomethyl)-1H-pyrrol-3-yl]propanoate
C10H13N2O4
CHEBI:58126
Conjugate base of porphobilinogen arising from deprotonation of the two carboxy groups and protonation of the amino group; major species at pH 7.3.
InChI=1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16)/p-1
QSHWIQZFGQKFMA-UHFFFAOYSA-M
[NH3+]Cc1[nH]cc(CCC([O-])=O)c1CC([O-])=O
chebi_ontology
porphobilinogen
porphobilinogen anion
homocystine zwitterion
0
268.055
268.356
4,4'-disulfanediylbis(2-ammoniobutanoate)
4,4'-disulfanediylbis(2-azaniumylbutanoate)
C(C(CCSSCCC(C(=O)[O-])[NH3+])[NH3+])([O-])=O
C8H16N2O4S2
CHEBI:58163
Dizwitterionic form of homocystine arising from transfer of two protons from the carboxy to the amino groups; major species at pH 7.3.
InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)
ZTVZLYBCZNMWCF-UHFFFAOYSA-N
chebi_ontology
homocystine dizwitterion
3',5'-cyclic AMP(1-)
-1
3',5'-cyclic AMP
3',5'-cyclic AMP anion
328.045
328.19800
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.
C10H11N5O6P
CHEBI:58165
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
PMID:7870041
PMID:7870042
Reaxys:3720459
adenosine 3',5'-cyclic monophosphate
adenosine 3',5'-cyclic monophosphate anion
adenosine 3',5'-cyclic monophosphate(1-)
adenosine 3',5'-phosphate
chebi_ontology
O-phosphonatoethanaminium(1-)
-1
140.011
140.05500
2-ammonioethyl phosphate
2-azaniumylethyl phosphate
An organophosphate oxoanion that is the conjugate base of O-phosphoethanolamine arising from deprotonation of the phosphate OH groups and protonation of the amino group; major species at pH 7.3.
C2H7NO4P
CHEBI:58190
InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)/p-1
O-phosphonatoethanaminium
SUHOOTKUPISOBE-UHFFFAOYSA-M
[NH3+]CCOP([O-])([O-])=O
chebi_ontology
phosphoethanolamine
(2R)-2-hydroxy monocarboxylic acid anion
(2R)-2-hydroxy monocarboxylic acid anions
(2R)-2-hydroxycarboxylate
(2R)-alpha-hydroxy monocarboxylic acid anion
(2R)-alpha-hydroxy monocarboxylic acid anions
(R)-2-hydroxyacid anion
(R)-2-hydroxyacid anions
-1
74.000
A hydroxy monocarboxylic acid anion where the hydroxy group is placed at position 2 (alpha to the carboxy group) and has (R)-stereochemistry; major species at pH 7.3.
C2H2O3R
CHEBI:58314
MetaCyc:2R-hydroxy-carboxylates
O[C@H]([*])C([O-])=O
a (2R)-2-hydroxycarboxylate
chebi_ontology
trans-4-hydroxy-L-proline zwitterion
(2S,4R)-4-hydroxypyrrolidinium-2-carboxylate
0
131.058
131.12990
An L-alpha-amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of trans-4-hydroxy-L-proline; major species at pH 7.3.
C5H9NO3
CHEBI:58375
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1
O[C@H]1C[NH2+][C@@H](C1)C([O-])=O
PMMYEEVYMWASQN-DMTCNVIQSA-N
chebi_ontology
hydroxyproline zwitterion
trans-4-hydroxy-L-proline
trimethylammonium
+1
60.081
60.11820
An ammonium ion that is the conjugate acid of trimethylamine, obtained via protonation of the nitrogen; major species at pH 7.3.
C3H10N
CHEBI:58389
C[NH+](C)C
GETQZCLCWQTVFV-UHFFFAOYSA-O
InChI=1S/C3H9N/c1-4(2)3/h1-3H3/p+1
MetaCyc:TRIMETHYLAMINE
N,N-dimethylmethanaminium
Reaxys:16709444
chebi_ontology
trimethylamine
trimethylammonium cation
trimethylazanium
trimethylazanium cation
5-oxo-L-prolinate
(2S)-5-oxopyrrolidine-2-carboxylate
-1
128.035
128.10600
5-oxo-L-prolate
5-oxo-L-proline
Beilstein:4783230
C5H6NO3
CHEBI:58402
Conjugate base of 5-oxo-L-proline.
Gmelin:675391
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/p-1/t3-/m0/s1
MetaCyc:5-OXOPROLINE
ODHCTXKNWHHXJC-VKHMYHEASA-M
[O-]C(=O)[C@@H]1CCC(=O)N1
chebi_ontology
4-hydroxy-L-proline zwitterion
(2S)-4-hydroxypyrrolidinium-2-carboxylate
0
131.058
131.12990
4-hydroxy-L-proline
C5H9NO3
CHEBI:58419
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3?,4-/m0/s1
OC1C[NH2+][C@@H](C1)C([O-])=O
PMMYEEVYMWASQN-BKLSDQPFSA-N
The amino acid zwitterion formed from 4-hydroxy-L-proline. It is the major microspecies present at pH 7.3.
chebi_ontology
histaminium
+1
112.087
112.15300
2-(1H-imidazol-4-yl)ethanaminium
An ammonium ion that is the conjugate acid of histamine protonated on the side-chain nitrogen.
C5H10N3
CHEBI:58432
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
chebi_ontology
histamine
histaminium cation
nucleoside 3',5'-cyclic phosphate anion
-1
176.995
177.07190
C5H6O5PR2
CHEBI:58464
The conjugate base of a nucleoside 3',5'-cyclic phosphate.
[O-]P1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1
a nucleoside 3',5'-cyclic phosphate
chebi_ontology
nucleoside 3',5'-cyclic phosphate anions
dermatan sulfate polyanion
CHEBI:58465
H2O.(C14H219NO14S)n
The conjugate base of dermatan sulfate, obtained by deprotonation of carboxy and sulfate groups.
chebi_ontology
dermatan 4'-sulfate
sphingosine-1-phosphocholine(1+)
(2S,3R,4E)-2-azaniumyl-3-hydroxyoctadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate
+1
465.346
465.62730
An ammonium ion that is the conjugate acid of sphingosylphosphocholine, obtained by protonation of the amino group. Major species at pH 7.3.
C23H50N2O5P
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H]([NH3+])COP([O-])(=O)OCC[N+](C)(C)C
CHEBI:58906
InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/p+1/b18-17+/t22-,23+/m0/s1
JLVSPVFPBBFMBE-HXSWCURESA-O
chebi_ontology
sphing-4-enine-phosphocholine
sphingosylphosphorylcholine(1+)
organophosphate oxoanion
An organic phosphoric acid derivative in which one or more oxygen atoms of the phosphate group(s) has been deprotonated.
CHEBI:58945
chebi_ontology
organophosphate oxoanions
short-chain fatty acid anion
-1
43.990
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:58951
CO2R
[O-]C([*])=O
a short-chain fatty acid
chebi_ontology
short-chain fatty acid anions
saturated fatty acid anion
Any fatty acid anion in which there is no C-C unsaturation.
CHEBI:58953
a saturated fatty acid
chebi_ontology
saturated fatty acid anions
straight-chain saturated fatty acid anion
Any saturated fatty acid anion lacking a carbon side-chain.
CHEBI:58954
chebi_ontology
straight-chain saturated fatty acid anions
branched-chain fatty acid anion
Any fatty acid anion with a carbon side-chain or isopropyl termination.
CHEBI:58955
a branched-chain fatty acid
branched-chain fatty acid anions
chebi_ontology
branched-chain saturated fatty acid anion
Any saturated fatty acid anion with a carbon side-chain or isopropyl termination.
CHEBI:58956
branched-chain saturated fatty acid anions
chebi_ontology
organosulfate oxoanion
-1
95.952
96.06300
An organic anion of general formula RS(=O)2O(-) where R is an organyl group.
CHEBI:58958
O4SR
[O-]S(=O)(=O)O[*]
chebi_ontology
organosulfate oxoanions
methyl isocyanate
0
57.021
57.05130
Beilstein:605318
C2H3NO
CAS:624-83-9
CHEBI:59059
CN=C=O
DrugBank:DB04337
Gmelin:100500
HAMGRBXTJNITHG-UHFFFAOYSA-N
InChI=1S/C2H3NO/c1-3-2-4/h1H3
Iso-cyanatomethane
Isocyanate de methyle
MIC
Methyl carbonimide
Methyl isocyanide
Methylcarbylamine
PMID:16091349
PMID:19494520
PMID:24081639
PMID:3622432
PMID:6821040
Reaxys:605318
The isocyanate that is methane modified by a single isocyanato substituent.
chebi_ontology
isocyanatomethane
isocyanatomethane
(8xi)-cinchonan
(8xi)-cinchonan
0
278.178
278.39140
C19H22N2
C=C[C@H]1C[N@@]2CC[C@H]1CC2Cc1ccnc2ccccc12
CHEBI:59137
Cinchonan or its (8S)-epimer.
InChI=1S/C19H22N2/c1-2-14-13-21-10-8-15(14)11-17(21)12-16-7-9-20-19-6-4-3-5-18(16)19/h2-7,9,14-15,17H,1,8,10-13H2/t14-,15-,17?/m0/s1
UFJOYVQIDSNLHC-GIIGEWEBSA-N
chebi_ontology
(8S)-cinchonan
(8S)-cinchonan
(8alpha)-cinchonan
0
278.178
278.39140
4-((1S,2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-ylmethyl)quinoline
Beilstein:88419
C19H22N2
CHEBI:59138
InChI=1S/C19H22N2/c1-2-14-13-21-10-8-15(14)11-17(21)12-16-7-9-20-19-6-4-3-5-18(16)19/h2-7,9,14-15,17H,1,8,10-13H2/t14-,15-,17-/m0/s1
The (8S)-epimer of cinchonan.
UFJOYVQIDSNLHC-ZOBUZTSGSA-N
[H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)Cc1ccnc2ccccc12
chebi_ontology
biomarker
A substance used as an indicator of a biological state.
CHEBI:59163
biological marker
chebi_ontology
hapten
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.
CHEBI:59174
PMID:17875790
PMID:17986299
PMID:19101624
PMID:291959
PMID:3782019
chebi_ontology
haptens
straight-chain fatty acid
Any fatty acid whose skeletal carbon atoms form an unbranched open chain.
CHEBI:59202
chebi_ontology
straight-chain fatty acids
straight-chain fatty acid anion
A fatty acid anion formed by deprotonation of the carboxylic acid functional group of a straight-chain fatty acid.
CHEBI:59203
chebi_ontology
straight-chain FA anion
straight-chain FA anions
straight-chain fatty acid anions
cyclic fatty acid
Any fatty acid containing anywhere in its structure a ring of atoms.
CHEBI:59238
PMID:17113094
PMID:9300789
acides gras cycliques
acidos grasos ciclicos
chebi_ontology
cyclic fatty acids
zyklische Fettsaeuren
EC 3.4.21.* (serine endopeptidase) inhibitor
Any EC 3.4.* (hydrolases acting on peptide bond) inhibitor that inhibits the activity of a serine endopeptidase (EC 3.4.21.*).
CHEBI:5924
EC 3.4.21.* (serine endopeptidase) inhibitors
EC 3.4.21.* inhibitor
EC 3.4.21.* inhibitors
chebi_ontology
inhibitor of serine endopeptidase (EC 3.4.21.*)
inhibitor of serine endopeptidase (EC 3.4.21.*)s
serine endopeptidase inhibitor
serine endopeptidase inhibitors
linear tetrapyrrole anion
An organic anion arising from deprotonation of a acyclic tetrapyrrole compound.
CHEBI:59252
acyclic tetrapyrrole anion
acyclic tetrapyrrole anions
chebi_ontology
linear tetrapyrrole anions
insulin (human)
0
5789.622
5793.54400
A peptide hormone produced in the pancreas and involved in regulating the metabolism of carbohydrates (particularly glucose) and fats. Commonly thought of as a protein, it consists of two petide chains, one containing 21 amino acid residues and the other containing 30; the chains are joined together by 2 disulfide bonds. Recombinant insulin is identical to human insulin, but is synthesised by inserting the human insulin gene into E. coli, which then produces insulin for human use. It is used in the treatment of type I and type II diabetes.
C256H381N65O77S6
CAS:9004-10-8
CC[C@@H](C)[C@H](NC(=O)CN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H]1CSSC[C@H]2NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc3c[nH]cn3)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)Cc3ccccc3)C(C)C)C(N)=O)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](Cc3c[nH]cn3)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc3ccc(O)cc3)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC2=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H]([C@H](C)O)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@H](C)O)C(O)=O)NC1=O)[C@H](C)O)[C@H](C)CC
CHEBI:5931
DrugBank:DB00030
InChI=1S/C256H381N65O77S6/c1-29-130(23)202(311-190(337)103-258)250(391)315-200(128(19)20)246(387)286-158(75-82-197(347)348)216(357)281-154(70-77-186(261)333)220(361)306-181-115-402-403-116-182-241(382)303-176(110-323)238(379)293-161(88-122(7)8)224(365)294-167(95-139-53-61-145(328)62-54-139)227(368)282-153(69-76-185(260)332)217(358)289-160(87-121(5)6)222(363)283-157(74-81-196(345)346)219(360)301-173(101-188(263)335)233(374)297-169(97-141-57-65-147(330)66-58-141)230(371)307-180(240(381)302-174(254(395)396)102-189(264)336)114-401-400-113-179(213(354)272-106-191(338)277-152(72-79-194(341)342)215(356)280-150(51-42-84-270-256(266)267)211(352)271-107-192(339)278-165(93-137-46-36-32-37-47-137)226(367)296-166(94-138-48-38-33-39-49-138)229(370)298-170(98-142-59-67-148(331)68-60-142)236(377)318-205(134(27)326)253(394)321-85-43-52-184(321)244(385)284-151(50-40-41-83-257)221(362)319-206(135(28)327)255(397)398)309-247(388)199(127(17)18)314-234(375)163(90-124(11)12)291-228(369)168(96-140-55-63-146(329)64-56-140)295-223(364)159(86-120(3)4)288-209(350)132(25)276-214(355)156(73-80-195(343)344)285-245(386)198(126(15)16)313-235(376)164(91-125(13)14)292-232(373)172(100-144-105-269-119-275-144)300-237(378)175(109-322)279-193(340)108-273-212(353)178(112-399-404-117-183(308-242(181)383)243(384)317-204(133(26)325)251(392)304-177(111-324)239(380)316-203(131(24)30-2)249(390)310-182)305-225(366)162(89-123(9)10)290-231(372)171(99-143-104-268-118-274-143)299-218(359)155(71-78-187(262)334)287-252(393)207(208(265)349)320-248(389)201(129(21)22)312-210(351)149(259)92-136-44-34-31-35-45-136/h31-39,44-49,53-68,104-105,118-135,149-184,198-207,322-331H,29-30,40-43,50-52,69-103,106-117,257-259H2,1-28H3,(H2,260,332)(H2,261,333)(H2,262,334)(H2,263,335)(H2,264,336)(H2,265,349)(H,268,274)(H,269,275)(H,271,352)(H,272,354)(H,273,353)(H,276,355)(H,277,338)(H,278,339)(H,279,340)(H,280,356)(H,281,357)(H,282,368)(H,283,363)(H,284,385)(H,285,386)(H,286,387)(H,287,393)(H,288,350)(H,289,358)(H,290,372)(H,291,369)(H,292,373)(H,293,379)(H,294,365)(H,295,364)(H,296,367)(H,297,374)(H,298,370)(H,299,359)(H,300,378)(H,301,360)(H,302,381)(H,303,382)(H,304,392)(H,305,366)(H,306,361)(H,307,371)(H,308,383)(H,309,388)(H,310,390)(H,311,337)(H,312,351)(H,313,376)(H,314,375)(H,315,391)(H,316,380)(H,317,384)(H,318,377)(H,319,362)(H,320,389)(H,341,342)(H,343,344)(H,345,346)(H,347,348)(H,395,396)(H,397,398)(H4,266,267,270)/t130-,131-,132+,133+,134+,135+,149+,150+,151+,152+,153+,154+,155+,156+,157+,158+,159+,160+,161+,162+,163+,164+,165+,166+,167+,168+,169+,170+,171+,172+,173+,174+,175+,176+,177+,178+,179+,180+,181+,182-,183+,184+,198+,199+,200+,201+,202+,203+,204+,205+,206+,207+/m1/s1
Insulin
Insulin recombinant
KEGG:C00723
KEGG:D00085
PMID:22249812
PMID:22617471
PMID:22715632
PMID:22843207
PMID:8019699
Wikipedia:Insulin
YAJCHEVQCOHZDC-QMMNLEPNSA-N
chebi_ontology
insulin (recombinant)
prostaglandin carboxylic acid anion
A prostanoid anion obtained by deprotonation of the carboxy group of any prostaglandin.
CHEBI:59326
chebi_ontology
prostaglandin carboxylic acid anions
medium-chain fatty acid
0
44.998
45.01740
Any fatty acid with a chain length of between C6 and C12.
CHEBI:59554
CHO2R
MCFA
MCFAs
OC([*])=O
chebi_ontology
medium-chain fatty acids
medium-chain fatty acid anion
-1
43.990
A fatty acid anion resulting from the deprotonation of the carboxylic acid moiety of a medium-chain fatty acid.
CHEBI:59558
CO2R
MCFA anion
MCFA anions
[O-]C([*])=O
a medium chain fatty acid
chebi_ontology
medium-chain FA anion
medium-chain FA anions
medium-chain fatty acid anions
diamino acid anion
An organic anion that is the conjugate base of diamino acid.
CHEBI:59561
chebi_ontology
diamino acid anions
oxo fatty acid
Any fatty acid containing at least one aldehydic or ketonic group in addition to the carboxylic acid group.
CHEBI:59644
PMID:6434570
PMID:8454196
PMID:8638935
chebi_ontology
oxo fatty acids
phosphoric acids
CHEBI:59698
Compounds containing one or more phosphoric acid units.
chebi_ontology
ribonucleoside triphosphate oxoanion
An organophosphate anion resulting from deprotonation of at least one of the acidic hydroxy groups from the triphosphate moiety of a nucleoside triphosphate.
CHEBI:59724
chebi_ontology
ribonucleoside triphosphate anion
ribonucleoside triphosphate anions
ribonucleoside triphosphate oxoanions
nucleophilic reagent
A reagent that forms a bond to its reaction partner (the electrophile) by donating both bonding electrons.
CHEBI:59740
chebi_ontology
nucleophile
nucleophiles
nucleophilic reagents
(S)-nicotinium(1+)
(2S)-1-methyl-2-(pyridin-3-yl)pyrrolidinium
(S)-nicotine
(S)-nicotinium cation
+1
163.124
163.23900
C10H15N2
CHEBI:59806
C[NH+]1CCC[C@H]1c1cccnc1
Gmelin:329042
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/p+1/t10-/m0/s1
MetaCyc:NICOTINE
SNICXCGAKADSCV-JTQLQIEISA-O
The conjugate acid of (S)-nicotine arising from selective protonation of the tertiary amino group; major species at pH 7.3.
chebi_ontology
L-alpha-amino acid anion
-1
73.016
88.08520
C2H3NO2R
CHEBI:59814
C[C@H](N)C([O-])=O
Conjugate base of an L-alpha-amino acid arising from deprotonation of the C-1 carboxy group.
L-alpha-amino carboxylate
chebi_ontology
progestin
A synthetic progestogen.
CHEBI:59826
Wikipedia:Progestin
chebi_ontology
progestins
hydroxy fatty acid anion
CHEBI:59835
OH-FA anion
OH-FA-anions
OH-fatty acid anion
OH-fatty acid anions
The conjugate base of any hydroxy fatty acid, formed by deprotonation of the carboxylic acid moiety.
chebi_ontology
hydroxy fatty acid anions
oxo fatty acid anion
A fatty acid anion carrying one or more oxo substituents
CHEBI:59836
chebi_ontology
oxo fatty acid anions
oxo-FA anion
oxo-FA anions
3-hydroxy fatty acid
0
3-OH fatty acid
3-OH fatty acids
3-hydroxy fatty acids
89.024
89.07000
Any fatty acid with a hydroxy functional group in the beta- or 3-position. beta-Hydroxy fatty acids accumulate during cardiac hypoxia, and can also be used as chemical markers of bacterial endotoxins.
C3H5O3R
CHEBI:59845
OC([*])CC(O)=O
PMID:1226425
PMID:17392575
PMID:3094448
PMID:7406063
beta-OH fatty acid
beta-OH fatty acids
beta-hydroxy fatty acid
beta-hydroxy fatty acids
chebi_ontology
L-alpha-amino acid zwitterion
0
74.024
C2H4NO2R
CHEBI:59869
L-alpha-amino acid zwitterions
Zwitterionic form of an L-alpha-amino acid having an anionic carboxy group and a protonated amino group.
[NH3+][C@@H]([*])C([O-])=O
an L-alpha-amino acid
chebi_ontology
D-alpha-amino acid zwitterion
0
74.024
C2H4NO2R
CHEBI:59871
D-alpha-amino acid zwitterions
Zwitterionic form of a D-alpha-amino acid having an anionic carboxy group and a protonated amino group.
[NH3+][C@H]([*])C([O-])=O
a D-amino acid
chebi_ontology
N-acyl-L-alpha-amino acid anion
-1
100.003
100.05290
A carboxylic acid anion that is the conjugate base of an N-acyl-L-alpha-amino acid arising from deprotonation of the C-1 carboxy group.
C3H2NO3R2
CHEBI:59874
N-acyl-L-alpha-amino acid(1-)
[O-]C(=O)[C@H]([*])NC([*])=O
an N-acyl-L-amino acid
chebi_ontology
N-acyl-D-alpha-amino acid anion
-1
100.003
100.05290
C3H2NO3R2
CHEBI:59876
N-acyl-D-alpha-amino acid(1-)
The conjugate base of an N-acyl-D-alpha-amino acid arising from deprotonation of the C-1 carboxy group.
[O-]C(=O)[C@@H]([*])NC([*])=O
a N-acyl-D-amino acid
chebi_ontology
gamma-aminobutyric acid zwitterion
0
103.063
103.11980
4-aminobutanoate
4-ammoniobutanoate
4-azaniumylbutanoate
BTCSSZJGUNDROE-UHFFFAOYSA-N
C4H9NO2
CHEBI:59888
Gmelin:1041559
InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
Zwitterionic form of gamma-aminobutyric acid having an anionic carboxy group and a protonated amino group.
[NH3+]CCCC([O-])=O
chebi_ontology
dopaminium(1+)
+1
154.087
154.18640
2-(3,4-dihydroxyphenyl)ethan-1-aminium
2-(3,4-dihydroxyphenyl)ethanaminium
An ammonium ion that is the conjugate acid of dopamine; major species at pH 7.3.
C8H12NO2
CHEBI:59905
Gmelin:328863
InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2/p+1
VYFYYTLLBUKUHU-UHFFFAOYSA-O
[NH3+]CCc1ccc(O)c(O)c1
chebi_ontology
dopamine
dopaminium cation
chemical substance
A chemical substance is a portion of matter of constant composition, composed of molecular entities of the same type or of different types.
CHEBI:59999
Chemische Substanz
chebi_ontology
mixture
A mixture is a chemical substance composed of multiple molecules, at least two of which are of a different kind.
CHEBI:60004
Mischung
chebi_ontology
polymer
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..
CHEBI:60027
Kunststoff
Polymer
Wikipedia:Polymer
chebi_ontology
L-proline zwitterion
(2S)-pyrrolidinium-2-carboxylate
0
115.063
115.13050
C5H9NO2
CHEBI:58054
CHEBI:60039
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
L-proline
MetaCyc:PRO
ONIBWKKTOPOVIA-BYPYZUCNSA-N
The zwitterion formed from L-proline by proton transfer from the carboxy group to the ring nitrogen. It is the predominant species at physiological pH.
[O-]C(=O)[C@@H]1CCC[NH2+]1
chebi_ontology
dermatan anion
A carbohydrate acid derivative anion obtained from dermatan by deprotonation of the carboxylic acid groups of the repeating units; the major species at pH 7.3.
CHEBI:58701
CHEBI:60059
H2O(C14H20NO11)n
chebi_ontology
dermatan
dermatan polyanion
N-acylneuraminate
-1
293.075
293.22740
5-alkanamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonate
A sialic acid anion arising from deprotonation of the carboxy group of an N-acylneuraminic acid; major species at pH 7.3.
C10H15NO9R
CHEBI:60073
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_ontology
isoflurane
0
1-chloro-2,2,2-trifluoroethyl difluoromethyl ether
183.971
184.49210
2-chloro-2-difluoromethoxy-1,1,1-trifluoroethane
Aerrane
C3H2ClF5O
CAS:26675-46-7
CHEBI:6015
DrugBank:DB00753
Drug_Central:1493
Ethane
FC(F)OC(Cl)C(F)(F)F
Forane
Forene
InChI=1S/C3H2ClF5O/c4-1(3(7,8)9)10-2(5)6/h1-2H
Isoflurane
KEGG:C07518
KEGG:D00545
PIWKPBJCKXDKJR-UHFFFAOYSA-N
VSDB:1804
Wikipedia:Isoflurane
chebi_ontology
isoflurane
isoflurano
isofluranum
ionic polymer
An ionic polymer is a polymer, composed of ionic macromolecules.
CHEBI:60164
chebi_ontology
polyionic polymer
divalent metal cation
A metal cation with a valence of two.
CHEBI:60240
a divalent metal cation
chebi_ontology
monovalent inorganic cation
An atom or small molecule with a positive charge that does not contain carbon in covalent linkage, with a valency of one.
CHEBI:60242
a monovalent cation
chebi_ontology
EC 3.4.* (hydrolases acting on peptide bond) inhibitor
A hydrolase inhibitor that interferes with the action of any hydrolase acting on peptide bonds (peptidase), EC 3.4.*.*).
CHEBI:60258
CHEBI:76763
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
chebi_ontology
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
3,3',5-triiodo-L-thyroninate
(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate
(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propionate
-1
3,3',5-triiodo-L-thyronine anion
3,3',5-triiodo-L-thyronine(1-)
649.782
649.96560
AUYYCJSJGJYCDS-LBPRGKRZSA-M
C15H11I3NO4
CHEBI:60308
InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/p-1/t12-/m0/s1
N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C([O-])=O
The anion resulting from the removal of the proton from the carboxylic acid group of 3,3',5-triiodo-L-thyronine.
chebi_ontology
liothyronine anion
liothyronine(1-)
thyroid hormone
Any hormone produced by the thyroid gland
CHEBI:60311
chebi_ontology
thyroid hormones
2-methyl-2-(methylsulfanyl)propanal oxime
0
133.056
133.21200
2-(methylthio)-2-methylpropionaldehyde oxime
2-(methylthio)isobutyraldehyde oxime
2-methyl-2-(methylsulfanyl)propanaldoxime
2-methyl-2-(methylthio)propanal oxime
2-methyl-2-(methylthio)propionaldehyde oxime
2-methyl-2-(methylthio)propionaldoxime
ADO
Beilstein:2038299
C5H11NOS
CAS:1646-75-9
CHEBI:60330
InChI=1S/C5H11NOS/c1-5(2,8-3)4-6-7/h4,7H,1-3H3
N-hydroxy-2-methyl-2-(methylsulfanyl)propan-1-imine
Patent:US3217037
Reaxys:2038299
Temik oxime
The oxime resulting from the formal condensation of 2-methyl-2-(methylsulfanyl)propanal with hydroxylamine. Addition of the oxime group to methyl isocyanate forms the final step in the synthesis of the systemic insecticide aldicarb.
ZFGMCJAXIZTVJA-UHFFFAOYSA-N
[H]C(=NO)C(C)(C)SC
aldicarb oxime
chebi_ontology
peptide anion
An anion formed by deprotonation of at least one peptide carboxy group.
CHEBI:60334
chebi_ontology
peptide anions
peptide zwitterion
0
C2H4NO2R(C2H2NOR)n
CHEBI:60466
Zwitterionic form of any peptide where the amino terminus is positively charged and the carboxy terminus is negatively charged.
chebi_ontology
peptide zwitterions
molybdenum cofactor(2-)
-2
552.33000
553.856
C10H11MoN5O8PS3
CHEBI:60525
MoCo
Molybdenum cofactor MoCo protonated to pH 7.3.
PDB:3HBG
PDB:3HBP
PDB:3HBQ
PDBeChem:MSS
PMID:20356030
chebi_ontology
NMDA receptor antagonist
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:60643
CHEBI:60797
N-methyl-D-aspartate receptor antagonist
N-methyl-D-aspartate receptor antagonists
NMDA receptor antagonists
NMDAR antagonist
NMDAR antagonists
chebi_ontology
prostaglandin E2(1-)
(5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oate
-1
351.217
351.45710
Beilstein:8364130
C20H31O5
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC([O-])=O
CHEBI:606564
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/p-1/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
The conjugate base of prostaglandin E2; major species at pH 7.3.
XEYBRNLFEZDVAW-ARSRFYASSA-M
chebi_ontology
prostaglandin E2
prostaglandin E2 anion
N-benzoylglycinate
(benzoylamino)acetate
-1
178.050
178.16470
2-benzamidoacetate
An alpha-amino-acid anion that is the conjugate base of N-benzoylglycine; major species at pH 7.3.
Beilstein:3610359
C9H8NO3
CHEBI:24594
CHEBI:606565
Gmelin:329632
InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)/p-1
MetaCyc:CPD-425
N-benzoylglycinate anion
N-benzoylglycinate(1-)
N-benzoylglycine
PMID:22153801
QIAFMBKCNZACKA-UHFFFAOYSA-M
Reaxys:3610359
[O-]C(=O)CNC(=O)c1ccccc1
chebi_ontology
hippurate
excitatory amino acid antagonist
Any substance which inhibits the action of receptors for excitatory amino acids.
CHEBI:60798
EAA receptor antagonist
EAA receptor antagonists
chebi_ontology
excitatory amino acid antagonists
excitatory amino acid receptor antagonist
excitatory amino acid receptor antagonists
adjuvant
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:60809
adjuvants
chebi_ontology
tubulin modulator
Any substance that interacts with tubulin to inhibit or promote polymerisation of microtubules.
CHEBI:60832
chebi_ontology
tubulin modulators
D-alpha-amino acid anion
-1
73.016
88.08520
Any alpha-amino acid anion in which the parent amino acid has D-configuration.
C2H3NO2R
CHEBI:60895
C[C@@H](N)C([O-])=O
D-alpha-amino acid anions
D-alpha-amino carboxylate
chebi_ontology
racemate
A racemate is an equimolar mixture of a pair of enantiomers.
CHEBI:60911
chebi_ontology
melange racemique
racemates
racemic mixture
keratan sulfate
A sulfated glycosaminoglycan, a linear polymer that consists of the repeating disaccharide [3)-beta-Gal-(1->4)-beta-GlcNAc-(1->] and containing sulfo groups located at random positions.
CHEBI:60924
chebi_ontology
keratan sulfates
keratosulfate
amino monosaccharide
Any amino sugar that is a monosaccharide in which one alcoholic hydroxy group is replaced by an amino group.
CHEBI:60926
amino monosaccharides
chebi_ontology
EC 3.5.1.98 (histone deacetylase) inhibitor
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).
CHEBI:61115
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
Wikipedia:Histone_deacetylase_inhibitor
chebi_ontology
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
nucleobase-containing molecular entity
Any compound that has a nucleobase as a part.
CHEBI:61120
chebi_ontology
nucleobase-containing compound
nucleobase-containing compounds
nucleobase-containing molecular entities
adenyl nucleotide
A nucleotide having adenine as the base.
CHEBI:61293
adenine nucleotide
chebi_ontology
adenyl ribonucleotide
A purine riboncleotide where adenine is the purine.
CHEBI:61296
adenine ribonucleotide
chebi_ontology
C21-steroid
0
288.282
288.511
A steroid that has a structure based on a 21-carbon (pregnane) skeleton. Note that individual examples may have ring substituents at other positions and/or contain double bonds, aromatic A-rings, expanded/contracted rings etc., so the formula and mass may vary from that given for the generic structure.
C1CCCC2C1(C3C(CC2)C4C(CC3)(C(CC4)CC)C)C
C21H36
CHEBI:61313
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
JWMFYGXQPXQEEM-UHFFFAOYSA-N
a C21-steroid
chebi_ontology
C4-dicarboxylate
A dicarboxylate that contains four carbon atoms.
CHEBI:61336
chebi_ontology
3-hydroxy carboxylic acid
3-hydroxy carboxylic acids
3-hydroxycarboxylic acid
3-hydroxycarboxylic acids
Any hydroxy carboxylic acid which contains a hydroxy group located beta- to the carboxylic acid group.
CHEBI:61355
beta-hydroxy carboxylic acid
beta-hydroxy carboxylic acids
beta-hydroxycarboxylic acid
beta-hydroxycarboxylic acids
chebi_ontology
sulfolipid
A compound containing a sulfonic acid residue joined by a carbon-sulfur bond to a lipid.
CHEBI:61384
chebi_ontology
sulfolipids
dihydroxyphenylacetic acid
A dihydroxy monocarboxylic acid consisting of phenylacetic acid having two phenolic hydroxy substituents.
CHEBI:23787
CHEBI:61409
chebi_ontology
dihydroxyphenylacetic acids
polyanionic polymer
A polymer, composed of polyanion macromolecules.
CHEBI:61469
chebi_ontology
polyanion
polyanions
nucleoside triphosphate(4-)
-4
368.918
384.06500
A ribonucleoside triphosphate oxoanion arising from global deprotonation of the triphosphate group of any nucleoside triphosphate.
C5H8O13P3R
CHEBI:61557
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
chebi_ontology
nucleoside 5'-triphosphate tetraanion
nucleoside triphosphate(4-)
pyridoisoquinoline
An organic heterotricyclic compound with a skeleton derived from a pyridine ring fused to an isoquinoline.
CHEBI:61692
chebi_ontology
pyridoisoquinolines
fatty acid derivative
Any organic molecular entity derived from a fatty acid.
CHEBI:61697
FA derivative
FA derivatives
chebi_ontology
fatty acid derivatives
microtubule-destabilising agent
Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
CHEBI:61951
PMID:17099073
chebi_ontology
microtubule destabilising agent
microtubule destabilising agents
microtubule destabilising role
microtubule destabilizing role
microtubule-destabilising agents
microtubule-destabilizing agent
microtubule-destabilizing agents
polar amino acid zwitterion
0
74.024
74.05870
C2H4NO2R
CHEBI:62031
MetaCyc:Polar-amino-acids
Zwitterionic form of a polar amino acid having an anionic carboxy group and a protonated amino group.
[NH3+]C([*])C([O-])=O
a polar amino acid
chebi_ontology
1,1-diunsubstituted alkanesulfonate
-1
1,1-di-unsubstituted alkanesulfonate
1,1-di-unsubstituted alkanesulfonates
1,1-diunsubstituted alkanesulfonates
93.972
94.09000
An alkanesulfonate in which the carbon at position 1 is attached to at least two hydrogens.
CH2O3SR
CHEBI:62081
KEGG:C15521
MetaCyc:Alkanesulfonates
[H]C([H])([*])S([O-])(=O)=O
chebi_ontology
signalling molecule
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:62488
chebi_ontology
signal molecule
signal molecules
signaling molecule
signaling molecules
signalling molecules
sphingomyelin d18:1(1+)
+1
492.333
A quaternary ammonium ion that is the conjugate acid of sphingomyelin d18:1, obtined by protonation of the anionic phosphate function.
C24H49N2O6PR
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP(O)(=O)OCC[N+](C)(C)C)NC([*])=O
CHEBI:58216
CHEBI:62490
KEGG:C00550
LIPID_MAPS_instance:LMSP03010000
MetaCyc:Sphingomyelins
N-acyl-sphing-4-enine-1-phosphocholine
N-acyl-sphingosylphosphocholine
N-acyl-sphingosylphosphocholines
N-acyl-sphingosylphosphorylcholine
N-acyl-sphingosylphosphorylcholines
N-acylsphingosylphosphocholine
PMID:10951276
PMID:10970788
PMID:12649340
PMID:16341241
PMID:19443184
PMID:2187537
PMID:8086039
Sphingomyelin
chebi_ontology
sphingomyelins
methyl-branched fatty acid
Any branched-chain fatty acid containing methyl branches only.
CHEBI:62499
PMID:17030019
PMID:19747846
PMID:19933331
chebi_ontology
methyl-branched fatty acids
folate(2-)
-2
439.124
439.38160
C19H17N7O6
CHEBI:62501
InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/p-2/t12-/m0/s1
MetaCyc:CPD-12826
N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamate(2-)
Nc1nc2ncc(CNc3ccc(cc3)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)nc2c(=O)[nH]1
OVBPIULPVIDEAO-LBPRGKRZSA-L
The dicarboxylic acid dianion formed from folic acid by loss of a proton from each of the two carboxy groups in the glutamic acid moiety.
chebi_ontology
folate
anionic phospholipid
Any organophosphate oxoanion that is a negatively charged phospholipid, e.g. phosphatidylserine(1-), phosphatidate(2-), phosphatidylglycerol(1-).
CHEBI:62643
anionic phospholipids
chebi_ontology
phospholipid anion
phospholipid anions
tyrosine derivative
An amino acid derivative resulting from reaction of tyrosine at the amino group or the carboxy group, any substitution of phenyl hydrogens, or from the replacement of any hydrogen of tyrosine by a heteroatom. The definition normally excludes peptides containing tyrosine residues.
CHEBI:62761
chebi_ontology
tyrosine derivatives
reactive nitrogen species
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.
CHEBI:62764
PMID:12076975
PMID:17667957
PMID:9741578
RNI
RNS
Wikipedia:Reactive_nitrogen_species
chebi_ontology
fuel additive
Any additive that enhances the efficiency of fuel.
CHEBI:62803
chebi_ontology
fuel additives
fuel enhancer
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
CHEBI:62868
antihepatotoxic agent
chebi_ontology
hepatoprotective agents
icosanoid anion
CHEBI:62937
The carboxylic acid anion that is the conjugate base of an icosanoid, formed when the carboxy group is deprotonated.
chebi_ontology
eicosanoid anion
eicosanoid anions
icosanoid anion
icosanoid anions
glycosylceramide
A ceramide compound formed by the replacement of the glycosidic hydroxy group of a cyclic form of a monosaccharide (or derivative) by a ceramide group.
CHEBI:62941
chebi_ontology
glycosylceramides
leukotriene anion
A eicosanoid anion that is the conjugate base of a leukotriene.
CHEBI:62942
chebi_ontology
leukotriene anions
prostanoid anion
An icosanoid anion that is the conjugate base of a prostanoid.
CHEBI:62943
chebi_ontology
prostanoid anions
sialic acid anion
A carboxylic acid anion that is the conjugate base of a sialic acid, formed by deprotonation of the carboxy group.
CHEBI:62944
chebi_ontology
sialic acid anions
thromboxane anion
A prostanoid anion that is the conjugate base of a thromboxane.
CHEBI:62945
chebi_ontology
thromboxane anions
4-hydroxyprolinate
-1
130.050
130.12190
4-hydroxyproline anion
4-hydroxypyrrolidine-2-carboxylate
C5H8NO3
CHEBI:62978
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/p-1
OC1CNC(C1)C([O-])=O
PMMYEEVYMWASQN-UHFFFAOYSA-M
The alpha-amino-acid anion formed by loss of a proton from the carboxy group of 4-hydroxyproline.
chebi_ontology
hydroxyprolinate
hydroxyproline anion
4-hydroxy-L-prolinate
(2S)-4-hydroxypyrrolidine-2-carboxylate
-1
130.050
130.12190
4-hydroxy-L-proline anion
C5H8NO3
CHEBI:62981
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/p-1/t3?,4-/m0/s1
OC1CN[C@@H](C1)C([O-])=O
PMMYEEVYMWASQN-BKLSDQPFSA-M
Reaxys:4742919
The L-alpha-amino acid anion that is the conjugate base of 4-hydroxy-L-proline, formed by proton loss from the carboxy group. It is the major microspecies present at pH > 10.6.
chebi_ontology
emulsifier
CHEBI:63046
The chemical role played by a substance that stabilizes an emulsion by increasing its kinetic stability.
chebi_ontology
emulgent
emulgents
emulsifiers
beta-alaninate
-1
3-aminopropanoate
88.040
88.08520
A beta-amino-acid anion that is the conjugate base of beta-alanine.
C3H6NO2
CHEBI:63070
InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)/p-1
NCCC([O-])=O
Reaxys:3536336
UCMIRNVEIXFBKS-UHFFFAOYSA-M
beta-alaninate anion
beta-alaninate(1-)
chebi_ontology
4-hydroxyproline zwitterion
0
131.058
131.12990
4-hydroxypyrrolidinium-2-carboxylate
C5H9NO3
CHEBI:63137
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)
OC1C[NH2+]C(C1)C([O-])=O
PMMYEEVYMWASQN-UHFFFAOYSA-N
The amino acid zwitterion formed from 4-hydroxyproline.
chebi_ontology
glycosyl compound
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:63161
chebi_ontology
glycosyl compounds
ribonucleoside monophosphate oxoanion
An organophosphate oxoanion resulting from deprotonation of at least one of the acidic hydroxy groups from the phosphate moiety of a ribonucleoside monophosphate.
CHEBI:63165
chebi_ontology
ribonucleoside monophosphate oxoanions
pyranopterin
An organic heterotricyclic compound that consists of a pterin ring system having a pyran ring ortho-fused at any position.
CHEBI:63169
chebi_ontology
pyranopterins
oxidising agent
A substance that removes electrons from another reactant in a redox reaction.
CHEBI:63248
chebi_ontology
oxidant
oxidants
oxidiser
oxidisers
oxidising agents
oxidizer
oxidizers
oxidizing agent
oxidizing agents
carbohydrate derivative
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:63299
carbohydrate derivatives
chebi_ontology
derivatised carbohydrate
derivatised carbohydrates
derivatized carbohydrate
derivatized carbohydrates
monosaccharide derivative
A carbohydrate derivative that is formally obtained from a monosaccharide.
CHEBI:63367
chebi_ontology
monosaccharide derivatives
ketoaldonic acid derivative
A monosaccharide derivative that is formally obtained from a ketoaldonic acid.
CHEBI:63394
chebi_ontology
ketoaldonic acid derivatives
pentose derivative
A monosaccharide derivative that is formally obtained from a pentose.
CHEBI:63409
chebi_ontology
pentose derivatives
all-trans-retinyl ester
0
313.217
313.45380
A retintinyl ester in which all double bonds of the retinyl side-chain have trans-configuration.
C21H29O2R
CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/COC([*])=O
CHEBI:63410
HMDB:HMDB0003598
KEGG:C02075
MetaCyc:All-trans-Retinyl-Esters
PMID:12741839
PMID:16116091
PMID:19490105
an all-trans-retinyl ester
chebi_ontology
carbohydrate acid derivative
A carbohydrate derivative that is formally obtained from a carbohydrate acid.
CHEBI:63436
carbohydrate acid derivatives
chebi_ontology
sulfur-containing amino-acid anion
A sulfur-containing amino acid whose alpha-carboxylic acid group is ionized (not protonated).
CHEBI:63470
chebi_ontology
sulfur-containing amino-acid anions
branched-chain amino-acid anion
A branched-chain amino acid whose alpha-carboxylic acid group is ionized (not protonated).
CHEBI:63471
branched-chain amino-acid anions
chebi_ontology
aromatic amino-acid anion
An aromatic amino acid whose alpha-carboxylic acid group is ionized (non-protonated).
CHEBI:63473
aromatic amino-acid anions
chebi_ontology
iodothyroninate
An iodothyronine whose alpha carboxylic acid group of the tyrosine is ionized (not protonated).
CHEBI:63477
chebi_ontology
iodothyroninates
explosive
A substance capable of undergoing rapid and highly exothermic decomposition.
CHEBI:63490
Wikipedia:Explosive_material
chebi_ontology
explosive compound
explosive compounds
explosive material
explosives
explosives chemical
explosives chemicals
gonadotropin releasing hormone agonist
Any drug which binds to gonadotropin-releasing hormone receptors and triggers a response.
CHEBI:63533
GnRH agonist
GnRH agonists
GnRH-A
Wikipedia:Gonadotropin-releasing_hormone_agonist
chebi_ontology
gonadotrophin releasing hormone agonist
gonadotrophin releasing hormone agonists
gonadotropin releasing hormone agonists
monoamine
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.
CHEBI:63534
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
carbohydrate acid derivative anion
A carboxylic acid anion resulting from the deprotonation of the carboxy group of a carbohydrate acid derivative.
CHEBI:63551
carbohydrate acid anion derivative
carbohydrate acid anion derivatives
carbohydrate acid derivative anions
chebi_ontology
ketoaldonate derivative
A carbohydrate acid derivative anion that is formally obtained from a ketoaldonate.
CHEBI:63561
chebi_ontology
ketoaldonate derivatives
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
CHEBI:63726
chebi_ontology
neuroprotectant
neuroprotectants
neuroprotective agents
retinoid X receptor agonist
An agonist that selectively binds to and activates a retinoid X receptor.
CHEBI:63794
Wikipedia:Retinoid_X_receptor
chebi_ontology
retinoid X receptor agonists
protein kinase C agonist
An agonist that selectively binds to and activates a protein kinase C receptor
CHEBI:64018
chebi_ontology
protein kinase C agonists
food additive
Any substance which is added to food to preserve or enhance its flavour and/or appearance.
CHEBI:64047
Wikipedia:Food_additive
chebi_ontology
food additives
food acidity regulator
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.
CHEBI:64049
Wikipedia:Acidity_regulator
acidity regulator
acidity regulators
chebi_ontology
food acidity regulators
pH control agent
pH control agents
protein kinase agonist
An agonist that selectively binds to and activates a protein kinase receptor.
CHEBI:64106
chebi_ontology
protein kinase agonists
aralkylamino compound
An organic amino compound in which an aminoalkyl group is linked to an arene.
CHEBI:64365
aralkylamino compounds
chebi_ontology
biaryl
An organic aromatic compound whose structure contains two aromatic rings or ring systems, joined to each other by a single bond.
CHEBI:64459
biaryls
chebi_ontology
tryptophan zwitterion
0
2-ammonio-3-(1H-indol-3-yl)propanoate
2-azaniumyl-3-(1H-indol-3-yl)propanoate
204.090
204.22520
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.
C11H12N2O2
CHEBI:64554
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_ontology
methionine zwitterion
0
149.051
149.21100
2-ammonio-4-(methylsulfanyl)butanoate
2-azaniumyl-4-(methylsulfanyl)butanoate
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.
C5H11NO2S
CHEBI:64558
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)
chebi_ontology
methionine
EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor
5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase inhibitor
5,10-methylenetetrahydrofolate:glycine hydroxymethyltransferase inhibitors
An EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitor that interferes with the action of glycine hydroxymethyltransferase (EC 2.1.2.1).
CHEBI:64570
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
Wikipedia:Glycine_hydroxymethyltransferase
allothreonine aldolase inhibitor
allothreonine aldolase inhibitors
chebi_ontology
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
NMDA receptor agonist
An excitatory amino acid agonist which binds to NMDA receptors and triggers a response.
CHEBI:64571
N-methyl-D-aspartate receptor agonist
N-methyl-D-aspartate receptor agonists
NMDA receptor agonists
NMDAR agonist
NMDAR agonists
chebi_ontology
flour treatment agent
A food additive which is added to flour or dough to improve baking quality and/or colour.
CHEBI:64577
Wikipedia:Flour_treatment_agent
chebi_ontology
dough improver
dough improvers
flour treatment agent
improving agent
improving agents
sphingomyelin
0
282.098
282.23070
Any of a class of phospholipids in which the amino group of a sphingoid base is in amide linkage with one of several fatty acids, while the terminal hydroxy group of the sphingoid base is esterified to phosphorylcholine.
C9H19N2O6PR2
CHEBI:64583
C[N+](C)(C)CCOP([O-])(=O)OC[C@H](NC([*])=O)[C@H](O)[*]
Ceramide phosphocholine
LIPID_MAPS_class:LMSP0301
N-(acyl)-sphingosylphosphocholine
PMID:27242221
chebi_ontology
uremic toxin
A toxin that accumulates in patients with chronic kidney disease.
CHEBI:64584
Wikipedia:Uremic_toxin
chebi_ontology
uremic toxins
glycine transporter 1 inhibitor
Any glycine transporter inhibitor that interferes with the action of glycine 1 transporters.
CHEBI:64588
GlyT1 inhibitor
GlyT1 inhibitors
PMID:17504107
PMID:18758757
PMID:20678516
PMID:21141920
PMID:21531289
PMID:22177408
Wikipedia:Glycine_transporter_1
chebi_ontology
glycine transporter 1 inhibitors
glycine receptor agonist
An agonist that binds to and activates glycine receptors
CHEBI:64589
chebi_ontology
glycine receptor agonists
C21-steroid hormone
A steroid compound with a structure based on a 21-carbon (pregnane) skeleton that acts as a hormone.
C21-steroid hormones
CHEBI:64600
chebi_ontology
ether lipid
A lipid similar in structure to a glycerolipid but in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.
CHEBI:64611
PMID:21309516
PMID:22114698
PMID:22148427
PMID:22306069
PMID:22348073
PMID:22366205
PMID:22506086
PMID:22609598
Wikipedia:Ether_lipid
chebi_ontology
ether glycerolipid
ether glycerolipids
ether lipids
divalent inorganic cation
An inorganic cation with a valency of two.
CHEBI:64641
chebi_ontology
one-carbon compound
An organic molecular entity containing a single carbon atom (C1).
CHEBI:64708
chebi_ontology
one-carbon compounds
organic acid
Any organic molecular entity that is acidic and contains carbon in covalent linkage.
CHEBI:64709
chebi_ontology
organic acids
anionic group
A group that carries an overall negative charge.
CHEBI:64767
anionic groups
chebi_ontology
organic anionic group
An anionic group that contains carbon.
CHEBI:64775
chebi_ontology
organic anionic groups
cosmetic
CHEBI:64857
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
poison
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.
CHEBI:64909
Wikipedia:Poison
chebi_ontology
poisonous agent
poisonous agents
poisonous substance
poisonous substances
poisons
toxic agent
toxic agents
toxic substance
toxic substances
antimitotic
Any compound that inhibits cell division (mitosis).
CHEBI:64911
Wikipedia:Mitotic_inhibitor
antimitotics
chebi_ontology
mitosis inhibitor
mitosis inhibitors
mitotic inhibitor
mitotic inhibitors
antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
CHEBI:64915
antiplasmodial agent
antiplasmodial agents
antiplasmodial drugs
antiplasmodium agent
antiplasmodium agents
antiplasmodium drug
antiplasmodium drugs
chebi_ontology
lipoprotein
A clathrate complex consisting of a lipid enwrapped in a protein host without covalent binding in such a way that the complex has a hydrophilic outer surface consisting of all the protein and the polar ends of any phospholipids.
CHEBI:6495
KEGG:C01834
Lipoprotein
chebi_ontology
lipoprotein particle
lipoproteins
anti-asthmatic agent
Any compound that has anti-asthmatic effects.
CHEBI:65023
anti-asthmatic agents
antiasthmatic agent
antiasthmatic agents
chebi_ontology
polysaccharide derivative
A carbohydrate derivative that is any derivative of a polysaccharide.
CHEBI:65212
chebi_ontology
polysaccharide derivatives
food preservative
CHEBI:65255
Substances which are added to food in order to prevent decomposition caused by microbial growth or by undesirable chemical changes.
chebi_ontology
food preservatives
antimicrobial food preservative
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:65256
antimicrobial food preservatives
antimicrobial preservative
antimicrobial preservatives
chebi_ontology
GABA antagonist
A compound that inhibits the action of gamma-aminobutyric acid.
CHEBI:65259
GABA antagonists
Wikipedia:GABA_antagonist
chebi_ontology
gamma-aminobutyric acid receptor antagonist
gamma-aminobutyric acid receptor antagonists
antacid
Any substance which is used to neutralise stomach acidity.
CHEBI:65265
Wikipedia:Antacid
antacids
chebi_ontology
primary ammonium ion
+1
17.027
An ammonium ion resulting from the protonation of the nitrogen atom of a primary amine. Major species at pH 7.3.
CHEBI:65296
H3NR
[NH3+][*]
a primary amine
chebi_ontology
substituted ammonium
C4-dicarboxylic acid
Any dicarboxylic acid that contains four carbon atoms.
C4-dicarboxylic acids
CHEBI:66873
chebi_ontology
carnosinate
(2S)-2-(beta-alanylamino)-3-(1H-imidazol-4-yl)propanoate
-1
225.099
225.22450
An N-acyl-L-alpha-amino acid anion that is the conjugate base of carnosine, obtained by deprotonation of the carboxy group.
C9H13N4O3
CHEBI:66874
CQOVPNPJLQNMDC-ZETCQYMHSA-M
InChI=1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/p-1/t7-/m0/s1
N(alpha)-(beta-alanyl)-L-histidinate
NCCC(=O)N[C@@H](Cc1c[nH]cn1)C([O-])=O
Reaxys:6337985
carnosinate anion
carnosinate(1-)
chebi_ontology
N-alkylglycine zwitterion
0
74.024
An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of any N-alkylglycine; major species at pH 7.3.
C2H4NO2R
CHEBI:66884
MetaCyc:N-Alkylglycine
PMID:9989229
[O-]C(=O)C[NH2+][*]
an N-alkylglycine
chebi_ontology
alanine zwitterion
0
2-ammoniopropanoate
2-azaniumylpropanoate
89.048
89.09320
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.
C3H7NO2
CC([NH3+])C([O-])=O
CHEBI:66916
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)
QNAYBMKLOCPYGJ-UHFFFAOYSA-N
chebi_ontology
citrullinate
-1
174.088
174.17780
2-amino-5-(carbamoylamino)pentanoate
An alpha-amino acid anion that is the conjugate base of citrulline, obtained by deprotonation of the carboxy group.
C6H12N3O3
CHEBI:66922
InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/p-1
NC(CCCNC(N)=O)C([O-])=O
RHGKLRLOHDJJDR-UHFFFAOYSA-M
chebi_ontology
creatinate
(N-methylcarbamimidamido)acetate
-1
130.062
130.12520
An alpha-amino acid anion that is the conjugate base of creatine, obtained by deprotonation of the carboxy group.
C4H8N3O2
CHEBI:66924
CN(CC([O-])=O)C(N)=N
CVSVTCORWBXHQV-UHFFFAOYSA-M
InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)/p-1
N-[amino(imino)methyl]-N-methylglycinate
chebi_ontology
{[imino(amino)methyl](methyl)amino}acetate
N-alkylglycine
0
74.024
Any glycine derivative in which glycine is substituted at position 2 by an alkyl group.
C2H4NO2R
CHEBI:66933
MetaCyc:N-Alkylglycine
N-alkylglycines
OC(=O)CN[*]
PMID:9989229
chebi_ontology
homocysteinate
-1
134.028
134.17700
2-amino-4-sulfanylbutanoate
An alpha-amino acid anion that is the conjugate base of homocysteine, obtained by deprotonation of the carboxy group.
C4H8NO2S
CHEBI:66952
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_ontology
folates
An N-acyl-L-alpha-amino acid anion obtained by deprotonation of any folic acid.
CHEBI:67011
chebi_ontology
folate
folate anion
folate anions
methyl-branched fatty acid anion
Any branched-chain fatty acid anion containing methyl branches only.
CHEBI:67013
chebi_ontology
methyl-branched fatty acid anions
tetrahydrofolate
A folate obtained by deprotonation of any tetrahydrofolic acid.
CHEBI:67016
chebi_ontology
tetrahydrofolate anion
tetrahydrofolate anions
tetrahydrofolates
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
CHEBI:67079
anti-inflammatory agents
antiinflammatory agent
antiinflammatory agents
chebi_ontology
ryanodine receptor agonist
A ryanodine receptor modulator which activates the receptor. Ryanodine receptors (RyRs) act as selective ion channels, modulating the release of calcium. Activating the receptors causes the release of calcium, so depleting internal calcium and ultimately preventing further muscle contraction.
CHEBI:67114
PMID:8597061
RyR activator
RyR activators
RyR agonist
RyR agonists
RyRs activator
RyRs agonist
Wikipedia:Ryanodine_receptor
chebi_ontology
ryanodine receptor activator
ryanodine receptor activators
nucleobase analogue
A molecule that can substitute for a normal nucleobase in nucleic acids.
CHEBI:67142
Wikipedia:Base_analog
base analog
base analogs
base analogue
base analogues
chebi_ontology
nucleobase analog
nucleobase analogs
nucleobase analogues
gap junctional intercellular communication inhibitor
An inhibitor that interferes with the process of gap junctional intercellular communication.
CHEBI:67195
Wikipedia:Gap_junction
chebi_ontology
gap junctional intercellular communication inhibitors
retinoic acid receptor agonist
An agonist that selectively binds to and activates a retinoic acid receptor.
CHEBI:67198
Wikipedia:Retinoic_acid_receptor
chebi_ontology
retinoic acid receptor agonists
AP-1 antagonist
AP-1 antagonists
An antogonist that interferes with the action of activator protein 1 (AP-1).
CHEBI:67199
Wikipedia:Activator_protein_1
activator protein-1 antagonist
activator protein-1 antagonists
chebi_ontology
provitamin A
A provitamin that can be converted into vitamin A by enzymes from animal tissues.
CHEBI:67200
chebi_ontology
provitamin As
methomyl
0
1-(Methylthio)acetaldehyde O-methylcarbamoyloxime
1-(Methylthio)ethylideneamino methylcarbamate
162.046
162.21118
A carbamate ester obtained by the formal condensation of methylcarbamic acid with the hydroxy group of 1-(methylsulfanyl)acetaldoxime.
Beilstein:2042050
C5H10N2O2S
CAS:16752-77-5
CHEBI:6835
CNC(=O)ON=C(C)SC
HMDB:HMDB0031804
InChI=1S/C5H10N2O2S/c1-4(10-3)7-9-5(8)6-2/h1-3H3,(H,6,8)
KEGG:C11196
LINCS:LSM-24991
Lannate
Methomyl
Methomyl lannate
N-(((methylamino)carbonyl)oxy)ethanimidothioic acid methyl ester
PMID:11327381
PMID:11758270
PPDB:458
Pesticides:methomyl
Reaxys:2042050
S-Methyl N-(methylcarbamoyloxy)thioacetimidate
UHXUZOCRWCRNSJ-UHFFFAOYSA-N
Wikipedia:Methomyl
chebi_ontology
methyl N-(methylcarbamoyloxy)ethanimidothioate
azole
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.
CHEBI:68452
Wikipedia:Azole
azoles
chebi_ontology
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
CHEBI:68495
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_ontology
3-methylglutaric acid
0
146.058
146.14120
3-methylpentanedioic acid
An alpha,omega-dicarboxylic acid that is glutaric acid substituted at position 3 by a methyl group.
C6H10O4
CAS:626-51-7
CC(CC(O)=O)CC(O)=O
CHEBI:68566
HMDB:HMDB0000752
InChI=1S/C6H10O4/c1-4(2-5(7)8)3-6(9)10/h4H,2-3H2,1H3,(H,7,8)(H,9,10)
LIPID_MAPS_instance:LMFA01170117
PMID:22770225
Reaxys:1759502
XJMMNTGIMDZPMU-UHFFFAOYSA-N
beta-methylglutaric acid
chebi_ontology
(-)-cotinine
(5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
(S)-(-)-Cotinine
(S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone
(S)-Cotinine
0
176.095
176.21510
An N-alkylpyrrolidine that consists of N-methylpyrrolidinone bearing a pyridin-3-yl substituent at position C-5 (the 5S-enantiomer). It is an alkaloid commonly found in Nicotiana tabacum.
C10H12N2O
CAS:486-56-6
CHEBI:68641
Drug_Central:737
HMDB:HMDB0001046
InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
KNApSAcK:C00034470
LINCS:LSM-5986
MetaCyc:CPD-2742
PMID:14700346
PMID:21655912
PMID:21953524
PMID:22027507
PMID:22137886
PMID:22169225
PMID:22180597
PMID:22200307
PMID:22244928
PMID:22253001
PMID:22434216
PMID:22460317
PMID:22487419
PMID:22489581
PMID:22574797
PMID:22608097
PMID:22678157
PMID:22687995
PMID:22770225
PMID:22809871
PMID:22871902
PMID:22878732
PMID:22899265
PMID:22919158
PMID:23000417
PMID:23011941
PMID:23087643
Reaxys:5736575
Reaxys:83099
UIKROCXWUNQSPJ-VIFPVBQESA-N
Wikipedia:Cotinine
[H][C@]1(CCC(=O)N1C)c1cccnc1
chebi_ontology
cotinina
cotinine
cotininum
myoglobin
CHEBI:7044
COMe:PRX000322
KEGG:C05782
Myoglobin
chebi_ontology
vertebrate myoglobin
progesterone receptor agonist
A hormone agonist that binds to and activates progesterone receptors.
CHEBI:70709
PR agonist
PR agonists
chebi_ontology
progesterone receptor agonists
adenosine receptor antagonist
An antagonist at any adenosine receptor.
CHEBI:71232
Wikipedia:Adenosine_receptor
adenosine receptor antagonists
chebi_ontology
EC 2.* (transferase) inhibitor
An enzyme inhibitor that inhibits the action of a transferase (EC 2.*)
CHEBI:71300
EC 2 inhibitor
EC 2 inhibitors
EC 2.* (transferase) inhibitors
EC 2.* inhibitor
EC 2.* inhibitors
Wikipedia:Transferase
chebi_ontology
transferase inhibitor
transferase inhibitors
gamma-amino acid anion
An amino-acid anion in which the amino group is situated gamma- to the carboxylate group.
CHEBI:71666
chebi_ontology
gamma-amino acid anions
aldonate(1-)
-1
105.019
105.06940
A carbohydrate acid anion obtained by deprotonation of any aldonic acid. Major structure at pH 7.3 of aldonate compounds.
C3H5O4
CHEBI:71671
aldonates
an aldonate
chebi_ontology
organic molecule
Any molecule that consists of at least one carbon atom as part of the electrically neutral entity.
CHEBI:72695
chebi_ontology
organic compound
organic compounds
organic molecules
exopolysaccharide
A biomacromolecule composed of carbohydrate residues which is secreted by a microorganism into the surrounding environment.
CHEBI:72813
MetaCyc:Exopolysaccharides
PMID:11160795
PMID:11785425
PMID:1444258
PMID:15738217
PMID:16075348
PMID:17440912
PMID:18097339
PMID:19453747
PMID:20172021
PMID:20631870
PMID:20718297
PMID:2688547
PMID:6354590
Wikipedia:Exopolysaccharide
Wikipedia:Extracellular_polymeric_substance
chebi_ontology
exopolysaccharides
extracellular polymeric substance
extracellular polymeric substances
vulnerary
A drug used in treating and healing of wounds.
CHEBI:73336
Wikipedia:Wound_healing
chebi_ontology
vulneraries
wound-healing agent
wound-healing agents
wound-healing drug
wound-healing drugs
indole skeleton
0
110.003
110.09230
A mancude heterobicyclic organic group consisting of a benzene ring fused to a pyrrole ring.
C8N
CHEBI:73398
chebi_ontology
organic heterobicyclic ring
A bicyclic organic group that contains both carbon and hetero atoms.
CHEBI:73541
chebi_ontology
organic heterobicyclic rings
D3 vitamins
A vitamin D that is calciol or its hydroxylated metabolites calcidiol and calcitriol. Calciol (also known as vitamin D3) acts as a hormone precursor, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone.
CHEBI:73558
D3 vitamin
chebi_ontology
vitamin D3s
ketone body
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.
CHEBI:73693
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
ethylmalonic acid
0
1,1-propanedicarboxylic acid
132.042
132.11460
2-ethylmalonic acid
A dicarboxylic acid obtained by substitution of one of the methylene hydrogens of malonic acid by an ethyl group.
C5H8O4
CAS:516-05-2
CAS:601-75-2
CCC(C(O)=O)C(O)=O
CHEBI:741548
HMDB:HMDB0000622
InChI=1S/C5H8O4/c1-2-3(4(6)7)5(8)9/h3H,2H2,1H3,(H,6,7)(H,8,9)
PMID:20187168
PMID:22133302
PMID:23161776
PMID:6860317
Reaxys:774334
UKFXDFUAPNAMPJ-UHFFFAOYSA-N
alpha-carboxybutyric acid
chebi_ontology
ethylpropanedioic acid
gamma-lactam
A lactam in which the amide bond is contained within a five-membered ring, which includes the amide nitrogen and the carbonyl carbon.
CHEBI:74222
chebi_ontology
gamma-lactams
pyrrolidin-2-ones
0
2-pyrrolidinones
2-pyrrolidones
77.998
78.04890
A pyrrolidinone in which the oxo group is at position 2 of the pyrrolidine ring.
C4NOR7
CHEBI:74223
[*]N1C(=O)C([*])([*])C([*])([*])C1([*])[*]
chebi_ontology
pyrrolidine-2-ones
1-(5-hydroxy-2-oxo-2,3-dihydroimidazol-4-yl)urea
0
1-(5-hydroxy-2-oxo-2,3-dihydro-1H-imidazol-4-yl)urea
158.044
158.11540
2-oxo-4-hydroxy-5-ureidoimidazoline
An imidazolidinone that is imidazolin-2-one substituted at positions 4 and 5 by hydroxy and ureido groups respectively.
C4H6N4O3
CHEBI:74345
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
PMID:20826786
allantoin, enol-form
chebi_ontology
astringent
A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
CHEBI:74783
Wikipedia:Astringent
adstringent
adstringents
astringents
chebi_ontology
cathartic
Any substance that accelerates defecation. Compare with laxatives, which are substances that ease defecation (usually by softening faeces). A substance can be both a laxative and a cathartic.
CHEBI:75325
Wikipedia:Cathartic
cathartics
chebi_ontology
ghrelin
0
3368.879
3370.867
A 28-membered appetite-stimulating polypeptide consisting of Gly, Ser, Ser(octanoyl), Phe, Leu, Ser, Pro, Glu, His, Gln, Arg, Val, Gln, Gln, Arg, Lys, Glu, Ser, Lys, Lys, Pro, Pro, Ala, Lys, Leu, Gln, Pro and Arg residues joined in sequence. The O-n-octanoylation of the side-chain hydroxy group of serine-3 (Ser3) is essential for ghrelin's activity.
C(C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(N1[C@@H](CCC1)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(N2[C@@H](CCC2)C(N3[C@@H](CCC3)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(N4[C@@H](CCC4)C(=O)N[C@H](C(=O)O)CCCNC(=N)N)=O)CCC(=O)N)CC(C)C)CCCCN)C)=O)=O)CCCCN)CCCCN)CO)CCC(=O)O)CCCCN)CCCNC(N)=N)CCC(=O)N)CCC(=O)N)C(C)C)CCCNC(N)=N)CCC(=O)N)CC=5N=CNC5)CCC(=O)O)=O)CO)CC(C)C)CC=6C=CC=CC6)COC(=O)CCCCCCC)CO)N
C149H249N47O42
CAS:258279-04-8
CAS:304853-26-7
CHEBI:75431
GNKDKYIHGQKHHM-RJKLHVOGSA-N
GS-S(n-octanoyl)-FLSPEHQRVQQRKESKKPPAKLQPR
GSS(octanoyl)FLSPEHQRVQQRKESKKPPAKLQPR
Gastric MLTRP
Ghrelin (human)
Gly-Ser-Ser(octanoyl)-Phe-Leu-Ser-Pro-Glu-His-Gln-Arg-Val-Gln-Gln-Arg-Lys-Glu-Ser-Lys-Lys-Pro-Pro-Ala-Lys-Leu-Gln-Pro-Arg
H-Gly-Ser-Ser(n-octanoyl)-Phe-Leu-Ser-Pro-Glu-His-Gln-Arg-Val-Gln-Gln-Arg-Lys-Glu-Ser-Lys-Lys-Pro-Pro-Ala-Lys-Leu-Gln-Pro-Arg-OH
Human ghrelin
InChI=1S/C149H249N47O42/c1-9-10-11-12-16-45-118(209)238-78-106(191-135(225)103(75-197)171-115(204)73-154)137(227)187-101(71-84-32-14-13-15-33-84)133(223)186-100(70-81(4)5)132(222)190-105(77-199)144(234)194-66-29-42-108(194)139(229)180-95(51-57-117(207)208)128(218)188-102(72-85-74-165-79-169-85)134(224)179-92(47-53-112(156)201)126(216)175-90(39-26-63-167-148(161)162)130(220)192-119(82(6)7)141(231)181-93(48-54-113(157)202)127(217)177-91(46-52-111(155)200)125(215)174-89(38-25-62-166-147(159)160)122(212)173-87(35-18-22-59-151)121(211)178-94(50-56-116(205)206)129(219)189-104(76-198)136(226)176-88(36-19-23-60-152)123(213)182-96(37-20-24-61-153)142(232)196-68-31-44-110(196)145(235)195-67-30-41-107(195)138(228)170-83(8)120(210)172-86(34-17-21-58-150)124(214)185-99(69-80(2)3)131(221)183-97(49-55-114(158)203)143(233)193-65-28-43-109(193)140(230)184-98(146(236)237)40-27-64-168-149(163)164/h13-15,32-33,74,79-83,86-110,119,197-199H,9-12,16-31,34-73,75-78,150-154H2,1-8H3,(H2,155,200)(H2,156,201)(H2,157,202)(H2,158,203)(H,165,169)(H,170,228)(H,171,204)(H,172,210)(H,173,212)(H,174,215)(H,175,216)(H,176,226)(H,177,217)(H,178,211)(H,179,224)(H,180,229)(H,181,231)(H,182,213)(H,183,221)(H,184,230)(H,185,214)(H,186,223)(H,187,227)(H,188,218)(H,189,219)(H,190,222)(H,191,225)(H,192,220)(H,205,206)(H,207,208)(H,236,237)(H4,159,160,166)(H4,161,162,167)(H4,163,164,168)/t83-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,119-/m0/s1
KEGG:C16025
Motilin-related peptide
PMID:15788704
PMID:23159561
PMID:23178701
PMID:23278489
PMID:23307791
PMID:23316086
PMID:23317782
PMID:23359315
PMID:23428971
PMID:23481295
PMID:23524619
PMID:23624808
PMID:23631903
PMID:23652386
PMID:23652399
PMID:23652420
PMID:23698230
PMID:23704134
PMID:23778458
PMID:23804489
PMID:23808302
PMID:23843943
PMID:23847595
PMID:23965296
PMID:23982275
PMID:23989358
PMID:28538835
PMID:28542403
PMID:28547758
PMID:28590260
PMID:28621678
PMID:28704966
Reaxys:24715767
Wikipedia:Ghrelin
chebi_ontology
glycyl-L-seryl-O-octanoyl-L-seryl-L-phenylalanyl-L-leucyl-L-seryl-L-prolyl-L-alpha-glutamyl-L-histidyl-L-glutaminyl-L-arginyl-L-valyl-L-glutaminyl-L-glutaminyl-L-arginyl-L-lysyl-L-alpha-glutamyl-L-seryl-L-lysyl-L-lysyl-L-prolyl-L-prolyl-L-alanyl-L-lysyl-L-leucyl-L-glutaminyl-L-prolyl-L-arginine
lenomorelin
lenomorelina
lenomoreline
lenomorelinum
EC 6.3.* (C-N bond-forming ligase) inhibitor
A ligase inhibitor that interferes with the action of a C-N bond-forming ligase (EC 6.3.*.*).
C--N bond-forming ligase inhibitor
C--N bond-forming ligase inhibitors
C-N bond-forming ligase (EC 6.3.*) inhibitor
C-N bond-forming ligase (EC 6.3.*) inhibitors
C-N bond-forming ligase inhibitor
C-N bond-forming ligase inhibitors
CHEBI:75600
EC 6.3.* (C-N bond-forming ligase) inhibitorS
EC 6.3.* inhibitor
EC 6.3.* inhibitors
EC 6.3.*.* inhibitor
EC 6.3.*.* inhibitors
chebi_ontology
EC 6.* (ligase) inhibitor
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.
CHEBI:75603
EC 6.* (ligase) inhibitors
EC 6.* inhibitor
EC 6.* inhibitors
EC 6.*.*.* inhibitor
EC 6.*.*.* inhibitors
Wikipedia:Ligase
chebi_ontology
ligase inhibitor
ligase inhibitors
EC 6.4.* (C-C bond-forming ligase) inhibitor
A ligase inhibitor that interferes with the action of a C-C bond-forming ligase (EC 6.4.*.*).
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
CHEBI:75604
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_ontology
N-nicotinoylglycine
0
180.053
180.16070
An N-acylglycine having nicotinoyl as the acyl substituent.
Beilstein:8859
C8H8N2O3
CAS:583-08-4
CHEBI:7563
HMDB:HMDB0003269
InChI=1S/C8H8N2O3/c11-7(12)5-10-8(13)6-2-1-3-9-4-6/h1-4H,5H2,(H,10,13)(H,11,12)
KEGG:C05380
N-(Pyridin-3-ylcarbonyl)glycine
N-Nicotinylglycine
Nicotinoylglycine
Nicotinurate
Nicotinuric acid
Nicotinylglycine
OC(=O)CNC(=O)c1cccnc1
PMID:14745162
PMID:15620531
PMID:16193536
PMID:20853461
PMID:22770225
PMID:3243933
PMID:699281
PMID:7866544
Reaxys:8859
ZBSGKPYXQINNGF-UHFFFAOYSA-N
chebi_ontology
eukaryotic metabolite
Any metabolite produced during a metabolic reaction in eukaryotes, the taxon that include members of the fungi, plantae and animalia kingdoms.
CHEBI:75763
chebi_ontology
eukaryotic metabolites
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
CHEBI:75767
CHEBI:77721
CHEBI:77743
animal metabolites
chebi_ontology
mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
CHEBI:75768
CHEBI:77464
CHEBI:77744
chebi_ontology
mammalian metabolites
B vitamin
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.)
B vitamins
B-group vitamin
B-group vitamins
CHEBI:75769
PMID:22743781
PMID:23093174
PMID:23238962
PMID:23449527
PMID:23462586
PMID:23690582
Wikipedia:B_vitamin
chebi_ontology
vitamin B
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
CHEBI:75771
Mus musculus metabolite
Mus musculus metabolites
chebi_ontology
mouse metabolites
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae).
CHEBI:75772
CHEBI:76949
CHEBI:76951
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_ontology
prokaryotic metabolite
Any metabolite produced during a metabolic reaction in prokaryotes, the taxon that include members of domains such as the bacteria and archaea.
CHEBI:75787
chebi_ontology
prokaryotic metabolites
aromatic amino-acid zwitterion
0
74.024
An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of any aromatic amino-acid.
C2H4NO2R
CHEBI:76042
MetaCyc:Aromatic-Amino-Acids
[NH3+]C([*])C([O-])=O
an aromatic amino-acid
aromatic amino-acid zwitterions
chebi_ontology
xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound.
CHEBI:76206
chebi_ontology
xenobiotic metabolites
greenhouse gas
A gas in an atmosphere that absorbs and emits radiation within the thermal infrared range, so contributing to the 'greenhouse effect'.
CHEBI:76413
Wikipedia:Greenhouse_gas
chebi_ontology
greenhouse gases
propellant
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.
CHEBI:76414
PMID:22519407
PMID:24001847
chebi_ontology
propellants
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
CHEBI:76507
CHEBI:77078
chebi_ontology
marine metabolites
omega-methyl fatty acid anion
-1
59.013
A fatty acid anion obtained by deprotonation of the carboxy group of any omega-methyl fatty acid; major species at pH 7.3.
C2H3O2R
CHEBI:76619
C[*]C([O-])=O
an omega-methyl fatty acid
chebi_ontology
EC 2.1.* (C1-transferase) inhibitor
A transferase inhibitor inhibiting the action of transferase of a one-carbon-containing group (EC 2.1.*.*).
C1-transferase (EC 2.1.*) inhibitor
C1-transferase (EC 2.1.*) inhibitors
C1-transferase inhibitor
C1-transferase inhibitors
CHEBI:76655
EC 2.1.* (C1-transferase) inhibitors
EC 2.1.* inhibitor
EC 2.1.* inhibitors
chebi_ontology
one-carbon-containing group transferase inhibitor
one-carbon-containing group transferase inhibitors
EC 2.7.* (P-containing group transferase) inhibitor
A transferase inhibitor that inhibits the action of a phosphorus-containing group transferase (EC 2.7.*.*).
CHEBI:76668
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
chebi_ontology
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
EC 4.* (lyase) inhibitor
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.
CHEBI:76710
EC 4.* (lyase) inhibitors
EC 4.* inhibitor
EC 4.* inhibitors
EC 4.*.*.* inhibitor
EC 4.*.*.* inhibitors
Wikipedia:Lyase
chebi_ontology
lyase (EC 4.*) inhibitor
lyase (EC 4.*) inhibitorS
lyase inhibitor
lyase inhibitors
EC 4.3.* (C-N lyase) inhibitor
A lyase inhibitor which inhibits the action of a C-N lyase (EC 4.3.*.*).
C-N lyase (EC 4.3.*) inhibitor
C-N lyase (EC 4.3.*) inhibitors
C-N lyase inhibitor
C-N lyase inhibitors
CHEBI:76713
EC 4.3.* (C-N lyase) inhibitors
EC 4.3.* inhibitor
EC 4.3.* inhibitors
chebi_ontology
EC 1.* (oxidoreductase) inhibitor
An enzyme inhibitor which interferes with the action of an oxidoreductase (EC 1.*.*.*).
CHEBI:76725
EC 1.* (oxidoreductase) inhibitors
EC 1.* inhibitor
EC 1.* inhibitors
Wikipedia:Oxidoreductase
chebi_ontology
oxidoreductase (EC 1.*) inhibitor
oxidoreductase (EC 1.*) inhibitors
oxidoreductase inhibitor
oxidoreductase inhibitors
EC 1.1.* (oxidoreductase acting on donor CH-OH group) inhibitor
An oxidoreductase inhibitor which interferes with the action of an oxidoreductase acting on the CH-OH group of donors (EC 1.1.*.*).
CHEBI:76726
EC 1.1.* (oxidoreductase acting on donor CH-OH group) inhibitors
EC 1.1.* inhibitor
EC 1.1.* inhibitors
chebi_ontology
inhibitor of oxidoreductase acting on CH-OH group of donor
inhibitor of oxidoreductase acting on CH-OH group of donors
inhibitors of oxidoreductase acting on CH-OH group of donor
inhibitors of oxidoreductase acting on CH-OH group of donors
oxidoreductase acting on donor CH-OH group (EC 1.1.*) inhibitor
oxidoreductase acting on donor CH-OH group (EC 1.1.*) inhibitors
oxidoreductase acting on donor CH-OH group inhibitor
oxidoreductase acting on donor CH-OH group inhibitors
EC 3.* (hydrolase) inhibitor
Any enzyme inhibitor that interferes with the action of a hydrolase (EC 3.*.*.*).
CHEBI:76759
EC 3.* (hydrolase) inhibitors
EC 3.* inhibitor
EC 3.* inhibitors
EC 3.*.*.* inhibitor
EC 3.*.*.* inhibitors
Wikipedia:Hydrolase
chebi_ontology
hydrolase (EC 3.*) inhibitor
hydrolase (EC 3.*) inhibitors
hydrolase inhibitor
hydrolase inhibitors
EC 3.1.* (ester hydrolase) inhibitor
A hydrolase inhibitor that interferes with the action of any ester hydrolase (EC 3.1.*.*).
CHEBI:76760
EC 3.1.* (ester hydrolase) inhibitors
EC 3.1.* inhibitor
EC 3.1.* inhibitors
chebi_ontology
ester hydrolase (EC 3.1.*) inhibitor
ester hydrolase (EC 3.1.*) inhibitors
ester hydrolase inhibitor
ester hydrolase inhibitors
EC 3.2.* (glycosylase) inhibitor
A hydrolase inhibitor that interferes with the action of any glycosylase (EC 3.2.*.*).
CHEBI:76761
EC 3.2.* (glycosylase) inhibitors
EC 3.2.* inhibitor
EC 3.2.* inhibitors
chebi_ontology
glycosylase (EC 3.2.*) inhibitor
glycosylase (EC 3.2.*) inhibitors
glycosylase inhibitor
glycosylase inhibitors
EC 3.5.* (hydrolases acting on non-peptide C-N bonds) inhibitor
Any hydrolase inhibitor that interferes with the action of a hydrolase acting on C-N bonds, other than peptide bonds (EC 3.5.*.*).
CHEBI:76764
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_ontology
EC 3.1.1.* (carboxylic ester hydrolase) inhibitor
An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a carboxylic ester hydrolase (EC 3.1.1.*).
CHEBI:76773
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_ontology
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
CHEBI:76779
EC 3.4.21.26 (prolyl oligopeptidase) inhibitors
EC 3.4.21.26 inhibitor
EC 3.4.21.26 inhibitors
chebi_ontology
endoprolylpeptidase inhibitor
endoprolylpeptidase inhibitors
post-proline cleaving enzyme inhibitor
post-proline cleaving enzyme inhibitors
post-proline endopeptidase inhibitor
post-proline endopeptidase inhibitors
proline endopeptidase inhibitor
proline endopeptidase inhibitors
proline-specific endopeptidase inhibitor
proline-specific endopeptidase inhibitors
prolyl endopeptidase inhibitor
prolyl endopeptidase inhibitors
prolyl oligopeptidase (EC 3.4.21.26) inhibitor
prolyl oligopeptidase (EC 3.4.21.26) inhibitors
prolyl oligopeptidase inhibitor
EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor
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:76807
EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitors
EC 3.5.1.* inhibitor
EC 3.5.1.* inhibitors
chebi_ontology
non-peptide linear amide C-N hydrolase (EC 3.5.1.*) inhibitor
non-peptide linear amide C-N hydrolase (EC 3.5.1.*) inhibitors
EC 2.7.11.* (protein-serine/threonine kinase) inhibitor
An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of any protein-serine/threonine kinase (EC 2.7.11.*).
CHEBI:76812
EC 2.7.11.* (protein-serine/threonine kinase) inhibitors
EC 2.7.11.* inhibitor
EC 2.7.11.* inhibitors
chebi_ontology
protein-serine/threonine kinase (EC 2.7.11.*) inhibitor
protein-serine/threonine kinase (EC 2.7.11.*) inhibitors
protein-serine/threonine kinase inhibitor
protein-serine/threonine kinase inhibitors
EC 2.7.7.* (nucleotidyltransferase) inhibitor
An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of any nucleotidyltransferase (EC 2.7.7.*).
CHEBI:76815
EC 2.7.7.* (nucleotidyltransferase) inhibitors
chebi_ontology
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
EC 6.3.1.* (acid-ammonia/amine ligase) inhibitor
An EC 6.3.* (C-N bond-forming ligase) inhibitor that interferes with the action of any acid-ammonia (or amine) ligase (EC 6.3.1.*).
CHEBI:76823
EC 6.3.1.* (acid-ammonia/amine ligase) inhibitors
EC 6.3.1.* inhibitor
EC 6.3.1.* inhibitors
acid-ammonia (or amine) ligase inhibitor
acid-ammonia (or amine) ligase inhibitors
chebi_ontology
EC 6.4.1.* (carboxylase) inhibitor
An EC 6.4.* (C-C bond-forming ligase) inhibitor that interferes with the action of a carboxylating enzyme (EC 6.4.1.*).
CHEBI:76824
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
chebi_ontology
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.*)
EC 4.3.1.* (ammonia-lyase) inhibitor
An EC 4.3.* (C-N lyase) inhibitor that interferes with the action of any ammonia-lyase (EC 4.3.1.*).
CHEBI:76832
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_ontology
EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor
An EC 1.1.* (oxidoreductase acting on donor CH-OH group) inhibitor that uses NAD(+) or NADP(+) as acceptor (EC 1.1.1.*).
CHEBI:76835
EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+)acceptor) inhibitors
EC 1.1.1.* inhibitor
EC 1.1.1.* inhibitors
chebi_ontology
oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor (EC 1.1.1.*) inhibitor
oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor (EC 1.1.1.*) inhibitors
EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitor
An EC 2.1.* (C1-transferase) inhibitor that interferes with the action of any hydroxymethyl-, formyl- and related transferase (EC 2.1.2.*).
CHEBI:76874
EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitors
EC 2.1.2.* inhibitor
EC 2.1.2.* inhibitors
chebi_ontology
hydroxymethyl-, formyl- and related transferases (EC 2.1.2.*) inhibitor
hydroxymethyl-, formyl- and related transferases (EC 2.1.2.*) inhibitors
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
CHEBI:75766
CHEBI:76924
CHEBI:76925
chebi_ontology
plant metabolites
plant secondary metabolites
2,3-saturated fatty acid(1-)
-1
2,3-saturated fatty acid
72.021
A fatty acid anion obtained by deprotonation of the carboxy group of any 2,3-saturated fatty acid.
C3H4O2R
CHEBI:76928
[O-]C(=O)CC[*]
chebi_ontology
2,3-saturated fatty acid
0
73.029
Any fatty acid in which the first two carbons of the chain attached to the carboxy group are saturated and unbranched.
C3H5O2R
CHEBI:76929
OC(=O)CC[*]
chebi_ontology
pathway inhibitor
An enzyme inhibitor that interferes with one or more steps in a metabolic pathway.
CHEBI:76932
chebi_ontology
metabolic pathway inhibitor
metabolic pathway inhibitors
pathway inhibitors
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
CHEBI:75765
CHEBI:76946
CHEBI:76947
chebi_ontology
fungal metabolites
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus.
Aspergillus metabolites
CHEBI:75864
CHEBI:76956
CHEBI:76958
chebi_ontology
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
CHEBI:76967
chebi_ontology
human xenobiotic metabolites
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
CHEBI:75760
CHEBI:76969
CHEBI:76970
chebi_ontology
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
CHEBI:76971
E.coli metabolite
E.coli metabolites
Escherichia coli metabolites
chebi_ontology
xenoestrogen
A synthetic or semi-synthetic compound that has oestrogenic activity.
CHEBI:76988
Wikipedia:Xenoestrogen
chebi_ontology
xenoestrogens
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate:NADP(+) 9-oxidoreductase inhibitor
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate:NADP(+) 9-oxidoreductase inhibitors
9-keto-prostaglandin E2 reductase inhibitor
9-keto-prostaglandin E2 reductase inhibitors
9-ketoprostaglandin reductase inhibitor
9-ketoprostaglandin reductase inhibitors
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of prostaglandin-E2 9-reductase (EC 1.1.1.189).
CHEBI:77119
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitors
EC 1.1.1.189 inhibitor
EC 1.1.1.189 inhibitors
PGE-9-ketoreductase inhibitor
PGE-9-ketoreductase inhibitors
PGE2 9-oxoreductase inhibitor
PGE2 9-oxoreductase inhibitors
PGE2-9-OR inhibitor
PGE2-9-OR inhibitors
PGE2-9-ketoreductase inhibitor
PGE2-9-ketoreductase inhibitors
Wikipedia:Prostaglandin-E2_9-reductase
chebi_ontology
prostaglandin 9-ketoreductase inhibitor
prostaglandin 9-ketoreductase inhibitors
prostaglandin E 9-ketoreductase inhibitor
prostaglandin E 9-ketoreductase inhibitors
prostaglandin E2-9-oxoreductase inhibitor
prostaglandin E2-9-oxoreductase inhibitors
prostaglandin-E2 9-reductase (EC 1.1.1.189) inhibitor
prostaglandin-E2 9-reductase (EC 1.1.1.189) inhibitors
reductase, 15-hydroxy-9-oxoprostaglandin inhibitor
reductase, 15-hydroxy-9-oxoprostaglandin inhibitors
food colouring
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).
CHEBI:77182
Wikipedia:Food_coloring
chebi_ontology
food coloring
food colorings
food colourings
dicarboxylic acid monoamide(1-)
-1
88.003
A monocarboxylic acid anion obtained by deprotonation of the carboxy group of any dicarboxylic acid monoamide; major species at pH 7.3.
C2H2NO3R
CHEBI:77450
MetaCyc:dicarboxylic acid monoamide
NC(=O)[*]C([O-])=O
a monoamide of a dicarboxylate
chebi_ontology
EC 4.3.1.3 (histidine ammonia-lyase) inhibitor
An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of histidine ammonia-lyase (EC 4.3.1.3).
CHEBI:77703
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
Wikipedia:Histidine_ammonia-lyase
chebi_ontology
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
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
CHEBI:75770
CHEBI:77123
CHEBI:77746
H. sapiens metabolite
H. sapiens metabolites
Homo sapiens metabolite
Homo sapiens metabolites
chebi_ontology
EC 3.5.1.4 (amidase) inhibitor
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).
CHEBI:77941
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
Wikipedia:Amidase
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
chebi_ontology
deaminase inhibitor
deaminase inhibitors
fatty acylamidase inhibitor
fatty acylamidase inhibitors
L-erythro-sphingosine(1+)
(2R,3S,4E)-1,3-dihydroxyoctadec-4-en-2-aminium
+1
300.290
300.49930
A cationic sphingoid resulting from the protonation of the amino group of L-erythro-sphingosine; major species at pH 7.3.
C18H38NO2
CCCCCCCCCCCCC\C=C\[C@H](O)[C@H]([NH3+])CO
CHEBI:77956
D-erythro-sphing-4-enine
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/p+1/b15-14+/t17-,18+/m1/s1
L-erythro-sphing-4-enine(1+)
PMID:12783875
PMID:632688
WWUZIQQURGPMPG-MCXRAWCPSA-O
chebi_ontology
food firming agent
A food additive that is used to make or keep fruit or vegetable tissues firm and crisp. or which interacts with gelling agents such as pectin to produce or strengthen a gel.
CHEBI:77960
Wikipedia:Firming_agent
chebi_ontology
firming agent
firming agents
food firming agents
food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
CHEBI:77962
chebi_ontology
food antioxidants
humectant
A compound that is used to keep a substance moist.
CHEBI:77968
Wikipedia:humectant
chebi_ontology
humectants
food humectant
A humectant that is used as a food additive to prevent foodstuffs from drying out.
CHEBI:77969
chebi_ontology
food humectants
food packaging gas
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.
CHEBI:77974
Wikipedia:Packaging_gas
chebi_ontology
food packaging gases
food propellant
A propellant that is used to expel foods from an aerosol container.
CHEBI:78017
chebi_ontology
food propellants
true
fatty acid anion 3:0
-1
73.029
73.07060
Any saturated fatty acid anion containing 3 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3.
C3H5O2
CHEBI:78113
[O-]C([*])=O
chebi_ontology
fatty acid 3:0
fatty acid anion 4:0
-1
87.045
87.09718
Any saturated fatty acid anion containing 4 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3.
C4H7O2
CHEBI:78115
[O-]C([*])=O
chebi_ontology
fatty acid 4:0
fatty acid anion 6:0
-1
115.076
115.15034
Any saturated fatty acid anion containing 6 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3.
C6H11O2
CHEBI:78116
[O-]C([*])=O
chebi_ontology
fatty acid 6:0
fatty acid anion 14:0
-1
227.201
227.36298
Any saturated fatty acid anion containing 14 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3.
C14H27O2
CHEBI:78121
[O-]C([*])=O
chebi_ontology
fatty acid 14:0
fatty acid anion 16:0
-1
255.232
255.41610
Any saturated fatty acid anion containing 16 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3.
C16H31O2
CHEBI:78123
[O-]C([*])=O
chebi_ontology
fatty acid 16:0
food component
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:78295
chebi_ontology
dietary component
dietary components
food components
environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
CHEBI:78298
chebi_ontology
environmental contaminants
2-hydroxypropanoic acid
0
2-Hydroxypropanoic acid
2-Hydroxypropionic acid
2-hydroxypropanoic acid
90.032
90.07790
A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.
C3H6O3
CAS:50-21-5
CC(O)C(O)=O
CHEBI:78320
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)
JVTAAEKCZFNVCJ-UHFFFAOYSA-N
KEGG:C01432
KEGG:D00111
Lactic acid
chebi_ontology
refrigerant
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.
CHEBI:78433
Wikipedia:Refrigerant
chebi_ontology
refrigerants
EC 3.1.1.1 (carboxylesterase) inhibitor
Alpha-carboxylesterase inhibitor
Alpha-carboxylesterase inhibitors
Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of carboxylesterase (EC 3.1.1.1 ).
Beta-esterase inhibitor
Beta-esterase inhibitors
CHEBI:78444
EC 3.1.1.1 (carboxylesterase) inhibitors
ali-esterase inhibitor
ali-esterase inhibitors
butyrate esterase inhibitor
butyrate esterase inhibitors
butyryl esterase inhibitor
butyryl esterase inhibitors
carboxyl ester hydrolase inhibitor
carboxyl ester hydrolase inhibitors
carboxylate esterase inhibitor
carboxylate esterase inhibitors
carboxylesterase inhibitor
carboxylesterase inhibitors
carboxylic acid esterase inhibitor
carboxylic acid esterase inhibitors
carboxylic esterase inhibitor
carboxylic esterase inhibitors
carboxylic-ester hydrolase inhibitor
carboxylic-ester hydrolase inhibitors
chebi_ontology
cocaine esterase inhibitor
cocaine esterase inhibitors
esterase A inhibitor
esterase A inhibitors
esterase B inhibitor
esterase B inhibitors
esterase D inhibitor
esterase D inhibitors
methylbutyrase inhibitor
methylbutyrase inhibitors
methylbutyrate esterase inhibitor
methylbutyrate esterase inhibitors
monobutyrase inhibitor
monobutyrase inhibitors
nonspecific carboxylesterase inhibitor
nonspecific carboxylesterase inhibitors
procaine esterase inhibitor
procaine esterase inhibitors
propionyl esterase inhibitor
propionyl esterase inhibitors
serine esterase inhibitor
serine esterase inhibitors
triacetin esterase inhibitor
triacetin esterase inhibitors
vitamin A esterase inhibitor
vitamin A esterase inhibitors
pyrimidinecarboxylic acid
Any pyrimidine that bears one or more carboxylic acid substituents.
CHEBI:78574
chebi_ontology
pyrimidinecarboxylic acids
alpha-amino acid zwitterion
0
74.024
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.
C2H4NO2R
CHEBI:78608
CHEBI:83409
MetaCyc:Alpha-Amino-Acids
[NH3+]C([*])C([O-])=O
an alpha-amino acid
chebi_ontology
carbohydrates and carbohydrate derivatives
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:78616
carbohydrates and derivatives
carbohydrates and their derivatives
chebi_ontology
chroman-6-ol
0
150.068
150.17450
3,4-dihydro-2H-chromen-6-ol
3,4-dihydrobenzopyran-6-ol
A chromanol that is chromane in which the hydrogen at position 6 is replaced by a hydroxy group.
C9H10O2
CHEBI:78631
GZCJJOLJSBCUNR-UHFFFAOYSA-N
InChI=1S/C9H10O2/c10-8-3-4-9-7(6-8)2-1-5-11-9/h3-4,6,10H,1-2,5H2
Oc1ccc2OCCCc2c1
Reaxys:1283166
chebi_ontology
fundamental metabolite
Any metabolite produced by all living cells.
CHEBI:78675
chebi_ontology
essential metabolite
essential metabolites
fundamental metabolites
olefinic compound
Any organic molecular entity that contains at least one C=C bond.
CHEBI:78840
chebi_ontology
olefinic compounds
(omega-1)-hydroxy fatty acid
(omega-1)-hydroxy fatty acids
A hydroxy fatty acid that is a straight-chain fatty acid in which one of the hydrogens attached to the carbon adjacent to the terminal methyl group (i.e. at the (omega-1) position) is replaced by a hydroxy group.
CHEBI:78954
chebi_ontology
hexadecanoate
(16:0)
-1
1-hexyldecanoate
1-pentadecanecarboxylate
255.232
255.41610
A long-chain fatty acid anion that is the conjugate base of hexadecanoic acid (palmitic acid); major species at pH 7.3.
Beilstein:3589907
C16H31O2
CAS:143-20-4
CCCCCCCCCCCCCCCC([O-])=O
CH3-[CH2]14-COO(-)
CHEBI:231736
CHEBI:7896
Gmelin:344266
HMDB:HMDB0000220
Hexadecanoic acid, ion(1-)
IPCSVZSSVZVIGE-UHFFFAOYSA-M
InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)/p-1
MetaCyc:PALMITATE
Reaxys:3589907
chebi_ontology
hexadecanoate
n-hexadecanoate
n-hexadecoate
palmitate
pentadecanecarboxylate
(R)-nicotinium(1+)
(2R)-1-methyl-2-(pyridin-3-yl)pyrrolidinium
(R)-nicotine
+1
163.124
163.23900
C10H15N2
CHEBI:79008
C[NH+]1CCC[C@@H]1c1cccnc1
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/p+1/t10-/m1/s1
MetaCyc:R-NICOTINE
SNICXCGAKADSCV-SNVBAGLBSA-O
The conjugate acid of (R)-nicotine arising from selective protonation of the tertiary amino group; major species at pH 7.3.
chebi_ontology
alpha,beta-unsaturated monocarboxylic acid
2,3-unsaturated monocarboxylic acid
2,3-unsaturated monocarboxylic acids
A monocarboxylic acid in which the carbon of the carboxy group is directly attached to a C=C or C#C bond.
CHEBI:79020
alpha,beta-unsaturated monocarboxylic acids
chebi_ontology
molybdenum cofactor(3-)
-3
551.33000
552.848
An organic anionic group derived from molybdenum cofactor(3-). It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).
C10H10MoN5O8PS3
CHEBI:79026
Nc1nc2N[C@@H]3O[C@H](COP([O-])([O-])=O)C4=C(S[Mo]([O-])(=O)(S-*)S4)[C@@H]3Nc2c(=O)[nH]1
chebi_ontology
molybdenum cofactor
trivalent inorganic anion
Any inorganic anion with a valency of three.
CHEBI:79387
chebi_ontology
trivalent inorganic anions
divalent inorganic anion
Any inorganic anion with a valency of two.
CHEBI:79388
chebi_ontology
divalent inorganic anions
monovalent inorganic anion
Any inorganic anion with a valency of one.
CHEBI:79389
chebi_ontology
monovalent inorganic anions
Gonadotropin-releasing hormone II
CHEBI:80298
GnRH-II
Gonadoliberin-II
KEGG:C16084
chebi_ontology
thyroid stimulating hormone
CHEBI:138153
CHEBI:81567
chebi_ontology
Luteinizing hormone
CAS:9002-67-9
CHEBI:81568
ICSH
Interstitial cell stimulating hormone
KEGG:C18183
LH
chebi_ontology
Follicle stimulating hormone
CAS:9002-68-0
CHEBI:81569
FSH
Follitropin
KEGG:C18184
chebi_ontology
elemental iron
An elemental molecular entity in which all of the atoms have atomic number 26.
CHEBI:82663
chebi_ontology
monounsaturated fatty acid anion
-1
Any unsaturated fatty acid anion with one double or triple bond in the fatty acid chain.
CHEBI:82680
[O-]C([*])=O
chebi_ontology
monounsaturated fatty acid anions
aliphatic aldoxime
0
44.014
44.03270
Any aldoxime derived from an aliphatic aldehyde.
CH2NOR
CHEBI:82744
MetaCyc:Aliphatic-Aldoximes
ON=C[*]
an aliphatic aldoxime
chebi_ontology
sphingosine-based sphingolipid
0
325.262
A family of sphingolipids that share a common structural feature, a sphingosine base backbone.
C19H35NO3R2
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[*])NC([*])=O
CHEBI:82830
Sphing-4-enine-based sphingolipid
chebi_ontology
Daphnia galeata metabolite
A Daphnia metabolite produced by the species Daphnia galeata.
CHEBI:83038
Daphnia galeata metabolites
chebi_ontology
crustacean metabolite
An animal metabolite produced by arthropods such as crabs, lobsters, crayfish, shrimps and krill.
CHEBI:83039
chebi_ontology
crustacean metabolites
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
CHEBI:83056
Daphnia magna metabolites
chebi_ontology
Daphnia metabolite
A crustacean metabolite produced by the genus of small planktonic arthropods, Daphnia
CHEBI:83057
Daphnia metabolites
Wikipedia:Daphnia
chebi_ontology
organosulfonic ester
0
79.957
80.06300
An ester resulting from the formal condensation of the hydroxy group of an alcohol, phenol, heteroarenol, or enol with an organosulfonic acid.
CHEBI:83347
O3SR2
[*]S(=O)(=O)O[*]
chebi_ontology
organosulfonate ester
organosulfonate esters
organosulfonic esters
porphyrin
0
21H,23H-Porphin
21H,23H-porphine
310.122
310.35200
Beilstein:1222991
Beilstein:36080
Beilstein:622855
C20H14N4
CAS:101-60-0
CHEBI:8337
Gmelin:205920
HMDB:HMDB0000839
InChI=1S/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21,24H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12-
KEGG:C05113
PMID:22735334
Porphyrin
RKCAIXNGYQCCAL-CEVVSZFKSA-N
Reaxys:1160988
Wikipedia:Porphyrin
c1cc2cc3ccc(cc4ccc(cc5ccc(cc1n2)[nH]5)n4)[nH]3
chebi_ontology
porphine
porphyrin
marine xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
CHEBI:83399
chebi_ontology
marine xenobiotic metabolites
(trifluoromethyl)benzenes
An organofluorine compound that is (trifluoromethyl)benzene and derivatives arising from substitution of one or more of the phenyl hydrogens.
CHEBI:83565
chebi_ontology
proteinogenic amino acid derivative
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:83811
canonical amino acid derivative
canonical amino acid derivatives
canonical amino-acid derivative
canonical amino-acid derivatives
chebi_ontology
proteinogenic amino acid derivatives
proteinogenic amino-acid derivative
proteinogenic amino-acid derivatives
non-proteinogenic amino acid derivative
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:83812
chebi_ontology
non-canonical amino acid derivative
non-canonical amino-acid derivatives
non-proteinogenic amino-acid derivatives
proteinogenic amino acid
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.
CHEBI:83813
Wikipedia:Proteinogenic_amino_acid
canonical amino acid
canonical amino acids
chebi_ontology
proteinogenic amino acids
non-proteinogenic amino acid
Any amino-acid that is not naturally encoded in the genetic code of any organism.
CHEBI:83820
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
amino acid derivative
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:83821
amino acid derivatives
chebi_ontology
modified amino acids
non-proteinogenic L-alpha-amino acid
Any L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
CHEBI:83822
chebi_ontology
non-proteinogenic L-alpha-amino acids
L-cysteine derivative
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:83824
L-cysteine derivatives
chebi_ontology
pregnane
0
288.282
288.51054
C21H36
CAS:481-26-5
CHEBI:8386
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
KEGG:C01523
[H][C@]1(CC)CC[C@@]2([H])[C@]3([H])CCC4([H])CCCC[C@]4(C)[C@@]3([H])CC[C@]12C
chebi_ontology
pregnane
cationic sphingoid
An organic cation obtained by protonation of the amino function of any sphingoid
CHEBI:83876
cationic sphingoids
chebi_ontology
sphingoid cation
sphingoid cations
non-proteinogenic alpha-amino acid
Any alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
CHEBI:83925
chebi_ontology
non-proteinogenic alpha-amino acids
non-proteinogenic alpha-amino-acid
non-proteinogenic alpha-amino-acids
2-saturated fatty acid anion
-1
1,2-saturated fatty acid
1,2-saturated fatty acid anion
58.005
A fatty acid anion obtained by deprotonation of the carboxy group of any 2-saturated fatty acid.
C2H2O2R
CHEBI:83955
[O-]C(=O)C[*]
chebi_ontology
3-methyl fatty acid anion
-1
3-methyl fatty acid
3-methyl-branched fatty acid anion
3-methyl-branched fatty acid(1-)
86.037
A methyl-branched fatty acid anion obtained by deprotonation of the carboxy group of any 3-methyl fatty acid; major species at pH 7.3.
C4H6O2R
CC([*])CC([O-])=O
CHEBI:83972
chebi_ontology
L-glutamic acid derivative
A proteinogenic amino acid derivative resulting from reaction of L-glutamic acid at the amino group or either of the carboxy groups, or from the replacement of any hydrogen of L-glutamic acid by a heteroatom.
CHEBI:83982
L-glutamic acid derivatives
chebi_ontology
pentose phosphate
Any phospho sugar that is the phosphate derivative of pentose.
CHEBI:84055
chebi_ontology
pentose phosphates
human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
CHEBI:84087
chebi_ontology
human urinary metabolites
D-proline derivative
A non-proteinogenic amino acid derivative resulting from reaction of D-proline at the amino group or the carboxy group, or from the replacement of any hydrogen of D-proline by a heteroatom.
CHEBI:84185
D-proline derivatives
chebi_ontology
L-proline derivative
A proteinogenic amino acid derivative resulting from reaction of L-proline at the amino group or the carboxy group, or from the replacement of any hydrogen of L-proline by a heteroatom.
CHEBI:84186
L-proline derivatives
chebi_ontology
3-hydroxy fatty acid anion
-1
3-hydroxy fatty acid
88.016
A hydroxy fatty acid anion obtained by deprotonation of the carboxy group of any 3-hydroxy fatty acid.
C3H4O3R
CHEBI:84196
OC([*])CC([O-])=O
chebi_ontology
sphingoid base(1+)
+1
2-amino-1,3-dihydroxysphingoid base(1+)
91.063
91.10850
A cationic sphingoid obtained by protonation of the amino group of any 2-amino-1,3-dihydroxysphingoid base.
C3H9NO2R
CHEBI:84410
[NH3+][C@@H](CO)[C@H](O)[*]
a sphingoid base
chebi_ontology
(omega-1)-hydroxy fatty acid anion
(omega-1)-hydroxy fatty acid
(omega-1)-hydroxy fatty acid anion
-1
89.024
A hydroxy fatty acid anion obtained by deprotonation of the carboxy group of any (omega-1)-hydroxy fatty acid; major species at pH 7.3.
C3H5O3R
CC(O)[*]C([O-])=O
CHEBI:84497
chebi_ontology
hydroxyindoles
Any member of the class of indoles carrying at least one hydroxy group.
CHEBI:84729
chebi_ontology
algal metabolite
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:84735
algal metabolites
chebi_ontology
prostanoic acid
0
310.287
310.51452
7-[(1S,2S)-2-octylcyclopentyl]heptanoic acid
A carbocyclic fatty acid composed of heptanoic acid having a (1S,2S)-2-octylcyclopentyl substituent at position 7.
Beilstein:5744307
C20H38O2
CCCCCCCC[C@H]1CCC[C@@H]1CCCCCCC(O)=O
CHEBI:8504
InChI=1S/C20H38O2/c1-2-3-4-5-6-9-13-18-15-12-16-19(18)14-10-7-8-11-17-20(21)22/h18-19H,2-17H2,1H3,(H,21,22)/t18-,19-/m0/s1
KEGG:C02064
LIPID_MAPS_instance:LMFA03010000
PMID:6234649
Prostanoic acid
Reaxys:5744307
WGJJROVFWIXTPA-OALUTQOASA-N
chebi_ontology
prostan-1-oic acid
skin lightening agent
Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin.
CHEBI:85046
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
sphingoid-1-phosphocholine(1+)
+1
256.119
A quaternary ammonium ion that is a deacylated sphingomyelin with undefined sphingoid base.
C8H21N2O5PR
CHEBI:85171
C[N+](C)(C)CCOP([O-])(=O)OC[C@H]([NH3+])[C@H](O)[*]
chebi_ontology
sphingosylphosphocholine
sphingosylphosphocholine(1+)
human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum samples.
CHEBI:85234
chebi_ontology
human blood serum metabolites
17beta-hydroxyandrostan-3-one
(17beta)-17-hydroxyandrostan-3-one
0
17beta-hydroxyandrostanone
290.225
290.44030
A 17beta-hydroxy steroid that is testosterone in which the 4-5 double bond has been reduced to a single bond with unspecified configuration at position 5.
C19H30O2
CAS:29873-50-5
CHEBI:85278
C[C@]12CC[C@H]3[C@@H](CCC4CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12?,14-,15-,16-,17-,18-,19-/m0/s1
NVKAWKQGWWIWPM-QHDNXLQLSA-N
chebi_ontology
dihydrotestosterone
glycine transporter inhibitor
Any substance that inhibits the action of glycine transporters.
CHEBI:85425
chebi_ontology
glycine transporter inhibitors
methyl sulfide
0
46.996
Any aliphatic sulfide in which at least one of the organyl groups attached to the sulfur is a methyl group.
CH3SR
CHEBI:25260
CHEBI:86315
CS[*]
MetaCyc:Methyl-thioethers
a methyl thioether
chebi_ontology
methyl sulfides
methyl thioether
methyl thioethers
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
CHEBI:86327
Wikipedia:Antifungal
anti-fungal drug
anti-fungal drugs
anti-fungal medication
anti-fungal medications
antifungal drugs
antifungal medication
antifungal medications
chebi_ontology
pharmaceutical fungicide
pharmaceutical fungicides
monohydroxyproline
131.12990
A hydroxy-amino acid in which the amino acid specified is proline. A "closed" class.
C5H9NO3
CHEBI:86499
chebi_ontology
N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
0
309.134
309.32610
An aromatic ether consisting of 4-trifluoromethylphenol in which the hydrogen of the phenolic hydroxy group is replaced by a 3-(methylamino)-1-phenylpropyl group.
C17H18F3NO
CHEBI:86990
CNCCC(Oc1ccc(cc1)C(F)(F)F)c1ccccc1
InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3
LINCS:LSM-1449
N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
RTHCYVBBDHJXIQ-UHFFFAOYSA-N
VSDB:1851
chebi_ontology
(R)-fluoxetine
(+)-fluoxetine
(3R)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
(R)-(+)-fluoxetine
(R)-N-methyl-3-(4-trifluoromethylphenoxy)-3-phenylpropylamine
(R)-N-methyl-3-(4-trifluoromethylphenyloxy)-3-(phenyl)propylamine
(R)-N-methyl-3-phenyl-3-[(alpha,alpha,alpha-trifluoro-p-tolyl)oxy]propylamine
(R)-N-methyl-gamma-(4-trifluoromethylphenoxy)-3-phenylpropylamine
(R)-Prozac
0
309.134
309.32610
An N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine that has R configuration. [The antidepressant drug fluoxetine is a racemate comprising equimolar amounts of (R)- and (S)-fluoxetine].
C17H18F3NO
CAS:100568-03-4
CHEBI:86991
CNCC[C@@H](Oc1ccc(cc1)C(F)(F)F)c1ccccc1
InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/t16-/m1/s1
PMID:19144769
PMID:19788198
PMID:20663810
PMID:22903652
PMID:22923967
PMID:23885544
PMID:24464553
PMID:24997906
RTHCYVBBDHJXIQ-MRXNPFEDSA-N
Reaxys:4356432
chebi_ontology
(S)-fluoxetine
(-)-fluoxetine
(3S)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
(S)-(-)-fluoxetine
(S)-N-methyl-3-(4-trifluoromethylphenoxy)-3-phenylpropylamine
(S)-N-methyl-3-(4-trifluoromethylphenyloxy)-3-(phenyl)propylamine
(S)-N-methyl-3-phenyl-3-[(alpha,alpha,alpha-trifluoro-p-tolyl)oxy]propylamine
(S)-N-methyl-gamma-(4-trifluoromethylphenoxy)-3-phenylpropylamine
(S)-Prozac
0
309.134
309.32610
An N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine that has S configuration. [The antidepressant drug fluoxetine is a racemate comprising equimolar amounts of (R)- and (S)-fluoxetine].
C17H18F3NO
CHEBI:86992
CNCC[C@H](Oc1ccc(cc1)C(F)(F)F)c1ccccc1
InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/t16-/m0/s1
PMID:19144769
PMID:19788198
PMID:20663810
PMID:22903652
PMID:22923967
PMID:23885544
PMID:24464553
PMID:24997906
RTHCYVBBDHJXIQ-INIZCTEOSA-N
Reaxys:4356433
chebi_ontology
(R)-fluoxetine(1+)
(+)-fluoxetine(1+)
(3R)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-aminium
+1
310.142
310.33350
An organic cation resulting from the protonation of the amino group of (R)-fluoxetine.
C17H19F3NO
CHEBI:86993
C[NH2+]CC[C@@H](Oc1ccc(cc1)C(F)(F)F)c1ccccc1
InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/p+1/t16-/m1/s1
RTHCYVBBDHJXIQ-MRXNPFEDSA-O
Reaxys:25263171
chebi_ontology
(S)-fluoxetine(1+)
(-)-fluoxetine(1+)
(3S)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-aminium
+1
310.142
310.33350
An organic cation resulting from the protonation of the amino group of (S)-fluoxetine.
C17H19F3NO
CHEBI:86995
C[NH2+]CC[C@H](Oc1ccc(cc1)C(F)(F)F)c1ccccc1
InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/p+1/t16-/m0/s1
RTHCYVBBDHJXIQ-INIZCTEOSA-O
Reaxys:25263174
chebi_ontology
ADP(2-)
-2
425.014
425.18630
5'-O-{[(hydroxyphosphinato)oxy]phosphinato}adenosine
An organophosphate oxoanion obtained by deprotonation of two of the three diphosphate OH groups of adenosine 5'-diphosphate.
C10H13N5O10P2
CHEBI:87518
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
Reaxys:7558006
XTWYTFMLZFPYCI-KQYNXXCUSA-L
chebi_ontology
metal allergen
Any metal which causes the onset of an allergic reaction.
CHEBI:88184
allergenic metal
allergenic metals
chebi_ontology
metal allergens
drug allergen
Any drug which causes the onset of an allergic reaction.
CHEBI:88188
allergenic drug
chebi_ontology
methylsuccinic acid
(+-)-methylsuccinic acid
(RS)-2-methylbutanedioic acid
(RS)-methylsuccinic acid
0
1,2-Propanedicarboxylic acid
132.115
2-methyl-butanedioic acid
2-methylbutanedioic acid
A racemate comprising equimolar amounts of (R)- and (S)-methylsuccinic acid
C5H8O4
CAS:498-21-5
CHEBI:89843
HMDB:HMDB0001844
LIPID_MAPS_instance:LMFA01170119
MetaCyc:CPD-2461
Methyl Succinic acid
Methylbutanedioic acid
Pyrotartaric acid
Reaxys:1722946
chebi_ontology
rac-2-methylbutanedioic acid
EC 6.4.1.1 (pyruvate carboxylase) inhibitor
An EC 6.4.1.* (carboxylase) inhibitor that interferes with the action of pyruvate carboxylase (EC 6.4.1.1).
CHEBI:90318
EC 6.4.1.1 (pyruvate carboxylase) inhibitors
EC 6.4.1.1 inhibitor
EC 6.4.1.1 inhibitors
Wikipedia:Pyruvate_carboxylase
chebi_ontology
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
retinoic acid receptor modulator
A nuclear receptor modulator that affects the retinoic acid receptor
CHEBI:90708
chebi_ontology
retinoic acid receptor modulators
nuclear receptor modulator
Any receptor modulator acting on nuclear receptors
CHEBI:90709
chebi_ontology
nuclear receptor modulators
receptor modulator
A drug that acts as an antagonist, agonist, reverse agonist, or in some other fashion when interacting with cellular receptors.
CHEBI:90710
chebi_ontology
receptor modulators
dipeptide zwitterion
0
130.038
130.102
Any peptide zwitterion comprising two amino acid residues. Major structure at pH 7.3.
C4H6N2O3R2
CHEBI:90799
[NH3+]C(C(NC(C([O-])=O)*)=O)*
a dipeptide
chebi_ontology
aromatic carboxylate
*C([O-])=O
-1
43.990
44.010
A carboxylic acic anion obtained by deprotonation of the carboxy group of any aromatic carboxylic acid. Major species at pH 7.3.
CHEBI:91007
CO2R
an aromatic carboxylate
chebi_ontology
2-methylbutanedioic acid
0
132.042
132.115
2-methylbutanedioic acid
A dicarboxylic acid that is butanedioic acid substituted at position 2 by a methyl group.
C5H8O4
CHEBI:91315
InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)
OC(=O)C(CC(O)=O)C
WXUAQHNMJWJLTG-UHFFFAOYSA-N
chebi_ontology
(S)-methylsuccinic acid
(2S)-2-methylbutanedioic acid
(S)-2-methylbutanedioic acid
0
132.042
132.115
A 2-methylbutanedioic acid in which the methyl group at position 2 has S-configuration.
C5H8O4
CHEBI:91316
InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)/t3-/m0/s1
OC(=O)[C@H](CC(O)=O)C
Reaxys:1722948
WXUAQHNMJWJLTG-VKHMYHEASA-N
chebi_ontology
(R)-methylsuccinic acid
(2R)-2-methylbutanedioic acid
(R)-2-methylbutanedioic acid
0
132.042
132.115
A 2-methylbutanedioic acid in which the methyl group at position 2 has R-configuration.
C5H8O4
CAS:3641-51-8
CHEBI:91317
InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)/t3-/m1/s1
OC(=O)[C@@H](CC(O)=O)C
Reaxys:1722947
WXUAQHNMJWJLTG-GSVOUGTGSA-N
chebi_ontology
d-Methylsuccinic acid
vasopressin
A family of cyclic nonapeptide hormones found in most mammals. Synthesised in the hypothalamus and stored in the post-pituitary, vasopressins play a key role in homeostasis, particularly in regulating the body's water content. Together with the similar neuropeptide oxytocin, they are believed to influence social cognition and behaviour.
ADH
AVP
Antidiuretic hormone
C46H65N15O12S2.C46H65N13O12S2
CAS:11000-17-2
CHEBI:9937
Inyectable de vasopresina
KEGG:C00840
KEGG:D00101
PMID:18988842
PMID:20445498
Solute injectable de vasopressine
VP
Vasopressin
Vasopressini injectio
arginine vasopressin
argipressin
beta-Hypophamine
chebi_ontology
is conjugate acid of
chebi_ontology
false
is_conjugate_acid_of
true
has parent hydride
chebi_ontology
false
false
has_parent_hydride
is conjugate base of
chebi_ontology
false
is_conjugate_base_of
true
is tautomer of
chebi_ontology
is_tautomer_of
true
is substituent group from
chebi_ontology
false
false
is_substituent_group_from
has role
RO:0000087
chebi_ontology
false
false
has_role
has_role
has functional parent
chebi_ontology
false
false
has_functional_parent
is enantiomer of
chebi_ontology
false
is_enantiomer_of
true