CHEBI:134612 - staphyloferrin B

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ChEBI Name staphyloferrin B
ChEBI ID CHEBI:134612
Definition A siderophore composed from L-2,3-diaminopropionic acid, citric acid, 1,2-diaminoethane and α-ketoglutaric acid units.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information ZINC000014714810
Download Molfile XML SDF
Formula C16H24N4O11
Net Charge 0
Average Mass 448.383
Monoisotopic Mass 448.14416
InChI InChI=1S/C16H24N4O11/c17-8(13(25)26)7-20-12(24)6-16(31,15(29)30)5-11(23)19-4-3-18-10(22)2-1-9(21)14(27)28/h8,31H,1-7,17H2,(H,18,22)(H,19,23)(H,20,24)(H,25,26)(H,27,28)(H,29,30)/t8-,16-/m0/s1
InChIKey SIAZVTIHOHTZDD-PWJLMRLQSA-N
SMILES O=C(NCCNC(CCC(C(O)=O)=O)=O)C[C@](CC(=O)NC[C@@H](C(O)=O)N)(C(O)=O)O
Metabolite of Species Details
Staphylococcus aureus (NCBI:txid1280) See: PubMed
Staphylococcus hyicus (NCBI:txid1284) See: PubMed
Roles Classification
Chemical Role(s): siderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): siderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing staphyloferrin B (CHEBI:134612) has functional parent citric acid (CHEBI:30769)
staphyloferrin B (CHEBI:134612) has role bacterial metabolite (CHEBI:76969)
staphyloferrin B (CHEBI:134612) has role siderophore (CHEBI:26672)
staphyloferrin B (CHEBI:134612) is a oxo carboxylic acid (CHEBI:25754)
staphyloferrin B (CHEBI:134612) is a tertiary alcohol (CHEBI:26878)
staphyloferrin B (CHEBI:134612) is a tricarboxylic acid (CHEBI:27093)
staphyloferrin B (CHEBI:134612) is a tricarboxylic acid amide (CHEBI:50665)
staphyloferrin B (CHEBI:134612) is conjugate acid of staphyloferrin B(2−) (CHEBI:136993)
Incoming staphyloferrin B(2−) (CHEBI:136993) is conjugate base of staphyloferrin B (CHEBI:134612)
IUPAC Name
5-[(2-{[(3S)-5-{[(2S)-2-amino-2-carboxyethyl]amino}-3-carboxy-3-hydroxy-5-oxopentanoyl]amino}ethyl)amino]-2,5-dioxopentanoic acid
Manual Xref Database
CPD-12590 MetaCyc
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Citations Waiting for Citations
Last Modified
23 January 2019