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
Download Molfile XML SDF
Formula C16H24N4O11
Net Charge 0
Average Mass 448.383
Monoisotopic Mass 448.144
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:1280) See: PubMed
Staphylococcus hyicus (NCBI:1284) 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
Database Link Database
CPD-12590 MetaCyc
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Citations Waiting for Citations Types Sources
15547261 PubMed citation Europe PMC
19775248 PubMed citation SUBMITTER
20810662 PubMed citation Europe PMC
21402762 PubMed citation Europe PMC
21906287 PubMed citation Europe PMC
24666349 PubMed citation Europe PMC
26030732 PubMed citation SUBMITTER
26534960 PubMed citation Europe PMC
26794841 PubMed citation Europe PMC
8138126 PubMed citation SUBMITTER
8400765 PubMed citation Europe PMC
PMC4697176 PubMed Central citation Europe PMC
Last Modified
10 May 2017