EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:134612 - staphyloferrin B

ChEBI IDCHEBI:134612
ChEBI Namestaphyloferrin B
Stars
DefinitionA siderophore composed from L-2,3-diaminopropionic acid, citric acid, 1,2-diaminoethane and α-ketoglutaric acid units.
Last Modified23 January 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC16H24N4O11
Net Charge0
Average Mass448.385
Monoisotopic Mass448.14416
SMILESN[C@@H](CNC(=O)C[C@@](O)(CC(=O)NCCNC(=O)CCC(=O)C(=O)O)C(=O)O)C(=O)O
InChIInChI=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
InChIKeySIAZVTIHOHTZDD-PWJLMRLQSA-N
Species of MetaboliteComponentSourceComments
Staphylococcus aureus (ncbitaxon:1280) - PubMed (26030732)
Staphylococcus hyicus (ncbitaxon:1284) - PubMed (8138126)
Roles Classification
Chemical Roles:
siderophore  Any of low-molecular-mass iron(III)-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 (Brønsted base).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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 XrefsDatabases
CPD-12590MetaCyc
Citations