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CHEBI:84711 - staphyloferrin A

ChEBI IDCHEBI:84711
ChEBI Namestaphyloferrin A
Stars
DefinitionA D-ornithine derivative obtained by formal condensation of the terminal carboxy groups of two citric acid units with the two amino groups of D-ornithine.
Last Modified5 February 2015
SubmitterSteve
DownloadsMolfile
FormulaC17H24N2O14
Net Charge0
Average Mass480.379
Monoisotopic Mass480.12275
SMILESO=C(O)CC(O)(CC(=O)NCCC[C@@H](NC(=O)CC(O)(CC(=O)O)C(=O)O)C(=O)O)C(=O)O
InChIInChI=1S/C17H24N2O14/c20-9(4-16(32,14(28)29)6-11(22)23)18-3-1-2-8(13(26)27)19-10(21)5-17(33,15(30)31)7-12(24)25/h8,32-33H,1-7H2,(H,18,20)(H,19,21)(H,22,23)(H,24,25)(H,26,27)(H,28,29)(H,30,31)/t8-,16?,17?/m1/s1
InChIKeyVJSIXUQLTJCRCS-PJPOUAMNSA-N
Species of MetaboliteComponentSourceComments
Staphylococcus hyicus (ncbitaxon:1284) - PubMed (2379505) Strain: DSM 20459
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:
siderophore  Any of low-molecular-mass iron(III)-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.
ChEBI Ontology
Outgoing Relation(s)
staphyloferrin A (CHEBI:84711) has functional parent citric acid (CHEBI:30769)
staphyloferrin A (CHEBI:84711) has role bacterial metabolite (CHEBI:76969)
staphyloferrin A (CHEBI:84711) has role siderophore (CHEBI:26672)
staphyloferrin A (CHEBI:84711) is a D-ornithine derivative (CHEBI:84714)
staphyloferrin A (CHEBI:84711) is a pentacarboxylic acid (CHEBI:35743)
staphyloferrin A (CHEBI:84711) is a tertiary alcohol (CHEBI:26878)
staphyloferrin A (CHEBI:84711) is a tricarboxylic acid amide (CHEBI:50665)
staphyloferrin A (CHEBI:84711) is conjugate acid of staphyloferrin A(5−) (CHEBI:142973)
Incoming Relation(s)
N5-[(S)-citryl]-D-ornithine(2−) (CHEBI:142972) has functional parent staphyloferrin A (CHEBI:84711)
staphyloferrin A(5−) (CHEBI:142973) is conjugate base of staphyloferrin A (CHEBI:84711)
IUPAC Name 
2-[2-({(1R)-1-carboxy-4-[(3,4-dicarboxy-3-hydroxybutanoyl)amino]butyl}amino)-2-oxoethyl]-2-hydroxysuccinic acid
Synonym  Source
N2,N5-di-(1-oxo-3-hydroxy-3,4-dicarboxybutyl)-D-ornithineChEBI
Manual XrefsDatabases
CPD-12589MetaCyc
Registry NumbersSources
Reaxys:26649296Reaxys
CAS:127902-98-1ChemIDplus
Citations