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CHEBI:77805 - enterobactin(1−)

Default Structure
ChEBI IDCHEBI:77805
ChEBI Nameenterobactin(1−)
Stars
ASCII Nameenterobactin(1-)
DefinitionA phenolate anion that is the conjugate base of enterobactin, obtained by deprotonation of one of the phenolic hydroxy groups. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).
Last Modified6 June 2014
SubmitterAnne Morgat
DownloadsMolfile
FormulaC30H26N3O15
Net Charge-1
Average Mass668.544
Monoisotopic Mass668.13694
SMILESO=C(N[C@H]1COC(=O)[C@@H](NC(=O)c2cccc(O)c2O)COC(=O)[C@@H](NC(=O)c2cccc(O)c2O)COC1=O)c1cccc(O)c1[O-]
InChIInChI=1S/C30H27N3O15/c34-19-7-1-4-13(22(19)37)25(40)31-16-10-46-29(44)18(33-27(42)15-6-3-9-21(36)24(15)39)12-48-30(45)17(11-47-28(16)43)32-26(41)14-5-2-8-20(35)23(14)38/h1-9,16-18,34-39H,10-12H2,(H,31,40)(H,32,41)(H,33,42)/p-1/t16-,17-,18-/m0/s1
InChIKeySERBHKJMVBATSJ-BZSNNMDCSA-M
Roles Classification
Chemical Role:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
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)
enterobactin(1−) (CHEBI:77805) has role bacterial metabolite (CHEBI:76969)
enterobactin(1−) (CHEBI:77805) has role siderophore (CHEBI:26672)
enterobactin(1−) (CHEBI:77805) is a phenolate anion (CHEBI:50525)
enterobactin(1−) (CHEBI:77805) is conjugate base of enterobactin (CHEBI:28855)
Incoming Relation(s)
enterobactin (CHEBI:28855) is conjugate acid of enterobactin(1−) (CHEBI:77805)
IUPAC Name 
2-({(3S,7S,11S)-7,11-bis[(2,3-dihydroxybenzoyl)amino]-2,6,10-trioxo-1,5,9-trioxacyclododecan-3-yl}carbamoyl)-6-hydroxyphenolate
UniProt Name  Source
enterobactinUniProt