CHEBI:77805 - enterobactin(1−)

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ChEBI Name enterobactin(1−)
ChEBI ID CHEBI:77805
ChEBI ASCII Name enterobactin(1-)
Definition A 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.).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information
Download Molfile XML SDF
Formula C30H26N3O15
Net Charge -1
Average Mass 668.53910
Monoisotopic Mass 668.136
InChI InChI=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
InChIKey SERBHKJMVBATSJ-BZSNNMDCSA-M
SMILES Oc1cccc(C(=O)N[C@H]2COC(=O)[C@H](COC(=O)[C@H](COC2=O)NC(=O)c2cccc(O)c2[O-])NC(=O)c2cccc(O)c2O)c1O
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.
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 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 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
Synonym Source
enterobactin UniProt
Last Modified
06 June 2014
Submitter Remark
2014-03-20 08:18:21.0 Anne Morgat Conjugate of CHEBI:28855