CHEBI:28199 - ferrienterobactin(3−)

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ChEBI Name ferrienterobactin(3−)
ChEBI ID CHEBI:28199
ChEBI ASCII Name ferrienterobactin(3-)
Definition Iron (Fe3+) siderophore
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sandra Orchard
Secondary ChEBI IDs CHEBI:21133, CHEBI:144426, CHEBI:4993
Supplier Information
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Formula C30H21FeN3O15
Net Charge -3
Average Mass 719.351
Monoisotopic Mass 719.03385
InChI InChI=1S/C30H27N3O15.Fe/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);/q;+3/p-6/t16-,17-,18-;/m0./s1
InChIKey NGILTSZTOFYVBF-UVJOBNTFSA-H
SMILES [H][C@]12COC(=O)[C@]3([H])COC(=O)[C@]([H])(COC1=O)NC(=O)C1=C4O[Fe-3]56(OC7=CC=CC(=C7O5)C(=O)N2)(OC4=CC=C1)OC1=CC=CC(=C1O6)C(=O)N3
Metabolite of Species Details
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ferrienterobactin(3−) (CHEBI:28199) has part enterobactin(6−) (CHEBI:38150)
ferrienterobactin(3−) (CHEBI:28199) has role Escherichia coli metabolite (CHEBI:76971)
ferrienterobactin(3−) (CHEBI:28199) is a Fe(III)-complexed siderophore (CHEBI:84734)
ferrienterobactin(3−) (CHEBI:28199) is a organic anion (CHEBI:25696)
ferrienterobactin(3−) (CHEBI:28199) is conjugate base of ferrienterobactin (CHEBI:38151)
Incoming ferrienterobactin (CHEBI:38151) is conjugate acid of ferrienterobactin(3−) (CHEBI:28199)
IUPAC Names
{N,N',N''-[(3S,7S,11S)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7,11-triyl]tris[2,3-di(hydroxy-κO)benzamidato](6−)}ferrate(3−)
{N,N',N''-[(3S,7S,11S)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7,11-triyl]tris[2,3-di(hydroxy-κO)benzamidato]}ferrate(3−)
Synonyms Sources
[Fe(ent)]3− ChEBI
Fe(III)-enterobactin UniProt
Fe-enterobactin KEGG COMPOUND
FeEnt ChEBI
ferric enterobactin ChEBI
ferric-enterobactin ChEBI
ferrienterobactin ChemIDplus
ferrienterochelin ChemIDplus
Manual Xrefs Databases
C06230 KEGG COMPOUND
FERRIC-ENTEROBACTIN-COMPLEX MetaCyc
View more database links
Registry Numbers Types Sources
2494246 Gmelin Registry Number Gmelin
61481-53-6 CAS Registry Number ChemIDplus
885856 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
12655062 PubMed citation Europe PMC
16819888 PubMed citation Europe PMC
21842211 PubMed citation Europe PMC
23905838 PubMed citation Europe PMC
24981231 PubMed citation Europe PMC
28956921 PubMed citation Europe PMC
30135989 PubMed citation Europe PMC
31413254 PubMed citation Europe PMC
32098871 PubMed citation Europe PMC
9852016 PubMed citation Europe PMC
Last Modified
12 July 2022