CHEBI:38151 - ferrienterobactin

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ChEBI Name ferrienterobactin
Definition An iron chelate that is (3S,7S,11S)-3,7,11-triamino-1,5,9-trioxacyclododecane-2,6,10-trione in which each nitrogen has been acylated by a 2,3-dihydroxybenzoyl group, the six phenolic oxygen atoms being coordinated to Fe(III).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Secondary ChEBI IDs CHEBI:70745
Supplier Information
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Formula C30H24FeN3O15
Net Charge 0
Average Mass 722.36800
Monoisotopic Mass 722.05568
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-3/t16-,17-,18-;/m0./s1
SMILES [H][C@]12COC(=O)[C@]3([H])COC(=O)[C@]([H])(COC1=O)[NH2+]C(=O)c1cccc4O[Fe-3]56(Oc7cccc(C(=O)[NH2+]2)c7O5)(Oc2cccc(C(=O)[NH2+]3)c2O6)Oc14
ChEBI Ontology
Outgoing ferrienterobactin (CHEBI:38151) is a Fe(III)-complexed siderophore (CHEBI:84734)
ferrienterobactin (CHEBI:38151) is conjugate acid of ferrienterobactin(3−) (CHEBI:28199)
Incoming ferrienterobactin(3−) (CHEBI:28199) is conjugate base of ferrienterobactin (CHEBI:38151)
trihydrogen {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(H3ent)] ChEBI
ferric enterochelin ChemIDplus
ferrienterochelin ChemIDplus
Registry Numbers Types Sources
2492797 Gmelin Registry Number Gmelin
2494966 Gmelin Registry Number Gmelin
62280-34-6 CAS Registry Number ChemIDplus
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Last Modified
10 February 2015