CHEBI:5019 - ferrichrome

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ChEBI Name ferrichrome ChEBI ID CHEBI:5019 Definition A member of the class of ferrichromes that is an iron(III) chelate of a homodetic cyclic peptide made up of a tripeptide of glycine and a tripeptide of N4-acetyl-N4-hydroxy-L-ornithine. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C27H42FeN9O12 Net Charge 0 Average Mass 740.52000 Monoisotopic Mass 740.23023 InChI InChI=1S/C27H42N9O12.Fe/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39;/h19-21H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44);/q-3;+3/t19-,20-,21-;/m0./s1 InChIKey GGUNGDGGXMHBMJ-OCIDDWSYSA-N SMILES [H][C@]12CCCN3O[Fe-3]456(ON(CCC[C@]([H])(NC(=O)CNC(=O)CNC(=O)CNC1=O)C(=O)N[C@@]([H])(CCCN(O4)C(C)=[O+]5)C(=O)N2)C(C)=[O+]6)[O+]=C3C Metabolite of Species Details Escherichia coli (NCBI:txid562) See: PubMed Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. (via iron(III) hydroxamate ) View more via ChEBI Ontology ChEBI Ontology Outgoing ferrichrome (CHEBI:5019) has role Escherichia coli metabolite (CHEBI:76971) ferrichrome (CHEBI:5019) is a ferrichromes (CHEBI:61414) IUPAC Name (cyclo{glycyl-N5-(hydroxy-κO)-N5-[1-(oxo-κO)ethyl]-L-ornithyl-N5-(hydroxy-κO)-N5-[1-(oxo-κO)ethyl]-L-ornithyl-N5-(hydroxy-κO)-N5-[1-(oxo-κO)ethyl]-L-ornithylglycylglycyl})iron Synonyms Sources ferrichrome UniProt Ferrichrome KEGG COMPOUND Manual Xrefs Databases C00019283 KNApSAcK C06228 KEGG COMPOUND CPD0-2241 MetaCyc View more database links Registry Numbers Types Sources 14617047 Reaxys Registry Number Reaxys 15630-64-5 CAS Registry Number ChemIDplus Citation Type Source 14269299 PubMed citation Europe PMC Last Modified 12 April 2021

General Comment 2011-02-21 Ferrichromes are growth-promoting iron chelates that were first isolated from Ustilago sphaerogena (the rust fungus) in the 1950s. Ferrichrome itself and related compounds were subsequently isolated from Aspergillaceae and Penicillium resticulosum.