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CHEBI:5019 - ferrichrome

ChEBI IDCHEBI:5019
ChEBI Nameferrichrome
Stars
DefinitionA 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.
Last Modified12 April 2021
DownloadsMolfile
FormulaC27H42FeN9O12
Net Charge0
Average Mass740.529
Monoisotopic Mass740.23023
SMILES[H][C@]12CCCN3[O][Fe-3]456([O]N(CCC[C@]([H])(NC(=O)[C@]([H])(CCCN([O]4)C(C)=[O+]5)NC1=O)C(=O)NCC(=O)NCC(=O)NCC(=O)N2)C(C)=[O+]6)[O+]=C3C
InChIInChI=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
InChIKeyGGUNGDGGXMHBMJ-OCIDDWSYSA-N
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
ChEBI Ontology
Outgoing Relation(s)
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
Synonym  Source
FerrichromeKEGG COMPOUND
UniProt Name  Source
ferrichromeUniProt
Manual XrefsDatabases
C06228KEGG COMPOUND
CPD0-2241MetaCyc
C00019283KNApSAcK
Registry NumbersSources
Reaxys:14617047Reaxys
CAS:15630-64-5ChemIDplus
Citations