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CHEBI:83101 - coprogen

ChEBI IDCHEBI:83101
ChEBI Namecoprogen
Stars
DefinitionAn iron(III) hydroxamate isolated from fungi and bacteria including Penicillium species and Neurospora crassa. It is a growth factor for coprophilous fungi.
Last Modified7 March 2023
SubmitterGareth Owen
DownloadsMolfile
FormulaC35H53N6O13.Fe
Net Charge0
Average Mass821.683
Monoisotopic Mass821.30200
SMILES[Fe+3].[H][C@@]1(CCCN([O-])C(=O)/C=C(\C)CCO)NC(=O)[C@]([H])(CCCN([O-])C(=O)/C=C(\C)CCOC(=O)[C@H](CCCN([O-])C(=O)/C=C(\C)CCO)NC(C)=O)NC1=O
InChIInChI=1S/C35H53N6O13.Fe/c1-23(11-17-42)20-30(45)39(51)14-5-8-27-33(48)38-28(34(49)37-27)9-6-15-40(52)32(47)22-25(3)13-19-54-35(50)29(36-26(4)44)10-7-16-41(53)31(46)21-24(2)12-18-43;/h20-22,27-29,42-43H,5-19H2,1-4H3,(H,36,44)(H,37,49)(H,38,48);/q-3;+3/b23-20+,24-21+,25-22+;/t27-,28-,29-;/m0./s1
InChIKeyFQIVLXIUJLOKPL-DWZMLRRXSA-N
Species of MetaboliteComponentSourceComments
Neurospora crassa (ncbitaxon:5141) - PubMed (19700391)
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
ChEBI Ontology
Outgoing Relation(s)
coprogen (CHEBI:83101) has part desferricoprogen(3−) (CHEBI:83127)
coprogen (CHEBI:83101) has role Penicillium metabolite (CHEBI:76964)
coprogen (CHEBI:83101) is a Fe(III)-complexed hydroxamate siderophore (CHEBI:84688)
coprogen (CHEBI:83101) is a homoallylic alcohol (CHEBI:134362)
IUPAC Name 
iron(3+) (3E)-5-[{3-[(2S,5S)-5-(3-{[(2E)-5-hydroxy-3-methylpent-2-enoyl](oxido)amino}propyl)-3,6-dioxopiperazin-2-yl]propyl}(oxido)amino]-3-methyl-5-oxopent-3-en-1-yl N2-acetyl-N5-[(2E)-5-hydroxy-3-methylpent-2-enoyl]-N5-oxido-L-ornithinate
Synonym  Source
[(3E)-5-[(hydroxy-κO){3-[(2S,5S)-5-(3-{(hydroxy-κO)[(2E)-5-hydroxy-3-methyl-1-(oxo-kappaO)pent-2-en-1-yl]amino}propyl)-3,6-dioxopiperazin-2-yl]propyl}amino]-3-methyl-5-(oxo-kappaO)pent-3-en-1-yl N2-acetyl-N5-hydroxy-κO-N5-[(2E)-5-hydroxy-3-methyl-1-(oxo-kappaO)pent-2-en-1-yl]-L-ornithinatato(3−)]ironIUPAC
UniProt Name  Source
Fe(III)-coprogenUniProt
Manual XrefsDatabases
CPD0-621MetaCyc
CPOPDBeChem
DB01747DrugBank
Registry NumbersSources
Reaxys:7408370Reaxys
CAS:31418-71-0ChemIDplus
Citations