CHEBI:83101 - coprogen

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ChEBI Name coprogen
ChEBI ID CHEBI:83101
Definition An iron(III) hydroxamate isolated from fungi and bacteria including Penicillium species and Neurospora crassa. It is a growth factor for coprophilous fungi.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C35H53FeN6O13
Net Charge 0
Average Mass 821.674
Monoisotopic Mass 821.302
InChI InChI=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
InChIKey FQIVLXIUJLOKPL-DWZMLRRXSA-N
SMILES C(CN(C(/C=C(/CCO)\C)=O)[O-])C[C@@H](C(=O)OCC/C(/C)=C/C(=O)N([O-])CCC[C@@]1(NC([C@](CCCN(C(/C=C(/CCO)\C)=O)[O-])(NC1=O)[H])=O)[H])NC(C)=O.[Fe+3]
Metabolite of Species Details
Neurospora crassa (NCBI:txid5141) See: PubMed
Roles Classification
Biological Role(s): 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.
(via iron(III) hydroxamate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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−)]iron IUPAC
Manual Xrefs Databases
CPD0-621 MetaCyc
CPO PDBeChem
DB01747 DrugBank
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Registry Numbers Types Sources
31418-71-0 CAS Registry Number ChemIDplus
7408370 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
13031649 PubMed citation Europe PMC
16345131 PubMed citation Europe PMC
19700391 PubMed citation Europe PMC
23349056 PubMed citation Europe PMC
2951253 PubMed citation Europe PMC
IND500668911 Agricola citation Europe PMC
Last Modified
03 March 2017