CHEBI:131915 - deoxyviolacein

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ChEBI Name deoxyviolacein
ChEBI ID CHEBI:131915
Definition A member of the class of oxindoles resulting from formal oxidative coupling between the 3-position of 1,3-dihydro-2H-indol-2-one and the 3-position of 1,3-dihydro-2H-pyrrol-2-one, which is substituted at the 5 position by a 1H-indol-3-yl group, where the newly-formed double bond has E configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C20H13N3O2
Net Charge 0
Average Mass 327.343
Monoisotopic Mass 327.10078
InChI InChI=1S/C20H13N3O2/c24-19-13(18-12-6-2-4-8-16(12)22-20(18)25)9-17(23-19)14-10-21-15-7-3-1-5-11(14)15/h1-10,21H,(H,22,25)(H,23,24)/b18-13+
InChIKey OJUJNNKCVPCATE-QGOAFFKASA-N
SMILES O=C1NC(=C\C1=C1/C(=O)NC2=CC=CC=C12)C1=CNC2=CC=CC=C12
Metabolite of Species Details
Citrobacter freundii (NCBI:txid546) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing deoxyviolacein (CHEBI:131915) has functional parent proviolacein (CHEBI:131916)
deoxyviolacein (CHEBI:131915) has role antibacterial agent (CHEBI:33282)
deoxyviolacein (CHEBI:131915) has role antifungal agent (CHEBI:35718)
deoxyviolacein (CHEBI:131915) has role bacterial metabolite (CHEBI:76969)
deoxyviolacein (CHEBI:131915) is a olefinic compound (CHEBI:78840)
deoxyviolacein (CHEBI:131915) is a oxindoles (CHEBI:38459)
deoxyviolacein (CHEBI:131915) is a pyrroles (CHEBI:26455)
IUPAC Name
(3E)-3-[5-(1H-indol-3-yl)-2-oxo-1,2-dihydro-3H-pyrrol-3-ylidene]-1,3-dihydro-2H-indol-2-one
Synonym Source
deoxyviolacein UniProt
Manual Xrefs Databases
C21133 KEGG COMPOUND
CPD-14318 MetaCyc
WO2010003304 Patent
View more database links
Registry Number Type Source
10779335 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21779844 PubMed citation SUBMITTER
22187076 PubMed citation Europe PMC
22391969 PubMed citation Europe PMC
23994489 PubMed citation Europe PMC
24889673 PubMed citation Europe PMC
25592762 PubMed citation Europe PMC
26506462 PubMed citation Europe PMC
IND44792024 Agricola citation Europe PMC
Last Modified
03 August 2020