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CHEBI:131916 - proviolacein

ChEBI IDCHEBI:131916
ChEBI Nameproviolacein
Stars
DefinitionA hydroxyindole that is 2H-pyrrol-2-one which is substituted at positions 3 and 5 by 1H-indol-3-yl and 5-hydroxy-1H-indol-3-yl groups, respectively. It is an intermediate in the biosynthesis of the purple chromobacterial pigment violacein from L-tryptophan.
Last Modified12 July 2016
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H13N3O2
Net Charge0
Average Mass327.343
Monoisotopic Mass327.10078
SMILESO=C1N=C(c2cnc3ccc(O)cc23)C=C1c1cnc2ccccc12
InChIInChI=1S/C20H13N3O2/c24-11-5-6-18-13(7-11)16(10-22-18)19-8-14(20(25)23-19)15-9-21-17-4-2-1-3-12(15)17/h1-10,21-22,24H
InChIKeyAEUPUFUMWGIQGG-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Chromobacterium violaceum (ncbitaxon:536) - PubMed (17176066)
Roles Classification
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
proviolacein (CHEBI:131916) has functional parent L-tryptophan (CHEBI:16828)
proviolacein (CHEBI:131916) has role bacterial metabolite (CHEBI:76969)
proviolacein (CHEBI:131916) is a hydroxyindoles (CHEBI:84729)
proviolacein (CHEBI:131916) is a pyrroles (CHEBI:26455)
Incoming Relation(s)
deoxyviolacein (CHEBI:131915) has functional parent proviolacein (CHEBI:131916)
violacein (CHEBI:131914) has functional parent proviolacein (CHEBI:131916)
IUPAC Name 
5-(5-hydroxy-1H-indol-3-yl)-3-(1H-indol-3-yl)-2H-pyrrol-2-one
UniProt Name  Source
proviolaceinUniProt
Manual XrefsDatabases
CPD-14321MetaCyc
Registry NumbersSources
Reaxys:7340743Reaxys
Citations