deoxyviolacein (CHEBI:131915)

CHEBI:131915 - deoxyviolacein

ChEBI ID	CHEBI:131915
ChEBI Name	deoxyviolacein
Stars
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.
Last Modified	3 August 2020
Submitter	Kristian Axelsen
Downloads	Molfile

Formula	C20H13N3O2
Net Charge	0
Average Mass	327.343
Monoisotopic Mass	327.10078
SMILES	O=C1NC(c2cnc3ccccc23)=C/C1=C1\C(=O)Nc2ccccc21
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

Species of Metabolite	Component	Source	Comments
Citrobacter freundii (ncbitaxon:546)	-	PubMed (22391969)
Escherichia coli (ncbitaxon:562)	-	PubMed (24889673)

Roles Classification

antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.

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.

ChEBI Ontology

Outgoing Relation(s)
	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

UniProt Name	Source
deoxyviolacein	UniProt

Registry Numbers	Sources
Reaxys:10779335	Reaxys

Citations