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

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.

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