
Violacein
Violacein is a member of the class of hydroxyindoles resulting from the 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 5-hydroxy-1H-indol-3-yl group, where the newly-formed double bond has E configuration. It is a purple chromobacterial pigment that has antibacterial, antifungal, antiprotozoan, and anticancer properties. It has a role as an antibacterial agent, an antineoplastic agent, an antifungal agent, an apoptosis inducer and a bacterial metabolite. It is a member of pyrroles, a member of oxindoles, an olefinic compound and a member of hydroxyindoles. It is functionally related to a proviolacein. — ChEBI
- IUPAC name
- 3-[2-hydroxy-5-(5-hydroxy-1H-indol-3-yl)-1H-pyrrol-3-yl]indol-2-one
- Molecular formula
- C20H13N3O3
- Molecular weight
- 343.3 g/mol
- Exact mass
- 343.09569129 Da
- XLogP3
- 2.7
- Topological polar surface area
- 101.0 Ų
- Hydrogen-bond donors
- 4
- Hydrogen-bond acceptors
- 3
- Covalent units
- 1
- Defined stereocentres
- 0
Also known as
16 more reported names
External database identifiers
- ChEBI:CHEBI:131914
- ChEMBL:CHEMBL1652263
- EPA DTXSID:DTXSID001028415
- PubMed:21779844
- PubMed:8597
Retrieved from NIH PubChem on 2026-08-31 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.