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Violacein

CAT: 0804-HY-119809-03Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-119809-03Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Violacein, a secondary metabolite produced by several microorganisms, possesses potent anticancer and low side effects. Violacein possesses antioxidant properties. Apoptosis inducer[1][2].
CAS Number
548-54-9
UNSPSC
12352005
Hazard Statement
H302, H315, H319
Target
Apoptosis; Endogenous Metabolite
Type
Natural Products
Related Pathways
Apoptosis; Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/violacein.html
Purity
99.97
Solubility
DMSO : 10 mg/mL (ultrasonic)
Smiles
O=C1/C(C2=CC=CC=C2N1)=C3C=C(C(C4=C5)=CNC4=CC=C5O)NC\3=O
Molecular Formula
C20H13N3O3
Molecular Weight
343.34
Precautions
H302, H315, H319
References & Citations
[1]Patricia F de Souza Oliveira, et al. Violacein negatively modulates the colorectal cancer survival and epithelial-mesenchymal transition. J Cell Biochem. 2022 Jul;123 (7) :1247-1258.|[2]Marlon Konzen, et al. Antioxidant properties of violacein: possible relation on its biological function. Bioorg Med Chem. 2006 Dec 15;14 (24) :8307-13.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Microbial Metabolite

Chemical Information

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.

CAS Number548-54-9
PubChem CID11053
IUPAC Name3-[2-hydroxy-5-(5-hydroxy-1H-indol-3-yl)-1H-pyrrol-3-yl]indol-2-one
Molecular FormulaC20H13N3O3
Molecular Weight343.3
XLogP2.7
Topological Polar Surface Area101
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count26
Formal Charge0
Complexity753
SMILES
C1=CC2=C(C(=O)N=C2C=C1)C3=C(NC(=C3)C4=CNC5=C4C=C(C=C5)O)O
InChI
InChI=1S/C20H13N3O3/c24-10-5-6-15-12(7-10)14(9-21-15)17-8-13(19(25)23-17)18-11-3-1-2-4-16(11)22-20(18)26/h1-9,21,23-25H
InChIKey
SHLJIZCPRXXHHZ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Violacein
CAS: 548-54-9
CID: 11053
Formula: C20H13N3O3
MW: 343.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight343.3
XLogP32.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass343.09569129
Monoisotopic Mass343.09569129
Topological Polar Surface Area101 Ų
Heavy Atom Count26
Formal Charge0
Complexity753
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
V020-5MGViolacein
MBS1280461-01Recombinant Chromobacterium violaceum Violacein biosynthesis protein vioB (vioB), partial

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