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violacein

Product Name
violacein
CAS No.
548-54-9
Chemical Name
violacein
Synonyms
Anorosin;violacein;Brn 0049923;Violacein from Janthinobacterium lividum;3-(2-(5-Hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)-2-indolinone;2-Indolinone, 3-(2-(5-hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)-;Oxindole, 3-(2-(5-hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)- (6ci);3-[2-(5-Hydroxy-1H-indol-3-yl)-5-oxo-2-pyrrolin-4-ylidene]-2-indolinone;3-[2-(5-Hydroxy-1H-indol-3-yl)-5-oxo-2-pyrrolin-4-ylidene]-1,3-dihydro-2H-indol-2-one;3-[5-(5-Hydroxy-1H-indole-3-yl)-2,3-dihydro-2-oxo-1H-pyrrole-3-ylidene]-1H-indole-2(2H)-one
CBNumber
CB31385284
Molecular Formula
C20H13N3O3
Formula Weight
343.34
MOL File
548-54-9.mol
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violacein Property

Melting point:
>350 °C (decomp)
Boiling point:
821.4±65.0 °C(Predicted)
Density 
1.549±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
H2O: insoluble
form 
A solid
pka
9.72±0.40(Predicted)
color 
Brown to black
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
V9389
Product name
Violacein from Janthinobacterium lividum
Purity
>98% (violacein (minimum 85% violacein) and deoxyviolacein, HPLC)
Packaging
1mg
Price
$440
Updated
2024/03/01
Cayman Chemical
Product number
27959
Product name
Violacein
Packaging
1mg
Price
$295
Updated
2024/03/01
TRC
Product number
V634450
Product name
Violacein
Packaging
2.5mg
Price
$160
Updated
2021/12/16
TRC
Product number
V634450
Product name
Violacein
Packaging
25mg
Price
$1260
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0016233
Product name
VIOLACEIN
Purity
95.00%
Packaging
5MG
Price
$498.64
Updated
2021/12/16
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violacein Chemical Properties,Usage,Production

Description

Violacein is a naturally occurring di-indole-pyrrole violet-blue colored pigment that possesses numerous biological functions such as antimicrobial, antiviral, anticancer, antiulcerogenic, anti-leishmanial, and enzyme modulation properties (Narsing et al. 2017). Violacein is biosynthesized by bacterial species such as Chromobacterium violaceum, Collimonas sp., Pseudoalteromonas sp., Pseudomonas aeruginosa, and Janthinobacterium sp. This natural pigment is used extensively in the cosmetic, food, pharmaceutical, and textile industries (Baiano 2014).

Uses

Violacein is an intense violet pigment formed by the condensation of two tryptophan units, found in a number of bacteria, notably Chromobacterium violaceum. The regulation of pigment biosynthesis is the chromogenic basis for the use of C. violaceum CV26 for the detection of quorum sensing mediators. Violacein exhibits broad spectrum actvity against bacteria, protozoans (including malaria), viruses and mammalian cell lines. Violacein cell toxicity resembles TNF-α signal transduction.

Uses

Violacein is tryptpphan-derived pigment produced by environmental bacterial. Violacein inhibits gram-positive pathogens by tearing off cytoplasmic cells as observed in Bacillus subtilis and Staphylococcus aureus cells using fluorescence microscopy.

Uses

Violacein from Janthinobacterium lividum has been used:
for cell culture assays
as a standard to determine the crude violacein concentration in ethanol extracts of D. violaceinigra str. NI28 cultures
as a standard to identify violacein in the leaf samples of Nicotiana

Definition

ChEBI: 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.

General Description

Violacein from Janthinobacterium lividum is used as a colorant for natural and synthetic fabrics. It functions as a respiratory pigment and regulates tryptophan production. Violacein exhibits anti-protozoal activity.

Biochem/physiol Actions

Violacein, a violet pigment, is an indole derivative produced by various bacterial strains such as Chromobacterium violaceum, Janthinobacterium lividum, Chromobacterium lividum, and Pseudoalteromonas luteoviolacea. Violacein is a member of a novel class of cytotoxic drugs, which mediate apoptosis. Violacein exhibits antitumoral, antibacterial, antiulcerogenic, antileishmanial, and antiviral activities. Violacein and its β-cyclodextrin complexes trigger apoptosis and differentiation in HL60 leukemic cells. Violacein cytotoxicity is preceded by activation of caspase 8, transcription of NF-κB target genes, and p38-MAPK activation resembling TNF-α signal transduction.

violacein Preparation Products And Raw materials

Raw materials

Preparation Products

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violacein Suppliers

Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
80
Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
ProdList
9171
Advantage
60
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
Advantage
58
Lynnchem
Tel
86-(0)29-85992781 17792393971
Email
info@lynnchem.com
Country
China
ProdList
4587
Advantage
58
Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
57401
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32079
Advantage
58
BOC Sciences
Tel
16314854226; +16314854226
Email
inquiry@bocsci.com
Country
United States
ProdList
19741
Advantage
58

548-54-9, violaceinRelated Search:


  • violacein
  • 3-[2-(5-Hydroxy-1H-indol-3-yl)-5-oxo-2-pyrrolin-4-ylidene]-1,3-dihydro-2H-indol-2-one
  • 3-[2-(5-Hydroxy-1H-indol-3-yl)-5-oxo-2-pyrrolin-4-ylidene]-2-indolinone
  • 3-[5-(5-Hydroxy-1H-indole-3-yl)-2,3-dihydro-2-oxo-1H-pyrrole-3-ylidene]-1H-indole-2(2H)-one
  • 2-Indolinone, 3-(2-(5-hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)-
  • 3-(2-(5-Hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)-2-indolinone
  • Brn 0049923
  • Oxindole, 3-(2-(5-hydroxyindol-3-yl)-5-oxo-2-pyrrolin-4-ylidene)- (6ci)
  • Anorosin
  • Violacein from Janthinobacterium lividum
  • 2H-Indol-2-one, 3-[1,2-dihydro-5-(5-hydroxy-1H-indol-3-yl)-2-oxo-3H-pyrrol-3-ylidene]-1,3-dihydro-, (3E)-
  • 548-54-9