Triacsin C
Names | |
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IUPAC name
N-(((2E,4E,7E)-undeca-2,4,7-trienylidene)amino)nitrous amide | |
Identifiers | |
76896-80-5 | |
3D model (Jmol) | Interactive image |
ChemSpider | 7851228 |
ECHA InfoCard | 100.127.901 |
PubChem | 9576787 |
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Properties | |
C11H17N3O | |
Molar mass | 207.137 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
verify (what is ?) | |
Infobox references | |
Triacsin C is a potent inhibitor of long fatty acyl CoA synthetase. It blocks β-cell apoptosis, induced by fatty acids (lipoapoptosis) in a rat model of obesity. In addition, it blocks the de novo synthesis of triglycerides, diglycerides, and cholesterol esters, thus interfering with lipid metabolism.[1]
In addition, triacsin C is a potent vasodilator.
Inhibition of lipid metabolism reduces/removes lipid droplets from HuH7 cells. In hepatitis C infected HuH7 cells, this reduction/removal of lipid droplets significantly reduces virion formation and release.
General chemical description
Triacsin C belongs to a family of fungal metabolites all having an 11-carbon alkenyl chain with a common N-hydroxytriazene moiety at the terminus. Due to the N-hydroxytriazene group, triacsin C has acidic properties and may be considered a polyunsaturated fatty acid analog.
Triacsin C was discovered by Yoshida K, and other Japanese scientists, in 1982, in a culture of the microbe Streptomyces aureofaciens. They identified it as a vasodilator.
See also
References
External links
- The original publication about the discovery of Triacsin
- Triacsin C from Fermentek, a vendor's product page