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Source: | Streptomyces aureofaciens |
| Synonyms | 2E, 4E, 7E-Undecatriene-1-triazene |
| Description: | Triacsin C, an analog of polyunsaturated fatty acid. A potent vasodilator. |
| CAS number: | 76896-80-5 |
| Merck index: | |
| Molecular weight: | 207.3 |
| Structure: | 
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| Molecular Formula: | C11H17N3O |
| Canonical SMILES: |
CCCC=CCC=CC=CC=NNN=O |
Solubility information: | |
| Specifications |
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| Appearance: | Off white powder |
| Purity: | At least 94% by TLC, HPLC |
| λmax: | |
| Melting point: | |
| Solubility: | Clear solution at 25 mg/ml of DMSO |
| Storage: | -20°C. Protect from light. |
| Applications: | Selectively inhibits arachidonoyl-CoA synthetase in intact cells. Inhibits the nonspecific acyl-CoA synthetase in cell sonicates IC50=3.6-8.7 µM1–3. Inhibits neutrophil functions. |
| Related products: | To the best of our knowledge, toxicological properties of Triacsin C have not been fully investigated. All uncharacterized chemicals should be treated suspected toxins. |
| Classification: | polyunsaturated fatty acid analog. arachidonoyl-CoA synthetase inhibitor
apoptosis inhibitor
vasodilator |
| Warnings: | |
| | For Research use only. Not for Human or Drug use GMP/API grade available on request
Triacsin C by Fermentek is not produced from or contains any ingredients from animal origin. No genetically modified organisms are used. |
| Publications | |
| | Hartman EJ, Omura S, Laposata M. Triacsin C: a differential inhibitor of arachidonoyl-CoA synthetase and nonspecific long chain acyl-CoA synthetase. Prostaglandins. 1989 Jun;37(6):655-71. |
| | Igal RA, Wang P, Coleman RA. Triacsin C blocks de novo synthesis of glycerolipids and cholesterol esters but not recycling of fatty acid into phospholipid: evidence for functionally separate pools of acyl-CoA. Biochem J. 1997 Jun 1;324 ( Pt 2):529-34. |
| | Oh-ishi S, Yamaki K, Abe M, Tomoda H, Omura S. The acyl-CoA synthetase inhibitor triacsin C enhanced eicosanoid release in leukocytes. Jpn J Pharmacol. 1992 Jul;59(3):417-8. |
| | Iorio E, Di Vito M, Spadaro F, Ramoni C, Lococo E, Carnevale R, Lenti L, Strom R, Podo F. Triacsin C inhibits the formation of 1H NMR-visible mobile lipids and lipid bodies in HuT 78 apoptotic cells. Biochim Biophys Acta. 2003 Oct 20;1634(1-2):1-14 |
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 Triacsin C on Wikipedia |
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Clinical perspectives
Anti-atherosclerotic Activity of Triacsin C, an
Acyl-CoA Synthetase Inhibitor
The Journal of Antibiotics 61, 318-321 (May
2008)
...When triacsin C
was orally administered (10 mg/kg/day), the
atherosclerotic areas were significantly reduced
by 86% in aorta and 36% in hearts. The results
strongly suggested that triacsin C shows anti-atherogenic
activity by inhibiting acyl-CoA synthetase
activity...
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