Triacsin C from Streptomyces sp.
SIGMA/T4540
Synonym: 2,4,7-Undecatrienal nitrosohydrazone; WS1228A
CAS Number: 76896-80-5
Empirical Formula (Hill Notation): C11H17N3O
Molecular Weight: 207.27
MDL Number: MFCD00798237
Linear Formula: C11H17N3O
Product Type: Chemical
| biological source | Streptomyces sp. |
| form | powder |
| InChI | 1S/C11H17N3O/c1-2-3-4-5-6 |
| InChI key | NKTGCVUIESDXPU-YLEPRARLSA |
| mode of action | enzyme | inhibits |
| Quality Level | 200  |
| shipped in | wet ice |
| SMILES string | CCCC=CCC=CC=CC=NNN= |
| solubility | methanol: soluble 4.90-5.10 mg/mL, clear (Pale yellow to yellow) |
| methanol: soluble 4.90-5.10 mg/mL, clear, pale yellow to yellow | |
| storage temp. | −20°C |
| Application: | Triacsin C was found to induce maturation in mouse and Xenopus oocytes in the absence of long-chain acyl-CoA synthetase. Triacsin C can also block palmitoylation of the G-protein alpha S subunit6. Furthermore, triacsin C can stabilize1-oleoyl-2-acety |
| Biochem/physiol Actions: | Triacsin C is a potent inhibitor of long-chain 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. |
| General 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. |
| Preparation Note: | Triacsin C is soluble in methanol at 4.90 - 5.10 mg/ml and yields a clear, pale yellow to yellow solution. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |