Triacsin C

Triacsin C is an inhibitor of long fatty acyl CoA synthetase that has been isolated from Streptomyces aureofaciens.^[1][2][3] 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.^[4]

Quick facts Names, Identifiers ...

Triacsin C

Names
IUPAC name N-(((2E,4E,7E)-undeca-2,4,7-trienylidene)amino)nitrous amide
Identifiers
CAS Number	76896-80-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:144441
ChemSpider	7851228 Y
ECHA InfoCard	100.127.901
PubChem CID	9576787
UNII	6M6D4602I5 Y
CompTox Dashboard (EPA)	DTXSID70894877
InChI InChI=1S/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+ Y Key: NKTGCVUIESDXPU-YLEPRARLSA-N Y InChI=1/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+ Key: NKTGCVUIESDXPU-YLEPRARLBF
SMILES O=NN/N=C/C=C/C=C/C/C=C/CCC
Properties
Chemical formula	C11H17N3O
Molar mass	207.277 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Close

In addition, triacsin C is a vasodilator.^[1]

Inhibition of lipid metabolism reduces/removes lipid droplets from HuH7 cells.^[5] In hepatitis C–infected HuH7 cells, this reduction/removal of lipid droplets by triacsin C correlates with a reduction in virion assembly and infectivity.^[6]