| Identification | Back Directory | [Name]
2,2-DIMETHYL-N-(2,4,6-TRIMETHOXYPHENYL)DODECANAMIDE | [CAS]
114289-47-3 | [Synonyms]
CI 976
PD 128042
CI-976
(PD 128042)
N-(2,4,6-Trimethoxyphenyl)-2,2-dimethyldodecanamide
2,2-dimethyl-n-(2,4,6-trimethoxyphenyl)-dodecanamid
2,2-DIMETHYL-N-(2,4,6-TRIMETHOXYPHENYL)DODECANAMIDE
Dodecanamide, 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)- | [Molecular Formula]
C23H39NO4 | [MDL Number]
MFCD00869662 | [MOL File]
114289-47-3.mol | [Molecular Weight]
393.56 |
| Chemical Properties | Back Directory | [storage temp. ]
2-8°C | [solubility ]
DMSO: >10mg/mL | [form ]
solid | [color ]
White to off-white | [InChI]
InChI=1S/C23H39NO4/c1-7-8-9-10-11-12-13-14-15-23(2,3)22(25)24-21-19(27-5)16-18(26-4)17-20(21)28-6/h16-17H,7-15H2,1-6H3,(H,24,25) | [InChIKey]
WAFNZAURAWBNDZ-UHFFFAOYSA-N | [SMILES]
C(NC1=C(OC)C=C(OC)C=C1OC)(=O)C(C)(C)CCCCCCCCCC |
| Hazard Information | Back Directory | [Description]
Acyl-coenzyme A:cholesterol acyltransferase 1 (ACAT-1) is a sterol O-acyltransferase that catalyzes the formation of fatty acid-cholesterol esters, an important step in lipoprotein assembly and dietary cholesterol absorption. CI-976 is a potent, selective inhibitor of ACAT-1 (IC50 = 73 nM). It is orally bioavailable and decreases plasma total cholesterol, very low density lipoprotein (VLDL) cholesterol, LDL cholesterol, apolipoprotein B, liver cholesteryl esters, and VLDL and LDL cholesteryl ester content in rabbits given a diet that induces hypercholesterolemia. CI-976 also diminishes atherosclerotic activity in hypercholesterolemic rabbits. | [Uses]
CI 976 has been used as an acyl-coenzyme A: cholesterol acyltransferase (ACAT) inhibitor:
- to analyze its anti-hepatitis C virus (HCV) activity in Huh7.5.1 cells
- to treat Neuro-2a cells to test its effect on plasma membrane integrated density of α4-SEPβ2 or α6-SEPβ2β3 nicotinic acetylcholine receptors (nAChRs)
- to study its effects on the anti-angiogenic activity of pyripyropenes in human umbilical vein endothelial cells
| [Uses]
CI-976 is a selective inhibitor of Acyl-coenzyme A: cholesterol Acyltransferase 1 (ACAT-1), a sterol O-acetyltransferase that catalyzes information of fatty acid-cholesterol esters. Orally bioavailable and decreses plasma total cholesterol | [Definition]
ChEBI: 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide is an anilide. | [Biological Activity]
Selective acyl-coenzyme A:cholesterol acyltransferase (ACAT) inhibitor (IC 50 = 0.073 μ M). Lowers non-high density lipoprotein (HDL)-cholesterol and increases HDL-cholesterol concentrations in rats with pre-established dyslipidaemia. Orally active. | [Biochem/physiol Actions]
CI-976, a new trimethoxy fatty acid anilide, is a potent and specific inhibitor of liver and intestinal acyl coenzyme A; cholesterol acyltransferase (ACAT) in vitro. CI-976 decreased non-high density lipoprotein (HDL)-cholesterol and increased HDL-cholesterol in rats with pre-established dyslipidemia. High performance gel chromatographic separation of plasma lipoproteins also revealed that CI-976, but not CL 277,082, lowered low density lipoprotein (LDL)-cholesterol and elevated HDL-cholesterol. | [storage]
Store at +4°C |
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