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ChemicalBook--->CAS DataBase List--->114289-47-3

114289-47-3

114289-47-3 Structure

114289-47-3 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

3
Hazard InformationBack 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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