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14417-88-0

14417-88-0 structure
14417-88-0 structure
  • Name: Melinamide
  • Chemical Name: Melinamide
  • CAS Number: 14417-88-0
  • Molecular Formula: C26H41NO
  • Molecular Weight: 383.61000
  • Catalog: Research Areas Metabolic Disease
  • Create Date: 2018-02-27 11:17:23
  • Modify Date: 2025-08-27 12:31:15
  • Melinamide, an amide derivative of an unsaturated long-chain fatty acid, is an inhibitor of cholesterol absorption with an IC50 of 20.9 μM.

Name Melinamide
Synonyms linoleyl(methylbenzyl)amide
Artes oil
melinamide
(9Z,12Z)-Octadeca-9,12-dienoic acid (1-phenyl-ethyl)-amide
N-α-methylbenzyl linoleamide
N-(α-methylbenzyl)-9,12-(9Z,12Z)-octadecadienamide
artes
Description Melinamide, an amide derivative of an unsaturated long-chain fatty acid, is an inhibitor of cholesterol absorption with an IC50 of 20.9 μM.
Related Catalog
Target

IC50: 20.9 μM (cholesterol)[1]

In Vitro DL-Melinamide inhibits acyl CoA:cholesterol acyltransferase activity (ACAT) in the mucosal microsomes, with 50% inhibition occurring at approximately 0.5 μM. Kinetic studies indicate that DL-Melinamide is an uncompetitive inhibitor of acyl CoA:cholesterol acyltransferase. D-Melinamide is found to be a more effective inhibitor than L-Melinamide[2].
In Vivo Melinamide is a new hypocholesterolaemic drug. Melinamide causes a substantial decrease of the enhanced intestinal ACAT activity in diabetic rats, but does not affect intestinal cholesterol esterase activity. Furthermore, marked improvement of hypercholesterolaemia in cholesterol-fed diabetic rats occurrs concomitantly with the drug treatment[3].
Animal Admin Rats: 10 diabetic rats are divided into two groups: a cholesterol-fed diabetic group and a melinamide-treated cholesterol-fed diabetic group. Five control rats are injected with citrate buffer only. The rats are fed each diet for 3 weeks after injection. The chol-fed DM group receives a diet (20 g/day) containing 1% cholesterol, 0.5% cholic acid and 5% lard. The melinamide-treated group receives the same diet but supplemented with 0.1% melinamide. Control rats are fed a standard chow (20 g/day). Following a 24-h fast the animals are killed. Blood is collected by aortic puncture and samples of small intestine are retained[3].
References

[1]. Kusunoki J, et al. Effect of F-1394, a potent and selective inhibitor of acyl-CoA:cholesterol acyltransferase (ACAT), on esterification of cholesterol and basolateral secretion of cholesteryl ester in Caco-2 cells Nihon Yakurigaku Zasshi. 1997 Dec;110(6):357-65.

[2]. Natori K, et al. Mechanism of the inhibition of cholesterol absorption by DL-melinamide: inhibition of cholesterol esterification. Jpn J Pharmacol. 1986 Dec;42(4):517-23.

[3]. Matsubara K, et al. Cholesterol-lowering effect of N-(alpha-methylbenzyl)linoleamide (melinamide) in cholesterol-fed diabetic rats. Atherosclerosis. 1988 Aug;72(2-3):199-204.

Molecular Formula C26H41NO
Molecular Weight 383.61000
Exact Mass 383.31900
PSA 29.10000
LogP 8.06820
Storage condition 2-8℃
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