6(R)-[2-(8(S)-Hydroxy]-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydro-1(S)-naphthyl]ethyl-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one

Name	6(R)-[2-(8(S)-Hydroxy]-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydro-1(S)-naphthyl]ethyl-4(R)-hydroxy
Synonyms	(4R,6R)- Lovastatin Impurity 8 Lovastatin Diol Lactone Lovastatin Lactone Diol SiMvastatin Lactone Diol Simvastatin EP Impurity H 6(R)-[2-(8(S)-Hydroxy]-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydro-1(S)-naphthyl]ethyl-4(R)-hydroxy (4R,6R)-4-Hydroxy-6-(2-((1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)ethyl)tetrahydro-2H-pyran-2-one 6(R)-[2-(8(S)-Hydroxy]-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydro-1(S)-naphthyl]ethyl-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one
CAS	79952-42-4

Molecular Formula	C19H28O4
Molar Mass	320.42322
Density	1.17±0.1 g/cm3(Predicted)
Melting Point	50-53°C
Boling Point	535.7±50.0 °C(Predicted)
pKa	13.49±0.40(Predicted)
Storage Condition	Hygroscopic, -20°C Freezer, Under Inert Atmosphere
In vitro study	Monacolin J is an inhibitor of cholesterol biosynthesis, and inhibits the activity of HMG-CoA reductase. Na salt of Monacolin J causes 50% inhibition on reductase at 1.2 μg/mL.

Overview	monacolin J is a major precursor for the synthesis of the cardiovascular drug simvastatin. It has two forms of internal lipid (Simvastatin lactone diol) and trihydroxy acid, and there are two main routes to synthesize Simvastatin: one is to directly methylate lovastatin by chemical method to obtain simvastatin; second, simvastatin is obtained by chemically or biologically binding a 2, 2-dimethylbutyryl group to the hydroxyl group at the JC8 position of monacolin. The method reported in the US Patent: the acyltransferase expressed by LovD can efficiently and specifically bind 2, 2-dimethylbutyryl to the hydroxyl group at the JC8 position of monacolin to obtain simvastatin, the process is simple, the reaction conditions are mild, and there is a prospect of industrial production. Monacolin J is the main precursor for the synthesis of cardiovascular drug simvastatin, and its preparation process also determines the production cost of simvastatin. At present, in the technical route for synthesizing simvastatin from monacolin J, monacolin J is obtained by alkali hydrolysis using pure lovastatin as a raw material.
biological activity	Monacolin J is an inhibitor of cholesterol synthesis and can inhibit the activity of reductase by HMG-CoA.
Target	HMG-CoA reductase

Last Update：2024-04-09 15:16:55

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CAS: 79952-42-4
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052

Wechat: 15671228036

Wechat: 18301782025

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6(R)-[2-(8(S)-Hydroxy]-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydro-1(S)-naphthyl]ethyl-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one Request for Quotation