75330-75-5 Lovastatin
ethyl]-1-naphthalenylester;[1s-[1alpha(r*),3alpha,7beta,8beta(2s*,4s*),8abeta]]-2-methylbutanoicacid1,2,;1,2,6,7,8,8a-hexahydro-beta,delta-dihydroxy-2,6-dimethyl-8-(2-methyl-1-oxobuty;2-methyl-,1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(tetrahydro-butanoicaci;3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2h-pyran-2-yl;3r,7s,8s,8ar)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[2r,4r)-tetrahydro-(1;4-hydroxy-6-oxo-2h-pyran-2-yl)ethyl)-1-naphthalenylester,(1s-(1-alpha-(r*),3;4-hydroxy-6-oxo-2h-pyran-2-yl]ethyl]-1-naphthalenyl(s)-2-methyl-butyrate
Lovastatin Chemical Properties
mp 175°C
refractive index 320 ° (C=0.5, CH3CN)
storage temp. 2-8°C
Water Solubility 0.0004 mg/mL at 25 ºC
Merck 5586
CAS DataBase Reference 75330-75-5(CAS DataBase Reference)
EPA Substance Registry System Butanoic acid, 2-methyl-, (1S,3R,7S,8S,8aR)-1,2,3,7, 8,8a-hexahydro-3,7-dimethyl- 8-[2-[(2R,4R)-tetrahydro- 4-hydroxy-6-oxo-2H-pyran- 2-yl]ethyl]-1-naphthalenyl ester, (2S)-(75330-75-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36/37/39-26
RIDADR 3077
WGK Germany 3
RTECS EK7907000
HazardClass 9
PackingGroup III
Hazardous Substances Data 75330-75-5(Hazardous Substances Data)
Lovastatin Usage And Synthesis
a cholesterol lowering agent Lovastatin is a cholesterol lowering agent isolated from a strain of Aspergillus terreus.
Lovastatin is a white, nonhygroscopic crystalline powder that is insoluble in water and sparingly soluble in ethanol, methanol, and acetonitrile.
After oral ingestion, lovastatin, which is an inactive lactone, is hydrolyzed to the corresponding β-hydroxyacid form. This is a principal metabolite and an inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase. This enzyme catalyzes the conversion of HMG-CoA to mevalonate, which is an early and rate limiting step in the biosynthesis of cholesterol.
Chemical Properties White Solid
Usage antiarrhythmic
Usage Lovastatin (mevinolin) is a metabolite first isolated from Monascus ruber and later found in several other fungal species. Lovastatin is a potent inhibitor of HMG-CoA. HMG-CoA reductase is the rate-controlling enzyme of the mevalonate pathway, responsible for the biosynthesis of cholesterol. Lovastatin was developed as a drug as a hypolipemic agent.
Usage anti-hyperlipoproteinemic, 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitor
Usage An antihypercholesterolemic agent. A fungal metabolite, which is a potent inhibitor of HMG-CoA reductase
Biological Activity Potent, competitive inhibitor of HMG-CoA reductase (K i = 0.6 nM) therefore decreases cholesterol biosynthesis, in vitro and in vivo . Decreases CDK2, 4, 6 and cyclin E levels and induces G1 arrest and apoptosis in tumor cell lines in vitro .
Lovastatin Preparation Products And Raw materials
Preparation Products Simvastatin
Raw materials 2-N-BUTOXYETHYL METHACRYLATE-->HY SOY
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