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Product Name: |
Lovastatin |
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Synonyms: |
)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 |
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CAS: |
75330-75-5 |
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MF: |
C24H36O5 |
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MW: |
404.54 |
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EINECS: |
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Product Categories: |
Antibiotics;APIs;Intermediates & Fine Chemicals;Pharmaceuticals;API's;HMG-CoA reductase;Chiral Reagents;Heterocycles;Inhibitor;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Isotopically Labeled Pharmaceutical Reference Standard;RYTHYMOL;antibiotic;Cardiovascular APIs |
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Mol File: |
75330-75-5.mol |
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Lovastatin Chemical Properties |
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mp |
175°C |
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refractive index |
320 ° (C=0.5, CH3CN) |
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storage temp. |
2-8°C |
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Water Solubility |
0.0004 mg/mL at 25 ºC |
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Merck |
5586 |
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CAS DataBase Reference |
75330-75-5(CAS DataBase Reference) |
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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) |
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Lovastatin Usage And Synthesis |
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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. |
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Chemical Properties |
White Solid |
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Usage |
antiarrhythmic |
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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. |
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Usage |
anti-hyperlipoproteinemic, 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitor |
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Usage |
An antihypercholesterolemic agent. A fungal metabolite, which is a potent inhibitor of HMG-CoA reductase |
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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 . |
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Lovastatin Preparation Products And Raw materials |
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