product name: |
lovastatin |
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 |
cas: |
75330-75-5 |
mf: |
c24h36o5 |
mw: |
404.54 |
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 |
mol file: |
75330-75-5.mol |
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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) |
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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 . |
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lovastatin preparation products and raw materials |
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