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    159143-77-8

    Catalog No. EBD3330823

    CAS 159143-77-8

    Name Butanoic acid, 2,2-dimethyl-, 1,2,3,4,6,7,8,8a-octahydro-4,6-dihydroxy-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester, [1S-[1α,3α,4β,6α,7β,8β(2S*,4S*),8aβ]]- (9CI)

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    Basic Information

    Molecular Formula: C25H40O7

    Molecular Weight: 452.58

    Categories: Medicinal Chemistry > Drug Impurities and Reference Standards > Drug Metabolite References Medicinal Chemistry > APIs and Their Salts > Endocrine & Metabolic Drugs

    Product Description:
    3',5'-Dihydrodiol Simvastatin is a major oxidative metabolite of the widely prescribed cholesterol-lowering drug simvastatin. It is formed in vivo through the action of cytochrome P450 enzymes, primarily CYP3A4, on the parent drug. This metabolite retains the characteristic lactone ring and the decalin structure core of simvastatin but features hydroxyl groups introduced at the 3' and 5' positions of the decalin moiety. As a key metabolite, 3',5'-Dihydrodiol Simvastatin is primarily used as a reference standard in pharmaceutical research and development. It is critical for conducting bioanalytical studies, including pharmacokinetic and drug metabolism investigations, to understand the metabolic fate and clearance pathways of simvastatin. Its availability as a characterized standard is essential for method development and validation in LC-MS/MS assays for quantifying simvastatin and its metabolites in biological matrices. While it possesses biological activity as part of the drug's metabolic profile, its primary commercial and research utility lies in the quality control and regulatory science domain. It is a vital tool for ensuring drug safety and efficacy by monitoring potential active or inactive metabolites during drug development and post-marketing surveillance of simvastatin formulations.
    Physical Properties
    mg g kg ml l t