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Simvastatin (sodium salt)
Cayman Chemical Item Number 10010345
Description HMG-CoA reductase is the rate-limiting enzyme in the cholesterol biosynthetic pathway and the target of the “statin” class of cholesterol-lowering drugs.1↗ Simvastatin is a competitive inhibitor of HMG-CoA reductase with a Ki value of 0.12 nM for the hydrolyzed, open ring form of the molecule.2↗ Simvastatin is marketed under the trade name Zocor™ and is often prescribed in combination with ezetimibe (Zetia) to treat dyslipidemia. This drug combination is known commercially as Vytorin or Inegy. In dogs, after 18 days of treatment with simvastatin at a dose of 8 mg/kg per day, plasma cholesterol levels were reduced by 33%.3↗ Simvastatin also suppresses TNF-induced NF-κB activation (IC50 ~ 13 µM), which potentiates apoptosis in human myeloid leukemia cells and thus, may be useful in treating cancer.4↗
Synonyms Zocor™
Formal Name (βR,δR,1S,2S,6R,8S,8aR)-8-(2,2-dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2,6-dimethyl-1-naphthaleneheptanoic acid, monosodium salt
CAS Number 101314-97-0
Molecular Formula C25H39O6 • Na
Formula Weight 458.6
Formulation A crystalline solid
Purity ≥98%
λmax 231, 238, 246 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES C[C@@H]1C[C@H](OC(C(C)(CC)C)=O)C2C(C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C1.[Na]
InCHI Code 1S/C25H40O6.Na/c1-6-25(4,5)24(30)31-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-18(26)13-19(27)14-22(28)29;/h7-8,11,15-16,18-21,23,26-27H,6,9-10,12-14H2,1-5H3,(H,28,29);/p-1/t15-,16-,18+,19+,20-,21-,23?;/m0./s1
InCHI Key SVIXZYADIXSPPP-SBRLSJPESA-M |