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Simvastatin (CAS 79902-63-9) LS-H44

HMG-CoA reductase inhibitor
LS-H44-5 / 5 mg / $175
LS-H44-25 / 25 mg / $195
LS-H44-50 / 50 mg / $205
LS-H44-100 / 100 mg / $235
USA Shipment Only
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Description: Hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase is the rate-limiting enzyme in the cholesterol biosynthetic pathway and the target of the “statin” class of cholesterol-lowering drugs. 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. 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™. After 18 days of treatment with simvastatin in dogs at a dose of 8 mg/kg per day, plasma cholesterol levels were reduced by 33%. Simvastatin also suppresses TNF-induced NF- kappa B activation (IC50 ~ 13 µM), which potentiates apoptosis in human myeloid leukemia cells and thus may be useful in treating cancer. H44_ChemicalStructureImage.png
2,2-dimethyl-1S,2,3R,7S,8S,8aR-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, butanoic acid
MK-733
biochemical, chemical, inhibitor
LS-H44
79902-63-9
C25H38O5
≥98%
A crystalline solid
 
C[C@H]1C=CC2=C[C@H](C)C[C@H](OC(C(C)(C)CC)=O)C2[C@H]1CC[C@@H]3C[C@@H](O)CC(O3)=O
InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23?/m0/s1
RYMZZMVNJRMUDD-OVOOIQHOSA-N
Shipped Ambient, store at -20°C, ≥ 2 years shelf life.
This product is for research use only. Not for administration to humans, or for human or veterinary diagnostic or therapeutic use.
Data Sheet DataSheet    SDS SDS
Related Products: HMG-CoA Reductase / HMGCR related products

Usage Information

Simvastatin is supplied as a crystalline solid. A stock solution may be made by dissolving the simvastatin in the solvent of choice. Simvastatin is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide, which should be purged with an inert gas. The solubility of raltegravir (potassium salt) in these solvents is approximately 20 mg/ml. Simvastatin is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, simvastatin should first be dissolved in DMSO and then diluted with the aqueous buffer of choice. Simvastatin has a solubility of approximately 0.5 mg/ml in a 1:1 solution of DMSO:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.

References:
  1. Tobert, J.A. Nature Reviews Drug Discovery. 2, 517-526 (2003).
  2. Corsini, A., Maggi, F.M., and Catapano, A.L. Pharmacol. Res 31(1), 9-27 (1995).
  3. Chao, Y., Chen, J.S., Hunt, V.M., et al. Eur. J. Clon. Pharmacol. 40, S11-S14 (1991).
  4. Ahn, K.S., Sethi, G., and Aggarwal, B.B. Biochem. Pharmacol. 75, 907-913 (2008).

 


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