Mevastatin

Cayman Chemical Item Number 10010340

CS 500; ML 236B; Compactin; L 637312; NSC 281245; Statin I (CAS 73573-88-3)

Mevastatin (CAS 73573-88-3)

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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 Mevastatin is a HMG-CoA reductase inhibitor that was initially isolated from the mold Pythium ultimum. It inhibits HMG-CoA reductase in a reversible and competitive manner with a Ki value of 1 nM for the open ring acid form of the molecule.2 During a 24 week study period, a dose of 30 mg/day mevastatin reduced plasma LDL-cholesterol approximately 29% in patients with familial hypercholesterolemia.2 Mevastatin also suppresses TNF-induced NF-κB activation (IC50 = ~17 µM), which potentiates apoptosis in human myeloid leukemia cells and thus, may be useful in treating cancer.3

1 Tobert, J.A. Lovastatin and beyond: The history of the HMG-CoA reductase inhibitors. Nat Rev Drug Discov 2 517-526 (2003).

2 Endo, A. The discovery and development of HMG-CoA reductase inhibitors. J Lipid Res 33 1569-1582 (1992).

3 Ahn, K.S., Sethi, G., and Aggarwal, B.B. Reversal of chemoresistance and enhancement of apoptosis by statins through down-regulation of the NF-κB pathway. Biochem Pharmacol 75 907-913 (2008).

Synonyms
  • CS 500
  • ML 236B
  • Compactin
  • L 637312
  • NSC 281245
  • Statin I
Formal Name 2S-​methyl-​(1S,​2,​3,​7S,​8S,​8aR)-​hexahydro-​7-​methyl-​8-​[2-​[(2R,​4R)-​tetrahydro-​4-​hydroxy-​6-​oxo-​2-​H-​pyran-​2-​yl]ethyl]-​1-​naphthalenyl ester-​butanoic acid
CAS Number 73573-88-3
Molecular Formula C23H34O5
Formula Weight 390.5
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CC[C@H]​(C)​C(=O)​O[C@H]​1CCC=C2C=C[C@H]​(C)​[C@H]​(CC[C@@H]​3C[C@@H]​(O)​CC(=O)​O3)​C12
InCHI Code
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​1S/C23H34O5/c1-4-14(2)​23(26)​28-20-7-5-6-16-9-8-15(3)​19(22(16)​20)​11-10-18-12-17(24)​13-21(25)​27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22?/m0/s1
InCHI Key
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AJLFOPYRIVGYMJ-DRHLORRRSA-N

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Size Price Quantity Subtotal
5 mg $20.00 $0.00
10 mg $36.00 $0.00
25 mg $55.00 $0.00
50 mg $64.00 $0.00
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Pricing updated 2014-04-24. Prices are subject to change without notice.

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