Mevastatin

SKU: orb1224108

Description

Mevastatin or compactin is a cholesterol-lowering agent isolated from Penicillium citinium. It was the first discovered agent belonging to the class of cholesterol-lowering medications known as statins. During a search for antibiotic compounds produced by fungi in 1971, Akira Endo at Sankyo Co. (Japan) discovered a class of compounds that appeared to lower plasma cholesterol levels. Two years later, the research group isolated a compound structurally similar to hydroxymethylglutarate (HMG) that inhibited the incorporation of acetate. The compound was proposed to bind to the reductase enzyme and was named compactin. Mevastatin is a competitive inhibitor of HMG-Coenzyme A (HMG-CoA) reductase with a binding affinity 10,000 times greater than the HMG-CoA substrate itself. Mevastatin is a pro-drug that is activated by in vivo hydrolysis of the lactone ring. It has served as one of the lead compounds for the development of the synthetic compounds used today.

Key Properties

• CAS Number: 73573-88-3
• MW: 390.51
• Purity: >98% (HPLC)
• Formula: C₂₃H₃₄O₅
• SMILES: CC[C@H](C)C(O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(O3)=O)[C@@]12[H])=O
• Target: HMGCR
• Solubility: DMSO: 78mg/ml (199.74 mM);Water: <1mg/ml; Ethanol: <1mg/ml

Bioactivity

• In Vivo:
  Animal model: Wild-type 129-SV/eVTAcBr male mice and eNOS-deficient male mice (18-22 g) with the filament model. Dosage: 2 mg/kg or 20 mg/kg. Administration: Delivered via 7-or 14-day ALZET miniosmotic pumps implanted subcutaneously; daily; for 7, 14, or 28 days. Result: Increased levels of endothelial nitric oxide synthase (eNOS) mRNA and protein, reduced infarct size, and improved neurological deficits in a dose-and time-dependent manner.
• In Vitro:
  Cell Viability Assay Cell line: Caco-2 cells. Concentration: 0 μM, 8 μM, 16 μM, 32 μM, 64 μM, 128 μM. Incubation time: 5 days. Result: Caused a dose-dependent decrease in cell number. Cell Cycle Analysis Cell line: Caco-2 cells. Concentration: 32 μM, 64 μM, 128 μM. Incubation time: 24 hours, 48 hours, 72 hours. Result: Caused a dose-dependent increase of cells in G0/G1 and G2/M phases of the cell cycle. Western blot analysis. Cell line: Caco-2 cells. Concentration: 32 μM, 64 μM, 128 μM. Incubation time: 72 hours. Result: Resulted in a down-regulation of cyclin-dependent kinases (cdk) 4 and cdk 6 as well as cyclin D1.

Storage & Handling

• Storage: Storage temperature: -20°C. Stability: ≥ 2 years
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Compactin | CS 500 | L-637,312 | ML 236B | NSC 281245 | Statin I

Quick Database Links

Gene Symbol

HMGCR