M2537

Mevastatin

≥98% (HPLC), powder or crystals

• Synonym(s): Compactin, ML-236B
• Empirical Formula (Hill Notation): C₂₃H₃₄O₅
• CAS Number: 73573-88-3
• Molecular Weight: 390.51
• Beilstein/REAXYS Number: 1269441
• MDL number: MFCD05662341
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278540
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• form: powder or crystals
• color: white to light yellow
• mp: 151 °C
• solubility: ethanol: 25-26 mg/mL, clear, colorless
• antibiotic activity spectrum: neoplastics
• mode of action: enzyme | inhibits
• originator: Daiichi-Sankyo
• storage temp.: 2-8°C
• SMILES string: [H][C@]12[C@H](CCC=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)[C@@H](C)CC
• InChI: 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: AJLFOPYRIVGYMJ-INTXDZFKSA-N
• Gene Information: human ... HMGCL(3155), HMGCR(3156) ; rat ... Hmgcr(25675)

Description

General description

Chemical structure: statin

Mevastatin is a polyketide that belongs to the class of statins. It contains a hydroxy-hexahydronaphthalene ring.[1]

Application

Mevastatin has been used:

• to analyze its effects on chronic lymphocytic leukemia (CLL) cells by cytotoxic assay[2]
• as a prenylation inhibitor to analyze its effects on human embryonic kidney (HEK) cells transfected with K-Ras[3]
• as a statin agent to study its anti-cancer effect on human breast cancer cells and glioblastoma in vitro[4]

Biochem/physiol Actions

Mevastatin is a selective inhibitor of 3-hydroxy 3-methyl glutaryl coenzyme(A) reductase (HMG-CoA reductase), a major enzyme involved in cholesterol synthesis. It acts as a cholesterol-lowering agent. Mevastatin is obtained from various species of fungi.[1] It acts as an antiresorptive agent and has therapeutic effects to treat osteoporosis. Mevastatin inhibits bone resorption by triggering osteoclast apoptosis. It is also involved in the inhibition of prenylation of proteins such as Ras.[5] Mevastatin increases endothelial nitric oxide synthase (eNOS) mRNA and protein levels by blocking the geranylgeranylation of transcription factor Rho.[6]

Features and Benefits

This compound was developed by Daiichi-Sankyo. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)