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Mevastatin

SIGMA/M2537 - ≥98% (HPLC), powder or crystals

Synonym: Compactin; ML-236B

CAS Number: 73573-88-3
Empirical Formula (Hill Notation): C23H34O5
Molecular Weight: 390.51
MDL Number: MFCD05662341
Linear Formula: C23H34O5
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-M2537-5MG 5 mg
$167.00
1/EA
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antibiotic activity spectrum neoplastics
assay ≥98% (HPLC)
color white to light yellow
form powder or crystals
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
mode of action enzyme | inhibits
mp 151 °C
originator Daiichi-Sankyo
Quality Level 200 
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
solubility ethanol: 25-26 mg/mL, clear, colorless
storage temp. 2-8°C
Application: Mevastatin has been used:
• to analyze its effects on chronic lymphocytic leukemia (CLL) cells by cytotoxic assay
• as a prenylation inhibitor to analyze its effects on human embryonic kidney (HEK) cells transfected with K-Ras
• as a statin agent to study its anti-cancer effect on human breast cancer cells and glioblastoma in vitro

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. 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. Mevastatin increases endothelial nitric oxide synthase (eNOS) mRNA and protein levels by blocking the geranylgeranylation of transcription factor Rho.
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 .
General description: Chemical structure: statin
General description: Mevastatin is a polyketide that belongs to the class of statins. It contains a hydroxy-hexahydronaphthalene ring.
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
mp 151 °C
Storage Temp. 2-8°C
UNSPSC 12352200

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