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M2537

Mevastatin

Name: Mevastatin
Brand: SIGMA

≥98% (HPLC), 3-hydroxy 3-methyl glutaryl coenzyme(A) reductase (HMG-CoA reductase) inhibitor, powder or crystals

Synonym(s):

Compactin, ML-236B

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₃₄O₅

CAS Number:

73573-88-3

Molecular Weight:

390.51

NACRES:

NA.77

PubChem Substance ID:

24278540

UNSPSC Code:

12352200

MDL number:

MFCD05662341

Beilstein/REAXYS Number:

1269441

Assay:

≥98% (HPLC)

Form:

powder or crystals

Quality level:

200

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Properties

Product Name

Mevastatin, ≥98% (HPLC), powder or crystals

Quality Level

200

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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Global Trade Item Number

SKU	GTIN
M2537-5MG	04061835546169