[CAS NO. 73573-88-3] Mevastatin

Name: Mevastatin
Brand: Arctom Scientific
SKU: SLK-S4223

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PRODUCTS SPECIFICATIONS [73573-88-3]

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Catalog

SLK-S4223

Brand

Selleck

CAS

73573-88-3

DESCRIPTION [73573-88-3]

Overview

MDL	MFCD05662341
Molecular Weight	390.51
Molecular Formula	C23H34O5
SMILES	C(C[C@@H]1C[C@@H](O)CC(=O)O1)[C@@H]2[C@]3([C@@H](OC([C@H](CC)C)=O)CCC=C3C=C[C@@H]2C)[H]

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	2.5608 mL	12.8038 mL	25.6075 mL
5 mM	0.5122 mL	2.5608 mL	5.1215 mL
10 mM	0.2561 mL	1.2804 mL	2.5608 mL
50 mM	0.0512 mL	0.2561 mL	0.5122 mL

Description

Mevastatin (ML-236B,Compactin) 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.

Targets

HMG-CoA reductase ^[1]

In vitro

Mevastatin is a cholesterol-lowering agent isolated from . It reduces cholesterol synthesis to 50% of control at 0.01 pg/mL (26 nM). It is structurally similar to the HMG, a substituent of the endogenous substrate of HMG-CoA reductase. Mevastatin is a prodrug that is activated in vivo via hydrolysis of the lactone ring. The hydrolyzed lactone ring mimics the tetrahedral intermediate produced by the reductase allowing the agent to bind with 10,000 times greater affinity than its natural substrate. The bicyclic portion of mevastatin binds to the coenzyme A portion of the active site. Mevastatin increases levels of eNOS mRNA and protein, reduces infarct size, and improves neurological deficits in a dose- and time-dependent manner.

References

[1] Endo A, et al. J Antibiot (Tokyo), 1976, 29(12), 1346-1348.
[2] Amin-Hanjani S, et al. Stroke, 2001, 32(4), 980-986.

Synonyms

Butanoic acid, 2-methyl-, (1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, (2S)-

Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester, [1S-[1α(R*),7β,8β(2S*,4S*),8aβ]]-

Compactin (Penicillium)

ML 236B

CS 500

(+)-Compactin

ML 236B lactone

Antibiotic ML 236B

Compactin

Mevastatin

CS 500 (antibiotic)

L 637312

Statin I

NSC 281245