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Merck
CN

474700

Sigma-Aldrich

Mevastatin

≥95% (HPLC), HMG-CoA reductase inhibitor, solid

Synonym(s):

Mevastatin, Compactin

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About This Item

Empirical Formula (Hill Notation):
C23H34O5
CAS Number:
73573-88-3
Molecular Weight:
390.51
MDL number:
MFCD05662341
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Mevastatin, An antibiotic that acts as a potent inhibitor of HMG-CoA reductase, thus suppressing Ras farnesylation.

Quality Level

100

description

Merck USA index - 14, 6164

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

ethanol: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

O1[C@@H](C[C@H](CC1=O)O)CC[C@@H]2[C@H]3[C@H](CCC=C3C=C[C@@H]2C)OC(=O)[C@H](CC)C

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

General description

An antibiotic that acts as a potent inhibitor of HMG-CoA reductase, thus suppresses Ras farnesylation. Inhibitor of myoblast fusion. Causes cell cycle arrest in late G1 phase. May induce bone morphogenic protein-2 (BMP-2). This product requires activation for use in cell culture and cell-free assay systems. To activate, treat with ethanol solution with 1 N NaOH and then neutralize with 1 N HCl to pH 7.2 (see Keyomarsi, K . et al. 1991).
This is an inactive form which may require activation for use with isolated cells depending upon the application. To activate, treat with NaOH in ethanol and then neutralize to pH 7.2.

Biochem/physiol Actions

Cell permeable: no
Primary Target
HMG-CoA reductase
Product does not compete with ATP.
Reversible: no

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Other Notes

Sugiyama, M., et al. 2000. Biochem. Biophys. Res. Commun.271, 688.
Hug, T., et al. 1995. Pflugers Archiv. Eur. J. Physiol.429, 682.
Belo, R.S., et al. 1993. Mol.Cell. Biochem.126, 159.
McLeish, K.R., et al. 1993. Biochem. Biophys. Res. Commun.197, 763.
Keyomarsi, K., et al. 1991. Cancer Res. 51, 3602.
Jackson, J.H., et al. 1990. Proc. Natl. Acad. Sci. USA 87, 3042.
Kita, T., et al. 1980. J. Clin. Invest. 66, 1094.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ryuichi Nakahara et al.
The EMBO journal, 42(22), e114032-e114032 (2023-10-02)
Bone marrow-derived cells (BMDCs) infiltrate hypoxic tumors at a pre-angiogenic state and differentiate into mature macrophages, thereby inducing pro-tumorigenic immunity. A critical factor regulating this differentiation is activation of SREBP2-a well-known transcription factor participating in tumorigenesis progression-through unknown cellular mechanisms.

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