Mevastatin (Compactin) An HMGCR (HMG-CoA reductase) inhibitor

Mevastatin (Compactin) (CAS 73573-88-3)

Mevastatin (Compactin) | CAS 73573-88-3 is rated 5.0 out of 5 by 1.
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Synonym: Compactin
Application: An HMGCR (HMG-CoA reductase) inhibitor
CAS Number: 73573-88-3
Purity: ≥97%
Molecular Weight: 390.5
Molecular Formula: C23H34O5
* Refer to Certificate of Analysis for lot specific data (including water content).
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Mevastatin (Compactin) inhibits HMGCR (HMG-CoA reductase) (Ki for acid form is 1 nM) which in turn inhibits isoprenoid biosynthesis and therefore blocks protein isoprenylation and reduces plasma cholesterol levels in humans. Mevastatin causes cells to arrest early in the G1 phase. Mevastatin is a close structural analog of lovastatin (sc-200850) and both agents have the same biochemical and pharmacological activities. Mevastatin is inactive in cell-free assays. In cells however, it is hydrolyzed to the active free acid form by intracellular esterases.


References

1. Quesney-Huneeus, V., et al. 1979. Proc. Natl. Acad. Sci. U.S.A. 76: 5056-5060. PMID: 291922
2. Quesney-Huneeus, V., et al. 1983. J. Biol. Chem. 258: 378-385. PMID: 6848509
3. Evangelopoulos, M.E., et al. 2009. J. Neurosci. Res. 87: 2138-2144. PMID: 19224573
4. Sugazaki, M., et al. 2010. Connect. Tissue Res. 51: 105-112. PMID: 20109072

Physical State :
Solid
Solubility :
Soluble in water (Partly miscible), acetone, DMSO (20 mg/ml), 100% ethanol (25 mg/ml), 1:1 ethanol:PBS(pH7.2) (0.5 mg/ml), and DMF (~5 mg/ml).
Storage :
Store at -20° C
Melting Point :
152° C
Boiling Point :
555.01° C at 760 mmHg (Predicted)
Density :
1.13 g/cm3 at 20° C
Refractive Index :
n20D 1.54 (Predicted)
Optical Activity :
α22/D +283°, c = 0.48 in acetone
IC50 :
TNF-induced NF-κB activation: IC50 = ~17 µM (human myeloid leukemia cells); HMG-CoA reductase: IC50 = 10 nM (rat); HMG-CoA reductase: IC50 = 23 nM (human)
Ki Data :
HMG-CoA reductase: Ki(for acid form) = 1 nM (human)
pK Values :
pKa: 13.49
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
EK7907100
PubChem CID :
64715
Merck Index :
14: 6164
MDL Number :
MFCD05662341
Beilstein Registry :
1269441
SMILES :
CC[C@H](C)C(=O)O[C@H]1CCC=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O

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Certificate of Analysis

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Mevastatin (Compactin)  Product Citations

See how others have used Mevastatin (Compactin). Click on the entry to view the PubMed entry .

Citations 1 to 10 of 13 total

PMID: # 26608317  Cuesta-Geijo, MÁ. et al. 2015. J. Virol. 90: 1534-43.

PMID: # 26344763  Gabitova, L. et al. 2015. Cell Rep. 12: 1927-38.

PMID: # 24954548  Harrison, AT. et al. 2015. Chem Biol Drug Des. 85: 290-5.

PMID: # 25188024  Bozza, WP. et al. 2014. PLoS ONE. 9: e107010.

PMID: # 19903814  Vukelic, S. et al. 2010. J. Biol. Chem. 285: 1980-1988.

PMID: # 17485462  Ko, MH. et al. 2007. J. Biol. Chem. 282: 19742-19752.

PMID: # 16428899  Crespo, MJ. et al. 2006. Pharmacology. 76: 141-147.

PMID: # 16407252  Senga, T. et al. 2006. J. Biol. Chem. 281: 6246-6252.

PMID: # 16043642  Sen-Banerjee, S. et al. 2005. Circulation. 112: 720-726.

PMID: # 12952856  Zager, RA. et al. 2003. Am. J. Physiol. Renal Physiol. 285: F1092-F1099.

Citations 1 to 10 of 13 total

What is the solubility of this product?

Asked by: hawkeye11
Thank you for your question. This chemical is soluble in DMSO at 78 mg/mL and water and ethanol at <1 mg/mL. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2016-12-22
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Rated 5 out of 5 by from Vukelic et al Vukelic et al. (PubMed ID 19903814) found that Mevastatin (Compactin) decreased the amount of farnesyl pyrophosphate (FPP) available to bind with glucocorticoid receptor (GR) and reversed zaragozic acid A-mediated inhibitory effects, promoting epithelialization and would healing. -SCBT Publication Review
Date published: 2015-05-08
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