See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Lovastatin

Cayman Chemical Item Number 10010338

(CAS 75330-75-5)

Lovastatin (CAS 75330-75-5)

See more

Description

Hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase is the rate-limiting enzyme in the cholesterol biosynthetic pathway and the target of the “statin” class of cholesterol-lowering drugs.1 Lovastatin is an HMG-CoA reductase inhibitor that was initially isolated from Aspergillus terreus.2 Marketed as Mevinolin™, Mevacor™, and under several other trade names, Lovastatin was the first HMG-CoA reductase inhibitor to be used in the treatment of hypercholesterolemia. It is a competitive inhibitor of HMG-CoA reductase with a Ki value of 0.6 nM for the open ring, hydroxy acid form of the molecule.3 During a three week study in dogs, a dose of 8 mg/kg per day resulted in a 29% reduction in plasma cholesterol.3 Lovastatin also suppresses TNF-induced NF-κB activation (IC50 ~ 15 µM), which potentiates apoptosis in human myeloid leukemia cells and thus, maybe useful in treating cancer.4

1 Tobert, J.A. Lovastatin and beyond: The history of the HMG-CoA reductase inhibitors. Nat Rev Drug Discov 2 517-526 (2003).

2 Endo, A. The discovery and development of HMG-CoA reductase inhibitors. J Lipid Res 33 1569-1582 (1992).

3 Alberts, A.W., Chen, J., Kuron, G., et al. Mevinolin: A highly potent competitive inhibitor of hydroxymethylglutaryl-coenzyme A reductase and a cholesterol-lowering agent. Proc Natl Acad Sci USA 77(7) 3957-3961 (1980).

4 Ahn, K.S., Sethi, G., and Aggarwal, B.B. Reversal of chemoresistance and enhancement of apoptosis by statins through down-regulation of the NF-κB pathway. Biochem Pharmacol 75 907-913 (2008).

Formal Name 2-​methyl-​1S,​2,​3R,​7S,​8S,​8aR-​hexahydro-​3,​7-​dimethyl-​8-​[2-​[(2R,​4R)-​tetrahydro-​4-​hydroxy-​6-​oxo-​2H-​pyran-​2-​yl]ethyl]-​1-​naphthalenyl ester,​ butanoic acid
CAS Number 75330-75-5
Molecular Formula C24H36O5
Formula Weight 404.5
Formulation A crystalline solid
Purity >98%
λmax 238 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
CC[C@H]​(C)​C(=O)​OC1CC(C)​C=C2C=C[C@H]​(C)​[C@H]​(CC[C@@H]​3CC(O)​CC(=O)​O3)​[C@@H]​12

Background Reading

Tobert, J.A. Lovastatin and beyond: The history of the HMG-CoA reductase inhibitors. Nat Rev Drug Discov 2 517-526 (2003).

Endo, A. The discovery and development of HMG-CoA reductase inhibitors. J Lipid Res 33 1569-1582 (1992).

Ahn, K.S., Sethi, G., and Aggarwal, B.B. Reversal of chemoresistance and enhancement of apoptosis by statins through down-regulation of the NF-κB pathway. Biochem Pharmacol 75 907-913 (2008).

Alberts, A.W., Chen, J., Kuron, G., et al. Mevinolin: A highly potent competitive inhibitor of hydroxymethylglutaryl-coenzyme A reductase and a cholesterol-lowering agent. Proc Natl Acad Sci USA 77(7) 3957-3961 (1980).

Show all 4 Hide all but first 3
Size Price Quantity Subtotal
5 mg $16.00 $0.00
10 mg $30.00 $0.00
25 mg $72.00 $0.00
50 mg $128.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-12. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

Berberine
Fluvastatin (sodium salt)
Lovastatin Hydroxy Acid (sodium salt) Exclusive
Mevastatin
PCSK9 (human) Polyclonal Antibody
PCSK9 (mouse) Polyclonal Antibody
PCSK9 Western Ready Control
Pravastatin (sodium salt)
Simvastatin
SREBP-2 Cell-Based Translocation Assay Kit
Show all 10 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?