Lovastatin

Specifications / Handling

More Information
Product Details
Synonyms	Mevilonin; MK-803; 6-α-Methylcompactin; BRN 3631989
Product Type	Chemical
Properties
Formula	C₂₄H₃₆O₅
MW	404.6
Merck Index	14: 5586
CAS	75330-75-5
RTECS	EK7907000
Source/Host Chemicals	Synthetic.
Purity Chemicals	≥98% (HPLC)
Appearance	White to off-white solid.
Solubility	Soluble in DMSO, ethanol or methanol. Insoluble in water.
Identity	Determined by UV and IR.
InChi Key	PCZOHLXUXFIOCF-BXMDZJJMSA-N
Smiles	[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)[C@@H](C)CC
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	After reconstitution, prepare aliquots and store at -20°C.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

Statin compound.
Potent competitive HMG-CoA reductase inhibitor.
Anti-hypercholesterolemic agent. Cholesterol/isoprenoid biosynthesis inhibitor. Blocks the production of mevalonate, a critical compound in the production of cholesterol and isoprenoids.
Inhibits the isoprenylation of Ras and Rho family GTPases .
Anticancer compound that causes cell cycle arrest in G1 and G2/M phases through modulation of proteasome in cancer cell lines.
SKP2 E3 ligase inhibitor. Decreases the expression of Skp2 and results in the inhibition of Skp2-mediated ubiquitination and degradation of p27 and p21, leading to cell cycle arrest and apoptosis.
Smooth muscle cell proliferation inhibitor.
Anti-adhesive, immunomodulatory and anti-inflammatory compound that stimulates bone formation. Suppresses TNF-induced NF-κB activation.
Increases cellular resistance to anticancer agents such as doxorubicin and etoposide (Prod. No. AG-CR1-3572).
Suppresses ICAM-1-LFA-1 interactions, which blocks virus replication and infection.
Anti-hypertensive agent.
Modulates key cell signaling pathways, like Ras, MAPK and EGFR (modest).
Lovastatin-treated neurons exhibit shortened neurite outgrowth.

Product References

Mevinolin: a highly potent competitive inhibitor of hydroxymethylglutaryl-coenzyme A reductase and a cholesterol-lowering agent: A.W. Alberts, et al.; PNAS 77, 3957 (1980)
All ras proteins are polyisoprenylated but only some are palmitoylated: J.F. Hancock, et al.; Cell 57, 1167 (1989)
Cell cycle-specific effects of lovastatin: M. Jakobisiak, et al.; PNAS 88, 3628 (1991)
Inhibition of proliferation of human smooth muscle cells by various HMG-CoA reductase inhibitors; comparison with other human cell types: P. Negre-Aminou, et al.; Biochim. Biophys. Acta 1345, 259 (1997)
Lovastatin-induced inhibition of HL-60 cell proliferation via cell cycle arrest and apoptosis: W.H. Park, et al.; Anticancer Res. 19, 3133 (1999)
Statins as a newly recognized type of immunomodulator: B. Kwak, et al.; Nat. Med. 6, 1399 (2000)
Lovastatin and simvastatin are modulators of the proteasome: C. Wojcik, et al.; Int. J. Biochem. Cell Biol. 32, 957 (2000)
Statins and bone formation: I.R. Garrett, et al.; Curr. Pharm. Des. 7, 715 (2001)
The HMG-CoA reductase inhibitor lovastatin protects cells from the antineoplastic drugs doxorubicin and etoposide: R.V. Bardeleben, et al.; Int. J. Mol. Med. 10, 473 (2002)
HMG-CoA reductase inhibitors as immunomodulators: potential use in transplant rejection: L.J. Raggatt & N.C. Partridge; Drugs 62, 2185 (2002) (Review)
HMG-CoA reductase inhibitors and the malignant cell: the statin family of drugs as triggers of tumor-specific apoptosis: W.W. Wong, et al.; Leukemia 16, 508 (2002)
The statins as anticancer agents: K.K. Chan, et al.; Clin. Cancer Res. 9,10 (2003)
Anti-inflammatory and immunomodulatory effects of statins: L.M. Blanco-Colio, et al.; Kidney Int. 63, 12 (2003)
Statin compounds reduce human immunodeficiency virus type 1 replication by preventing the interaction between virion-associated host intercellular adhesion molecule 1 and its natural cell surface ligand LFA-1: J.F. Giguere & M.J. Tremblay; J. Virol. 78, 12062 (2004)
HMG CoA reductase inhibitors (statins) to treat Epstein-Barr virus-driven lymphoma: J.I. Cohen; Br. J. Cancer 92, 1593 (2005)
Beyond lipid lowering: the anti-hypertensive role of statins: V. Chopra, et al.; Cardiovasc. Drugs Ther. 21, 161 (2007)
Reversal of chemoresistance and enhancement of apoptosis by statins through down-regulation of the NF-κB pathway: K.S. Ahn, et al.; Biochem. Pharmacol. 75, 907 (2008)
Therapeutic Levels Of The Hydroxmethylglutaryl-Coenzyme A Reductase Inhibitor Lovastatin Activate Ras Signaling Via Phospholipase D2: K.J. Cho, et al.; Mol. Cell. Biol. 31, 1110 (2011)
Statin-induced depletion of geranylgeranyl pyrophosphate inhibits cell proliferation by a novel pathway of Skp2 degradation: J. Vosper, et al.; Oncotarget 6, 2889 (2015)
The novel therapeutic target and inhibitory effects of PF-429242 against Zika virus infection: S.K. Raini, et al.; Antivir. Res. 192, 105121 (2021)
ERAD components Derlin-1 and Derlin-2 are essential for postnatal brain development and motor function: T. Sugiyama, et al.; iScience 24, 102758 (2021)

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