Lovastatin
Product Code: AG-CN2-0051
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0051-M005 | 5 mg | £30.00 |
Quantity:
| AG-CN2-0051-M025 | 25 mg | £60.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Further Information
Alternate Names/Synonyms:
Mevilonin; MK-803; 6-alpha-Methylcompactin; BRN 3631989
Appearance:
White to off-white solid.
CAS:
75330-75-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
After reconstitution, prepare aliquots and store at -20°C.
Hazards:
H302
InChi:
InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1
InChiKey:
PCZOHLXUXFIOCF-BXMDZJJMSA-N
Long Description:
Chemical. CAS: 75330-75-5. Formula: C24H36O5. MW: 404.6. Synthetic. 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. Causes cell cycle arrest in G1 and G2/M phases through modulation of proteasome in cancer cell lines. Smooth muscle cell proliferation inhibitor. Apoptosis inducer. Anticancer compound. Anti-adhesive, immunomodulatory and anti-inflammatory compound. Stimulates bone formation. Increases cellular resistance to anticancer agents such as doxorubicin and etoposide (Prod. No. AG-CR1-3572 http://www.adipogen.com/ag-cr1-3572/etoposide.html ). Suppresses ICAM-1-LFA-1 interactions, which blocks virus replication and infection. Anti-hypertensive agent. Suppresses TNF-induced NF-kappaB activation. Modulates key cell signaling pathways, like Ras, MAPK and EGFR (modest).
MDL:
MFCD00072164
Molecular Formula:
C24H36O5
Molecular Weight:
404.6
Package Type:
Vial
Precautions:
P264, P301, P312, P330
Product 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-kappaB activation. Increases cellular resistance to anticancer agents such as doxorubicin and etoposide (Prod. No. AG-CR1-3572 http://www.adipogen.com/ag-cr1-3572/etoposide.html ). 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.
Purity:
>98% (HPLC)
Signal word:
Warning
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
Solubility Chemicals:
Soluble in DMSO, ethanol or methanol. Insoluble in water.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
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-kappaB 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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