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AdipoGen Life Sciences
Simvastatin
28
CHF
CHF 28.00
In stock
AG-CN2-0052-M01010 mgCHF 28.00
AG-CN2-0052-M05050 mgCHF 45.00
| Product Details | |
|---|---|
| Synonyms | MK-733; Synvinolin; BRN 4768037 |
| Product Type | Chemical |
| Properties | |
| Formula |
C25H38O5 |
| MW | 418.6 |
| Merck Index | 14: 8539 |
| CAS | 79902-63-9 |
| RTECS | EK7798000 |
| Source/Host Chemicals | Synthetic. |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | White powder. |
| Solubility | Soluble in DMSO, ethanol or methanol. Insoluble in water. |
| Identity | Determined by UV and IR. |
| InChi Key | RYMZZMVNJRMUDD-HGQWONQESA-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(C)(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 |
Description
- Synthetic analog of Lovastatin (Prod. No. AG-CN2-0051).
- 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 etoposides (Prod. No. AG-CR1-3572).
- Suppresses ICAM-1-LFA-1 interactions, which blocks virus replication and infection.
- Anti-hypertensive agent.
- Inhibitor of hepatic stellate cells (HSC) activation by promoting ferroptosis.
Product References
- Effects of synvinolin (MK-733) on plasma lipids in familial hypercholesterolaemia: M.J. Mol, et al.; Lancet 2, 936 (1986)
- All ras proteins are polyisoprenylated but only some are palmitoylated: J.F. Hancock, et al.; Cell 57, 1167 (1989)
- 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)
- 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)
- 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. Canc. 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)
- Simvastatin-induced cell cycle arrest through inhibition of STAT3/SKP2 axis and activation of AMPK to promote p27 and p21 accumulation in hepatocellular carcinoma cells: S.-T. Wang, et al.; Cell Death Dis. 8, e2626 (2017)
- Simvastatin inhibits hepatic stellate cells activation by regulating the ferroptosis signaling pathway: K. Kitsugi, et al.; Biochim. Biophys. Acta Mol. Basis Dis. 166750 ahead of print (2023)
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