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Simvastatin . sodium salt

CHF 90.00
In stock
AG-CN2-0539-M0055 mgCHF 90.00
AG-CN2-0539-M02525 mgCHF 270.00
AG-CN2-0539-M100100 mgCHF 560.00
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Product Details
Synonyms MK-733; Synvinolin; BRN 4768037
Product Type Chemical
Properties
Formula

C25H39O6 . Na

MW 435.6 . 23.0
CAS 101314-97-0
Source/Host Chemicals Synthetic.
Purity Chemicals ≥98% (HPLC)
Appearance White to off-white powder.
Solubility Soluble in water (30mg/ml). Soluble in DMSO, ethanol or DMF (all 10mg/ml).
Identity Determined by 1H-NMR.
Other Product Data

NOTE: For prolonged storage of aqueous solutions, store the solutions at -80°C. 

InChi Key RLWRROYWKHUVKF-OKDJMAGBSA-M
Smiles C[C@@H]1C[C@H](OC(C(CC)(C)C)=O)[C@@]2([H])C(C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C1.[Na+]
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.
Aqueous solutions should not be stored for longer than one day.
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). 
  • Water-soluble carboxylate form of Simvastatin (Prod.No. AG-CN2-0052).
  • Potent competitive HMG-CoA reductase inhibitor [1].
  • Anti-hypercholesterolemic agent [1].
  • Cholesterol/isoprenoid biosynthesis inhibitor. Blocks the production of mevalonate, a critical compound in the production of cholesterol and isoprenoids [1, 2].
  • Inhibits the isoprenylation of Ras and Rho family GTPases [2].
  • Smooth muscle cell proliferation inhibitor [3].
  • Anti-adhesive, immunomodulatory and anti-inflammatory compound [4, 7, 10].
  • Proteasome modulator [5].
  • Stimulates bone formation [6].
  • Apoptosis inducer [8].
  • Anticancer compound [8, 9].
  • Increases cellular resistance to anticancer agents such as doxorubicin and etoposides (Prod. No. AG-CR1-3572) [9].
  • Suppresses ICAM-1-LFA-1 interactions, which blocks virus replication and infection [11, 12].
  • Anti-hypertensive agent [13].
  • Suppresses TNF-induced NF-κB activation [14].
  • Inhibitor of hepatic stellate cells (HSC) activation by promoting ferroptosis.
Product References
  1. Effects of synvinolin (MK-733) on plasma lipids in familial hypercholesterolaemia: M.J. Mol, et al.; Lancet 2, 936 (1986)
  2. All ras proteins are polyisoprenylated but only some are palmitoylated: J.F. Hancock, et al.; Cell 57, 1167 (1989)
  3. 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)
  4. Statins as a newly recognized type of immunomodulator: B. Kwak, et al.; Nat. Med. 6, 1399 (2000)
  5. Lovastatin and simvastatin are modulators of the proteasome: C. Wojcik, et al.; Int. J. Biochem. Cell Biol. 32, 957 (2000)
  6. Statins and bone formation: I.R. Garrett, et al.; Curr. Pharm. Des. 7, 715 (2001)
  7. HMG-CoA reductase inhibitors as immunomodulators: potential use in transplant rejection: L.J. Raggatt & N.C. Partridge; Drugs 62, 2185 (2002) (Review)
  8. 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)
  9. The statins as anticancer agents: K.K. Chan, et al.; Clin. Cancer Res. 9,10 (2003)
  10. Anti-inflammatory and immunomodulatory effects of statins: L.M. Blanco-Colio, et al.; Kidney Int. 63, 12 (2003)
  11. 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)
  12. HMG CoA reductase inhibitors (statins) to treat Epstein-Barr virus-driven lymphoma: J.I. Cohen; Br. J. Canc. 92, 1593 (2005)
  13. Beyond lipid lowering: the anti-hypertensive role of statins: V. Chopra, et al.; Cardiovasc. Drugs Ther. 21, 161 (2007)
  14. 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)
  15. 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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