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Submit ReviewSimvastatin is a HMG-CoA reductase inhibitor; decreases levels of low density lipoprotein. Simvastatin is also an AMPK activator. Has multiple biological effects including bone formation stimulation, inhibition of smooth muscle cell proliferation and migration, induction of ferroptosis, inhibition of autophagy, and anticancer and anti-inflammatory activity. Inactive lactone prodrug of simvastatin hydroxy acid, naturally bioactivated in vivo following oral administration.Simvastatin acts synergistically with ABL allosteric inhibitors GNF 5 (Cat. No. 1965) to enhance apoptosis of metastatic lung cancer cells in mice.
Simvastatin is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.
M. Wt | 418.57 |
Formula | C25H38O5 |
Storage | Desiccate at -20°C |
Purity | ≥98% (HPLC) |
CAS Number | 79902-63-9 |
PubChem ID | 54454 |
InChI Key | RYMZZMVNJRMUDD-HGQWONQESA-N |
Smiles | [H][C@@]12C(C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(O3)=O)=C[C@H](C)C[C@@H]1OC(C(C)(C)CC)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
DMSO | 20.93 | 50 | |
ethanol | 31.39 | 75 |
The following data is based on the product molecular weight 418.57. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
0.75 mM | 3.19 mL | 15.93 mL | 31.85 mL |
3.75 mM | 0.64 mL | 3.19 mL | 6.37 mL |
7.5 mM | 0.32 mL | 1.59 mL | 3.19 mL |
37.5 mM | 0.06 mL | 0.32 mL | 0.64 mL |
References are publications that support the biological activity of the product.
Garrett et al (2001) STAT and bone formation. Curr.Pharm.Des. 7 715 PMID: 11405194
Kaushal et al (2003) Potential anticancer effects of STAT: fact or fiction? Endothelium 10 49 PMID: 12699077
White (1999) Pharmacological effects of HMG CoA reductase inhibitors other than lipoprotein modulation. J.Clin.Pharmacol. 39 111 PMID: 11563401
Reinoso et al (2002) Preclinical pharmacokinetics of STAT. Methods Find.Exp.Clin.Pharmacol. 24 593 PMID: 12616706
Luttman et al (2021) ABL allosteric inhibitors synergize with statins to enhance apoptosis of metastatic lung cancer cells. Cell Rep. 37 109880 PMID: 34706244
Dehnavi et al (2021) Targeting AMPK by statins: A potential therapeutic approach. Drugs 81 923 PMID: 33939118
If you know of a relevant reference for Simvastatin, please let us know.
Keywords: Simvastatin, Simvastatin supplier, HMG-CoA, reductase, inhibitors, inhibits, reductases, ferroptosis, hyperlipidemia, hypolipemic, statins, AMPK, autophagy, Reductase, Ferroptosis, Autophagy, 1965, Tocris Bioscience
Citations are publications that use Tocris products. Selected citations for Simvastatin include:
Seto et al (2013) Acute SimV. inhibits K ATP channels of porcine coronary artery myocytes. Br J Pharmacol 8 e66404 PMID: 23799098
Rojo-Arreola et al (2014) Chemical and genetic validation of the statin drug target to treat the helminth disease, schistosomiasis. PLoS One 9 e87594 PMID: 24489942
Vainio et al (2011) Phospholipase PLA2G7, associated with aggressive prostate cancer, promotes prostate cancer cell migration and invasion and is inhibited by STAT. Pharmacol Res Perspect 2 1176 PMID: 22202492
Seto et al (2007) Modulation by SimV. of iberiotoxin-sensitive, Ca2+-activated K+ channels of porcine coronary artery smooth muscle cells. Oncotarget 151 987 PMID: 17558433
Do you know of a great paper that uses Simvastatin from Tocris? Please let us know.
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I used this drug to test the role of mevalonate pathway in joint integrity
It works well and the price is nice.
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This product guide reviews some of the main areas in cancer metabolism research and lists around 150 products that can be used to investigate metabolic pathways in cancer including:
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