Simvastatin

Pricing Availability   Qty
Description: HMG-CoA reductase inhibitor
Chemical Name: (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyly-2,2-dimethyl butanoate
Purity: ≥98% (HPLC)
Datasheet
Citations (4)
Reviews (1)
Literature (2)

Biological Activity for Simvastatin

Simvastatin 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.

Compound Libraries for Simvastatin

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.

Technical Data for Simvastatin

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.

Solubility Data for Simvastatin

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 20.93 50
ethanol 31.39 75

Preparing Stock Solutions for Simvastatin

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.

Select a batch to recalculate based on the batch molecular weight:
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

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Product Datasheets for Simvastatin

Certificate of Analysis / Product Datasheet
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References for Simvastatin

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.

View Related Products by Product Action

View all HMG-CoA Reductase Inhibitors

Keywords: Simvastatin, Simvastatin supplier, HMG-CoA, reductase, inhibitors, inhibits, reductases, ferroptosis, hyperlipidemia, hypolipemic, statins, AMPK, autophagy, Reductase, Ferroptosis, Autophagy, 1965, Tocris Bioscience

4 Citations for Simvastatin

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.

Reviews for Simvastatin

Average Rating: 5 (Based on 1 Review.)

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Role of mevalonate pathway inhibitor for protection of joint degeneration.
By Anonymous on 03/22/2018
Assay Type: In Vitro
Species: Other
Cell Line/Tissue: cartilage

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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