Simvastatin

  • CAT Number: A000513
  • CAS Number: 79902-63-9
  • Molecular Formula: C₂₅H₃₈O₅
  • Molecular Weight: 418.57
  • Purity: ≥95%
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Simvastatin is a competitive inhibitor of HMG-CoA reductase. This compound has been shown to modulate purified bovine pituitary 20 S proteasome via mild stimulation of chymotrypsin-like activity and inhibition of peptidylglutamylpeptide hydrolyzing activity. Simvastatin is marketed under the trade name Zocor™ and is often prescribed in combination with ezetimibe to treat dyslipidemia. This drug combination is known commercially as Vytorin or Inegy.

Catalog Number A000513
CAS Number 79902-63-9
Molecular Formula

C₂₅H₃₈O₅

Purity 95%
Target HMG-CoA Reductase
Solubility >18.3mg/mL in DMSO
Storage -20°C
InChI InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1
InChIKey RYMZZMVNJRMUDD-HGQWONQESA-N
SMILES CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C
Reference

1: Lee JY, Kim MS, Ju JE, Lee MS, Chung N, Jeong YK. Simvastatin enhances the
radiosensitivity of p53‑deficient cells via inhibition of mouse double minute 2
homolog. Int J Oncol. 2017 Nov 6. doi: 10.3892/ijo.2017.4192. [Epub ahead of
print] PubMed PMID: 29115437.
<br>

2: Buranrat B, Suwannaloet W, Naowaboot J. Simvastatin potentiates doxorubicin
activity against MCF-7 breast cancer cells. Oncol Lett. 2017 Nov;14(5):6243-6250.
doi: 10.3892/ol.2017.6783. Epub 2017 Aug 21. PubMed PMID: 29113274; PubMed
Central PMCID: PMC5661424.
<br>

3: Akarsu M, Saygun O, Aydinuraz K, Aydin O, Daphan CE, Tanr&#305;kulu FB, Kisa U,
Comu FM. The Effects of Simvastatin on Ischemia Reperfusion Injury in an
Experimental Colon Anastomosis Model. Indian J Surg. 2017 Oct;79(5):390-395. doi:
10.1007/s12262-016-1493-y. Epub 2016 May 3. PubMed PMID: 29089696; PubMed Central
PMCID: PMC5653570.
<br>

4: Bao XC, Mao AR, Fang YQ, Fan YH, Wang FF, Ma J, You P. Simvastatin Decreases
Hyperoxic Oxygen-Induced Acute Lung Injury by Upregulating eNOS. Am J Physiol
Lung Cell Mol Physiol. 2017 Oct 26:ajplung.00520.2016. doi:
10.1152/ajplung.00520.2016. [Epub ahead of print] PubMed PMID: 29074491.
<br>

5: Abd El Aal HA, Ahmed LA, Hassan WA, Fawzy HM, Moawad H. Combination of
carvacrol with simvastatin improves the lipid-lowering efficacy and alleviates
simvastatin side effects. J Biochem Mol Toxicol. 2017 Oct 26. doi:
10.1002/jbt.21981. [Epub ahead of print] PubMed PMID: 29071762.
<br>

6: Lopez-Alvarez M, López-Puente V, Rodriguez-Valencia C, Angelomé PC, Liz-Marzan
LM, Serra J, Pastoriza-Santos I, Gonzalez P. Osteogenic effects of
simvastatin-loaded mesoporous titania thin films. Biomed Mater. 2017 Oct 25. doi:
10.1088/1748-605X/aa95f1. [Epub ahead of print] PubMed PMID: 29068320.
<br>

7: Zhang Y, Rong S, Feng Y, Zhao L, Hong J, Wang R, Yuan W. Simvastatin
attenuates renal ischemia/reperfusion injury from oxidative stress via targeting
Nrf2/HO-1 pathway. Exp Ther Med. 2017 Nov;14(5):4460-4466. doi:
10.3892/etm.2017.5023. Epub 2017 Aug 24. PubMed PMID: 29067120; PubMed Central
PMCID: PMC5647698.
<br>

8: Wang Y, Chen Q, Tan Q, Feng Z, He Z, Tang J, Feng H, Zhu G, Chen Z.
Simvastatin accelerates hematoma resolution after intracerebral hemorrhage in a
PPARγ-dependent manner. Neuropharmacology. 2017 Oct 17;128:244-254. doi:
10.1016/j.neuropharm.2017.10.021. [Epub ahead of print] PubMed PMID: 29054366.

<br>
9: Varshosaz J, Taymouri S, Minaiyan M, Rastegarnasab F, Baradaran A. Development
and In vitro/in vivo evaluation of HPMC/chitosan gel containing simvastatin
loaded self-assembled nanomicelles as a potent wound healing agent. Drug Dev Ind
Pharm. 2017 Oct 18:1-31. doi: 10.1080/03639045.2017.1391832. [Epub ahead of
print] PubMed PMID: 29043860.
<br>

10: Tatè R, Zona E, De Cicco R, Trotta V, Urciuoli M, Morelli A, Baiano S,
Carnuccio R, Fuggetta MP, Morelli F. Simvastatin inhibits the expression of
stemness&#8209;related genes and the metastatic invasion of human cancer cells via
destruction of the cytoskeleton. Int J Oncol. 2017 Dec;51(6):1851-1859. doi:
10.3892/ijo.2017.4158. Epub 2017 Oct 13. PubMed PMID: 29039527.

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