Simvastatin (Zocor) (Synonyms: MK-733, SVA) |
| رقم الكتالوجGC10585 |
سيمفاستاتين (زوكور) (MK 733) هو مثبط تنافسي لإنزيم HMG-CoA reductase بقيمة Ki تبلغ 0.2 نانومتر.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 79902-63-9
Sample solution is provided at 25 µL, 10mM.
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Simvastatin (SIM), a lactone, is white, crystalline, nonhygroscopic and powdery, practically insoluble in water (30 mcg/ml), and 0.1 (N) HCl (60 mcg/ml). Its precursor is a fermentation product of Aspergillus terreus. It is used for treating coronary heart disease, hyperlipidemia, hypercholesterolemia, atherosclerosis and stroke [1] [2]. SIM is biologically inactive. Oral ingestion hydrolyzed it into the β-hydroxyacid form which is an inhibitor of 3-hydroxy-3-methyl glutaryl coenzyme A (HMG CoA) reductase [2]. In human lung microvascular endothelial cells, it increased the amount of endothelial nitric oxide synthase mRNA [3]. Simvastatin had anti-cancer properties [1]. Its IC50 to inhibit P-glycoprotein is 9 μM [4].
HMG CoA reductase catalyses an early rate-limiting step in the biosynthesis of cholesterol [2].
In both cell lines HepG2 and Huh7, both doses of simvastatin (32 and 64 μM) had a significant inhibitory effect on tumor cell growth as compared to controls (p<0.05). This effect was time-dependent, a simvastatin pre-treatment for 48 h or 72 h significantly reduced cell growth as compared to 24 h pre-incubation (p<0.05). Simvastatin treatment for 48 or 72 h made HepG2 cells exhibit downregulation of CDK1, CDK2, CDK4 and cyclins D1 and E as compared to control tumor cells. Simvastatin treatment for 24, 48 and 72 h made relative expression of cyclin-dependent kinase inhibitors p19 and p27 enhance as compared to control tumor cells [1].
In patients with polygenic hypercholesterolemia and allocated to diet plus 20 mg/day simvastatin for 8 weeks, total cholesterol (-27%), low density lipoproteincholesterol (-33%), and monocyte expression of TNF (-49%) and IL-1( (-35%) significantly decreased (p<0.02) [5].
References:
[1]. Borna Relja, Frank Meder, Kerstin Wilhelm, et al. Simvastatin inhibits cell growth and induces apoptosis and G0/G1 cell cycle arrest in hepatic cancer cells. International Journal of Molecular Medicine, 2010, 26:735-741.
[2]. Dipika Mandal, Probir Kumar Ojha, Bankim Chandra Nandy, et al. Effect of Carriers on Solid Dispersions of Simvastatin (Sim): Physico-Chemical Characterizations and Dissolution Studies. Der Pharmacia Lettre, 2010, 2(4):47-56.
[3]. Ji-Hyun Lee, Dong-Soon Lee, Eun-Kyung Kim, et al. Simvastatin Inhibits Cigarette Smoking–induced Emphysema and Pulmonary Hypertension in Rat Lungs. American Journal of Respiratory and Critical Care Medicine, 2005, 172: 987-993.
[4]. C. Bradley Hare, Mai P. Vu, Carl Grunfeld, et al. Simvastatin-Nelfinavir Interaction Implicated in Rhabdomyolysis and Death. Clinical Infectious Diseases, 2002, 35:e111–2.
[5]. Domenico Ferro, Sandro Parrotto, Stefania Basili, et al. Simvastatin Inhibits the Monocyte Expression of Proinflammatory Cytokines in Patients With Hypercholesterolemia. Journal of the American College of Cardiology, 2000, 36(2): 427–431.
| Cell experiment [1]: | |
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Cell lines |
Mouse L-M cells (fibroblast), rat H4IIE cells (liver) and human Hep G2 cells (liver) |
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Preparation method |
The solubility of this compound in DMSO is >10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37 °C for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below - 20 °C for several months. |
|
Reacting condition |
13.3, 15.6 or 19.3 nM |
|
Applications |
In mouse L-M cells (fibroblast), rat H4IIE cells (liver) and human Hep G2 cells (liver), Simvastatin inhibited cholesterol synthesis with the IC50 values of 19.3 nM, 13.3 nM and 15.6 nM, respectively. |
| Animal experiment [1]: | |
|
Animal models |
Dogs |
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Dosage form |
50 mg/kg/d; p.o.; q.d., for 1 month |
|
Applications |
Compared with L654,969 group, Simvastatin group showed a much lower serum cholesterol concentration. However, Simvastatin and Lovastatin showed equivalent cholesterol-lowering effects. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
|
References: [1]. Slater EE, MacDonald JS. Mechanism of action and biological profile of HMG CoA reductase inhibitors. A new therapeutic alternative. Drugs. 1988;36 Suppl 3:72-82. | |
| Cas No. | 79902-63-9 | SDF | |
| المرادفات | MK-733, SVA | ||
| Chemical Name | [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate | ||
| Canonical SMILES | CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C | ||
| Formula | C25H38O5 | M.Wt | 418.6 |
| الذوبان | ≥ 20.95mg/mL in DMSO | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.3889 mL | 11.9446 mL | 23.8892 mL |
| 5 mM | 0.4778 mL | 2.3889 mL | 4.7778 mL |
| 10 mM | 0.2389 mL | 1.1945 mL | 2.3889 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 14 reference(s) in Google Scholar.)
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