Simvastatin ist ein Prodrug. Simvastatin ist ein semisynthetisches Derivat/Analogon von Lovastatin. Simvastatin ist wasserunlöslich, löst sich aber in polaren organischen Lösungsmitteln auf.
Application
Simvastatin wird wie folgt verwendet:
als Inhibitor der HMG-CoA-Reduktase (HMGCR)
zur Untersuchung seiner Auswirkungen auf den epithelialen-mesenchymalen Übergang (EMT) und die Prognose von Patienten mit Lungenadenokarzinom
in In-vivo-Studien zur Prüfung seiner Auswirkungen auf die Lebensfähigkeit und Zellproliferation von Hirntumor-initiierenden Zellen (BTIC)
zur Untersuchung der Rolle des Adenosin-Triphosphat(ATP)-bindenden Cassette(ABC)-Transporters A7 in der Phagozytose von Jurkat-Zellen
zur Untersuchung der Wirkung auf endotheliale Dysfunktion und Entzündungen bei Mäusen
Biochem/physiol Actions
Simvastatin ist ein spezifischer Inhibitor der HMG-CoA-Reduktase, dem Enzym, das die Umwandlung von HMG-CoA zu Mevalonat katalysiert, einem frühen Schritt in der Biosynthese von Cholesterin. Es wird in der Behandlung der Hypercholesterinämie eingesetzt, da es den Spiegel von LDL-Cholesterin und Triglyceriden senkt und den HDL-Spiegel erhöht. Simvastatin ist ein Lacton, das in vivo leicht in die entsprechende β-Hydroxysäure hydrolysiert wird. Es kann vor Einsatz durch Behandlung mit NaOH in EtOH aktiviert werden. Es hat eventuell auch positive Auswirkungen auf die endotheliale Funktion, entzündliche Prozesse, Glattmuskelzellfunktion, Gefäßwandfunktion, Hämostase und LDL-Oxidation.
Simvastatin ist ein spezifischer Inhibitor der HMG-CoA-Reduktase und ein Cholesterinsenker.
Simvastatin ist ein spezifischer Inhibitor der HMG-CoA-Reduktase, dem Enzym das die Umwandlung von HMG-CoA in Mevalonat katalysiert. Diese Umwandlung ist ein früher Schritt in der Cholesterin-Biosynthese. Es wird bei der Behandlung von Hypercholesterinämie verwendet, da es den Low-Density-Lipoprotein- ??und Triglycerid-Level verringert und den High-Density-Lipoprotein-Level erhöht. Simvastatin ist ein Lacton, das in vivo leicht zur entsprechenden β-Hydroxysäure hydrolysiert und es kann vor der Verwendung durch eine Behandlung mit NaOH in EtOH aktiviert werden. Es ist ein synthetisches Analogon von Lovastatin (Prod.Nr. M2147).
This item has not been tested for use in cell culture. However, the product has been used successfully for in vitro and in vivo applications by other researchers. Please see the links below to review example publications: MYC-regulated mevalonate metabolism maintains brain tumor-initiating cells https://pmc.ncbi.nlm.nih.gov/articles/PMC5600855/
Effects of simvastatin on retinal structure and function of a high-fat atherogenic mouse model of thickened Bruch's membrane. https://pubmed.ncbi.nlm.nih.gov/24398101/
Helpful?
·a year ago
How can S6196 be stored for long term storage after DMSO resuspension?
1 answer
Technical Support
·a year ago
The solubility of this material has not been tested in DMSO. However, external sources report that Simvastatin is soluble in DMSO at >50 mg/mL. Stock solutions may be stored in DMSO at -20°C for at least 1 month. This information has not been validated. As a general rule, avoid repeated freeze/thaw cycles.
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·2 years ago
What happens when the drug is not activated before use in in vitro experiments?
1 answer
Technical Support
·2 years ago
This material does not require activation for cell-based in vitro studies, as it is readily hydrolyzed by the cells. For experiments without live cells the product will remain inactive. This material may be chemically activated per M. Sadeghi et al., J. Immunol., 165, 2712-2718 (2000) as noted below: 1. 4 mg of simvastatin is dissolved in 100 μl of ethanol. 2. Then 150 μl of 0.1 N NaOH was added to the solution and subsequently incubated at 50 °C for 2 hours. 3. The pH was brought to 7.0 by HCl, and the final concentration of the stock solution was adjusted to 4 mg/ml. The stock solution was kept at 4 °C.
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Anonymous
·4 years ago
What is the Department of Transportation shipping information for this product?
1 answer
Technical Support
·4 years ago
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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Anonymous
·4 years ago
What is the solution stability of Product S6196, Simvastatin, in various solvents?
1 answer
Technical Support
·4 years ago
Sigma-Aldrich has not determined the solution stability of simvastatin. One publication on the subject, published by Yang, H. et al., reports that a 50 mg/mL stock solution of simvastatin in methanol was stored for one month at 4°C. Reference: Determination of Simvastatin in human plasma by liquid chromatography-mass spectrometry. J. Chromatography B, 785(2), 369-375 (2003).
Helpful?
Anonymous
·4 years ago
How is Product S6196, Simvastatin, activated?
1 answer
Technical Support
·4 years ago
An activation procedure from M. Sadeghi, et al., J. Immunol., 165, 2712-2718 (2000) is:1. 4 mg of simvastatin is dissolved in 100 μl of ethanol.2. Then 150 μl of 0.1 N NaOH was added to the solution and subsequently incubated at 50 °C for 2 hours.3. The pH was brought to 7.0 by HCl, and the final concentration of the stock solution was adjusted to 4 mg/ml. The stock solution was kept at 4 °C.
Helpful?
Anonymous
·4 years ago
What is Product S6196, Simvastatin, soluble in?
1 answer
Technical Support
·4 years ago
According to the chemicals encyclopedia published by the Royal Society of Chemistry, 14th ed., Entry # 8539, simvastatin is soluble in chloroform at 610 mg/mL, DMSO at 540 mg/mL, methanol at 200 mg/mL, ethanol at 160 mg/mL, 0.1 M HCl at 60 μg/mL, PEG-400 at 70 mg/mL, 0.1 M NaOH at 70 mg/mL, and water at 30 μg/mL. Please note that some of the values are given in milligrams per mL and others are in micrograms per mL.
