Molecular structure of Simvastatin Hydroxy Acid, Ammonium Salt, CAS Number: 139893-43-9
Simvastatin Hydroxy Acid, Ammonium Salt (CAS 139893-43-9)
See product citations (4)
Alternate Names:
(βR,δR,1S,2S,6R,8S,8aR)-8-(2,2-Dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-β,δ-dihydroxy-2,6-dimethyl-1-naphthaleneheptanoic Acid Ammonium Salt; Simvastatin Acid Ammonium Salt; Simvastatin Ammonium Salt
Application:
Simvastatin Hydroxy Acid, Ammonium Salt is an HMG-CoA reductase inhibitor
CAS Number:
139893-43-9
Purity:
≥98%
Molecular Weight:
453.61
Molecular Formula:
C25H43NO6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Simvastatin Hydroxy Acid, is a potent reversible inhibitor of HMGCR (HMG-CoA reductase). This simvastatin (sc-200829) metabolite reduces cholesterol synthesis and increases low-density lipoprotein (LDL) receptors on cell membranes of liver and extrahepatic tissues. Studies suggest that simvastatin hydroxy acid can be determined in plasma using liquid chromatography–UV detection (LC–UV) or gas chromatography–mass spectrometry (GC–MS). Further studies have shown that the cytochromes CYP3A4, CYP3A5, and CYP2C8 all catalyz the formation of simvastatin hydroxy acid. Simvastatin hydroxy acid, derived from the drug simvastatin, serves as both an active metabolite and a potent inhibitor of HMG-CoA reductase. Its formation occurs through hydrolysis and nonspecific esterases acting upon simvastatin, yielding a compound with a high inhibitory potency (Ki = 0.12 nM).
Simvastatin Hydroxy Acid, Ammonium Salt (CAS 139893-43-9) References
- Collision-induced dissociation of the negative ions of simvastatin hydroxy acid and related species. | Qin, XZ. 2003. J Mass Spectrom. 38: 677-86. PMID: 12827636
- The human hepatic metabolism of simvastatin hydroxy acid is mediated primarily by CYP3A, and not CYP2D6. | Prueksaritanont, T., et al. 2003. Br J Clin Pharmacol. 56: 120-4. PMID: 12848784
- Validated HPLC-MS/MS method for simultaneous determination of simvastatin and simvastatin hydroxy acid in human plasma. | Barrett, B., et al. 2006. J Pharm Biomed Anal. 41: 517-26. PMID: 16377115
- Purification and Characterization of a Lovastatin Esterase from Clonostachys compactiuscula. | Schimmel, TG., et al. 1997. Appl Environ Microbiol. 63: 1307-11. PMID: 16535567
- In vitro evaluation of inhibitory effects of antidiabetic and antihyperlipidemic drugs on human carboxylesterase activities. | Fukami, T., et al. 2010. Drug Metab Dispos. 38: 2173-8. PMID: 20810539
- Simvastatin decreases steroid production in the H295R cell line and decreases steroids and FSH in female rats. | Guldvang, A., et al. 2015. Reprod Toxicol. 58: 174-83. PMID: 26476359
- The role of acid-base imbalance in statin-induced myotoxicity. | Taha, DA., et al. 2016. Transl Res. 174: 140-160.e14. PMID: 27083388
- Charge effect of a liposomal delivery system encapsulating simvastatin to treat experimental ischemic stroke in rats. | Campos-Martorell, M., et al. 2016. Int J Nanomedicine. 11: 3035-48. PMID: 27418824
- Hyperlipidaemia alone and in combination with acidosis can increase the incidence and severity of statin-induced myotoxicity. | Taha, DA., et al. 2017. Eur J Pharm Sci. 100: 163-175. PMID: 28104473
- Method development for quantitative determination of seven statins including four active metabolites by means of high-resolution tandem mass spectrometry applicable for adherence testing and therapeutic drug monitoring. | Wagmann, L., et al. 2020. Clin Chem Lab Med. 58: 664-672. PMID: 31665111
- A safety, tolerability, and pharmacokinetic study of a novel simvastatin silica-lipid hybrid formulation in healthy male participants. | Meola, TR., et al. 2021. Drug Deliv Transl Res. 11: 1261-1272. PMID: 32918160
- Simultaneous screening of dietary supplements for 25 anti-hyperlipidemic substances using ultra-performance liquid chromatography and liquid chromatography/electrospray ionization tandem mass spectrometry. | Kim, NS., et al. 2021. Rapid Commun Mass Spectrom. 35: e8989. PMID: 33105026
- Developing In Vitro Models to Define the Role of Direct Mitochondrial Toxicity in Frequently Reported Drug-Induced Rhabdomyolysis. | Bin Dayel, FF., et al. 2023. Biomedicines. 11: PMID: 37239154
Inhibitor of:
HMGCR.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Simvastatin Hydroxy Acid, Ammonium Salt, 10 mg | sc-208389 | 10 mg | $208.00 | |||
Simvastatin Hydroxy Acid, Ammonium Salt, 100 mg | sc-208389A | 100 mg | $1108.00 |