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Supelco

Simvastatin

analytical standard

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About This Item

Fórmula empírica (Notação de Hill):
C25H38O5
Número CAS:
79902-63-9
Peso molecular:
418.57
Número MDL:
MFCD00072007
Código UNSPSC:
41116107
ID de substância PubChem:
329755810
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

100

Ensaio

≥98.0% (HPLC)

atividade óptica

[α]/D +275±25°, c = 1 in acetonitrile

prazo de validade

limited shelf life, expiry date on the label

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

Impurezas

≤0.5% water

pf

127-132 °C (lit.)

aplicação(ões)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

formato

neat

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)C(C)(C)CC

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

chave InChI

RYMZZMVNJRMUDD-HGQWONQESA-N

Informações sobre genes

human ... HMGCR(3156)

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Aplicação

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Ações bioquímicas/fisiológicas

Simvastatin is a specific inhibitor of HMG-CoA reductase, the enzyme that catalyzes the conversion of HMG-CoA to mevalonate, an early step in cholesterol biosynthesis. It is used in the treatment of hypercholesterolemia, as it reduces levels of low-density lipoproteins and triglycerides, and raises high-density lipoprotein levels. Simvastatin is a lactone that is readily hydrolyzed in vivo to the corresponding β-hydroxyacid, and can be activated prior to use with NaOH in EtOH treatment. It is a synthetic analog of lovastatin (Cat. No. M2147).

Pictogramas

Health hazard
GHS08

Palavra indicadora

Warning

Frases de perigo

H361d

Classificações de perigo

Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Choose from one of the most recent versions:

Certificados de análise (COA)

Lot/Batch Number
BCCG4003
BCCC8162
BCCB9688
BCCB7519
BCCB3929

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Pravastatin sodium salt hydrate ≥98% (HPLC), powder

Sigma-Aldrich

P4498

Pravastatin sodium salt hydrate

Fluvastatin sodium hydrate ≥98% (HPLC)

Sigma-Aldrich

SML0038

Fluvastatin sodium hydrate

A Marot et al.
Acta clinica Belgica, 66(2), 134-136 (2011-06-03)
Myopathy, including rhabdomyolysis, is a well-known, albeit rare complication of statin therapy. Predisposing factors include comorbidities and the concomitant use of cytochrome P-450 (CYP) 3A4 inhibitors. We report a case of severe simvastatin-induced rhabdomyolysis triggered by the addition of amiodarone
L B Ramsey et al.
Clinical pharmacology and therapeutics, 96(4), 423-428 (2014-06-12)
Simvastatin is among the most commonly used prescription medications for cholesterol reduction. A single coding single-nucleotide polymorphism, rs4149056T>C, in SLCO1B1 increases systemic exposure to simvastatin and the risk of muscle toxicity. We summarize evidence from the literature supporting this association
Gerard J Criner et al.
The New England journal of medicine, 370(23), 2201-2210 (2014-05-20)
Retrospective studies have shown that statins decrease the rate and severity of exacerbations, the rate of hospitalization, and mortality in chronic obstructive pulmonary disease (COPD). We prospectively studied the efficacy of simvastatin in preventing exacerbations in a large, multicenter, randomized
Stephen J Nicholls et al.
The American journal of cardiology, 105(1), 69-76 (2010-01-28)
Statins are the most commonly prescribed agents for lowering levels of low-density lipoprotein (LDL) cholesterol. Although dose-dependent reductions in levels of atherogenic lipids are observed with all statins, the impact of increasing dose has not been fully elucidated. An individual
Daniel F McAuley et al.
The New England journal of medicine, 371(18), 1695-1703 (2014-10-01)
Studies in animals and in vitro and phase 2 studies in humans suggest that statins may be beneficial in the treatment of the acute respiratory distress syndrome (ARDS). This study tested the hypothesis that treatment with simvastatin would improve clinical
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