1612700

Simvastatin

United States Pharmacopeia (USP) Reference Standard

• Empirical Formula (Hill Notation): C₂₅H₃₈O₅
• CAS Number: 79902-63-9
• Molecular Weight: 418.57
• NACRES: NA.24
• PubChem Substance ID: 329751099
• UNSPSC Code: 41116107
• MDL number: MFCD00072007

Properties

• grade: pharmaceutical primary standard
• agency: USP
• API family: simvastatin
• manufacturer/tradename: USP
• technique(s): HPLC: suitable, chromatography: suitable, gas chromatography (GC): suitable
• mp: 127-132 °C (lit.)
• application(s): pharmaceutical; pharmaceutical (small molecule)
• format: neat
• SMILES string: [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
• InChI key: RYMZZMVNJRMUDD-HGQWONQESA-N
• Gene Information: human ... HMGCR(3156)

Description

General description

Find answers to frequently asked questions on USP products in USP FAQs.

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Simvastatin USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:

• Simvastatin Tablets

Biochem/physiol Actions

Simvastatin is a specific inhibitor of HMG-CoA reductase and cholesterol lowering drug.

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).

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Safety Information

• Pictograms: GHS08
• Signal Word: Warning
• Hazard Codes: H361d
• Precautionary Statements: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable