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BP739

Simvastatin

British Pharmacopoeia (BP) Reference Standard

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About This Item

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

grade

pharmaceutical primary standard

API family

simvastatin

form

powder

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

BP

mp

127-132 °C (lit.)

application(s)

pharmaceutical
pharmaceutical small molecule

format

neat

storage temp.

−20°C

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)

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General description

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 BP Reference standard, intended for use in laboratory tests only as specifically prescribed in the British Pharmacopoeia.

Also used in monographs such as:
  • Simvastatin Tablets
  • Simvastatin Oral Suspension

    • Biochem/physiol Actions

    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).

    Packaging

    Unit quantity: 100 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity please visit British Pharmacopoeia

    Other Notes

    Sales restrictions may apply.

    related product

    Product No.
    Description
    Pricing

    Pictograms

    Health hazard
    GHS08

    Signal Word

    Warning

    Hazard Statements

    H361d

    Hazard Classifications

    Repr. 2

    WGK

    WGK 3

    Flash Point(F)

    Not applicable

    Flash Point(C)

    Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number

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    Lovastatin Pharmaceutical Secondary Standard; Certified Reference Material

    Supelco

    PHR1285

    Lovastatin

    Mevinolin from Aspergillus sp. ≥98% (HPLC)

    Sigma-Aldrich

    M2147

    Mevinolin from Aspergillus sp.

    Lovastatin United States Pharmacopeia (USP) Reference Standard

    USP

    1370600

    Lovastatin

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