An internal standard for the quantificaition of simvastatin
Related Products
Unlabeled Version(s)
10010344Simvastatin 10010345Simvastatin (sodium salt)
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Simvastatin-d6

Item No. 22181

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,2-di(methyl-d3)-butanoic acid, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester
CAS Number
1002347-71-8
Synonyms
  • SVA-d6
Molecular Formula
C25H32D6O5
Formula Weight
424.6
Purity
≥99% deuterated forms (d1-d6)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 20 mg/ml
λmax
230, 237, 246 nm
SMILES
C[C@H]1C=CC2=C[C@H](C)C[C@H](OC(C(C([2H])([2H])[2H])(C([2H])([2H])[2H])CC)=O)[C@]2([H])[C@H]1CC[C@@H]3C[C@@H](O)CC(O3)=O
InChi Code
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/i4D3,5D3
InChi Key
RYMZZMVNJRMUDD-QDGXURMLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $98

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    1 mg

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    5 mg

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    10 mg

    $1,077

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Simvastatin-d6 is intended for use as an internal standard for the quantification of simvastatin (Item Nos. 10010344 | 10010345) by GC- or LC-MS. Simvastatin is a competitive inhibitor of HMG-CoA reductase (Ki = 0.12 nM).1 Simvastatin reduces plasma cholesterol levels in rats and dogs when administered at doses of 1.2 and 8 mg/kg, respectively.2 Simvastatin suppresses TNF-induced NF-κB activation (IC50 = ~13 µM) and potentiates apoptosis in human myeloid leukemia cells.3 It also inhibits glutathione peroxidase 4 (GPX4) activity, increases malondialdehyde (MDA) levels, and induces ferroptosis in MDA-MB-231 and MCF-7 breast cancer cells.4 Formulations containing simvastatin have been used in the treatment of dyslipidemias.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Corsini, A., Maggi, F.M., and Catapano, A.L. Pharmacology of competitive inhibitors of HMG-CoA reductase. Pharmacol. Res. 31(1), 9-27 (1995).

    2. Chao, Y., Chen, J.S., Hunt, V.M., et al. Lowering of plasma cholesterol levels in animals by lovastatin and simvastatin. Eur. J. Clin. Pharmacol. 40(Suppl 1), S11-S14 (1991).

    3. Ahn, K.S., Sethi, G., and Aggarwal, B.B. Reversal of chemoresistance and enhancement of apoptosis by statins through down-regulation of the NF-κB pathway. Biochem. Pharmacol. 75(4), 907-913 (2008).

    4. Lu, S., Shao, N.-Y., Bi, J., et al. Abstract PS18-44: Simvastatin induces ferroptosis in breast cancer cells by inhibiting GPX4 and sensitizes chemotherapy. 2020 San Antonio Breast Cancer Virtual Symposium (2021).