An enantiomer of atorvastatin
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(3S,5S)-Atorvastatin (sodium salt)

Item No. 18465

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid, monosodium salt
CAS Number
1428118-38-0
Molecular Formula
C33H34FN2O5 • Na
Formula Weight
580.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mLDMF:PBS (pH 7.2) (1:9): 0.1 mg/mLDMSO: 15 mg/mLEthanol: 0.5 mg/mL
λmax
246 nm
SMILES
O=C(C1=C(C(C)C)N(CC[C@H](O)C[C@H](O)CC([O-])=O)C(C2=CC=C(F)C=C2)=C1C3=CC=CC=C3)NC4=CC=CC=C4.[Na+]
InChi Code
InChI=1S/C33H35FN2O5.Na/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40;/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40);/q;+1/p-1/t26-,27-;/m0./s1
InChi Key
VVRPOCPLIUDBSA-WMXJXTQLSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    Product Description

    (3S,5S)-Atorvastatin is an enantiomer of atorvastatin that has little or no inhibitory activity against HMG-CoA reductase.1 It also differs from other atorvastatin enantiomers in cytotoxicity, activation of the pregnane X receptor, and induction of cytochrome P450 isoforms.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kocarek, T.A., Dahn, M.S., Cai, H., et al. Regulation of CYP2B6 and CYP3A expression by hydroxymethylglutaryl coenzyme A inhibitors in primary cultured human hepatocytes. Drug Metab. Dispos. 30(12), 1400-1405 (2002).

    2. Korhonova, M., Doricakova, A., and Dvorak, Z. Optical Isomers of Atorvastatin, Rosuvastatin and Fluvastatin Enantiospecifically Activate Pregnane X Receptor PXR and Induce CYP2A6, CYP2B6 and CYP3A4 in Human Hepatocytes. PLoS One 10(9), (2015).