A metabolite of pravastatin
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Pravastatin lactone

Item No. 22572

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-2-methyl-butanoic acid, (1S,3S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3-hydroxy-7-methyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester
CAS Number
85956-22-5
Synonyms
  • R-414
  • SQ 31,369
Molecular Formula
C23H34O6
Formula Weight
406.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 20 mg/mlEthanol: 12.5 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
238 nm
SMILES
O=C([C@@H](C)CC)O[C@@H]1[C@@]2([H])C(C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(O3)=O)=C[C@@H](O)C1
InChi Code
InChI=1S/C23H34O6/c1-4-13(2)23(27)29-20-11-16(24)9-15-6-5-14(3)19(22(15)20)8-7-18-10-17(25)12-21(26)28-18/h5-6,9,13-14,16-20,22,24-25H,4,7-8,10-12H2,1-3H3/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1
InChi Key
OQARDMYXSOFTLN-PZAWKZKUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Pravastatin lactone is a metabolite of pravastatin, a hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase inhibitor that is a ring-hydroxylated metabolite of mevastatin (Item No. 10010340).1,2 Pravastatin lactone is formed when pravastatin undergoes acid-catalyzed non-enzymatic lactonization in the stomach following oral administration.2

    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. van Haandel, L., Gibson, K.T., Leeder, J.S., et al. Quantification of pravastatin acid, lactone and isomers in human plasma by UHPLC-MS/MS and its application to a pediatric pharmacokinetic study. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1012-1013, 169-177 (2016).