A major phase 2 metabolite of pitavastatin
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Pitavastatin lactone

Item No. 21785

Technical Information
Formal Name
6S-[(1E)-2-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]ethenyl]tetrahydro-4R-hydroxy-2H-pyran-2-one
CAS Number
141750-63-2
Molecular Formula
C25H22FNO3
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mlEthanol: 10 mg/ml
SMILES
FC(C=C1)=CC=C1C2=C(/C=C/[C@H]3OC(C[C@H](O)C3)=O)C(C4CC4)=NC5=C2C=CC=C5
InChi Code
InChI=1S/C25H22FNO3/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-19-13-18(28)14-23(29)30-19/h1-4,7-12,16,18-19,28H,5-6,13-14H2/b12-11+/t18-,19-/m1/s1
InChi Key
XJVKVAFYQRWVAJ-MCBHFWOFSA-N
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Pitavastatin lactone is a major phase 2 metabolite of the HMG-CoA reductase inhibitor pitavastatin (Item No. 15414).1,2 Pitavastatin lactone is formed when pitavastatin undergoes glucuronidation by the UDP-glucuronysyltransferase (UGT) isoforms UGT1A1, UGT1A3, or UGT2B7 to form pitavastatin glucuronide, which then undergoes non-enzymatic conversion to pitavastatin lactone. It can be retroconverted to pitavastatin via hydrolysis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fujino, H., Yamada, I., Shimada, S., et alMetabolic fate of pitavastatin, a new inhibitor of HMG-CoA reductase: Human UDP-glucuronosyltransferase enzymes involved in lactonization. Xenobiotica 33(1), 27-41 (2003).

    2. Aoki, T., Nishimura, H., Nakagawa, S., et alPharmacological profile of a novel synthetic inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A reductase. Arzneimittelforschung 47(8), 904-909 (1997).