A major metabolite of pioglitazone
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Hydroxy Pioglitazone

Item No. 28043

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[[4-[2-[5-(1-hydroxyethyl)-2-pyridinyl]ethoxy]phenyl]methyl]-2,4-thiazolidinedione
CAS Number
146062-44-4
Molecular Formula
C19H20N2O4S
Formula Weight
372.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: soluble
SMILES
CC(O)C1=CN=C(CCOC2=CC=C(CC3SC(NC3=O)=O)C=C2)C=C1
InChi Code
InChI=1S/C19H20N2O4S/c1-12(22)14-4-5-15(20-11-14)8-9-25-16-6-2-13(3-7-16)10-17-18(23)21-19(24)26-17/h2-7,11-12,17,22H,8-10H2,1H3,(H,21,23,24)
InChi Key
OXVFDZYQLGRLCD-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $303

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    5 mg

    $902

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    Product Description

    Hydroxy pioglitazone is a major metabolite of the peroxisome proliferator-activated receptor γ (PPARγ) agonist pioglitazone (Item Nos. 71745 | 22263 | 10028).1 It is formed from pioglitazone by the cytochrome P450 (CYP) isoform CYP2C8 with minor contributions from CYP3A4.2 Hydroxy pioglitazone binds to PPARγ (Ki = 1.2 μM) and activates PPARγ in a time-resolved FRET (TR-FRET) assay (EC50 = 2.1 μM).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mosure, S.A., Shang, J., Eberhardt, J., et al. Structural basis of altered potency and efficacy displayed by a major in vivo metabolite of the antidiabetic PPARγ drug pioglitazone. J. Med. Chem. 62(4), 2008-2023 (2019).

    2. Jaakkola, T., Backman, J.T., Neuvonen, M., et al. Effect of rifampicin on the pharmacokinetics of pioglitazone. Br. J. Clin. Pharmacol. 61(1), 70-78 (2005).