A major metabolite of gemfibrozil
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Parent Compound(s)
14835Gemfibrozil
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Gemfibrozil 1-O-β-Glucuronide

Item No. 19080

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoate], β-D-glucopyranuronic acid
CAS Number
91683-38-4
Molecular Formula
C21H30O9
Formula Weight
426.5
Purity
≥85%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Slightly soluble
λmax
219 nm
SMILES
CC1=CC=C(C)C(OCCCC(C)(C)C(O[C@@H]2O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]2O)=O)=C1
InChi Code
InChI=1S/C21H30O9/c1-11-6-7-12(2)13(10-11)28-9-5-8-21(3,4)20(27)30-19-16(24)14(22)15(23)17(29-19)18(25)26/h6-7,10,14-17,19,22-24H,5,8-9H2,1-4H3,(H,25,26)/t14-,15-,16+,17-,19-/m0/s1
InChi Key
CJMNXSKEVNPQOK-LVEJAMMSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $267

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    1 mg

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    Cayman Chemical
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    Product Description

    Gemfibrozil 1-O-β-glucuronide is a major metabolite of gemfibrozil (Item No. 14835) that is formed when gemfibrozil undergoes glucuronidation by UDP-glucuronosyltransferase (UGT) 2B7.1 Gemfibrozil 1-O-β-glucuronide is an inhibitor of the cytochrome P450 (CYP) isoform CYP2C8 (IC50 = 4.1 µM). It is taken up by organic anion transporting polypeptide 1B1 (OATP1B1) in sandwich cultured human hepatocytes (SCHHs) and inhibits cellular uptake of valsartan (Item No. 14178) in MDCK cells expressing OATP1B1 (IC50 = 20.4 µM).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Baer, B.R., DeLisle, R.K., and Allen, A. Benzylic oxidation of gemfibrozil-1-O-β-glucuronide by P450 2C8 leads to heme alkylation and irreversible inhibition. Chem. Res. Toxicol. 22(7), 1298-1309 (2009).

    2. Kimoto, E., Li, R., Scialis, R.J., et al. Hepatic disposition of gemfibrozil and its major metabolite gemfibrozil 1-O-β-glucuronide. Mol. Pharm. 12(11), 3943-3952 (2015).

    3. Yang, S.J., Kim, B.J., Mo, L., et al. Alteration of the intravenous and oral pharmacokinetics of valsartan via the concurrent use of gemfibrozil in rats. Biopharm. Drug. Dispos. 37(5), 245-254 (2016).