91683-38-4

91683-38-4 structure

Name: Gemfibrozil 1-O-β-glucuronide
Chemical Name: gemfibrozil 1-o--glucuronide
CAS Number: 91683-38-4
Molecular Formula: C₂₁H₃₀O₉
Molecular Weight: 426.45800
Catalog: Signaling Pathways Cell Cycle/DNA Damage PPAR
Create Date: 2017-10-19 17:25:24
Modify Date: 2024-01-03 06:56:50
Gemfibrozil 1-O-β-Glucuronide, a metabolite of Gemfibrozil (CI-719; HY-B0258), is a potent and competitive P450 (CYP) isoform CYP2C8 inhibitor with an IC50 of 4.07 μM[1][2].

Name	gemfibrozil 1-o--glucuronide
Synonyms	Gemfibrozilb-D-glucuronide Gemfibrozil 1-O-b-Glucuronide gemfibrozil 1-O-acylglucuronide 1-[5-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoate] b-D-Glucopyranuroic Acid,Gemfibrozil Glucuronide 1-[5-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoate]-D-Glucopyranuroic Acid

Description	Gemfibrozil 1-O-β-Glucuronide, a metabolite of Gemfibrozil (CI-719; HY-B0258), is a potent and competitive P450 (CYP) isoform CYP2C8 inhibitor with an IC50 of 4.07 μM[1][2].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR Research Areas >> Metabolic Disease
Target	CYP2C8:4.07 μM (IC50)
In Vitro	Gemfibrozil 1-O-β-Glucuronide significantly inhibits the OATP2 (OATP1B1)-mediated uptake of Cerivastatin (CER; HY-129458) with an IC50 of 24.3 μM[1]. Gemfibrozil 1-O-β-Glucuronide inhibits CYP2C8-mediated M1, M23 formation with IC50s of 5.38 μM, 4.30 μM, and has no effects for CYP2C8-mediated M3 formation[1]. Gemfibrozil 1-O-β-Glucuronide has an IC50 of 243 μM for the CYP3A4- mediated metabolism[1].
References	[1]. Shitara Y, et al. Gemfibrozil and its glucuronide inhibit the organic anion transporting polypeptide 2(OATP2/OATP1B1:SLC21A6)-mediated hepatic uptake and CYP2C8-mediated metabolism of cerivastatin: analysis of the mechanism of the clinically relevant drug-drug interaction between cerivastatin and gemfibrozil. J Pharmacol Exp Ther. 2004 Oct;311(1):228-36. [2]. Baer BR, et al. Benzylic oxidation of gemfibrozil-1-O-beta-glucuronide by P450 2C8 leads to heme alkylation and irreversible inhibition. Chem Res Toxicol. 2009 Jul;22(7):1298-309.