fenofibrate   Click here for help

GtoPdb Ligand ID: 7186

Synonyms: ABT-335 | Lipantil® | Supralip® | Tricor®
Approved drug
fenofibrate is an approved drug (FDA (1993), EMA (2011))
Compound class: Synthetic organic
Comment: Fenofibrate is an antilipemic agent. Combination drug formulations often contain statins.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 52.6
Molecular weight 360.11
XLogP 5.33
No. Lipinski's rules broken 1
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Canonical SMILES CC(OC(=O)C(Oc1ccc(cc1)C(=O)c1ccc(cc1)Cl)(C)C)C
Isomeric SMILES CC(OC(=O)C(Oc1ccc(cc1)C(=O)c1ccc(cc1)Cl)(C)C)C
InChI InChI=1S/C20H21ClO4/c1-13(2)24-19(23)20(3,4)25-17-11-7-15(8-12-17)18(22)14-5-9-16(21)10-6-14/h5-13H,1-4H3
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Summary of Clinical Use Click here for help
Used to reduce circulating cholesterol and triglyceride levels. In the clinic fenofibrate is often prescribed in fixed-dose combination drugs with a statin (e.g. fenofibrate plus pravastatin in Pravafenix®, and with simvastatin in Cholib®). EMA approval authorises use of these combination drugs.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Fenofibric acid is an agonist of peroxisome proliferator-activated receptor α (PPARα, PPARA). PPARα is a major regulator of lipid metabolism in the liver. Activating PPARα increases lipolysis and elimination of triglyceride-rich particles from plasma.
Pharmacokinetics Click here for help
Fenofibrate is rapidly hydrolyzed by esterases to the active metabolite, fenofibric acid (first-pass metabolism). Neither fenofibrate nor fenofibric acid are believed to undergo oxidative metabolism (e.g., cytochrome P450) to a significant extent in vivo.
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