Drug/Small Molecule:
gemfibrozil

2D structure

Overview

Trade Names: Apo-Gemfibrozil; Bolutol; Cholespid; Decrelip; Fibratol; Fibrocit; Gemfibril; Gemfibromax; Gemlipid; Gen-Fibro; Genlip; Gevilon; Hipolixan; Jezil; Lipozid; Lipur; Lopid; Novo-Gemfibrozil; Nu-Gemfibrozil
PharmGKB Accession Id: PA449750

Description

A lipid-regulating agent that lowers elevated serum lipids primarily by decreasing serum triglycerides with a variable reduction in total cholesterol. These decreases occur primarily in the VLDL fraction and less frequently in the LDL fraction. Gemfibrozil increases HDL subfractions HDL2 and HDL3 as well as apolipoproteins A-I and A-II. Its mechanism of action has not been definitely established. PubChem (source: Drug Bank)

Indication

For treatment of adult patients with very high elevations of serum triglyceride levels (types IV and V hyperlipidemia) who are at risk of developing pancreatitis (inflammation of the pancreas) and who do not respond adequately to a strict diet. (source: Drug Bank)

ATC Therapeutic Category

  • C10AB:Fibrates

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Gemfibrozil increases the activity of extrahepatic lipoprotein lipase (LL), thereby increasing lipoprotein triglyceride lipolysis. Chylomicrons are degraded, VLDLs are converted to LDLs, and LDLs are converted to HDL. This is accompanied by a slight increase in secretion of lipids into the bile and ultimately the intestine. Gemfibrozil also inhibits the synthesis and increases the clearance of apolipoprotein B, a carrier molecule for VLDL. (source: Drug Bank)

Pharmacology

Gemfibrozil, a fibric acid antilipemic agent similar to clofibrate, is used to treat hyperlipoproteinemia and as a second-line therapy for type IIb hypercholesterolemia. It acts to reduce triglyceride levels, reduce VLDL levels, reduce LDL levels (moderately), and increase HDL levels (moderately). (source: Drug Bank)

Food Interactions

Take 30 minutes before meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. Gemfibrozil mainly undergoes oxidation of a ring methyl group to successively form a hydroxymethyl and a carboxyl metabolite. (source: Drug Bank)

Protein Binding

95% (source: Drug Bank)

Absorption

Well absorbed from gastrointestinal tract (within 1-2 hours). (source: Drug Bank)

Toxicity

Oral, mouse: LD<sub>50</sub> = 3162 mg/kg. Symptoms of overdose include abdominal cramps, diarrhea, joint and muscle pain, nausea, and vomiting. (source: Drug Bank)

Isomeric SMILES Code:

CC1=CC(=C(C=C1)C)OCCCC(C)(C)C(=O)O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
ABCB1
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  • PD
  • PK
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Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
ACE
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  • PD
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  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
APOE
  •   
  • PD
  •   
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
C3
  •   
  • PD
  •   
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
CYP2C8
  •   
  • PD
  • PK
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  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP2C9
  •   
  • PD
  • PK
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A4
  •   
  • PD
  • PK
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
ESRRA
  •   
  • PD
  •   
  •   
  • GN
Publications
No phenotype data Genotype Data Available Literature annotations available Has annotations
SLCO1B1
  •   
  • PD
  • PK
  •   
  • GN
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
SLCO2B1
  •   
  • PD
  • PK
  • FA
  •   
Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
LPL Uncurated Annotation (source: Drug Bank)
PPARA Uncurated Annotation (source: Drug Bank)
SLCO1B1 Uncurated Annotation (source: Drug Bank)

The following drugs are in curated knowledge about this drug.

  Drug Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
ezetimibe
  •   
  •   
  • PK
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
montelukast
  •   
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  • PK
  •   
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
repaglinide
  •   
  •   
  • PK
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
warfarin
  •   
  •   
  •   
  •   
  •   
Publications

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation Gemfibrozil increases the anticoagulant effect (source: Drug Bank)
atorvastatin Uncurated Annotation Increased risk of myopathy/rhabdomyolysis (source: Drug Bank)
cerivastatin Uncurated Annotation Increased risk of myopathy/rhabdomyolysis (source: Drug Bank)
dicumarol Uncurated Annotation Gemfibrozil increases the anticoagulant effect (source: Drug Bank)
fluvastatin Uncurated Annotation Increased risk of myopathy/rhabdomyolysis (source: Drug Bank)
lovastatin Uncurated Annotation Increased risk of myopathy/rhabdomyolysis (source: Drug Bank)
pioglitazone Uncurated Annotation Increases the effect and toxicity of rosiglitazone/pioglitazone (source: Drug Bank)
pravastatin Uncurated Annotation Increased risk of myopathy/rhabdomyolysis (source: Drug Bank)
repaglinide Uncurated Annotation Increases the effect and toxicity of repaglinide (source: Drug Bank)
rosiglitazone Uncurated Annotation Increases the effect and toxicity of rosiglitazone/pioglitazone (source: Drug Bank)
rosuvastatin Uncurated Annotation Rosuvastatin possibly increases the effect of the fibrate (source: Drug Bank)
simvastatin Uncurated Annotation Increased risk of myopathy/rhabdomyolysis (source: Drug Bank)
ursodeoxycholic acid Uncurated Annotation The fibric acid derivative decreases the effect of ursodiol (source: Drug Bank)
warfarin Uncurated Annotation Gemfibrozil increases the anticoagulant effect (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
Cardiomyopathy, Dilated
  •   
  • PD
  • PK
  • FA
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Carotid Artery Diseases
  •   
  • PD
  • PK
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Obesity
  •   
  • PD
  •   
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Rhabdomyolysis
  •   
  • PD
  • PK
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
visceral obesity
  •   
  • PD
  •   
  •   
  • GN
Publications

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01241
KEGG Drug ID:
D00334
PubChem Compound ID:
3463
PubChem Substance ID:
175056

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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