Drug/Small Molecule:
rabeprazole

2D structure

Overview

Generic Names: Irsogladine Maleate; Rebeprazole sodium; rabeprazole sodium
Trade Names: AcipHex; Pariet
PharmGKB Accession Id: PA451216

Description

Rabeprazole is an antiulcer drug in the class of proton pump inhibitors. It is a prodrug - in the acid environment of the parietal cells it turns into active sulphenamide form. Rabeprazole inhibits the H+, K+ATPase of the coating gastric cells and dose-dependent oppresses basal and stimulated gastric acid secretion. (source: Drug Bank)

Indication

For short-term treatment in the healing and symptomatic relief of erosive or ulcerative gastroesophageal reflux disease (GERD). (source: Drug Bank)

ATC Therapeutic Category

  • A02BC:Proton pump inhibitors

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Rabeprazole belongs to a class of antisecretory compounds (substituted benzimidazole proton-pump inhibitors) that do not exhibit anticholinergic or histamine H2-receptor antagonist properties, but suppress gastric acid secretion by inhibiting the gastric H<sup>+</sup>/K<sup>+</sup>ATPase (hydrogen-potassium adenosine triphosphatase) at the secretory surface of the gastric parietal cell. Because this enzyme is regarded as the acid (proton) pump within the parietal cell, rabeprazole has been characterized as a gastric proton-pump inhibitor. Rabeprazole blocks the final step of gastric acid secretion. In gastric parietal cells, rabeprazole is protonated, accumulates, and is transformed to an active sulfenamide. When studied in vitro, rabeprazole is chemically activated at pH 1.2 with a half-life of 78 seconds. (source: Drug Bank)

Pharmacology

Rabeprazole prevents the production of acid in the stomach. It reduces symptoms and prevents injury to the esophagus or stomach in patients with gastroesophageal reflux disease (GERD) or ulcers. Rabeprazole is also useful in conditions that produce too much stomach acid such as Zollinger-Ellison syndrome. Rabeprazole may also be used with antibiotics to get rid of bacteria that are associated with some ulcers. Rabeprazole is a selective and irreversible proton pump inhibitor, suppresses gastric acid secretion by specific inhibition of the H<sup>+</sup>, K<sup>+</sup> -ATPase enzyme system which is found at the secretory surface of parietal cells. It inhibits the final transport of hydrogen ions (via exchange with potassium ions) into the gastric lumen. (source: Drug Bank)

Food Interactions

Take without regard to meals.
Take without regard to meals. Food may slow absorption rate but extent of absorption is not affected. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic (source: Drug Bank)

Protein Binding

96.3% (bound to human plasma proteins) (source: Drug Bank)

Absorption

Absolute bioavailability is approximately 52%. (source: Drug Bank)

Isomeric SMILES Code:

CC1=C(C=CN=C1C[S@](=O)C2=NC3=CC=CC=C3N2)OCCCOC (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
ATP4A
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
ATP4B
  •   
  • PD
  •   
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP2C19
  • CO
  • PD
  • PK
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A4
  • CO
  •   
  • PK
  •   
  • GN
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
CYP3A43
  •   
  •   
  • PK
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A5
  •   
  •   
  • PK
  •   
  •   
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
CYP3A7
  •   
  •   
  • PK
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
DRD3
  •   
  • PD
  • PK
  • FA
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
HTR1D
  •   
  • PD
  • PK
  • FA
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
NR1I2
  •   
  •   
  •   
  • FA
  •   
Publications

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

Drug Targets

Gene Description
ATP4A Uncurated Annotation (source: Drug Bank)
ATP4B Uncurated Annotation (source: Drug Bank)

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

Drug Interactions

Drug Description
atazanavir Uncurated Annotation This gastric pH modifier decreases the levels/effects of atazanavir (source: Drug Bank)
dasatinib Uncurated Annotation Possible decreased levels of dasatinib (source: Drug Bank)
digoxin Uncurated Annotation Rabeprazole increases the effect of digoxin (source: Drug Bank)
enoxacin Uncurated Annotation The agent decreases the absorption of enoxacin (source: Drug Bank)
indinavir Uncurated Annotation Omeprazole decreases the absorption of indinavir (source: Drug Bank)
itraconazole Uncurated Annotation The proton pump inhibitor decreases the absorption of imidazole (source: Drug Bank)
ketoconazole Uncurated Annotation The proton pump inhibitor decreases the absorption of imidazole (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
Gastroesophageal Reflux
  • CO
  • PD
  • PK
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Peptic Ulcer
  • CO
  • PD
  • PK
  •   
  • 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. Physicochemical determinants of human renal clearance

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01129
ChEBI ID:
8769
KEGG Compound ID:
C07864
PubChem Compound ID:
5029
PubChem Substance ID:
10066

Common Searches

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Non-Curated Publications

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

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