Drug/Small Molecule:
enalapril

2D structure

Overview

Generic Names: Enalapril Maleate; Enalaprila [INN-Spanish]; Enalaprilat; Enalaprilum [INN-Latin]
Trade Names: Bonuten; Enalapril Bp; Enalapril Richet; Gadopril; Kinfil; Vaseretic; Vasotec
Brand Mixtures: Vaseretic (Enalapril Maleate + Hydrochlorothiazide)
PharmGKB Accession Id: PA449456

Description

One of the angiotensin-converting enzyme inhibitors that is used to treat hypertension. PubChem (source: Drug Bank)

Indication

For the treatment of hypertension and heart failure. It may be used alone or in combination with thiazide diuretics. (source: Drug Bank)

ATC Therapeutic Category

  • C09AA:ACE inhibitors, plain

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Enalaprilat, the active metabolite of enalapril, competes with angiotensin I for binding at the angiotensin-converting enzyme, blocking the conversion of angiotensin I to angiotensin II. Inhibition of ACE results in decreased plasma angiotensin II. As angiotensin II is a vasoconstrictor and a negative-feedback mediator for renin activity, lower concentrations result in a decrease in blood pressure and stimulation of baroreceptor reflex mechanisms, which leads to decreased vasopressor activity and to decreased aldosterone secretion. Enalaprilat may also act on kininase II, an enzyme identical to ACE that degrades the vasodilator bradykinin. (source: Drug Bank)

Pharmacology

Enalapril, an angiotensin-converting enzyme (ACE) inhibitor, is a prodrug which, when hydrolyzed by estarases to its active Enalaprilat, is used to treat hypertension and heart failure, to reduce proteinuria and renal disease in patients with nephropathies, and to prevent stroke, myocardial infarction, and cardiac death in high-risk patients. Enalapril and enalaprilat inhibit angiotensin-converting enzyme (ACE) in human subjects and animals. ACE is a peptidyl dipeptidase that catalyzes the conversion of angiotensin I to the vasoconstrictor substance, angiotensin II. Angiotensin II also stimulates aldosterone secretion by the adrenal cortex. (source: Drug Bank)

Food Interactions

Take without regard to meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic (source: Drug Bank)

Protein Binding

20.1 to 89.1% (source: Drug Bank)

Absorption

60% (source: Drug Bank)

Toxicity

Hypotension (source: Drug Bank)

Isomeric SMILES Code:

CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)O (source: Drug Bank)

Curated Annotations (Curated Annotation)

  1. rs5182 at chr3:149942085 in AGTR1
    The C allele carriers tend to have reduced risk of myocardial infarction in patients taking ACE inhibitors.
    Variant Name:
    AGTR1: 573C/T; 573C>T
    Related Drugs:
    Ace Inhibitors, Plain, captopril, enalapril, fosinopril, imidapril, lisinopril
    Related Diseases:
    Hypertension, Myocardial Infarction, Stroke
    Evidence:
    PMID:18347611
Variant names are different names that have been used in the literature and other resources to refer to the same variant.

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
ACE
  •   
  • PD
  •   
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
ADRB2
  • CO
  • PD
  •   
  • FA
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
AGTR1
  • CO
  • PD
  •   
  •   
  • GN
Publications, Variants
No phenotype data Genotype Data Available Literature annotations available Not annotated
KNG1
  •   
  • PD
  •   
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
NOS3
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data Genotype Data Available Literature annotations available Has annotations
SLCO1B1
  •   
  •   
  • PK
  • FA
  •   
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
SLCO1B3
  •   
  •   
  •   
  • FA
  •   
Publications

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

Drug Targets

Gene Description
ACE 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
amiloride Uncurated Annotation Increased risk of hyperkaliemia (source: Drug Bank)
lithium Uncurated Annotation The ACE inhibitor increases serum levels of lithium (source: Drug Bank)
potassium Uncurated Annotation Increased risk of hyperkaliemia (source: Drug Bank)
rifampin Uncurated Annotation Rifampin reduces the efefct of enalapril (source: Drug Bank)
spironolactone Uncurated Annotation Increased risk of hyperkaliemia (source: Drug Bank)
tizanidine Uncurated Annotation Tizanidine increases the risk of hypotension with the ACE inhibitor (source: Drug Bank)
triamterene Uncurated Annotation Increased risk of hyperkaliemia (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
Angioedema
  •   
  •   
  •   
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Arteriosclerosis
  •   
  • PD
  •   
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Cardiomyopathies
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Cough
  •   
  •   
  •   
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Diabetes Mellitus
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
glomerular disease
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Glomerulonephritis
  •   
  • PD
  •   
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Glomerulosclerosis
  •   
  • PD
  •   
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
Hypertension
  • CO
  • PD
  •   
  • FA
  • GN
Publications, Variants
Phenotype data available Genotype Data Available Literature annotations available Not annotated
Myocardial Infarction
  • CO
  • PD
  •   
  •   
  • GN
Publications, Variants
Phenotype data available No genotype data Literature annotations available Not annotated
Stroke
  • CO
  • PD
  •   
  •   
  • GN
Publications, Variants

Non-Curated Information

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

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00584
KEGG Compound ID:
C06977
PubChem Compound ID:
5362032
PubChem Substance ID:
191211

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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