Drug/Small Molecule:
quinine

2D structure

Overview

Generic Names: 6'-Methoxycinchonidine; 6'-Methoxycinchonine; Quinine sulfate; Quinine, Anhydrous; Quinineanhydrous; Quinoline Alkaloid
Trade Names: Aflukin; Chinin; Chinine; Coco-Quinine; Quinine Dab
Brand Mixtures: Holis 12 Pr (Aloe + Citrullus Colocynthis + Gamboge + Podophyllum + Quinine + White Hellebore Root); Holis 21 (Castanea Vesca + Citrullus Colocynthis + Ipecac + Nitric Acid + Quinine + Silver Nitrate); Holis 22 (Carbon Disulfide + Chenopodium Ambrosioides + Quinine Sulfate + Tobacco); Holis 73 (Asafetida + Charcoal Activated + Gratiola Officinalis + Lycopodium Clavatum + Magnesium Carbonate + Potassium Carbonate + Quinine + Silver Nitrate); Holis 78 (Aconitinum + Cedron + Citrullus Colocynthis + Hypericum Perforatum + Plantago Major + Quinine + Quinine Sulfate); Holis 82 (Acetic Acid + Asafetida + Charcoal Activated + Magnesium Carbonate + Potassium Carbonate + Quinine + Radish + Silver Nitrate); Salzmann Product M-1 Malena (Potassium Nitrate + Potassium Phosphate Dibasic + Quinine Sulfate + Sodium Chloride + Sodium Sulfate + Sodium Sulfite); Thc Complex #57 (Arnica Montana + Barium Carbonate + Belladonna + Carbon Disulfide + Cinchona Officinalis + Cocculus Indicus + Conium Maculatum + Ferrum Phosphoricum + Gelsemium Sempervirens + German Chamomile + Hahnemann's Causticum + Lycopodium Clavatum + Oyster Shells + Phosphorus + Pomegranate Bark + Quinine Sulfate + Salicylic Acid + Sanguinaria Canadensis + Sulfur); Triogene for (Calcium Glycerophosphate + Gentiana Lutea + Iron + Kola + Quinine)
PharmGKB Accession Id: PA451213

Description

An alkaloid derived from the bark of the cinchona tree. It is used as an antimalarial drug, and is the active ingredient in extracts of the cinchona that have been used for that purpose since before 1633. Quinine is also a mild antipyretic and analgesic and has been used in common cold preparations for that purpose. It was used commonly and as a bitter and flavoring agent, and is still useful for the treatment of babesiosis. Quinine is also useful in some muscular disorders, especially nocturnal leg cramps and myotonia congenita, because of its direct effects on muscle membrane and sodium channels. The mechanisms of its antimalarial effects are not well understood. PubChem (source: Drug Bank)

Indication

For the treatment of malaria and leg cramps (source: Drug Bank)

ATC Therapeutic Categories

  • M09AA:Quinine and derivatives
  • P01BC:Methanolquinolines

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

The theorized mechanism of action for quinine and related anti-malarial drugs is that these drugs are toxic to the malaria parasite. Specifically, the drugs interfere with the parasite's ability to break down and digest hemoglobin. Consequently, the parasite starves and/or builds up toxic levels of partially degraded hemoglobin in itself. (source: Drug Bank)

Pharmacology

Quinine is used parenterally to treat life-threatening infections caused by chloroquine-resistant Plasmodium falciparum malaria. Quinine acts as a blood schizonticide although it also has gametocytocidal activity against P. vivax and P. malariae. Because it is a weak base, it is concentrated in the food vacuoles of P. falciparum. It is thought to act by inhibiting heme polymerase, thereby allowing accumulation of its cytotoxic substrate, heme. As a schizonticidal drug, it is less effective and more toxic than chloroquine. However, it has a special place in the management of severe falciparum malaria in areas with known resistance to chloroquine. (source: Drug Bank)

Food Interactions

Take with food to reduce irritation. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic, over 80% metabolized by the liver. (source: Drug Bank)

Protein Binding

Approximately 70% (source: Drug Bank)

Absorption

76 - 88% (source: Drug Bank)

Isomeric SMILES Code:

COc1ccc2c(c1)c(ccn2)[C@H]([C@H]3CC4CCN3C[C@H]4C=C)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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  • FA
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Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
CYP1A1
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  • PK
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Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A4
  •   
  •   
  • PK
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  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A5
  •   
  •   
  • PK
  •   
  • GN
Publications

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

Drug Targets

Gene Description
GP9 Uncurated Annotation (source: Drug Bank)
HBA1 Uncurated Annotation (source: Drug Bank)
HBA2 Uncurated Annotation (source: Drug Bank)
KCNN4 Uncurated Annotation (source: Drug Bank)

The following drugs are in curated knowledge about this drug.

  Drug Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
warfarin
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Publications

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

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation Quinine/quinidine increases the anticoagulant effect (source: Drug Bank)
anisindione Uncurated Annotation Quinine/quinidine increases the anticoagulant effect (source: Drug Bank)
astemizole Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
atomoxetine Uncurated Annotation The CYP2D6 inhibitor could increase the effect and toxicity of atomoxetine (source: Drug Bank)
atracurium Uncurated Annotation The quinine derivative increases the effect of the muscle relaxant (source: Drug Bank)
dicumarol Uncurated Annotation Quinine/quinidine increases the anticoagulant effect (source: Drug Bank)
digitoxin Uncurated Annotation Quinine/quinidine increases the effect of digoxin (source: Drug Bank)
digoxin Uncurated Annotation Quinine/quinidine increases the effect of digoxin (source: Drug Bank)
gallamine triethiodide Uncurated Annotation The quinine derivative increases the effect of the muscle relaxant (source: Drug Bank)
mesoridazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
metocurine Uncurated Annotation The quinine derivative increases the effect of the muscle relaxant (source: Drug Bank)
pancuronium Uncurated Annotation The quinine derivative increases the effect of the muscle relaxant (source: Drug Bank)
succinylcholine Uncurated Annotation The quinine derivative increases the effect of the muscle relaxant (source: Drug Bank)
terfenadine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
thioridazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
vecuronium Uncurated Annotation The quinine derivative increases the effect of the muscle relaxant (source: Drug Bank)
warfarin Uncurated Annotation Quinine/quinidine 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
Hypoglycemia
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  • PD
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Malaria
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  • PK
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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:
DB00468
ChEBI ID:
15854
KEGG Compound ID:
C06526
PubChem Compound ID:
8549
PubChem Substance ID:
151706
IUPHAR Ligand ID:
2510

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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