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digoxin

File:Digoxin.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ422222· pop 43· linked from 341 articles

Also known as Lanoxicaps, Lanoxin, Vanoxin, Lanoxin Pediatric, Digoxin Pediatric, 12beta-Hydroxydigitoxin, Digossina, Lanadicor

Digoxin, sold under the brand name Lanoxin among others, is a medication used to treat various heart conditions. Most frequently it is used for atrial fibrillation, atrial flutter, and heart failure. Digoxin is one of the oldest medications used in the field of cardiology. It works by increasing myocardial contractility, increasing stroke volume and blood pressure, reducing heart rate, and somewhat extending the time frame of the contraction. Digoxin is taken by mouth or by injection into a vein. Digoxin has a half life of approximately 36 hours given at average doses in patients with normal r

OverviewAI-generated

Digoxin is a chemical compound with the formula C₄₁H₆₄O₁₄. It has a mass of 780.43 and a defined daily dose of 0.25. The substance is characterized by a charge of 0, an xlogp of 1.3, and a tpsa of 203. Its structure includes 6 hydrogen bond donors and 14 hydrogen bond acceptors.

The compound is associated with a weight of 780.9. It has been the subject of 17680 entries in PubMed literature. Additionally, digoxin is referenced by 341 other encyclopedia articles.

Synthesized by Vinony from 16 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C41H64O14
Molecular weight
780.9 g/mol
IUPAC name
3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-12,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES
C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@H]4CC[C@]5([C@@H](C4)CC[C@@H]6[C@@H]5C[C@H]([C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)O)C)C)C)O)O
InChIKey
LTMHDMANZUZIPE-PUGKRICDSA-N
XLogP
1.3
Polar surface area
203 Ų
H-bond donors
6
H-bond acceptors
14
Formal charge
0

via PubChem

Research

17,680 papers

via PubMed

Wikidata facts

Mass
780.43
Has use
medication
Show 11 more facts
chemical formula
C₄₁H₆₄O₁₄
Commons category
Digoxin
medical condition treated
supraventricular tachycardia
isomeric SMILES
C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@H]4CC[C@]5([C@@H](C4)CC[C@@H]6[C@@H]5C[C@H]([C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)O)C)C)C)O)O
canonical SMILES
CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CC(C7(C6(CCC7C8=CC(=O)OC8)O)C)O)C)C)C)O)O
World Health Organisation international non-proprietary name
digoxin
subject has role
essential medicine
found in taxon
Digitalis viridiflora
defined daily dose
0.25
significant drug interaction
furosemide
associated hazard
digoxin toxicity
Sources (5)

via Wikidata · CC0

~17 min read

Encyclopedic overview

18 sections
Contents
  • Medical uses
  • Irregular heartbeat
  • Heart failure
  • Abortion
  • Euthanasia
  • Side effects
  • Overdose
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Pharmacomicrobiomics
  • History
  • Society and culture
  • Brand names
  • Digoxin and cancer
  • See also
  • References
  • Further reading

Digoxin, sold under the brand name Lanoxin among others, is a medication used to treat various heart conditions. Most frequently it is used for atrial fibrillation, atrial flutter, and heart failure. Digoxin is one of the oldest medications used in the field of cardiology. It works by increasing myocardial contractility, increasing stroke volume and blood pressure, reducing heart rate, and somewhat extending the time frame of the contraction. Digoxin is taken by mouth or by injection into a vein. Digoxin has a half life of approximately 36 hours given at average doses in patients with normal renal function. It is excreted mostly unchanged in the urine.

Common side effects include breast enlargement with other side effects generally due to an excessive dose. These side effects may include loss of appetite, nausea, trouble seeing, confusion, and an irregular heartbeat. Greater care is required in older people and those with poor kidney function. It is unclear whether use during pregnancy is safe.

Excerpted from Wikipedia’s “digoxin” article, available under the CC BY-SA 4.0 licence.

Gallery (6)