File:Digoxin.svg · Wikimedia Commons · See Wikimedia Commons
Digoxin
Sign in to saveAlso known as Lanoxicaps, Lanoxin, Vanoxin, Lanoxin Pediatric, Digoxin Pediatric, 12beta-Hydroxydigitoxin, Digossina, Lanadicor
chemische Verbindung
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
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1975
- Admin. routes
- oral, parenteral
- Indications
- epilepsy, hepatitis C virus infection, atrial fibrillation, cardiovascular disease
via ChEMBL · EBI
Research
17,680 papers- Expert Consensus on the Diagnosis and Management of Digoxin Toxicity.The American journal of medicine · 2025
- Role of Digoxin in Atrial Fibrillation.Journal of pharmacy practice · 2017
- Digoxin and nifedipine.The American journal of cardiology · 1985
- [Digoxin].Nihon rinsho. Japanese journal of clinical medicine · 2004
- [Digoxin].Nederlands tijdschrift voor geneeskunde · 1988
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
via Wikidata · CC0
Article · Deutsch
Digoxin ist eine natürlich in Form von Digitalisglycosiden in Fingerhut-Arten vorkommende chemische Verbindung mit Wirkung auf den Herzmuskel. Digoxin zählt zu den endogenen (körpereigenen) Glycosiden, die als Hormone in Säugetieren fungieren. Aus pflanzlichen, primären Digitalisglycosiden kann Digoxin durch enzymatische Hydrolyse als Sekundärglycosid gewonnen werden. In der Verbindung sind drei Hexosen (Digitoxose) mit dem steroidischen Aglycon Digoxigenin verknüpft. Vom strukturell ähnlichen Digitoxin unterscheidet es sich durch eine Hydroxygruppe am C-12 des Aglycons.
Abstract from DBpedia / Wikipedia · CC BY-SA