Structure via PubChem · Public domain (PubChem)
Digitoxin
Sign in to saveAlso known as digitoxoside, unidigin, Crystodigin (TN), Digitoxinum, Digitoxoside, Crystodigin (tn), Digitoksin
chemische Verbindung
Chemical data
- Formula
- C41H64O13
- Molecular weight
- 764.9 g/mol
- IUPAC name
- 3-[(3S,5R,8R,9S,10S,13R,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-14-hydroxy-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]5CC[C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)C)C)C)O)O
- InChIKey
- WDJUZGPOPHTGOT-XUDUSOBPSA-N
- XLogP
- 2.3
- Polar surface area
- 183 Ų
- H-bond donors
- 5
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- parenteral
- Indications
- cardiovascular disease, cystic fibrosis
via ChEMBL · EBI
Research
3,069 papers- Digitoxin accumulation.British journal of clinical pharmacology · 1982
- [Digitoxin].Nihon rinsho. Japanese journal of clinical medicine · 1995
- Digitoxin.Journal of the American Pharmaceutical Association · 1976
- [Digitoxin--rediscovered].Medizinische Klinik · 1980
- Digitoxin as an anticancer agent with selectivity for cancer cells: possible mechanisms involved.Expert opinion on therapeutic targets · 2007
via PubMed
Wikidata facts
- Mass
- 764.434692
- Has use
- medication
Show 9 more facts
- chemical formula
- C₄₁H₆₄O₁₃
- Commons category
- Digitoxin
- has characteristic
- bitterness
- World Health Organisation international non-proprietary name
- digitoxin
- found in taxon
- Digitalis lanata
- defined daily dose
- 0.1
- 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]5CC[C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)C)C)C)O)O
- canonical SMILES
- CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CCC7(C6(CCC7C8=CC(=O)OC8)O)C)C)C)C)O)O
- subject has role
- cardiotonic
Sources (7)
via Wikidata · CC0
Article · Deutsch
Digitoxin ist ein Steroid-Glycosid aus der Gruppe der Herzglycoside und findet sich in den Blättern des Fingerhuts Digitalis purpurea. Digitoxin besteht aus dem Aglycon Digitoxigenin, welches mit drei Zuckerresten (Digitoxose) verknüpft ist. In seiner Wirkung gleicht es Digoxin aus dem Fingerhut Digitalis lanata, hat jedoch aufgrund einer fehlenden OH-Gruppe eine längere Halbwertszeit von 6–8 Tagen und wird vorwiegend über die Leber ausgeschieden.
Abstract from DBpedia / Wikipedia · CC BY-SA