Structure via PubChem · Public domain (PubChem)
ジギトキシン
Sign in to saveAlso known as digitoxoside, unidigin, Crystodigin (TN), Digitoxin, Digitoxinum, Digitoxoside, Crystodigin (tn), Digitoksin
Digitoxin is a cardiac glycoside used for the treatment of heart failure and certain kinds of heart arrhythmia. It is a phytosteroid and is similar in structure and effects to digoxin, though the effects are longer-lasting. Unlike digoxin, which is eliminated from the body via the kidneys, it is eliminated via the liver, and so can be used in patients with poor or erratic kidney function. While several controlled trials have shown digoxin to be effective in a proportion of patients treated for heart failure, the evidence base for digitoxin is not as strong, although it is presumed to be simila
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 · 日本語
ジギトキシン（Digitoxin）は、強心配糖体の一つである。 細胞膜に存在するNa+/K+ATPaseを阻害することにより心筋細胞内のカルシウムイオン濃度を増加させ、心筋の収縮力を増大させる（）。心不全、心房性不整脈患者に適用される。 ネコでの使用は一般的でなく、その利用は推奨されないことが多い。 カルシウム注射薬およびスキサメトニウムとの併用は禁忌。重大な副作用としてジギタリス中毒（強心配糖体を参照）。 アガサ・クリスティの死との約束ではジギタリスを用いた殺人が行われる。
Abstract from DBpedia / Wikipedia · CC BY-SA