Digitoxin

Not to be confused with Digoxin.
Digitoxin
Clinical data
Trade namesDigalen, Digitaline, Digitmerck, others
Routes of
administration		By mouth, Intravenous injection
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability98–100% (oral)
Protein binding90–97%
MetabolismLiver (CYP3A4)
Elimination half-life7–8 days
Excretion60% via urine, 40% via faeces
Identifiers
  • (3β,5β)-3-[(O-2,6-dideoxy-
    β-D-ribo-hexapyranosyl-(1->4)-
    2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-
    14-hydroxycard-20(22)-enolide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.691 Edit this at Wikidata
Chemical and physical data
FormulaC41H64O13
Molar mass764.950 g·mol−1
3D model (JSmol)
  • O=C\1OC/C(=C/1)[C@H]2CC[C@@]8(O)[C@]2(C)CC[C@H]7[C@H]8CC[C@H]6[C@]7(C)CC[C@H](O[C@@H]5O[C@H](C)[C@@H](O[C@@H]4O[C@@H]([C@@H](O[C@@H]3O[C@@H]([C@@H](O)[C@@H](O)C3)C)[C@@H](O)C4)C)[C@@H](O)C5)C6
  • InChI=1S/C41H64O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,20-22,24-31,33-38,42-44,46-47H,6-13,15-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1 ☒N
  • Key:WDJUZGPOPHTGOT-XUDUSOBPSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

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 similarly effective.[1]

  1. ^ Belz GG, Breithaupt-Grögler K, Osowski U (2001). "Treatment of congestive heart failure--current status of use of digitoxin". European Journal of Clinical Investigation. 31 (Suppl 2): 10–7. doi:10.1046/j.1365-2362.2001.0310s2010.x. PMID 11525233. Archived from the original on 2013-01-05.