CHEBI:28544 - digitoxin

Main ChEBI Ontology Automatic Xrefs
ChEBI Name digitoxin
ChEBI ID CHEBI:28544
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4549, CHEBI:23728
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Formula C41H64O13
Net Charge 0
Average Mass 764.93910
InChI 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
InChIKey WDJUZGPOPHTGOT-XUDUSOBPSA-N
SMILES [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1
Roles Classification
Biological Role(s): EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of Na+/K+-transporting ATPase (EC 3.6.3.9).
Application(s): cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
(via cardiac glycoside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing digitoxin (CHEBI:28544) has functional parent digitoxigenin (CHEBI:42219)
digitoxin (CHEBI:28544) has role EC 3.6.3.9 (Na+/K+-transporting ATPase) inhibitor (CHEBI:63510)
digitoxin (CHEBI:28544) is a cardenolide glycoside (CHEBI:38092)
Incoming 3'''-O-acetyldigitoxin (CHEBI:53773) has functional parent digitoxin (CHEBI:28544)
IUPAC Name
3β-[2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyloxy]-14-hydroxy-5β-card-20(22)-enolide
Synonyms Sources
Crystodigin (TN) KEGG DRUG
Digitoxin KEGG COMPOUND
Digitoxoside ChemIDplus
Database Links Databases
C00003617 KNApSAcK
C06955 KEGG COMPOUND
D00297 KEGG DRUG
DB01396 DrugBank
Digitoxin Wikipedia
View more database links
Registry Numbers Types Sources
71-63-6 CAS Registry Number KEGG COMPOUND
71-63-6 CAS Registry Number ChemIDplus
76678 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
10438974 PubMed citation CiteXplore
Last Modified
28 July 2014