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CHEBI:53773 - 3'''-O-acetyldigitoxin

Default Structure
ChEBI IDCHEBI:53773
ChEBI Name3'''-O-acetyldigitoxin
Stars
ASCII Name3'''-O-acetyldigitoxin
DefinitionA cardenolide glycoside compound consisting of digitoxin having an acetyl substituent at the 3-position on the D-ribo-hexopyranosyl residue at the non-reducing end.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC43H66O14
Net Charge0
Average Mass806.987
Monoisotopic Mass806.44526
SMILES[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@]3(O)CC[C@]4([H])C3=CC(=O)OC3)[C@@]1(C)CC[C@H](O[C@H]1C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O[C@H]4C[C@H](OC(C)=O)[C@H](O)[C@@H](C)O4)[C@@H](C)O3)[C@@H](C)O1)C2
InChIInChI=1S/C43H66O14/c1-21-38(48)33(54-24(4)44)19-37(51-21)57-40-23(3)53-36(18-32(40)46)56-39-22(2)52-35(17-31(39)45)55-27-9-12-41(5)26(16-27)7-8-30-29(41)10-13-42(6)28(11-14-43(30,42)49)25-15-34(47)50-20-25/h15,21-23,26-33,35-40,45-46,48-49H,7-14,16-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29+,30-,31+,32+,33+,35+,36+,37+,38-,39-,40-,41+,42-,43+/m1/s1
InChIKeyHPMZBILYSWLILX-UMDUKNJSSA-N
Roles Classification
Biological Role:
enzyme inhibitor  A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Applications:
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
cardiotonic drug  A drug that has a strengthening effect on the heart or that can increase cardiac output.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
3'''-O-acetyldigitoxin (CHEBI:53773) has functional parent digitoxin (CHEBI:28544)
3'''-O-acetyldigitoxin (CHEBI:53773) has role anti-arrhythmia drug (CHEBI:38070)
3'''-O-acetyldigitoxin (CHEBI:53773) has role cardiotonic drug (CHEBI:38147)
3'''-O-acetyldigitoxin (CHEBI:53773) has role enzyme inhibitor (CHEBI:23924)
3'''-O-acetyldigitoxin (CHEBI:53773) is a cardenolide glycoside (CHEBI:38092)
IUPAC Name 
3β-[3-O-acetyl-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
INNs  Source
acetildigitoxinaChemIDplus
acetyldigitoxinKEGG DRUG
acetyldigitoxinumChemIDplus
Synonyms  Source
AcetyldiginatinKEGG GLYCAN
Acetyl-digitoxin-alphaChemIDplus
AcetylgitaloxinKEGG GLYCAN
AcetylgitoxinKEGG GLYCAN
alpha-AcetyldigitoxinChemIDplus
alpha-AcetylgitaloxinKEGG COMPOUND
Manual XrefsDatabases
67DrugCentral
C16749KEGG COMPOUND
D06881KEGG DRUG
DB00511DrugBank
G02557KEGG GLYCAN
US2776963Patent
Registry NumbersSources
Beilstein:77291Beilstein
CAS:1111-39-3ChemIDplus
CAS:1111-39-3KEGG DRUG
CAS:7263-26-5KEGG COMPOUND
Citations