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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3'''-O-acetyldigitoxin
ChEBI ID CHEBI:53773
ChEBI ASCII Name 3'''-O-acetyldigitoxin
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C43H66O14
Net Charge 0
Average Mass 806.97570
Monoisotopic Mass 806.445
InChI InChI=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
InChIKey HPMZBILYSWLILX-UMDUKNJSSA-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](OC(C)=O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1
Roles Classification
Biological Role(s): 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.
Application(s): 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.
(via cardiac glycoside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
acetildigitoxina ChemIDplus
acetyldigitoxin KEGG DRUG
acetyldigitoxinum ChemIDplus
Synonyms Sources
Acetyl-digitoxin-alpha ChemIDplus
Acetyldiginatin KEGG GLYCAN
Acetylgitaloxin KEGG GLYCAN
Acetylgitoxin KEGG GLYCAN
alpha-Acetyldigitoxin ChemIDplus
alpha-Acetylgitaloxin KEGG COMPOUND
alpha-Monoacetyldigitoxin ChemIDplus
Desglucolanatoside A ChemIDplus
Digitoxin 3'''-acetate ChemIDplus
Manual Xrefs Databases
67 DrugCentral
C16749 KEGG COMPOUND
D06881 KEGG DRUG
DB00511 DrugBank
G02557 KEGG GLYCAN
US2776963 Patent
View more database links
Registry Numbers Types Sources
1111-39-3 CAS Registry Number ChemIDplus
1111-39-3 CAS Registry Number KEGG DRUG
7263-26-5 CAS Registry Number KEGG COMPOUND
77291 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
10202961 PubMed citation Europe PMC
13443540 PubMed citation Europe PMC
13533294 PubMed citation Europe PMC
13948234 PubMed citation Europe PMC
Last Modified
22 February 2017