CHEBI:31468 - deslanoside

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ChEBI Name deslanoside
ChEBI ID CHEBI:31468
Definition A cardenolide glycoside that is lanatoside C with the acetoxy group replaced by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:565356
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Formula C47H74O19
Net Charge 0
Average Mass 943.07910
Monoisotopic Mass 942.482
InChI InChI=1S/C47H74O19/c1-20-41(64-36-16-30(50)42(21(2)60-36)65-37-17-31(51)43(22(3)61-37)66-44-40(56)39(55)38(54)32(18-48)63-44)29(49)15-35(59-20)62-25-8-10-45(4)24(13-25)6-7-27-28(45)14-33(52)46(5)26(9-11-47(27,46)57)23-12-34(53)58-19-23/h12,20-22,24-33,35-44,48-52,54-57H,6-11,13-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27-,28+,29+,30+,31+,32-,33-,35+,36+,37+,38-,39+,40-,41-,42-,43-,44+,45+,46+,47+/m1/s1
InChIKey OBATZBGFDSVCJD-LALPQLPRSA-N
SMILES [H][C@@]1(C[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]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1)O[C@H]1CC[C@@]2(C)[C@]([H])(CC[C@]3([H])[C@]2([H])C[C@@H](O)[C@]2(C)[C@H](CC[C@]32O)C2=CC(=O)OC2)C1
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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): 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 deslanoside (CHEBI:31468) has role anti-arrhythmia drug (CHEBI:38070)
deslanoside (CHEBI:31468) has role cardiotonic drug (CHEBI:38147)
deslanoside (CHEBI:31468) has role EC 3.6.3.9 (Na+/K+-transporting ATPase) inhibitor (CHEBI:63510)
deslanoside (CHEBI:31468) has role metabolite (CHEBI:25212)
deslanoside (CHEBI:31468) is a 12β-hydroxy steroid (CHEBI:36847)
deslanoside (CHEBI:31468) is a 14β-hydroxy steroid (CHEBI:36862)
deslanoside (CHEBI:31468) is a cardenolide glycoside (CHEBI:38092)
deslanoside (CHEBI:31468) is a tetrasaccharide derivative (CHEBI:63567)
IUPAC Name
3β-{[β-D-glucopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-12β,14-dihydroxy-5β-card-20(22)-enolide
INNs Sources
deslanoside ChemIDplus
deslanosido ChemIDplus
deslanosidum ChemIDplus
Synonyms Sources
(3β,5β,12β)-3-{[β-D-glucopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide ChEBI
3-[(O-β-D-glucopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-3β,5β,12β-card-20(22)-enolide ChEBI
deacetyllanatoside C ChemIDplus
desacetyllanatoside C ChemIDplus
glucodigoxin ChEBI
Database Links Databases
813 DrugCentral
D01240 KEGG DRUG
DB01078 DrugBank
Deslanoside Wikipedia
View more database links
Registry Numbers Types Sources
17598-65-1 CAS Registry Number KEGG DRUG
17598-65-1 CAS Registry Number ChemIDplus
78187 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
13594846 PubMed citation Europe PMC
241837 PubMed citation Europe PMC
7182446 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2011-04-13 A cardiac glycoside found in the leaves of the foxglove, Digitalis lanata, deslanoside is used in the management of some cardiac arrhythmias and heart failure, although use of digoxin is usually preferred.