EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:31468 - deslanoside

ChEBI IDCHEBI:31468
ChEBI Namedeslanoside
Stars
DefinitionA cardenolide glycoside that is lanatoside C with the acetoxy group replaced by a hydroxy group.
Secondary ChEBI IDCHEBI:565356
Last Modified22 February 2017
DownloadsMolfile
FormulaC47H74O19
Net Charge0
Average Mass943.090
Monoisotopic Mass942.48243
SMILES[H][C@]1(O[C@H]2CC[C@@]3(C)[C@]([H])(CC[C@]4([H])[C@]3([H])C[C@@H](O)[C@]3(C)[C@@H](C5=CC(=O)OC5)CC[C@@]34O)C2)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
InChIInChI=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
InChIKeyOBATZBGFDSVCJD-LALPQLPRSA-N
Wikipedia
Roles Classification
Biological Roles:
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).
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)
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  Source
deslanosidumChemIDplus
deslanosidoChemIDplus
deslanosideChemIDplus
Synonyms  Source
(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)-enolideChEBI
deacetyllanatoside CChemIDplus
desacetyllanatoside CChemIDplus
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)-enolideChEBI
glucodigoxinChEBI
Manual XrefsDatabases
D01240KEGG DRUG
DB01078DrugBank
DeslanosideWikipedia
813DrugCentral
Registry NumbersSources
Beilstein:78187Beilstein
CAS:17598-65-1KEGG DRUG
CAS:17598-65-1ChemIDplus
Citations