deslanoside

Also known as Cedilanide®, desacetyl-lanatoside C, Cedilanid-d (TN), glucodigoxin, 3-[(O-beta-D-glucopyranosyl-(1->4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-3beta,5beta,12beta-card-20(22)-enolide, desacetyllanatoside C, deacetyllanatoside C, (3beta,5beta,12beta)-3-{[beta-D-glucopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide

Deslanoside (trade name Cedilanide in Brazil) is a cardiac glycoside, a type of drug that can be used in the treatment of congestive heart failure and cardiac arrhythmia (irregular heartbeat). It is found in the leaves of Digitalis lanata, the Woolly Foxglove.

Chemical data

Formula: C47H74O19
Molecular weight: 943.1 g/mol
IUPAC name: 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES: C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O
InChIKey: OBATZBGFDSVCJD-LALPQLPRSA-N
XLogP: -0.3
Polar surface area: 282 Å²
H-bond donors: 9
H-bond acceptors: 19
Formal charge: 0

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Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1982
Admin. routes: parenteral
Indications: cardiovascular disease

via ChEMBL · EBI

Research

152 papers

[Deslanoside].Annales pharmaceutiques francaises · 1969
The Cardiac Glycoside Deslanoside Exerts Anticancer Activity in Prostate Cancer Cells by Modulating Multiple Signaling Pathways.Cancers · 2021
Characteristics of deslanoside-induced modulation on jejunal contractility.World journal of gastroenterology · 2012
[Pharmacokinetics of deslanoside in man].Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan · 1982
Therapeutic efficacy of deslanoside in oleic acid-induced acute lung injury in rabbits: Implications for clinical drug use and pharmacological strategies.Frontiers in pharmacology · 2025

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Wikidata facts

Mass: 942.482
Has use: medication

Show 8 more facts

chemical formula: C₄₇H₇₄O₁₉
canonical SMILES: CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)O)O
isomeric SMILES: C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O
World Health Organisation international non-proprietary name: deslanoside
defined daily dose: 1
subject has role: cardiotonic
found in taxon: Digitalis viridiflora
Commons category: Deslanoside

Sources (5)

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Encyclopedic overview

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Contents

References

== References ==

Excerpted from Wikipedia’s “deslanoside” article, available under the CC BY-SA 4.0 licence.

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