convallatoxin

Also known as Convallotoxin, Corglycone, Strophanthidin, 3-(6-deoxy-alpha-L-mannopyranoside), korglykon, (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)hexadecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde, (3beta,5beta)-3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-card-20(22)-enolide, convallaton, 3beta-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-5beta-card-20(22)-enolide

Convallatoxin is a glycoside extracted from Convallaria majalis.

Research

128 papers

Convallatoxin induces HaCaT cell necroptosis and ameliorates skin lesions in psoriasis-like mouse models.Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie · 2020
Convallatoxin inhibits IL-1β production by suppressing zinc finger protein 91 (ZFP91)-mediated pro-IL-1β ubiquitination and caspase-8 inflammasome activity.British journal of pharmacology · 2022
Convallatoxin: a new P-glycoprotein substrate.European journal of pharmacology · 2014
Convallatoxin enhance the ligand-induced mu-opioid receptor endocytosis and attenuate morphine antinociceptive tolerance in mice.Scientific reports · 2019
Convallatoxin promotes apoptosis and inhibits proliferation and angiogenesis through crosstalk between JAK2/STAT3 (T705) and mTOR/STAT3 (S727) signaling pathways in colorectal cancer.Phytomedicine : international journal of phytotherapy and phytopharmacology · 2020

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Wikidata facts

Mass: 550.277798

Show 4 more facts

Commons category: Convallatoxin
chemical formula: C₂₉H₄₂O₁₀
isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)O)O
canonical SMILES: CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)O)O

Sources (2)

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~9 min read

Article

7 sections

Contents

History
Structure and reactivity
Synthesis
Mechanism of action and efficacy
Metabolism
Effects on animals
References

{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 401625276 | Name = Convallatoxin | ImageFile = Convallatoxin.svg | ImageFile2 = Convallatoxin 3D BS.png | IUPACName = 5,14-Dihydroxy-19-oxo-3β-(α-L-rhamnopyranosyloxy)-5β-card-20(22)-enolide | SystematicName = (1R,3aS,3bR,5aS,7S,9aS,9bS,11aR)-3a,5a-Dihydroxy-11a-methyl-1-(5-oxo-2,5-dihydrofuran-3-yl)-7-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexadecahydro-9aH-cyclopenta[a]phenanthrene-9a-carbaldehyde | OtherNames = Strophanthin 3alpha-1-rhamnoside; Strophanthidin alpha-l-rhamnopyranoside; Strophanthidin a-l-rhamnopyranoside; Corglycon (Russian: Коргликон); 20(22),5beta-cardenolid-19-al-3beta,5beta,14beta-triol-3beta-d-[a-1-rhamnopyranoside]; 5Beta,20[22]-cardenolide-19-one-3beta,5alpha,14-triol-3-[6-deoxy-alpha-l-mannopyranosyl]; 3Beta,5alpha,14-trihydroxy-19-oxo-5beta,20[22]-cardenolide-3-[6-deoxy-alpha-l-mannopyranosyl] | Reference = |Section1= |Section2= |Section3= |Section7= }}

Convallatoxin is a glycoside extracted from Convallaria majalis.