Structure via PubChem · Public domain (PubChem)
strophanthidin
Sign in to saveAlso known as 5beta-Hydroxy-19-oxodigitoxigenin, Convallatoxigenin, Corchorgenin, Corchorin, Corchoside A aglycon, Corchsularin, Erysimupicrone, Strophanthidin K
k-Strophanthidin is a cardenolide found in species of the genus Strophanthus. It is the aglycone of k-strophanthin, an analogue of ouabain. k-strophanthin is found in the ripe seeds of Strophanthus kombé and in the lily Convallaria.
In the Vinony graph
Within Vinony's link graph, strophanthidin is referenced by 33 other articles, and connects out to cardiac glycoside, Heidelberg and myocardial infarction.
It is catalogued under topics including Aldehydes, Cardenolides and Diols.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C23H32O6
- Molecular weight
- 404.5 g/mol
- IUPAC name
- (3S,5S,8R,9S,10S,13R,14S,17R)-3,5,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=CC(=O)OC4)O)CC[C@]5([C@@]3(CC[C@@H](C5)O)C=O)O
- InChIKey
- ODJLBQGVINUMMR-HZXDTFASSA-N
- XLogP
- 0.6
- Polar surface area
- 104 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
817 papers- Strophanthidin Induces Apoptosis of Human Lung Adenocarcinoma Cells by Promoting TRAIL-DR5 Signaling.Molecules (Basel, Switzerland) · 2024
- Strophanthidin-induced sodium efflux.Proceedings of the Royal Society of London. Series B, Biological sciences · 1976
- Acaricidal activity of strophanthidin derivatives against Psoroptes cuniculi and their inhibitory effect on Na(+)-K(+)-ATPase.Veterinary parasitology · 2021
- Strophanthidin-induced gain of Ca2+ occurs during diastole and not systole in guinea-pig ventricular myocytes.Pflugers Archiv : European journal of physiology · 1999
- The cardenolides strophanthidin, digoxigenin and dihydroouabain act as activators of the human RORγ/RORγT receptors.Toxicology letters · 2018
via PubMed
Wikidata facts
- Subclass of
- aldehydes
- Mass
- 404.22
Show 4 more facts
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=CC(=O)OC4)O)CC[C@]5([C@@]3(CC[C@@H](C5)O)C=O)O
- chemical formula
- C₂₃H₃₂O₆
- canonical SMILES
- CC12CCC3C(C1(CCC2C4=CC(=O)OC4)O)CCC5(C3(CCC(C5)O)C=O)O
- found in taxon
- Crossosoma bigelovii
via Wikidata · CC0
~8 min read
Encyclopedic overview
11 sectionsContents
- History
- 1505
- 1858 – 1863
- 1865 – 1885
- 1900 - 1960
- Production K-Strophanthidin
- Metabolism in the human body
- Medical use and effects
- See also
- References
- Further reading
k-Strophanthidin is a cardenolide found in species of the genus Strophanthus. It is the aglycone of k-strophanthin, an analogue of ouabain. k-strophanthin is found in the ripe seeds of Strophanthus kombé and in the lily Convallaria.
K-Strophantidin can be differentiated into: k-Strophanthin-α, h-Strophanthin, Cymarin, Strophanthidin-D-cymarosid (CAS: 508-77-0) k-Strophanthin-β, k-Strophanthin, Strophosid, Strophanthidin-glucocymarosid (CAS: 560-53-2) k-Strophanthin-γ,k-Strophanthosid, Strophanthidin-diglucocymarosid (CAS: 33279-57-1) Convallatoxin or Strophanthidin-L-rhamnosid (CAS: 508-75-8) Convallosid or Strophanthidin-glucorhamnosid (CAS: 13473-51-3)
Excerpted from Wikipedia’s “strophanthidin” article, available under the CC BY-SA 4.0 licence.