Compound: strophanthidin
SMILES: O=C1OCC(=C1)[C@@H]2[C@@]3([C@@](O)([C@H]4[C@@H]([C@]5(C=O)[C@@](O)(C[C@@H](O)CC5)CC4)CC3)CC2)C
InChIKey: ODJLBQGVINUMMR-HZXDTFASSA-N
Synonyms: strophanthidin, Convallatoxigenin, 66-28-4, Strophanthidine, Corchsularin, Corchorgenin, Erysimupicrone, Corchoside A aglycon, k-Strophanthidin, Corchorin, Strophanthidin K, Erysimupikron, Cymarigenin, Apocymarin, 5beta-Hydroxy-19-oxodigitoxigenin, NSC-86078, 3beta,5,14-Trihydroxy-19-oxo-5beta-card-20(22)-enolide, CHEBI:38178, DTXSID00903966, W5O632DN33, (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, (3beta,5beta)-3,5,14-Trihydroxy-19-oxocard-20(22)-enolide, Card-20(22)-enolide, 3,5,14-trihydroxy-19-oxo-, (3beta,5beta)-, 5beta-Card-20(22)-enolide, 3beta,5,14-trihydroxy-19-oxo-, KStrophanthidin, K Strophanthidin, (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, RefChem:389291, DTXCID001331905, 200-626-6, Apocynamarin, k-Strophanthidine, Cynotoxin, Antibiotic XS-89, NSC86078, MLS002153969, XS-89, Strophantidine, 3,5,14-Trihydroxy-19-oxocard-20(22)-enolide, (3.beta.,5.beta.)-3,5,14-Trihydroxy-19-oxocard-20(22)-enolide, (1S,2S,5S,7S,11S,10R,14R,15R)-5,7,11-trihydroxy-15-methyl-14-(5-oxo(3-2-hydrof uryl))tetracyclo[8.7.0.0<2,7>.0<11,15>]heptadecane-2-carbaldehyde, 5-beta-Hydroxy-19-oxodigitoxigenin, EINECS 200-626-6, NSC 86078, BRN 0097859, UNII-W5O632DN33, 5.beta.-Hydroxy-19-oxodigitoxigenin, ODJLBQGVINUMMR-HZXDTFASSA-N, Prestwick_117, kappa-Strophanthidine, STROPHANTHIN-K, Corchoside A, aglycon, 3-beta,5,14-Trioxy-19-oxo-carden-(20:22)-olid [German], 3-beta,5,14-Trioxy-19-oxo-digen-(20:22)-olid [German], 19-Oxo-cardogenen-(20:22)-triol-(3-beta,5,14) [German], 3-beta,5,14-Trihydroxy-19-oxo-5-beta-card-20(22)-enolide, Prestwick0_000710, Prestwick1_000710, Prestwick2_000710, Prestwick3_000710, Strophanthidin (Standard), STROPHANTHIDIN [MI], BSPBio_000899, 5-18-05-00126 (Beilstein Handbook Reference), SCHEMBL240582, 3-beta,5,14-Trioxy-19-oxo-carden-(20:22)-olid, 3-beta,5,14-Trioxy-19-oxo-digen-(20:22)-olid, SPBio_002820, 5.beta.-Card-20(22)-enolide, 3.beta.,5,14-trihydroxy-19-oxo-, BPBio1_000989, CHEMBL111743, STROPHANTHIN-K [WHO-DD], 19-OXO-CARDOGENEN-(20:22)-TRIOL-(3-beta,5,14), HMS1570M21, HMS2097M21, HMS2233O14, 5-beta-CARD-20(22)-ENOLIDE, 3-beta,5,14-TRIHYDROXY-19-OXO-, BDBM50255120, LMST01120005, AKOS024280415, Card-20(22)-enolide, 3,5,14-trihydroxy-19-oxo-, (3-beta,5-beta)-, EBC-618359, HY-114252R, NCGC00142399-02, (1R,3aS,3bR,5aS,7S,9aS,9bS,11aR)-3a,5a,7-trihydroxy-11a-methyl-1-(5-oxo-2,5-dihydrofuran-3-yl)-hexadecahydro-1H-cyclopenta[a]phenanthrene-9a-carbaldehyde, NCI60_041903, SMR001233308, ST032738, HY-114252, CS-0080731, NS00010436, C19988, F82324, SR-01000838893, Q1718068, SR-01000838893-2, BRD-K84595254-001-03-0, BRD-K84595254-001-10-5, 5.beta.-Card-20(22)-enolide,5,14-trihydroxy-19-oxo-, WLN: L E5 B666TJ AVH E1 IQ MQ OQ F- DT5OV EHJ, 3.beta.,14-Trihydroxy-19-oxo-5.beta.-card-20(22)-enolide, CARD-20(22)-ENOLIDE, 3,5,14-TRIHYDROXY-19-OXO-, Card-20(22)-enolide,5,14-trihydroxy-19-oxo-, (3.beta.,5.beta.)-, (3S,5S,8R,9S,10S,13R,14S,17R)-3,5,14-trihydroxy-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Theoretical properties:
molecular_formula: C23H32O6
molecular_weight: 404.5 g/mol
exact_mass: 404.21988874 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 29
topological_polar_surface_area: 104 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Strophanthidin is a steroid aldehyde, a 3beta-hydroxy steroid, a 14beta-hydroxy steroid, a 19-oxo steroid, a 5beta-hydroxy steroid and a member of cardenolides. It is functionally related to a 5beta-cardanolide.
chembl: STROPHANTHIDIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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)
Strophantidin is a cardiac glycoside which mechanism of action is similar to Digitalis, Ouabain and digitoxin. It specifically inhibits the membrane protein Na+/ K+ ATPase in muscle tissue (heart) which can lead to Ca2+ overload, diastolic dysfunction, arrhythmias and ultimately to heart failure and death.
Native African tribes used Strophantidin among other toxins as arrow poison.