Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Strophanthidin
RN: 66-28-4
UNII: W5O632DN33
InChIKey: ODJLBQGVINUMMR-HZXDTFASSA-N

Note

  • 3 beta,5,14-Trihydroxy-19-oxo-5 beta-card-20(22)-enolide. The aglycone cardioactive agent isolated from Strophanthus Kombe, S. gratus and other species; it is a very toxic material formerly used as digitalis. Synonyms: Apocymarin; Corchorin; Cynotoxin; Corchorgenin.

Molecular Formula

  • C23-H32-O6

Molecular Weight

  • 404.4998
 

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Strophanthidin

MeSH Heading

  • Strophanthidin

Synonyms

  • 19-Oxo-cardogenen-(20:22)-triol-(3-beta,5,14)
  • 19-Oxo-cardogenen-(20:22)-triol-(3-beta,5,14) [German]
  • 3,5,14-Trihydroxy-19-oxocard-20(22)-enolide
  • 3-beta,5,14-Trihydroxy-19-oxo-5-beta-card-20(22)-enolide
  • 3-beta,5,14-Trioxy-19-oxo-carden-(20:22)-olid
  • 3-beta,5,14-Trioxy-19-oxo-carden-(20:22)-olid [German]
  • 3-beta,5,14-Trioxy-19-oxo-digen-(20:22)-olid
  • 3-beta,5,14-Trioxy-19-oxo-digen-(20:22)-olid [German]
  • 3beta,5,14-Trihydroxy-19-oxo-5beta-card-20(22)-enolide
  • 5-18-05-00126 (Beilstein Handbook Reference)
  • 5-beta-Hydroxy-19-oxodigitoxigenin
  • 5beta-Hydroxy-19-oxodigitoxigenin
  • Antibiotic XS-89
  • Apocymarin
  • BRN 0097859
  • Convallatoxigenin
  • Corchorgenin
  • Corchorin
  • Corchoside A aglycon
  • Corchsularin
  • EINECS 200-626-6
  • Erysimupicrone
  • Erysimupikron
  • k-Strophanthidin
  • k-Strophanthidine
  • NSC 86078
  • NSC-86078
  • Strophanthidin K
  • Strophanthidine
  • UNII-W5O632DN33
  • XS-89

Systematic Names

  • (3beta,5beta)-3,5,14-Trihydroxy-19-oxocard-20(22)-enolide
  • 5-beta-Card-20(22)-enolide, 3-beta,5,14-trihydroxy-19-oxo-
  • 5beta-Card-20(22)-enolide, 3beta,5,14-trihydroxy-19-oxo- (8CI)
  • Card-20(22)-enolide, 3,5,14-trihydroxy-19-oxo-, (3-beta,5-beta)- (9CI)

Registry Numbers

CAS Registry Number

  • 66-28-4

FDA UNII

  • W5O632DN33

Other Registry Numbers

  • 11023-66-8
  • 1398-86-3

System Generated Number

  • 0000066284

Structure Descriptors

InChI

1S/C23H32O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,13,15-18,25,27-28H,2-9,11-12H2,1H3/t15-,16+,17-,18+,20+,21-,22-,23-/m0/s1

InChIKey

ODJLBQGVINUMMR-HZXDTFASSA-N

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 224ug/kg (0.224mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 103, Pg. 420, 1951.
cat LDLo unreported 260ug/kg (0.26mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 471, 1964.
guinea pig LDLo intravenous 240ug/kg (0.24mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 251, 1965.
mammal (species unspecified) LDLo intravenous 526ug/kg (0.526mg/kg)   Acta Pharmaceutica Jugoslavica. Vol. 24, Pg. 179, 1974.
mouse LD50 intracrebral 63ug/kg (0.063mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 908, 1961.
mouse LD50 intravenous 330ug/kg (0.33mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 8(2), Pg. 224, 1982.
rabbit LDLo intravenous 110ug/kg (0.11mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 185, Pg. 329, 1937.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 173 dec deg C   EXP
log P (octanol-water) 0.64 (none)   EXP
Water Solubility 816 mg/L 25 EST
Vapor Pressure 9.87E-16 mm Hg 25 EST
Henry's Law Constant 1.59E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.10E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.