Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Digitoxigenin
RN: 143-62-4
UNII: S63WOD4VOL
InChIKey: XZTUSOXSLKTKJQ-CESUGQOBSA-N

Note

  • 3 beta,14-Dihydroxy-5 beta-card-20(22)enolide. A cardenolide which is the aglycon of digitoxin. Synonyms: Cerberigenin; Echujetin; Evonogenin; Thevetigenin.

Molecular Formula

  • C23-H34-O4

Molecular Weight

  • 374.5176
 

Classification Code

  • Drug / Therapeutic Agent
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Digitoxigenin

MeSH Heading

  • Digitoxigenin

Synonyms

  • 3-beta,14-Dihydroxy-5-beta-card-20(22)-enolide
  • 3-beta,14-Dioxy-carden-(20:22)-olid
  • 3-beta,14-Dioxy-carden-(20:22)-olid [German]
  • 3-beta,14-Dioxy-digen-(20:22)-olid
  • 3-beta,14-Dioxy-digen-(20:22)-olid [German]
  • 3beta,14-Dihydroxy-5beta-card-20(22)-enolide
  • 5-18-03-00348 (Beilstein Handbook Reference)
  • BRN 0095448
  • Card-20(22)-enolide, 3,14-dihydroxy-, (3-beta,5-beta)-
  • Cardogenen-(20:22)-diol-(3-beta,14)
  • Cardogenen-(20:22)-diol-(3-beta,14) [German]
  • Cerberigenin
  • delta-sup(20:22)-3,14,21-Trihydroxynorcholenic acid lactone
  • delta-sup(20:22)-3,14,21-Trihydroxynorcholenicacid lactone
  • delta20:22-3,14,21-Trihydroxynorcholenic acid lactone
  • Digitoxigenin
  • Digitoxigenine
  • Echujetin
  • EINECS 205-603-4
  • Evonogenin
  • NSC 407806
  • Thevetigenin
  • UNII-S63WOD4VOL

Systematic Names

  • 3-beta,14-Dihydroxy-5-beta,14-beta-card-20(22)-enolide
  • 5-beta-Card-20(22)-enolide, 3-beta,14-dihydroxy-
  • 5beta-Card-20(22)-enolide, 3beta,14-dihydroxy- (8CI)
  • Card-20(22)-enolide, 3,14-dihydroxy-, (3beta,5beta)- (9CI)

Registry Numbers

CAS Registry Number

  • 143-62-4

FDA UNII

  • S63WOD4VOL

System Generated Number

  • 0000143624

Structure Descriptors

InChI

1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1

InChIKey

XZTUSOXSLKTKJQ-CESUGQOBSA-N

Smiles

C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 254ug/kg (0.254mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Journal of the American Pharmaceutical Association. Vol. 27, Pg. 189, 1938.
guinea pig LDLo intravenous 1419ug/kg (1.419mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 153, Pg. 436, 1965.
mouse LD50 intracrebral 187ug/kg (0.187mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 908, 1961.
mouse LD50 intravenous 1131ug/kg (1.131mg/kg)   Life Sciences. Vol. 37, Pg. 775, 1985.
mouse LD50 oral 26170ug/kg (26.17mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 153, Pg. 436, 1965.
mouse LD50 subcutaneous 11820ug/kg (11.82mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

CARDIAC: OTHER CHANGES
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 153, Pg. 436, 1965.
pigeon LDLo parenteral 600ug/kg (0.6mg/kg)   Chemical and Pharmaceutical Bulletin. Vol. 8, Pg. 18, 1960.
rat LD50 intravenous 1600ug/kg (1.6mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 848, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 253 deg C   EXP
log P (octanol-water) 2.64 (none)   EXP
Water Solubility 24.5 mg/L 25 EST
Vapor Pressure 5.34E-13 mm Hg 25 EST
Henry's Law Constant 6.25E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.61E-11 cm3/molecule-sec 25 EST

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