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Substance Name: Gitoxin
RN: 4562-36-1
UNII: VOR2TD6SO4
InChIKey: LKRDZKPBAOKJBT-CNPIRKNPSA-N

Note

  • An isomer of digoxin; the OH group which is in the C16 position while it is in the C12 position for Digoxin.

Molecular Formula

  • C41-H64-O14

Molecular Weight

  • 780.943
 

Classification Code

  • Natural Product
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Names and Synonyms

Name of Substance

  • Gitoxin

Synonyms

  • 5-18-04-00388 (Beilstein Handbook Reference)
  • Anhydrogitalin
  • Bigitalin
  • BRN 0077015
  • EINECS 224-934-5
  • Gitoksin
  • Gitoxigenin-tridigitoxosid
  • Gitoxigenin-tridigitoxosid [German]
  • Gitoxim
  • Gitoxoside
  • NSC 95099
  • Pseudodigitoxin
  • UNII-VOR2TD6SO4

Systematic Names

  • Card-20(22)-enolide, 3-((O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-14,16-dihydroxy-, (3beta,5beta,16beta)- (9CI)
  • Gitoxin

Registry Numbers

CAS Registry Number

  • 4562-36-1

FDA UNII

  • VOR2TD6SO4

System Generated Number

  • 0004562361

Structure Descriptors

InChI

1S/C41H64O14/c1-19-36(47)27(42)14-33(50-19)54-38-21(3)52-34(16-29(38)44)55-37-20(2)51-32(15-28(37)43)53-24-8-10-39(4)23(13-24)6-7-26-25(39)9-11-40(5)35(22-12-31(46)49-18-22)30(45)17-41(26,40)48/h12,19-21,23-30,32-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25+,26-,27+,28+,29+,30+,32+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1

InChIKey

LKRDZKPBAOKJBT-CNPIRKNPSA-N

Smiles

C1[C@@H](O[C@H]2C[C@@H]([C@H](O[C@@H]3O[C@@H]([C@@H](O[C@H]4C[C@@H]([C@@H]([C@H](O4)C)O)O)[C@H](C3)O)C)[C@H](O2)C)O)CC[C@@]2([C@H]3CC[C@@]4([C@H]([C@H](C[C@@]4([C@@H]3CC[C@H]12)O)O)C1=CC(=O)OC1)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral > 25mg/kg (25mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 159, Pg. 1, 1966.
cat LDLo intravenous 590ug/kg (0.59mg/kg)   Toxicon. Vol. 8, Pg. 85, 1970.
cat LDLo unreported 222ug/kg (0.222mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 37, Pg. 364, 1948.
guinea pig LD50 oral > 130mg/kg (130mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 159, Pg. 1, 1966.
guinea pig LDLo intravenous 4400ug/kg (4.4mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 251, 1965.
pigeon LDLo parenteral 1210ug/kg (1.21mg/kg)   Chemical and Pharmaceutical Bulletin. Vol. 11, Pg. 613, 1963.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 285 dec deg C   EXP
log P (octanol-water) 1.67 (none)   EXP
Water Solubility 2.34 mg/L   EXP
Vapor Pressure 3.30E-30 mm Hg 25 EST
Henry's Law Constant 4.66E-27 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.41E-10 cm3/molecule-sec 25 EST

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