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Substance Name: Lanatoside C [INN:BAN:DCF:JAN:NF]
RN: 17575-22-3
UNII: 5RR3JFZ771
InChIKey: JAYAGJDXJIDEKI-PTGWOZRBSA-N

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C49-H76-O20

Molecular Weight

  • 985.1194
 
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Names and Synonyms

Name of Substance

  • Lanatoside C
  • Lanatoside C [INN:BAN:DCF:JAN:NF]

Synonyms

  • Cedilanid
  • Ceglunate
  • Celadigal
  • Celanid
  • Celanidum
  • Cetosanol
  • Desacetyllanatoside
  • Digilanid C
  • Digilanide C
  • EINECS 241-546-1
  • Isolanid
  • Isolanide
  • Lanatosid C
  • Lanatosid C [German]
  • Lanatoside C
  • Lanatosido C
  • Lanatosido C [INN-Spanish]
  • Lanatosidum C
  • Lanatosidum C [INN-Latin]
  • Lanimerck
  • Lanocide-C
  • NSC 119991
  • UNII-5RR3JFZ771

Systematic Names

  • 3-((O beta-D-Glucopyranosyl-(1-4)-O-3beta-O-acetyl-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-12beta,14-dihydroxy-5beta-card-20(22)-enolide
  • Card-20(22)-enolide, 3-((O-beta-D-glucopyranosyl-(1-4)-O-3-O-acetyl-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)-12,14-dihydroxy-, (3beta,5beta,12beta)- (9CI)
  • Glycoside obtained from the leaves of Digitalis lanata Ehrh
  • Lanatoside C

Registry Numbers

CAS Registry Number

  • 17575-22-3

FDA UNII

  • 5RR3JFZ771

Other Registry Numbers

  • 11019-78-6
  • 35-86-9
  • 37267-71-3

System Generated Number

  • 0017575223

Structure Descriptors

InChI

1S/C49H76O20/c1-21-43(67-38-17-32(53)44(22(2)62-38)68-39-18-33(64-24(4)51)45(23(3)63-39)69-46-42(58)41(57)40(56)34(19-50)66-46)31(52)16-37(61-21)65-27-9-11-47(5)26(14-27)7-8-29-30(47)15-35(54)48(6)28(10-12-49(29,48)59)25-13-36(55)60-20-25/h13,21-23,26-35,37-46,50,52-54,56-59H,7-12,14-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29-,30+,31+,32+,33+,34-,35-,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,48+,49+/m1/s1

InChIKey

JAYAGJDXJIDEKI-PTGWOZRBSA-N

Smiles

C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC(=O)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 230ug/kg (0.23mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 657, 1969.
dog LD50 intravenous 340ug/kg (0.34mg/kg) CARDIAC: OTHER CHANGES Indian Veterinary Journal. Vol. 57, Pg. 31, 1980.
frog LD50 intravenous 790ug/kg (0.79mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 231, 1965.
guinea pig LD50 intraduodenal > 10mg/kg (10mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 225, 1971.
guinea pig LD50 oral 100mg/kg (100mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 481, 1965.
guinea pig LDLo intravenous 502ug/kg (0.502mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 1237, 1967.
mouse LD50 intraperitoneal 7mg/kg (7mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 165, 1965.
mouse LD50 intravenous 8100ug/kg (8.1mg/kg)   Drugs in Japan Vol. 6, Pg. 877, 1982.
pigeon LD50 intraperitoneal 220ug/kg (0.22mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 14, Pg. 96, 1962.
pigeon LDLo intravenous 300ug/kg (0.3mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 14, Pg. 96, 1962.
rat LD50 intravenous 16500ug/kg (16.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 848, 1961.
rat LDLo intraperitoneal 10mg/kg (10mg/kg)   Toxicology and Applied Pharmacology. Vol. 1, Pg. 156, 1959.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.07 (none)   EXP
Atmospheric OH Rate Constant 3.09E-10 cm3/molecule-sec 25 EST

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