Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Metildigoxin [INN:BAN:JAN]
RN: 30685-43-9
UNII: I7GG1YUC5V
InChIKey: IYJMSDVSVHDVGT-PEQKVOOWSA-N

Note

  • A semisynthetic digitalis glycoside with the general properties of DIGOXIN but more rapid onset of action. Its cardiotonic action is prolonged by its demethylation to DIGOXIN in the liver. It has been used in the treatment of congestive heart failure (HEART FAILURE).

Molecular Formula

  • C42-H66-O14

Molecular Weight

  • 794.9694
 

Classification Codes

  • Anti-Arrhythmia Agents
  • Cardiotonic Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Protective Agents
  • Reproductive Effect
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • beta-Methyldigoxin
  • Medigoxin
  • Metildigoxin [INN:BAN:JAN]

MeSH Heading

  • Medigoxin

Synonyms

  • 4'''-Methyldigoxin
  • 4'''-O-Methyldigoxin
  • beta-Metildigoxina
  • beta-Metildigoxina [Spanish]
  • Betamethyl digoxin
  • BRN 1339127
  • Digoxin, 4'''-O-methyl-
  • EINECS 250-292-0
  • Lanitop
  • Medigossina
  • Medigossina [DCIT]
  • Medigoxin
  • Medigoxina
  • Medigoxina [Spanish]
  • Methyldigoxin
  • Metildigoxin
  • Metildigoxina
  • Metildigoxina [INN-Spanish]
  • Metildigoxine
  • Metildigoxine [INN-French]
  • Metildigoxinum
  • Metildigoxinum [INN-Latin]
  • UNII-I7GG1YUC5V

Systematic Names

  • 4'''-O-Methyldigoxin
  • Card-20(22)-enolide, 3-((O-2,6-dideoxy-4-O-methyl-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-, (3-beta,5-beta,12-beta)-
  • Metildigoxin

Registry Numbers

CAS Registry Number

  • 30685-43-9

FDA UNII

  • I7GG1YUC5V

Other Registry Number

  • 25896-11-1

System Generated Number

  • 0030685439

Structure Descriptors

InChI

1S/C42H66O14/c1-20-37(49-6)29(43)16-35(51-20)55-39-22(3)53-36(18-31(39)45)56-38-21(2)52-34(17-30(38)44)54-25-9-11-40(4)24(14-25)7-8-27-28(40)15-32(46)41(5)26(10-12-42(27,41)48)23-13-33(47)50-19-23/h13,20-22,24-32,34-39,43-46,48H,7-12,14-19H2,1-6H3/t20-,21-,22-,24-,25+,26-,27-,28+,29+,30+,31+,32-,34+,35+,36+,37-,38-,39-,40+,41+,42+/m1/s1

InChIKey

IYJMSDVSVHDVGT-PEQKVOOWSA-N

Smiles

C1[C@@]2([C@@]([C@@H](C3=CC(=O)OC3)C1)([C@@H](C[C@H]1[C@H]2CC[C@H]2[C@@]1(CC[C@@H](C2)O[C@H]1C[C@@H]([C@H](O[C@H]2C[C@@H]([C@H](O[C@H]3C[C@@H]([C@H](OC)[C@H](O3)C)O)[C@H](O2)C)O)[C@H](O1)C)O)C)O)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intraduodenal 455ug/kg (0.455mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 225, 1971.
cat LDLo intravenous 190ug/kg (0.19mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 495, 1978.
guinea pig LD50 intraduodenal 1550ug/kg (1.55mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION
Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 225, 1971.
guinea pig LD50 intraperitoneal 800ug/kg (0.8mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 373, 1973.
guinea pig LD50 oral 2100ug/kg (2.1mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 373, 1973.
guinea pig LDLo intravenous 653ug/kg (0.653mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 495, 1978.
man LDLo intravenous 160ug/kg (0.16mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 34, Pg. 769, 1984.
mouse LD50 intraperitoneal 4800ug/kg (4.8mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 231, 1971.
mouse LD50 intravenous 4900ug/kg (4.9mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 231, 1971.
mouse LD50 oral 7350mg/kg (7350mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 404, 1983.
mouse LD50 subcutaneous 9390ug/kg (9.39mg/kg)   Drugs in Japan Vol. 6, Pg. 828, 1982.
pigeon LDLo intravenous 453ug/kg (0.453mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 225, 1971.
pigeon LDLo unreported 588ug/kg (0.588mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 16(7), Pg. 60, 1981.
rabbit LD50 oral 5900ug/kg (5.9mg/kg)   Medicamentos de Actualidad. Vol. 12, Pg. 319, 1976.
rat LD50 intraperitoneal 6200ug/kg (6.2mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 231, 1971.
rat LD50 intravenous 4800ug/kg (4.8mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 231, 1971.
rat LD50 oral 8300ug/kg (8.3mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 231, 1971.
rat LD50 subcutaneous 5930ug/kg (5.93mg/kg)   Yakkyoku. Pharmacy. Vol. 31, Pg. 1127, 1980.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 1.8 (none)   EXP
Water Solubility 0.235 mg/L 25 EST
Vapor Pressure 1.27E-29 mm Hg 25 EST
Henry's Law Constant 1.49E-27 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.53E-10 cm3/molecule-sec 25 EST

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