Structure via PubChem · Public domain (PubChem)
metildigoxin
Sign in to saveAlso known as methyldigoxin
Metildigoxin (INN, or medigoxin BAN, or methyldigoxin) is a cardiac glycoside, a type of drug that can be used in the treatment of congestive heart failure and cardiac arrhythmia (irregular heartbeat). The substance is closely related to digoxin; it differs from the latter only by an O-methyl group on the terminal monosaccharide.
Chemical data
- Formula
- C42H66O14
- Molecular weight
- 795 g/mol
- IUPAC name
- 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
- SMILES
- C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@H]4CC[C@]5([C@@H](C4)CC[C@@H]6[C@@H]5C[C@H]([C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)O)C)C)C)O)OC
- InChIKey
- IYJMSDVSVHDVGT-PEQKVOOWSA-N
- XLogP
- 1.8
- Polar surface area
- 192 Ų
- H-bond donors
- 5
- H-bond acceptors
- 14
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- cardiovascular disease
via ChEMBL · EBI
Research
168 papers- Medigoxin.Lancet (London, England) · 1978
- Extrarenal clearance, distribution volume, and elimination rate of digoxin and metildigoxin in anuric patients.International journal of clinical pharmacology, therapy, and toxicology · 1981
- Pharmacokinetics of metildigoxin and digoxin in geriatric patients with normal and elevated serum creatinine levels.Clinical pharmacokinetics · 1981
- Changes in metildigoxin pharmacokinetics in cirrhosis of the liver: a comparison with beta-acetyldigoxin.International journal of clinical pharmacology, therapy, and toxicology · 1984
- Effect of metildigoxin (beta-methyldigoxin) on congestive heart failure as evaluated by multiclinical double blind study.Japanese heart journal · 1980
via PubMed
Wikidata facts
- Mass
- 794.445
Show 6 more facts
- canonical SMILES
- CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CC(C7(C6(CCC7C8=CC(=O)OC8)O)C)O)C)C)C)O)OC
- chemical formula
- C₄₂H₆₆O₁₄
- isomeric SMILES
- C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@H]4CC[C@]5([C@@H](C4)CC[C@@H]6[C@@H]5C[C@H]([C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)O)C)C)C)O)OC
- subject has role
- enzyme inhibitor
- found in taxon
- Digitalis lanata
- defined daily dose
- 0.2
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
1 sectionsContents
- References
{{Drugbox | verifiedrevid = 443935395 | IUPAC_name = (3β,5β,12β)-3-{[2,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide | image = medigoxin.png | image_class = skin-invert-image
| tradename = | Drugs.com = | pregnancy_category = C | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “metildigoxin” article, available under the CC BY-SA 4.0 licence.
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