Gitoformate

Gitoformate (INN, or pentaformylgitoxin, trade name Dynocard) is a cardiac glycoside, a type of drug that can be used in the treatment of congestive heart failure and cardiac arrhythmia (irregular heartbeat). Produced by Madaus, it is not available in the US, and does not seem to be available in Europe either.

Chemical data

Formula: C46H64O19
Molecular weight: 921 g/mol
IUPAC name: [(2R,3R,4S,6R)-3-[(2R,4R,5S,6S)-5-[(2S,4S,5R,6R)-4,5-diformyloxy-6-methyloxan-2-yl]oxy-4-formyloxy-6-methyloxan-2-yl]oxy-6-[[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-16-formyloxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-4-yl] formate
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]2OC=O)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC=O)O[C@H]4CC[C@]5([C@@H](C4)CC[C@@H]6[C@@H]5CC[C@]7([C@@]6(C[C@@H]([C@@H]7C8=CC(=O)OC8)OC=O)O)C)C)C)C)OC=O)OC=O
InChIKey: DOMHWKQEPDYUQX-QDMRMOHQSA-N
XLogP: 4
Polar surface area: 233 Å²
H-bond donors: 1
H-bond acceptors: 19
Formal charge: 0

via PubChem

Wikidata facts

Mass: 920.40418

Show 3 more facts

chemical formula: C₄₆H₆₄O₁₉
canonical SMILES: CC1C(C(CC(O1)OC2C(OC(CC2OC=O)OC3C(OC(CC3OC=O)OC4CCC5(C(C4)CCC6C5CCC7(C6(CC(C7C8=CC(=O)OC8)OC=O)O)C)C)C)C)OC=O)OC=O
isomeric SMILES: C[C@@H]1O[C@H](O[C@H]2[C@@H](OC=O)C[C@H](O[C@H]3CC[C@@]4(C)[C@H](CC[C@@H]5[C@@H]4CC[C@]4(C)[C@@H](C6=CC(=O)OC6)[C@@H](OC=O)C[C@]54O)C3)O[C@@H]2C)C[C@@H](OC=O)[C@H]1O[C@H]1C[C@H](OC=O)[C@H](OC=O)[C@@H](C)O1

Sources (1)

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Encyclopedic overview

2 sections

Contents

Chemistry
References

==Chemistry==

Excerpted from Wikipedia’s “Gitoformate” article, available under the CC BY-SA 4.0 licence.

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