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CAS 20830-75-5

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Digoxin

Description:
Digoxin is a cardiac glycoside derived from the leaves of the foxglove plant (Digitalis purpurea) and is primarily used in the treatment of various heart conditions, particularly atrial fibrillation and heart failure. It functions by inhibiting the sodium-potassium ATPase pump, leading to an increase in intracellular calcium concentrations, which enhances cardiac contractility. Digoxin is characterized by its relatively narrow therapeutic window, meaning that the difference between an effective dose and a toxic dose is small, necessitating careful monitoring of serum levels in patients. It is typically administered orally or intravenously and is known for its potential side effects, which can include gastrointestinal disturbances, visual changes, and arrhythmias. The substance has a molecular formula of C41H64O14 and a molecular weight of approximately 780.94 g/mol. Digoxin's pharmacokinetics are influenced by factors such as renal function and interactions with other medications, making individualized dosing essential for safe and effective use.
Formula:C41H64O14
InChI:InChI=1S/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1
InChI key:InChIKey=LTMHDMANZUZIPE-PUGKRICDSA-N
SMILES:O[C@@]12[C@@](C)([C@H](CC1)C3=CC(=O)OC3)[C@H](O)C[C@]4([C@]2(CC[C@]5([C@]4(C)CC[C@H](O[C@H]6C[C@H](O)[C@H](O[C@H]7C[C@H](O)[C@H](O[C@H]8C[C@H](O)[C@H](O)[C@@H](C)O8)[C@@H](C)O7)[C@@H](C)O6)C5)[H])[H])[H]
Synonyms:
  • (3beta,5beta,12beta)-3-{[2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide
  • (3beta,5beta,8xi,9xi,12beta)-3-{[2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide
  • (3β,5β,12β)-3-[(O-2,6-Dideoxy-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-12,14-dihydroxycard-20(22)-enolide
  • 12β-Hydroxydigitoxin
  • Card-20(22)-enolide, 3-[(O-2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-, (3β,5β,12β)-
  • Card-20(22)-enolide, 3-[(O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-, (3β,5β,12β)-
  • Cardigox
  • Cardiogoxin
  • Cardioxin
  • Cardixin
  • See more synonyms
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