General Information of Drug (ID: DMWVIGP)

Drug Name
Digitoxin
Synonyms
Acedoxin; Asthenthilo; Cardidigin; Cardigin; Cardiolanata; Carditalin; Carditoxin; Coramedan; Cristapurat; Crystodigin; Digicor; Digilanid; Digilong; Digimed; Digimerck; Digipural; Digisidin; Digitoksim; Digitoksin; Digitophyllin; Digitossina; Digitoxina; Digitoxine; Digitoxinum; Digitoxoside; Digitoxosidum; Digitrin; Ditaven; Glucodigin; Lanatoxin; Lanostabil; Monodigitoxoside; Myodigin; Natigal; Pandigal; Panlanat; Purodigin; Purpurid; Tardigal; Unidigin; Crystalline digitalin; Digitaline cristallisee; Digitaline nativelle; Digitalinum verum; Digitossina [DCIT]; Digitoxigenin tridigitoxoside; LT00244784; Crystodigin (TN); De-Tone; Digitalin, crystalline; Digitaline (TN); Digitoxigenin-tridigitoxosid; Digitoxigenin-tridigitoxosid [German]; Digitoxina [INN-Spanish]; Digitoxine [INN-French]; Digitoxinum [INN-Latin]; Mono-digitoxid; Mono-digitoxid [German]; Mono-glycocard; Purodigin, crystalline; Tri-digitoxoside; Tri-digitoxoside [German]; Digitoxin [INN:BAN:JAN]; Digitoxin (JP15/USP/INN); Inhibits Na+/K+ ATPase; 5.beta.-Card-20(22)-enolide, 3.beta.,14-dihydroxy-, 3-[tris-(digitoxoside)]
Indication
Disease Entry ICD 11 Status REF
Arrhythmia BC9Z Approved [1], [2], [3]
Congestive cardiac insufficiency BD1Z Approved [1], [2], [3]
Heart failure BD10-BD13 Approved [1], [2], [3]
Therapeutic Class
Antiarrhythmic Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 2 Molecular Weight (mw) 764.9
Topological Polar Surface Area (xlogp) 2.3
Rotatable Bond Count (rotbonds) 7
Hydrogen Bond Donor Count (hbonddonor) 5
Hydrogen Bond Acceptor Count (hbondacc) 13
ADMET Property
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 3: high solubility and low permeability [4]
Bioavailability
95% of drug becomes completely available to its intended biological destination(s) [5]
Clearance
The drug present in the plasma can be removed from the body at the rate of 0.043 mL/min/kg [6]
Elimination
30% of drug is excreted from urine in the unchanged form [4]
Half-life
The concentration or amount of drug in body reduced by one-half in 180 hours [6]
Metabolism
The drug is metabolized via the hepatic [7]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 0.0000261 micromolar/kg/day [8]
Unbound Fraction
The unbound fraction of drug in plasma is 0.066% [6]
Vd
Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 0.44 L/kg [6]
Water Solubility
The ability of drug to dissolve in water is measured as 0.01 mg/mL [4]
Chemical Identifiers
Formula
C41H64O13
IUPAC Name
3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-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
Canonical 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]5CC[C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)C)C)C)O)O
InChI
InChI=1S/C41H64O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,20-22,24-31,33-38,42-44,46-47H,6-13,15-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1
InChIKey
WDJUZGPOPHTGOT-XUDUSOBPSA-N
Cross-matching ID
PubChem CID
441207
ChEBI ID
CHEBI:28544
CAS Number
71-63-6
DrugBank ID
DB01396
TTD ID
D0M3QP
VARIDT ID
DR00239
INTEDE ID
DR0497

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Sodium/potassium-transporting ATPase (SPT ATPase) TTQ38E9 AT1A1_HUMAN; AT1A2_HUMAN; AT1A3_HUMAN; AT1B1_HUMAN; AT1B2_HUMAN; AT1B3_HUMAN Inhibitor [9]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
P-glycoprotein 1 (ABCB1) DTUGYRD MDR1_HUMAN Substrate [10]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [11]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DEYGVN4 UD11_HUMAN Substrate [12]
Sulfotransferase 1A1 (SULT1A1) DEYWLRK ST1A1_HUMAN Substrate [13]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Digitoxin (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Pasireotide DMHM7JS Moderate Increased risk of bradycardia by the combination of Digitoxin and Pasireotide. Cushing syndrome [5A70] [57]
SODIUM CITRATE DMHPD2Y Minor Decreased absorption of Digitoxin due to formation of complexes caused by SODIUM CITRATE. Discovery agent [N.A.] [58]
Stiripentol DMMSDOY Moderate Decreased metabolism of Digitoxin caused by Stiripentol mediated inhibition of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [59]
Lasmiditan DMXLVDT Moderate Decreased clearance of Digitoxin due to the transporter inhibition by Lasmiditan. Migraine [8A80] [60]
Lanthanum carbonate DMMJQSH Moderate Decreased absorption of Digitoxin due to formation of complexes caused by Lanthanum carbonate. Mineral absorption/transport disorder [5C64] [57]
Siponimod DM2R86O Major Increased risk of atrioventricular block by the combination of Digitoxin and Siponimod. Multiple sclerosis [8A40] [61]
Fingolimod DM5JVAN Major Increased risk of atrioventricular block by the combination of Digitoxin and Fingolimod. Multiple sclerosis [8A40] [62]
Ozanimod DMT6AM2 Moderate Increased risk of atrioventricular block by the combination of Digitoxin and Ozanimod. Multiple sclerosis [8A40] [63]
Temsirolimus DMS104F Moderate Increased plasma concentrations of Digitoxin and Temsirolimus due to competitive inhibition of the same metabolic pathway. Renal cell carcinoma [2C90] [64]
Amisulpride DMSJVAM Moderate Increased risk of ventricular arrhythmias by the combination of Digitoxin and Amisulpride. Schizophrenia [6A20] [65]
⏷ Show the Full List of 10 DDI Information of This Drug

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