NPs Basic Information

Name
Digoxin
Molecular Formula C41H64O14
IUPAC Name*
3-[(3S,5R,8R,9S,10S,12R,13S,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-12,14-dihydroxy-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)O
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
InChIKey
LTMHDMANZUZIPE-PUGKRICDSA-N
Synonyms
digoxin; 20830-75-5; Lanoxin; 12beta-Hydroxydigitoxin; Digacin; Dilanacin; Rougoxin; Lanoxicaps; Mapluxin; Dynamos; Vanoxin; Davoxin; Digosin; Fargoxin; Natigoxin; Lanocardin; Cordioxil; Digoxinum; Toloxin; Stillacor-; Digoxin Pediatric; CHEBI:4551; MLS000069819; Cardiogoxin; Lanacordin; Eudigox; Lanacrist; Lenoxin; SMR000059217; Neo-Lanicor; (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; Digoxin Nativelle; Lanoxin PG; SK-Digoxin; Homolle's digitalin; NSC 95100; NSC-95100; NCGC00090797-03; 73K4184T59; DSSTox_CID_2934; Digoxin, analytical standard; DSSTox_RID_76794; Coragoxine; DSSTox_GSID_22934; Lenoxicaps; Neodioxanin; Cardigox; Cardioxin; Digomal; Lanikor; Lanorale; Purgoxin; 3-[(3S,5R,8R,9S,10S,12R,13S,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-12,14-dihydroxy-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; Dixina; Grexin; Digon; Dokim; Digitek; Digoxine; Chloroformic digitalin; Lanoxicaps (TN); [3H]digoxin; 4-[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-5-{[(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}-11,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2,5-dihydrofuran-2-one; SMR000653537; Hemigoxine Nativelle; Lanoxin (TN); [3H]-digoxin; Acygoxin; Digoksyna; Digonix; Digossina; Digoxina; Dimecip; Lifusin; Saroxin; Digos; Digoxin-Sandoz; Digoxina-Sandoz; Digoxin-Zori; Digoxine Navtivelle; Novodigal [inj.]; 3-[(3S,5R,8R,9S,10S,12R,13S,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-12,14-dihydr; 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; Prestwick_170; Digoksyna [Polish]; Digossina [DCIT]; CAS-20830-75-5; MFCD00003674; 12A-Hydroxydigitoxin; 3b0w; LANOXIN PEDIATRIC; DIGOXIN [VANDF]; Digoxinum [INN-Latin]; 12bet.-Hydroxydigitoxin; DIGOXIN [HSDB]; DIGOXIN [IARC]; DIGOXIN [INN]; DIGOXIN [JAN]; Digoxigenin-tridigitoxosid; DIGOXIN [MI]; Digoxina [INN-Spanish]; DIGOXIN [MART.]; Opera_ID_1134; Prestwick0_000437; Prestwick1_000437; Prestwick2_000437; Prestwick3_000437; Digoxin (JP17/USP); DIGOXIN [USP-RS]; DIGOXIN [WHO-DD]; DIGOXIN [WHO-IP]; 12 beta -Hydroxydigitoxin; Epitope ID:122964; CHEMBL1751; BIDD:PXR0148; SCHEMBL20506; BSPBio_000454; MLS001055371; MLS001076495; DIGOXIN [ORANGE BOOK]; digoxin for peak identification; SPBio_002393; DIGOXIN [EP MONOGRAPH]; BPBio1_000500; GTPL4725; GTPL4726; HSDB 214; DIGOXIN [USP MONOGRAPH]; Digoxin [USP:INN:BAN:JAN]; Digoxin 1.0 mg/ml in Methanol; DTXSID5022934; BDBM46355; cid_2724385; DIGOXINUM [WHO-IP LATIN]; REGID_for_CID_2724385; HMS1569G16; HMS2096G16; HMS2232G20; HMS3713G16; UNII-73K4184T59; Digoxigenin-tridigitoxosid [German]; HY-B1049; EINECS 244-068-1; Tox21_111025; Tox21_201678; Tox21_303050; 20830-75-5 (free); s4290; AKOS015895113; AKOS024283494; ZINC242548690; CCG-220437; CS-4571; DB00390; BRN 0077011; NCGC00090797-01; NCGC00090797-02; NCGC00090797-04; NCGC00090797-05; NCGC00090797-06; NCGC00090797-07; NCGC00090797-09; NCGC00090797-12; NCGC00090797-15; NCGC00257022-01; NCGC00259227-01; AS-13281; Card-20(22)-enolide, 3-((O-2,6-dideoxy-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-, (3beta,5beta,12beta)-; D1828; C06956; D00298; EN300-6492954; 5-18-04-00381 (Beilstein Handbook Reference); 830D755; A814956; Q422222; SR-01000721866; Digoxin, certified reference material, TraceCERT(R); J-013666; SR-01000721866-3; SR-01000721866-4; BRD-K23478508-001-03-7; Digoxin, European Pharmacopoeia (EP) Reference Standard; Z2108699066; 0B9662A7-264E-4ACD-94B2-9E1138C0CA5A; Digoxin, United States Pharmacopeia (USP) Reference Standard; Digoxin, Pharmaceutical Secondary Standard; Certified Reference Material; 3beta,12beta,14-Trihydroxy-5beta,14beta-card-20(22)-enolid-3-tridigitoxosid; Digoxin for peak identification, European Pharmacopoeia (EP) Reference Standard; (3beta,5beta,12beta)-3-((O-2,6-Dideoxy-beta-D-ribo-hexapyranosyl-(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; 3-[(3S,5R,10S,12R,13S,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-12,14-dihydroxy-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; 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-10,13-dimethyl-3-[(2R,4S,5S,6R)-6-methyl-5-[(2S,4S,5S,6R)-6-methyl-5-[(2S,4S,5S,6R)-6-methyl-4,5-bis(oxidanyl)oxan-2-yl]oxy-4-oxidanyl-oxan-2-yl]oxy-4-oxidanyl-oxan-2-yl]oxy-12,14-bis(oxidanyl)-1,2,3,4,5,6,7,8,9,11,12,; 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-12,14-dihydroxy-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; 3-[(3S,5R,8R,9S,10S,12R,13S,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-12,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tet; 3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3-[[(2R,4S,5S,6R)-5-[[(2S,4S,5S,6R)-5-[[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-2-oxanyl]oxy]-4-hydroxy-6-methyl-2-oxanyl]oxy]-4-hydroxy-6-methyl-2-oxanyl]oxy]-12,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,; 3.BETA.-((O-2,6-DIDEOXY-.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.BETA.,14-DIHYDROXY-5.BETA.-CARD-20(22)-ENOLIDE; 3beta-((O-2,6-Dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-12beta,14-dihydroxy-5beta-card-20(22)-enolide; 4-((1S,2S,5S,11S,15S,7R,10R,14R,16R)-5-{5-[5-((2S,4S,5S,6R)-4,5-dihydroxy-6-me thyl(2H-3,4,5,6-tetrahydropyran-2-yloxy))(4S,5S,2R,6R)-4-hydroxy-6-methyl(2H-3 ,4,5,6-tetrahydropyran-2-yloxy)](4S,5S,2R,6R)-4-hydroxy-6-methyl(2H-3,4,5,6-te trahydropyran-2-yl; 4-((3S,5R,8R,9S,10S,12R,13S,14S,17R)-3-(((2R,4S,5S,6R)-5-(((2S,4S,5S,6R)-5-(((2S,4S,5S,6R)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-12,14-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one; 4-[(1R,3aS,3bR,5aR,7S,9aS,9bS,11R,11aS)-7-{[(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}-3a,11-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2,5-dihydrofuran-2-one; 4-[(3S,5R,8R,9S,10S,12R,13S,14S)-3-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-4,5-Dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyl-oxan-2-yl]oxy-4-hydroxy-6-methyl-oxan-2-yl]oxy-12,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-5H-furan-2-one; CARD-20(22)-ENOLIDE, 3-((O-2,6-DIDEOXY-.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.)-; Card-20(22)-enolide, 3-((O-2,6-dideoxy-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-, (3beta,5beta,12beta)-; Card-20(22)-enolide, 3-((O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1.fwdarw.4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1.fwdarw.4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-12,14-dihydroxy-, (3beta,5beta,12beta)-; Card-20(22)-enolide, 3-[[O-2,6-dideoxy-.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.)-
CAS 20830-75-5
PubChem CID 2724385
ChEMBL ID CHEMBL1751
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Steroids and steroid deri
        • Subclass: Steroid lactones
          • Direct Parent: Cardenolide glycosides an

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 780.9 ALogp: 1.3
HBD: 6 HBA: 14
Rotatable Bonds: 7 Lipinski's rule of five: Rejected
Polar Surface Area: 203.0 Aromatic Rings: 8
Heavy Atoms: 55 QED Weighted: 0.163

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.963 MDCK Permeability: 0.00013794
Pgp-inhibitor: 0.001 Pgp-substrate: 1
Human Intestinal Absorption (HIA): 0.041 20% Bioavailability (F20%): 0.001
30% Bioavailability (F30%): 0.011

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.081 Plasma Protein Binding (PPB): 87.24%
Volume Distribution (VD): 0.266 Fu: 9.02%

ADMET: Metabolism

CYP1A2-inhibitor: 0.001 CYP1A2-substrate: 0.952
CYP2C19-inhibitor: 0.006 CYP2C19-substrate: 0.482
CYP2C9-inhibitor: 0.012 CYP2C9-substrate: 0.022
CYP2D6-inhibitor: 0.012 CYP2D6-substrate: 0.102
CYP3A4-inhibitor: 0.128 CYP3A4-substrate: 0.692

ADMET: Excretion

Clearance (CL): 2.656 Half-life (T1/2): 0.192

ADMET: Toxicity

hERG Blockers: 0.7 Human Hepatotoxicity (H-HT): 0.296
Drug-inuced Liver Injury (DILI): 0.029 AMES Toxicity: 0.129
Rat Oral Acute Toxicity: 0.893 Maximum Recommended Daily Dose: 0.99
Skin Sensitization: 0.675 Carcinogencity: 0.734
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.974
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC005147 0.412 D02OZE 1.000
ENC005144 0.367 D0M9QK 0.880
ENC005146 0.355 D0L4SD 0.880
ENC005143 0.350 D0M3QP 0.865
ENC002797 0.346 D07TGN 0.806
ENC005145 0.339 D0V3GA 0.763
ENC003877 0.338 D0SL2V 0.755
ENC004223 0.337 D09HTS 0.685
ENC003727 0.337 D0P6IK 0.654
ENC003730 0.330 D04RYU 0.516
*Note: the compound similarity was calculated by RDKIT.