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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:digoxin
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Accession:CHEBI:4551 term browser browse the term
Definition:A cardenolide glycoside that is digitoxin beta-hydroxylated at C-12. A cardiac glycoside extracted from the foxglove plant, Digitalis lanata, it is used to control ventricular rate in atrial fibrillation and in the management of congestive heart failure with atrial fibrillation, but the margin between toxic and therapeutic doses is small.
Synonyms:exact_synonym: (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
 related_synonym: 12beta-hydroxydigitoxin;   Formula=C41H64O14;   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;   SMILES=[H][C@]12CC[C@]3([H])[C@]([H])(C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1
 alt_id: CHEBI:41856;   CHEBI:569365;   CHEBI:616935
 xref: Beilstein:77011;   CAS:20830-75-5;   DrugBank:DB00390;   Drug_Central:882;   KEGG:C06956;   KEGG:D00298;   KNApSAcK:C00003618
 xref_mesh: MESH:D004077
 xref: PDB:1IGJ;   PDBeChem:DGX;   PMID:10438974;   PMID:16970134;   PMID:7739045;   PMID:8234291;   Reaxys:77011;   Wikipedia:Digoxin
 cyclic_relationship: is_conjugate_acid_of CHEBI:145795


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digoxin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca8 ATP binding cassette subfamily A member 8 multiple interactions ISO Digoxin inhibits the reaction [ABCA8 protein results in increased uptake of estradiol-17 beta-glucuronide] CTD PMID:12379217 NCBI chr10:98,236,919...98,308,288
Ensembl chr10:98,237,141...98,294,522
JBrowse link
G Abcb1a ATP binding cassette subfamily B member 1A affects abundance
affects uptake
increases uptake
multiple interactions
increases export
increases transport
affects secretion
increases expression
affects binding
decreases uptake
affects transport
ISO
EXP
ABCB1 gene SNP affects the abundance of Digoxin
ABCB1A protein affects the uptake of Digoxin
ABCB1 protein results in increased uptake of Digoxin
18alpha-glycyrrhetinic acid inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; 2-(2-(4-(4-nitrobenzyloxy)phenyl)ethyl)isothiourea methanesulfonate inhibits the reaction [Digoxin results in increased expression of ABCB1 protein]; 3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole inhibits the reaction [Digoxin results in increased expression of ABCB1 mRNA]; 3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole inhibits the reaction [Digoxin results in increased expression of ABCB1 protein]; 5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; [citronellal results in decreased activity of ABCB1 protein] which results in decreased export of Digoxin; [citronellol results in decreased activity of ABCB1 protein] which results in decreased export of Digoxin; [Cyclosporine binds to and results in decreased activity of ABCB1 protein] which results in decreased export of Digoxin; [Digoxin results in increased expression of ABCB1] which results in decreased susceptibility to Doxorubicin; [Elacridar binds to and results in decreased activity of ABCB1 protein] which results in decreased export of Digoxin; [Elacridar results in decreased activity of ABCB1 protein] which results in increased uptake of Digoxin; [isopropyl 5,12-hydroxypentadeca-8,10-dien-6,14-diynoate results in decreased activity of ABCB1 protein] which results in increased uptake of Digoxin; [Ketoconazole binds to and results in decreased activity of ABCB1 protein] which results in decreased export of Digoxin; [Ketoconazole results in decreased activity of ABCB1 protein] which results in increased uptake of Digoxin; [Plant Extracts results in decreased activity of ABCB1 protein] which results in decreased export of Digoxin; [valspodar results in decreased activity of ABCB1 protein] which results in decreased transport of Digoxin; [Verapamil binds to and results in decreased activity of ABCB1 protein] which results in decreased export of Digoxin; [Verapamil results in decreased activity of ABCB1 protein] which results in decreased transport of Digoxin; ABCB1 protein binds to and affects the metabolism of Digoxin; abietic acid inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; Amiodarone inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; azelastine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; benidipine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Bepridil inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; beta-pinene inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; Bisoprolol inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Capsaicin affects the reaction [ABCB1 protein results in increased export of Digoxin]; Carvedilol inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; citronellal inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; citronellol inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; cucurbitacin I inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; Curcumin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; cyazofamid affects the reaction [ABCB1 protein results in increased uptake of Digoxin]; dehydroandrographolide inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; desethylamiodarone inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; desmethylazelastine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Diazinon affects the reaction [ABCB1 protein results in increased transport of Digoxin]; Digoxin inhibits the reaction [ABCB1 protein results in increased transport of quinidinium]; Diltiazem inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Doxazosin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; efonidipine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Emodin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Fusidic Acid inhibits the reaction [ABCB1 protein results in increased export of Digoxin]; gamma-terpinene inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; gingerol inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; ginsenoside F2 analog inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Glycyrrhetinic Acid inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; Itraconazole inhibits the reaction [ABCB1 protein affects the transport of Digoxin]; Ketoconazole inhibits the reaction [ABCB1 protein affects the transport of Digoxin]; Ketoconazole inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; KN 93 inhibits the reaction [Digoxin results in increased expression of ABCB1 protein]; manidipine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; mepirodipine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Nicardipine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; nilvadipine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Nisoldipine inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; nobiletin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; ophiobolin A inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; Propranolol inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; rhodioloside affects the reaction [ABCB1 protein results in increased transport of Digoxin]; Rifampin promotes the reaction [ABCB1 protein results in increased transport of Digoxin]; sciadopitysin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; sinensetin analog inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; sinensetin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; tangeretin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; terpinolene inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]; valspodar inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Verapamil inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; Verapamil inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]
Acetaminophen promotes the reaction [ABCB1 protein results in increased transport of Digoxin]
ABCB1A protein results in increased uptake of Digoxin
ABCB1 protein affects the secretion of Digoxin
Digoxin results in increased expression of ABCB1 mRNA; Digoxin results in increased expression of ABCB1 protein
Digoxin binds to ABCB1 protein
ABCB1 protein results in decreased uptake of Digoxin
ABCB1 gene SNP affects the transport of Digoxin; ABCB1 protein affects the transport of Digoxin
CTD PMID:10527640, PMID:10562306, PMID:10617675, PMID:10997946, PMID:11231118, PMID:11895100, PMID:15276087, PMID:15856409, PMID:15890377, PMID:15969931, PMID:16221533, PMID:16671962, PMID:16674925, PMID:16904803, PMID:17365992, PMID:18385293, PMID:19505989, PMID:19647009, PMID:19958760, PMID:21240898, PMID:21311904, PMID:21341280, PMID:23104431, PMID:23976943, PMID:24380838, PMID:25844889, PMID:26888941, PMID:30790579, PMID:32003934 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Abcb1b ATP-binding cassette, subfamily B (MDR/TAP), member 1B affects uptake ISO ABCB1B protein affects the uptake of Digoxin CTD PMID:10562306 NCBI chr 4:22,225,123...22,307,577
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Abcg2 ATP binding cassette subfamily G member 2 decreases activity ISO Digoxin results in decreased activity of ABCG2 protein CTD PMID:15365089 NCBI chr 4:88,765,441...88,890,268
Ensembl chr 4:88,832,178...88,890,621
JBrowse link
G Atp1a2 ATPase Na+/K+ transporting subunit alpha 2 decreases expression
multiple interactions
EXP Digoxin results in decreased expression of ATP1A2 mRNA
N-(2-methyl-4,5-bis(methylsulfonyl)benzoyl)guanidine inhibits the reaction [Digoxin results in decreased expression of ATP1A2 mRNA]
CTD PMID:19687166 NCBI chr13:90,651,682...90,676,629
Ensembl chr13:90,651,686...90,676,629
JBrowse link
G Atp1a3 ATPase Na+/K+ transporting subunit alpha 3 decreases expression
multiple interactions
EXP Digoxin results in decreased expression of ATP1A3 mRNA
N-(2-methyl-4,5-bis(methylsulfonyl)benzoyl)guanidine inhibits the reaction [Digoxin results in decreased expression of ATP1A3 mRNA]
CTD PMID:19687166 NCBI chr 1:81,852,423...81,881,565
Ensembl chr 1:81,852,429...81,881,549
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases expression ISO Digoxin results in decreased expression of CCL2 protein CTD PMID:20116850 NCBI chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
JBrowse link
G Ccl4 C-C motif chemokine ligand 4 decreases expression ISO Digoxin results in decreased expression of CCL4 protein CTD PMID:20116850 NCBI chr10:70,870,926...70,886,357
Ensembl chr10:70,884,531...70,886,355
JBrowse link
G Ccl5 C-C motif chemokine ligand 5 decreases expression ISO Digoxin results in decreased expression of CCL5 protein CTD PMID:20116850 NCBI chr10:70,739,764...70,744,303
Ensembl chr10:70,739,800...70,744,315
JBrowse link
G Fancd2 FA complementation group D2 multiple interactions ISO Digoxin inhibits the reaction [Mitomycin results in increased expression of and affects the ubiquitination of FANCD2 protein] CTD PMID:24124520 NCBI chr 4:145,489,869...145,551,479
Ensembl chr 4:145,489,869...145,551,479
JBrowse link
G Fanci FA complementation group I multiple interactions ISO Digoxin inhibits the reaction [Mitomycin results in increased expression of and affects the ubiquitination of FANCI protein] CTD PMID:24124520 NCBI chr 1:141,116,565...141,172,997
Ensembl chr 1:141,120,166...141,172,483
JBrowse link
G G6pd glucose-6-phosphate dehydrogenase decreases activity EXP Digoxin results in decreased activity of G6PD protein CTD PMID:26820767 NCBI chr  X:156,274,800...156,293,935
Ensembl chr  X:156,274,800...156,293,926
JBrowse link
G Gfap glial fibrillary acidic protein increases expression EXP Digoxin results in increased expression of GFAP mRNA CTD PMID:22954530 NCBI chr10:90,990,762...90,999,435
Ensembl chr10:90,990,762...90,999,506
JBrowse link
G Gsr glutathione-disulfide reductase decreases activity EXP Digoxin results in decreased activity of GSR protein CTD PMID:26820767 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
increases activity
affects localization
ISO 2-(2-(4-(4-nitrobenzyloxy)phenyl)ethyl)isothiourea methanesulfonate inhibits the reaction [Digoxin affects the localization of HIF1A protein]; 2-(2-(4-(4-nitrobenzyloxy)phenyl)ethyl)isothiourea methanesulfonate inhibits the reaction [Digoxin results in increased phosphorylation of HIF1A protein]; 3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole inhibits the reaction [Digoxin affects the localization of HIF1A protein]; Digoxin results in increased phosphorylation of and results in increased expression of HIF1A protein; KN 93 inhibits the reaction [Digoxin affects the localization of HIF1A protein]; KN 93 inhibits the reaction [Digoxin results in increased phosphorylation of HIF1A protein]
Digoxin results in increased activity of HIF1A protein
CTD PMID:19647009 NCBI chr 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Ifng interferon gamma multiple interactions ISO [Digoxin co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IFNG mRNA CTD PMID:29594315 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
JBrowse link
G Il2 interleukin 2 multiple interactions ISO [Digoxin co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IL2 mRNA CTD PMID:29594315 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Il6r interleukin 6 receptor decreases expression ISO Digoxin results in decreased expression of IL6R protein modified form CTD PMID:20116850 NCBI chr 2:189,196,180...189,255,987
Ensembl chr 2:189,205,701...189,254,628
JBrowse link
G Ins2 insulin 2 decreases response to substance ISO
EXP
INS protein results in decreased susceptibility to Digoxin CTD PMID:22562035 NCBI chr 1:215,856,967...215,858,034
Ensembl chr 1:215,856,971...215,858,034
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 multiple interactions
affects response to substance
decreases expression
decreases activity
ISO Astemizole inhibits the reaction [Digoxin results in decreased activity of KCNH2 protein]; Astemizole inhibits the reaction [Digoxin results in decreased metabolism of KCNH2 protein modified form]; Sodium deficiency inhibits the reaction [Digoxin results in decreased expression of KCNH2 protein]
KCNH2 gene affects the susceptibility to Digoxin
Digoxin results in decreased expression of KCNH2 protein modified form
CTD PMID:19139152 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation
EXP N-(2-methyl-4,5-bis(methylsulfonyl)benzoyl)guanidine inhibits the reaction [Digoxin results in increased phosphorylation of MAPK1 protein] CTD PMID:19687166 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation
multiple interactions
EXP Digoxin results in increased phosphorylation of MAPK3 protein
N-(2-methyl-4,5-bis(methylsulfonyl)benzoyl)guanidine inhibits the reaction [Digoxin results in increased phosphorylation of MAPK3 protein]
CTD PMID:19687166 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Nos3 nitric oxide synthase 3 decreases response to substance ISO NOS3 protein results in decreased susceptibility to Digoxin CTD PMID:11761419 NCBI chr 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
JBrowse link
G Nppa natriuretic peptide A multiple interactions
increases expression
EXP N-(2-methyl-4,5-bis(methylsulfonyl)benzoyl)guanidine inhibits the reaction [Digoxin results in increased expression of NPPA mRNA] CTD PMID:19687166 NCBI chr 5:164,808,407...164,809,716
Ensembl chr 5:164,808,323...164,809,705
JBrowse link
G Nppb natriuretic peptide B increases expression ISO Digoxin results in increased expression of NPPB protein CTD PMID:16032632 NCBI chr 5:164,796,176...164,797,538
Ensembl chr 5:164,796,185...164,797,531
JBrowse link
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 multiple interactions ISO Digoxin inhibits the reaction [pregna-4,17-diene-3,16-dione results in decreased activity of NR1H4 protein] CTD PMID:25257666 NCBI chr 7:30,003,429...30,162,095
Ensembl chr 7:30,003,429...30,162,056
JBrowse link
G Pgd phosphogluconate dehydrogenase decreases activity EXP Digoxin results in decreased activity of PGD protein CTD PMID:26820767 NCBI chr 5:165,966,128...165,982,327 JBrowse link
G Rorc RAR-related orphan receptor C decreases activity ISO Digoxin results in decreased activity of RORC protein CTD PMID:21441909 NCBI chr 2:195,612,471...195,636,797
Ensembl chr 2:195,617,021...195,637,630
JBrowse link
G Slc22a1 solute carrier family 22 member 1 multiple interactions ISO Digoxin inhibits the reaction [SLC22A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:21641380 NCBI chr 1:48,273,639...48,300,645
Ensembl chr 1:48,273,611...48,300,655
JBrowse link
G Slc22a3 solute carrier family 22 member 3 multiple interactions ISO Digoxin inhibits the reaction [SLC22A3 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:21641380 NCBI chr 1:48,433,079...48,521,261
Ensembl chr 1:48,433,079...48,521,256
JBrowse link
G Slc9a1 solute carrier family 9 member A1 increases expression
multiple interactions
EXP Digoxin results in increased expression of SLC9A1 mRNA
N-(2-methyl-4,5-bis(methylsulfonyl)benzoyl)guanidine inhibits the reaction [Digoxin results in increased expression of SLC9A1 mRNA]
CTD PMID:19687166 NCBI chr 5:151,573,122...151,626,360
Ensembl chr 5:151,573,092...151,627,316
JBrowse link
G Slco1a4 solute carrier organic anion transporter family, member 1a4 multiple interactions
increases uptake
decreases activity
affects transport
ISO
EXP
Elacridar affects the reaction [SLCO1A4 protein affects the transport of Digoxin]
SLCO1A4 protein results in increased uptake of Digoxin
Digoxin inhibits the reaction [SLCO1A4 protein results in increased uptake of Digoxin]; Quinine inhibits the reaction [SLCO1A4 protein results in increased uptake of Digoxin]; Rifampin inhibits the reaction [SLCO1A4 protein results in increased uptake of Digoxin]
Digoxin results in decreased activity of SLCO1A4 protein
CTD PMID:11883641, PMID:19833843 NCBI chr 4:175,969,549...176,026,227
Ensembl chr 4:175,969,549...176,026,163
JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression ISO Digoxin results in decreased expression of VEGFA protein CTD PMID:20116850 NCBI chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      biological role 19764
        epitope 6842
          digoxin 33
            12-O-acetyldigoxin 0
            20,22-dihydrodigoxin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              organic divalent group 18530
                                organodiyl group 18530
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic ester 14365
                                        lactone 5982
                                          gamma-lactone 1216
                                            butenolide 361
                                              cardenolides 235
                                                cardenolide glycoside 231
                                                  digoxin 33
                                                    12-O-acetyldigoxin 0
                                                    20,22-dihydrodigoxin 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.