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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:dronedarone
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Accession:CHEBI:50659 term browser browse the term
Definition:A member of the class of 1-benzofurans used for the treatment of cardiac arrhythmias.
Synonyms:exact_synonym: N-[2-butyl-3-{4-[3-(dibutylamino)propoxy]benzoyl}-1-benzofuran-5-yl]methanesulfonamide
 related_synonym: Formula=C31H44N2O5S;   InChI=1S/C31H44N2O5S/c1-5-8-12-29-30(27-23-25(32-39(4,35)36)15-18-28(27)38-29)31(34)24-13-16-26(17-14-24)37-22-11-21-33(19-9-6-2)20-10-7-3/h13-18,23,32H,5-12,19-22H2,1-4H3;   InChIKey=ZQTNQVWKHCQYLQ-UHFFFAOYSA-N;   Multaq;   N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)-5-benzofuranyl)-methanesulfonamide;   N-(2-butyl-3-(p-(3-(dibutylamino)propoxy)benzoyl)-5-benzofuranyl)methanesulfonamide;   SMILES=CCCCN(CCCC)CCCOc1ccc(cc1)C(=O)c1c(CCCC)oc2ccc(NS(C)(=O)=O)cc12;   SR 33589;   SR 33589B
 xref: CAS:141626-36-0;   Drug_Central:4112;   KEGG:D02537
 xref_mesh: MESH:C118667
 xref: PMID:23338943;   PMID:24084222;   PMID:24486334;   Patent:EP2684564;   Patent:MX2013006564;   Reaxys:8176529;   Wikipedia:Dronedarone



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dronedarone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bcl2 BCL2, apoptosis regulator increases expression EXP Dronedarone results in increased expression of BCL2 protein CTD PMID:27197836 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Casp3 caspase 3 increases activity ISO dronedarone results in increased activity of CASP3 protein CTD PMID:23135547 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp7 caspase 7 increases activity ISO dronedarone results in increased activity of CASP7 protein CTD PMID:23135547 NCBI chr 1:255,437,438...255,476,737
Ensembl chr 1:255,437,172...255,476,729
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO dronedarone results in decreased expression of CCND1 protein CTD PMID:29616291 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Ccnd3 cyclin D3 decreases expression ISO dronedarone results in decreased expression of CCND3 protein CTD PMID:29616291 NCBI chr 9:13,394,161...13,400,341
Ensembl chr 9:13,394,169...13,489,371
JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression ISO dronedarone results in decreased expression of CDK2 protein CTD PMID:29616291 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
JBrowse link
G Cdk4 cyclin-dependent kinase 4 decreases expression ISO dronedarone results in decreased expression of CDK4 protein CTD PMID:29616291 NCBI chr 7:62,886,124...62,889,562
Ensembl chr 7:62,883,105...62,942,403
JBrowse link
G Cdk6 cyclin-dependent kinase 6 decreases expression ISO dronedarone results in decreased expression of CDK6 protein CTD PMID:29616291 NCBI chr 4:30,637,650...30,829,688
Ensembl chr 4:30,646,460...30,829,634
JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A decreases activity ISO dronedarone results in decreased activity of CPT1A protein CTD PMID:24881592 NCBI chr 1:200,564,634...200,627,059
Ensembl chr 1:200,565,613...200,627,055
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases response to substance
multiple interactions
increases metabolic processing
decreases activity
ISO CYP1A1 protein results in increased susceptibility to dronedarone
[CYP1A1 protein results in increased metabolism of dronedarone] which results in increased abundance of N-desbutyldronedarone
Dronedarone results in decreased activity of CYP1A1 protein
CTD PMID:29616291 PMID:33814510 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 decreases activity ISO Dronedarone results in decreased activity of CYP1B1 protein CTD PMID:33814510 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 increases metabolic processing ISO CYP2B6 protein results in increased metabolism of dronedarone CTD PMID:29616291 NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 increases metabolic processing ISO CYP2C18 protein results in increased metabolism of Dronedarone CTD PMID:29616291 NCBI chr 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066
JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 increases metabolic processing ISO CYP2C19 protein results in increased metabolism of dronedarone CTD PMID:29616291 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases response to substance
multiple interactions
increases metabolic processing
ISO CYP2D6 protein results in decreased susceptibility to dronedarone
[CYP2D6 protein results in increased metabolism of Dronedarone] which results in decreased abundance of N-desbutyldronedarone; CYP2D6 protein inhibits the reaction [Dronedarone results in decreased expression of TOP2A protein]; CYP2D6 protein inhibits the reaction [Dronedarone results in increased phosphorylation of H2AX protein]
CYP2D6 protein results in increased metabolism of dronedarone
CTD PMID:29616291 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 increases metabolic processing ISO CYP2E1 protein results in increased metabolism of dronedarone CTD PMID:29616291 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases response to substance
multiple interactions
increases metabolic processing
ISO CYP3A4 protein results in decreased susceptibility to Dronedarone
[CYP3A4 protein results in increased metabolism of Dronedarone] which results in increased abundance of N-desbutyldronedarone; [CYP3A4 protein results in increased metabolism of Dronedarone] which results in increased chemical synthesis of N-desbutyldronedarone; CYP3A4 protein inhibits the reaction [Dronedarone results in decreased expression of TOP2A protein]; CYP3A4 protein inhibits the reaction [Dronedarone results in increased phosphorylation of H2AX protein]
CTD PMID:29616291 PMID:31756459 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 multiple interactions
decreases response to substance
increases metabolic processing
ISO [CYP3A5 protein results in increased metabolism of Dronedarone] which results in increased abundance of N-desbutyldronedarone; CYP3A5 protein inhibits the reaction [Dronedarone results in decreased expression of TOP2A protein]; CYP3A5 protein inhibits the reaction [Dronedarone results in increased phosphorylation of H2AX protein]
CYP3A5 protein results in decreased susceptibility to dronedarone
CYP3A5 protein results in increased metabolism of dronedarone
CTD PMID:29616291 NCBI chr12:16,806,222...16,846,428
Ensembl chr12:16,806,207...16,846,422
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO dronedarone binds to and results in decreased activity of ESR1 protein CTD PMID:25752796 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Esr2 estrogen receptor 2 multiple interactions ISO dronedarone binds to and results in decreased activity of ESR2 protein CTD PMID:25752796 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G H2ax H2A.X variant histone multiple interactions
increases phosphorylation
ISO CYP2D6 protein inhibits the reaction [Dronedarone results in increased phosphorylation of H2AX protein]; CYP3A4 protein inhibits the reaction [Dronedarone results in increased phosphorylation of H2AX protein]; CYP3A5 protein inhibits the reaction [Dronedarone results in increased phosphorylation of H2AX protein]; TOP2A protein inhibits the reaction [Dronedarone results in increased phosphorylation of H2AX protein] CTD PMID:29616291 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity
multiple interactions
ISO dronedarone results in decreased activity of KCNH2 protein
Potassium inhibits the reaction [dronedarone results in decreased activity of KCNH2 protein]
CTD PMID:15618689 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Myh6 myosin heavy chain 6 decreases expression EXP dronedarone results in decreased expression of MYH6 mRNA CTD PMID:17535870 NCBI chr15:28,418,120...28,442,316
Ensembl chr15:28,417,616...28,441,720
JBrowse link
G Pgr progesterone receptor multiple interactions ISO dronedarone binds to and results in decreased activity of PGR protein CTD PMID:25752796 NCBI chr 8:6,072,673...6,131,552
Ensembl chr 8:6,072,673...6,131,344
JBrowse link
G Slc22a5 solute carrier family 22 member 5 affects response to substance ISO SLC22A5 protein affects the susceptibility to dronedarone CTD PMID:24881592 NCBI chr10:38,008,303...38,035,474
Ensembl chr10:38,008,311...38,035,309
JBrowse link
G Sod2 superoxide dismutase 2 increases expression ISO dronedarone results in increased expression of SOD2 mRNA CTD PMID:23135547 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Thra thyroid hormone receptor alpha multiple interactions
decreases expression
ISO
EXP
dronedarone binds to and results in decreased activity of THRA protein
dronedarone results in decreased expression of THRA mRNA alternative form
CTD PMID:17535870 PMID:25752796 NCBI chr10:83,701,885...83,729,408
Ensembl chr10:83,700,755...83,729,936
JBrowse link
G Thrb thyroid hormone receptor beta decreases expression EXP dronedarone results in decreased expression of THRB mRNA alternative form CTD PMID:17535870 NCBI chr15:7,685,180...8,031,920
Ensembl chr15:7,685,180...7,882,916
JBrowse link
G Top2a DNA topoisomerase II alpha decreases expression
multiple interactions
ISO dronedarone results in decreased expression of TOP2A mRNA; dronedarone results in decreased expression of TOP2A protein
CYP2D6 protein inhibits the reaction [Dronedarone results in decreased expression of TOP2A protein]; CYP3A4 protein inhibits the reaction [Dronedarone results in decreased expression of TOP2A protein]; CYP3A5 protein inhibits the reaction [Dronedarone results in decreased expression of TOP2A protein]; TOP2A protein inhibits the reaction [Dronedarone results in increased phosphorylation of H2AX protein]
CTD PMID:29616291 NCBI chr10:83,945,731...83,976,874
Ensembl chr10:83,945,735...83,976,874
JBrowse link

Term paths to the root
Path 1
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  CHEBI ontology 19918
    role 19894
      biological role 19892
        xenobiotic 18778
          dronedarone 29
Path 2
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  CHEBI ontology 19918
    subatomic particle 19916
      composite particle 19916
        hadron 19916
          baryon 19916
            nucleon 19916
              atomic nucleus 19916
                atom 19916
                  main group element atom 19866
                    p-block element atom 19866
                      chalcogen 19612
                        oxygen atom 19586
                          oxygen molecular entity 19586
                            hydroxides 19389
                              oxoacid 18783
                                chalcogen oxoacid 13780
                                  sulfur oxoacid 13568
                                    sulfonic acid 11607
                                      sulfonic acid derivative 11607
                                        sulfonamide 5302
                                          dronedarone 29
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