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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 chr13:23,204,464...23,366,900
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 chr16:52,395,539...52,413,794
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 1:265,442,647...265,481,938
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 1:209,518,288...209,527,986
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 9:20,891,696...20,987,199
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 7:1,714,392...1,721,964
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 7:64,771,453...64,774,891
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 4:31,592,384...31,784,732
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 1:209,993,881...210,056,329
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
decreases activity
increases metabolic processing
multiple interactions		 ISO CYP1A1 protein results in increased susceptibility to dronedarone
Dronedarone results in decreased activity of CYP1A1 protein
CYP1A1 protein results in increased metabolism of dronedarone
[CYP1A1 protein results in increased metabolism of dronedarone] which results in increased abundance of N-desbutyldronedarone		 CTD PMID:29616291 PMID:33814510 NCBI chr 8:66,991,940...66,998,014
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 6:21,093,927...21,103,091
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 1:90,780,468...90,859,852
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 1:246,175,216...246,211,445
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 1:247,879,058...247,916,804
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
increases metabolic processing
multiple interactions		 ISO CYP2D6 protein results in decreased susceptibility to dronedarone
CYP2D6 protein results in increased metabolism of 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]		 CTD PMID:29616291 NCBI chr 7:115,762,662...115,771,832
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 1:205,269,967...205,280,365
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
increases metabolic processing
multiple interactions		 ISO CYP3A4 protein results in decreased susceptibility to Dronedarone
CYP3A4 protein results in increased metabolism of 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 chr12:14,321,771...14,343,886
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 multiple interactions
increases metabolic processing
decreases response to substance		 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 increased metabolism of dronedarone
CYP3A5 protein results in decreased susceptibility to dronedarone		 CTD PMID:29616291 NCBI chr12:21,919,955...21,960,160
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 1:43,511,685...43,904,454
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 6:100,589,553...100,645,240
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 8:53,568,718...53,570,072
Ensembl chr 8:44,671,786...44,673,239
Ensembl chr 4:44,671,786...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 4:11,719,357...11,751,424
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 chr15:32,388,102...32,413,663
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 8:14,354,398...14,413,271
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 chr10:38,509,072...38,536,240
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 1:50,043,323...50,050,168
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 chr10:84,198,141...84,225,659
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 chr15:10,115,954...10,465,231
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 chr10:84,441,954...84,473,093
Ensembl chr10:83,945,735...83,976,874 		JBrowse link
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  CHEBI ontology 19909
    role 19880
      biological role 19878
        xenobiotic 18757
          dronedarone 29
Path 2
Term Annotations click to browse term
  CHEBI ontology 19909
    subatomic particle 19907
      composite particle 19907
        hadron 19907
          baryon 19907
            nucleon 19907
              atomic nucleus 19907
                atom 19907
                  main group element atom 19846
                    p-block element atom 19846
                      chalcogen 19601
                        oxygen atom 19572
                          oxygen molecular entity 19572
                            hydroxides 19384
                              oxoacid 18821
                                chalcogen oxoacid 13816
                                  sulfur oxoacid 13608
                                    sulfonic acid 11632
                                      sulfonic acid derivative 11632
                                        sulfonamide 5321
                                          dronedarone 29
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