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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 chr13:23,204,464...23,366,900 		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 chr16:52,395,540...52,413,732 		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 1:265,442,676...265,482,512 		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 1:209,518,288...209,527,810 		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 9:20,891,704...20,987,033 		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 7:1,714,392...1,721,878 		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 7:64,771,147...64,775,163 		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 4:31,601,192...31,781,701 		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 1:209,993,875...210,056,326 		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 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012 		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 6:21,078,146...21,103,142 		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 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 1:246,174,711...246,211,853 		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 1:247,879,078...247,916,798 		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 7:115,762,662...115,771,832
Ensembl chr 7:115,761,696...115,771,837 		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 1:205,267,505...205,293,495 		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 chr12:14,321,771...14,343,886
Ensembl chr12:14,321,771...14,343,857 		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 chr12:21,919,955...21,960,160
Ensembl chr12:21,919,940...21,960,154 		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 1:43,644,392...43,900,354 		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 6:100,545,206...100,644,709 		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 8:53,568,281...53,573,079 		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 4:11,692,980...11,751,421 		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 chr15:32,387,487...32,411,333 		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 8:14,354,398...14,413,271 		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 chr10:38,509,072...38,536,077 		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 1:50,043,325...50,050,168 		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 chr10:84,197,011...84,225,657 		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 chr15:10,115,954...10,313,680 		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 chr10:84,441,954...84,473,366 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 20849
    role 20820
      biological role 20805
        xenobiotic 19525
          dronedarone 29
Path 2
Term Annotations click to browse term
  CHEBI ontology 20849
    subatomic particle 20847
      composite particle 20860
        hadron 20847
          baryon 20860
            nucleon 20847
              atomic nucleus 20847
                atom 20860
                  main group element atom 20781
                    p-block element atom 20768
                      chalcogen 20492
                        oxygen atom 20458
                          oxygen molecular entity 20446
                            hydroxides 20231
                              oxoacid 19291
                                chalcogen oxoacid 13882
                                  sulfur oxoacid 13687
                                    sulfonic acid 11714
                                      sulfonic acid derivative 11699
                                        sulfonamide 5381
                                          dronedarone 29
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