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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:ethoxyquin
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Accession:CHEBI:77323 term browser browse the term
Definition:A quinoline that is 1,2-dihydroquinoline bearing three methyl substituents at position 2, 2 and 4 as well as an ethoxy substituent at position 6.
Synonyms:related_synonym: 1,2-Dihydro-2,2,4-trimethyl-6-ethoxyquinoline;   1,2-Dihydro-6-ethoxy-2,2,4-trimethylquinoline;   2,2,4-Trimethyl-6-ethoxy-1,2-dihydroquinoline;   E 324;   E324;   Ethoxyquine;   Ethyl 2,2,4-trimethyl-1,2-dihydro-6-quinolinyl ether;   Formula=C14H19NO;   InChI=1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3;   InChIKey=DECIPOUIJURFOJ-UHFFFAOYSA-N;   SMILES=CCOc1ccc2NC(C)(C)C=C(C)c2c1
 xref: CAS:91-53-2;   HMDB:HMDB0039531;   LINCS:LSM-5670
 xref_mesh: MESH:D005015
 xref: PMID:16199076;   PMID:20093172;   PMID:20334189;   PMID:21902931;   PMID:23063794;   PMID:23955554;   PMID:24127661;   PMID:24161146;   PMID:674008;   PMID:6769055;   PPDB:280;   Patent:WO2011028128;   Reaxys:158223;   VSDB:280;   Wikipedia:Ethoxyquin


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ethoxyquin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc2 ATP binding cassette subfamily C member 2 increases expression
multiple interactions
ISO Ethoxyquin results in increased expression of ABCC2 mRNA
[Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC2 mRNA
CTD PMID:15833929 NCBI chr 1:263,554,426...263,612,556
Ensembl chr 1:263,554,453...263,613,252
JBrowse link
G Abcc3 ATP binding cassette subfamily C member 3 increases expression
multiple interactions
ISO Ethoxyquin results in increased expression of ABCC3 mRNA
[Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC3 mRNA
CTD PMID:15833929 NCBI chr10:82,047,308...82,116,928
Ensembl chr10:82,047,863...82,117,109
JBrowse link
G Abcc4 ATP binding cassette subfamily C member 4 increases expression
multiple interactions
ISO Ethoxyquin results in increased expression of ABCC4 mRNA
[Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC4 mRNA
CTD PMID:15833929 NCBI chr15:103,695,415...103,927,980
Ensembl chr15:103,696,557...103,927,592
JBrowse link
G Abcc5 ATP binding cassette subfamily C member 5 multiple interactions
increases expression
ISO [Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC5 mRNA
Ethoxyquin results in increased expression of ABCC5 mRNA
CTD PMID:15833929 NCBI chr11:84,395,982...84,490,215
Ensembl chr11:84,396,033...84,490,211
JBrowse link
G Abcc6 ATP binding cassette subfamily C member 6 increases expression
multiple interactions
ISO Ethoxyquin results in increased expression of ABCC6 mRNA
[Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC6 mRNA
CTD PMID:15833929 NCBI chr 1:101,954,786...102,013,252
Ensembl chr 1:101,959,540...102,013,243
JBrowse link
G Akr1b10 aldo-keto reductase family 1 member B10 increases expression
multiple interactions
ISO Ethoxyquin results in increased expression of AKR1B10 mRNA
NFE2L2 protein promotes the reaction [Ethoxyquin results in increased expression of AKR1B10 mRNA]
CTD PMID:21277289 NCBI chr 4:61,813,265...61,830,371
Ensembl chr 4:61,771,970...61,828,657
JBrowse link
G Akr7a3 aldo-keto reductase family 7 member A3 increases activity
increases expression
EXP Ethoxyquin results in increased activity of AKR7A3 protein
Ethoxyquin results in increased expression of AKR7A3 mRNA; Ethoxyquin results in increased expression of AKR7A3 protein
CTD PMID:8198522 PMID:8395332 PMID:9328168 PMID:19695238 NCBI chr 5:157,801,120...157,813,756
Ensembl chr 5:157,801,163...157,813,756
JBrowse link
G Aldh1a1 aldehyde dehydrogenase 1 family, member A1 increases expression ISO
EXP
Ethoxyquin results in increased expression of ALDH1A1 mRNA CTD PMID:17998271 PMID:19695238 NCBI chr 1:238,222,689...238,264,381
Ensembl chr 1:238,222,521...238,264,330
JBrowse link
G Aldh1b1 aldehyde dehydrogenase 1 family, member B1 increases expression ISO Ethoxyquin results in increased expression of ALDH1B1 mRNA CTD PMID:17998271 NCBI chr 5:61,382,351...61,387,359
Ensembl chr 5:61,382,351...61,387,358
JBrowse link
G Alox5 arachidonate 5-lipoxygenase decreases activity EXP Ethoxyquin results in decreased activity of ALOX5 protein CTD PMID:3928952 NCBI chr 4:148,398,004...148,446,308
Ensembl chr 4:148,398,892...148,446,303
JBrowse link
G Ar androgen receptor multiple interactions ISO Dihydrotestosterone inhibits the reaction [Ethoxyquin results in increased activity of AR protein]; Ethoxyquin inhibits the reaction [Dihydrotestosterone results in increased expression of AR mRNA] CTD PMID:15064155 PMID:21310686 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Ces2c carboxylesterase 2C increases expression ISO Ethoxyquin results in increased expression of CES2C mRNA CTD PMID:22429928 NCBI chr 1:282,640,752...282,648,319
Ensembl chr 1:282,638,017...282,702,424
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases activity
increases expression
EXP Ethoxyquin inhibits the reaction [Methylcholanthrene results in increased activity of CYP1A1 protein]
Ethoxyquin results in increased activity of CYP1A1 protein
Ethoxyquin results in increased expression of CYP1A1 mRNA
CTD PMID:16906435 PMID:19695238 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases expression EXP Ethoxyquin results in increased expression of CYP1A2 mRNA CTD PMID:19695238 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 increases expression EXP Ethoxyquin results in increased expression of CYP1B1 mRNA CTD PMID:19695238 NCBI chr 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 increases expression ISO Ethoxyquin results in increased expression of CYP2B10 mRNA CTD PMID:17627975 NCBI chr 7:99,142,431...99,183,540
Ensembl chr 7:99,142,450...99,181,783
JBrowse link
G Cyp2b15 cytochrome P450, family 2, subfamily b, polypeptide 15 increases expression EXP Ethoxyquin results in increased expression of CYP2B15 mRNA CTD PMID:19695238 NCBI chr 1:251,325,923...251,338,404
Ensembl chr 1:251,325,923...251,338,358
JBrowse link
G Cyp3a18 cytochrome P450, family 3, subfamily a, polypeptide 18 increases expression EXP Ethoxyquin results in increased expression of CYP3A18 mRNA CTD PMID:19695238 NCBI chr12:10,636,294...10,684,273
Ensembl chr12:10,636,275...10,684,278
JBrowse link
G Cyp3a23-3a1 cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1 increases expression EXP Ethoxyquin results in increased expression of CYP3A23-3A1 mRNA CTD PMID:19695238 NCBI chr12:11,053,888...11,082,742
Ensembl chr12:11,655,402...11,733,136
JBrowse link
G Ephx1 epoxide hydrolase 1 increases expression EXP Ethoxyquin results in increased expression of EPHX1 mRNA CTD PMID:19695238 NCBI chr13:99,271,390...99,300,580
Ensembl chr13:99,271,366...99,300,579
JBrowse link
G Gsta2 glutathione S-transferase alpha 2 increases expression ISO
EXP
Ethoxyquin results in increased expression of GSTA2 protein
Ethoxyquin results in increased expression of GSTA2 mRNA
CTD PMID:11309284 PMID:19695238 NCBI chr 8:85,640,081...85,645,621 JBrowse link
G Gsta3 glutathione S-transferase alpha 3 increases expression ISO
EXP
Ethoxyquin results in increased expression of GSTA3 protein CTD PMID:8198522 PMID:9794803 PMID:11309284 NCBI chr 9:27,357,490...27,417,023
Ensembl chr 9:27,402,381...27,417,023
JBrowse link
G Gsta4 glutathione S-transferase alpha 4 increases expression EXP Ethoxyquin results in increased expression of GSTA4 mRNA; Ethoxyquin results in increased expression of GSTA4 protein CTD PMID:9794803 PMID:19695238 NCBI chr 8:85,497,557...85,514,732
Ensembl chr 8:85,497,557...85,518,879
JBrowse link
G Gsta5 glutathione S-transferase alpha 5 multiple interactions
increases expression
increases activity
EXP
ISO
Ethoxyquin promotes the reaction [GSTA5 protein affects the metabolism of aflatoxin B1-2,3-oxide]; Ethoxyquin results in increased expression of and results in increased activity of GSTA5 protein
Ethoxyquin results in increased expression of GSTA1 protein
Ethoxyquin results in increased expression of GSTA5 mRNA; Ethoxyquin results in increased expression of GSTA5 protein
Ethoxyquin results in increased activity of GSTA5 protein
CTD PMID:1637297 PMID:8198522 PMID:9328168 PMID:9794803 PMID:11309284 PMID:19695238 NCBI chr 8:85,553,659...85,564,914
Ensembl chr 8:85,553,734...85,565,179
JBrowse link
G Gsta6 glutathione S-transferase alpha 6 increases expression ISO Ethoxyquin results in increased expression of GSTA2 protein CTD PMID:11309284 NCBI chr 9:27,475,273...27,533,939
Ensembl chr 9:27,475,273...27,511,176
JBrowse link
G Gstm1 glutathione S-transferase mu 1 increases expression ISO
EXP
Ethoxyquin results in increased expression of GSTM1 mRNA; Ethoxyquin results in increased expression of GSTM1 protein CTD PMID:8198522 PMID:11309284 PMID:18723825 PMID:19695238 NCBI chr 2:210,803,869...210,809,461
Ensembl chr 2:210,803,869...210,809,306
JBrowse link
G Gstm2 glutathione S-transferase mu 2 increases expression EXP
ISO
Ethoxyquin results in increased expression of GSTM2 mRNA CTD PMID:18723825 PMID:19695238 NCBI chr 2:210,778,041...210,782,807
Ensembl chr 2:210,720,704...210,782,856
JBrowse link
G Gstm4 glutathione S-transferase mu 4 increases expression ISO Ethoxyquin results in increased expression of GSTM4 mRNA CTD PMID:18723825 NCBI chr 2:210,834,013...210,839,242
Ensembl chr 2:210,833,884...210,839,295
JBrowse link
G Gstm5 glutathione S-transferase, mu 5 increases expression ISO
EXP
Ethoxyquin results in increased expression of GSTM3 mRNA; Ethoxyquin results in increased expression of GSTM5 protein
Ethoxyquin results in increased expression of GSTM3 protein
CTD PMID:9794803 PMID:11309284 PMID:18723825 NCBI chr 2:210,685,338...210,688,133
Ensembl chr 2:210,685,197...210,688,272
JBrowse link
G Gstp1 glutathione S-transferase pi 1 increases expression EXP Ethoxyquin results in increased expression of GSTP1 mRNA; Ethoxyquin results in increased expression of GSTP1 protein CTD PMID:8198522 PMID:9794803 PMID:19695238 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
JBrowse link
G Gstt1 glutathione S-transferase theta 1 increases expression ISO
EXP
Ethoxyquin results in increased expression of GSTT1 mRNA
Ethoxyquin results in increased expression of GSTT1 mRNA; Ethoxyquin results in increased expression of GSTT1 protein
CTD PMID:9794803 PMID:18723825 NCBI chr20:13,799,102...13,816,527
Ensembl chr20:13,799,102...13,816,526
JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO Ethoxyquin results in increased expression of HMOX1 mRNA; Ethoxyquin results in increased expression of HMOX1 protein CTD PMID:25690736 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Mapk14 mitogen activated protein kinase 14 multiple interactions ISO [Ethoxyquin results in increased expression of PRDX1 protein] which results in increased phosphorylation of MAPK14 protein CTD PMID:16880205 NCBI chr20:5,933,290...5,995,137
Ensembl chr20:5,933,303...5,995,137
JBrowse link
G Mgst1 microsomal glutathione S-transferase 1 increases expression ISO Ethoxyquin results in increased expression of MGST1 mRNA CTD PMID:18723825 NCBI chr 4:172,119,382...172,134,609
Ensembl chr 4:172,119,331...172,134,607
JBrowse link
G Mgst3 microsomal glutathione S-transferase 3 increases expression ISO Ethoxyquin results in increased expression of MGST3 mRNA CTD PMID:18723825 NCBI chr13:85,601,499...85,622,392
Ensembl chr13:85,601,499...85,622,314
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions
affects activity
ISO NFE2L2 protein promotes the reaction [Ethoxyquin results in increased expression of AKR1B10 mRNA]
Ethoxyquin affects the activity of NFE2L2 protein
[Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC2 mRNA; [Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC3 mRNA; [Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC4 mRNA; [Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC5 mRNA; [Ethoxyquin results in increased activity of NFE2L2 protein] which results in increased expression of ABCC6 mRNA; Ethoxyquin binds to and results in increased activity of NFE2L2 protein
CTD PMID:11309284 PMID:15833929 PMID:15919853 PMID:21277289 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Nox4 NADPH oxidase 4 increases expression EXP Ethoxyquin results in increased expression of NOX4 mRNA CTD PMID:19695238 NCBI chr 1:150,796,359...150,976,186
Ensembl chr 1:150,797,084...150,976,194
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression
multiple interactions
increases activity
ISO
EXP
Ethoxyquin results in increased expression of NQO1 mRNA; Ethoxyquin results in increased expression of NQO1 protein
Ethoxyquin promotes the reaction [Methylcholanthrene results in increased activity of NQO1 protein]; Methylcholanthrene promotes the reaction [Ethoxyquin results in increased activity of NQO1 protein]
CTD PMID:11309284 PMID:15919853 PMID:16045903 PMID:16906435 PMID:17627975 PMID:19144771 PMID:19695238 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions
increases activity
ISO Ethoxyquin binds to and results in increased activity of NR1I2 protein
Ethoxyquin results in increased activity of NR1I2 protein
CTD PMID:21115097 PMID:25455453 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link
G Prdx1 peroxiredoxin 1 increases expression
multiple interactions
ISO Ethoxyquin results in increased expression of PRDX1 protein
[Ethoxyquin results in increased expression of PRDX1 protein] which results in increased phosphorylation of MAPK14 protein
CTD PMID:16880205 NCBI chr 5:135,536,413...135,551,986
Ensembl chr 5:135,536,413...135,551,990
JBrowse link
G Slco2b1 solute carrier organic anion transporter family, member 2b1 increases expression ISO Ethoxyquin results in increased expression of SLCO2B1 mRNA CTD PMID:15919853 NCBI chr 1:164,623,313...164,671,612
Ensembl chr 1:164,623,599...164,671,577
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases expression EXP
ISO
Ethoxyquin results in increased expression of UGT1A1 mRNA CTD PMID:19144771 PMID:19695238 NCBI chr 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a5 UDP glucuronosyltransferase family 1 member A5 increases expression ISO Ethoxyquin results in increased expression of UGT1A5 mRNA CTD PMID:19144771 NCBI chr 9:95,256,628...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19771
    role 19716
      application 19406
        agrochemical 14675
          ethoxyquin 43
Path 2
Term Annotations click to browse term
  CHEBI ontology 19771
    subatomic particle 19770
      composite particle 19770
        hadron 19770
          baryon 19770
            nucleon 19770
              atomic nucleus 19770
                atom 19770
                  main group element atom 19658
                    p-block element atom 19658
                      carbon group element atom 19574
                        carbon atom 19564
                          organic molecular entity 19564
                            organic molecule 19497
                              organic cyclic compound 19321
                                organic heterocyclic compound 18512
                                  organonitrogen heterocyclic compound 17523
                                    quinolines 2590
                                      ethoxyquin 43
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