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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:doxepin
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Accession:CHEBI:4710 term browser browse the term
Definition:A dibenzooxepine that is 6,11-dihydrodibenzo[b,e]oxepine substituted by a 3-(dimethylamino)propylidene group at position 11. It is used as an antidepressant drug.
Synonyms:exact_synonym: 3-dibenzo[b,e]oxepin-11(6H)-ylidene-N,N-dimethylpropan-1-amine
 related_synonym: 3-dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine;   Formula=C19H21NO;   InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3;   InChIKey=ODQWQRRAPPTVAG-UHFFFAOYSA-N;   SMILES=[H]C(CCN(C)C)=C1c2ccccc2COc2ccccc12
 xref: Beilstein:1348849;   CAS:1668-19-5;   DrugBank:DB01142;   Drug_Central:956;   HMDB:HMDB0015273;   KEGG:C06971;   KEGG:D07875;   LINCS:LSM-2803
 xref_mesh: MESH:D004316
 xref: PMID:15014590;   PMID:19357442;   Reaxys:1348849;   Wikipedia:Doxepin



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doxepin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A increases export ISO ABCB1 protein results in increased export of Doxepin CTD PMID:14550684 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Ace2 angiotensin I converting enzyme 2 decreases expression ISO Doxepin results in decreased expression of ACE2 mRNA CTD PMID:32808185 NCBI chr  X:30,293,597...30,340,961
Ensembl chr  X:30,293,589...30,340,977
JBrowse link
G Ache acetylcholinesterase increases activity ISO Doxepin results in increased activity of ACHE protein CTD PMID:29614332 NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation
multiple interactions
EXP Doxepin results in increased phosphorylation of AKT1 protein
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [Doxepin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in decreased phosphorylation of AKT1 protein]]; Doxepin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in decreased phosphorylation of AKT1 protein]
CTD PMID:31743544 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Asns asparagine synthetase (glutamine-hydrolyzing) increases expression ISO Doxepin results in increased expression of ASNS mRNA CTD PMID:17567588 NCBI chr 4:35,784,995...35,803,474
Ensembl chr 4:35,785,237...35,803,423
JBrowse link
G Depp1 DEPP1, autophagy regulator increases expression ISO Doxepin results in increased expression of DEPP1 mRNA CTD PMID:17567588 NCBI chr 4:149,910,794...149,913,013
Ensembl chr 4:149,910,779...149,914,542
JBrowse link
G Fabp1 fatty acid binding protein 1 increases expression ISO Doxepin results in increased expression of FABP1 mRNA CTD PMID:17567588 NCBI chr 4:103,191,015...103,194,791
Ensembl chr 4:103,191,006...103,194,788
JBrowse link
G Gdpd3 glycerophosphodiester phosphodiesterase domain containing 3 increases expression ISO Doxepin results in increased expression of GDPD3 mRNA CTD PMID:17567588 NCBI chr 1:181,373,505...181,383,063
Ensembl chr 1:181,366,626...181,383,063
JBrowse link
G Gstp1 glutathione S-transferase pi 1 decreases activity ISO Doxepin results in decreased activity of GSTP1 protein CTD PMID:15094841 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link
G Htr1a 5-hydroxytryptamine receptor 1A increases expression EXP Doxepin results in increased expression of HTR1A protein CTD PMID:1589591 NCBI chr 2:36,694,174...36,695,442
Ensembl chr 2:36,694,174...36,695,442
JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [Doxepin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of IL1B protein]]; Doxepin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of IL1B protein] CTD PMID:31743544 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Inhbe inhibin subunit beta E increases expression ISO Doxepin results in increased expression of INHBE mRNA CTD PMID:17567588 NCBI chr 7:63,177,558...63,178,983
Ensembl chr 7:63,176,219...63,179,172
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 multiple interactions ISO Doxepin inhibits the reaction [KCNH2 protein results in increased transport of Thallium] CTD PMID:21158687 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Lss lanosterol synthase increases expression ISO Doxepin results in increased expression of LSS mRNA CTD PMID:17567588 NCBI chr20:12,091,138...12,118,858
Ensembl chr20:12,092,774...12,118,762
JBrowse link
G Nupr1 nuclear protein 1, transcriptional regulator increases expression ISO Doxepin results in increased expression of NUPR1 mRNA CTD PMID:17567588 NCBI chr 1:181,213,292...181,215,327 JBrowse link
G Serpina3n serine (or cysteine) peptidase inhibitor, clade A, member 3N increases expression ISO Doxepin results in increased expression of SERPINA3 mRNA CTD PMID:17567588 NCBI chr 6:123,323,632...123,331,166 JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO
EXP
Doxepin inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium]
Doxepin inhibits the reaction [SLC22A2 protein results in increased uptake of mepiquat]
CTD PMID:21599003 PMID:33639197 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link
G Slc2a3 solute carrier family 2 member 3 decreases expression ISO Doxepin results in decreased expression of SLC2A3 mRNA CTD PMID:17567588 NCBI chr 4:155,960,944...156,026,000
Ensembl chr 4:155,960,946...156,025,472
JBrowse link
G Sod1 superoxide dismutase 1 increases expression EXP Doxepin results in increased expression of SOD1 mRNA CTD PMID:10721683 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Tagln transgelin decreases expression ISO Doxepin results in decreased expression of TAGLN mRNA CTD PMID:17567588 NCBI chr 8:46,224,939...46,230,413
Ensembl chr 8:46,222,472...46,230,668
JBrowse link
G Tmprss2 transmembrane serine protease 2 increases expression ISO
EXP
Doxepin results in increased expression of TMPRSS2 mRNA CTD PMID:32808185 NCBI chr11:36,934,306...36,973,779
Ensembl chr11:36,934,306...36,973,715
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [Doxepin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of TNF protein]]; Doxepin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of TNF protein] CTD PMID:31743544 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      application 19498
        refrigerant 17688
          ammonia 17277
            organic amino compound 17277
              tertiary amino compound 8697
                doxepin 22
                  cis-doxepin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    main group molecular entity 19698
                      s-block molecular entity 19479
                        hydrogen molecular entity 19471
                          hydrides 18834
                            inorganic hydride 17691
                              pnictogen hydride 17671
                                nitrogen hydride 17543
                                  azane 17278
                                    ammonia 17277
                                      organic amino compound 17277
                                        tertiary amino compound 8697
                                          doxepin 22
                                            cis-doxepin 0
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