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
Accession: CHEBI:4710
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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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
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Ace2
angiotensin 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
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Ache
acetylcholinesterase
increases activity
ISO
Doxepin results in increased activity of ACHE protein
CTD
PMID:29614332
NCBI chr12:19,406,133...19,413,713
Ensembl chr12:19,407,360...19,413,651
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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
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Ankrd40
ankyrin repeat domain 40
increases expression
EXP
Doxepin results in increased expression of TMPRSS2 mRNA
CTD
PMID:32808185
NCBI chr10:79,282,075...79,295,322
Ensembl chr10:79,282,075...79,295,320
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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
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Depp1
DEPP autophagy regulator 1
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
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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
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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
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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
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Htr1a
5-hydroxytryptamine receptor 1A
increases expression
EXP
Doxepin results in increased expression of HTR1A protein
CTD
PMID:1589591
NCBI chr 2:36,693,462...36,698,026
Ensembl chr 2:36,694,174...36,695,442
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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
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Inhbe
inhibin subunit beta E
increases expression
ISO
Doxepin results in increased expression of INHBE mRNA
CTD
PMID:17567588
NCBI chr 7:63,176,221...63,179,209
Ensembl chr 7:63,176,219...63,179,172
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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
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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
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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
Ensembl chr 1:181,213,368...181,215,281
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Serpina3n
serpin family A member 3N
increases expression
ISO
Doxepin results in increased expression of SERPINA3 mRNA
CTD
PMID:17567588
NCBI chr 6:123,323,623...123,331,181
Ensembl chr 6:123,323,629...123,332,433
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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
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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
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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
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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
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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
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