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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:desipramine
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Accession:CHEBI:47781 term browser browse the term
Definition:A dibenzoazepine consisting of 10,11-dihydro-5H-dibenzo[b,f]azepine substituted on nitrogen with a 3-(methylamino)propyl group.
Synonyms:related_synonym: 3-(10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N-METHYLPROPAN-1-AMINE;   5-(gamma-methylaminopropyl)iminodibenzyl;   DMI;   Desipramin;   Formula=C18H22N2;   InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3;   InChIKey=HCYAFALTSJYZDH-UHFFFAOYSA-N;   N-(3-methylaminopropyl)iminobibenzyl;   SMILES=CNCCCN1c2ccccc2CCc2ccccc12;   demethylimipramine;   desipramina;   desipraminum;   desmethylimipramine;   monodemethylimipramine;   norimipramine
 alt_id: CHEBI:4448;   CHEBI:47393
 xref: Beilstein:1432747;   CAS:50-47-5;   DrugBank:DB01151;   Drug_Central:812;   HMDB:HMDB0015282;   KEGG:C06943;   KEGG:D07791;   LINCS:LSM-3351
 xref_mesh: MESH:D003891
 xref: PDBeChem:DSM;   PMID:11041270;   PMID:11287497;   PMID:19328214;   PMID:20825390;   PMID:24399719;   Reaxys:1432747;   Wikipedia:Desipramine


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desipramine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase increases activity ISO Desipramine 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 		JBrowse link
G Acta2 actin alpha 2, smooth muscle multiple interactions ISO Desipramine inhibits the reaction [Silicon Dioxide results in increased expression of ACTA2 protein] CTD PMID:34969174 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554 		JBrowse link
G Alpp alkaline phosphatase, placental multiple interactions ISO Desipramine inhibits the reaction [Colforsin results in increased expression of ALPP mRNA]; Desipramine inhibits the reaction [Isoproterenol results in increased expression of ALPP mRNA] CTD PMID:16036225 NCBI chr 9:87,765,846...87,768,606
Ensembl chr 9:87,765,860...87,768,606 		JBrowse link
G Arc activity-regulated cytoskeleton-associated protein increases expression EXP Desipramine results in increased expression of ARC mRNA CTD PMID:14580947 NCBI chr 7:106,555,968...106,559,697
Ensembl chr 7:106,555,785...106,559,378 		JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression EXP Desipramine results in increased expression of BCL2 mRNA; Desipramine results in increased expression of BCL2 protein CTD PMID:17510525 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Bdnf brain-derived neurotrophic factor increases expression ISO Desipramine results in increased expression of BDNF mRNA CTD PMID:15555640 NCBI chr 3:96,165,042...96,215,621
Ensembl chr 3:96,165,042...96,215,615 		JBrowse link
G Camkk1 calcium/calmodulin-dependent protein kinase kinase 1 decreases expression ISO Desipramine results in decreased expression of CAMKK1 mRNA CTD PMID:15555640 NCBI chr10:57,637,335...57,660,498
Ensembl chr10:57,637,391...57,660,498 		JBrowse link
G Camkk2 calcium/calmodulin-dependent protein kinase kinase 2 decreases expression ISO Desipramine results in decreased expression of CAMKK2 mRNA CTD PMID:15555640 NCBI chr12:33,791,023...33,845,000
Ensembl chr12:33,791,052...33,843,279 		JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity		 ISO
EXP		 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid acetoxymethyl ester promotes the reaction [Desipramine results in increased cleavage of and results in increased activity of CASP3 protein]; Desipramine results in increased cleavage of and results in increased activity of CASP3 protein
Desipramine results in increased activity of CASP3 protein		 CTD PMID:18606486 PMID:18986328 PMID:20549303 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp9 caspase 9 increases activity EXP Desipramine results in increased activity of CASP9 protein CTD PMID:20549303 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Ccl5 C-C motif chemokine ligand 5 multiple interactions ISO Desipramine inhibits the reaction [TNF protein results in increased expression of CCL5 protein] CTD PMID:17477857 NCBI chr10:68,322,826...68,327,380
Ensembl chr10:68,322,829...68,327,377 		JBrowse link
G Cdh1 cadherin 1 multiple interactions ISO Desipramine inhibits the reaction [Silicon Dioxide results in decreased expression of CDH1 protein] CTD PMID:34969174 NCBI chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775 		JBrowse link
G Creb1 cAMP responsive element binding protein 1 increases expression EXP Desipramine results in increased expression of CREB1 mRNA CTD PMID:8601816 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 decreases activity ISO Desipramine results in decreased activity of CYP2C19 protein CTD PMID:15135088 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596 		JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 affects metabolic processing ISO CYP2D6 protein affects the metabolism of Desipramine CTD PMID:15286053 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity ISO Desipramine results in decreased activity of CYP2E1 protein CTD PMID:15135088 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases response to substance
decreases activity		 ISO CYP3A4 protein results in increased susceptibility to Desipramine
Desipramine results in decreased activity of CYP3A4 protein		 CTD PMID:15135088 PMID:21540358 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Dbh dopamine beta-hydroxylase increases response to substance ISO DBH protein results in increased susceptibility to Desipramine CTD PMID:15148402 NCBI chr 3:10,488,260...10,505,245
Ensembl chr 3:10,488,260...10,505,248 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 affects response to substance
increases expression		 EXP DDIT3 affects the susceptibility to Desipramine
Desipramine results in increased expression of DDIT3 protein		 CTD PMID:20549303 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201 		JBrowse link
G Egr1 early growth response 1 decreases expression EXP Desipramine results in decreased expression of EGR1 mRNA CTD PMID:7612155 NCBI chr18:26,462,967...26,466,766
Ensembl chr18:26,462,981...26,466,766 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit decreases expression EXP Desipramine results in decreased expression of FOS mRNA CTD PMID:7612155 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036 		JBrowse link
G Gal galanin and GMAP prepropeptide multiple interactions EXP Desipramine inhibits the reaction [Reserpine results in increased expression of GAL mRNA] CTD PMID:1717808 NCBI chr 1:200,650,439...200,655,302
Ensembl chr 1:200,650,439...200,654,959 		JBrowse link
G Grk2 G protein-coupled receptor kinase 2 affects localization EXP Desipramine affects the localization of GRK2 protein CTD PMID:12527474 NCBI chr 1:201,580,823...201,601,580
Ensembl chr 1:201,581,480...201,601,582 		JBrowse link
G Grk3 G protein-coupled receptor kinase 3 affects localization EXP Desipramine affects the localization of GRK3 protein CTD PMID:12527474 NCBI chr12:43,624,778...43,735,375
Ensembl chr12:43,624,897...43,731,262 		JBrowse link
G Htr1a 5-hydroxytryptamine receptor 1A multiple interactions
increases expression		 ISO
EXP		 Desipramine inhibits the reaction [IFNA1 protein results in decreased expression of HTR1A mRNA]; Desipramine inhibits the reaction [IFNA1 protein results in decreased expression of HTR1A protein]
Desipramine results in increased expression of HTR1A protein		 CTD PMID:1589591 PMID:15885359 NCBI chr 2:36,693,462...36,698,026
Ensembl chr 2:36,694,174...36,695,442 		JBrowse link
G Htr2a 5-hydroxytryptamine receptor 2A decreases expression EXP Desipramine results in decreased expression of HTR2A; Desipramine results in decreased expression of HTR2A protein CTD PMID:1664741 PMID:2553044 NCBI chr15:49,950,035...50,022,188
Ensembl chr15:49,950,804...50,020,928 		JBrowse link
G Ifna1 interferon, alpha 1 multiple interactions ISO Desipramine inhibits the reaction [IFNA1 protein results in decreased expression of HTR1A mRNA]; Desipramine inhibits the reaction [IFNA1 protein results in decreased expression of HTR1A protein]; Desipramine inhibits the reaction [IFNA1 protein results in decreased expression of NR3C1 mRNA]; Desipramine inhibits the reaction [IFNA1 protein results in decreased expression of NR3C1 protein] CTD PMID:15885359 NCBI chr 5:103,097,356...103,097,925
Ensembl chr 5:103,097,356...103,097,925 		JBrowse link
G Il1b interleukin 1 beta increases secretion EXP Desipramine results in increased secretion of IL1B protein CTD PMID:16386803 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO Desipramine inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of IL6 mRNA]; Desipramine inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of IL6 protein]; Desipramine inhibits the reaction [TNF protein results in increased expression of IL6 protein] CTD PMID:24951586 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO Desipramine results in decreased activity of KCNH2 protein CTD PMID:20211602 PMID:24052561 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases activity ISO Desipramine results in increased activity of MAPK1 protein CTD PMID:18986328 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk14 mitogen activated protein kinase 14 increases activity ISO Desipramine results in increased activity of MAPK14 protein CTD PMID:18986328 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases activity ISO Desipramine results in increased activity of MAPK3 protein CTD PMID:18986328 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid acetoxymethyl ester promotes the reaction [Desipramine results in increased phosphorylation of MAPK8 protein] CTD PMID:18606486 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Nes nestin increases expression EXP Desipramine results in increased expression of NES mRNA CTD PMID:17510525 NCBI chr 2:173,437,867...173,447,777
Ensembl chr 2:173,438,734...173,447,777 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 affects response to substance ISO NFE2L2 protein affects the susceptibility to Desipramine CTD PMID:21540358 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nlrp3 NLR family, pyrin domain containing 3 multiple interactions ISO Desipramine inhibits the reaction [Silicon Dioxide results in increased expression of NLRP3 protein] CTD PMID:34969174 NCBI chr10:44,326,770...44,353,814
Ensembl chr10:44,328,566...44,352,811 		JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 multiple interactions ISO Desipramine inhibits the reaction [IFNA1 protein results in decreased expression of NR3C1 mRNA]; Desipramine inhibits the reaction [IFNA1 protein results in decreased expression of NR3C1 protein] CTD PMID:15885359 NCBI chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375 		JBrowse link
G Plcb1 phospholipase C beta 1 decreases expression EXP Desipramine results in decreased expression of PLCB1 mRNA; Desipramine results in decreased expression of PLCB1 protein CTD PMID:12527476 NCBI chr 3:122,059,988...122,772,896
Ensembl chr 3:122,060,031...122,772,869 		JBrowse link
G Ppp1r15a protein phosphatase 1, regulatory subunit 15A increases expression EXP Desipramine results in increased expression of PPP1R15A protein CTD PMID:20549303 NCBI chr 1:96,000,053...96,003,128
Ensembl chr 1:96,000,058...96,003,171 		JBrowse link
G Slc16a2 solute carrier family 16 member 2 multiple interactions ISO Desipramine inhibits the reaction [SLC16A2 protein results in increased uptake of Triiodothyronine] CTD PMID:28119167 NCBI chr  X:68,725,365...68,848,572
Ensembl chr  X:68,723,261...68,848,771 		JBrowse link
G Slc17a7 solute carrier family 17 member 7 increases expression ISO Desipramine results in increased expression of SLC17A7 mRNA; Desipramine results in increased expression of SLC17A7 protein CTD PMID:16111724 NCBI chr 1:95,649,709...95,661,591
Ensembl chr 1:95,649,745...95,661,588 		JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Desipramine inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268 		JBrowse link
G Slc22a3 solute carrier family 22 member 3 multiple interactions EXP
ISO		 Desipramine inhibits the reaction [SLC22A3 protein results in increased uptake of 1-Methyl-4-phenylpyridinium]
Desipramine inhibits the reaction [SLC22A3 protein results in increased uptake of 1-Methyl-4-phenylpyridinium analog]		 CTD PMID:9830022 PMID:10966924 NCBI chr 1:48,235,476...48,324,617
Ensembl chr 1:48,235,476...48,324,612 		JBrowse link
G Slc6a2 solute carrier family 6 member 2 multiple interactions
decreases expression
decreases activity		 ISO
EXP		 Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [Dopamine results in increased activity of TAAR1 protein]]; Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [Methamphetamine results in increased activity of TAAR1 protein]]; Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [Octopamine results in increased activity of TAAR1 protein]]; Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [tryptamine results in increased activity of TAAR1 protein]]; Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [Tyramine results in increased activity of TAAR1 protein]]
[Desipramine binds to and results in decreased activity of SLC6A2 protein] which results in decreased susceptibility to 1-Methyl-4-phenylpyridinium; [Desipramine results in decreased activity of SLC6A2 protein] which results in decreased abundance of Norepinephrine; Bupivacaine inhibits the reaction [[Desipramine results in decreased activity of SLC6A2 protein] which results in decreased abundance of Norepinephrine]; Lidocaine inhibits the reaction [[Desipramine results in decreased activity of SLC6A2 protein] which results in decreased abundance of Norepinephrine]; tricaine inhibits the reaction [[Desipramine results in decreased activity of SLC6A2 protein] which results in decreased abundance of Norepinephrine]
Desipramine results in decreased expression of SLC6A2 protein		 CTD PMID:16725121 PMID:17234900 PMID:18561912 PMID:18923402 PMID:19616025 More... NCBI chr19:14,010,292...14,055,317
Ensembl chr19:14,010,386...14,050,357 		JBrowse link
G Smpd1 sphingomyelin phosphodiesterase 1 decreases activity ISO Desipramine results in decreased activity of SMPD1 protein CTD PMID:15781658 NCBI chr 1:159,892,946...159,896,789
Ensembl chr 1:159,892,859...159,896,794 		JBrowse link
G Taar1 trace-amine-associated receptor 1 multiple interactions ISO Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [Dopamine results in increased activity of TAAR1 protein]]; Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [Methamphetamine results in increased activity of TAAR1 protein]]; Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [Octopamine results in increased activity of TAAR1 protein]]; Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [tryptamine results in increased activity of TAAR1 protein]]; Desipramine inhibits the reaction [SLC6A2 protein promotes the reaction [Tyramine results in increased activity of TAAR1 protein]] CTD PMID:17234900 NCBI chr 1:21,517,742...21,518,740
Ensembl chr 1:21,517,258...21,532,084 		JBrowse link
G Tac1 tachykinin, precursor 1 decreases expression EXP Desipramine results in decreased expression of TAC1 protein CTD PMID:8955926 NCBI chr 4:35,679,183...35,687,180
Ensembl chr 4:35,679,704...35,687,178 		JBrowse link
G Th tyrosine hydroxylase multiple interactions EXP Desipramine inhibits the reaction [Reserpine results in increased expression of TH mRNA] CTD PMID:1717808 NCBI chr 1:198,071,500...198,078,832
Ensembl chr 1:198,071,503...198,109,767 		JBrowse link
G Tnf tumor necrosis factor decreases activity
multiple interactions		 ISO Desipramine results in decreased activity of TNF protein
Desipramine inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TNF protein]; Desipramine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]; Desipramine inhibits the reaction [TNF protein results in increased expression of IL6 protein]		 CTD PMID:17477857 PMID:24951586 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
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  CHEBI ontology 19811
    role 19818
      application 19630
        pharmaceutical 19503
          drug 19471
            drug allergen 11740
              desipramine 50
                desipramine hydrochloride 0
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  CHEBI ontology 19811
    subatomic particle 19809
      composite particle 19809
        hadron 19840
          baryon 19809
            nucleon 19809
              atomic nucleus 19809
                atom 19809
                  main group element atom 19759
                    main group molecular entity 19759
                      s-block molecular entity 19628
                        hydrogen molecular entity 19614
                          hydrides 19087
                            inorganic hydride 18091
                              pnictogen hydride 18080
                                nitrogen hydride 17987
                                  azane 17796
                                    ammonia 17795
                                      organic amino compound 17795
                                        secondary amino compound 6828
                                          desipramine 50
                                            desipramine hydrochloride 0
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