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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:1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol
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Accession:CHEBI:131801 term browser browse the term
Definition:A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a phenyl substituent at position 1 and two hydroxy substituents at positions 7 and 8.
Synonyms:related_synonym: Formula=C16H17NO2;   InChI=1S/C16H17NO2/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11/h1-5,8-9,14,17-19H,6-7,10H2;   InChIKey=JUDKOGFHZYMDMF-UHFFFAOYSA-N;   SMILES=C1CNCC(C2=C1C=C(C(=C2)O)O)C3=CC=CC=C3


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SKF 38393 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adcy5 adenylate cyclase 5 increases response to substance ISO ADCY5 protein results in increased susceptibility to 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine CTD PMID:12223546 NCBI chr11:78,976,861...79,123,343
Ensembl chr11:78,976,861...79,123,343 		JBrowse link
G Aldoc aldolase, fructose-bisphosphate C multiple interactions EXP 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine inhibits the reaction [Methamphetamine affects the localization of ALDOC mRNA] CTD PMID:18299792 NCBI chr10:63,715,544...63,719,133
Ensembl chr10:63,715,489...63,719,133 		JBrowse link
G Arc activity-regulated cytoskeleton-associated protein increases expression EXP 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of ARC mRNA CTD PMID:17499349 NCBI chr 7:108,444,959...108,448,413
Ensembl chr 7:108,444,692...108,451,220 		JBrowse link
G Casp3 caspase 3 multiple interactions ISO 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of and results in increased cleavage of CASP3 protein; Acetylcysteine inhibits the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of and results in increased cleavage of CASP3 protein] CTD PMID:17136323 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		JBrowse link
G Casp7 caspase 7 multiple interactions ISO 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of and results in increased cleavage of CASP7 protein; Acetylcysteine inhibits the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of and results in increased cleavage of CASP7 protein] CTD PMID:17136323 NCBI chr 1:265,442,647...265,481,938
Ensembl chr 1:265,442,676...265,482,512 		JBrowse link
G Comt catechol-O-methyltransferase increases methylation ISO COMT protein results in increased methylation of 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine CTD PMID:11160877 NCBI chr11:96,072,371...96,091,956
Ensembl chr11:96,072,489...96,092,533 		JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions
increases phosphorylation 		EXP [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein] which results in increased phosphorylation of CREB1 protein; Calcium promotes the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased phosphorylation of CREB1 protein]; Dizocilpine Maleate inhibits the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased phosphorylation of CREB1 protein]; KN 62 inhibits the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased phosphorylation of CREB1 protein]; SCH 23390 inhibits the reaction [[2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein] which results in increased phosphorylation of CREB1 protein] CTD PMID:14622123 NCBI chr 9:73,397,333...73,466,339
Ensembl chr 9:73,397,306...73,466,339 		JBrowse link
G Drd1 dopamine receptor D1 multiple interactions ISO
EXP 		2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein
[2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein] which results in increased susceptibility to Pilocarpine; [[2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine co-treated with Dizocilpine Maleate] co-treated with [1-hydroxy-3-amino-2-pyrrolidone results in increased activity of DRD1 protein]] results in increased susceptibility to Pilocarpine
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein; 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine inhibits the reaction [Methamphetamine affects the activity of DRD1 protein]; [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein] which results in increased phosphorylation of CREB1 protein; [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein] which results in increased susceptibility to ethyl acetate; [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein] which results in increased susceptibility to Eugenol; [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of DRD1 protein] which results in increased abundance of Calcium; [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of DRD1 protein] which results in increased phosphorylation of GRIN1 protein; [SCH 23390 binds to and results in decreased activity of DRD1 protein] inhibits the reaction [[2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein] which results in increased susceptibility to ethyl acetate]; N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide inhibits the reaction [[2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of DRD1 protein] which results in increased phosphorylation of GRIN1 protein]; SCH 23390 inhibits the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein]; SCH 23390 inhibits the reaction [[2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine binds to and results in increased activity of DRD1 protein] which results in increased phosphorylation of CREB1 protein] 		CTD PMID:7906944 PMID:9537685 PMID:10432116 PMID:14622123 PMID:15075630 More... NCBI chr17:10,545,488...10,550,029
Ensembl chr17:10,545,111...10,567,166 		JBrowse link
G Drd2 dopamine receptor D2 multiple interactions EXP
ISO 		2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine inhibits the reaction [Methamphetamine affects the activity of DRD2 protein]
DRD2 affects the susceptibility to [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine co-treated with Quinpirole] 		CTD PMID:9547254 PMID:18489579 NCBI chr 8:58,605,403...58,669,339
Ensembl chr 8:58,605,403...58,669,339 		JBrowse link
G Egr1 early growth response 1 increases expression
multiple interactions 		EXP 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of EGR1 mRNA
[Scopolamine co-treated with 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine] results in increased expression of EGR1 mRNA 		CTD PMID:8861055 PMID:20452347 NCBI chr18:26,737,078...26,740,877
Ensembl chr18:26,736,838...26,740,843 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression
multiple interactions 		ISO
EXP 		2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of FOS mRNA
BP 897 promotes the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of FOS mRNA]
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of FOS mRNA; 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of FOS protein
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine promotes the reaction [Reserpine results in increased expression of FOS protein]; [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine co-treated with Quinpirole] results in increased expression of FOS protein; [Pilocarpine co-treated with 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine] results in increased expression of FOS protein; [Scopolamine co-treated with 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine] results in increased expression of FOS mRNA; Quinpirole inhibits the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of FOS mRNA]; Reserpine inhibits the reaction [[2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine co-treated with Quinpirole] results in increased expression of FOS protein]; Reserpine promotes the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of FOS protein] 		CTD PMID:7637573 PMID:7845612 PMID:8102797 PMID:8511714 PMID:8861055 More... NCBI chr 6:110,852,188...110,855,054
Ensembl chr 6:110,852,190...110,855,598 		JBrowse link
G Fosl1 FOS like 1, AP-1 transcription factor subunit increases expression
multiple interactions 		EXP 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of FOSL1 protein
olanzapine inhibits the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of FOSL1 protein] 		CTD PMID:11425506 NCBI chr 1:212,183,885...212,192,391
Ensembl chr 1:212,183,833...212,192,391 		JBrowse link
G Gdnf glial cell derived neurotrophic factor increases secretion ISO 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased secretion of GDNF protein CTD PMID:12770616 NCBI chr 2:58,621,327...58,647,242
Ensembl chr 2:58,621,327...58,647,240 		JBrowse link
G Grin1 glutamate ionotropic receptor NMDA type subunit 1 multiple interactions EXP [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of DRD1 protein] which results in increased phosphorylation of GRIN1 protein; N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide inhibits the reaction [[2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased activity of DRD1 protein] which results in increased phosphorylation of GRIN1 protein] CTD PMID:14622123 NCBI chr 3:28,501,836...28,528,754
Ensembl chr 3:28,501,836...28,528,754 		JBrowse link
G Ngf nerve growth factor increases secretion
increases expression 		ISO 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased secretion of NGF protein
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in increased expression of NGF mRNA 		CTD PMID:12770616 NCBI chr 2:192,589,580...192,642,971
Ensembl chr 2:192,589,582...192,643,834 		JBrowse link
G Npy neuropeptide Y multiple interactions ISO NPY protein results in decreased susceptibility to [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine co-treated with Quinpirole] CTD PMID:12183048 NCBI chr 4:80,212,111...80,219,310
Ensembl chr 4:80,212,111...80,219,310 		JBrowse link
G Pvalb parvalbumin affects expression EXP 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine affects the expression of PVALB protein CTD PMID:15238432 NCBI chr 7:111,653,820...111,668,469
Ensembl chr 7:111,653,111...111,668,446 		JBrowse link
G Slc9a3 solute carrier family 9 member A3 decreases activity
multiple interactions 		EXP 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in decreased activity of SLC9A3 protein
Buthionine Sulfoximine inhibits the reaction [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine results in decreased activity of SLC9A3 protein] 		CTD PMID:23876469 NCBI chr 1:30,953,215...30,996,209
Ensembl chr 1:30,953,216...30,996,002 		JBrowse link
G Snca synuclein alpha affects localization EXP 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine affects the localization of SNCA protein CTD PMID:25852303 NCBI chr 4:91,026,474...91,127,444
Ensembl chr 4:91,026,474...91,126,315 		JBrowse link
G Tac1 tachykinin, precursor 1 multiple interactions EXP [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine co-treated with Reserpine co-treated with Quinpirole] results in increased expression of TAC1 mRNA; [2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine co-treated with Reserpine] results in increased expression of TAC1 mRNA CTD PMID:9751140 NCBI chr 4:36,645,344...36,653,548
Ensembl chr 4:36,645,571...36,653,546 		JBrowse link
G Uba1 ubiquitin-like modifier activating enzyme 1 multiple interactions EXP 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine inhibits the reaction [Methamphetamine affects the localization of UBA1 mRNA] CTD PMID:18299792 NCBI chr  X:4,062,216...4,084,192
Ensembl chr  X:4,062,182...4,084,246 		JBrowse link
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Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      application 20621
        NMR chemical shift reference compound 18453
          ammonia 18261
            organic amino compound 18261
              secondary amino compound 8181
                1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol 21
                  (R)-SKF 38393 + 21
                  (S)-SKF 38393 + 21
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Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    main group molecular entity 20781
                      s-block molecular entity 20574
                        hydrogen molecular entity 20558
                          hydrides 19693
                            inorganic hydride 18602
                              pnictogen hydride 18589
                                nitrogen hydride 18502
                                  azane 18262
                                    ammonia 18261
                                      organic amino compound 18261
                                        secondary amino compound 8181
                                          1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol 21
                                            (R)-SKF 38393 + 21
                                            (S)-SKF 38393 + 21
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