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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 chr11:65,471,612...65,618,877
Ensembl chr11:65,471,612...65,618,974
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 chr10:63,217,477...63,221,066
Ensembl chr10:63,217,451...63,221,066
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 7:106,555,968...106,559,697
Ensembl chr 7:106,555,785...106,559,378
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 1:255,437,195...255,476,737
Ensembl chr 1:255,437,172...255,476,729
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 chr11:82,568,052...82,587,642
Ensembl chr11:82,568,025...82,587,642
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 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816
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; 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]
[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
CTD PMID:7906944 PMID:9537685 PMID:10432116 PMID:14622123 PMID:15075630 More... NCBI chr17:10,540,440...10,544,971
Ensembl chr17:10,540,558...10,545,002
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 8:49,708,903...49,772,888
Ensembl chr 8:49,708,927...49,772,875
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 chr18:26,463,333...26,465,531
Ensembl chr18:26,462,981...26,466,766
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
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]
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
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]
CTD PMID:7637573 PMID:7845612 PMID:8102797 PMID:8511714 PMID:8861055 More... NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
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 1:202,754,549...202,763,057
Ensembl chr 1:202,754,529...202,764,930
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 2:56,893,992...56,919,935
Ensembl chr 2:56,895,010...56,917,209
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 3:8,103,680...8,130,603
Ensembl chr 3:8,103,680...8,130,603
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 2:189,901,058...189,954,452
Ensembl chr 2:189,901,058...189,954,452
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 4:78,881,294...78,888,495
Ensembl chr 4:78,881,264...78,888,495
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 7:109,772,939...109,787,954
Ensembl chr 7:109,772,593...109,784,561
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 4:89,696,420...89,797,240
Ensembl chr 4:89,696,420...89,796,262
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 4:35,679,183...35,687,180
Ensembl chr 4:35,679,704...35,687,178
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:1,508,700...1,530,677
Ensembl chr  X:1,508,666...1,530,636
JBrowse link

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              secondary amino compound 6633
                1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol 20
                  (R)-SKF 38393 + 20
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                                  azane 17278
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                                      organic amino compound 17277
                                        secondary amino compound 6633
                                          1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol 20
                                            (R)-SKF 38393 + 20
                                            (S)-SKF 38393 + 20
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