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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:tiagabine
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Accession:CHEBI:9586 term browser browse the term
Definition:A piperidinemonocarboxylic acid that is (R)-nipecotic acid in which the hydrogen attached to the nitrogen has been replaced by a 1,1-bis(3-methyl-2-thienyl)but-1-en-4-yl group. A GABA reuptake inhibitor, it is used (generally as the hydrochloride salt) for the treatment of epilepsy.
Synonyms:exact_synonym: (3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]piperidine-3-carboxylic acid
 related_synonym: (-)-(R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]nipecotic acid;   (R)-tiagabine;   Formula=C20H25NO2S2;   InChI=1S/C20H25NO2S2/c1-14-7-11-24-18(14)17(19-15(2)8-12-25-19)6-4-10-21-9-3-5-16(13-21)20(22)23/h6-8,11-12,16H,3-5,9-10,13H2,1-2H3,(H,22,23)/t16-/m1/s1;   InChIKey=PBJUNZJWGZTSKL-MRXNPFEDSA-N;   SMILES=Cc1ccsc1C(=CCCN1CCC[C@H](C1)C(O)=O)c1sccc1C;   tiagabina;   tiagabinum
 xref: CAS:115103-54-3;   DrugBank:DB00906;   Drug_Central:2648;   HMDB:HMDB0015042;   KEGG:C07503;   KEGG:D08588;   LINCS:LSM-5700
 xref_mesh: MESH:C059205
 xref: PMID:10530690;   PMID:22592677;   PMID:23770680;   PMID:23997364;   PMID:24440890;   PMID:24500879;   PMID:25663257;   PMID:9097364;   PMID:9449883;   Patent:US5010090;   Patent:WO8700171;   Reaxys:6375354;   Wikipedia:Tiagabine
 cyclic_relationship: is_conjugate_base_of CHEBI:85387


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tiagabine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aadat aminoadipate aminotransferase decreases activity EXP tiagabine results in decreased activity of AADAT protein CTD PMID:16765940 NCBI chr16:29,509,392...29,544,332
Ensembl chr16:29,509,394...29,544,332 		JBrowse link
G Abcb1a ATP binding cassette subfamily B member 1A multiple interactions
increases expression		 EXP Amino Acids, Peptides, and Proteins inhibits the reaction [tiagabine results in increased expression of ABCB1 protein] CTD PMID:18473823 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Abcc1 ATP binding cassette subfamily C member 1 increases expression EXP tiagabine results in increased expression of ABCC1 protein CTD PMID:18473823 NCBI chr10:528,961...655,179
Ensembl chr10:531,812...655,114 		JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 increases expression EXP tiagabine results in increased expression of ABCC2 protein CTD PMID:18473823 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238 		JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 decreases activity ISO tiagabine results in decreased activity of CYP19A1 protein CTD PMID:17959350 NCBI chr 8:54,552,978...54,580,375
Ensembl chr 8:54,553,165...54,580,758 		JBrowse link
G Kyat1 kynurenine aminotransferase 1 decreases activity EXP tiagabine results in decreased activity of KYAT1 protein CTD PMID:16765940 NCBI chr 3:13,459,598...13,493,308
Ensembl chr 3:13,459,591...13,493,355 		JBrowse link
G Slc6a1 solute carrier family 6 member 1 decreases activity ISO tiagabine results in decreased activity of SLC6A1 protein CTD PMID:15788781 NCBI chr 4:147,448,961...147,482,295
Ensembl chr 4:147,466,965...147,482,293 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19898
    role 19868
      biological role 19866
        pharmacological role 19098
          neurotransmitter agent 16808
            GABA reuptake inhibitor 36
              tiagabine 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    main group molecular entity 19835
                      s-block molecular entity 19670
                        hydrogen molecular entity 19651
                          hydrides 19158
                            inorganic hydride 18176
                              pnictogen hydride 18166
                                nitrogen hydride 18079
                                  azane 17886
                                    ammonia 17885
                                      organic amino compound 17885
                                        amino acid 16072
                                          non-proteinogenic amino acid 3998
                                            beta-amino acid 210
                                              nipecotic acid 7
                                                (R)-nipecotic acid 7
                                                  tiagabine 7
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