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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piperidinemonocarboxylic acid that is (R)-nipecotic acid in which the hydrogen attached to the nitrogen has been replaced by a 1,1-bis(3-methyl-2-thienyl)but-1-en-4-yl group.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 8:54,553,165...54,580,758
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 19757
    role 19730
      biological role 19728
        pharmacological role 18982
          neurotransmitter agent 16636
            GABA reuptake inhibitor 35
              tiagabine 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 19757
    subatomic particle 19755
      composite particle 19755
        hadron 19755
          baryon 19755
            nucleon 19755
              atomic nucleus 19755
                atom 19755
                  main group element atom 19703
                    p-block element atom 19703
                      carbon group element atom 19649
                        carbon atom 19645
                          organic molecular entity 19645
                            organic group 18859
                              organic divalent group 18845
                                organodiyl group 18845
                                  carbonyl group 18809
                                    carbonyl compound 18809
                                      carboxylic acid 18530
                                        amino acid 15503
                                          non-proteinogenic amino acid 3952
                                            beta-amino acid 193
                                              nipecotic acid 7
                                                (R)-nipecotic acid 7
                                                  tiagabine 7
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