Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   


go back to main search page
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piperidinemonocarboxylic acid that is (R)-nipecotic acid in which the hydrogen attached to the nitrogen has been replaced by a 1,1-bis(3-methyl-2-thienyl)but-1-en-4-yl group.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 "ChemIDplus";   CAS:115103-54-3 "KEGG COMPOUND";   DrugBank:DB00906;   Drug_Central:2648 "DrugCentral";   HMDB:HMDB0015042;   KEGG:C07503;   KEGG:D08588;   LINCS:LSM-5700
 xref_mesh: MESH:C059205
 xref: PMID:10530690 "Europe PMC";   PMID:22592677 "Europe PMC";   PMID:23770680 "Europe PMC";   PMID:23997364 "Europe PMC";   PMID:24440890 "Europe PMC";   PMID:24500879 "Europe PMC";   PMID:25663257 "Europe PMC";   PMID:9097364 "Europe PMC";   PMID:9449883 "Europe PMC";   Patent:US5010090;   Patent:WO8700171;   Reaxys:6375354 "Reaxys";   Wikipedia:Tiagabine
 cyclic_relationship: is_conjugate_base_of CHEBI:85387

show annotations for term's descendants       view all columns           Sort by:
tiagabine term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Aadat aminoadipate aminotransferase JBrowse link 16 32,832,001 32,868,680 RGD:6480464
G Abcb1a ATP binding cassette subfamily B member 1A JBrowse link 4 22,339,829 22,517,642 RGD:6480464
G Abcc1 ATP binding cassette subfamily C member 1 JBrowse link 10 549,537 672,235 RGD:6480464
G Abcc2 ATP binding cassette subfamily C member 2 JBrowse link 1 263,554,426 263,612,556 RGD:6480464
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 JBrowse link 8 58,744,849 58,772,408 RGD:6480464
G Kyat1 kynurenine aminotransferase 1 JBrowse link 3 8,752,289 8,785,617 RGD:6480464
G Slc6a1 solute carrier family 6 member 1 JBrowse link 4 146,258,842 146,292,176 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19654
    role 19598
      biological role 19596
        pharmacological role 18671
          neurotransmitter agent 16221
            GABA reuptake inhibitor 25
              tiagabine 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 19654
    subatomic particle 19650
      composite particle 19650
        hadron 19650
          baryon 19650
            nucleon 19650
              atomic nucleus 19650
                atom 19650
                  main group element atom 19531
                    p-block element atom 19531
                      carbon group element atom 19413
                        carbon atom 19405
                          organic molecular entity 19405
                            organic group 18331
                              organic divalent group 18321
                                organodiyl group 18321
                                  carbonyl group 18209
                                    carbonyl compound 18209
                                      carboxylic acid 17908
                                        amino acid 12306
                                          non-proteinogenic amino acid 1725
                                            beta-amino acid 172
                                              nipecotic acid 7
                                                (R)-nipecotic acid 7
                                                  tiagabine 7
paths to the root


RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.