Send us a Message



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

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:tienilic acid
go back to main search page
Accession:CHEBI:9590 term browser browse the term
Definition:An aromatic ketone that is 2,3-dichlorophenoxyacetic acid in which the hydrogen at position 4 on the benzene ring is replaced by a thiophenecarbonyl group. A loop diuretic used to treat hypertension, it was withdrawn from the market in 1982 due to links with hepatitis.
Synonyms:exact_synonym: [2,3-dichloro-4-(2-thienylcarbonyl)phenoxy]acetic acid
 related_synonym: (2,3-Dichloro-4-(2-thenoyl)phenoxy)acetic acid;   (2,3-Dichloro-4-(2-thiophenecarbonyl)phenoxy)acetic acid;   4-(2-Theonyl)-2,3-dichlorphenoxyessigsaeure;   4-(2-Thienylketo)-2,3-dichlorophenoxyacetic acid;   Formula=C13H8Cl2O4S;   InChI=1S/C13H8Cl2O4S/c14-11-7(13(18)9-2-1-5-20-9)3-4-8(12(11)15)19-6-10(16)17/h1-5H,6H2,(H,16,17);   InChIKey=AGHANLSBXUWXTB-UHFFFAOYSA-N;   SMILES=OC(=O)COc1ccc(C(=O)c2cccs2)c(Cl)c1Cl;   Thienylic acid;   Ticrynafen;   acide tienilique;   acido tienilico;   acidum tienilicum
 xref: CAS:40180-04-9;   DrugBank:DB04831;   Drug_Central:2658;   KEGG:C11702;   KEGG:D02386;   LINCS:LSM-5478
 xref_mesh: MESH:D013989
 xref: PMID:22462724;   PMID:23013248;   PMID:24575896;   PMID:2714684;   PMID:41229;   PMID:471149;   PMID:471154;   PMID:504040;   PMID:6996137;   PMID:7004678;   PMID:7074982;   PMID:7128663;   PMID:7398677;   PMID:8823314;   PMID:913063;   Reaxys:1260086;   Wikipedia:Tienilic_acid


show annotations for term's descendants           Sort by:
 
tienilic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bmp6 bone morphogenetic protein 6 increases expression ISO Ticrynafen results in increased expression of BMP6 mRNA CTD PMID:32816093 NCBI chr17:26,955,142...27,112,820
Ensembl chr17:26,955,142...27,112,820
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 decreases activity
multiple interactions
ISO Ticrynafen results in decreased activity of CYP2B6 protein
Ticrynafen inhibits the reaction [CYP2B6 protein results in increased chemical synthesis of hydroxybupropion]; Ticrynafen inhibits the reaction [CYP2B6 protein results in increased metabolism of Bupropion]
CTD PMID:21915887 NCBI chr 1:83,163,103...83,236,615
Ensembl chr 1:83,163,079...83,236,615
JBrowse link
G Ereg epiregulin increases expression ISO Ticrynafen results in increased expression of EREG mRNA CTD PMID:32816093 NCBI chr14:18,577,620...18,591,395
Ensembl chr14:18,576,355...18,591,394
JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO Ticrynafen results in increased expression of HMOX1 mRNA CTD PMID:18227147 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Il1a interleukin 1 alpha increases expression ISO Ticrynafen results in increased expression of IL1A mRNA CTD PMID:32816093 NCBI chr 3:121,824,712...121,836,122
Ensembl chr 3:121,825,412...121,836,086
JBrowse link
G Il1b interleukin 1 beta increases expression ISO Ticrynafen results in increased expression of IL1B mRNA CTD PMID:32816093 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Met MET proto-oncogene, receptor tyrosine kinase increases expression ISO Ticrynafen results in increased expression of MET mRNA CTD PMID:32816093 NCBI chr 4:44,747,467...44,854,628
Ensembl chr 4:44,774,741...44,852,665
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression ISO Ticrynafen results in increased expression of PTGS2 mRNA CTD PMID:32816093 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Ren renin increases activity ISO Ticrynafen results in increased activity of REN protein CTD PMID:6756707 NCBI chr13:50,502,724...50,513,953
Ensembl chr13:50,502,724...50,514,151
JBrowse link
G Slc12a2 solute carrier family 12 member 2 decreases activity
multiple interactions
ISO Ticrynafen results in decreased activity of SLC12A2 protein
Ticrynafen inhibits the reaction [SLC12A2 protein results in increased uptake of Rubidium]
CTD PMID:29959396 NCBI chr18:52,917,124...52,985,281
Ensembl chr18:52,917,124...52,985,261
JBrowse link
G Slc7a11 solute carrier family 7 member 11 increases expression ISO Ticrynafen results in increased expression of SLC7A11 mRNA CTD PMID:32816093 NCBI chr 2:139,453,774...139,528,479
Ensembl chr 2:139,453,774...139,528,162
JBrowse link
G Slpi secretory leukocyte peptidase inhibitor increases expression ISO Ticrynafen results in increased expression of SLPI mRNA CTD PMID:32816093 NCBI chr 3:160,799,979...160,802,228
Ensembl chr 3:160,799,981...160,802,433
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases expression ISO Ticrynafen results in increased expression of UGT1A1 mRNA CTD PMID:18227147 NCBI chr 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19771
    role 19716
      biological role 19716
        aetiopathogenetic role 18967
          hepatotoxic agent 14575
            tienilic acid 13
Path 2
Term Annotations click to browse term
  CHEBI ontology 19771
    subatomic particle 19770
      composite particle 19770
        hadron 19770
          baryon 19770
            nucleon 19770
              atomic nucleus 19770
                atom 19770
                  main group element atom 19658
                    p-block element atom 19658
                      carbon group element atom 19574
                        carbon atom 19564
                          organic molecular entity 19564
                            organic molecule 19497
                              organic cyclic compound 19321
                                carbocyclic compound 18297
                                  benzenoid aromatic compound 17402
                                    benzenes 17174
                                      chlorobenzenes 13593
                                        dichlorobenzene 10609
                                          tienilic acid 13
paths to the root