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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:tienilic acid
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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 A loop diuretic used to treat hypertension, it was withdrawn from the market in 1982 due to links with hepatitis.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



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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 chr17:26,318,121...26,469,034
Ensembl chr17:26,318,569...26,470,365
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 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
JBrowse link
G Ereg epiregulin increases expression ISO Ticrynafen results in increased expression of EREG mRNA CTD PMID:32816093 NCBI chr14:17,027,287...17,041,062
Ensembl chr14:17,027,287...17,041,062
JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO Ticrynafen results in increased expression of HMOX1 mRNA CTD PMID:18227147 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Il1a interleukin 1 alpha increases expression ISO Ticrynafen results in increased expression of IL1A mRNA CTD PMID:32816093 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822
JBrowse link
G Il1b interleukin 1 beta increases expression ISO Ticrynafen results in increased expression of IL1B mRNA CTD PMID:32816093 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 4:45,790,456...45,898,139
Ensembl chr 4:45,790,791...45,897,876
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression ISO Ticrynafen results in increased expression of PTGS2 mRNA CTD PMID:32816093 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Ren renin increases activity ISO Ticrynafen results in increased activity of REN protein CTD PMID:6756707 NCBI chr13:44,796,260...44,807,491
Ensembl chr13:44,796,091...44,807,489
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 chr18:51,348,282...51,416,448
Ensembl chr18:51,348,302...51,416,440
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 2:134,382,002...134,517,622
Ensembl chr 2:133,963,107...134,517,536
JBrowse link
G Slpi secretory leukocyte peptidase inhibitor increases expression ISO Ticrynafen results in increased expression of SLPI mRNA CTD PMID:32816093 NCBI chr 3:153,082,208...153,084,457
Ensembl chr 3:153,082,369...153,084,453
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 9:88,801,344...88,808,465 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      biological role 19751
        aetiopathogenetic role 19027
          hepatotoxic agent 15120
            tienilic acid 13
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic molecule 19549
                              organic cyclic compound 19343
                                carbocyclic compound 18316
                                  benzenoid aromatic compound 17484
                                    benzenes 17274
                                      chlorobenzenes 13837
                                        dichlorobenzene 10977
                                          tienilic acid 13
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