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
Accession: CHEBI:9590
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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 A loop diuretic used to treat hypertension, it was withdrawn from the market in 1982 due to links with hepatitis.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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Bmp6
bone morphogenetic protein 6
increases expression
ISO
Ticrynafen results in increased expression of BMP6 mRNA
CTD
PMID:32816093
NCBI chr17:26,318,121...26,469,691
Ensembl chr17:26,318,569...26,470,365
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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
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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
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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
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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
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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
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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
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Ptgs2
prostaglandin-endoperoxide synthase 2
increases expression
ISO
Ticrynafen results in increased expression of PTGS2 mRNA
CTD
PMID:32816093
NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
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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
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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
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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
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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
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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
Ensembl chr 9:88,713,184...88,808,465
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