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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:bromfenac
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Accession:CHEBI:240107 term browser browse the term
Definition:Amfenac in which the the hydrogen at the 4 position of the benzoyl group is substituted by bromine. It is used for the management of ocular pain and treatment of postoperative inflammation in patients who have undergone cataract extraction. It was withdrawn from the US market in 1998, following concerns over off-label abuse and hepatic failure.
Synonyms:exact_synonym: [2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
 related_synonym: 2-amino-3-(4-bromobenzoyl)benzeneacetic acid;   Formula=C15H12BrNO3;   InChI=1S/C15H12BrNO3/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19/h1-7H,8,17H2,(H,18,19);   InChIKey=ZBPLOVFIXSTCRZ-UHFFFAOYSA-N;   SMILES=Nc1c(CC(O)=O)cccc1C(=O)c1ccc(Br)cc1;   [2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acid;   bromfenaco;   bromfenacum
 xref: Beilstein:8335547;   CAS:91714-94-2;   DrugBank:DB00963;   Drug_Central:401;   KEGG:D07541;   LINCS:LSM-5585
 xref_mesh: MESH:C053083
 xref: Patent:EP221753;   Patent:US4683242;   Wikipedia:Bromfenac
 cyclic_relationship: is_conjugate_acid_of CHEBI:59175


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bromfenac term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ABCB11 ATP binding cassette subfamily B member 11 decreases activity EXP bromfenac results in decreased activity of ABCB11 protein CTD PMID:22646477 NCBI chr 2:168,915,468...169,031,396
Ensembl chr 2:168,915,498...169,031,324
JBrowse link
G ABCC2 ATP binding cassette subfamily C member 2 decreases activity EXP bromfenac results in decreased activity of ABCC2 protein CTD PMID:22646477 NCBI chr10:99,782,602...99,853,741
Ensembl chr10:99,782,640...99,852,594
JBrowse link
G BMP6 bone morphogenetic protein 6 increases expression EXP bromfenac results in increased expression of BMP6 mRNA CTD PMID:32816093 NCBI chr 6:7,726,099...7,881,728
Ensembl chr 6:7,726,099...7,881,728
JBrowse link
G CXCL8 C-X-C motif chemokine ligand 8 increases expression EXP bromfenac results in increased expression of CXCL8 mRNA CTD PMID:32816093 NCBI chr 4:73,740,569...73,743,716
Ensembl chr 4:73,740,541...73,743,716
JBrowse link
G CYP1A2 cytochrome P450 family 1 subfamily A member 2 increases metabolic processing EXP CYP1A2 protein results in increased metabolism of bromfenac metabolite CTD PMID:31815452 NCBI chr15:74,748,845...74,756,607
Ensembl chr15:74,748,845...74,756,607
JBrowse link
G CYP2C19 cytochrome P450 family 2 subfamily C member 19 increases hydroxylation EXP CYP2C19 protein results in increased hydroxylation of bromfenac CTD PMID:31815452 NCBI chr10:94,762,681...94,855,547
Ensembl chr10:94,762,681...94,855,547
JBrowse link
G CYP2C8 cytochrome P450 family 2 subfamily C member 8 increases hydroxylation EXP CYP2C8 protein results in increased hydroxylation of bromfenac CTD PMID:31815452 NCBI chr10:95,036,772...95,069,497
Ensembl chr10:95,036,772...95,069,497
JBrowse link
G CYP2C9 cytochrome P450 family 2 subfamily C member 9 multiple interactions
increases hydroxylation
EXP Acetylcysteine affects the reaction [CYP2C9 protein results in increased hydroxylation of bromfenac]; Glutathione affects the reaction [CYP2C9 protein results in increased hydroxylation of bromfenac] CTD PMID:31815452 NCBI chr10:94,938,658...94,990,091
Ensembl chr10:94,938,658...94,990,091
JBrowse link
G CYP3A4 cytochrome P450 family 3 subfamily A member 4 increases metabolic processing EXP CYP3A4 protein results in increased metabolism of bromfenac metabolite CTD PMID:31815452 NCBI chr 7:99,756,967...99,784,184
Ensembl chr 7:99,756,960...99,784,248
JBrowse link
G EREG epiregulin increases expression EXP bromfenac results in increased expression of EREG mRNA CTD PMID:32816093 NCBI chr 4:74,365,145...74,388,749
Ensembl chr 4:74,365,145...74,388,749
JBrowse link
G IL1A interleukin 1 alpha increases expression EXP bromfenac results in increased expression of IL1A mRNA CTD PMID:32816093 NCBI chr 2:112,773,925...112,784,493
Ensembl chr 2:112,773,925...112,784,493
JBrowse link
G IL1B interleukin 1 beta increases expression EXP bromfenac results in increased expression of IL1B mRNA CTD PMID:32816093 NCBI chr 2:112,829,751...112,836,843
Ensembl chr 2:112,829,751...112,836,816
JBrowse link
G MET MET proto-oncogene, receptor tyrosine kinase increases expression EXP bromfenac results in increased expression of MET mRNA CTD PMID:32816093 NCBI chr 7:116,672,196...116,798,386
Ensembl chr 7:116,672,196...116,798,377
JBrowse link
G PTGS2 prostaglandin-endoperoxide synthase 2 increases expression EXP bromfenac results in increased expression of PTGS2 mRNA CTD PMID:32816093 NCBI chr 1:186,671,791...186,680,423
Ensembl chr 1:186,671,791...186,680,922
JBrowse link
G SLC7A11 solute carrier family 7 member 11 decreases expression EXP bromfenac results in decreased expression of SLC7A11 mRNA CTD PMID:32816093 NCBI chr 4:138,164,097...138,242,349
Ensembl chr 4:138,164,097...138,242,349
JBrowse link
G SLPI secretory leukocyte peptidase inhibitor increases expression EXP bromfenac results in increased expression of SLPI mRNA CTD PMID:32816093 NCBI chr20:45,252,239...45,254,564
Ensembl chr20:45,252,239...45,254,564
JBrowse link
G UGT2B7 UDP glucuronosyltransferase family 2 member B7 multiple interactions
increases metabolic processing
EXP Mefenamic Acid inhibits the reaction [UGT2B7 protein results in increased metabolism of bromfenac] CTD PMID:31815452 NCBI chr 4:69,051,375...69,112,987
Ensembl chr 4:69,051,363...69,112,987
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 24775
    role 24693
      application 23841
        anti-inflammatory agent 16829
          anti-inflammatory drug 14537
            non-steroidal anti-inflammatory drug 13557
              bromfenac 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 24775
    subatomic particle 24735
      composite particle 24735
        hadron 24735
          baryon 24735
            nucleon 24735
              atomic nucleus 24735
                atom 24735
                  main group element atom 24601
                    main group molecular entity 24601
                      s-block molecular entity 23907
                        hydrogen molecular entity 23745
                          hydrides 21962
                            inorganic hydride 19168
                              pnictogen hydride 19141
                                nitrogen hydride 18819
                                  azane 18707
                                    ammonia 18706
                                      organic amino compound 18705
                                        aromatic amine 14426
                                          anilines 13088
                                            substituted aniline 12505
                                              amfenac 17
                                                bromfenac 17
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