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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 It was withdrawn from the US market in 1998, following concerns over off-label abuse and hepatic failure.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, sub-family B (MDR/TAP), member 11 decreases activity ISO bromfenac results in decreased activity of ABCB11 protein CTD PMID:22646477 NCBI chr 2:69,238,282...69,342,616
Ensembl chr 2:69,238,282...69,342,616
JBrowse link
G Abcc2 ATP-binding cassette, sub-family C (CFTR/MRP), member 2 decreases activity ISO bromfenac results in decreased activity of ABCC2 protein CTD PMID:22646477 NCBI chr19:43,782,308...43,838,332
Ensembl chr19:43,782,192...43,840,740
JBrowse link
G Bmp6 bone morphogenetic protein 6 increases expression ISO bromfenac results in increased expression of BMP6 mRNA CTD PMID:32816093 NCBI chr13:38,345,716...38,500,314
Ensembl chr13:38,345,107...38,500,302
JBrowse link
G Cxcl15 chemokine (C-X-C motif) ligand 15 increases expression ISO bromfenac results in increased expression of CXCL8 mRNA CTD PMID:32816093 NCBI chr 5:90,794,534...90,803,067
Ensembl chr 5:90,794,534...90,803,067
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases metabolic processing ISO CYP1A2 protein results in increased metabolism of bromfenac metabolite CTD PMID:31815452 NCBI chr 9:57,676,937...57,683,655
Ensembl chr 9:57,676,937...57,683,703
JBrowse link
G Cyp2c29 cytochrome P450, family 2, subfamily c, polypeptide 29 increases hydroxylation ISO CYP2C8 protein results in increased hydroxylation of bromfenac CTD PMID:31815452 NCBI chr19:39,287,044...39,330,713
Ensembl chr19:39,269,405...39,330,713
JBrowse link
G Cyp2c38 cytochrome P450, family 2, subfamily c, polypeptide 38 increases hydroxylation ISO CYP2C19 protein results in increased hydroxylation of bromfenac CTD PMID:31815452 NCBI chr19:39,389,556...39,463,103
Ensembl chr19:39,389,556...39,463,075
JBrowse link
G Cyp2c65 cytochrome P450, family 2, subfamily c, polypeptide 65 multiple interactions
increases hydroxylation
ISO 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 chr19:39,061,006...39,093,948
Ensembl chr19:39,061,015...39,093,944
JBrowse link
G Cyp2c66 cytochrome P450, family 2, subfamily c, polypeptide 66 increases hydroxylation
multiple interactions
ISO CYP2C9 protein results in increased hydroxylation of bromfenac
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 chr19:39,113,898...39,186,756
Ensembl chr19:39,113,898...39,187,072
JBrowse link
G Ereg epiregulin increases expression ISO bromfenac results in increased expression of EREG mRNA CTD PMID:32816093 NCBI chr 5:91,074,617...91,093,649
Ensembl chr 5:91,074,622...91,093,646
JBrowse link
G Il1a interleukin 1 alpha increases expression ISO bromfenac results in increased expression of IL1A mRNA CTD PMID:32816093 NCBI chr 2:129,299,609...129,310,186
Ensembl chr 2:129,299,610...129,309,972
JBrowse link
G Il1b interleukin 1 beta increases expression ISO bromfenac results in increased expression of IL1B mRNA CTD PMID:32816093 NCBI chr 2:129,364,569...129,371,164
Ensembl chr 2:129,364,570...129,371,139
JBrowse link
G Met met proto-oncogene increases expression ISO bromfenac results in increased expression of MET mRNA CTD PMID:32816093 NCBI chr 6:17,463,349...17,573,980
Ensembl chr 6:17,463,800...17,573,980
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression ISO bromfenac results in increased expression of PTGS2 mRNA CTD PMID:32816093 NCBI chr 1:150,100,031...150,108,234
Ensembl chr 1:150,100,031...150,108,227
JBrowse link
G Slc7a11 solute carrier family 7 (cationic amino acid transporter, y+ system), member 11 decreases expression ISO bromfenac results in decreased expression of SLC7A11 mRNA CTD PMID:32816093 NCBI chr 3:50,364,936...50,499,087
Ensembl chr 3:49,892,526...50,443,614
JBrowse link
G Slpi secretory leukocyte peptidase inhibitor increases expression ISO bromfenac results in increased expression of SLPI mRNA CTD PMID:32816093 NCBI chr 2:164,354,070...164,356,507
Ensembl chr 2:164,354,070...164,389,095
JBrowse link
G Ugt2b34 UDP glucuronosyltransferase 2 family, polypeptide B34 increases metabolic processing
multiple interactions
ISO UGT2B7 protein results in increased metabolism of bromfenac
Mefenamic Acid inhibits the reaction [UGT2B7 protein results in increased metabolism of bromfenac]
CTD PMID:31815452 NCBI chr 5:86,889,770...86,906,937
Ensembl chr 5:86,889,767...86,906,937
JBrowse link

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  CHEBI ontology 21720
    role 21698
      application 21210
        anti-inflammatory agent 16576
          anti-inflammatory drug 14013
            non-steroidal anti-inflammatory drug 12988
              bromfenac 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 21720
    subatomic particle 21706
      composite particle 21706
        hadron 21706
          baryon 21706
            nucleon 21706
              atomic nucleus 21706
                atom 21706
                  main group element atom 21621
                    main group molecular entity 21621
                      s-block molecular entity 21158
                        hydrogen molecular entity 21094
                          hydrides 20358
                            inorganic hydride 18054
                              pnictogen hydride 18016
                                nitrogen hydride 17835
                                  azane 17731
                                    ammonia 17730
                                      organic amino compound 17729
                                        aromatic amine 14091
                                          anilines 12623
                                            substituted aniline 12111
                                              amfenac 17
                                                bromfenac 17
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