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
Accession: CHEBI:240107
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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 It was withdrawn from the US market in 1998, following concerns over off-label abuse and hepatic failure.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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Abcb11
ATP binding cassette subfamily B member 11
decreases activity
ISO
bromfenac results in decreased activity of ABCB11 protein
CTD
PMID:22646477
NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730
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Abcc2
ATP binding cassette subfamily C member 2
decreases activity
ISO
bromfenac results in decreased activity of ABCC2 protein
CTD
PMID:22646477
NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
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Bmp6
bone morphogenetic protein 6
increases expression
ISO
bromfenac 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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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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
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Cyp2c6
cytochrome P450, family 2, subfamily C, polypeptide 6
increases hydroxylation
ISO
CYP2C19 protein results in increased hydroxylation of bromfenac
CTD
PMID:31815452
NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
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Cyp2c79
cytochrome P450, family 2, subfamily c, polypeptide 79
increases hydroxylation
ISO
CYP2C8 protein results in increased hydroxylation of bromfenac
CTD
PMID:31815452
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Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
increases metabolic processing
ISO
CYP3A4 protein results in increased metabolism of bromfenac metabolite
CTD
PMID:31815452
NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
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Ereg
epiregulin
increases expression
ISO
bromfenac 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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Il1a
interleukin 1 alpha
increases expression
ISO
bromfenac 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
bromfenac 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
bromfenac 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
bromfenac 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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Slc7a11
solute carrier family 7 member 11
decreases expression
ISO
bromfenac results in decreased 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
bromfenac 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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Ugt2b7
UDP glucuronosyltransferase family 2 member B7
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 chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604
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