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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:benoxaprofen
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Accession:CHEBI:76114 term browser browse the term
Definition:A monocarboxylic acid that is propionic acid substituted at position 2 by a 2-(4-chlorophenyl)-1,3-benzoxazol-5-yl group. It was used as a non-steroidal anti-inflammatory drug until 1982 when it was withdrawn from the market due to adverse side-effects including liver necrosis, photosensitivity, and carcinogenicity in animals.
Synonyms:exact_synonym: 2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid
 related_synonym: (1)-2-(4-Chlorophenyl)benzoxazole-5-propionic acid;   2-(4-chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acid;   2-(p-chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acid;   DL-benoxaprofen;   Formula=C16H12ClNO3;   InChI=1S/C16H12ClNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20);   InChIKey=MITFXPHMIHQXPI-UHFFFAOYSA-N;   Lilly 90459;   SMILES=CC(C(O)=O)c1ccc2oc(nc2c1)-c1ccc(Cl)cc1;   benoxaprofene;   benoxaprofeno;   benoxaprofenum
 xref: CAS:51234-28-7;   DrugBank:DB04812;   Drug_Central:311;   KEGG:D03080
 xref_mesh: MESH:C011677
 xref: PMID:19439485;   PMID:19773537;   PMID:21128314;   PMID:22514582;   PMID:23250699;   PMID:2413686;   PMID:2833969;   PMID:2947294;   PMID:3981515;   PMID:6407402;   PMID:6526401;   PMID:6645654;   PMID:6813936;   PMID:6993669;   PMID:6993670;   PMID:6993671;   PMID:6993672;   PMID:7044799;   PMID:7044801;   PMID:7084283;   PMID:7084287;   PMID:7221526;   Patent:DE2324443;   Patent:US3912748;   Patent:US4391814;   Patent:US6338855;   Patent:WO2008020270;   Reaxys:1085080;   Wikipedia:Benoxaprofen


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benoxaprofen term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alb albumin decreases response to substance ISO ALB protein results in decreased susceptibility to benoxaprofen CTD PMID:6699424 NCBI chr14:19,176,275...19,191,793
Ensembl chr14:19,176,277...19,191,863
JBrowse link
G Alox12 arachidonate 12-lipoxygenase, 12S type decreases activity EXP benoxaprofen results in decreased activity of ALOX12 protein CTD PMID:3928952 NCBI chr10:56,851,734...56,864,049
Ensembl chr10:56,851,734...56,864,005
JBrowse link
G Alox5 arachidonate 5-lipoxygenase multiple interactions
decreases activity
ISO
EXP
[benoxaprofen results in decreased activity of ALOX5 protein] which results in decreased chemical synthesis of Leukotriene B4; [benoxaprofen results in decreased activity of ALOX5 protein] which results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:2724698, PMID:2849922, PMID:3020588, PMID:3928952 NCBI chr 4:148,398,004...148,446,308
Ensembl chr 4:148,398,892...148,446,303
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression EXP benoxaprofen results in increased expression of CYP1A1 protein CTD PMID:2069584 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases expression EXP benoxaprofen results in increased expression of CYP1A2 protein CTD PMID:2069584 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp4a1 cytochrome P450, family 4, subfamily a, polypeptide 1 increases expression EXP benoxaprofen results in increased expression of CYP4A1 protein CTD PMID:2069584 NCBI chr 5:134,492,734...134,507,158
Ensembl chr 5:134,492,756...134,507,154
JBrowse link
G Ehhadh enoyl-CoA hydratase and 3-hydroxyacyl CoA dehydrogenase increases expression EXP benoxaprofen results in increased expression of EHHADH protein CTD PMID:2069584 NCBI chr11:82,945,104...82,978,364
Ensembl chr11:82,945,104...82,978,364
JBrowse link
G Gusb glucuronidase, beta increases secretion ISO benoxaprofen results in increased secretion of GUSB protein CTD PMID:6737371 NCBI chr12:30,202,066...30,215,583
Ensembl chr12:30,198,822...30,227,771
JBrowse link
G Lhb luteinizing hormone subunit beta multiple interactions EXP benoxaprofen inhibits the reaction [LHB protein results in increased abundance of Pregnenolone]; benoxaprofen inhibits the reaction [LHB protein results in increased abundance of Testosterone] CTD PMID:6430271 NCBI chr 1:101,409,992...101,413,725
Ensembl chr 1:101,410,019...101,413,724
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 affects response to substance ISO UGT1A3 affects the susceptibility to benoxaprofen CTD PMID:17880178 NCBI chr 9:95,285,592...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 affects response to substance ISO UGT1A9 affects the susceptibility to benoxaprofen CTD PMID:17880178 NCBI chr 9:95,161,157...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 affects response to substance
increases glucuronidation
ISO UGT2B7 affects the susceptibility to benoxaprofen
UGT2B7 protein alternative form results in increased glucuronidation of benoxaprofen
CTD PMID:8423545, PMID:17880178 NCBI chr14:22,597,103...22,619,968 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      biological role 19764
        aetiopathogenetic role 18960
          hepatotoxic agent 14588
            benoxaprofen 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              organic divalent group 18530
                                organodiyl group 18530
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic acid 18114
                                        monocarboxylic acid 17476
                                          fatty acid 15990
                                            saturated fatty acid 15965
                                              propionic acid 3670
                                                benoxaprofen 12
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