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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 It was used as a non-steroidal anti-inflammatory drug until 1982 when it was withdrawn from the market due to adverse side-effects including liver necrosis, photosensitivity, and carcinogenicity in animals.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 chr14:17,607,397...17,622,814
Ensembl chr14:17,607,381...17,622,836 		JBrowse link
G Alox12 arachidonate 12-lipoxygenase, 12S type decreases activity EXP benoxaprofen results in decreased activity of ALOX12 protein CTD PMID:3928952 NCBI chr10:54,958,263...54,970,542
Ensembl chr10:54,958,271...54,970,542 		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 4:149,531,329...149,578,696
Ensembl chr 4:149,531,515...149,578,743 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression
decreases activity		 EXP
ISO		 benoxaprofen results in increased expression of CYP1A1 protein
benoxaprofen results in decreased activity of CYP1A1 protein		 CTD PMID:2069584 PMID:33814510 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312 		JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 decreases activity ISO benoxaprofen results in decreased activity of CYP1B1 protein CTD PMID:33814510 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917 		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 5:129,123,323...129,137,464
Ensembl chr 5:129,123,336...129,137,464 		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 chr11:79,241,927...79,275,173
Ensembl chr11:79,241,938...79,275,188 		JBrowse link
G Gusb glucuronidase, beta increases secretion ISO benoxaprofen results in increased secretion of GUSB protein CTD PMID:6737371 NCBI chr12:26,701,188...26,714,718
Ensembl chr12:26,697,951...26,726,905 		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 1:95,898,269...95,901,973
Ensembl chr 1:95,900,984...95,901,972
Ensembl chr 1:95,900,984...95,901,972 		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 9:88,791,216...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		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 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		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 chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19898
    role 19868
      biological role 19866
        aetiopathogenetic role 19240
          hepatotoxic agent 16305
            benoxaprofen 13
Path 2
Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    p-block element atom 19835
                      carbon group element atom 19774
                        carbon atom 19771
                          organic molecular entity 19771
                            heteroorganic entity 19528
                              organochalcogen compound 19290
                                organooxygen compound 19206
                                  carbon oxoacid 18675
                                    carboxylic acid 18672
                                      monocarboxylic acid 18017
                                        fatty acid 16843
                                          saturated fatty acid 16565
                                            propionic acid 3874
                                              benoxaprofen 13
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