benoxaprofen - Ontology Report - Chinchilla Research Resource Database

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CHEBI ONTOLOGY - ANNOTATIONS

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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	go back to main search page
Accession:	CHEBI:76114	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 It was used as a non-steroidal anti-inflammatory drug until 1982 when it was withdrawn from the market due to adverse side-effects including liver necrosis, photosensitivity, and carcinogenicity in animals.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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Genes (12)

benoxaprofen

term browser

Symbol

Object Name

Qualifiers

Evidence

Notes

Source

PubMed Reference(s)

RGD Reference(s)

Position

G

albumin

decreases response to substance

ALB protein results in decreased susceptibility to benoxaprofen

NCBI chr14:19,176,275...19,191,793
Ensembl chr14:19,176,277...19,191,863

G

arachidonate 12-lipoxygenase, 12S type

decreases activity

benoxaprofen results in decreased activity of ALOX12 protein

NCBI chr10:56,851,734...56,864,049
Ensembl chr10:56,851,734...56,864,005

G

arachidonate 5-lipoxygenase

multiple interactions
decreases activity

[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

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

G

cytochrome P450, family 1, subfamily a, polypeptide 1

increases expression

benoxaprofen results in increased expression of CYP1A1 protein

NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147

G

cytochrome P450, family 1, subfamily a, polypeptide 2

increases expression

benoxaprofen results in increased expression of CYP1A2 protein

NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301

G

cytochrome P450, family 4, subfamily a, polypeptide 1

increases expression

benoxaprofen results in increased expression of CYP4A1 protein

NCBI chr 5:134,492,734...134,507,158
Ensembl chr 5:134,492,756...134,507,154

G

enoyl-CoA hydratase and 3-hydroxyacyl CoA dehydrogenase

increases expression

benoxaprofen results in increased expression of EHHADH protein

NCBI chr11:82,945,104...82,978,364
Ensembl chr11:82,945,104...82,978,364

G

glucuronidase, beta

increases secretion

benoxaprofen results in increased secretion of GUSB protein

NCBI chr12:30,202,066...30,215,583
Ensembl chr12:30,198,822...30,227,771

G

luteinizing hormone subunit beta

multiple interactions

benoxaprofen inhibits the reaction [LHB protein results in increased abundance of Pregnenolone]; benoxaprofen inhibits the reaction [LHB protein results in increased abundance of Testosterone]

NCBI chr 1:101,409,992...101,413,725
Ensembl chr 1:101,410,019...101,413,724

G

UDP glucuronosyltransferase 1 family, polypeptide A2

affects response to substance

UGT1A3 affects the susceptibility to benoxaprofen

NCBI chr 9:95,285,592...95,302,822
Ensembl chr 9:95,161,157...95,302,822

G

UDP glucuronosyltransferase family 1 member A9

affects response to substance

UGT1A9 affects the susceptibility to benoxaprofen

NCBI chr 9:95,161,157...95,302,822
Ensembl chr 9:95,161,157...95,302,822

G

UDP glucuronosyltransferase family 2 member B7

affects response to substance
increases glucuronidation

UGT2B7 affects the susceptibility to benoxaprofen
UGT2B7 protein alternative form results in increased glucuronidation of benoxaprofen

PMID:8423545, PMID:17880178

NCBI chr14:22,597,103...22,619,968

Term paths to the root

Path 1
Term	Annotations
CHEBI ontology	19816
role	19764
biological role	19764
aetiopathogenetic role	18960
hepatotoxic agent	14588
benoxaprofen	12
Path 2
Term	Annotations
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

paths to the root

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