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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

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Accession:CHEBI:76258 term browser browse the term
Definition:A metabolite of phenylbutazone obtained by hydroxylation at position 4 of one of the phenyl rings. Commonly used (as its hydrate) to treat pain, swelling and stiffness associated with arthritis and gout, it was withdrawn from the market 1984 following association with blood dyscrasis and Stevens-Johnson syndrome.
Synonyms:related_synonym: 1-Phenyl-2-(p-hydroxyphenyl)-3,5-dioxo-4-butylpyrazolidine;   1-Phenyl-2-(p-hydroxyphenyl)-3,5-dioxo-4-n-butylpyrazolidine;   3,5-Dioxo-1-phenyl-2-(p-hydroxyphenyl)-4-N-butylpyrazolidene;   4-Butyl-1-(4-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedione;   4-Butyl-1-(p-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedione;   4-Butyl-2-(4-hydroxyphenyl)-1-phenyl-3,5-dioxopyrazolidine;   Formula=C19H20N2O3;   Hydroxyphenylbutazon;   InChI=1S/C19H20N2O3/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15/h4-8,10-13,17,22H,2-3,9H2,1H3;   InChIKey=HFHZKZSRXITVMK-UHFFFAOYSA-N;   Oxi-fenibutol;   Oxifenylbutazon;   Oxiphenbutazonum;   Oxyphenylbutazone;   SMILES=CCCCC1C(=O)N(N(C1=O)c1ccc(O)cc1)c1ccccc1;   oxifenbutazona;   oxyphenbutazonum;   p-Hydroxyphenylbutazone;   p-Oxyphenylbutazone
 xref: CAS:129-20-4;   DrugBank:DB03585;   Drug_Central:2036;   KEGG:C19494;   KEGG:D08324;   LINCS:LSM-5029
 xref_mesh: MESH:D010113
 xref: PMID:1222682;   PMID:141661;   PMID:14345781;   PMID:18963985;   PMID:19161668;   PMID:20299217;   PMID:21428758;   PMID:23012453;   PMID:23983013;   PMID:2862290;   PMID:380595;   PMID:501546;   PMID:546857;   PMID:6617711;   PMID:6860567;   PMID:6894379;   PMID:7001487;   PMID:7309664;   PMID:7368966;   PMID:766157;   PMID:835859;   Patent:EP642336;   Patent:US2008014272;   Patent:WO2005107748;   Reaxys:307474;   Wikipedia:Oxyphenbutazone

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oxyphenbutazone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO Oxyphenbutazone inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate] CTD PMID:23769903 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
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Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        antimicrobial agent 17309
          oxyphenbutazone 1
            oxyphenbutazone hydrate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  organic heteromonocyclic compound 16444
                                    diazolidine 583
                                      pyrazolidines 28
                                        phenylbutazone 20
                                          oxyphenbutazone 1
                                            oxyphenbutazone hydrate 0
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