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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 Commonly used (as its hydrate) to treat pain, swelling and stiffness associated with arthritis and gout, it was withdrawn from the market 1984 following association with blood dyscrasis and Stevens-Johnson syndrome.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 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link
G Hsf1 heat shock transcription factor 1 increases activity ISO Oxyphenbutazone results in increased activity of HSF1 protein CTD PMID:34170685 NCBI chr 7:108,196,040...108,223,011
Ensembl chr 7:108,196,056...108,223,011
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 20089
    role 20042
      biological role 20011
        antimicrobial agent 17818
          oxyphenbutazone 2
            oxyphenbutazone hydrate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic molecule 19856
                              organic cyclic compound 19612
                                organic heterocyclic compound 18824
                                  organic heteromonocyclic compound 17151
                                    diazolidine 998
                                      pyrazolidines 29
                                        phenylbutazone 21
                                          oxyphenbutazone 2
                                            oxyphenbutazone hydrate 0
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