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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:phenylbutazone
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Accession:CHEBI:48574 term browser browse the term
Definition:A member of the class of pyrazolidines that is 1,2-diphenylpyrazolidine-3,5-dione carrying a butyl group at the 4-position.
Synonyms:related_synonym: 3,5-Dioxo-1,2-diphenyl-4-n-butylpyrazolidine;   4-BUTYL-1,2-DIPHENYL-PYRAZOLIDINE-3,5-DIONE;   4-butyl-1,2-diphenylpyrazolidine-3,5-dione;   4-n-Butyl-1,2-diphenyl-3,5-pyrazolidinedione;   Formula=C19H20N2O2;   InChI=1S/C19H20N2O2/c1-2-3-14-17-18(22)20(15-10-6-4-7-11-15)21(19(17)23)16-12-8-5-9-13-16/h4-13,17H,2-3,14H2,1H3;   InChIKey=VYMDGNCVAMGZFE-UHFFFAOYSA-N;   Phenbutazone;   Phenylbutazon;   SMILES=CCCCC1C(=O)N(N(C1=O)c1ccccc1)c1ccccc1;   fenilbutazona;   phenylbutazonum
 alt_id: CHEBI:44635;   CHEBI:8091
 xref: Beilstein:290080;   CAS:50-33-9;   DrugBank:DB00812;   Drug_Central:2145;   HMDB:HMDB0014950;   KEGG:C07440;   KEGG:D00510;   LINCS:LSM-2219
 xref_mesh: MESH:D010653
 xref: PDBeChem:P1Z;   PMID:11264893;   PMID:12692637;   PMID:13010905;   PMID:13048452;   PMID:13747451;   PMID:19614844;   PMID:20176071;   PMID:21668837;   PMID:22082440;   PMID:22180948;   PMID:22245664;   PMID:23369749;   PMID:23525812;   PMID:25287371;   PMID:26090772;   PMID:26808199;   PMID:3425858;   PMID:7655439;   Reaxys:290080;   VSDB:1775;   Wikipedia:Phenylbutazone


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phenylbutazone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bcat1 branched chain amino acid transaminase 1 increases expression EXP Phenylbutazone results in increased expression of BCAT1 mRNA CTD PMID:23558518 NCBI chr 4:179,259,305...179,340,021
Ensembl chr 4:179,259,308...179,339,795
JBrowse link
G Ccnd1 cyclin D1 multiple interactions ISO Phenylbutazone inhibits the reaction [TNF protein results in increased expression of CCND1 protein] CTD PMID:15489888 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Chuk component of inhibitor of nuclear factor kappa B kinase complex multiple interactions ISO Phenylbutazone inhibits the reaction [TNF protein results in increased activity of CHUK protein] CTD PMID:15489888 NCBI chr 1:263,848,829...263,884,354
Ensembl chr 1:263,848,884...263,885,169
JBrowse link
G Cyp3a62 cytochrome P450, family 3, subfamily a, polypeptide 62 multiple interactions
increases activity
increases expression
ISO NR3C1 protein promotes the reaction [Phenylbutazone results in increased expression of CYP3A4 mRNA]
Phenylbutazone results in increased activity of CYP3A4 protein
CTD PMID:9512926 PMID:10219967 NCBI chr12:18,679,809...18,709,397
Ensembl chr12:18,678,594...18,709,397
JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO Phenylbutazone 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
JBrowse link
G Havcr1 hepatitis A virus cellular receptor 1 increases expression EXP Phenylbutazone results in increased expression of HAVCR1 mRNA CTD PMID:23142791 NCBI chr10:31,813,819...31,860,934
Ensembl chr10:31,813,814...31,848,379
JBrowse link
G Krt14 keratin 14 increases expression EXP Phenylbutazone results in increased expression of KRT14 mRNA CTD PMID:23142791 NCBI chr10:88,118,029...88,122,233
Ensembl chr10:88,055,823...88,122,233
JBrowse link
G Lmcd1 LIM and cysteine-rich domains 1 increases expression EXP Phenylbutazone results in increased expression of LMCD1 mRNA CTD PMID:23558518 NCBI chr 4:144,192,989...144,252,554
Ensembl chr 4:144,192,989...144,252,551
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO Phenylbutazone inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]; Phenylbutazone inhibits the reaction [TNF protein results in increased activity of NFKB1 protein] CTD PMID:15489888 NCBI chr 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO Phenylbutazone inhibits the reaction [TNF protein results in increased degradation of NFKBIA protein] CTD PMID:15489888 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 multiple interactions ISO NR3C1 protein promotes the reaction [Phenylbutazone results in increased expression of CYP3A4 mRNA] CTD PMID:10219967 NCBI chr18:31,728,373...32,704,022
Ensembl chr18:31,728,373...31,749,647
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO Phenylbutazone inhibits the reaction [TNF protein results in increased expression of PTGS2 protein] CTD PMID:15489888 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Phenylbutazone inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]; Phenylbutazone inhibits the reaction [TNF protein results in increased activity of RELA protein] CTD PMID:15489888 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Rnd1 Rho family GTPase 1 increases expression EXP Phenylbutazone results in increased expression of RND1 mRNA CTD PMID:23558518 NCBI chr 7:140,349,138...140,356,209
Ensembl chr 7:140,349,138...140,356,209
JBrowse link
G Sell selectin L affects expression ISO Phenylbutazone affects the expression of SELL protein CTD PMID:12147693 NCBI chr13:82,369,820...82,387,774
Ensembl chr13:82,369,493...82,387,631
JBrowse link
G Slc22a12 solute carrier family 22 member 12 multiple interactions ISO Phenylbutazone inhibits the reaction [SLC22A12 protein results in increased uptake of Uric Acid] CTD PMID:21272127 NCBI chr 1:221,910,787...221,919,277
Ensembl chr 1:221,910,767...221,919,301
JBrowse link
G Tgfb2 transforming growth factor, beta 2 increases expression EXP Phenylbutazone results in increased expression of TGFB2 mRNA CTD PMID:23558518 NCBI chr13:105,039,639...105,142,010
Ensembl chr13:105,039,853...105,141,030
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Phenylbutazone inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein]; Phenylbutazone inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]; Phenylbutazone inhibits the reaction [TNF protein results in increased activity of CHUK protein]; Phenylbutazone inhibits the reaction [TNF protein results in increased activity of NFKB1 protein]; Phenylbutazone inhibits the reaction [TNF protein results in increased activity of RELA protein]; Phenylbutazone inhibits the reaction [TNF protein results in increased degradation of NFKBIA protein]; Phenylbutazone inhibits the reaction [TNF protein results in increased expression of CCND1 protein]; Phenylbutazone inhibits the reaction [TNF protein results in increased expression of PTGS2 protein]
[Phenylbutazone co-treated with Lipopolysaccharides] results in increased secretion of TNF protein
CTD PMID:10328874 PMID:15489888 PMID:17328244 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 multiple interactions ISO Phenylbutazone inhibits the reaction [UGT1A1 protein results in increased glucuronidation of Diethylstilbestrol] CTD PMID:23126256 NCBI chr 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 multiple interactions ISO Phenylbutazone inhibits the reaction [UGT1A3 protein results in increased glucuronidation of Diethylstilbestrol] CTD PMID:23126256 NCBI chr 9:95,285,592...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 multiple interactions ISO Phenylbutazone inhibits the reaction [UGT1A8 protein results in increased glucuronidation of Diethylstilbestrol] CTD PMID:23126256 NCBI chr 9:95,221,474...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
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
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19841
    role 19792
      biological role 19792
        biochemical role 19328
          metabolite 19308
            phenylbutazone 21
              kebuzone 0
              oxyphenbutazone + 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19732
                    p-block element atom 19732
                      carbon group element atom 19636
                        carbon atom 19625
                          organic molecular entity 19625
                            organic molecule 19556
                              organic cyclic compound 19365
                                organic heterocyclic compound 18486
                                  organic heteromonocyclic compound 16595
                                    diazolidine 588
                                      pyrazolidines 30
                                        phenylbutazone 21
                                          kebuzone 0
                                          oxyphenbutazone + 1
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