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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 4:177,964,834...178,046,573
Ensembl chr 4:177,964,834...178,046,597
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 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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 1:242,959,539...242,995,066
Ensembl chr 1:242,959,760...242,995,065
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases expression
increases activity
multiple interactions
ISO Phenylbutazone results in increased expression of CYP3A4 mRNA
Phenylbutazone results in increased activity of CYP3A4 protein
NR3C1 protein promotes the reaction [Phenylbutazone results in increased expression of CYP3A4 mRNA]
CTD PMID:9512926 PMID:10219967 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
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 chr10:31,118,667...31,151,730
Ensembl chr10:31,119,088...31,151,698
JBrowse link
G Krt14 keratin 14 increases expression EXP Phenylbutazone results in increased expression of KRT14 mRNA CTD PMID:23142791 NCBI chr10:85,137,932...85,141,990
Ensembl chr10:85,066,802...85,171,799
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 4:145,393,153...145,452,049
Ensembl chr 4:145,393,145...145,452,046
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 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
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 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
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 chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375
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 chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Rnd1 Rho family GTPase 1 increases expression EXP Phenylbutazone results in increased expression of RND1 mRNA CTD PMID:23558518 NCBI chr 7:129,821,311...129,828,385
Ensembl chr 7:129,821,311...129,828,399
JBrowse link
G Sell selectin L affects expression ISO Phenylbutazone affects the expression of SELL protein CTD PMID:12147693 NCBI chr13:76,416,969...76,436,444
Ensembl chr13:76,416,915...76,436,456
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 1:203,845,039...203,852,496
Ensembl chr 1:203,845,048...203,853,555
JBrowse link
G Tgfb2 transforming growth factor, beta 2 increases expression EXP Phenylbutazone results in increased expression of TGFB2 mRNA CTD PMID:23558518 NCBI chr13:98,160,075...98,261,771
Ensembl chr13:98,160,087...98,261,405
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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 9:88,801,344...88,808,465 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 9:88,791,216...88,808,465 JBrowse link
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 multiple interactions ISO Phenylbutazone inhibits the reaction [[UGT1A8 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; Phenylbutazone inhibits the reaction [UGT1A8 protein results in increased glucuronidation of Diethylstilbestrol]; Phenylbutazone inhibits the reaction [UGT1A8 protein results in increased glucuronidation of Hymecromone] CTD PMID:23126256 PMID:33290829 NCBI chr 9:88,727,094...88,808,465 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 1:201,337,762...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

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      biological role 19751
        biochemical role 19368
          metabolite 19344
            phenylbutazone 22
              kebuzone 0
              oxyphenbutazone + 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic molecule 19549
                              organic cyclic compound 19343
                                organic heterocyclic compound 18584
                                  organic heteromonocyclic compound 17120
                                    diazolidine 989
                                      pyrazolidines 30
                                        phenylbutazone 22
                                          kebuzone 0
                                          oxyphenbutazone + 2
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