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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:pirfenidone
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Accession:CHEBI:32016 term browser browse the term
Definition:A pyridone that is 2-pyridone substituted at positions 1 and 5 by phenyl and methyl groups respectively. An anti-inflammatory drug used for the treatment of idiopathic pulmonary fibrosis.
Synonyms:exact_synonym: 5-methyl-1-phenylpyridin-2(1H)-one
 related_synonym: AMR-69;   Esbriet;   Formula=C12H11NO;   InChI=1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3;   InChIKey=ISWRGOKTTBVCFA-UHFFFAOYSA-N;   SMILES=Cc1ccc(=O)n(c1)-c1ccccc1;   pirfenidona;   pirfenidonum
 xref: Beilstein:1526549;   CAS:53179-13-8;   Drug_Central:4224;   KEGG:D01583;   LINCS:LSM-4190
 xref_mesh: MESH:C093844
 xref: PMID:25432946;   PMID:25459156;   PMID:25542603;   PMID:25593606;   PMID:25596380;   PMID:25604027;   PMID:25624597;   PMID:25639750;   PMID:25678074;   PMID:25691376;   PMID:25726556;   PMID:25727967;   PMID:25738437;   Reaxys:1526549;   Wikipedia:Pirfenidone


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pirfenidone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ace angiotensin I converting enzyme decreases expression EXP pirfenidone results in decreased expression of ACE protein CTD PMID:28091615 NCBI chr10:90,910,316...90,930,437
Ensembl chr10:90,910,316...90,931,131 		JBrowse link
G Ace2 angiotensin converting enzyme 2 increases expression EXP pirfenidone results in increased expression of ACE2 protein CTD PMID:28091615 NCBI chr  X:30,293,597...30,340,961
Ensembl chr  X:30,293,589...30,340,977 		JBrowse link
G Acta2 actin alpha 2, smooth muscle decreases expression
multiple interactions		 ISO
EXP		 pirfenidone results in decreased expression of ACTA2 mRNA; pirfenidone results in decreased expression of ACTA2 protein
pirfenidone inhibits the reaction [Paraquat results in increased expression of ACTA2 mRNA]
pirfenidone inhibits the reaction [Adenine results in increased expression of ACTA2 mRNA]		 CTD PMID:24706986 PMID:28091615 PMID:28866419 PMID:29273418 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554 		JBrowse link
G Agtr1a angiotensin II receptor, type 1a decreases expression EXP pirfenidone results in decreased expression of AGTR1 protein CTD PMID:28091615 NCBI chr17:34,173,446...34,226,892
Ensembl chr17:34,174,429...34,226,946 		JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO pirfenidone results in decreased expression of BIRC5 mRNA CTD PMID:30481203 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380 		JBrowse link
G Cat catalase multiple interactions ISO
EXP		 pirfenidone inhibits the reaction [Paraquat results in increased activity of CAT protein]
[Prednisolone co-treated with pirfenidone] inhibits the reaction [Paraquat results in decreased activity of CAT protein]; pirfenidone inhibits the reaction [Paraquat results in decreased activity of CAT protein]		 CTD PMID:28696894 PMID:28921394 PMID:29273418 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccn2 cellular communication network factor 2 multiple interactions ISO pirfenidone inhibits the reaction [Bleomycin results in increased expression of CCN2 protein] CTD PMID:35654123 NCBI chr 1:20,802,199...20,805,315
Ensembl chr 1:20,802,199...20,805,734 		JBrowse link
G Cdh1 cadherin 1 multiple interactions ISO
EXP		 pirfenidone inhibits the reaction [Bleomycin results in decreased expression of CDH1 protein]
pirfenidone inhibits the reaction [Adenine results in decreased expression of CDH1 protein]		 CTD PMID:28866419 PMID:35654123 NCBI chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775 		JBrowse link
G Cdh2 cadherin 2 multiple interactions ISO pirfenidone inhibits the reaction [Bleomycin results in increased expression of CDH2 protein] CTD PMID:35654123 NCBI chr18:7,776,704...7,990,934
Ensembl chr18:7,776,704...7,990,167 		JBrowse link
G Col1a1 collagen type I alpha 1 chain multiple interactions
decreases expression		 EXP
ISO		 pirfenidone inhibits the reaction [Dimethylnitrosamine results in increased expression of COL1A1 mRNA]
pirfenidone results in decreased expression of COL1A1 mRNA
pirfenidone inhibits the reaction [Paraquat results in increased expression of COL1A1 mRNA]		 CTD PMID:15571005 PMID:27235791 PMID:29273418 NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624 		JBrowse link
G Col4a1 collagen type IV alpha 1 chain multiple interactions ISO pirfenidone inhibits the reaction [Paraquat results in increased expression of COL4A1 mRNA] CTD PMID:29273418 NCBI chr16:78,183,533...78,294,412
Ensembl chr16:78,183,533...78,294,412 		JBrowse link
G Ctnnb1 catenin beta 1 multiple interactions EXP pirfenidone inhibits the reaction [Adenine results in increased expression of CTNNB1 protein] CTD PMID:28866419 NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111 		JBrowse link
G Egfr epidermal growth factor receptor multiple interactions ISO [pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]] which results in decreased phosphorylation of PTPN3 protein; [pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]] which results in increased phosphorylation of EGFR protein; lapatinib promotes the reaction [pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]]; lapatinib promotes the reaction [pirfenidone inhibits the reaction [EGFR protein binds to PTPN3 protein]]; pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]; pirfenidone inhibits the reaction [EGFR protein binds to PTPN3 protein]; pirfenidone promotes the reaction [lapatinib inhibits the reaction [EGFR protein binds to MAPK12 protein]]; pirfenidone promotes the reaction [lapatinib inhibits the reaction [EGFR protein binds to PTPN3 protein]] CTD PMID:28739874 NCBI chr14:91,176,979...91,349,722
Ensembl chr14:91,177,067...91,344,382 		JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO [pirfenidone inhibits the reaction [MAPK12 protein results in increased phosphorylation of ESR1 protein]] which results in decreased susceptibility to Tamoxifen; pirfenidone inhibits the reaction [MAPK12 protein results in increased phosphorylation of ESR1 protein] CTD PMID:22399296 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002 		JBrowse link
G Fn1 fibronectin 1 multiple interactions ISO
EXP		 pirfenidone inhibits the reaction [Bleomycin results in increased expression of FN1 protein]
pirfenidone inhibits the reaction [Adenine results in increased expression of FN1 protein]		 CTD PMID:28866419 PMID:35654123 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678 		JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions ISO pirfenidone inhibits the reaction [Acetaminophen results in increased expression of GPT protein] CTD PMID:34890640 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494 		JBrowse link
G Gpx1 glutathione peroxidase 1 multiple interactions ISO pirfenidone inhibits the reaction [Paraquat results in decreased expression of GPX1 mRNA] CTD PMID:29273418 NCBI chr 8:109,026,905...109,028,031
Ensembl chr 8:109,026,905...109,028,024 		JBrowse link
G Hdac9 histone deacetylase 9 decreases expression ISO pirfenidone results in decreased expression of HDAC9 mRNA CTD PMID:30481203 NCBI chr 6:50,762,074...51,624,311
Ensembl chr 6:50,763,590...51,625,333 		JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions ISO pirfenidone inhibits the reaction [Acetaminophen results in increased expression of HIF1A mRNA] CTD PMID:34890640 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261 		JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions ISO pirfenidone inhibits the reaction [Acetaminophen results in increased expression of HMOX1 mRNA] CTD PMID:34890640 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO [pirfenidone inhibits the reaction [MAPK12 protein results in increased expression of JUN protein]] which results in decreased susceptibility to Tamoxifen; pirfenidone inhibits the reaction [MAPK12 protein results in increased expression of JUN protein] CTD PMID:22399296 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656 		JBrowse link
G Mapk12 mitogen-activated protein kinase 12 multiple interactions ISO [pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]] which results in decreased phosphorylation of PTPN3 protein; [pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]] which results in increased phosphorylation of EGFR protein; [pirfenidone inhibits the reaction [MAPK12 protein results in increased expression of JUN protein]] which results in decreased susceptibility to Tamoxifen; [pirfenidone inhibits the reaction [MAPK12 protein results in increased phosphorylation of ESR1 protein]] which results in decreased susceptibility to Tamoxifen; lapatinib promotes the reaction [pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]]; pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]; pirfenidone inhibits the reaction [MAPK12 protein results in increased expression of JUN protein]; pirfenidone inhibits the reaction [MAPK12 protein results in increased phosphorylation of ESR1 protein]; pirfenidone promotes the reaction [lapatinib inhibits the reaction [EGFR protein binds to MAPK12 protein]] CTD PMID:22399296 PMID:28739874 NCBI chr 7:120,206,005...120,216,711
Ensembl chr 7:120,206,271...120,216,664 		JBrowse link
G Mapk14 mitogen activated protein kinase 14 decreases expression EXP pirfenidone results in decreased expression of MAPK14 protein CTD PMID:28091615 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO pirfenidone inhibits the reaction [Acetaminophen results in increased phosphorylation of MAPK8 protein] CTD PMID:34890640 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions EXP pirfenidone inhibits the reaction [Dimethylnitrosamine results in increased expression of MMP2 mRNA]; pirfenidone inhibits the reaction [Paraquat results in increased expression of MMP2 mRNA]; pirfenidone promotes the reaction [Prednisolone inhibits the reaction [Paraquat results in increased expression of MMP2 mRNA]] CTD PMID:15571005 PMID:28696894 PMID:28921394 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO pirfenidone inhibits the reaction [Paraquat results in increased expression of NOS2 mRNA] CTD PMID:29273418 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Nox1 NADPH oxidase 1 multiple interactions ISO pirfenidone inhibits the reaction [Paraquat results in increased expression of NOX1 mRNA] CTD PMID:29273418 NCBI chr  X:97,279,058...97,332,291
Ensembl chr  X:97,279,056...97,302,236 		JBrowse link
G Nox4 NADPH oxidase 4 multiple interactions ISO pirfenidone inhibits the reaction [Paraquat results in increased expression of NOX4 mRNA] CTD PMID:29273418 NCBI chr 1:140,900,886...141,078,844
Ensembl chr 1:140,901,097...141,077,406 		JBrowse link
G Nr1h3 nuclear receptor subfamily 1, group H, member 3 increases expression EXP pirfenidone results in increased expression of NR1H3 protein CTD PMID:28091615 NCBI chr 3:77,158,808...77,168,907
Ensembl chr 3:77,158,808...77,168,722 		JBrowse link
G Ogg1 8-oxoguanine DNA glycosylase multiple interactions ISO pirfenidone inhibits the reaction [Bleomycin results in increased expression of OGG1 protein] CTD PMID:35654123 NCBI chr 4:146,474,701...146,481,959
Ensembl chr 4:146,474,750...146,484,766 		JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions EXP pirfenidone inhibits the reaction [Adenine results in decreased expression of PPARG mRNA] CTD PMID:28866419 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Ptpn3 protein tyrosine phosphatase, non-receptor type 3 multiple interactions ISO [pirfenidone inhibits the reaction [EGFR protein binds to MAPK12 protein]] which results in decreased phosphorylation of PTPN3 protein; lapatinib promotes the reaction [pirfenidone inhibits the reaction [EGFR protein binds to PTPN3 protein]]; pirfenidone inhibits the reaction [EGFR protein binds to PTPN3 protein]; pirfenidone promotes the reaction [lapatinib inhibits the reaction [EGFR protein binds to PTPN3 protein]] CTD PMID:28739874 NCBI chr 5:71,908,520...72,027,323
Ensembl chr 5:71,911,135...72,065,443 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP pirfenidone inhibits the reaction [Adenine results in increased expression of RELA mRNA] CTD PMID:28866419 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Serpine1 serpin family E member 1 multiple interactions EXP
ISO		 pirfenidone inhibits the reaction [Carbon Tetrachloride results in increased expression of SERPINE1 mRNA]
pirfenidone inhibits the reaction [Acetaminophen results in increased expression of SERPINE1 mRNA]		 CTD PMID:12445421 PMID:34890640 NCBI chr12:19,601,272...19,611,657
Ensembl chr12:19,601,272...19,611,657 		JBrowse link
G Smad7 SMAD family member 7 multiple interactions EXP pirfenidone inhibits the reaction [Carbon Tetrachloride results in increased expression of SMAD7 mRNA] CTD PMID:12445421 NCBI chr18:68,988,429...69,016,774
Ensembl chr18:68,988,429...69,016,765 		JBrowse link
G Spp1 secreted phosphoprotein 1 multiple interactions EXP pirfenidone inhibits the reaction [Adenine results in increased expression of SPP1 mRNA] CTD PMID:28866419 NCBI chr14:5,308,885...5,315,120
Ensembl chr14:5,308,885...5,315,162 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO
EXP		 pirfenidone inhibits the reaction [Paraquat results in increased expression of TGFB1 mRNA]; pirfenidone inhibits the reaction [Paraquat results in increased expression of TGFB1 protein]
pirfenidone inhibits the reaction [Adenine results in increased expression of TGFB1 mRNA]; pirfenidone inhibits the reaction [Carbon Tetrachloride results in increased expression of TGFB1 mRNA]; pirfenidone inhibits the reaction [Dimethylnitrosamine results in increased expression of TGFB1 mRNA]; pirfenidone inhibits the reaction [Paraquat results in increased expression of TGFB1 mRNA]; pirfenidone promotes the reaction [Prednisolone inhibits the reaction [Paraquat results in increased expression of TGFB1 mRNA]]
pirfenidone inhibits the reaction [Busulfan results in increased expression of TGFB1 mRNA]		 CTD PMID:12445421 PMID:15571005 PMID:21619834 PMID:28696894 PMID:28866419 More... NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847 		JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 multiple interactions EXP pirfenidone inhibits the reaction [Carbon Tetrachloride results in increased expression of TIMP1 mRNA]; pirfenidone inhibits the reaction [Dimethylnitrosamine results in increased expression of TIMP1 mRNA]; pirfenidone inhibits the reaction [Paraquat results in increased expression of TIMP1 mRNA]; pirfenidone promotes the reaction [Prednisolone inhibits the reaction [Paraquat results in increased expression of TIMP1 mRNA]]; pirfenidone promotes the reaction [Tacrolimus results in decreased expression of TIMP1 mRNA] CTD PMID:12445421 PMID:15571005 PMID:15854665 PMID:28696894 PMID:28921394 NCBI chr  X:1,212,969...1,217,714
Ensembl chr  X:1,212,972...1,217,664 		JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP [pirfenidone co-treated with Prednisolone] inhibits the reaction [Paraquat results in increased expression of TNF mRNA]; pirfenidone inhibits the reaction [Adenine results in increased expression of TNF mRNA]; pirfenidone inhibits the reaction [Paraquat results in increased expression of TNF mRNA] CTD PMID:28696894 PMID:28866419 PMID:28921394 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19831
    role 19807
      application 19650
        anti-inflammatory agent 16605
          anti-inflammatory drug 14947
            non-steroidal anti-inflammatory drug 14262
              pirfenidone 39
Path 2
Term Annotations click to browse term
  CHEBI ontology 19831
    subatomic particle 19829
      composite particle 19829
        hadron 19829
          baryon 19829
            nucleon 19829
              atomic nucleus 19829
                atom 19829
                  main group element atom 19779
                    p-block element atom 19779
                      carbon group element atom 19728
                        carbon atom 19724
                          organic molecular entity 19724
                            organic molecule 19677
                              organic cyclic compound 19490
                                organic heterocyclic compound 18852
                                  organic heteromonocyclic compound 17794
                                    pyridines 11519
                                      pyridone 152
                                        pirfenidone 39
paths to the root