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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:patulin
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Accession:CHEBI:74926 term browser browse the term
Definition:A furopyran and lactone that is (2H-pyran-3(6H)-ylidene)acetic acid which is substituted by hydroxy groups at positions 2 and 4 and in which the hydroxy group at position 4 has condensed with the carboxy group to give the corresponding bicyclic lactone. A mycotoxin produced by several species of Aspergillus and Penicillium, it has antibiotic properties but has been shown to be carcinogenic and mutagenic.
Synonyms:exact_synonym: 4-hydroxy-4H-furo[3,2-c]pyran-2(6H)-one
 related_synonym: (2,4-dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid-3,4-lactone;   4,6-dihydro-4-hydroxy-2H-furo(3,2-c)pyran-2-one;   Formula=C7H6O4;   InChI=1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2;   InChIKey=ZRWPUFFVAOMMNM-UHFFFAOYSA-N;   PAT;   SMILES=OC1OCC=C2OC(=O)C=C12;   clavacin;   clavatin;   claviform;   claviformin;   expansin;   expansine;   mycoin C3;   mycoine C3;   patuline
 xref: CAS:149-29-1;   HMDB:HMDB0034299;   KEGG:C16748;   KNApSAcK:C00024000
 xref_mesh: MESH:D010365
 xref: PMID:21656641;   PMID:22410236;   PMID:22988003;   PMID:23192667;   PMID:23384314;   PMID:23416552;   PMID:23729413;   PMID:23813870;   PMID:23870868;   Patent:US2417584;   Reaxys:149675;   Wikipedia:Patulin



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patulin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
multiple interactions
ISO Patulin results in decreased phosphorylation of AKT1 protein
Acetylcysteine inhibits the reaction [Patulin results in decreased phosphorylation of AKT1 protein]
CTD PMID:29604266 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Atf3 activating transcription factor 3 increases expression ISO Patulin results in increased expression of ATF3 mRNA CTD PMID:21844328 NCBI chr13:102,751,278...102,800,520
Ensembl chr13:102,751,321...102,764,631
JBrowse link
G Atg5 autophagy related 5 multiple interactions ISO ATG5 protein affects the reaction [Patulin results in increased expression of and results in increased cleavage of GSDMD protein]; ATG5 protein affects the reaction [Patulin results in increased expression of IL1B protein] CTD PMID:33217525 NCBI chr20:47,798,222...47,889,216
Ensembl chr20:47,798,290...47,889,209
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO Patulin results in increased expression of BAX protein CTD PMID:19000704 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2l11 BCL2 like 11 increases expression ISO Patulin results in increased expression of BCL2L11 mRNA CTD PMID:21844328 NCBI chr 3:115,366,783...115,404,068
Ensembl chr 3:115,366,646...115,404,068
JBrowse link
G Bid BH3 interacting domain death agonist increases expression ISO Patulin results in increased expression of BID mRNA CTD PMID:21844328 NCBI chr 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720
JBrowse link
G Casp1 caspase 1 multiple interactions
increases expression
ISO 3-methyladenine inhibits the reaction [Patulin results in increased expression of CASP1 protein]; CA 074 methyl ester inhibits the reaction [Patulin results in increased expression of CASP1 protein]; MCC-950 inhibits the reaction [Patulin results in increased expression of CASP1 protein] CTD PMID:33217525 NCBI chr 8:2,587,812...2,597,403
Ensembl chr 8:2,587,831...2,597,383
JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions
ISO Patulin results in increased activity of CASP3 protein
diphenyleneiodonium inhibits the reaction [Patulin results in increased activity of CASP3 protein]
CTD PMID:19000704 PMID:25577197 PMID:26095701 PMID:33577942 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases activity
multiple interactions
ISO Patulin results in increased activity of CASP8 protein
diphenyleneiodonium inhibits the reaction [Patulin results in increased activity of CASP8 protein]
CTD PMID:33577942 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases activity
multiple interactions
ISO Patulin results in increased activity of CASP9 protein
diphenyleneiodonium inhibits the reaction [Patulin results in increased activity of CASP9 protein]
CTD PMID:33577942 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cat catalase decreases activity
multiple interactions
increases activity
decreases response to substance
ISO Patulin results in decreased activity of CAT protein
diphenyleneiodonium inhibits the reaction [Patulin results in decreased activity of CAT protein]
Patulin results in increased activity of CAT protein
CAT protein results in decreased susceptibility to Patulin
crocin inhibits the reaction [Patulin results in increased activity of CAT protein]; Tetradecanoylphorbol Acetate inhibits the reaction [Patulin results in decreased activity of CAT protein]
CTD PMID:17090621 PMID:21964610 PMID:26095701 PMID:26584762 PMID:33577942 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO Patulin results in increased expression of CDKN1A protein CTD PMID:19000704 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cldn1 claudin 1 affects localization ISO Patulin affects the localization of CLDN1 protein CTD PMID:19013514 NCBI chr11:74,421,569...74,436,728
Ensembl chr11:74,421,569...74,436,724
JBrowse link
G Cldn3 claudin 3 affects localization ISO Patulin affects the localization of CLDN3 protein CTD PMID:19013514 NCBI chr12:21,708,538...21,710,010
Ensembl chr12:21,708,398...21,711,001
JBrowse link
G Cldn4 claudin 4 affects localization ISO Patulin affects the localization of CLDN4 protein CTD PMID:19013514 NCBI chr12:21,751,638...21,753,436
Ensembl chr12:21,751,331...21,753,436
JBrowse link
G Clk1 CDC-like kinase 1 decreases expression ISO Patulin results in decreased expression of CLK1 mRNA CTD PMID:27913847 NCBI chr 9:59,947,774...59,959,002
Ensembl chr 9:59,947,764...59,957,000
JBrowse link
G Ctsb cathepsin B increases secretion
multiple interactions
ISO Patulin results in increased secretion of CTSB protein
3-methyladenine inhibits the reaction [Patulin results in increased secretion of CTSB protein]; CA 074 methyl ester inhibits the reaction [Patulin results in increased secretion of CTSB protein]
CTD PMID:33217525 NCBI chr15:37,389,636...37,410,508
Ensembl chr15:37,389,629...37,410,500
JBrowse link
G Cybb cytochrome b-245 beta chain increases expression ISO Patulin results in increased expression of NOX2 mRNA; Patulin results in increased expression of NOX2 protein CTD PMID:33577942 NCBI chr  X:13,360,583...13,392,517
Ensembl chr  X:13,359,430...13,392,586
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO Patulin results in increased expression of DDIT3 mRNA CTD PMID:21844328 PMID:25577197 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO Patulin results in increased expression of FOS protein CTD PMID:21964610 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gpt glutamic--pyruvic transaminase increases expression ISO Patulin results in increased expression of GPT protein CTD PMID:33217525 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Gsdmd gasdermin D multiple interactions ISO ATG5 protein affects the reaction [Patulin results in increased expression of and results in increased cleavage of GSDMD protein]; N-acetyl-tyrosyl-valyl-alanyl-aspartyl chloromethyl ketone inhibits the reaction [Patulin results in increased expression of and results in increased cleavage of GSDMD protein]; Patulin results in increased expression of and results in increased cleavage of GSDMD protein CTD PMID:33217525 NCBI chr 7:107,542,242...107,547,052
Ensembl chr 7:107,542,083...107,547,055
JBrowse link
G Gsr glutathione-disulfide reductase decreases activity
multiple interactions
ISO Patulin results in decreased activity of GSR protein
diphenyleneiodonium inhibits the reaction [Patulin results in decreased activity of GSR protein]
CTD PMID:21964610 PMID:33577942 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 increases expression ISO Patulin results in increased expression of HSPA5 protein CTD PMID:25577197 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
JBrowse link
G Ifng interferon gamma multiple interactions
decreases expression
decreases secretion
ISO [Patulin results in decreased abundance of Glutathione] which results in decreased secretion of IFNG protein
Patulin results in decreased expression of IFNG mRNA
Patulin results in decreased secretion of IFNG protein
CTD PMID:12112629 PMID:18214930 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il10 interleukin 10 multiple interactions ISO [Patulin results in decreased abundance of Glutathione] which results in decreased secretion of IL10 protein CTD PMID:18214930 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il13 interleukin 13 multiple interactions ISO [Patulin results in decreased abundance of Glutathione] which results in decreased secretion of IL13 protein CTD PMID:18214930 NCBI chr10:37,790,130...37,792,687
Ensembl chr10:37,790,130...37,792,737
JBrowse link
G Il18 interleukin 18 multiple interactions ISO 3-methyladenine inhibits the reaction [Patulin results in increased expression of IL18 protein] CTD PMID:33217525 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887
JBrowse link
G Il1b interleukin 1 beta multiple interactions
increases expression
ISO 3-methyladenine inhibits the reaction [Patulin results in increased expression of IL1B protein]; ATG5 protein affects the reaction [Patulin results in increased expression of IL1B protein]; CA 074 methyl ester inhibits the reaction [Patulin results in increased expression of IL1B protein]; MCC-950 inhibits the reaction [Patulin results in increased expression of IL1B protein]; N-acetyl-tyrosyl-valyl-alanyl-aspartyl chloromethyl ketone inhibits the reaction [Patulin results in increased expression of IL1B protein]; Patulin inhibits the reaction [IL1B protein results in increased expression of CXCL8 protein] CTD PMID:18308354 PMID:33217525 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il20 interleukin 20 increases expression ISO Patulin results in increased expression of IL20 protein CTD PMID:33217525 NCBI chr13:42,380,981...42,384,625
Ensembl chr13:42,380,981...42,384,625
JBrowse link
G Il4 interleukin 4 affects secretion
multiple interactions
increases expression
ISO Patulin affects the secretion of IL4 protein
[Patulin results in decreased abundance of Glutathione] which results in decreased secretion of IL4 protein
Patulin results in increased expression of IL4 mRNA
CTD PMID:12112629 PMID:18214930 NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases expression ISO Patulin results in increased expression of JUN protein CTD PMID:21964610 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation
multiple interactions
ISO Patulin results in increased phosphorylation of MAPK1 protein
1,2-Dihydroxybenzene-3,5-Disulfonic Acid Disodium Salt inhibits the reaction [Patulin results in increased phosphorylation of MAPK1 protein]
CTD PMID:17090621 PMID:21964610 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation
multiple interactions
ISO Patulin results in increased phosphorylation of MAPK3 protein
1,2-Dihydroxybenzene-3,5-Disulfonic Acid Disodium Salt inhibits the reaction [Patulin results in increased phosphorylation of MAPK3 protein]
CTD PMID:17090621 PMID:21964610 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions
decreases phosphorylation
ISO Acetylcysteine inhibits the reaction [Patulin results in decreased phosphorylation of MTOR protein] CTD PMID:29604266 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311
JBrowse link
G Ncf1 neutrophil cytosolic factor 1 increases expression ISO Patulin results in increased expression of NCF1 mRNA; Patulin results in increased expression of NCF1 protein CTD PMID:33577942 NCBI chr12:22,485,382...22,494,647
Ensembl chr12:22,485,451...22,494,646
JBrowse link
G Nlrp3 NLR family, pyrin domain containing 3 multiple interactions
increases expression
ISO 3-methyladenine inhibits the reaction [Patulin results in increased expression of NLRP3 protein]; MCC-950 inhibits the reaction [Patulin results in increased expression of NLRP3 protein] CTD PMID:33217525 NCBI chr10:44,326,770...44,353,814
Ensembl chr10:44,328,566...44,352,811
JBrowse link
G Ocln occludin increases degradation
multiple interactions
ISO Patulin results in increased degradation of OCLN protein
1,10-phenanthroline inhibits the reaction [Patulin results in increased degradation of OCLN protein]; Zinc Sulfate inhibits the reaction [Patulin results in increased degradation of OCLN protein]
CTD PMID:19013514 NCBI chr 2:31,657,217...31,707,466
Ensembl chr 2:31,657,220...31,764,150
JBrowse link
G Odc1 ornithine decarboxylase 1 increases activity ISO Patulin results in increased activity of ODC1 protein CTD PMID:19000704 NCBI chr 6:40,329,831...40,336,444
Ensembl chr 6:40,329,964...40,336,440
JBrowse link
G Pmaip1 phorbol-12-myristate-13-acetate-induced protein 1 increases expression ISO Patulin results in increased expression of PMAIP1 mRNA CTD PMID:21844328 NCBI chr18:59,986,187...59,990,174
Ensembl chr18:59,986,017...59,992,429
JBrowse link
G Ppp1r15a protein phosphatase 1, regulatory subunit 15A increases expression ISO Patulin results in increased expression of PPP1R15A mRNA; Patulin results in increased expression of PPP1R15A protein CTD PMID:21844328 PMID:25577197 NCBI chr 1:96,000,053...96,003,128
Ensembl chr 1:96,000,058...96,003,171
JBrowse link
G Sod1 superoxide dismutase 1 decreases response to substance ISO SOD1 protein results in decreased susceptibility to Patulin CTD PMID:17090621 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Sqstm1 sequestosome 1 decreases expression
multiple interactions
ISO Patulin results in decreased expression of SQSTM1 protein
Acetylcysteine inhibits the reaction [Patulin results in decreased expression of SQSTM1 protein]
CTD PMID:29604266 NCBI chr10:34,525,517...34,536,685
Ensembl chr10:34,525,519...34,536,673
JBrowse link
G Tjp1 tight junction protein 1 decreases expression ISO Patulin results in decreased expression of TJP1 protein CTD PMID:19013514 NCBI chr 1:118,849,838...119,094,492
Ensembl chr 1:118,849,838...119,094,432
JBrowse link
G Tp53 tumor protein p53 increases expression ISO Patulin results in increased expression of TRP53; Patulin results in increased expression of TRP53 protein
Patulin results in increased expression of TP53 protein
CTD PMID:19000704 PMID:19744505 PMID:26095701 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Xbp1 X-box binding protein 1 increases splicing ISO Patulin results in increased splicing of XBP1 mRNA CTD PMID:21844328 PMID:25577197 NCBI chr14:80,390,629...80,395,713
Ensembl chr14:80,390,643...80,395,693
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19823
    role 19773
      biological role 19773
        antimicrobial agent 17482
          patulin 46
Path 2
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  CHEBI ontology 19823
    subatomic particle 19821
      composite particle 19821
        hadron 19821
          baryon 19821
            nucleon 19821
              atomic nucleus 19821
                atom 19821
                  main group element atom 19720
                    p-block element atom 19720
                      carbon group element atom 19643
                        carbon atom 19633
                          organic molecular entity 19633
                            organic group 18739
                              organic divalent group 18730
                                organodiyl group 18730
                                  carbonyl group 18678
                                    carbonyl compound 18678
                                      carboxylic ester 15884
                                        lactone 11248
                                          gamma-lactone 6748
                                            patulin 46
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