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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 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Atf3 activating transcription factor 3 increases expression ISO Patulin results in increased expression of ATF3 mRNA CTD PMID:21844328 NCBI chr13:109,817,892...109,849,632
Ensembl chr13:109,817,728...109,849,632
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2l11 BCL2 like 11 increases expression ISO Patulin results in increased expression of BCL2L11 mRNA CTD PMID:21844328 NCBI chr 3:120,726,906...120,764,192
Ensembl chr 3:120,726,906...120,764,192
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 4:153,439,812...153,465,247
Ensembl chr 4:153,442,218...153,465,203
JBrowse link
G Casp3 caspase 3 increases activity ISO Patulin results in increased activity of CASP3 protein CTD PMID:19000704, PMID:25577197, PMID:26095701 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cat catalase decreases activity
increases activity
decreases response to substance
multiple interactions
ISO 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 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO Patulin results in increased expression of CDKN1A protein CTD PMID:19000704 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Cldn1 claudin 1 affects localization ISO Patulin affects the localization of CLDN1 protein CTD PMID:19013514 NCBI chr11:77,815,216...77,830,373
Ensembl chr11:77,815,181...77,830,416
JBrowse link
G Cldn3 claudin 3 affects localization ISO Patulin affects the localization of CLDN3 protein CTD PMID:19013514 NCBI chr12:21,831,341...21,832,813
Ensembl chr12:21,831,342...21,832,813
JBrowse link
G Cldn4 claudin 4 affects localization ISO Patulin affects the localization of CLDN4 protein CTD PMID:19013514 NCBI chr12:24,761,210...24,763,008
Ensembl chr12:24,761,210...24,763,005
JBrowse link
G Clk1 CDC-like kinase 1 decreases expression ISO Patulin results in decreased expression of CLK1 mRNA CTD PMID:27913847 NCBI chr 9:65,296,777...65,308,017
Ensembl chr 9:65,296,778...65,307,995
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 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
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 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Gsr glutathione-disulfide reductase decreases activity ISO Patulin results in decreased activity of GSR protein CTD PMID:21964610 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
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 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
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 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
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 chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
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 chr10:38,982,909...38,985,466
Ensembl chr10:38,982,909...38,985,466
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO Patulin inhibits the reaction [IL1B protein results in increased expression of CXCL8 protein] CTD PMID:18308354 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
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 chr10:38,963,979...38,969,531
Ensembl chr10:38,963,979...38,969,531
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 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
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 5:165,263,813...165,373,967
Ensembl chr 5:165,263,800...165,373,967
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 2:30,527,327...30,577,218
Ensembl chr 2:30,527,715...30,577,218
JBrowse link
G Odc1 ornithine decarboxylase 1 increases activity ISO Patulin results in increased activity of ODC1 protein CTD PMID:19000704 NCBI chr 6:42,852,529...42,859,142
Ensembl chr 6:42,852,683...42,859,927
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 chr18:62,159,128...62,179,635
Ensembl chr18:62,174,670...62,181,102
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 1:101,511,899...101,515,043
Ensembl chr 1:101,511,901...101,514,974
JBrowse link
G Sod1 superoxide dismutase 1 decreases response to substance ISO SOD1 protein results in decreased susceptibility to Patulin CTD PMID:17090621 NCBI chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
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 chr10:35,704,728...35,716,316
Ensembl chr10:35,704,730...35,716,294
JBrowse link
G Tjp1 tight junction protein 1 decreases expression ISO Patulin results in decreased expression of TJP1 protein CTD PMID:19013514 NCBI chr 1:126,146,489...126,515,359
Ensembl chr 1:126,146,489...126,227,469
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 chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
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 chr14:85,753,736...85,758,820
Ensembl chr14:85,753,760...85,758,145
JBrowse link

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  CHEBI ontology 19816
    role 19764
      biological role 19764
        antimicrobial agent 17334
          patulin 34
Path 2
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  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              organic divalent group 18530
                                organodiyl group 18530
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic ester 14365
                                        lactone 5982
                                          gamma-lactone 1216
                                            patulin 34
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.