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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:ochratoxin A
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Accession:CHEBI:7719 term browser browse the term
Definition:A phenylalanine derivative resulting from the formal condensation of the amino group of L-phenylalanine with the carboxy group of (3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboxylic acid (ochratoxin alpha). It is among the most widely occurring food-contaminating mycotoxins, produced by Aspergillus ochraceus, Aspergillus carbonarius and Penicillium verrucosum.
Synonyms:exact_synonym: N-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl]carbonyl}-L-phenylalanine
 related_synonym: (-)-N-((5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenylalanine;   (2S)-2-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoic acid;   (R)-N-((5-chloro-3,4-dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-yl)carbonyl)phenylalanine;   Formula=C20H18ClNO6;   InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1;   InChIKey=RWQKHEORZBHNRI-BMIGLBTASA-N;   N-(((3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl)-3-phenyl-L-alanine;   N-[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalanine;   N-{[(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}-L-phenylalanine;   OTA;   SMILES=C[C@@H]1CC2=C(Cl)C=C(C(=O)N[C@@H](CC3=CC=CC=C3)C(O)=O)C(O)=C2C(=O)O1
 xref: Beilstein:1301486;   CAS:303-47-9;   HMDB:HMDB0029399;   KEGG:C09955;   KNApSAcK:C00003008;   LINCS:LSM-5521
 xref_mesh: MESH:C025589
 xref: PMID:11513689;   PMID:11899122;   PMID:15056805;   PMID:16022500;   PMID:16097797;   PMID:16293235;   PMID:16332622;   PMID:16332628;   PMID:16781114;   PMID:17195275;   PMID:17218050;   PMID:17580629;   PMID:18638518;   PMID:18680942;   PMID:19919898;   PMID:20201966;   PMID:23282670;   PMID:23296271;   PMID:23358140;   PMID:23369011;   PMID:29950703;   PMID:33078253;   PMID:33138019;   PMID:33171643;   PMID:33338836;   PMID:8941986;   PMID:8956233;   PMID:9894829;   Reaxys:1301486;   Wikipedia:Ochratoxin_A
 cyclic_relationship: is_conjugate_acid_of CHEBI:166829



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ochratoxin A term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ACTA2 actin alpha 2, smooth muscle multiple interactions
increases expression
EXP CASP1 protein affects the reaction [ochratoxin A results in increased expression of ACTA2 mRNA]; CASP1 protein affects the reaction [ochratoxin A results in increased expression of ACTA2 protein]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of ACTA2 protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of ACTA2 protein]
ochratoxin A results in increased expression of ACTA2 mRNA; ochratoxin A results in increased expression of ACTA2 protein
CTD PMID:33543323 NCBI chr26:38,700,434...38,714,915
Ensembl chr26:38,700,480...38,711,753
JBrowse link
G B9D2 B9 domain containing 2 increases expression
multiple interactions
EXP ochratoxin A results in increased expression of TGFB1 mRNA; ochratoxin A results in increased expression of TGFB1 protein
CASP1 protein affects the reaction [ochratoxin A results in increased expression of TGFB1 mRNA]; CASP1 protein affects the reaction [ochratoxin A results in increased expression of TGFB1 protein]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of TGFB1 protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of TGFB1 protein]
CTD PMID:33543323 NCBI chr 1:112,621,832...112,627,726
Ensembl chr 1:112,621,633...112,643,885
JBrowse link
G GSDMD gasdermin D multiple interactions
increases expression
EXP CASP1 protein affects the reaction [ochratoxin A results in increased expression of GSDMD mRNA]; CASP1 protein affects the reaction [ochratoxin A results in increased expression of GSDMD protein]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of GSDMD mRNA]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of GSDMD protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of GSDMD mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of GSDMD protein]
ochratoxin A results in increased expression of GSDMD mRNA; ochratoxin A results in increased expression of GSDMD protein
CTD PMID:33543323 NCBI chr13:37,221,219...37,226,912
Ensembl chr13:37,193,022...37,228,360
JBrowse link
G IL18 interleukin 18 multiple interactions
increases expression
EXP CASP1 protein affects the reaction [ochratoxin A results in increased expression of IL18 mRNA]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of IL18 mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of IL18 mRNA] CTD PMID:33543323 NCBI chr 5:20,972,742...20,995,327
Ensembl chr 5:20,972,871...20,995,348
JBrowse link
G IL1B interleukin 1 beta multiple interactions
increases expression
EXP CASP1 protein affects the reaction [ochratoxin A results in increased expression of IL1B mRNA]; CASP1 protein affects the reaction [ochratoxin A results in increased expression of IL1B protein]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of IL1B mRNA]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of IL1B protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of IL1B mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of IL1B protein]
ochratoxin A results in increased expression of IL1B mRNA; ochratoxin A results in increased expression of IL1B protein
CTD PMID:33543323 NCBI chr17:37,019,329...37,033,388
Ensembl chr17:37,019,329...37,024,458
JBrowse link
G IL6 interleukin 6 increases secretion
increases expression
EXP ochratoxin A results in increased secretion of IL6 protein
ochratoxin A results in increased expression of IL6 mRNA
CTD PMID:33543323 NCBI chr14:36,474,268...36,478,519
Ensembl chr14:36,473,394...36,478,519
JBrowse link
G NLRP3 NLR family pyrin domain containing 3 multiple interactions
increases expression
EXP N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of NLRP3 protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased cleavage of CASP1 protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of ACTA2 protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of CASP1 mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of GSDMD mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of GSDMD protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of IL18 mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of IL1B mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of IL1B protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of PYCARD mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of PYCARD protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of TGFB1 protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of VIM protein]
ochratoxin A results in increased expression of NLRP3 mRNA; ochratoxin A results in increased expression of NLRP3 protein
CTD PMID:33543323 NCBI chr 8:251,776...313,290
Ensembl chr 8:253,407...313,059
JBrowse link
G PYCARD PYD and CARD domain containing increases expression
multiple interactions
EXP ochratoxin A results in increased expression of PYCARD mRNA; ochratoxin A results in increased expression of PYCARD protein
N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of PYCARD mRNA]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of PYCARD protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of PYCARD mRNA]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of PYCARD protein]
CTD PMID:33543323 NCBI chr 6:17,049,352...17,051,348
Ensembl chr 6:17,049,705...17,051,240
JBrowse link
G TNF tumor necrosis factor increases secretion
increases expression
EXP ochratoxin A results in increased secretion of TNF protein
ochratoxin A results in increased expression of TNF mRNA
CTD PMID:33543323 NCBI chr12:1,074,561...1,076,425
Ensembl chr12:1,074,552...1,076,425
JBrowse link
G VIM vimentin multiple interactions
increases expression
EXP CASP1 protein affects the reaction [ochratoxin A results in increased expression of VIM mRNA]; CASP1 protein affects the reaction [ochratoxin A results in increased expression of VIM protein]; N-(1,2,3,5,6,7-hexahydro-S-indacen-4-ylcarbamoyl)-4-(2-hydroxy-2-propanyl)-2-furansulfonamide inhibits the reaction [ochratoxin A results in increased expression of VIM protein]; NLRP3 protein affects the reaction [ochratoxin A results in increased expression of VIM protein]
ochratoxin A results in increased expression of VIM mRNA; ochratoxin A results in increased expression of VIM protein
CTD PMID:33543323 NCBI chr 2:19,671,316...19,679,367
Ensembl chr 2:19,671,316...19,679,466
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 402
    role 402
      biological role 402
        aetiopathogenetic role 305
          carcinogenic agent 29
            ochratoxin A 10
              hapten OTAb 0
              hapten OTAd 0
              hapten OTAe 0
              hapten OTAf 0
              ochratoxin C 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 402
    subatomic particle 402
      composite particle 402
        hadron 402
          baryon 402
            nucleon 402
              atomic nucleus 402
                atom 402
                  main group element atom 395
                    main group molecular entity 395
                      s-block molecular entity 340
                        hydrogen molecular entity 339
                          hydrides 273
                            organic hydride 70
                              organic fundamental parent 70
                                hydrocarbon 48
                                  cyclic hydrocarbon 24
                                    monocyclic hydrocarbon 12
                                      annulene 11
                                        aromatic annulene 11
                                          benzene 11
                                            alkylbenzene 11
                                              methylbenzene 11
                                                toluene 11
                                                  benzyl group 10
                                                    phenylalanine 10
                                                      L-phenylalanine 10
                                                        L-phenylalanine derivative 10
                                                          N-acyl-L-phenylalanine 10
                                                            ochratoxin A 10
                                                              hapten OTAb 0
                                                              hapten OTAd 0
                                                              hapten OTAe 0
                                                              hapten OTAf 0
                                                              ochratoxin C 0
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