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CHEBI:74926 - patulin

ChEBI IDCHEBI:74926
ChEBI Namepatulin
Stars
DefinitionA 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.
Last Modified21 January 2022
SubmitterGareth Owen
DownloadsMolfile
FormulaC7H6O4
Net Charge0
Average Mass154.121
Monoisotopic Mass154.02661
SMILESO=C1C=C2C(=CCOC2O)O1
InChIInChI=1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2
InChIKeyZRWPUFFVAOMMNM-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
mycotoxin  Poisonous substance produced by fungi.
mutagen  An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
patulin (CHEBI:74926) has role Aspergillus metabolite (CHEBI:76956)
patulin (CHEBI:74926) has role Penicillium metabolite (CHEBI:76964)
patulin (CHEBI:74926) has role antimicrobial agent (CHEBI:33281)
patulin (CHEBI:74926) has role carcinogenic agent (CHEBI:50903)
patulin (CHEBI:74926) has role mutagen (CHEBI:25435)
patulin (CHEBI:74926) has role mycotoxin (CHEBI:25442)
patulin (CHEBI:74926) is a furopyran (CHEBI:74927)
patulin (CHEBI:74926) is a lactol (CHEBI:38131)
patulin (CHEBI:74926) is a γ-lactone (CHEBI:37581)
Incoming Relation(s)
patulin‒4-bromothiophenol adduct (CHEBI:189530) has functional parent patulin (CHEBI:74926)
patulin‒4-bromothiophenol hapten (CHEBI:189533) has functional parent patulin (CHEBI:74926)
IUPAC Name 
4-hydroxy-4H-furo[3,2-c]pyran-2(6H)-one
Synonyms  Source
mycoin C3ChemIDplus
patulineChemIDplus
claviformChemIDplus
mycoine C3ChemIDplus
(2,4-dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid-3,4-lactoneChemIDplus
claviforminChemIDplus
UniProt Name  Source
patulinUniProt
Manual XrefsDatabases
US2417584Patent
HMDB0034299HMDB
PatulinWikipedia
C16748KEGG COMPOUND
C00024000KNApSAcK
Registry NumbersSources
Reaxys:149675Reaxys
CAS:149-29-1ChemIDplus
CAS:149-29-1KEGG COMPOUND
Citations