CHEBI:74926 - patulin

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ChEBI Name patulin
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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C7H6O4
Net Charge 0
Average Mass 154.12010
Monoisotopic Mass 154.02661
InChI InChI=1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2
Roles Classification
Biological Role(s): 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.
Poisonous substance produced by fungi.
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.
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.
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
patulin (CHEBI:74926) is a furopyran (CHEBI:74927)
patulin (CHEBI:74926) is a lactol (CHEBI:38131)
Synonyms Sources
(2,4-dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid, 3,4-lactone ChemIDplus
(2,4-dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid-3,4-lactone ChemIDplus
4,6-dihydro-4-hydroxy-2H-furo(3,2-c)pyran-2-one ChemIDplus
clavacin ChemIDplus
clavatin ChemIDplus
claviform ChemIDplus
claviformin ChemIDplus
expansin ChemIDplus
expansine ChemIDplus
mycoin C3 ChemIDplus
mycoine C3 ChemIDplus
patulin UniProt
patuline ChemIDplus
Manual Xrefs Databases
C00024000 KNApSAcK
HMDB0034299 HMDB
Patulin Wikipedia
US2417584 Patent
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Registry Numbers Types Sources
149-29-1 CAS Registry Number KEGG COMPOUND
149-29-1 CAS Registry Number ChemIDplus
149675 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
18 October 2019