isopatulin (CHEBI:145111)

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ChEBI Name	isopatulin

ChEBI ID	CHEBI:145111

Definition	A furopyran and lactone that is (2H-pyran-3(6H)-ylidene)acetic acid which is substituted by hydroxy groups at positions 4 an 6 and in which the hydroxy group at position 4 has condensed with the carboxy group to give the corresponding bicyclic lactone. Also known as neopatulin, it is a mycotoxic substance produced by Aspergillus and Penicillium species.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

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Formula

C7H6O4

Net Charge

Average Mass

154.121

Monoisotopic Mass

154.02661

InChI

InChI=1S/C7H6O4/c8-6-2-5-4(3-10-6)1-7(9)11-5/h1-2,6,8H,3H2

InChIKey

ZGBMSNKHUHZKEP-UHFFFAOYSA-N

SMILES

C=12C(OC(C1)=O)=CC(OC2)O

Roles Classification
Biological Role(s):	mycotoxin Poisonous substance produced by fungi. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. Penicillium metabolite Any fungal metabolite produced during a metabolic reaction in Penicillium.

ChEBI Ontology
Outgoing	isopatulin (CHEBI:145111) has role Penicillium metabolite (CHEBI:76964) isopatulin (CHEBI:145111) has role antibacterial agent (CHEBI:33282) isopatulin (CHEBI:145111) has role mycotoxin (CHEBI:25442) isopatulin (CHEBI:145111) is a γ-lactone (CHEBI:37581) isopatulin (CHEBI:145111) is a furopyran (CHEBI:74927) isopatulin (CHEBI:145111) is a lactol (CHEBI:38131)

IUPAC Name

6-hydroxy-4H-furo[3,2-c]pyran-2(6H)-one

Synonyms	Sources
3-hydroxy-4,9-dioxabicyclo[4.3.0]nona-1,6-dien-8-one	ChEBI
neopatulin	ChEBI
neopatulin	UniProt

Registry Number	Type	Source
70402-10-7	CAS Registry Number	PubChem

Last Modified

04 December 2019