CHEBI:133952 - tetraacetic acid lactone

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ChEBI Name tetraacetic acid lactone
ChEBI ID CHEBI:133952
Definition A member of the class of 2-pyranones that is 2H-pyran-2-one which is substituted at positions 4 and 6 by hydroxy and acetonyl groups, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Julian Brandl
Supplier Information
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Formula C8H8O4
Net Charge 0
Average Mass 168.147
Monoisotopic Mass 168.04226
InChI InChI=1S/C8H8O4/c1-5(9)2-7-3-6(10)4-8(11)12-7/h3-4,10H,2H2,1H3
InChIKey STVPTNMFKNDFLX-UHFFFAOYSA-N
SMILES O1C(=CC(=CC1=O)O)CC(C)=O
Metabolite of Species Details
Talaromyces stipitatus (NCBI:txid28564) = Penicillium stipitatum (see https://data.nbn.org.uk/Taxa/NHMSYS0001492104). Found when tropolone biosynthesis was inhibited by ethionine See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tetraacetic acid lactone (CHEBI:133952) has role fungal metabolite (CHEBI:76946)
tetraacetic acid lactone (CHEBI:133952) is a 2-pyranones (CHEBI:75885)
tetraacetic acid lactone (CHEBI:133952) is a ketone (CHEBI:17087)
IUPAC Name
4-hydroxy-6-(2-oxopropyl)-2H-pyran-2-one
Synonyms Sources
4-hydroxy-6-(2-oxopropyl)pyran-2-one ChEBI
6-acetonyl-4-hydroxy-2-pyrone ChEBI
6-acetonyl-4-hydroxy-α-pyrone ChEBI
tetraacetate lactone UniProt
Tetraessigsaeurelacton ChEBI
Manual Xrefs Databases
20037751 ChemSpider
54688211 PubChem
View more database links
Registry Numbers Types Sources
10310-07-3 CAS Registry Number PubChem
1283336 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15631450 PubMed citation Europe PMC
27729920 PubMed citation Europe PMC
6040822 PubMed citation Europe PMC
Last Modified
12 February 2020