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CHEBI:78023 - 4-coumaroyltriacetic acid lactone

ChEBI IDCHEBI:78023
ChEBI Name4-coumaroyltriacetic acid lactone
Stars
DefinitionA polyketide that is 4-hydroxypyran-2-one carrying an additional 4-(4-hydroxyphenyl)-2-oxobut-3-en-1-yl group at position 6; produced due to derailment from the canonical 2',4,4',6'-tetrahydroxychalcone-producing reaction pathway.
Secondary ChEBI IDCHEBI:29738
Last Modified8 May 2014
SubmitterSBeisken
DownloadsMolfile
FormulaC15H12O5
Net Charge0
Average Mass272.256
Monoisotopic Mass272.06847
SMILESO=C(/C=C/c1ccc(O)cc1)Cc1cc(O)cc(=O)o1
InChIInChI=1S/C15H12O5/c16-11-4-1-10(2-5-11)3-6-12(17)7-14-8-13(18)9-15(19)20-14/h1-6,8-9,16,18H,7H2/b6-3+
InChIKeyZUILKEWVWUKSAO-ZZXKWVIFSA-N
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
4-coumaroyltriacetic acid lactone (CHEBI:78023) has role plant metabolite (CHEBI:76924)
4-coumaroyltriacetic acid lactone (CHEBI:78023) is a 2-pyranones (CHEBI:75885)
4-coumaroyltriacetic acid lactone (CHEBI:78023) is a enone (CHEBI:51689)
4-coumaroyltriacetic acid lactone (CHEBI:78023) is a phenols (CHEBI:33853)
4-coumaroyltriacetic acid lactone (CHEBI:78023) is a polyketide (CHEBI:26188)
IUPAC Name 
4-hydroxy-6-[(3E)-4-(4-hydroxyphenyl)-2-oxobut-3-en-1-yl]-2H-pyran-2-one
Synonym  Source
p-Coumaroyltriacetic acid lactoneKEGG COMPOUND
Manual XrefsDatabases
C12087KEGG COMPOUND
CPD-6955MetaCyc
Registry NumbersSources
Reaxys:10561542Reaxys
Citations