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CHEBI:90281 - 11β,13-dihydrolactucopicrin 15-oxalate

ChEBI IDCHEBI:90281
ChEBI Name11β,13-dihydrolactucopicrin 15-oxalate
Stars
ASCII Name11beta,13-dihydrolactucopicrin 15-oxalate
DefinitionA sesquiterpene lactone obtained by formal condensation of one of the carboxy groups of oxalic acid with the 15-hydroxy group of 11β,13-dihydrolactucopicrin. Found in chicory.
Last Modified16 June 2016
Submittermwilliams
DownloadsMolfile
FormulaC25H24O10
Net Charge0
Average Mass484.457
Monoisotopic Mass484.13695
SMILES[H][C@]12C(COC(=O)C(=O)O)=CC(=O)C1=C(C)C[C@H](OC(=O)Cc1ccc(O)cc1)[C@@]1([H])[C@H](C)C(=O)O[C@]21[H]
InChIInChI=1S/C25H24O10/c1-11-7-17(34-18(28)8-13-3-5-15(26)6-4-13)20-12(2)24(31)35-22(20)21-14(9-16(27)19(11)21)10-33-25(32)23(29)30/h3-6,9,12,17,20-22,26H,7-8,10H2,1-2H3,(H,29,30)/t12-,17-,20+,21-,22-/m0/s1
InChIKeyQJXQSIRIBHYSRP-ZUQDHHQASA-N
Species of MetaboliteComponentSourceComments
Cichorium intybus (ncbitaxon:13427) - MetaboLights (MTBLS270)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) has functional parent lactucin (CHEBI:6358)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) has functional parent oxalic acid (CHEBI:16995)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) has role plant metabolite (CHEBI:76924)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) is a azulenofuran (CHEBI:39433)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) is a cyclic terpene ketone (CHEBI:36130)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) is a enone (CHEBI:51689)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) is a oxo monocarboxylic acid (CHEBI:35871)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) is a phenols (CHEBI:33853)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name 
{[(3S,3aR,4S,9aS,9bR)-4-{[(4-hydroxyphenyl)acetyl]oxy}-3,6-dimethyl-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydroazuleno[4,5-b]furan-9-yl]methoxy}(oxo)acetic acid
Synonyms  Source
15-oxalyl-11β,13-dihydrolactucopicrinChEBI
11,13-dihydrolactucopicrin 15-oxalateChEBI