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

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ChEBI Name 11β,13-dihydrolactucopicrin 15-oxalate
ChEBI ID CHEBI:90281
ChEBI ASCII Name 11beta,13-dihydrolactucopicrin 15-oxalate
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H24O10
Net Charge 0
Average Mass 484.453
Monoisotopic Mass 484.13695
InChI InChI=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
InChIKey QJXQSIRIBHYSRP-ZUQDHHQASA-N
SMILES O(CC1=CC(=O)C2=C(C)C[C@@H]([C@]3([C@H](C)C(=O)O[C@@]3([C@@]12[H])[H])[H])OC(=O)CC=4C=CC(O)=CC4)C(C(=O)O)=O
Metabolite of Species Details
Cichorium intybus (NCBI:txid13427) See: MetaboLights Study
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
11,13-dihydrolactucopicrin 15-oxalate ChEBI
15-oxalyl-11β,13-dihydrolactucopicrin ChEBI
Last Modified
16 June 2016