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CHEBI:90283 - 11β,13-dihydrolactucopicrin

ChEBI IDCHEBI:90283
ChEBI Name11β,13-dihydrolactucopicrin
Stars
ASCII Name11beta,13-dihydrolactucopicrin
DefinitionA sesquiterpene lactone obtained by formal condensation of the carboxy group of 4-hydroxyphenylacetic acid with the 8-hydroxy group of 11β,13-dihydrolactucin. Found in chicory.
Last Modified16 June 2016
Submittermwilliams
DownloadsMolfile
FormulaC23H24O7
Net Charge0
Average Mass412.438
Monoisotopic Mass412.15220
SMILES[H][C@]12C(CO)=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/C23H24O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9,12,17,20-22,24-25H,7-8,10H2,1-2H3/t12-,17-,20+,21-,22-/m0/s1
InChIKeyICJJPTZLMALYBH-ZUQDHHQASA-N
Species of MetaboliteComponentSourceComments
Cichorium intybus (ncbitaxon:13427) - MetaboLights (MTBLS270)
Lactuca saligna (ncbitaxon:75948) - PubMed (17226150)
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)
11β,13-dihydrolactucopicrin (CHEBI:90283) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
11β,13-dihydrolactucopicrin (CHEBI:90283) has functional parent lactucin (CHEBI:6358)
11β,13-dihydrolactucopicrin (CHEBI:90283) has role plant metabolite (CHEBI:76924)
11β,13-dihydrolactucopicrin (CHEBI:90283) is a azulenofuran (CHEBI:39433)
11β,13-dihydrolactucopicrin (CHEBI:90283) is a cyclic terpene ketone (CHEBI:36130)
11β,13-dihydrolactucopicrin (CHEBI:90283) is a enone (CHEBI:51689)
11β,13-dihydrolactucopicrin (CHEBI:90283) is a phenols (CHEBI:33853)
11β,13-dihydrolactucopicrin (CHEBI:90283) is a primary alcohol (CHEBI:15734)
11β,13-dihydrolactucopicrin (CHEBI:90283) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name 
(3S,3aR,4S,9aS,9bR)-9-(hydroxymethyl)-3,6-dimethyl-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl (4-hydroxyphenyl)acetate
Synonyms  Source
11,13-dihydrolactucopicrinChEBI
11beta,13-DihydrolactucopicrinKNApSAcK
Manual XrefsDatabases
C00033520KNApSAcK
Registry NumbersSources
Reaxys:6670530Reaxys
CAS:125519-47-3KNApSAcK
Citations