EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:90280 - lactucopicrin 15-oxalate

ChEBI IDCHEBI:90280
ChEBI Namelactucopicrin 15-oxalate
Stars
DefinitionA sesquiterpene lactone obtained by formal condensation of one of the carboxy groups of oxalic acid with the 15-hydroxy group of lactucopicrin. Found in chicory.
Last Modified16 June 2016
Submittermwilliams
DownloadsMolfile
FormulaC25H22O10
Net Charge0
Average Mass482.441
Monoisotopic Mass482.12130
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(=C)C(=O)O[C@]21[H]
InChIInChI=1S/C25H22O10/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/h3-6,9,17,20-22,26H,2,7-8,10H2,1H3,(H,29,30)/t17-,20+,21-,22-/m0/s1
InChIKeyAUULYUITRYGGJX-XGARDCMYSA-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)
lactucopicrin 15-oxalate (CHEBI:90280) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
lactucopicrin 15-oxalate (CHEBI:90280) has functional parent lactucin (CHEBI:6358)
lactucopicrin 15-oxalate (CHEBI:90280) has functional parent oxalic acid (CHEBI:16995)
lactucopicrin 15-oxalate (CHEBI:90280) has role plant metabolite (CHEBI:76924)
lactucopicrin 15-oxalate (CHEBI:90280) is a azulenofuran (CHEBI:39433)
lactucopicrin 15-oxalate (CHEBI:90280) is a cyclic terpene ketone (CHEBI:36130)
lactucopicrin 15-oxalate (CHEBI:90280) is a enone (CHEBI:51689)
lactucopicrin 15-oxalate (CHEBI:90280) is a oxo monocarboxylic acid (CHEBI:35871)
lactucopicrin 15-oxalate (CHEBI:90280) is a phenols (CHEBI:33853)
lactucopicrin 15-oxalate (CHEBI:90280) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name 
{[(3aR,4S,9aS,9bR)-4-{[(4-hydroxyphenyl)acetyl]oxy}-6-methyl-3-methylidene-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-oxalyllactucopicrinChEBI
Lactucopicrin-15-oxalateChEBI
Manual XrefsDatabases
C00034018KNApSAcK
Registry NumbersSources
CAS:303130-75-8KNApSAcK