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CHEBI:69344 - 8-epiinuviscolide

ChEBI IDCHEBI:69344
ChEBI Name8-epiinuviscolide
Stars
DefinitionA sesquiterpene lactone that is the C-8 epimer of inuviscolide. It has been isolated from the aerial parts of Inula hupehensis.
Last Modified9 January 2014
DownloadsMolfile
FormulaC15H20O3
Net Charge0
Average Mass248.322
Monoisotopic Mass248.14124
SMILES[H][C@@]12C[C@]3([H])C(=C)C(=O)O[C@]3([H])CC(=C)[C@@]1([H])CC[C@@]2(C)O
InChIInChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h10-13,17H,1-2,4-7H2,3H3/t10-,11-,12-,13-,15-/m1/s1
InChIKeyGTYUWNQOOLJZBM-FTQJZPFOSA-N
Species of MetaboliteComponentSourceComments
Inula hupehensis (IPNI:225932-1) aerial part (BTO:0001658) PubMed (21894898) 95% aqueous EtOH extract of dried and powdered aerial parts
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.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
8-epiinuviscolide (CHEBI:69344) has role anti-inflammatory agent (CHEBI:67079)
8-epiinuviscolide (CHEBI:69344) has role plant metabolite (CHEBI:76924)
8-epiinuviscolide (CHEBI:69344) is a organic heterotricyclic compound (CHEBI:26979)
8-epiinuviscolide (CHEBI:69344) is a sesquiterpene lactone (CHEBI:37667)
8-epiinuviscolide (CHEBI:69344) is a tertiary alcohol (CHEBI:26878)
8-epiinuviscolide (CHEBI:69344) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aR,4aR,5R,7aS,9aR)-5-hydroxy-5-methyl-3,8-dimethylidenedecahydroazuleno[6,5-b]furan-2(3H)-one
Registry NumbersSources
Reaxys:6769191Reaxys
Citations