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CHEBI:69346 - inuchinenolide C

Default Structure
ChEBI IDCHEBI:69346
ChEBI Nameinuchinenolide C
Stars
DefinitionA sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by acetyloxy groups at positions 5 and 7, a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3. It has been isolated from the aerial parts of Inula hupehensis.
Last Modified18 December 2013
DownloadsMolfile
FormulaC19H26O7
Net Charge0
Average Mass366.410
Monoisotopic Mass366.16785
SMILES[H][C@]12[C@H](C)C[C@]3([H])OC(=O)C(=C)[C@@]3([H])[C@H](O)[C@]1(C)[C@@H](OC(C)=O)C[C@@H]2OC(C)=O
InChIInChI=1S/C19H26O7/c1-8-6-12-15(9(2)18(23)26-12)17(22)19(5)14(25-11(4)21)7-13(16(8)19)24-10(3)20/h8,12-17,22H,2,6-7H2,1,3-5H3/t8-,12+,13+,14+,15-,16-,17+,19-/m1/s1
InChIKeyQFJNAUKGMNMIGV-IZZBGLMFSA-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 Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
inuchinenolide C (CHEBI:69346) has role anti-inflammatory agent (CHEBI:67079)
inuchinenolide C (CHEBI:69346) has role metabolite (CHEBI:25212)
inuchinenolide C (CHEBI:69346) has role plant metabolite (CHEBI:76924)
inuchinenolide C (CHEBI:69346) is a acetate ester (CHEBI:47622)
inuchinenolide C (CHEBI:69346) is a organic heterotricyclic compound (CHEBI:26979)
inuchinenolide C (CHEBI:69346) is a secondary alcohol (CHEBI:35681)
inuchinenolide C (CHEBI:69346) is a sesquiterpene lactone (CHEBI:37667)
inuchinenolide C (CHEBI:69346) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aS,4S,4aR,5S,7S,7aS,8R,9aS)-4-hydroxy-4a,8-dimethyl-3-methylidene-2-oxododecahydroazuleno[6,5-b]furan-5,7-diyl diacetate
Registry NumbersSources
Reaxys:4823238Reaxys
Citations