EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:69346 - inuchinenolide C

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:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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