CHEBI:69346 - inuchinenolide C

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ChEBI Name inuchinenolide C
ChEBI ID CHEBI:69346
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H26O7
Net Charge 0
Average Mass 366.40550
Monoisotopic Mass 366.16785
InChI InChI=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
InChIKey QFJNAUKGMNMIGV-IZZBGLMFSA-N
SMILES C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2[C@H](O)[C@]2(C)[C@H](C[C@H](OC(C)=O)[C@@H]12)OC(C)=O
Metabolite of Species Details
Inula hupehensis (IPNI:225932-1) Found in aerial part (BTO:0001658). 95% aqueous EtOH extract of dried and powdered aerial parts See: PubMed
Roles Classification
Biological Role(s): 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(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
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 Number Type Source
4823238 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21894898 PubMed citation Europe PMC
Last Modified
18 December 2013