CHEBI:69341 - 6α-acetoxyisoinuviscolide

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ChEBI Name 6α-acetoxyisoinuviscolide
ChEBI ASCII Name 6alpha-acetoxyisoinuviscolide
Definition A sesquiterpene lactone that is 3a,4,4a,5,6,7,7a,9a-octahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, methyl groups at positions 5 and 8, a methylidene group at position 3 and an acetoxy group at position 4. 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 C17H22O5
Net Charge 0
Average Mass 306.35360
Monoisotopic Mass 306.14672
InChI InChI=1S/C17H22O5/c1-8-7-12-13(9(2)16(19)22-12)15(21-10(3)18)14-11(8)5-6-17(14,4)20/h7,11-15,20H,2,5-6H2,1,3-4H3/t11-,12+,13-,14+,15+,17-/m1/s1
SMILES CC(=O)O[C@H]1[C@H]2[C@@H](OC(=O)C2=C)C=C(C)[C@H]2CC[C@@](C)(O)[C@H]12
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.
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 6α-acetoxyisoinuviscolide (CHEBI:69341) has role metabolite (CHEBI:25212)
6α-acetoxyisoinuviscolide (CHEBI:69341) has role plant metabolite (CHEBI:76924)
6α-acetoxyisoinuviscolide (CHEBI:69341) is a γ-lactone (CHEBI:37581)
6α-acetoxyisoinuviscolide (CHEBI:69341) is a acetate ester (CHEBI:47622)
6α-acetoxyisoinuviscolide (CHEBI:69341) is a organic heterotricyclic compound (CHEBI:26979)
6α-acetoxyisoinuviscolide (CHEBI:69341) is a sesquiterpene lactone (CHEBI:37667)
6α-acetoxyisoinuviscolide (CHEBI:69341) is a tertiary alcohol (CHEBI:26878)
(3aR,4S,4aS,5R,7aS,9aS)-5-hydroxy-5,8-dimethyl-3-methylidene-2-oxo-2,3,3a,4,4a,5,6,7,7a,9a-decahydroazuleno[6,5-b]furan-4-yl acetate
Citation Waiting for Citations Type Source
21894898 PubMed citation Europe PMC
Last Modified
18 December 2013