CHEBI:69345 - inuviscolide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name inuviscolide
ChEBI ID CHEBI:69345
Definition A sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, a methyl group at position 5 and methylidene groups at positions 3 and 8 (the 3aR,4aR,5R,7aS,9aS stereoisomer). Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H20O3
Net Charge 0
Average Mass 248.31750
Monoisotopic Mass 248.14124
InChI InChI=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
InChIKey GTYUWNQOOLJZBM-XLFUENPSSA-N
SMILES C[C@@]1(O)CC[C@H]2[C@H]1C[C@H]1[C@H](CC2=C)OC(=O)C1=C
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.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing inuviscolide (CHEBI:69345) has role anti-inflammatory agent (CHEBI:67079)
inuviscolide (CHEBI:69345) has role plant metabolite (CHEBI:76924)
inuviscolide (CHEBI:69345) is a γ-lactone (CHEBI:37581)
inuviscolide (CHEBI:69345) is a organic heterotricyclic compound (CHEBI:26979)
inuviscolide (CHEBI:69345) is a sesquiterpene lactone (CHEBI:37667)
inuviscolide (CHEBI:69345) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(3aR,4aR,5R,7aS,9aS)-5-hydroxy-5-methyl-3,8-dimethylidenedecahydroazuleno[6,5-b]furan-2(3H)-one
Registry Number Type Source
4234313 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11731914 PubMed citation Europe PMC
17490829 PubMed citation Europe PMC
21894898 PubMed citation Europe PMC
Last Modified
07 February 2022