CHEBI:69332 - (1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide

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ChEBI Name (1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide
ChEBI ID CHEBI:69332
ChEBI ASCII Name (1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide
Definition A pseudoguaianolide with anti-inflammatory activity isolated from the aerial parts of Inula hupehensis
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H22O4
Net Charge 0
Average Mass 266.33280
Monoisotopic Mass 266.15181
InChI InChI=1S/C15H22O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h7-10,12-13,17H,4-6H2,1-3H3/t7-,8-,9+,10+,12-,13+,15+/m1/s1
InChIKey LWZYMGJOEZRREO-WGOPJJQISA-N
SMILES C[C@@H]1[C@@H]2[C@H](C[C@@H](C)[C@@H]3CCC(=O)[C@@]3(C)[C@H]2O)OC1=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.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide (CHEBI:69332) has role anti-inflammatory agent (CHEBI:67079)
(1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide (CHEBI:69332) has role plant metabolite (CHEBI:76924)
(1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide (CHEBI:69332) is a γ-lactone (CHEBI:37581)
(1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide (CHEBI:69332) is a cyclic ketone (CHEBI:3992)
(1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide (CHEBI:69332) is a organic heterotricyclic compound (CHEBI:26979)
(1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide (CHEBI:69332) is a pseudoguaianolide (CHEBI:76704)
(1S,5R,6S,7S,8S,10R,11R)-6-hydroxy-4-oxopseudoguai-12,8-olide (CHEBI:69332) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(3R,3aS,4S,4aR,7aS,8R,9aS)-4-hydroxy-3,4a,8-trimethyldecahydroazuleno[6,5-b]furan-2,5-dione
Registry Number Type Source
21902551 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21894898 PubMed citation Europe PMC
Last Modified
09 January 2014