CHEBI:69326 - (1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide

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ChEBI Name (1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide
ChEBI ID CHEBI:69326
ChEBI ASCII Name (1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-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 ZINC000028004552
Download Molfile XML SDF
Formula C15H20O4
Net Charge 0
Average Mass 264.31690
Monoisotopic Mass 264.13616
InChI InChI=1S/C15H20O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7-10,12-13,17H,6H2,1-3H3/t7-,8+,9+,10+,12-,13+,15+/m1/s1
InChIKey ICKWITMQEROMDG-KRPLCOHASA-N
SMILES C[C@H]1[C@@H]2[C@H](C[C@@H](C)[C@@H]3C=CC(=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 (1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide (CHEBI:69326) has role anti-inflammatory agent (CHEBI:67079)
(1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide (CHEBI:69326) has role plant metabolite (CHEBI:76924)
(1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide (CHEBI:69326) is a γ-lactone (CHEBI:37581)
(1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide (CHEBI:69326) is a cyclic ketone (CHEBI:3992)
(1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide (CHEBI:69326) is a organic heterotricyclic compound (CHEBI:26979)
(1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide (CHEBI:69326) is a pseudoguaianolide (CHEBI:76704)
(1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide (CHEBI:69326) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(3S,3aS,4S,4aR,7aR,8R,9aS)-4-hydroxy-3,4a,8-trimethyl-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione
Registry Number Type Source
21902549 Reaxys Registry Number Reaxys
Citation Waiting for Citations
Last Modified
09 January 2014