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

ChEBI IDCHEBI:69326
ChEBI Name(1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide
Stars
ASCII Name(1R,5R,6S,7S,8S,10R,11S)-6-hydroxy-4-oxopseudoguai-2(3)-en-12,8-olide
DefinitionA pseudoguaianolide with anti-inflammatory activity isolated from the aerial parts of Inula hupehensis.
Last Modified9 January 2014
DownloadsMolfile
FormulaC15H20O4
Net Charge0
Average Mass264.321
Monoisotopic Mass264.13616
SMILES[H][C@@]12[C@H](C)C(=O)O[C@@]1([H])C[C@@H](C)[C@]1([H])C=CC(=O)[C@@]1(C)[C@H]2O
InChIInChI=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
InChIKeyICKWITMQEROMDG-KRPLCOHASA-N
Species of MetaboliteComponentSourceComments
Inula hupehensis (IPNI:225932-1) aerial part (BTO:0001658) PubMed (21894898) 95% aqueous EtOH extract of dried and powdered aerial parts
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
(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 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)
(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)
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 NumbersSources
Reaxys:21902549Reaxys
Citations