EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:69327 - (1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide

ChEBI IDCHEBI:69327
ChEBI Name(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide
Stars
ASCII Name(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide
DefinitionA pseudoguaianolide with anti-inflammatory activity isolated from the aerial parts of Inula hupehensis.
Last Modified9 January 2014
DownloadsMolfile
FormulaC17H22O5
Net Charge0
Average Mass306.358
Monoisotopic Mass306.14672
SMILES[H][C@@]12CCC(=O)[C@@]1(C)C[C@]1([H])C(=C)C(=O)O[C@@]1([H])C[C@H]2COC(C)=O
InChIInChI=1S/C17H22O5/c1-9-12-7-17(3)13(4-5-15(17)19)11(8-21-10(2)18)6-14(12)22-16(9)20/h11-14H,1,4-8H2,2-3H3/t11-,12+,13-,14-,17-/m0/s1
InChIKeyUGZPAZLOJSSVQY-WLZFUECHSA-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)
(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide (CHEBI:69327) has role anti-inflammatory agent (CHEBI:67079)
(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide (CHEBI:69327) has role plant metabolite (CHEBI:76924)
(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide (CHEBI:69327) is a acetate ester (CHEBI:47622)
(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide (CHEBI:69327) is a cyclic ketone (CHEBI:3992)
(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide (CHEBI:69327) is a organic heterotricyclic compound (CHEBI:26979)
(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide (CHEBI:69327) is a pseudoguaianolide (CHEBI:76704)
(1S,5S,7R,8S,10R)-14-acetoxy-4-oxopseudoguai-11(13)-en-12,8-olide (CHEBI:69327) is a γ-lactone (CHEBI:37581)
IUPAC Name 
[(3aR,4aS,7aS,8R,9aS)-4a-methyl-3-methylidene-2,5-dioxododecahydroazuleno[6,5-b]furan-8-yl]methyl acetate
Registry NumbersSources
Reaxys:21902557Reaxys
Citations