CHEBI:69336 - 8-epihelenalin

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ChEBI Name 8-epihelenalin
ChEBI ID CHEBI:69336
Definition A sesquiterpene lactone that is the C-8 epimer of helenalin. 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 C15H18O4
Net Charge 0
Average Mass 262.30100
Monoisotopic Mass 262.12051
InChI InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10+,12-,13+,15+/m1/s1
InChIKey ZVLOPMNVFLSSAA-GSNHZRAGSA-N
SMILES C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2[C@H](O)[C@@]2(C)[C@H]1C=CC2=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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 8-epihelenalin (CHEBI:69336) has role anti-inflammatory agent (CHEBI:67079)
8-epihelenalin (CHEBI:69336) has role metabolite (CHEBI:25212)
8-epihelenalin (CHEBI:69336) has role plant metabolite (CHEBI:76924)
8-epihelenalin (CHEBI:69336) is a γ-lactone (CHEBI:37581)
8-epihelenalin (CHEBI:69336) is a cyclic ketone (CHEBI:3992)
8-epihelenalin (CHEBI:69336) is a organic heterotricyclic compound (CHEBI:26979)
8-epihelenalin (CHEBI:69336) is a secondary alcohol (CHEBI:35681)
8-epihelenalin (CHEBI:69336) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name
(3aS,4S,4aR,7aR,8R,9aS)-4-hydroxy-4a,8-dimethyl-3-methylidene-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione
Registry Number Type Source
1291189 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21894898 PubMed citation Europe PMC
Last Modified
16 December 2013