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CHEBI:69333 - 4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide

Default Structure
ChEBI IDCHEBI:69333
ChEBI Name4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide
Stars
ASCII Name4beta,10alpha-dihydroxy-5alphaH-guai-1(2),11(13)-dien-12,8alpha-olide
DefinitionA guaiane sesquiterpenoid with anti-inflammatory activity isolated from the aerial parts of Inula hupehensis.
Last Modified16 December 2013
DownloadsMolfile
FormulaC15H20O4
Net Charge0
Average Mass264.321
Monoisotopic Mass264.13616
SMILES[H][C@]12C[C@@](C)(O)C3=CC[C@](C)(O)[C@]3([H])C[C@]1([H])C(=C)C(=O)O2
InChIInChI=1S/C15H20O4/c1-8-9-6-11-10(4-5-14(11,2)17)15(3,18)7-12(9)19-13(8)16/h4,9,11-12,17-18H,1,5-7H2,2-3H3/t9-,11-,12+,14+,15-/m1/s1
InChIKeySKXYOUKPVUIPFP-HTZLXXLYSA-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 Roles:
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:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide (CHEBI:69333) has role anti-inflammatory agent (CHEBI:67079)
4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide (CHEBI:69333) has role metabolite (CHEBI:25212)
4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide (CHEBI:69333) has role plant metabolite (CHEBI:76924)
4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide (CHEBI:69333) is a guaiane sesquiterpenoid (CHEBI:36744)
4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide (CHEBI:69333) is a organic heterotricyclic compound (CHEBI:26979)
4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide (CHEBI:69333) is a tertiary alcohol (CHEBI:26878)
4β,10α-dihydroxy-5αH-guai-1(2),11(13)-dien-12,8α-olide (CHEBI:69333) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aR,4aR,5S,8R,9aS)-5,8-dihydroxy-5,8-dimethyl-3-methylidene-3a,4,4a,5,6,8,9,9a-octahydroazuleno[6,5-b]furan-2(3H)-one
Registry NumbersSources
Reaxys:21902555Reaxys
Citations