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

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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
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