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CHEBI:69343 - burrodin

ChEBI IDCHEBI:69343
ChEBI Nameburrodin
Stars
DefinitionA pseudoguaianolide that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group a position 7, an oxo group at position 5, methyl groups at positions 4a and 8 and a methylidene group at position 3. It has been isolated from the aerial parts of Inula hupehensis.
Last Modified18 December 2013
DownloadsMolfile
FormulaC15H20O4
Net Charge0
Average Mass264.321
Monoisotopic Mass264.13616
SMILES[H][C@]12[C@@H](C)C[C@@]3([H])OC(=O)C(=C)[C@@]3([H])C[C@]1(C)C(=O)C[C@@H]2O
InChIInChI=1S/C15H20O4/c1-7-4-11-9(8(2)14(18)19-11)6-15(3)12(17)5-10(16)13(7)15/h7,9-11,13,16H,2,4-6H2,1,3H3/t7-,9+,10-,11+,13+,15+/m0/s1
InChIKeyHSNYUOAAQCCKRP-UGKIOTTESA-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)
burrodin (CHEBI:69343) has role anti-inflammatory agent (CHEBI:67079)
burrodin (CHEBI:69343) has role metabolite (CHEBI:25212)
burrodin (CHEBI:69343) has role plant metabolite (CHEBI:76924)
burrodin (CHEBI:69343) is a cyclic ketone (CHEBI:3992)
burrodin (CHEBI:69343) is a organic heterotricyclic compound (CHEBI:26979)
burrodin (CHEBI:69343) is a pseudoguaianolide (CHEBI:76704)
burrodin (CHEBI:69343) is a secondary alcohol (CHEBI:35681)
burrodin (CHEBI:69343) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aR,4aS,7S,7aS,8S,9aR)-7-hydroxy-4a,8-dimethyl-3-methylidenedecahydroazuleno[6,5-b]furan-2,5-dione
Synonyms  Source
(3aR,4aS,7S,7aS,8S,9aR)-7-hydroxy-4a,8-dimethyl-3-methylene-decahydroazuleno(6,5-b)furan-2,5-dioneChemIDplus
2α,8β-dihydroxy-4-oxo-10αH-ambros-11(13)-en-12-oic acid γ-lactoneChemIDplus
Registry NumbersSources
Reaxys:4195426Reaxys
CAS:20555-02-6ChemIDplus
Citations