burrodin (CHEBI:69343)

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ChEBI Name	burrodin

ChEBI ID	CHEBI:69343

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H20O4

Net Charge

Average Mass

264.31690

Monoisotopic Mass

264.13616

InChI

InChI=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

InChIKey

HSNYUOAAQCCKRP-UGKIOTTESA-N

SMILES

C[C@H]1C[C@H]2OC(=O)C(=C)[C@H]2C[C@@]2(C)[C@H]1[C@@H](O)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.

ChEBI Ontology
Outgoing	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 γ-lactone (CHEBI:37581) 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)

IUPAC Name

(3aR,4aS,7S,7aS,8S,9aR)-7-hydroxy-4a,8-dimethyl-3-methylidenedecahydroazuleno[6,5-b]furan-2,5-dione

Synonyms	Sources
(3aR,4aS,7S,7aS,8S,9aR)-7-hydroxy-4a,8-dimethyl-3-methylene-decahydroazuleno(6,5-b)furan-2,5-dione	ChemIDplus
2α,8β-dihydroxy-4-oxo-10αH-ambros-11(13)-en-12-oic acid γ-lactone	ChemIDplus

Last Modified

18 December 2013