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CHEBI:67763 - brugunin A

ChEBI IDCHEBI:67763
ChEBI Namebrugunin A
Stars
DefinitionA lignan isolated from the stems of Sinocalamus affinis.
Last Modified10 October 2014
DownloadsMolfile
FormulaC25H32O8
Net Charge0
Average Mass460.523
Monoisotopic Mass460.20972
SMILES[H][C@]12COC(C)(C)OC[C@]1([H])[C@@H](c1cc(OC)c(O)c(OC)c1)c1c(cc(OC)c(O)c1OC)C2
InChIInChI=1S/C25H32O8/c1-25(2)32-11-15-7-13-8-19(30-5)23(27)24(31-6)21(13)20(16(15)12-33-25)14-9-17(28-3)22(26)18(10-14)29-4/h8-10,15-16,20,26-27H,7,11-12H2,1-6H3/t15-,16-,20+/m0/s1
InChIKeyDJEMZLJVTQVYRD-TWOQFEAHSA-N
Species of MetaboliteComponentSourceComments
Sinocalamus affinis (IPNI:421970-1) stem (BTO:0001300) PubMed (21469695) 95% Ethanolic extract of air-dried, powdered stems and compound is isolated as (+)-Isomer
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
brugunin A (CHEBI:67763) has role plant metabolite (CHEBI:76924)
brugunin A (CHEBI:67763) is a dimethoxybenzene (CHEBI:51681)
brugunin A (CHEBI:67763) is a lignan (CHEBI:25036)
brugunin A (CHEBI:67763) is a organic heterotricyclic compound (CHEBI:26979)
brugunin A (CHEBI:67763) is a oxacycle (CHEBI:38104)
brugunin A (CHEBI:67763) is a phenols (CHEBI:33853)
IUPAC Name 
(5aR,6S,11aR)-6-(4-hydroxy-3,5-dimethoxyphenyl)-7,9-dimethoxy-3,3-dimethyl-1,5,5a,6,11,11a-hexahydronaphtho[2,3-e][1,3]dioxepin-8-ol
Citations