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CHEBI:65982 - guangsangon K

ChEBI IDCHEBI:65982
ChEBI Nameguangsangon K
Stars
DefinitionA member of the class of polyphenols consisting of a methylcyclohexene ring attached to a 2,4-dihydroxyphenyl, 2,4-dihydroxybenzoyl and dihydroflavonol moieties at positions 5'', 4'' and 3'' respectively. Regarded biogenetically as a Diels-Alder adduct, it is isolated from the stem barks of Morus macroura and exhibits antioxidant activity.
Last Modified6 February 2018
DownloadsMolfile
FormulaC35H30O11
Net Charge0
Average Mass626.614
Monoisotopic Mass626.17881
SMILESCC1=C[C@@H](c2c(O)ccc([C@H]3Oc4cc(O)ccc4C(=O)[C@@H]3O)c2O)[C@H](C(=O)c2ccc(O)cc2O)[C@@H](c2ccc(O)cc2O)C1
InChIInChI=1S/C35H30O11/c1-15-10-23(19-5-2-16(36)12-26(19)40)29(31(42)20-6-3-17(37)13-27(20)41)24(11-15)30-25(39)9-8-22(32(30)43)35-34(45)33(44)21-7-4-18(38)14-28(21)46-35/h2-9,11-14,23-24,29,34-41,43,45H,10H2,1H3/t23-,24-,29-,34+,35-/m1/s1
InChIKeyXFBBWTUEALDZHM-IZJPYPARSA-N
Species of MetaboliteComponentSourceComments
Morus macroura (ncbitaxon:191188) stem (BTO:0001300) PubMed (15467233) Previous component: stem bark;
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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)
guangsangon K (CHEBI:65982) has role antioxidant (CHEBI:22586)
guangsangon K (CHEBI:65982) has role plant metabolite (CHEBI:76924)
guangsangon K (CHEBI:65982) is a aromatic ketone (CHEBI:76224)
guangsangon K (CHEBI:65982) is a dihydroflavonols (CHEBI:48039)
guangsangon K (CHEBI:65982) is a polyphenol (CHEBI:26195)
guangsangon K (CHEBI:65982) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
(2R,3R)-2-{3-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl}-3,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
Registry NumbersSources
Reaxys:9891559Reaxys
Citations