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CHEBI:65983 - guangsangon L

ChEBI IDCHEBI:65983
ChEBI Nameguangsangon L
Stars
DefinitionA member of the class of polyphenols consisting of a methylcyclohexene ring attached to a 2,4-dihydroxyphenyl, 2,4-dihydroxybenzoyl and 2,4-dihydroxybenzaldehyde 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 Modified17 November 2016
DownloadsMolfile
FormulaC27H24O8
Net Charge0
Average Mass476.481
Monoisotopic Mass476.14712
SMILESCC1=C[C@@H](c2cc(C=O)c(O)cc2O)[C@H](C(=O)c2ccc(O)cc2O)[C@@H](c2ccc(O)cc2O)C1
InChIInChI=1S/C27H24O8/c1-13-6-20(17-4-2-15(29)9-23(17)32)26(27(35)18-5-3-16(30)10-24(18)33)21(7-13)19-8-14(12-28)22(31)11-25(19)34/h2-5,7-12,20-21,26,29-34H,6H2,1H3/t20-,21+,26-/m1/s1
InChIKeyQCPFZAFDSWGNMR-YZIHRLCOSA-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 L (CHEBI:65983) has role antioxidant (CHEBI:22586)
guangsangon L (CHEBI:65983) has role plant metabolite (CHEBI:76924)
guangsangon L (CHEBI:65983) is a aromatic ketone (CHEBI:76224)
guangsangon L (CHEBI:65983) is a dihydroxybenzaldehyde (CHEBI:50196)
guangsangon L (CHEBI:65983) is a polyphenol (CHEBI:26195)
IUPAC Name 
5-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxybenzaldehyde
Registry NumbersSources
Reaxys:9886201Reaxys
Citations