EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65984 - guangsangon M

ChEBI IDCHEBI:65984
ChEBI Nameguangsangon M
Stars
DefinitionA member of the class of polyphenols consisting of a methylcyclohexene ring attached to a 2,4-dihydroxyphenyl, 2,4-dihydroxybenzoyl and trihydroxyflavanone moieties at positions 5'', 4'' and 3'' respectively (the 2R,3''R,4''R,5''S stereoisomer). Regarded biogenetically as a Diels-Alder adduct, it is isolated from the stem barks of Morus macroura and exhibits antioxidant activity.
Last Modified5 April 2018
DownloadsMolfile
FormulaC35H30O10
Net Charge0
Average Mass610.615
Monoisotopic Mass610.18390
SMILESCC1=C[C@@H](c2cc([C@H]3CC(=O)c4ccc(O)cc4O3)c(O)cc2O)[C@H](C(=O)c2ccc(O)cc2O)[C@@H](c2ccc(O)cc2O)C1
InChIInChI=1S/C35H30O10/c1-16-8-24(20-5-2-17(36)10-27(20)39)34(35(44)22-7-4-18(37)11-28(22)40)25(9-16)23-13-26(30(42)14-29(23)41)33-15-31(43)21-6-3-19(38)12-32(21)45-33/h2-7,9-14,24-25,33-34,36-42H,8,15H2,1H3/t24-,25+,33-,34-/m1/s1
InChIKeyMCJGDQGGKNEZHE-AIDFWXSXSA-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 M (CHEBI:65984) has role antioxidant (CHEBI:22586)
guangsangon M (CHEBI:65984) has role plant metabolite (CHEBI:76924)
guangsangon M (CHEBI:65984) is a 4'-hydroxyflavanones (CHEBI:140331)
guangsangon M (CHEBI:65984) is a aromatic ketone (CHEBI:76224)
guangsangon M (CHEBI:65984) is a polyphenol (CHEBI:26195)
guangsangon M (CHEBI:65984) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name 
(2R)-2-{5-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl}-7-hydroxy-2,3-dihydro-4H-chromen-4-one
Registry NumbersSources
Reaxys:9891038Reaxys
Citations