CHEBI:65984 - guangsangon M

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ChEBI Name guangsangon M
ChEBI ID CHEBI:65984
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H30O10
Net Charge 0
Average Mass 610.60670
Monoisotopic Mass 610.18390
InChI InChI=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
InChIKey MCJGDQGGKNEZHE-AIDFWXSXSA-N
SMILES CC1=C[C@H]([C@@H]([C@H](C1)c1ccc(O)cc1O)C(=O)c1ccc(O)cc1O)c1cc([C@H]2CC(=O)c3ccc(O)cc3O2)c(O)cc1O
Metabolite of Species Details
Morus macroura (NCBI:txid191188) Found in stem (BTO:0001300). Previous component: stem bark; See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
9891038 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15467233 PubMed citation Europe PMC
Last Modified
05 April 2018