CHEBI:65983 - guangsangon L

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ChEBI Name guangsangon L
ChEBI ID CHEBI:65983
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C27H24O8
Net Charge 0
Average Mass 476.47470
Monoisotopic Mass 476.14712
InChI InChI=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
InChIKey QCPFZAFDSWGNMR-YZIHRLCOSA-N
SMILES CC1=C[C@H]([C@@H]([C@H](C1)c1ccc(O)cc1O)C(=O)c1ccc(O)cc1O)c1cc(C=O)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 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 Number Type Source
9886201 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15467233 PubMed citation Europe PMC
Last Modified
17 November 2016