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CHEBI:66596 - lucidumoside C

ChEBI IDCHEBI:66596
ChEBI Namelucidumoside C
Stars
DefinitionA secoiridoid glycoside isolated from Ligustrum lucidum which has been shown to exhibit antioxidant activity against hemolysis of red blood cells induced by free radicals.
Last Modified29 November 2017
DownloadsMolfile
FormulaC27H36O14
Net Charge0
Average Mass584.571
Monoisotopic Mass584.21051
SMILES[H][C@@]1(CC(=O)OCC(OCC)c2ccc(O)c(O)c2)C(C(=O)OC)=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)/C1=C/C
InChIInChI=1S/C27H36O14/c1-4-14-15(9-21(31)38-12-20(37-5-2)13-6-7-17(29)18(30)8-13)16(25(35)36-3)11-39-26(14)41-27-24(34)23(33)22(32)19(10-28)40-27/h4,6-8,11,15,19-20,22-24,26-30,32-34H,5,9-10,12H2,1-3H3/b14-4+/t15-,19+,20?,22+,23-,24+,26-,27-/m0/s1
InChIKeyRDLNVCALMXCDOJ-QUVQPCEGSA-N
Species of MetaboliteComponentSourceComments
Ligustrum lucidum (ncbitaxon:458695) fruit (BTO:0000486) PubMed (11411539)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antiviral agent  A substance that destroys or inhibits replication of viruses.
ChEBI Ontology
Outgoing Relation(s)
lucidumoside C (CHEBI:66596) has role antioxidant (CHEBI:22586)
lucidumoside C (CHEBI:66596) has role antiviral agent (CHEBI:22587)
lucidumoside C (CHEBI:66596) has role plant metabolite (CHEBI:76924)
lucidumoside C (CHEBI:66596) is a catechols (CHEBI:33566)
lucidumoside C (CHEBI:66596) is a methyl ester (CHEBI:25248)
lucidumoside C (CHEBI:66596) is a monosaccharide derivative (CHEBI:63367)
lucidumoside C (CHEBI:66596) is a monoterpene glycoside (CHEBI:72293)
lucidumoside C (CHEBI:66596) is a pyrans (CHEBI:26407)
lucidumoside C (CHEBI:66596) is a secoiridoid glycoside (CHEBI:50274)
lucidumoside C (CHEBI:66596) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
methyl (2S,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)-2-ethoxyethoxy]-2-oxoethyl}-3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate
Registry NumbersSources
Reaxys:9105607Reaxys
Citations