CHEBI:66596 - lucidumoside C

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ChEBI Name lucidumoside C
ChEBI ID CHEBI:66596
Definition A secoiridoid glycoside isolated from Ligustrum lucidum which has been shown to exhibit antioxidant activity against hemolysis of red blood cells induced by free radicals.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H36O14
Net Charge 0
Average Mass 584.56630
Monoisotopic Mass 584.21051
InChI InChI=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
InChIKey RDLNVCALMXCDOJ-QUVQPCEGSA-N
SMILES CCOC(COC(=O)C[C@H]1\C(=C/C)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)OC)c1ccc(O)c(O)c1
Metabolite of Species Details
Ligustrum lucidum (NCBI:txid458695) Found in fruit (BTO:0000486). 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): antiviral agent
A substance that destroys or inhibits replication of viruses.
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 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 β-D-glucoside (CHEBI:22798)
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)
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 Number Type Source
9105607 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11411539 PubMed citation Europe PMC
11724241 PubMed citation Europe PMC
22987739 PubMed citation Europe PMC
Last Modified
29 November 2017