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CHEBI:66218 - theograndin II

ChEBI IDCHEBI:66218
ChEBI Nametheograndin II
Stars
DefinitionA glycosyloxyflavone and a monosaccharide sulfate that is the 8-O-β-D-glucuronopyranoside-3''-O-sulfate derivative of hypolaetin. It has been isolated from the seeds of Theobroma grandiflorum and has been shown to exhibit antioxidant activity.
Last Modified16 October 2014
DownloadsMolfile
FormulaC21H18O16S
Net Charge0
Average Mass558.426
Monoisotopic Mass558.03156
SMILESO=C(O)[C@H]1O[C@@H](Oc2c(O)cc(O)c3c(=O)cc(-c4ccc(O)c(O)c4)oc23)[C@H](O)[C@@H](OS(=O)(=O)O)[C@@H]1O
InChIInChI=1S/C21H18O16S/c22-7-2-1-6(3-8(7)23)12-5-10(25)13-9(24)4-11(26)16(17(13)34-12)35-21-15(28)18(37-38(31,32)33)14(27)19(36-21)20(29)30/h1-5,14-15,18-19,21-24,26-28H,(H,29,30)(H,31,32,33)/t14-,15+,18-,19-,21+/m0/s1
InChIKeyZRZNGKWFMIBYEF-DLSLMLROSA-N
Species of MetaboliteComponentSourceComments
Theobroma grandiflorum (ncbitaxon:108881) seed (BTO:0001226) PubMed (14640528)
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)
theograndin II (CHEBI:66218) has functional parent hypolaetin (CHEBI:5837)
theograndin II (CHEBI:66218) has role antioxidant (CHEBI:22586)
theograndin II (CHEBI:66218) has role plant metabolite (CHEBI:76924)
theograndin II (CHEBI:66218) is a glucosiduronic acid (CHEBI:24302)
theograndin II (CHEBI:66218) is a glycosyloxyflavone (CHEBI:50018)
theograndin II (CHEBI:66218) is a monosaccharide sulfate (CHEBI:24589)
IUPAC Name 
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-8-yl 3-O-sulfo-β-D-glucopyranosiduronic acid
Synonyms  Source
5,7,3',4'-tetrahydroxyflavone-8-O-β-D-glucopyranoside-3''-O-sulfateChEBI
hypolaetin-8-O-β-D-glucuronopyranoside-3''-O-sulfateChEBI
Registry NumbersSources
Reaxys:9828545Reaxys
Citations