CHEBI:66218 - theograndin II

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ChEBI Name theograndin II
ChEBI ID CHEBI:66218
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H18O16S
Net Charge 0
Average Mass 558.42300
Monoisotopic Mass 558.032
InChI InChI=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
InChIKey ZRZNGKWFMIBYEF-DLSLMLROSA-N
SMILES O[C@H]1[C@H](Oc2c(O)cc(O)c3c2oc(cc3=O)-c2ccc(O)c(O)c2)O[C@@H]([C@@H](O)[C@@H]1OS(O)(=O)=O)C(O)=O
Metabolite of Species Details
Theobroma grandiflorum (NCBI:txid108881) Found in seed (BTO:0001226). 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 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 Sources
5,7,3',4'-tetrahydroxyflavone-8-O-β-D-glucopyranoside-3''-O-sulfate ChEBI
hypolaetin-8-O-β-D-glucuronopyranoside-3''-O-sulfate ChEBI
Registry Number Type Source
9828545 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
14640528 PubMed citation Europe PMC
Last Modified
16 October 2014