CHEBI:66205 - ternstroside C

ChEBI IDCHEBI:66205
ChEBI Nameternstroside C
Stars
DefinitionA β-D-glucoside with 2-(3,4-dihydroxyphenyl)ethoxy residue at the anomeric position and a [(3,4-dihydroxyphenyl)acetyl]oxy residue at position 3. Isolated from Ternstroemia japonica, it exhibits antioxidant activity.
Last Modified24 July 2013
DownloadsMolfile
FormulaC22H26O11
Net Charge0
Average Mass466.439
Monoisotopic Mass466.14751
SMILESO=C(Cc1ccc(O)c(O)c1)O[C@@H]1[C@@H](O)[C@H](OCCc2ccc(O)c(O)c2)O[C@H](CO)[C@H]1O
InChIInChI=1S/C22H26O11/c23-10-17-19(29)21(33-18(28)9-12-2-4-14(25)16(27)8-12)20(30)22(32-17)31-6-5-11-1-3-13(24)15(26)7-11/h1-4,7-8,17,19-27,29-30H,5-6,9-10H2/t17-,19-,20-,21+,22-/m1/s1
InChIKeyFLSBWXVHDVCNEZ-OHLDOZIISA-N
Species of MetaboliteComponentSourceComments
Ternstroemia japonica (ncbitaxon:931930) leaf (BTO:0000713) PubMed (17067150) Fresh leaves
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
ternstroside C (CHEBI:66205) has role antioxidant (CHEBI:22586)
ternstroside C (CHEBI:66205) has role metabolite (CHEBI:25212)
ternstroside C (CHEBI:66205) is a carboxylic ester (CHEBI:33308)
ternstroside C (CHEBI:66205) is a catechols (CHEBI:33566)
ternstroside C (CHEBI:66205) is a monosaccharide derivative (CHEBI:63367)
ternstroside C (CHEBI:66205) is a phenylethanoid (CHEBI:74644)
ternstroside C (CHEBI:66205) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
2-(3,4-dihydroxyphenyl)ethyl 3-O-[(3,4-dihydroxyphenyl)acetyl]-β-D-glucopyranoside
Synonym  Source
2-(3,4-dihydroxyphenyl)ethyl 3-O-(3,4-dihydroxyphenylethanoyl)-β-D-glucopyranosideChEBI
Registry NumbersSources
Reaxys:18608190Reaxys
Citations