CHEBI:140850 - (E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside

ChEBI IDCHEBI:140850
ChEBI Name(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside
Stars
ASCII Name(E)-2,3,5,4'-tetrahydroxystilbene-2-O-beta-D-glucoside
DefinitionA stilbenoid that is trans-stilbene which has been substituted by hydroxy groups at positions 2, 3, 5, and 4', and in which the hydroxy group at positon 2 has then been converted to the corresponding the β-D-glucoside.
Last Modified6 June 2018
SubmitterCeri
DownloadsMolfile
FormulaC20H22O9
Net Charge0
Average Mass406.387
Monoisotopic Mass406.12638
SMILESOC[C@H]1O[C@@H](Oc2c(O)cc(O)cc2/C=C/c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O
InChIInChI=1S/C20H22O9/c21-9-15-16(25)17(26)18(27)20(28-15)29-19-11(7-13(23)8-14(19)24)4-1-10-2-5-12(22)6-3-10/h1-8,15-18,20-27H,9H2/b4-1+/t15-,16-,17+,18-,20+/m1/s1
InChIKeyJAYVHSBYKLLDJC-DSNJPTTOSA-N
Species of MetaboliteComponentSourceComments
Fallopia multiflora (ncbitaxon:7602) - PubMed (17963744)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) has role anti-inflammatory agent (CHEBI:67079)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) has role antioxidant (CHEBI:22586)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) has role apoptosis inhibitor (CHEBI:68494)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) has role cardioprotective agent (CHEBI:77307)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) has role platelet aggregation inhibitor (CHEBI:50427)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) is a resorcinols (CHEBI:33572)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) is a stilbenoid (CHEBI:26776)
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside (CHEBI:140850) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-glucopyranoside
Synonyms  Source
tetrahydroxystilbene glucosideSUBMITTER
trans-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucosideChEBI
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucosideChEBI
2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucosideChEBI
Manual XrefsDatabases
C00015893KNApSAcK
Registry NumbersSources
CAS:82373-94-2SUBMITTER
CAS:55327-45-2ChemIDplus
Citations