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

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ChEBI Name (E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside
ChEBI ID CHEBI:140850
ChEBI ASCII Name (E)-2,3,5,4'-tetrahydroxystilbene-2-O-beta-D-glucoside
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Ceri
Supplier Information
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Formula C20H22O9
Net Charge 0
Average Mass 406.384
Monoisotopic Mass 406.12638
InChI InChI=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
InChIKey JAYVHSBYKLLDJC-DSNJPTTOSA-N
SMILES O1[C@@H]([C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC2=C(C=C(O)C=C2O)/C=C/C3=CC=C(O)C=C3)CO
Metabolite of Species Details
Fallopia multiflora (NCBI:txid7602) 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): cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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 β-D-glucoside (CHEBI:22798)
(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)
IUPAC Name
2,4-dihydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-glucopyranoside
Synonyms Sources
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside ChEBI
2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside ChEBI
tetrahydroxystilbene glucoside SUBMITTER
trans-2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucoside ChEBI
Manual Xref Database
C00015893 KNApSAcK
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Registry Numbers Types Sources
55327-45-2 CAS Registry Number ChemIDplus
82373-94-2 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
15015285 PubMed citation Europe PMC
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28920378 PubMed citation Europe PMC
526837 Chinese Abstracts citation Europe PMC
Last Modified
06 June 2018