CHEBI:139458 - eriodictyol 7-O-β-D-glucopyranoside

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ChEBI Name eriodictyol 7-O-β-D-glucopyranoside
ChEBI ID CHEBI:139458
ChEBI ASCII Name eriodictyol 7-O-beta-D-glucopyranoside
Definition A flavanone glycoside that is eriodictyol attached to a β-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is an Nrf2 activator and provides protection against cisplatin-induced toxicity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H22O11
Net Charge 0
Average Mass 450.396
Monoisotopic Mass 450.11621
InChI InChI=1S/C21H22O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-5,14,16,18-25,27-29H,6-7H2/t14-,16+,18+,19-,20+,21+/m0/s1
InChIKey RAFHNDRXYHOLSH-SFTVRKLSSA-N
SMILES OC[C@H]1O[C@@H](OC2=CC3=C(C(=O)C[C@H](O3)C3=CC(O)=C(O)C=C3)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Chrysanthemum indicum (NCBI:txid146995) See: PubMed
Viscum coloratum (NCBI:txid159976) See: PubMed
Rhodiola rosea (NCBI:txid203015) See: PubMed
Balanophora involucrata (NCBI:txid2894844) See: PubMed
Pistacia vera (NCBI:txid55513) See: PubMed
Dracocephalum rupestre (NCBI:txid587660) See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
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 eriodictyol 7-O-β-D-glucopyranoside (CHEBI:139458) has functional parent eriodictyol (CHEBI:28412)
eriodictyol 7-O-β-D-glucopyranoside (CHEBI:139458) has role plant metabolite (CHEBI:76924)
eriodictyol 7-O-β-D-glucopyranoside (CHEBI:139458) has role radical scavenger (CHEBI:48578)
eriodictyol 7-O-β-D-glucopyranoside (CHEBI:139458) is a β-D-glucoside (CHEBI:22798)
eriodictyol 7-O-β-D-glucopyranoside (CHEBI:139458) is a flavanone glycoside (CHEBI:72730)
eriodictyol 7-O-β-D-glucopyranoside (CHEBI:139458) is a monosaccharide derivative (CHEBI:63367)
eriodictyol 7-O-β-D-glucopyranoside (CHEBI:139458) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name
(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranoside
Synonyms Sources
(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl β-D-glucopyranoside IUPAC
(2S)-eriodictyol 7-O-β-D-glucopyranoside ChEBI
(2S)-eriodictyol-7-O-β-D-glucopyranoside ChEBI
3',4',5,7-tetrahydroxyflavanone 7-β-D-glucopyranoside ChEBI
5,7,3',4'-tetrahydroxyflavanone 7-O-glucoside ChEBI
eriodictyol 7-β-D-glucoside ChEBI
eriodictyol 7-O-β-D-glucoside ChEBI
eriodictyol-7-O-β-D-glucoside UniProt
eriodictyol-7-O-glucoside ChemIDplus
miscanthoside KNApSAcK
Manual Xrefs Databases
10186421 ChemSpider
C00008291 KNApSAcK
FDB000689 FooDB
LMPK12140362 LIPID MAPS
View more database links
Registry Number Type Source
38965-51-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16394568 PubMed citation Europe PMC
18291407 PubMed citation Europe PMC
18930620 PubMed citation Europe PMC
22465804 PubMed citation Europe PMC
22741463 PubMed citation Europe PMC
24466583 PubMed citation Europe PMC
28946268 PubMed citation Europe PMC
30309564 PubMed citation Europe PMC
32883197 PubMed citation Europe PMC
34306755 PubMed citation Europe PMC
34738432 PubMed citation Europe PMC
Last Modified
10 January 2022