eriodictyol 7-O-beta-D-glucopyranoside (CHEBI:139458)

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

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ChEBI ID	CHEBI:139458
ChEBI Name	eriodictyol 7-O-β-D-glucopyranoside
Stars
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.
Last Modified	10 January 2022
Submitter	mwilliams
Downloads	Molfile

Formula	C21H22O11
Net Charge	0
Average Mass	450.396
Monoisotopic Mass	450.11621
SMILES	O=C1C[C@@H](c2ccc(O)c(O)c2)Oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c21
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

Species of Metabolite	Component	Source	Comments
Balanophora involucrata (ncbitaxon:2894844)	-	PubMed (18291407)
Chrysanthemum indicum (ncbitaxon:146995)	-	PubMed (22741463)
Dracocephalum rupestre (ncbitaxon:587660)	-	PubMed (18930620)
Pistacia vera (ncbitaxon:55513)	-	PubMed (30309564)
Rhodiola rosea (ncbitaxon:203015)	-	PubMed (34306755)
Viscum coloratum (ncbitaxon:159976)	-	PubMed (16394568)

Roles Classification

Chemical Role:	radical scavenger A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role:	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

ChEBI Ontology

Outgoing Relation(s)
	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 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)
	eriodictyol 7-O-β-D-glucopyranoside (CHEBI:139458) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranoside

Synonyms	Source
(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-O-glucoside	ChemIDplus

UniProt Name	Source
eriodictyol-7-O-β-D-glucoside	UniProt

Manual Xrefs	Databases
10186421	ChemSpider
C00008291	KNApSAcK
FDB000689	FooDB
LMPK12140362	LIPID MAPS

Registry Numbers	Sources
CAS:38965-51-4	ChemIDplus

Citations