1-O-feruloyl-beta-D-glucose (CHEBI:81321)

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CHEBI:81321 - 1-O-feruloyl-β-D-glucose

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ChEBI ID	CHEBI:81321
ChEBI Name	1-O-feruloyl-β-D-glucose
Stars
ASCII Name	1-O-feruloyl-beta-D-glucose
Definition	A β-D-glucoside resulting from the formal condensation of the carboxy group of ferulic acid with the anomeric hydroxy group of β-D-glucose.
Last Modified	9 August 2019
Downloads	Molfile

Formula	C16H20O9
Net Charge	0
Average Mass	356.327
Monoisotopic Mass	356.11073
SMILES	COc1cc(/C=C/C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)ccc1O
InChI	InChI=1S/C16H20O9/c1-23-10-6-8(2-4-9(10)18)3-5-12(19)25-16-15(22)14(21)13(20)11(7-17)24-16/h2-6,11,13-18,20-22H,7H2,1H3/b5-3+/t11-,13-,14+,15-,16+/m1/s1
InChIKey	JWRQVQWBNRGGPK-PMQCXRHVSA-N

Species of Metabolite	Component	Source	Comments
Capsicum annuum (ncbitaxon:4072)	fruit (BTO:0000486)	PubMed (12895536)	Strain: var. Bronowicka Ostra
Luffa aegyptiaca (ncbitaxon:3670)	fruit (BTO:0000486)	PubMed (16756345)
Fragaria x ananassa (ncbitaxon:3747)	-	PubMed (12060275)	Isolated from a callus culture

Roles Classification

Chemical Role:	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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)
	1-O-feruloyl-β-D-glucose (CHEBI:81321) has functional parent trans-ferulic acid (CHEBI:17620)
	1-O-feruloyl-β-D-glucose (CHEBI:81321) has role antioxidant (CHEBI:22586)
	1-O-feruloyl-β-D-glucose (CHEBI:81321) has role plant metabolite (CHEBI:76924)
	1-O-feruloyl-β-D-glucose (CHEBI:81321) is a aromatic ether (CHEBI:35618)
	1-O-feruloyl-β-D-glucose (CHEBI:81321) is a cinnamate ester (CHEBI:36087)
	1-O-feruloyl-β-D-glucose (CHEBI:81321) is a phenols (CHEBI:33853)
	1-O-feruloyl-β-D-glucose (CHEBI:81321) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
1-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-β-D-glucopyranose

Synonyms	Source
1-Feruloyl-D-glucose	KEGG COMPOUND
1-O-trans-feruloyl-β-D-glucopyranoside	ChEBI
(E)-1-O-feruloyl-β-D-glucopyranose	ChEBI
ferulic acid β-D-glucopyranosyl ester	ChEBI
1-O-(E)-feruloyl-β-D-glucose	ChEBI
1-O-(E)-p-feruloyl-β-D-glucopyranose	ChEBI

UniProt Name	Source
1-O-[(E)-feruloyl]-β-D-glucose	UniProt

Manual Xrefs	Databases
C17759	KEGG COMPOUND
HMDB0036938	HMDB
FDB015907	FooDB
CPD-15281	MetaCyc

Registry Numbers	Sources
Reaxys:1297206	Reaxys

Citations