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

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ChEBI Name 1-O-feruloyl-β-D-glucose
ChEBI ID CHEBI:81321
ChEBI 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H20O9
Net Charge 0
Average Mass 356.325
Monoisotopic Mass 356.11073
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
SMILES C1(=CC=C(C(=C1)OC)O)/C=C/C(O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)=O
Metabolite of Species Details
Luffa aegyptiaca (NCBI:txid3670) Found in fruit (BTO:0000486). See: PubMed
Fragaria x ananassa (NCBI:txid3747) Isolated from a callus culture See: PubMed
Capsicum annuum (NCBI:txid4072) Found in fruit (BTO:0000486). of strain var. Bronowicka Ostra 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): 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 1-O-feruloyl-β-D-glucose (CHEBI:81321) has functional parent 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 β-D-glucoside (CHEBI:22798)
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)
IUPAC Name
1-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-β-D-glucopyranose
Synonyms Sources
(E)-1-O-feruloyl-β-D-glucopyranose ChEBI
(E)-4'-hydroxy-3'-methoxycinnamoyl-β-D-glucopyranose ChEBI
1-Feruloyl-D-glucose KEGG COMPOUND
1-O-(E)-feruloyl-β-D-glucose ChEBI
1-O-(E)-p-feruloyl-β-D-glucopyranose ChEBI
1-O-[(E)-feruloyl]-β-D-glucose UniProt
1-O-trans-feruloyl-β-D-glucopyranoside ChEBI
ferulic acid β-D-glucopyranosyl ester ChEBI
trans-p-feruloyl-β-D-glucopyranoside ChEBI
Manual Xrefs Databases
C17759 KEGG COMPOUND
CPD-15281 MetaCyc
FDB015907 FooDB
HMDB0036938 HMDB
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Registry Number Type Source
1297206 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12060275 PubMed citation Europe PMC
12895536 PubMed citation Europe PMC
15740069 PubMed citation Europe PMC
16666663 PubMed citation Europe PMC
16756345 PubMed citation Europe PMC
20971893 PubMed citation Europe PMC
Last Modified
09 August 2019