1-feruloyl-sn-glycerol (CHEBI:149477)

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ChEBI Name	1-feruloyl-sn-glycerol

ChEBI ID	CHEBI:149477

ChEBI ASCII Name	1-feruloyl-sn-glycerol

Definition	An enoate ester obtained by formal condensation of the carboxy group of trans-ferulic acid with the 1-hydroxy group of glycerol.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Mark Williams

Supplier Information

Download	Molfile XML SDF

Formula

C13H16O6

Net Charge

Average Mass

268.265

Monoisotopic Mass

268.09469

InChI

InChI=1S/C13H16O6/c1-18-12-6-9(2-4-11(12)16)3-5-13(17)19-8-10(15)7-14/h2-6,10,14-16H,7-8H2,1H3/b5-3+

InChIKey

QXRAHTFDPBQKIM-HWKANZROSA-N

SMILES

O=C(OCC(O)CO)/C=C/C1=CC(OC)=C(O)C=C1

Metabolite of Species	Details
Smilax scobinicaulis (NCBI:txid1080332)	See: PubMed
Populus tremula x Populus tremuloides (NCBI:txid47664)	Found in xylem (BTO:0001468). See: MetaboLights Study
Dioscorea alata (NCBI:txid55571)	of strain Cv. Tainung No. 2 See: PubMed
Lilium lancifolium (NCBI:txid79002)	Found in bulb (BTO:0000159). See: DOI

Roles Classification
Chemical Role(s):	ultraviolet filter A photochemical role realized in the absorption of ultraviolet light, for example to protect skin cells from damage. 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.

ChEBI Ontology
Outgoing	1-feruloyl-sn-glycerol (CHEBI:149477) has functional parent ferulic acid (CHEBI:17620) 1-feruloyl-sn-glycerol (CHEBI:149477) has functional parent glycerol (CHEBI:17754) 1-feruloyl-sn-glycerol (CHEBI:149477) has role antioxidant (CHEBI:22586) 1-feruloyl-sn-glycerol (CHEBI:149477) has role plant metabolite (CHEBI:76924) 1-feruloyl-sn-glycerol (CHEBI:149477) has role ultraviolet filter (CHEBI:73335) 1-feruloyl-sn-glycerol (CHEBI:149477) is a 1-monoglyceride (CHEBI:35759) 1-feruloyl-sn-glycerol (CHEBI:149477) is a aromatic ether (CHEBI:35618) 1-feruloyl-sn-glycerol (CHEBI:149477) is a enoate ester (CHEBI:51702) 1-feruloyl-sn-glycerol (CHEBI:149477) is a phenols (CHEBI:33853)

IUPAC Name

2,3-dihydroxypropyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Last Modified

23 June 2020