CHEBI:3293 - 3-O-β-D-glucosyl-trans-caffeic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3-O-β-D-glucosyl-trans-caffeic acid
ChEBI ID CHEBI:3293
ChEBI ASCII Name 3-O-beta-D-glucosyl-trans-caffeic acid
Definition A hydroxycinnamic acid that is trans-caffeic acid in which the phenolic hydroxy group at position 3 has been converted into its β-D-glucoside.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H18O9
Net Charge 0
Average Mass 342.299
Monoisotopic Mass 342.09508
InChI InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(24-10)23-9-5-7(1-3-8(9)17)2-4-11(18)19/h1-5,10,12-17,20-22H,6H2,(H,18,19)/b4-2+/t10-,12-,13+,14-,15-/m1/s1
InChIKey QOPSZFXPZWQLOG-VHCZEJTMSA-N
SMILES C1=C(/C=C/C(O)=O)C=CC(O)=C1O[C@@H]2O[C@@H]([C@@H](O)[C@@H]([C@H]2O)O)CO
Metabolite of Species Details
Centella asiatica (NCBI:txid48106) See: MetaboLights Study
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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 3-O-β-D-glucosyl-trans-caffeic acid (CHEBI:3293) has functional parent trans-caffeic acid (CHEBI:16433)
3-O-β-D-glucosyl-trans-caffeic acid (CHEBI:3293) has role plant metabolite (CHEBI:76924)
3-O-β-D-glucosyl-trans-caffeic acid (CHEBI:3293) is a β-D-glucoside (CHEBI:22798)
3-O-β-D-glucosyl-trans-caffeic acid (CHEBI:3293) is a hydroxycinnamic acid (CHEBI:24689)
3-O-β-D-glucosyl-trans-caffeic acid (CHEBI:3293) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name
(2E)-3-[3-(β-D-glucopyranosyloxy)-4-hydroxyphenyl]prop-2-enoic acid
Synonyms Sources
Caffeic acid 3-glucoside KEGG COMPOUND
trans-caffeic acid 3-O-β-D-glucoside ChEBI
Manual Xrefs Databases
C00002716 KNApSAcK
C10431 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1296389 Reaxys Registry Number Reaxys
24959-81-7 CAS Registry Number KEGG COMPOUND
Last Modified
28 April 2020