CHEBI:75500 - 5-p-coumaroylquinic acid

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ChEBI Name 5-p-coumaroylquinic acid
ChEBI ID CHEBI:75500
ChEBI ASCII Name 5-p-coumaroylquinic acid
Definition A cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 5-hydroxy group of (−)-quinic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H18O8
Net Charge 0
Average Mass 338.30930
Monoisotopic Mass 338.10017
InChI InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/t11-,12-,14-,16+/m1/s1
InChIKey BMRSEYFENKXDIS-NCZKRNLISA-N
SMILES O[C@@H]1C[C@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)cc2)[C@@H]1O)C(O)=O
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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-p-coumaroylquinic acid (CHEBI:75500) has functional parent (−)-quinic acid (CHEBI:17521)
5-p-coumaroylquinic acid (CHEBI:75500) has functional parent 4-coumaric acid (CHEBI:36090)
5-p-coumaroylquinic acid (CHEBI:75500) has role metabolite (CHEBI:25212)
5-p-coumaroylquinic acid (CHEBI:75500) is a cinnamate ester (CHEBI:36087)
5-p-coumaroylquinic acid (CHEBI:75500) is a cyclitol carboxylic acid (CHEBI:36123)
IUPAC Name
(1S,3R,4R,5R)-1,3,4-trihydroxy-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexanecarboxylic acid
Registry Numbers Types Sources
1899-30-5 CAS Registry Number ChemIDplus
2706506 Reaxys Registry Number Reaxys
Last Modified
21 November 2013