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CHEBI:75500 - 5-p-coumaroylquinic acid

ChEBI IDCHEBI:75500
ChEBI Name5-p-coumaroylquinic acid
Stars
ASCII Name5-p-coumaroylquinic acid
DefinitionA cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 5-hydroxy group of (−)-quinic acid.
Last Modified21 November 2013
Submittermwilliams
DownloadsMolfile
FormulaC16H18O8
Net Charge0
Average Mass338.312
Monoisotopic Mass338.10017
SMILES[H]C(=Cc1ccc(O)cc1)C(=O)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=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
InChIKeyBMRSEYFENKXDIS-NCZKRNLISA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:2706506Reaxys
CAS:1899-30-5ChemIDplus