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CHEBI:75499 - 3-p-coumaroylquinic acid

ChEBI IDCHEBI:75499
ChEBI Name3-p-coumaroylquinic acid
Stars
ASCII Name3-p-coumaroylquinic acid
DefinitionA cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 3-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-UNIGVISCSA-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)
3-p-coumaroylquinic acid (CHEBI:75499) has functional parent (−)-quinic acid (CHEBI:17521)
3-p-coumaroylquinic acid (CHEBI:75499) has functional parent 4-coumaric acid (CHEBI:36090)
3-p-coumaroylquinic acid (CHEBI:75499) has role metabolite (CHEBI:25212)
3-p-coumaroylquinic acid (CHEBI:75499) is a cinnamate ester (CHEBI:36087)
3-p-coumaroylquinic acid (CHEBI:75499) is a cyclitol carboxylic acid (CHEBI:36123)
IUPAC Name 
(1R,3R,4S,5R)-1,3,4-trihydroxy-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexanecarboxylic acid
Registry NumbersSources
Reaxys:2706507Reaxys