CHEBI:1945 - 4-p-coumaroylquinic acid

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ChEBI Name 4-p-coumaroylquinic acid
ChEBI ID CHEBI:1945
ChEBI ASCII Name 4-p-coumaroylquinic acid
Definition A cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 4-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 338.100
InChI InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(20)24-14-11(18)7-16(23,15(21)22)8-12(14)19/h1-6,11-12,14,17-19,23H,7-8H2,(H,21,22)/t11-,12-,14-,16+/m1/s1
InChIKey XWRHBGVVCOSNKO-NCZKRNLISA-N
SMILES O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1OC(=O)C=Cc1ccc(O)cc1)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.
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ChEBI Ontology
Outgoing 4-p-coumaroylquinic acid (CHEBI:1945) has functional parent (−)-quinic acid (CHEBI:17521)
4-p-coumaroylquinic acid (CHEBI:1945) has functional parent 4-coumaric acid (CHEBI:36090)
4-p-coumaroylquinic acid (CHEBI:1945) has role metabolite (CHEBI:25212)
4-p-coumaroylquinic acid (CHEBI:1945) is a cinnamate ester (CHEBI:36087)
4-p-coumaroylquinic acid (CHEBI:1945) is a cyclitol carboxylic acid (CHEBI:36123)
IUPAC Name
(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexanecarboxylic acid
Database Links Databases
C00002730 KNApSAcK
C10441 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
2706509 Reaxys Registry Number Reaxys
93451-44-6 CAS Registry Number KEGG COMPOUND
Last Modified
04 August 2014