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CHEBI:75497 - 5-O-sinapoylquinic acid

ChEBI IDCHEBI:75497
ChEBI Name5-O-sinapoylquinic acid
Stars
ASCII Name5-O-sinapoylquinic acid
DefinitionA cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 5-hydroxy group of (−)-quinic acid.
Last Modified21 November 2013
Submittermwilliams
DownloadsMolfile
FormulaC18H22O10
Net Charge0
Average Mass398.364
Monoisotopic Mass398.12130
SMILESCOc1cc(/C=C/C(=O)O[C@@H]2C[C@](O)(C(=O)O)C[C@@H](O)[C@H]2O)cc(OC)c1O
InChIInChI=1S/C18H22O10/c1-26-11-5-9(6-12(27-2)16(11)22)3-4-14(20)28-13-8-18(25,17(23)24)7-10(19)15(13)21/h3-6,10,13,15,19,21-22,25H,7-8H2,1-2H3,(H,23,24)/b4-3+/t10-,13-,15-,18+/m1/s1
InChIKeyDTJWTKVKHOJHJK-RVBNATNPSA-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-O-sinapoylquinic acid (CHEBI:75497) has functional parent (−)-quinic acid (CHEBI:17521)
5-O-sinapoylquinic acid (CHEBI:75497) has functional parent trans-sinapic acid (CHEBI:15714)
5-O-sinapoylquinic acid (CHEBI:75497) has role metabolite (CHEBI:25212)
5-O-sinapoylquinic acid (CHEBI:75497) is a cinnamate ester (CHEBI:36087)
5-O-sinapoylquinic acid (CHEBI:75497) is a cyclitol carboxylic acid (CHEBI:36123)
IUPAC Name 
(1S,3R,4R,5R)-1,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexanecarboxylic acid