CHEBI:75493 - 3-O-sinapoylquinic acid

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ChEBI Name 3-O-sinapoylquinic acid
ChEBI ID CHEBI:75493
ChEBI ASCII Name 3-O-sinapoylquinic acid
Definition A cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 3-hydroxy group of (−)-quinic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H22O10
Net Charge 0
Average Mass 398.36130
Monoisotopic Mass 398.12130
InChI InChI=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
InChIKey DTJWTKVKHOJHJK-LTLLRWTCSA-N
SMILES COc1cc(cc(OC)c1O)\C=C\C(=O)O[C@@H]1C[C@](O)(C[C@@H](O)[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.
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ChEBI Ontology
Outgoing 3-O-sinapoylquinic acid (CHEBI:75493) has functional parent (−)-quinic acid (CHEBI:17521)
3-O-sinapoylquinic acid (CHEBI:75493) has functional parent trans-sinapic acid (CHEBI:15714)
3-O-sinapoylquinic acid (CHEBI:75493) has role metabolite (CHEBI:25212)
3-O-sinapoylquinic acid (CHEBI:75493) is a cinnamate ester (CHEBI:36087)
3-O-sinapoylquinic acid (CHEBI:75493) is a cyclitol carboxylic acid (CHEBI:36123)
IUPAC Name
(1R,3R,4S,5R)-1,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexanecarboxylic acid
Last Modified
21 November 2013