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CHEBI:75496 - 4-O-sinapoylquinic acid

ChEBI IDCHEBI:75496
ChEBI Name4-O-sinapoylquinic acid
Stars
ASCII Name4-O-sinapoylquinic acid
DefinitionA cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 4-hydroxy group of (−)-quinic acid.
Secondary ChEBI IDCHEBI:88357
Last Modified8 June 2016
Submittermwilliams
DownloadsMolfile
FormulaC18H22O10
Net Charge0
Average Mass398.364
Monoisotopic Mass398.12130
SMILESCOc1cc(/C=C/C(=O)O[C@H]2[C@H](O)C[C@](O)(C(=O)O)C[C@H]2O)cc(OC)c1O
InChIInChI=1S/C18H22O10/c1-26-12-5-9(6-13(27-2)15(12)22)3-4-14(21)28-16-10(19)7-18(25,17(23)24)8-11(16)20/h3-6,10-11,16,19-20,22,25H,7-8H2,1-2H3,(H,23,24)/b4-3+/t10-,11-,16-,18+/m1/s1
InChIKeyWKRKXTOYTASIOP-RKTLJHTASA-N
Species of MetaboliteComponentSourceComments
Phyllanthus niruri (ncbitaxon:296034) - MetaboLights (MTBLS224)
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
4-O-sinapoylquinic acid (CHEBI:75496) has functional parent (−)-quinic acid (CHEBI:17521)
4-O-sinapoylquinic acid (CHEBI:75496) has functional parent trans-sinapic acid (CHEBI:15714)
4-O-sinapoylquinic acid (CHEBI:75496) is a cinnamate ester (CHEBI:36087)
4-O-sinapoylquinic acid (CHEBI:75496) is a quinic acid (CHEBI:26493)
IUPAC Name 
(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexanecarboxylic acid
Synonym  Source
4-sinapoylquinic acidChEBI