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CHEBI:76096 - (2R,3S)-cis-coutaric acid

ChEBI IDCHEBI:76096
ChEBI Name(2R,3S)-cis-coutaric acid
Stars
ASCII Name(2R,3S)-cis-coutaric acid
DefinitionA cinnamate ester obtained by formal condensation of the carboxy group of cis-coumaric acid with one of the hydroxy groups of meso-tartaric acid.
Last Modified21 February 2014
Submittermwilliams
DownloadsMolfile
FormulaC13H12O8
Net Charge0
Average Mass296.231
Monoisotopic Mass296.05322
SMILESO=C(/C=C\c1ccc(O)cc1)O[C@H](C(=O)O)[C@@H](O)C(=O)O
InChIInChI=1S/C13H12O8/c14-8-4-1-7(2-5-8)3-6-9(15)21-11(13(19)20)10(16)12(17)18/h1-6,10-11,14,16H,(H,17,18)(H,19,20)/b6-3-/t10-,11+/m1/s1
InChIKeyINYJZRKTYXTZHP-APUFIWCYSA-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)
(2R,3S)-cis-coutaric acid (CHEBI:76096) has functional parent cis-4-coumaric acid (CHEBI:17450)
(2R,3S)-cis-coutaric acid (CHEBI:76096) has functional parent meso-tartaric acid (CHEBI:15673)
(2R,3S)-cis-coutaric acid (CHEBI:76096) has role metabolite (CHEBI:25212)
(2R,3S)-cis-coutaric acid (CHEBI:76096) is a p-coutaric acid (CHEBI:77439)
IUPAC Name 
(2R,3S)-2-hydroxy-3-{[(2Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid
Synonym  Source
cis-coutaric acidChEBI
Registry NumbersSources
Reaxys:11155680Reaxys