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CHEBI:76075 - (2S,3R)-trans-caftaric acid

ChEBI IDCHEBI:76075
ChEBI Name(2S,3R)-trans-caftaric acid
Stars
ASCII Name(2S,3R)-trans-caftaric acid
DefinitionA cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with one of the hydroxy groups of meso-tartaric acid.
Last Modified4 December 2013
Submittermwilliams
DownloadsMolfile
FormulaC13H12O9
Net Charge0
Average Mass312.230
Monoisotopic Mass312.04813
SMILESO=C(/C=C/c1ccc(O)c(O)c1)O[C@H](C(=O)O)[C@@H](O)C(=O)O
InChIInChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11+/m1/s1
InChIKeySWGKAHCIOQPKFW-BOCAPUTCSA-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)
(2S,3R)-trans-caftaric acid (CHEBI:76075) has functional parent meso-tartaric acid (CHEBI:15673)
(2S,3R)-trans-caftaric acid (CHEBI:76075) has functional parent trans-caffeic acid (CHEBI:16433)
(2S,3R)-trans-caftaric acid (CHEBI:76075) has role metabolite (CHEBI:25212)
(2S,3R)-trans-caftaric acid (CHEBI:76075) is a catechols (CHEBI:33566)
(2S,3R)-trans-caftaric acid (CHEBI:76075) is a cinnamate ester (CHEBI:36087)
(2S,3R)-trans-caftaric acid (CHEBI:76075) is a dicarboxylic acid (CHEBI:35692)
(2S,3R)-trans-caftaric acid (CHEBI:76075) is a tetraric acid derivative (CHEBI:63440)
IUPAC Name 
(2S,3R)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid
Synonyms  Source
(2S,3R)-trans-caffeoyl tartaric acidChEBI
trans-caftaric acidChEBI
Registry NumbersSources
Reaxys:7144049Reaxys