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

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ChEBI Name (2S,3R)-trans-caftaric acid
ChEBI ID CHEBI:76075
ChEBI ASCII Name (2S,3R)-trans-caftaric acid
Definition A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with one of the hydroxy groups of meso-tartaric acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C13H12O9
Net Charge 0
Average Mass 312.22900
Monoisotopic Mass 312.04813
InChI InChI=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
InChIKey SWGKAHCIOQPKFW-BOCAPUTCSA-N
SMILES O[C@H]([C@H](OC(=O)\C=C\c1ccc(O)c(O)c1)C(O)=O)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 (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 Sources
(2S,3R)-trans-caffeoyl tartaric acid ChEBI
trans-caftaric acid ChEBI
Registry Number Type Source
7144049 Reaxys Registry Number Reaxys
Last Modified
04 December 2013