CHEBI:76095 - (2R,3S)-trans-coutaric acid

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ChEBI Name (2R,3S)-trans-coutaric acid
ChEBI ID CHEBI:76095
ChEBI ASCII Name (2R,3S)-trans-coutaric acid
Definition A cinnamate ester obtained by formal condensation of the carboxy group of trans-coumaric 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 C13H12O8
Net Charge 0
Average Mass 296.22960
Monoisotopic Mass 296.05322
InChI InChI=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
InChIKey INYJZRKTYXTZHP-MFFLNWJUSA-N
SMILES O[C@H]([C@H](OC(=O)\C=C\c1ccc(O)cc1)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 (2R,3S)-trans-coutaric acid (CHEBI:76095) has functional parent meso-tartaric acid (CHEBI:15673)
(2R,3S)-trans-coutaric acid (CHEBI:76095) has functional parent trans-4-coumaric acid (CHEBI:32374)
(2R,3S)-trans-coutaric acid (CHEBI:76095) has role metabolite (CHEBI:25212)
(2R,3S)-trans-coutaric acid (CHEBI:76095) is a p-coutaric acid (CHEBI:77439)
IUPAC Name
(2R,3S)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid
Synonym Source
trans-coutaric acid ChEBI
Registry Number Type Source
11155681 Reaxys Registry Number Reaxys
Last Modified
21 February 2014