CHEBI:76116 - (2R,3R)-trans-fertaric acid

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ChEBI Name (2R,3R)-trans-fertaric acid
ChEBI ID CHEBI:76116
ChEBI ASCII Name (2R,3R)-trans-fertaric acid
Definition A cinnamate ester obtained by formal condensation of the carboxy group of trans-ferulic acid with one of the hydroxy groups of L-tartaric acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H14O9
Net Charge 0
Average Mass 326.25560
Monoisotopic Mass 326.06378
InChI InChI=1S/C14H14O9/c1-22-9-6-7(2-4-8(9)15)3-5-10(16)23-12(14(20)21)11(17)13(18)19/h2-6,11-12,15,17H,1H3,(H,18,19)(H,20,21)/b5-3+/t11-,12-/m1/s1
InChIKey XIWXUSFCUBAMFH-WEPHUFDCSA-N
SMILES COc1cc(\C=C\C(=O)O[C@H]([C@@H](O)C(O)=O)C(O)=O)ccc1O
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,3R)-trans-fertaric acid (CHEBI:76116) has functional parent L-tartaric acid (CHEBI:15671)
(2R,3R)-trans-fertaric acid (CHEBI:76116) has functional parent ferulic acid (CHEBI:17620)
(2R,3R)-trans-fertaric acid (CHEBI:76116) has role metabolite (CHEBI:25212)
(2R,3R)-trans-fertaric acid (CHEBI:76116) is a fertaric acid (CHEBI:91032)
(2R,3R)-trans-fertaric acid (CHEBI:76116) is enantiomer of (2S,3S)-trans-fertaric acid (CHEBI:76120)
Incoming (2S,3S)-trans-fertaric acid (CHEBI:76120) is enantiomer of (2R,3R)-trans-fertaric acid (CHEBI:76116)
IUPAC Name
(2R,3R)-2-hydroxy-3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}butanedioic acid
Synonym Source
trans-fertaric acid ChEBI
Registry Number Type Source
22563905 Reaxys Registry Number Reaxys
Last Modified
29 January 2016