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Coutaric acid

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Coutaric acid
Chemical structure of coutaric acid
Names
IUPAC name
(2R,3R)-2-Hydroxy-3-(((E)-3-(4-hydroxyphenyl)acryloyl)oxy)succinic acid
Other names
trans-coutaric acid
cis-coutaric acid
trans-p-Coumaroyltartaric acid
cis-p-coumaroyl-(+)-tartaric acid
trans-p-coumaroyl-(+)-tartaric acid
Identifiers
3D model (JSmol)
ChemSpider
  • 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
    Key: INYJZRKTYXTZHP-NNPIPJJVSA-N
  • InChI=1/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
    Key: INYJZRKTYXTZHP-NNPIPJJVBX
  • c1cc(ccc1/C=C/C(=O)O[C@H]([C@H](C(=O)O)O)C(=O)O)O
Properties
C13H12O8
Molar mass 296.231 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Coutaric acid is an hydroxycinnamoyltartaric acid found in wine, pomace[1] and grape.[2] It is an ester formed from coumaric acid and tartaric acid.


References

  1. ^ Isolation of hydroxycinnamoyltartaric acids from grape pomace by high-speed counter-current chromatography. Maier T, Sanzenbacher S, Kammerer DR, Berardini N, Conrad J, Beifuss U, Carle R and Schieber, A.J Chromatogr A., 2006 Sep 22, 1128 (1-2), pages 61-67, PMID 16860334, doi:10.1016/j.chroma.2006.06.082
  2. ^ Caftaric and coutaric acids in fruit of Vitis. Vernon L. Singleton, John Zaya and Eugene K. Trousdale, Phytochemistry, Volume 25, Issue 9, 1986, pp. 2127-2133, doi:10.1016/0031-9422(86)80078-4


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