Coutaric acid

Names
Preferred IUPAC name

(2R,3R)-2-Hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid

Other names

trans-coutaric acid
cis-coutaric acid
trans-p-Coumaroyltartaric acid
cis-p-coumaroyl-(+)-tartaric acid
trans-p-coumaroyl-(+)-tartaric acid
cis-Coumaroyl tartaric acidbr>trans-Coumaroyl tartaric acid

Identifiers

CAS Number

* 27174-07-8 Y

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:77439 N

ChemSpider |

* 26325199 N

PubChem CID

* 57517924

UNII |

* K874CF6AHR Y

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 N

Key: INYJZRKTYXTZHP-NNPIPJJVSA-N 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

SMILES

* c1cc(ccc1/C=C/C(=O)O[C@H]([C@H](C(=O)O)O)C(=O)O)O

Properties

Chemical formula

| 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).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

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

## References

1. ↑ Maier, T.; Sanzenbacher, S.; Kammerer, D. R.; Berardini, N.; Conrad, J. R.; Beifuss, U.; Carle, R.; Schieber, A. (2006). "Isolation of hydroxycinnamoyltartaric acids from grape pomace by high-speed counter-current chromatography". Journal of Chromatography A 1128 (1–2): 61–67. doi:10.1016/j.chroma.2006.06.082. PMID 16860334.
2. ↑ Singleton, V. L.; Zaya, J.; Trousdale, E. K. (1986). "Caftaric and coutaric acids in fruit of Vitis". Phytochemistry 25 (9): 2127. doi:10.1016/0031-9422(86)80078-4.

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*[CID]: Compound ID