Ethyl gallate

Last updated
Ethyl gallate [1]
Ethyl gallate Structural Formula V1.svg
Ethyl gallate 3D spacefill.png
Names
Preferred IUPAC name
Ethyl 3,4,5-trihydroxybenzoate
Other names
Phyllemblin
gallic acid ethyl ester
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.011.462 OOjs UI icon edit-ltr-progressive.svg
E number E313 (antioxidants, ...)
PubChem CID
RTECS number
  • LW7700000
UNII
  • InChI=1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3 X mark.svgN
    Key: VFPFQHQNJCMNBZ-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3
    Key: VFPFQHQNJCMNBZ-UHFFFAOYAR
  • CCOC(=O)c1cc(c(c(c1)O)O)O
Properties
C9H10O5
Molar mass 198.17 g/mol
Melting point 149 to 153 °C (300 to 307 °F; 422 to 426 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ethyl gallate is a food additive with E number E313. It is the ethyl ester of gallic acid. Ethyl gallate is added to food as an antioxidant.

Though found naturally in a variety of plant sources including walnuts [2] Terminalia myriocarpa [3] or chebulic myrobolan ( Terminalia chebula ), [4] ethyl gallate is produced from gallic acid and ethanol. [5] It can be found in wine. [6]

See also

Related Research Articles

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Terminalia chebula, commonly known as black- or chebulic myrobalan, is a species of Terminalia, native to South Asia from Pakistan, India and Nepal east to southwest China (Yunnan), and south to Sri Lanka, Malaysia, and Vietnam.

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<i>Terminalia myriocarpa</i> Species of tree

Terminalia myriocarpa, the East Indian almond, is a tree species in the genus Terminalia found in Southeast Asia.

<span class="mw-page-title-main">Sanguiin H-6</span> Chemical compound

Sanguiin H-6 is an ellagitannin.

<span class="mw-page-title-main">Methyl gallate</span> Chemical compound

Methyl gallate is a phenolic compound. It is the methyl ester of gallic acid.

<span class="mw-page-title-main">Urolithin B</span> Chemical compound

Urolithin B (UB) is an urolithin, a type of phenolic compounds produced in the human gut after absorption of ellagitannins-containing food such as pomegranate, strawberries, red raspberries, walnuts or oak-aged red wine. Urolithin B is found in the urine in the form of urolithin B glucuronide.

References

  1. Ethyl gallate at Sigma-Aldrich
  2. Zijia Zhanga; Liping Liaoc; Jeffrey Moored; Tao Wua; Zhengtao Wanga (2009). "Antioxidant phenolic compounds from walnut kernels (Juglans regia L.)". Food Chemistry. 113 (1): 160–165. doi:10.1016/j.foodchem.2008.07.061.
  3. Pharmacologically Active Ellagitannins from Terminalia myriocarpa. Mohamed S.A. Marzouk, Sayed A.A. El-Toumy, Fatma A. Moharram, Nagwa M.M. Shalaby and Amany A.E. Ahmed, Planta Med, 2002, 68(6), pages 523-527, doi : 10.1055/s-2002-32549
  4. "Haritaki". Toddcaldecott.com. Archived from the original on 2013-12-03. Retrieved 2014-05-18.
  5. Enzymic synthesis of gallic acid esters. Weetall, Howard Hayyim. Eur. Pat. 137601 (1985)
  6. Bartolomé, Begoña; Gómez-Cordovés, Carmen; Suárez, Rafael; Monagas, María (2005-06-01). "Simultaneous Determination of Nonanthocyanin Phenolic Compounds in Red Wines by HPLC-DAD/ESI-MS. María Monagas, Rafael Suárez, Carmen Gómez-Cordovés and Begoña Bartolomé, AJEV, June 2005, vol. 56, no. 2, pages 139-147". American Journal of Enology and Viticulture. 56 (2): 139–147. Retrieved 2014-05-18.