Gallocatechol

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Gallocatechol

(+)-Gallocatechin.svg
Names
Other names
(+)-gallocatechin

Identifiers

CAS Number



  • 970-73-0 ☒N


3D model (JSmol)


  • Interactive image


ChEBI


  • CHEBI:68330 ☒N


ChEMBL


  • ChEMBL47386 ☒N


ChemSpider


  • 58594 ☒N


MeSH

Gallocatechol


PubChem CID


  • 65084


UNII


  • HEJ6575V1X ☒N





Properties

Chemical formula

C15H14O7

Molar mass
306.267 g/mol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).


☒N verify (what is ☑Y☒N ?)

Infobox references


Gallocatechol or gallocatechin (GC) is a flavan-3-ol, a type of chemical compound including catechin, with the gallate residue being in an isomeric trans position. It is one of the antioxidant chemicals found in food.


This compound possesses two epimers. The most common, (+)-gallocatechin (GC), CAS number 970-73-0, is found notably in green tea. Other sources of (+)-gallocatechin are bananas,[1]persimmons and pomegranates.[citation needed] The other enantiomer is called (-)-gallocatechin or ent-gallocatechin.


It was first isolated from green tea by Michiyo Tsujimura in 1934.[2]


This compound had been shown to have moderate affinity to the human cannabinoid receptor,[3] which may contribute to the health benefits found by consuming green tea.


Epigallocatechin is another type of catechin, with the gallate residue being in an isomeric cis position. It can be found in St John's wort.[4]



See also


  • Epigallocatechin gallate


  • Ourateacatechin (4′-O-methyl-(−)-epigallocatechin)

  • Prodelphinidin

  • List of phytochemicals in food


References




  1. ^ Antioxidant compounds from bananas (Musa cavendish). S. Someya, Y. Yoshiki and K. Okubo, Food Chemistry, Volume 79, Issue 3, November 2002, pp. 351-354, doi:10.1016/S0308-8146(02)00186-3


  2. ^ "Michiyo Tsujimura (1888–1969)". Ochanomizu University. Retrieved 10 November 2015. 


  3. ^ Korte, G.; Dreiseitel, A.; Schreier, P.; Oehme, A.; Locher, S.; Geiger, S.; Heilmann, J.; Sand, P. (2010). "Tea catechins' affinity for human cannabinoid receptors". Phytomedicine. 17 (1): 19–22. doi:10.1016/j.phymed.2009.10.001. PMID 19897346. 


  4. ^ Separation of epigallocatechin and flavonoids from Hypericum perforatum L. by high-speed counter-current chromatography and preparative high-performance liquid chromatography. Yun Wei, Qianqian Xie,Wanting Dong and Yoichiro Ito, Journal of Chromatography A, 1216 (2009), pages 4313–4318, doi:10.1016/j.chroma.2008.12.056




External links


  • Epigallocatechin on the Sigma-Aldrich website

  • Gallocatechin on the Sigma-Aldrich website









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