Theogallin

Theogallin
Names
	Preferred IUPAC name (1S,3R,4R,5R)-1,3,4-Trihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]cyclohexane-1-carboxylic acid
	Other names 3-O-Galloylquinic acid
Identifiers
CAS Number	17365-11-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:9522 ;
ChemSpider	391291 ;
PubChem CID	442988;
CompTox Dashboard (EPA)	DTXSID60332031 ;
	show InChI
	show SMILES
Properties
Chemical formula	C14H16O10
Molar mass	344.27 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	(what is ?)
	Infobox references

Theogallin is a trihydroxybenzoic acid glycoside, a type of polyphenolic compound found in tea^[1] where it has been characterised as an umami enhancing compound.^[2] The compound can also be found in Arbutus unedo fruits.^[3]

In rats, theogallin, or its metabolite quinic acid, can move through the blood brain barrier and can have cognition enhancing activities.^[4]

References[]

^ Cartwright, R. A.; Roberts, E. A. H. (1954). "Theogallin, a polyphenol occurring in tea". Journal of the Science of Food and Agriculture. 5 (12): 593. doi:10.1002/jsfa.2740051207.
^ Kaneko, S; Kumazawa, K; Masuda, H; Henze, A; Hofmann, T (2006). "Sensory and structural characterisation of an umami enhancing compound in green tea (mat-cha)". Flavour Science - Recent Advances and Trends. Developments in Food Science. 43. p. 181. doi:10.1016/S0167-4501(06)80043-9. ISBN 978-0-444-52742-4.
^ Pawlowska, A.M., De Leo, M., Braca, A. (2006). "Phenolics of Arbutus unedo L. (Ericaceae) fruits: identification of anthocyanins and gallic acid derivatives". J. Agric. Food Chem. 54 (26): 10234–8. doi:10.1021/jf062230o. PMID 17177565.CS1 maint: multiple names: authors list (link)
^ Dimpfel, Wilfried; Kler, Adolf; Kriesl, Erwin; Lehnfeld, Romanus (2007). "Theogallin and l-theanine as active ingredients in decaffeinated green tea extract: II. Characterization in the freely moving rat by means of quantitative field potential analysis". Journal of Pharmacy and Pharmacology. 59 (10): 1397–403. doi:10.1211/jpp.59.10.0010. PMID 17910815. S2CID 33938157.

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