beta-Glucogallin

Title: b-Glucogallin
CAS Registry Number: 13405-60-2
CAS Name: b-D-Glucopyranose 1-(3,4,5-trihydroxybenzoate)
Additional Names: b-D-glucopyranose-1-gallate; glucogallic acid; 1-galloyl-b-D-glucose
Molecular Formula: C13H16O10
Molecular Weight: 332.26
Percent Composition: C 46.99%, H 4.85%, O 48.15%
Literature References: Glucoside or glucotannoid from chinese rhubarb, Rheum officinale, Baill., Polygonaceae: Gilson, Compt. Rend. 136, 385 (1903). Structure and synthesis: Fischer, Bergmann, Ber. 51, 1760 (1918); Schmidt, Schmadel, Ann. 649, 149 (1961).
Properties: Bitter microscopic prisms from water, methanol or 80% ethanol, mp 207°. [a]D25 -24.5° (c = 1.75 in water). Freely sol in hot water. Sparingly sol in cold water, methanol, ethanol, acetone, ethyl acetate. Practically insol in ether, benzene, chloroform, petr ether.
Melting point: mp 207°
Optical Rotation: [a]D25 -24.5° (c = 1.75 in water)
beta-Glucuronidase beta-Hydroxybutyric Acid beta-Irone beta-Isosparteine Betamethasone

Glucogallin
Chemical structure of  β-glucogallin
Identifiers
CAS number 13405-60-2 YesY
PubChem 124021
ChemSpider 26333268 N
Jmol-3D images Image 1
Properties
Molecular formula C13H16O10
Molar mass 332.26 g mol−1
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Glucogallin is chemical compound formed from gallic acid and β-D-glucose. It can be found in oaks species like the North American white oak (Quercus alba), European red oak (Quercus robur) [1] and Amla fruit (Emblica officinalis).[2]

It is formed by a gallate 1-beta-glucosyltransferase (UDP-glucose: gallate glucosyltransferase), an enzyme performing the esterification of two substrates, UDP-glucose and gallate to yield two products, UDP and glucogallin. This enzyme can be found in oak leaf preparations.[3]

This the first step in the biosynthesis of gallotannins. The molecule is then used by enzymes in the gallotannins synthetis pathway like beta-glucogallin O-galloyltransferase or beta-glucogallin-tetrakisgalloylglucose O-galloyltransferase.

β-Glucogallin is aldose reductase inhibitor.

Half-life of β-Glucogallin in human body seems to be unknown.