Chemistry:Catechin-5-O-glucoside

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Catechin-5-O-glucoside
Chemical structure of catechin 5-O-glucoside.
Names
IUPAC name
(2S,3R,4S,5S,6R)-2-{[(2R,3S)-2-(3,4-Dihydroxyphenyl)-3,7-dihydroxydihydro-2H-1-benzopyran-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Other names
Catechin 5-O-beta-D-glucopyranoside
C5G[1]
Identifiers
3D model (JSmol)
ChemSpider
Properties
C21H24O11
Molar mass 452.412 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Catechin 5-O-glucoside is a flavanol glucoside. It can be found in rhubarb and in the bark of Rhaphiolepis umbellata.[2] It can also be formed from (+)-catechin by plant-cultured cells of Eucalyptus perriniana.[3]

References

  1. Catechin glucosides: occurrence, synthesis, and stability. Raab T, Barron D, Vera FA, Crespy V, Oliveira M and Williamson G, J Agric Food Chem., 2010 Feb 24, 58(4), pages 2138-2149, doi:10.1021/jf9034095
  2. Flavanol glucosides from rhubarb and Rhaphiolepis umbellata. Gen-Ichiro Nonaka, Emiko Ezakia, Katsuya Hayashia and Itsuo Nishioka, Phytochemistry, Volume 22, Issue 7, 1983, Pages 1659–1661, doi:10.1016/0031-9422(83)80105-8
  3. Biotransformation of (+)-catechin by plant-cultured cells of Eucalyptus perriniana. Shuichi Otani, Yoko Kondo, Yoshihisa Asada, Tsutomu Furuya, Hatsuyuki, Hamada, Nobuyoshi Nakajima, Kohji Ishihara and Hiroki Hamada, Plant Biotechnology, 2004, 21(5), pages 407–409 (article )