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Names | |
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IUPAC name (2S,4S,5S)-2-[[(2R,3S)-2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol | |
Other names (2R,3S)-Catechin-7-O-β-D-glucopyranoside Catechin 7-O-β-glucopyranoside (+)-Catechin 7-O-β-glucoside (+)-Catechin 7-O-beta-D-glucopyranoside Catechin 7-glucoside C7G CA-G | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
PubChem CID | |
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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). |
Catechin-7-O-glucoside is a flavan-3-ol glycoside formed from catechin.
Catechin-7-O-glucoside can be isolated from the hemolymph of the European pine sawfly ( Neodiprion sertifer ). [1] It also occurs in relatively large quantities in cowpea (Vigna unguiculata) as the dominant flavan-3-ol monomer, and actually accounts for up to 70% of cowpea proanthocyanidins (tannins). [2]
It can also be produced by biotransformation of (+)-catechin by cultured cells of Eucalyptus perriniana . [3]
Catechin-7-O-glucoside can be found in paeoniae radix, the crude drug made from the roots of Chinese peony ( Paeonia lactiflora ), [4] in red knotweed ( Bistorta macrophylla , also known as Polygonum macrophyllum), [5] in the stem barks of the Nepali hog plum ( Choerospondias axillaris ), [6] in the Korean plum yew ( Cephalotaxus koreana ) [7] and in Huanarpo Macho ( Jatropha macrantha ). [8] (−)-Catechin 7-O-β-D-glucopyranoside is found in the bark of Rhaphiolepis umbellata . [9]
It is found in buckwheat groats, [10] in the red bean (the seed of Vigna umbellata , formerly known as Phaseolus calcaratus), [11] in barley ( Hordeum vulgare L.) and malt. [12] (−)-Catechin 7-O-β-D-glucopyranoside is found in rhubarb. [9]
This compound has an antioxidant activity leading to a cytoprotective effect. [11] [13]