Catechin-7-O-glucoside
Chemical compound
From Wikipedia, the free encyclopedia
Catechin-7-O-glucoside is a flavan-3-ol glycoside formed from catechin.
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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) |
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| ChemSpider | |
PubChem CID |
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| Properties | |
| C21H24O11 | |
| Molar mass | 452.412 g·molâ1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Natural occurrences
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]
Presence in natural traditional drugs
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] (â)-Catechin 7-O-β-D-glucopyranoside is found in the bark of Rhaphiolepis umbellata.[9]
Presence in food
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] (â)-Catechin 7-O-β-D-glucopyranoside is found in rhubarb.[9]