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1,2,3,6-Tetragalloylglucose

1,2,3,6-Tetragalloylglucose

Catalog No. BCN2159
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20mg $298 In stock
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Quality Control of 1,2,3,6-Tetragalloylglucose

Chemical structure

1,2,3,6-Tetragalloylglucose

Biological Activity of 1,2,3,6-Tetragalloylglucose

1. 1,2,3,6-Tetragalloylglucose has antioxidative activity.
2. 1,2,3,6-Tetragalloylglucose shows the most potent anticomplement activity (IC(50), 34 microM).

1,2,3,6-Tetragalloylglucose Dilution Calculator

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Chemical Properties of 1,2,3,6-Tetragalloylglucose

Cas No. 79886-50-3 SDF Download SDF
Chemical Name [(2S,3R,4S,5R,6R)-5-hydroxy-2,3-bis[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-4-yl] 3,4,5-trihydroxybenzoate
SMILES O[C@@H]1[C@@H](COC(=O)c2cc(O)c(O)c(O)c2)O[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](OC(=O)c4cc(O)c(O)c(O)c4)[C@H]1OC(=O)c5cc(O)c(O)c(O)c5
Standard InChIKey RATQVALKDAUZBW-XPMKZLBQSA-N
Standard InChI InChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-27(47)28(54-31(49)11-3-16(37)24(44)17(38)4-11)29(55-32(50)12-5-18(39)25(45)19(40)6-12)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2/t22-,27-,28+,29-,34+/m1/s1
Type of Compound Phenols Appearance Powder
Formula C34H28O22 M.Wt 788.57
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

Preparing Stock Solutions of 1,2,3,6-Tetragalloylglucose

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.2681 mL 6.3406 mL 12.6812 mL 25.3624 mL 31.703 mL
5 mM 0.2536 mL 1.2681 mL 2.5362 mL 5.0725 mL 6.3406 mL
10 mM 0.1268 mL 0.6341 mL 1.2681 mL 2.5362 mL 3.1703 mL
50 mM 0.0254 mL 0.1268 mL 0.2536 mL 0.5072 mL 0.6341 mL
100 mM 0.0127 mL 0.0634 mL 0.1268 mL 0.2536 mL 0.317 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Preparation of 1,2,3,6-Tetragalloylglucose

This product is isolated and purified from the peel of Punica granatum L.

References on 1,2,3,6-Tetragalloylglucose

Antioxidative activities of galloyl glucopyranosides from the stem-bark of Juglans mandshurica.[Pubmed: 18685223]


Two phenolics, 1,2,6-trigalloylglucose (1) and 1,2,3,6-Tetragalloylglucose (2), isolated from the stem-bark of Juglans mandshurica were evaluated for their antioxidative activities. The results showed that compounds 1 and 1,2,3,6-Tetragalloylglucose exhibited strong scavenging activities against 1,1'-diphenyl-1-picrylhydrazyl (DPPH), 2,2'-azino-bis-(3-ethylbenzenthiazoline-6-sulphonic) acid (ABTS(*+)), and superoxide radicals (O(2)(*-)), and also had a significant inhibitory effect on lipid peroxidation and low-density lipoprotein (LDL) oxidation. The strong superoxide radical scavenging of 1 and 1,2,3,6-Tetragalloylglucose resulted from the potential competitive inhibition with xanthine at the active site of xanthine oxidase (OX). In addition, compounds 1 and 1,2,3,6-Tetragalloylglucose displayed significant lipoxygenase inhibitory activity, the mode of inhibition also being identified as competitive. In comparison, the antioxidative activities of compounds 1 and 1,2,3,6-Tetragalloylglucose, together with gallic acid, indicated that the number of galloyl moieties could play an important role in the antioxidative activity.

Anti-complement activity of constituents from the stem-bark of Juglans mandshurica.[Pubmed: 12843637 ]


Four known flavonoids and two galloyl glucoses isolated from the stem-bark of Juglans mandshurica (Juglandaceae), namely taxifolin (1), afzelin (2), quercitrin (3), myricitrin (4), 1,2,6-trigalloylglucose (5), and 1,2,3,6-Tetragalloylglucose (6), were evaluated for their anti-complement activity against complement system. Afzelin (2) and quercitrin (3) showed inhibitory activity against complement system with 50% inhibitory concentrations (IC(50)) values of 258 and 440 microM. 1,2,6-Trigalloylglucose (5) and 1,2,3,6-Tetragalloylglucose (6) exhibited anti-complement activity with IC(50) values of 136 and 34 microM. In terms of the evaluation of the structure-activity relationship of 3,5,7-trihydroxyflavone, compounds 2, 3, and 4 were hydrolyzed with naringinase to give kaempferol (2a), quercetin (3a), and myricetin (4a) as their aglycones, and these were also tested for their anti-complement activity. Of the three aglycones, kaempferol (2a) exhibited weak anti-complement activity with an IC(50) value of 730 microM, while quercetin (3a) and myricetin (4a) were inactive in this assay system. Among the compounds tested, 1,2,3,6-Tetragalloylglucose (6) showed the most potent anticomplement activity (IC(50), 34 microM).

Inhibition effects of the classical pathway complement of isolated compounds from Quercus glauca.[Pubmed: 21078772]


Four galloyl derivatives isolated from the leaves of Q. glauca, namely 6'-O-galloyl salidroside (1), methyl gallate (2), 1,2,3,6-Tetragalloylglucose (3), and 1,2,6-trigalloylglucose (4). 1, 2, 3 and 4 showed inhibitory activity against complement system with 50% inhibitory concentrations (IC(50)) values of 224 μM, 362.4 μM, 32.3 μM, and 138.3 μM. Among the compounds tested, 1,2,3,6-Tetragalloylglucose showed the most potent anticomplement activity (IC(50), 32.3 μM). This is the first report of the isolation and anticomplement activity from Q. glauca.

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