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3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

CAS# 109206-94-2

3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

2D Structure

Catalog No. BCN7272----Order now to get a substantial discount!

Product Name & Size Price Stock
3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside: 5mg $886 In Stock
3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside: 10mg Please Inquire In Stock
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3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside: 1000mg Please Inquire Please Inquire
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Quality Control of 3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

Quality Control & MSDS

3D structure

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3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

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Chemical Properties of 3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

Cas No. 109206-94-2 SDF Download SDF
PubChem ID 10323625 Appearance Powder
Formula C22H26O13 M.Wt 498.43
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3,4,5-trimethoxyphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES COC1=CC(=CC(=C1OC)OC)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
Standard InChIKey KIFTYWBRCWVSAV-DRASZATQSA-N
Standard InChI InChI=1S/C22H26O13/c1-30-13-6-10(7-14(31-2)20(13)32-3)34-22-19(28)18(27)17(26)15(35-22)8-33-21(29)9-4-11(23)16(25)12(24)5-9/h4-7,15,17-19,22-28H,8H2,1-3H3/t15-,17-,18+,19-,22-/m1/s1
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.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

The leaves and latexes of Excoecaria agallocha L.

Biological Activity of 3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

Description3,4,5-Trimethoxyphenyl-(6'-O-galloyl)-O-beta-D-glucopyranoside shows in vitro antiplasmodial activity.
TargetsAntifection
In vitro

In Vitro Antiplasmodial Activity of Extracts of Tristaniopsis Species and Identification of the Active Constituents: Ellagic Acid and 3,4,5-Trimethoxyphenyl-(6‘- O -galloyl)- O -β- d -glucopyranoside.[Reference: WebLink]

Journal of Natural Products, 2001, 64(5):603.


METHODS AND RESULTS:
Screening of plants from New Caledonia for antiplasmodial activity against Plasmodium falciparum revealed that methanolic extracts of the leaves and bark of Tristaniopsis calobuxus, T. yateensis, and T.glauca inhibited the growth of chloroquine-sensitive and -resistant clones. Ellagic acid and the new compound 3,4,5-trimethoxyphenyl-(6'-O-galloyl)-O-beta-D-glucopyranoside were identified as the active constituents (IC50 0.5 and 3.2 microM, respectively). The growth inhibition of both clones was comparable.
CONCLUSIONS:
The compounds showed negligible or very low cytotoxicity to human skin fibroblasts and Hep G2 cells when tested at concentrations ranging from 0.5 to 100 microM.

Protocol of 3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

Structure Identification
Yao Xue Xue Bao, 2011, 46(8):946-950.

Phenolic acid derivatives from Bauhinia glauca subsp. pernervosa.[Pubmed: 22007520]


METHODS AND RESULTS:
To study the chemical constituents of Bauhinia glauca subsp. pernervosa, eleven phenolic acids were isolated from a 95% ethanol extract by using a combination of various chromatographic techniques including column chromatography over silica gel, ODS, MCI, Sephadex LH-20, and semi-preparative HPLC. By spectroscopic techniques including 1H NMR, 13C NMR, 2D NMR, and HR-ESI-MS, these compounds were identified as isopropyl O-beta-(6'-O-galloyl)-glucopyranoside (1), ethyl O-beta-(6'-O-galloyl)-glucopyranoside (2), 3, 4, 5-trimethoxyphenyl-(6'-O-galloyl)-O-beta-D-glucopyranoside (3), 3, 4, 5-trimethoxyphenyl-beta-D-glucopyranoside (4), gallic acid (5), methyl gallate (6), ethyl gallate (7), protocatechuic acid (8), 3, 5-dimethoxy-4-hydroxybenzoic acid (9), erigeside C (10) and glucosyringic acid (11). Among them, compound 1 is a new polyhydroxyl compound; compounds 2, 10, and 11 were isolated from the genus Bauhinia for the first time, and the other compounds were isolated from the plant for the first time.
CONCLUSIONS:
Compounds 6 and 8 showed significant protein tyrosine phosphatase1B (PTP1B) inhibitory activity in vitro with the IC50 values of 72.3 and 54.1 micromol x L(-1), respectively.

3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside Dilution Calculator

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3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside Molarity Calculator

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Preparing Stock Solutions of 3,4,5-Trimethoxyphenyl-(6-O-galloyl)-O-beta-D-glucopyranoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0063 mL 10.0315 mL 20.063 mL 40.126 mL 50.1575 mL
5 mM 0.4013 mL 2.0063 mL 4.0126 mL 8.0252 mL 10.0315 mL
10 mM 0.2006 mL 1.0031 mL 2.0063 mL 4.0126 mL 5.0157 mL
50 mM 0.0401 mL 0.2006 mL 0.4013 mL 0.8025 mL 1.0031 mL
100 mM 0.0201 mL 0.1003 mL 0.2006 mL 0.4013 mL 0.5016 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.

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