(-)-Epigallocatechin-3-(3''-O-methyl) gallateCAS# 83104-87-4 |
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| Cas No. | 83104-87-4 | SDF | Download SDF |
| PubChem ID | 9804842 | Appearance | Powder |
| Formula | C23H20O11 | M.Wt | 472.4 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4-dihydroxy-5-methoxybenzoate | ||
| SMILES | COC1=CC(=CC(=C1O)O)C(=O)OC2CC3=C(C=C(C=C3OC2C4=CC(=C(C(=C4)O)O)O)O)O | ||
| Standard InChIKey | WVRDOLPMKOCJRJ-DENIHFKCSA-N | ||
| Standard InChI | InChI=1S/C23H20O11/c1-32-18-5-10(4-16(28)21(18)30)23(31)34-19-8-12-13(25)6-11(24)7-17(12)33-22(19)9-2-14(26)20(29)15(27)3-9/h2-7,19,22,24-30H,8H2,1H3/t19-,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. |
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| 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. |
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| 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. | ||
| Description | (-)-Epigallocatechin-3-(3''-O-methyl)gallate shows antioxidative, cytotoxic, antiallergic, and anti-inflammatory activities, it can negatively regulate basophil activation through the suppression of FcepsilonRI expression. Epigallocatechin-3-(3''-O-methyl)gallate has the function for cold preservation of primary rat hepatocytes. |
| Targets | Immunology & Inflammation related |
| In vitro | Antioxidative activity of (-)-epigallocatechin-3-(3''-O-methyl)gallate isolated from fresh tea leaf and preliminary results on its biological activity.[Pubmed: 11129598 ]Agr. Biol. Chem., 2000, 64(10):2218-20.Antioxidative activity of (-)-Epigallocatechin-3-(3''-O-methyl) gallate (catechine) was examined. Antiallergic tea catechin, (-)-epigallocatechin-3-O-(3-O-methyl)-gallate, suppresses FcepsilonRI expression in human basophilic KU812 cells.[Pubmed: 12236706]J. Agr. Food Chem., 2002, 50(20):5729-34.We previously found that the O-methylated derivative of (-)-Epigallocatechin-3-O-gallate (EGCg),
(-)-epigallocatechin-3-O-(3-O-methyl)-gallate (EGCG' '3Me), has potent antiallergic activity. |
(-)-Epigallocatechin-3-(3''-O-methyl) gallate Dilution Calculator
(-)-Epigallocatechin-3-(3''-O-methyl) gallate Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.1169 mL | 10.5843 mL | 21.1685 mL | 42.337 mL | 52.9213 mL |
| 5 mM | 0.4234 mL | 2.1169 mL | 4.2337 mL | 8.4674 mL | 10.5843 mL |
| 10 mM | 0.2117 mL | 1.0584 mL | 2.1169 mL | 4.2337 mL | 5.2921 mL |
| 50 mM | 0.0423 mL | 0.2117 mL | 0.4234 mL | 0.8467 mL | 1.0584 mL |
| 100 mM | 0.0212 mL | 0.1058 mL | 0.2117 mL | 0.4234 mL | 0.5292 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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Antioxidative activity of (-)-epigallocatechin-3-(3''-O-methyl)gallate isolated from fresh tea leaf and preliminary results on its biological activity.[Pubmed:11129598]
Biosci Biotechnol Biochem. 2000 Oct;64(10):2218-20.
Antioxidative activity of (-)-epigallocatechin-3-(3''-O-methyl)gallate (catechin e) was examined. Catechin e showed a strong antioxidative activity. A preliminary test using rat cancer cells suggests that catechin e also has a strong cytotoxic activity. Among tested catechins, only catechin e has strong activity for both.
Antiallergic tea catechin, (-)-epigallocatechin-3-O-(3-O-methyl)-gallate, suppresses FcepsilonRI expression in human basophilic KU812 cells.[Pubmed:12236706]
J Agric Food Chem. 2002 Sep 25;50(20):5729-34.
We previously found that the O-methylated derivative of (-)-epigallocatechin-3-O-gallate (EGCg), (-)-epigallocatechin-3-O-(3-O-methyl)-gallate (EGCG' '3Me), has potent antiallergic activity. The high-affinity IgE receptor, FcepsilonRI, is found at high levels on basophils and mast cells and plays a key role in a series of acute and chronic human allergic reactions. To understand the mechanism of action for the antiallergic EGCG' '3Me, the effect of EGCG' '3Me on the cell surface expression of FcepsilonRI in human basophilic KU812 cells was examined. Flow cytometric analysis showed that EGCG' '3Me was able to decrease the cell surface expression of FcepsilonRI. Moreover, immunoblot analysis revealed that total cellular expression of the FcepsilonRI alpha chain decreased upon treatment with EGCG' '3Me. FcepsilonRI is a tetrameric structure comprising one alpha chain, one beta chain, and two gamma chains. The level of mRNA production of each subunit in KU812 cells was investigated. EGCG' '3Me reduced FcepsilonRI alpha and gamma mRNA levels. The cross-linkage of FcepsilonRI causes the activation of basophils, which leads to the secretion of inflammatory mediators including histamine. EGCG' '3Me treatment inhibited the FcepsilonRI cross-linking-induced histamine release. These results suggested that EGCG' '3Me can negatively regulate basophil activation through the suppression of FcepsilonRI expression.
