(-)-Epigallocatechin Gallate

Alias: EGCG; Epigallocatechol Gallate
Cat No.:V1974 Purity: = 99.92%
Epigallocatechin Gallate (also known as EGCG; epigallocatechin-3-gallate)is a naturally occurring catechin extractied from green tea, which shows multiple bioactivity.
(-)-Epigallocatechin Gallate Chemical Structure CAS No.: 989-51-5
Product category: DNA Methyltransferase
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
1g
5g
10g
Other Sizes

Other Forms of (-)-Epigallocatechin Gallate:

  • Epigallocatechin (EGC)
  • (-)-Gallocatechol gallate
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Purity: = 99.92%

Product Description

(-)-Epigallocatechin Gallate (also known as EGCG; epigallocatechin-3-gallate) is a naturally occurring catechin extractied from green tea, which shows multiple bioactivity. (-)-Epigallocatechin gallate functions as a powerful antioxidant, preventing oxidative damage in healthy cells, but also as an antiangiogenic and antitumor agent and as a modulator of tumor cell response to chemotherapy. (-)-Epigallocatechin gallate shows multiple anticancer effects, such as anti-proliferation, anti-angiogenesis, transformation prevention of various cancer cells, cancer cell cycle arrest and inhibition of tumor metastasis.

Biological Activity I Assay Protocols (From Reference)
Targets
EGFR; HER2; HER3
ln Vitro
In a dose-dependent manner, (-)-Epigallocatechin Gallate (EGCG, 10-60 μM) suppresses the development of WRO and FB-2 cells [1]. (-)-Epigallocatechin Gallate (10–60 μM, 0–24 h) raises the expression of p21 and p53 and decreases the phosphorylation of cyclin D1, AKT, and ERK1/2 [1]. The effects of (10–60 μM, 12 hours)-Epigallocatechin Gallate on cell motility and migration are reported [1]. According to a biochemical experiment, (-)-Epigallocatechin Gallate (0 – 20 μM, or roughly 0 – 20 minutes) suppresses GLUD1/2 and IDH1 activities in a concentration- and time-dependent manner [2]. (-)- Epigallocatechin Gallate (0-35 μg/mL, 24-72 hours) promotes cell apoptosis, reduces G0/G1 phase cell proliferation, and suppresses the proliferation of colorectal cancer cells (LoVo, SW480, HT-29, and HCT-8 cells)[3]. In osteoblasts, LPS-induced COX-2 and mPGES-1 mRNA expression as well as prostaglandin E2 synthesis are inhibited by (-)-Epigallocatechin Gallate (30 μM, 3–24 h) [4].
ln Vivo
(-)- Epigallocatechin Gallate inhibits the growth of tumors when given intraperitoneally (5–20 mg/kg) once day for 14 days in an orthotopic transplantation paradigm [3]. (-)- The LPS-induced loss of bone mineral density (BMD) is inhibited and reduced when epigallocatechin gallate is injected into the lower gums of mice in an experimental periodontitis model at a single dose of 0.5 mg/mouse [3].
Cell Assay
Cell Proliferation Assay[1]
Cell Types: FB-2 and WRO cells (serum-starved for 48h)
Tested Concentrations: 10, 40, 60 μM.
Incubation Duration: 4 days
Experimental Results: Inhibited basal cell proliferation (40% in FB-2 and 35% in WRO) at 10 μM, inhibited cell number (by 68% to 73%) at 40 and 60 μM).

Western Blot Analysis[1]
Cell Types: FB-2 cells
Tested Concentrations: 10, 40, 60 μM.
Incubation Duration: 24 h
Experimental Results: decreased cyclin D1 level, phosphorylation of AKT and ERK1/2. Induced the expression of p21 and p53, and E-cadherin, N-cadherin, Vimentin and α5-integrin.

Cell Migration Assay [1]
Cell Types: FB-2 and WRO cells (serum-starved for 48h)
Tested Concentrations: 10, 40, 60 μM.
Incubation Duration: 12 h
Experimental Results: decreased migration activity in FB-2 and WRO cells.

RT-PCR[4]
Cell Types: Mouse primary osteoblasts (1 ng/ml LPS-treated)
Tested Concentrations: 30 μM
Incubation Duration: 3, 6, 12, 24 h
Experimental Results: Suppressed the LPS-induced expression of COX-2 and mPGES-1 mRNAs, prostaglandin E2 production.
Animal Protocol
Animal/Disease Models: Orthotopic transplant BALB/c nude mice model[3]
Doses: 5, 10, and 20 mg/kg, one time/day for 14 days.
Route of Administration: Intragastrical administration.
Experimental Results: Inhibited tumors growth with no liver or lung metastases.

Animal/Disease Models: Model of experimental periodontitis, LPS (25 μg/mouse)[4]
Doses: 0.5 mg/mouse, a single dose.
Route of Administration: Injected into the mouse lower gingiva
Experimental Results: Inhibited the LPS-induced loss of bone mineral density (BMD ) in mice.
References
[1]. De Amicis F, et al. Epigallocatechin gallate inhibits growth and Epithelial-to-Mesenchymal Transition in human thyroid carcinoma cell lines. J Cell Physiol. 2013 Apr 1.
[2]. Peeters TH, et al. Isocitrate dehydrogenase 1-mutated cancers are sensitive to the green tea polyphenol epigallocatechin-3-gallate. Cancer Metab. 2019 May 20;7:4.
[3]. Jin H, et al. Epigallocatechin gallate inhibits the proliferation of colorectal cancer cells by regulating Notch signaling. Onco Targets Ther. 2013;6:145-53.
[4]. Tsukasa Tominari; Epigallocatechin gallate (EGCG) suppresses lipopolysaccharide-induced inflammatory bone resorption, and protects against alveolar bone loss in mice. FEBS Open Bio. 2015 Jun 12;5:522-7.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H18O11
Molecular Weight
458.37
Exact Mass
458.084911
Elemental Analysis
C, 57.65; H, 3.96; O, 38.40
CAS #
989-51-5
Related CAS #
(-)-Epigallocatechin;970-74-1;(-)-Gallocatechin gallate;4233-96-9;(-)-Epigallocatechin Gallate (Standard);989-51-5;(+/-)-Epigallocatechin Gallate-13C3
Appearance
Off-white to pink solid powder
Source
polyphenol in green tea
LogP
1.2
tPSA
197A^2
SMILES
O1C2=C([H])C(=C([H])C(=C2C([H])([H])[C@]([H])([C@@]1([H])C1C([H])=C(C(=C(C=1[H])O[H])O[H])O[H])OC(C1C([H])=C(C(=C(C=1[H])O[H])O[H])O[H])=O)O[H])O[H]
InChi Key
WMBWREPUVVBILR-WIYYLYMNSA-N
InChi Code
InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1
Chemical Name
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate
Synonyms
EGCG; Epigallocatechol Gallate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:72 mg/mL (157.1 mM)
Water:23 mg/mL (50.2 mM)
Ethanol:83 mg/mL (181.1 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.54 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (4.54 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (4.54 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 9.09 mg/mL (19.83 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1816 mL 10.9082 mL 21.8164 mL
5 mM 0.4363 mL 2.1816 mL 4.3633 mL
10 mM 0.2182 mL 1.0908 mL 2.1816 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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