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MedKoo Cat#: 600133 | Name: Epigallocatechin gallate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Epigallocatechin gallate (EGCG), also known as epigallocatechin-3-gallate, is the ester of epigallocatechin and gallic acid, and is a type of catechin. EGCG is the most abundant catechin in tea and is a potent antioxidant that may have therapeutic applications in the treatment of many disorders (e.g. cancer). It is found mainly in white tea, green tea and, in smaller quantities, black tea; during black tea production, the catechins are mostly converted to theaflavins and thearubigins, and theabrownins. It is also found in various vegetables, nuts, as well as carob powder at 109 mg per 100g.

Chemical Structure

Epigallocatechin gallate
Epigallocatechin gallate
CAS#989-51-5 (gallate)

Theoretical Analysis

MedKoo Cat#: 600133

Name: Epigallocatechin gallate

CAS#: 989-51-5 (gallate)

Chemical Formula: C22H18O11

Exact Mass: 458.0849

Molecular Weight: 458.37

Elemental Analysis: C, 57.65; H, 3.96; O, 38.40

Price and Availability

Size Price Availability Quantity
1g USD 150.00 2 Weeks
2g USD 250.00 2 Weeks
5g USD 550.00 2 Weeks
10g USD 850.00 2 Weeks
25g USD 1,450.00 2 Weeks
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Related CAS #
970-74-1 989-51-5 (gallate)
Synonym
EGCG; (-)-Epigallocatechin gallate; Epigallocatechin gallate; Epigallocatechin 3-gallate; Epigallocatechin-3-gallate; Teavigo; (-)-Epigallocatechin-3-o-gallate;
IUPAC/Chemical Name
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate
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
SMILES Code
O=C(O[C@H]1[C@@H](C2=CC(O)=C(O)C(O)=C2)OC3=C(C(O)=CC(O)=C3)C1)C4=CC(O)=C(O)C(O)=C4
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO.
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
(-)-Epigallocatechin Gallate is reported to inhibit EGFR signaling and thereby exert anticancer effects. (-)-Epigallocatechin Gallate (EGCG) is a glutamate dehydrogenase 1/2 (GDH1/2, GLUD1/2) inhibitor. Epigallocatechin-3-gallate induces oxidative phosphorylation (OXPHOS) by activating cytochrome c oxidase.
In vitro activity:
Caffeine and EGCG significantly increased F-actin level by 46.5% and 92.7%, respectively (Fig. 2B). In addition to immunofluorescence staining, Western blotting demonstrated the increased level of β-actin in caffeine-treated and EGCG-treated ECs when compared with the control cells (Fig. 2C). In consistent, quantitative data revealed that β-actin level was significantly enhanced by 53.4% and 76.0% by caffeine and EGCG, respectively (Fig. 2D). Thus, EGCG had greater effects to induce actin crosslinking activity in the EA.hy926 cells. Reference: Biomed Pharmacother. 2021 Jun 24;141:111837. https://pubmed.ncbi.nlm.nih.gov/34175818/
In vivo activity:
Western blot analysis showed increased iNOS and COX-2 expressions in tissues from vehicle treated rats 24 h, and three and five days after surgery, as compared to sham animals. EGCG administration reduced both expressions at all timepoints (Figure 7A,B). Additionally, PGE2 levels were significantly increased 24 h, and three and five days after surgery and EGCG administration reduced its levels (Figure 7C). Reference: Int J Mol Sci. 2021 Jul; 22(13): 6879. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8268037/
Solvent mg/mL mM
Solubility
DMF 30.0 65.45
Ethanol 56.0 122.17
PBS (pH 7.2) 25.0 54.00
Water 38.9 84.78
DMSO 48.2 105.18
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 458.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Gallemit PEM, Yoodee S, Malaitad T, Thongboonkerd V. Epigallocatechin-3-gallate plays more predominant roles than caffeine for inducing actin-crosslinking, ubiquitin/proteasome activity and glycolysis, and suppressing angiogenesis features of human endothelial cells. Biomed Pharmacother. 2021 Jun 24;141:111837. doi: 10.1016/j.biopha.2021.111837. Epub ahead of print. PMID: 34175818. 2. Panji M, Behmard V, Zare Z, Malekpour M, Nejadbiglari H, Yavari S, Nayerpour Dizaj T, Safaeian A, Maleki N, Abbasi M, Abazari O, Shabanzadeh M, Khanicheragh P. Suppressing effects of green tea extract and Epigallocatechin-3-gallate (EGCG) on TGF-β- induced Epithelial-to-mesenchymal transition via ROS/Smad signaling in human cervical cancer cells. Gene. 2021 Aug 20;794:145774. doi: 10.1016/j.gene.2021.145774. Epub 2021 Jun 11. PMID: 34126197. 3. Siracusa R, Monaco F, D'Amico R, Genovese T, Cordaro M, Interdonato L, Gugliandolo E, Peritore AF, Crupi R, Cuzzocrea S, Impellizzeri D, Fusco R, Di Paola R. Epigallocatechin-3-Gallate Modulates Postoperative Pain by Regulating Biochemical and Molecular Pathways. Int J Mol Sci. 2021 Jun 26;22(13):6879. doi: 10.3390/ijms22136879. PMID: 34206850; PMCID: PMC8268037. 4. Zhang SL, Chen ZH, Lin DT, Yan Q, Gao F, Lin H. Epigallocatechin gallate regulates inflammatory responses and new bone formation through Wnt/β-Catenin/COX-2 pathway in spondyloarthritis. Int Immunopharmacol. 2021 Jun 18;98:107869. doi: 10.1016/j.intimp.2021.107869. Epub ahead of print. PMID: 34153673.
In vitro protocol:
1. Gallemit PEM, Yoodee S, Malaitad T, Thongboonkerd V. Epigallocatechin-3-gallate plays more predominant roles than caffeine for inducing actin-crosslinking, ubiquitin/proteasome activity and glycolysis, and suppressing angiogenesis features of human endothelial cells. Biomed Pharmacother. 2021 Jun 24;141:111837. doi: 10.1016/j.biopha.2021.111837. Epub ahead of print. PMID: 34175818. 2. Panji M, Behmard V, Zare Z, Malekpour M, Nejadbiglari H, Yavari S, Nayerpour Dizaj T, Safaeian A, Maleki N, Abbasi M, Abazari O, Shabanzadeh M, Khanicheragh P. Suppressing effects of green tea extract and Epigallocatechin-3-gallate (EGCG) on TGF-β- induced Epithelial-to-mesenchymal transition via ROS/Smad signaling in human cervical cancer cells. Gene. 2021 Aug 20;794:145774. doi: 10.1016/j.gene.2021.145774. Epub 2021 Jun 11. PMID: 34126197.
In vivo protocol:
1. Siracusa R, Monaco F, D'Amico R, Genovese T, Cordaro M, Interdonato L, Gugliandolo E, Peritore AF, Crupi R, Cuzzocrea S, Impellizzeri D, Fusco R, Di Paola R. Epigallocatechin-3-Gallate Modulates Postoperative Pain by Regulating Biochemical and Molecular Pathways. Int J Mol Sci. 2021 Jun 26;22(13):6879. doi: 10.3390/ijms22136879. PMID: 34206850; PMCID: PMC8268037. 2. Zhang SL, Chen ZH, Lin DT, Yan Q, Gao F, Lin H. Epigallocatechin gallate regulates inflammatory responses and new bone formation through Wnt/β-Catenin/COX-2 pathway in spondyloarthritis. Int Immunopharmacol. 2021 Jun 18;98:107869. doi: 10.1016/j.intimp.2021.107869. Epub ahead of print. PMID: 34153673.
1: Donejko M, Niczyporuk M, Galicka E, Przylipiak A. [Anti-cancer properties epigallocatechin-gallate contained in green tea]. Postepy Hig Med Dosw (Online).  2013 Jan 16;67:26-34. Review. Polish. PubMed PMID: 23475480.