(-)-Epigallocatechin gallate

  • CAT Number: I005735
  • CAS Number: 989-51-5
  • Molecular Formula: C22H18O11
  • Molecular Weight: 458.37
  • Purity: ≥95%
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(-)-Epigallocatechin gallate (Cat No.:I005735) is a naturally occurring polyphenol found abundantly in green tea. It is known for its diverse pharmacological activities and has been extensively studied for its potential health benefits. EGCG exhibits antioxidant, anti-inflammatory, antimicrobial, and anticancer properties. It has been shown to scavenge free radicals, protect against oxidative stress, and reduce inflammation. EGCG also has antimicrobial activity against various bacteria and viruses. In addition, it has been investigated for its potential in cancer prevention and treatment due to its ability to inhibit tumor cell proliferation, induce apoptosis, and inhibit angiogenesis.


Catalog Number I005735
CAS Number 989-51-5
Synonyms

[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Molecular Formula C22H18O11
Purity ≥95%
Target PKC
Solubility H2O: 33.3-100 mg/mL
Storage 3 years -20C powder
IUPAC Name [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
InChI 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
InChIKey WMBWREPUVVBILR-WIYYLYMNSA-N
SMILES C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
Reference

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1:Comparison of the impact of epigallocatechin gallate and ellagic acid in an experimental cataract model induced by sodium selenite. Ergen I, Turgut B, Ilhan N.Int J Ophthalmol. 2017 Apr 18;10(4):499-506. doi: 10.18240/ijo.2017.04.01. eCollection 2017. PMID: 28503419 Free PMC Article<br />
2:Epigallocatechin gallate has pleiotropic effects on transmembrane signaling by altering the embedding of transmembrane domains. Ye F, Yang C, Kim J, MacNevin CJ, Hahn KM, Park D, Ginsberg MH, Kim C.J Biol Chem. 2017 May 9. pii: jbc.C117.787309. doi: 10.1074/jbc.C117.787309. [Epub ahead of print] PMID: 28487468 Free Article<br />
3:Epigallocatechin gallate inhibits the growth of salivary adenoid cystic carcinoma cells via the EGFR/Erk signal transduction pathway and the mitochondria apoptosis pathway. Weng LX, Wang GH, Yao H, Yu MF, Lin J.Neoplasma. 2017 May 9;64. doi: 10.4149/neo_2017_410. [Epub ahead of print] PMID: 28485162<br />
4:Study on the pharmacokinetics of deoxyschizandrin and schizandrin in combination with epigallocatechin gallate, a component of green tea, in rats. Liu Y, Zhang D, Wang Y, Zhang W, Liu X.Xenobiotica. 2017 May 4:1-40. doi: 10.1080/00498254.2017.1326187. [Epub ahead of print] PMID: 28471331<br />
5:Mechanism of Anti-rotavirus Synergistic Activity by Epigallocatechin Gallate and a Proanthocyanidin-Containing Nutraceutical. Lipson SM, Karalis G, Karthikeyan L, Ozen FS, Gordon RE, Ponnala S, Bao J, Samarrai W, Wolfe E.Food Environ Virol. 2017 May 2. doi: 10.1007/s12560-017-9299-z. [Epub ahead of print] PMID: 28466464<br />
6:Probing the inhibitory activity of epigallocatechin-gallate on toxic aggregates of mutant (L84F) SOD1 protein through geometry based sampling and steered molecular dynamics. Srinivasan E, Rajasekaran R.J Mol Graph Model. 2017 Apr 20;74:288-295. doi: 10.1016/j.jmgm.2017.04.019. [Epub ahead of print] PMID: 28458007<br />
7:Epigallocatechin gallate upregulates NRF2 to prevent diabetic nephropathy via disabling KEAP1. Sun W, Liu X, Zhang H, Song Y, Li T, Liu X, Liu Y, Guo L, Wang F, Yang T, Guo W, Wu J, Jin H, Wu H.Free Radic Biol Med. 2017 Apr 27;108:840-857. doi: 10.1016/j.freeradbiomed.2017.04.365. [Epub ahead of print] PMID: 28457936<br />
8:Encapsulation of epigallocatechin gallate in zein/chitosan nanoparticles for controlled applications in food systems. Liang J, Yan H, Wang X, Zhou Y, Gao X, Puligundla P, Wan X.Food Chem. 2017 Sep 15;231:19-24. doi: 10.1016/j.foodchem.2017.02.106. Epub 2017 Feb 22. PMID: 28449996<br />
9:(-)-Epigallocatechin Gallate Targets Notch to Attenuate the Inflammatory Response in the Immediate Early Stage in Human Macrophages. Wang T, Xiang Z, Wang Y, Li X, Fang C, Song S, Li C, Yu H, Wang H, Yan L, Hao S, Wang X, Sheng J.Front Immunol. 2017 Apr 10;8:433. doi: 10.3389/fimmu.2017.00433. eCollection 2017. PMID: 28443100 Free PMC Article<br />
10:Epigallocatechin gallate protects BEAS-2B cells from lipopolysaccharide-induced apoptosis through upregulation of gastrin-releasing peptide. Divya P, Puthusseri B, Manual DJK, Savanur MA.Mol Cell Biochem. 2017 Apr 21. doi: 10.1007/s11010-017-3040-y. [Epub ahead of print] PMID: 28432554

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