A2600-500mg | (-)-Epigallocatechin gallate (EGCG) [989-51-5] Clinisciences

Background

(-)-Epigallocatechin gallate (EGCG), the major catechin accounting for 59% of the total catechins in green tea, is a powerful antioxidant as well as an antiangiogenic and antitumor agent. EGCG has been studied for its role in the chemoprevention of a wild range of cancers, including liver, stomach, skin, lung, mammary gland and colon cancers. Study results show that EGCG is able to induce apoptosis, promote cell growth arrest and block carcinogenesis by affecting signal transduction pathways. Moreover, EGCG exhibits inhibition against a variety of viruses, including HCV, HIV-1, HBV, HSV-1, HSV-2, EBV, adenovirus, influenza virus and enterovirus, as well as several enzymes, including DNMTs, proteases and DHFR.

Reference

Singh BN, Shankar S, Srivastava RK. Green tea catechin, epigallocatechin-3-gallate (EGCG): mechanisms, perspectives and clinical applications. Biochem Pharmacol. 2011; 82(12):1807-1821.

Steinmann J, Buer J, Pietschmann T, Steinmann E. Anti-infective properties of epigallocatechin-3-gallate (EGCG), a component of green tea. Br J Pharmacol. 2013; 168(5):1059-1073

Chemical Properties

Physical Appearance	A solid
Storage	Store at -20°C
M.Wt	458.37
Cas No.	989-51-5
Formula	C₂₂H₁₈O₁₁
Synonyms	EGCG
Solubility	≥22.9 mg/mL in DMSO; ≥10.9 mg/mL in H2O with ultrasonic; ≥6.76 mg/mL in EtOH with ultrasonic
Chemical Name	[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SDF	Download SDF
Canonical SMILES	OC1=CC(O)=C(C[C@@H](OC(C2=CC(O)=C(O)C(O)=C2)=O)[C@@H](C3=CC(O)=C(O)C(O)=C3)O4)C4=C1
Shipping Condition	Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips	We do not recommend long-term storage for the solution, please use it up soon.

Protocol

Cell experiment [1]:
Cell lines	Human and rat neural progenitor cells (NPCs)
Preparation method	The solubility of this compound in DMSO is >10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.
Reaction Conditions	0, 1, 2, 5 and 10 μM; 24 or 48 hrs
Applications	(-)-Epigallocatechin Gallate (EGCG) altered human and rat NPC development in vitro. EGCG affected migration distance, migration pattern and nuclear density of NPCs growing as neurospheres. EGCG exerted these functional impairments by binding to the extracellular matrix (ECM) glycoprotein laminin, preventing its binding to β1-integrin subunits, thereby prohibiting cell adhesion and resulting in altered glia alignment and decreased number of migrating young neurons.
Animal experiment [2]:
Animal models	A rat model of partial bladder outlet obstruction (pBOO)-induced bladder injury
Dosage form	4.5 mg/kg/day; i.p.; 2 days or 30 days
Applications	EGCG attenuated bladder inflammation caused by pBOO at the 48th hr. At the 30th day, EGCG attenuated endoplasmic reticulum (ER) stress-related apoptosis. In addition, EGCG improved bladder compliance, contractile frequency and inflammation at the 30th day.
Other notes	Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.
References: [1]. Barenys M, Gassmann K, Baksmeier C, Heinz S, Reverte I, Schmuck M, Temme T, Bendt F, Zschauer TC, Rockel TD, Unfried K, W?tjen W, Sundaram SM, Heuer H, Colomina MT, Fritsche E. Epigallocatechin gallate (EGCG) inhibits adhesion and migration of neural progenitor cells in vitro. Arch Toxicol. 2016 Apr 26. [2]. Hsieh JT, Kuo KL, Liu SH, Shi CS, Chang HC, Lin WC, Chou CT, Hsu CH, Liao SM, Wang ZH, Li CC, Huang KH. Epigallocatechin Gallate Attenuates Partial Bladder Outlet Obstruction-induced Bladder Injury via Suppression of Endoplasmic Reticulum Stress-related Apoptosis-In Vivo Study. Urology. 2016 May;91:242.e1-9.

Biological Activity

Description	(-)-Epigallocatechin Gallate is the main catechin extraction of green tea.
Targets	PKC
IC50

Quality Control

Purity = 99.12%

Chemical structure

(-)-Epigallocatechin gallate (EGCG) [989-51-5]

Referentie A2600-500mg

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