(-)-Epigallocatechin gallate (EGCG)
(-)-Epigallocatechin gallate (EGCG; CAS 989-51-5) is a major catechin component derived from green tea, comprising approximately 59% of total catechins. EGCG exhibits antioxidant, antiangiogenic, antitumor, and antiviral properties by modulating cellular signaling pathways involved in apoptosis induction, cell cycle arrest, and tumorigenesis inhibition. It suppresses viral replication in pathogens including HCV, HIV-1, HBV, HSV-1/2, EBV, adenovirus, influenza virus, and enterovirus, and inhibits enzyme targets such as DNA methyltransferases (DNMTs), proteases, and DHFR. EGCG is utilized widely in biomedical research examining chemoprevention mechanisms and therapeutic potential in cancers such as hepatic, gastric, dermal, pulmonary, breast, and colorectal malignancies.
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
- 1. Riley Grosso, Vy Nguyen, et al. "Novel Epigallocatechin Gallate (EGCG) Analogs with Improved Biochemical Properties for Targeting Extracellular and Intracellular Staphylococcus aureus." Appl. Microbiol. 2024, 4(4), 1568-1581
- 2. Priya Kushram, Ujjayan Majumdar, et al. "Hydroxyapatite coated titanium with curcumin and epigallocatechin gallate for orthopedic and dental applications." Biomater Adv. 2023 Dec:155:213667. PMID: 37979438
- 3. Yongdeok Jo, Naboneeta Sarkar, et al. "In vitro biological evaluation of epigallocatechin gallate (EGCG) release from three-dimensional printed (3DP) calcium phosphate bone scaffolds." J Mater Chem B. 2023 Jun 21;11(24):5503-5513. PMID: 36637404
| 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. |
| Cell experiment [1]: | |
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Cell lines |
Human and rat neural progenitor cells (NPCs) |
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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. |
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Reaction Conditions |
0, 1, 2, 5 and 10 μM; 24 or 48 hrs |
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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]: | |
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Animal models |
A rat model of partial bladder outlet obstruction (pBOO)-induced bladder injury |
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Dosage form |
4.5 mg/kg/day; i.p.; 2 days or 30 days |
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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. |
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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. |
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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. | |
| Description | (-)-Epigallocatechin Gallate is the main catechin extraction of green tea. | |||||
| Targets | PKC | |||||
| IC50 | ||||||
Quality Control & MSDS
- View current batch:
Chemical structure
