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AdipoGen Life Sciences
(-)-Epigallocatechin gallate
40
CHF
CHF 40.00
In stock
AG-CN2-0063-M02525 mgCHF 40.00
AG-CN2-0063-M100100 mgCHF 90.00
Product Details | |
---|---|
Synonyms | Epigallocatechin-3-gallate; EGCG; CCRIS 3729; Teavigo; NVP-XAA 723 |
Product Type | Chemical |
Properties | |
Formula |
C22H18O11 |
MW | 458.4 |
Merck Index | 14: 3526 |
CAS | 989-51-5 |
RTECS | KB5200000 |
Source/Host Chemicals | Isolated from green tea. |
Purity Chemicals | ≥98% (HPLC) |
Appearance | Off-white to white powder. |
Solubility | Soluble in DMSO, ethanol, dimethylformamide and water. |
Identity | Determined by 1H-NMR and MS. |
InChi Key | WMBWREPUVVBILR-WIYYLYMNSA-N |
Smiles | [H][C@]1(CC2=C(O[C@]1([H])C1=CC(O)=C(O)C(O)=C1)C=C(O)C=C2O)OC(=O)C1=CC(O)=C(O)C(O)=C1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice |
Keep cool and dry. Keep under inert gas. Protect from light. |
Use/Stability |
Stable for at least 2 years after receipt when stored at -20°C. After reconstitution, prepare aliquots and store at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Potent anticancer compound.
- Anti-angiogenic. VEGF, VE-cadherin phosphorylation, matrix metalloproteinase and urokinase-plasminogen activator (uPA) inhibitor.
- Anti-inflammatory. NF-κB inhibitor. Modulates chronic inflammatory diseases, such as type 2 diabetes, rheumatoid arthritis, inflammatory bowel disease.
- COX-2 and inducible nitric oxide synthase (iNOS; NOS II) inhibitor.
- Potent antioxidant. Protects cells from lipid peroxidation and DNA damage induced by reactive free radicals.
- Regulates cancer cell growth, proliferation, transformation, survival, angiogenesis, apoptosis, invasion and metastasis.
- Chemopreventive. Apoptosis inducer. Promotes cell cycle arrest.
- Modulates signal transduction pathways including JAK/STAT, MAPK, PI3K/AKT, Wnt and Notch.
- EGFR and HER-2 receptor signaling inhibitor.
- MAPKs and activator protein-1 inhibitor.
- Potent DYRK1A inhibitor (IC50=330nM).
- mTOR suppressor.
- IGF-I signaling inhibitor.
- Proteasome inhibitor.
- Telomerase and DNA methyltransferase inhibitor.
- Selective and noncompetitive HAT inhibitor.
- Topoisomerase I and II inhibitor.
- Hedgehog signaling (Hh) modulator. PTCH and Gli1 inhibitor.
- Wnt signaling inhibitor.
- Neuroprotective. Activates HO-1 by the ARE/Nrf2 pathway, protecting neurons against oxidative damage.
- STAT-1 inhibitor.
- Shows preventive cardiovascular and metabolic (obesity, insulin resistance, hypertension and hypercholesterolemia) effects.
- Inhibits extracellular signal-related kinases (ERK), activates AMP-activated protein kinase (AMPK), modulates adipocyte marker proteins and down-regulates lipogenic enzymes as well as other potential targets.
- Fatty acid synthase (FAS) inhibitor.
- Autophagy stimulator.
Product References
- Molecular mechanisms underlying chemopreventive activities of anti-inflammatory phytochemicals: down-regulation of COX-2 and iNOS through suppression of NF-kappa B activation: Y.J. Surh, et al.; Mutat. Res. 480-481, 243 (2001) (Review)
- The specificities of protein kinase inhibitors : an update: J. Bain, et al.; Biochem. J. 371, 199 (2003)
- Targeting multiple signaling pathways by green tea polyphenol (-)-epigallocatechin-3-gallate: N. Khan, et al.; Cancer Res. 66, 2500 (2006) (Review)
- Inhibition of fatty acid synthase by polyphenols: W.X. Tian; Curr. Med. Chem. 13, 967 (2006) (Review)
- Green tea polyphenols as a natural tumour cell proteasome inhibitor: Q.P. Dou, et al.; Inflammopharmacology 16, 208 (2008) (Review)
- Chemoprevention with phytochemicals targeting inducible nitric oxide synthase: A. Murakami; Forum Nutr. 61, 193 (2009) (Review)
- Molecular basis for cancer chemoprevention by green tea polyphenol EGCG: H. Tachibana; Forum Nutr. 61, 156 (2009) (Review)
- Apoptosis by dietary agents for prevention and treatment of prostate cancer: N. Khan, et al.; Endocr. Relat. Cancer 17, R39 (2010) (Review)
- Targeting polyamines and biogenic amines by green tea epigallocatechin-3-gallate: E. Melgarejo, et al.; Amino Acids 38, 519 (2010) (Review)
- Green tea polyphenol epigallocatechin-3-gallate: inflammation and arthritis: R. Singh, et al.; Life Sci. 86, 907 (2010) (Review)
- Regulation of survival, proliferation, invasion, angiogenesis, and metastasis of tumor cells through modulation of inflammatory pathways by nutraceuticals: S.C. Gupta, et al.; Cancer Metastasis Rev. 29, 405 (2010) (Review)
- Updates of mTOR inhibitors: H. Zhou, et al.; Anticancer Agents Med. Chem. 10, 571 (2010) (Review)
- The role of nutraceuticals in the regulation of Wnt and Hedgehog signaling in cancer: F.H. Sarkar, et al.; Cancer Metastasis Rev. 29, 383 (2010) (Review)
- Use of STAT1 inhibitors in the treatment of brain I/R injury and neurodegenerative diseases: F.H. Ebner, et al.; Cent. Nerv. Syst. Agents Med. Chem. 11, 2 (2011) (Review)
- Weight control and prevention of metabolic syndrome by green tea: S. Sae-tan, et al.; Pharmacol. Res. 64, 146 (2011) (Review)
- Targeting cell signaling and apoptotic pathways by dietary agents: role in the prevention and treatment of cancer: M.K. Shanmugam, et al.; Nutr. Cancer 63, 161 (2011) (Review)
- Implications of cancer stem cell theory for cancer chemoprevention by natural dietary compounds: Y. Li, et al.; J. Nutr. Biochem. 22, 799 (2011) (Review)
- Modulation of Nrf2/ARE pathway by food polyphenols: a nutritional neuroprotective strategy for cognitive and neurodegenerative disorders: G. Scapagnini, et al.; Mol. Neurobiol. 44, 192 (2011) (Review)
- Nutritional approaches to modulate oxidative stress in Alzheimer's disease: C.B. Pocernich, et al.; Curr. Alzheimer Res. 8, 452 (2011) (Review)
- Possible involvement of programmed cell death pathways in the neuroprotective action of polyphenols: S. Bastianetto, et al.; Curr. Alzheimer Res. 8, 445 (2011) (Review)
- Green tea catechin, epigallocatechin-3-gallate (EGCG): mechanisms, perspectives and clinical applications: B.N. Singh, et al.; Biochem. Pharmacol. 82, 1807 (2011) (Review)
- Epigenetic diet: impact on the epigenome and cancer: T.M. Hardy & T.O. Tollefsbol; Epigenomics 3, 503 (2011) (Review)
- Green tea EGCG, T cells, and T cell-mediated autoimmune diseases: D. Wu, et al.; Mol. Aspects Med 33, 107 (2012) (Review)
- Epigallocatechin-3-gallate, a DYRK1A inhibitor, rescues cognitive deficits in Down syndrome mouse models and in humans: R. De la Torre, et al.; Mol. Nutr. Food Res. 58, 278 (2014)
- Comparative Efficacy and Selectivity of Pharmacological Inhibitors of DYRK and CLK Protein Kinases: M.F. Lindberg, et al.; J. Med. Chem. ahead of print (2023)