Available from stock

(-)-Epigallocatechin gallate

SKU: E0128

Category: Lipids, Fatty Acids

Synonyms: (-)-cis-3,3',4',5,5',7-Hexahydroxy-flavane-3-gallate , Epigallocatechin-3-gallate , EGCG , CCRIS 3729 , Teavigo , NVP-XAA 723; 989-51-5
CAS-Number: C₂₂H₁₈O₁₁
Molecular Formula: 458.37
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: ethanol (10 mg/ml), DMF (20 mg/ml), DMSO (20 mg/ml), water (10 mg/ml)
Melting Point: 218 °C

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Transportation: Not dangerous goods

Description: (-)-Epigallocatechin gallate (EGCG), an antioxidant and anti-inflammatory polyphenol flavonoid exerts antitumor properties by inhibiting telomerase and DNA methyltransferase activity. EGCG inhibits the expression of matrix metalloproteinase-2 (MMP-2), MMP-9 and reduces the invasiveness. EGCG blocks the activation of epidermal growth factor (EGF) receptors and human epidermal growth factor receptor-2 (HER-2). Regulates cancer cell growth, proliferation, transformation, survival, angiogenesis, apoptosis, invasion and metastasis. EGCG increases bone mineral density and reduces bone resorption. EGCG inhibits osteoclastogenesis by inhibiting receptor activator of nuclear factor ?-B ligand (RANKL) induced nuclear factor ? B (NF-?B) transcriptional activity. EGCG has neuroprotective and anti-aging property and increases myogenic differentiation. EGCG inhibits fatty acid synthase and glutamate dehydrogenase activity. EGCG has preventive cardiovascular and metabolic (obesity, insulin resistance, hypertension and hypercholesterolemia) effects and in vivo, EGCG reduces food intake and body weight, serum levels of insulin, leptin, testosterone and growth hormone.
Smiles: OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(C4=CC(O)=C(O)C(O)=C4)=O)=CC(O)=C1O
InChi Key: WMBWREPUVVBILR-WIYYLYMNSA-N
References: (1) Y.J. Surh, et al., Mutat. Res. 480-481, 243 (2001) (Review) , (2) J. Bain, et al., Biochem. J. 371, 199 (2003) , (3) N. Khan, et al., Cancer Res. 66, 2500 (2006) (Review) , (4) W.X. Tian, Curr. Med. Chem. 13, 967 (2006) (Review) , (5) A. Murakami, Forum Nutr. 61, 193 (2009) (Review) , (6) H. Tachibana, Forum Nutr. 61, 156 (2009) (Review) , (7) S.C. Gupta, et al., Cancer Metastasis Rev. 29, 405 (2010) (Review) , (8) H. Zhou, et al., Anticancer Agents Med. Chem. 10, 571 (2010) (Review) , (9) F.H. Sarkar, et al., Cancer Metastasis Rev. 29, 383 (2010) (Review) , (10) S. Sae-tan, et al., Pharmacol. Res. 64, 146 (2011) (Review) , (11) M.K. Shanmugam, et al., Nutr. Cancer 63, 161 (2011) (Review) , (12) G. Scapagnini, et al., Mol. Neurobiol. 44, 192 (2011) (Review) , (13) C.B. Pocernich, et al., Curr. Alzheimer Res. 8, 452 (2011) (Review) , (14) D. Wu, et al., Mol. Aspects Med 33, 107 (2012) (Review)
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

(-)-Epigallocatechin gallate (EGCG), an antioxidant and anti-inflammatory polyphenol flavonoid exerts antitumor properties by inhibiting telomerase and DNA methyltransferase activity. EGCG inhibits the expression of matrix metalloproteinase-2 (MMP-2), MMP-9 and reduces the invasiveness. EGCG blocks the activation of epidermal growth factor (EGF) receptors and human epidermal growth factor receptor-2 (HER-2). Regulates cancer cell growth, proliferation, transformation, survival, angiogenesis, apoptosis, invasion and metastasis. EGCG increases bone mineral density and reduces bone resorption. EGCG inhibits osteoclastogenesis by inhibiting receptor activator of nuclear factor ?-B ligand (RANKL) induced nuclear factor ? B (NF-?B) transcriptional activity. EGCG has neuroprotective and anti-aging property and increases myogenic differentiation. EGCG inhibits fatty acid synthase and glutamate dehydrogenase activity. EGCG has preventive cardiovascular and metabolic (obesity, insulin resistance, hypertension and hypercholesterolemia) effects and in vivo, EGCG reduces food intake and body weight, serum levels of insulin, leptin, testosterone and growth hormone.

SKU: E0128 Category: Lipids, Fatty Acids

Additional information

Additional information

Synonyms	(-)-cis-3,3',4',5,5',7-Hexahydroxy-flavane-3-gallate, Epigallocatechin-3-gallate, EGCG, CCRIS 3729, Teavigo, NVP-XAA 723
Purity	≥98% (HPLC)
Appearance	White to off-white powder
CAS-Number	989-51-5
Molecular Formula	C22H18O11
Molecular Weight	458.37
Identity	1H-NMR
Solvents	ethanol (10 mg/ml), DMF (20 mg/ml), DMSO (20 mg/ml), water (10 mg/ml)
Melting Point	218 °C
Smiles	OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(C4=CC(O)=C(O)C(O)=C4)=O)=CC(O)=C1O
InChi Key	WMBWREPUVVBILR-WIYYLYMNSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	(1) Y.J. Surh, et al., Mutat. Res. 480-481, 243 (2001) (Review), (2) J. Bain, et al., Biochem. J. 371, 199 (2003), (3) N. Khan, et al., Cancer Res. 66, 2500 (2006) (Review), (4) W.X. Tian, Curr. Med. Chem. 13, 967 (2006) (Review), (5) A. Murakami, Forum Nutr. 61, 193 (2009) (Review), (6) H. Tachibana, Forum Nutr. 61, 156 (2009) (Review), (7) S.C. Gupta, et al., Cancer Metastasis Rev. 29, 405 (2010) (Review), (8) H. Zhou, et al., Anticancer Agents Med. Chem. 10, 571 (2010) (Review), (9) F.H. Sarkar, et al., Cancer Metastasis Rev. 29, 383 (2010) (Review), (10) S. Sae-tan, et al., Pharmacol. Res. 64, 146 (2011) (Review), (11) M.K. Shanmugam, et al., Nutr. Cancer 63, 161 (2011) (Review), (12) G. Scapagnini, et al., Mol. Neurobiol. 44, 192 (2011) (Review), (13) C.B. Pocernich, et al., Curr. Alzheimer Res. 8, 452 (2011) (Review), (14) D. Wu, et al., Mol. Aspects Med 33, 107 (2012) (Review)
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
Quantity	10 mg, Bulk