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(−)-Epigallocatechin Gallate

Item № 70935
CAS № 989-51-5
Purity ≥96%
product image
                (CAS 989-51-5)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     50 mg $29.00 0.00
     100 mg $55.00 0.00
     250 mg $131.00 0.00
     500 mg $232.00 0.00

Pricing updated 2019-05-26. Prices are subject to change without notice.

Description
Synonyms
  • EGCG

(–)-Epigallocatechin gallate (EGCG) is a phenol that has been found in a variety of plants including green and black tea plants and has diverse biological activities.1,2,3,4,5,6 It is lytic against T. cruzi amastigotes, with a 50% bactericidal concentration (MBC50) value of 0.53 pM.1 ECGC decreases oxidation of deoxyguanosine and tyrosine nitration (IC50s = 0.25 and 0.11 mM, respectively) and inhibits macrophage-mediated LDL oxidation in vitro.7,3 EGCG increases LDL receptor binding activity and lowers cholesterol levels in HepG2 cells via increased cholesterol efflux.4 It inhibits heregulin-β1-induced activation of ErbB2 and ErbB3 as well as migration and invasion of MCF-7 breast cancer cells.5 In vivo, EGCG reduces food intake and body weight, serum levels of insulin, leptin, testosterone, and growth hormone, and the size of the ventral prostate, testis, liver, and spleen in male Sprague Dawley, lean Zucker, and obese Zucker rats when administered at doses of 82, 81, and 92 mg/kg, respectively.6

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Technical Information
Formal Name
3,4-dihydro-5,7-dihydroxy-2R-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3R-yl-3,4,5-trihydroxy-benzoate
CAS Number
989-51-5
Synonyms
  • EGCG
Molecular Formula
C22H18O11
Formula Weight
458.4
Purity
≥96%
Formulation
A crystalline solid
λmax
276 nm
SMILES
Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c1cc(O)c(O)c(O)c1
InChI Code
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
InChI Key
WMBWREPUVVBILR-WIYYLYMNSA-N
Origin
  • Plant/Folium camelliae

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. Paveto, C., Güida, M.C., Esteva, M.I., et al. Anti-Trypanosoma cruzi activity of green tea (Camellia sinensis) catechins Antimicrob. Agents Chemother. 48(1), 69-74 (2004).

2. Yoshida, H., Ishikawa, T., Hosoai, H., et al. Inhibitory effect of tea flavonoids on the ability of cells to oxidize low density lipoprotein Biochemical Pharmacology 58, 1695-1703 (1999).

3. Bursill, C.A., and Roach, P.D. Modulation of cholesterol metabolism by the green tea polyphenol (−)-epigallocatechin gallate in cultured human liver (HepG2) cells Journal of Agricultural and Food Chemistry 54, 1621-1626 (2006).

4. Kushima, Y., Iida, K., Nagaoka, Y., et al. Inhibitory effect of (−)-epigallocatechin and (−)-epigallocatechin gallate against heregulin β1-induced migration/invasion of the MCF-7 breast carcinoma cell line Biological and Pharmaceutical Bullentin 32(5), 899-904 (2009).

5. Kao, Y.H., Hiipakka, R.A., and Liao, S. Modulation of endocrine systems and food intake by green tea epigallocatechin gallate Endocrinology 141(3), 980-987 (2000).

6. Fiala, E.S., Sodum, R.S., Bhattacharya, M., et al. (−)-Epigallacatechin gallate, a polyphenolic tea antioxidant, inhibits peroxynitrite-mediated formation of 8-oxodeoxyguanosine and 3-nitrotyrosine Experientia 52, 922-926 (1996).

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