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(−)-Epicatechin Gallate

Item № 11808
CAS № 1257-08-5
Purity ≥98%
product image
                (CAS 1257-08-5)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $25.00 0.00
     5 mg $81.00 0.00
     10 mg $149.00 0.00
     25 mg $249.00 0.00

Pricing updated 2019-03-24. Prices are subject to change without notice.

Description
Synonyms
  • ECG

The catechins, including (−)-epicatechin (EC) and (−)-epigallocatechin gallate (EGCG) (Item No. 70935), are polyphenols which are abundant in green and black teas. (−)-Epicatechin gallate (ECG) is a natural catechin with a single galloyl group. Like EGCG, it inhibits the growth of cancer cells and has anti-inflammatory effects.1,2,3 The hydroxyl groups of ECG contribute to its potent antioxidant activity and facilitate the killing of methicillin-resistant strains of S. aureus.4,5

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Technical Information
Formal Name
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl-ester-3,4,5-trihydroxy-benzoic acid
CAS Number
1257-08-5
Synonyms
  • ECG
Molecular Formula
C22H18O10
Formula Weight
442.4
Purity
≥98%
Formulation
A crystalline solid
λmax
206, 279 nm
SMILES
OC1=CC2=C(C[C@@H](OC(C3=CC(O)=C(O)C(O)=C3)=O)[C@@H](C4=CC=C(O)C(O)=C4)O2)C(O)=C1
InChI Code
InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1
InChI Key
LSHVYAFMTMFKBA-TZIWHRDSSA-N

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

Shipping & Storage
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Du, G.J., Zhang, Z., Wen, X.D., et al. Epigallocatechin gallate (EGCG) is the most effective cancer chemopreventive polyphenol in green tea Nutrients 4(11), 1679-1691 (2012).

2. Ravindranath, M.H., Ramasamy, V., Moon, S., et al. Differential growth suppression of human melanoma cells by tea (Camellia sinensis) epicatechins (ECG, EGC and EGCG) Evidence-Based Complementary and alternative Medicine 6(4), 523-530 (2009).

3. Kürbitz, C., Heise, D., Redmer, T., et al. Epicatechin gallate and catechin gallate are superior to epigallocatechin gallate in growth suppression and anti-inflammatory activities in pancreatic tumor cells Cancer Science 102(4), 728-734 (2011).

4. Xu, J.Z., Yeung, S.Y.V., Chang, Q., et al. Comparison of antioxidant activity and bioavailability of tea epicatechins with their epimers British Journal of Nutrition 91(6), 873-881 (2004).

5. Anderson, J.C., McCarthy, R.A., Paulin, S., et al. Anti-staphylococcal activity and β-lactam resistance attenuating capacity of structural analogues of (--)-epicatechin gallate Bioorganic & Medicinal Chemistry Letters 21(23), 6996-7000 (2011).

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