A natural polyphenol with diverse protective actions
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(−)-Epicatechin Gallate

Item No. 11808

Technical Information
Formal Name
3,4,5-trihydroxy-benzoic acid, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester
CAS Number
1257-08-5
Synonyms
  • ECG
Molecular Formula
C22H18O10
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 14 mg/mlDMF:PBS(pH 7.2)(1:1): 0.50 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/ml
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (−)-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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Du, G.J., Zhang, Z., Wen, X.D., et alEpigallocatechin 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 alDifferential growth suppression of human melanoma cells by tea (Camellia sinensis) epicatechins (ECG, EGC and EGCG). Evid. Based Complement. Alternat. Med. 6(4), 523-530 (2009).

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

    4. Xu, J.Z., Yeung, S.Y.V., Chang, Q., et alComparison of antioxidant activity and bioavailability of tea epicatechins with their epimers. Br. J. Nutr. 91(6), 873-881 (2004).

    5. Anderson, J.C., McCarthy, R.A., Paulin, S., et alAnti-staphylococcal activity and β-lactam resistance attenuating capacity of structural analogues of (--)-epicatechin gallate. Bioorg. Med. Chem. Lett. 21(23), 6996-7000 (2011).