Structure Database (LMSD)
Common Name
Epigallocatechin
Systematic Name
Synonyms
3D model of Epigallocatechin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
(−)-Epigallocatechin ((−)-EGC) is a major green tea polyphenol with antioxidant, anti-inflammatory, and anticancer activities. It has been shown to scavenge DPPH radicals with an EC50 value of 0.01 mM and to prevent the growth of several different AML cell lines at micromolar concentrations.1,2,3 Furthermore, at 30 µM (−)-EGC can inhibit heregulin-β1-induced migration/invasion of MCF-7 human breast cancer cells.4
This information has been provided by Cayman Chemical
References
2. 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. Biol. Pharm. Bull. 32(5), 899-904 (2009).
3. Ly, B.T.K., Chi, H.T., Yamagishi, M., et al. Inhibition of FLT3 expression by green tea catechins in FLT3 mutated-AML cells. PLoS One 8(6), e66378 (2013).
String Representations
InChiKey (Click to copy)
XMOCLSLCDHWDHP-IUODEOHRSA-N
InChi (Click to copy)
InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
SMILES (Click to copy)
C1(O)C=C2O[C@H](C3=CC(O)=C(O)C(O)=C3)[C@H](O)CC2=C(O)C=1
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
PDB ID
GuidePharm ID
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
3
Aromatic Rings
2
Rotatable Bonds
1
Van der Waals Molecular Volume
254.87
Topological Polar Surface Area
132.68
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
7
logP
1.54
Molar Refractivity
74.80
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Updated at
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