Structure Database (LMSD)
Common Name
(+)-Gallocatechin
Systematic Name
Synonyms
3D model of (+)-Gallocatechin
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
(+)-Gallocatechin is a polyphenol and flavonoid that has been isolated from the leaves of tea plants and has diverse biological activities.1,2,3 It inhibits the adherence of P. gingivalis onto human buccal epithelial cells by more than 50% when used at a concentration of 250 μg/ml.4 (+)-Gallocatechin has antimutagenic properties in UV-irradiated E. coli cells.2 It inhibits cell death induced by D-galactosamine and TNF-α in primary cultured mouse hepatocytes by 29.9% when used at a concentration of 80 μM.3 (+)-Gallocatechin (100 μM) inhibits HCT116 colorectal cancer cell proliferation by 57%.1
This information has been provided by Cayman Chemical
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. Xiong, Q., Fan, W., Tezuka, Y., et al. Hepatoprotective effect of Apocynum venetum and its active constituents. Planta Med. 66(2), 127-133 (2000).
3. Matsuo, T., Hanamure, N., Shimoi, K., et al. Identification of (+)-gallocatechin as a bio-antimutagenic compound in Psidium guava leaves. Phytochemistry 36(4), 1027-1029 (1994).
String Representations
InChiKey (Click to copy)
XMOCLSLCDHWDHP-SWLSCSKDSA-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+/m0/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
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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