28543-07-9
Chemical Structure
Theaflavin-3'-gallate
- CAS No.: 28543-07-9
- Formula:C36H28O16
- Molecular Weight:716.60
IUPAC Name: (2R,3R)-5,7-dihydroxy-2-(3,4,6-trihydroxy-5-oxo-8-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-5H-benzo[7]annulen-1-yl)chroman-3-yl 3,4,5-trihydroxybenzoate
InChIKey: GPLOTACQBREROW-WQLSNUALSA-N
SMILES: O=C(O[C@H]1[C@@H](C2=C(C=C([C@@H]3[C@H](O)CC4=C(O)C=C(O)C=C4O3)C=C(O)C5=O)C5=C(O)C(O)=C2)OC6=CC(O)=CC(O)=C6C1)C7=CC(O)=C(O)C(O)=C7
Biological Activity: Theaflavin-3'-gallate is a monomer of theaflavins found in black tea, which has anti-UVB damage activity and inhibits cell apoptosis and necroptosis. Theaflavin-3'-gallate acts as a pro-oxidant and induces oxidative stress in cancer cells, inhibiting xanthine oxidase (OX), with an IC50 of 7.6 μM[1][2][3].
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Theaflavin-3'-gallate | 98.79% | Theaflavin-3'-gallate is a monomer of theaflavins found in black tea, which has anti-UVB damage activity and inhibits cell apoptosis and necroptosis. Theaflavin-3'-gallate acts as a pro-oxidant and induces oxidative stress in cancer cells, inhibiting xanthine oxidase (OX), with an IC50 of 7.6 μM. | ||||||||||||||||||||
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Theaflavin-3'-gallate (Standard) | ≥98% | Theaflavin-3'-gallate (Standard) is the analytical standard of Theaflavin-3'-gallate. This product is intended for research and analytical applications. Theaflavin-3'-gallate, a black tea theaflavin monomer, is regarded as the biologically important active component of black tea and provides health benefits. Theaflavin-3'-gallate acts as prooxidants and induces oxidative stress in the carcinoma cells. Theaflavin-3'-gallate reacts directly with reduced glutathione (GSH) in a time-and concentration-dependent manner. | ||||||||||||||||||||
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References
- [1]. Babich H, et al. Theaflavin-3-gallate and theaflavin-3'-gallate, polyphenols in black tea with prooxidant properties. Basic Clin Pharmacol Toxicol. 2008 Jul;103(1):66-74. [Content Brief]
- [2]. J K Lin, et al.Inhibition of xanthine oxidase and suppression of intracellular reactive oxygen species in HL-60 cells by theaflavin-3,3'-digallate, (-)-epigallocatechin-3-gallate, and propyl gallate. J Agric Food Chem. 2000 Jul;48(7):2736-43. [Content Brief]
- [3]. Xin Zheng, et al. Anti-damage effect of theaflavin-3'-gallate from black tea on UVB-irradiated HaCaT cells by photoprotection and maintaining cell homeostasis. J Photochem Photobiol B. 2021 Nov:224:112304. [Content Brief]
