Theaflavin-3-gallate

Theaflavin-3-gallate is a polyphenolic flavonoid that has been found in black tea (C. sinensis) and has diverse biological activities. It scavenges singlet oxygen and hydrogen peroxide, as well as superoxide and hydroxide radicals (IC50s = 0.86, 0.45, 21.7, and 32.49 µM, respectively), in cell-free assays. Theaflavin-3-gallate is cytotoxic to, and induces apoptosis in, OVCAR-3 and A2780/CP70 ovarian cancer, but not non-cancerous IOSE 364 ovarian epithelial, cells when used at concentrations of 20 and 40 µM. It reduces oxazolone-induced ear edema and serum and ear levels of TNF-alpha, IFN-gamma, and IL-12 in an oxazolone-sensitized mouse model of delayed-type hypersensitivity when administered at a dose of 50 mg/kg.Formal Name: 3,4,5-trihydroxy-benzoic acid, (2R,3R)-2-[1-[(2R,3R)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-2-yl]-3,4,6-trihydroxy-5-oxo-5H-benzocyclohepten-8-yl]-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester. CAS Number: 30462-34-1. Synonyms: TF2A, Theaflavin Monogallate A. Molecular Formula: C36H28O16. Formula Weight: 716.6. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 25 mg/ml, DMF:PBS (pH 7.2) (1:6): 0.1 mg/ml, DMSO: 10 mg/ml, Ethanol: 10 mg/ml. SMILES: OC1=C2C(C=C([C@]3([H])[C@@H](CC4=C(O)C=C(O)C=C4O3)OC(C5=CC(O)=C(C(O)=C5)O)=O)C=C(C2=O)O)=C([C@@]6([H])OC7=CC(O)=CC(O)=C7C[C@H]6O)C=C1O. InChi Code: InChI=1S/C36H28O16/c37-14-5-20(39)18-10-26(45)35(51-27(18)7-14)17-9-25(44)33(48)30-16(17)1-12(2-24(43)32(30)47)34-29(11-19-21(40)6-15(38)8-28(19)50-34)52-36(49)13-3-22(41)31(46)23(42)4-13/h1-9,26,29,34-35,37-42,44-46,48H,10-11H2,(H,43,47)/t26-,29-,34-,35-/m1/s1. InChi Key: KMJPKUVSXFVQGZ-WQLSNUALSA-N. Origin: Plant/Camellia sinensis.