Theaflavin digallate

Theaflavin digallate
IUPAC name [1-[(2R,3R)-3,5-dihydroxy-7-(3,4,5-trihydroxybenzoyl)oxychroman-2-yl]-3,5-dihydroxy-6-oxo-8-[(3R)-3,5,7-trihydroxychroman-2-yl]benzo[7]annulen-4-yl] 3,4,5-trihydroxybenzoate
Other names TFDG TF-3 Theaflavin-3,3'-digallate
Identifiers
CAS number	33377-72-9
PubChem	5748168
ChemSpider	20019479 Y
Jmol-3D images	Image 1
SMILES Oc1cc(cc(O)c1O)C(=O)Oc5c(O)cc([C@H]2Oc3cc(O)cc(O)c3C[C@H]2O)c6\C=C(/C=C(/OC(=O)c4cc(O)c(O)c(O)c4)C(=O)c56)[C@H]7Oc8cc(O)cc(O)c8C[C@H]7O
InChI InChI=1S/C43H32O20/c44-17-7-23(46)21-12-29(52)39(60-32(21)9-17)14-1-19-20(40-30(53)13-22-24(47)8-18(45)10-33(22)61-40)11-31(54)41(63-43(59)16-4-27(50)37(56)28(51)5-16)35(19)38(57)34(6-14)62-42(58)15-2-25(48)36(55)26(49)3-15/h1-11,29-30,39-40,44-56H,12-13H2/t29-,30-,39-,40-/m1/s1 Y Key: FJYGFTHLNNSVPY-BBXLVSEPSA-N Y InChI=1/C43H32O20/c44-17-7-23(46)21-12-29(52)39(60-32(21)9-17)14-1-19-20(40-30(53)13-22-24(47)8-18(45)10-33(22)61-40)11-31(54)41(63-43(59)16-4-27(50)37(56)28(51)5-16)35(19)38(57)34(6-14)62-42(58)15-2-25(48)36(55)26(49)3-15/h1-11,29-30,39-40,44-56H,12-13H2/t29-,30-,39-,40-/m1/s1 Key: FJYGFTHLNNSVPY-BBXLVSEPBI
Properties
Molecular formula	C43H32O20
Molar mass	868.70 g/mol
Exact mass	868.148693 u
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Theaflavin digallate is an antioxidant natural phenol found in black tea, and a theaflavin derivative.

Health

• TF-3 is a potent scavenger of superoxide, even more so than EGCG.
• Tea polyphenols including theaflavin TFDG are found to reduce angiogenesis, which is implicated in non-liquid cancers, an area of intense current research, by decreasing vascular endothelial growth factor production and receptor phosphorylation.
• Epigallocatechin gallate (EGCG), a catechin in green tea, binds to gp120, which works in conjunction with gp41, itself blocked by TF-3, both receptors of which HIV hijacks to enter into healthy human immune cells. Therefore, former and latter compounds have considerable potential to block HIV entry, though in real life situations other factors may complicate matters. More studies need to be done. as well as inhibit 3CLPro of severe acute respiratory syndrome (SARS).