3-hydroxy-5-oxo-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-6-(3,4,5-trihydroxybenzoyloxy)-5H-benzo[7]annulen-4-yl 3,4,5-trihydroxybenzoate

• ChemBase ID: 129838
• Molecular Formular: C43H32O20
• Molecular Mass: 868.70218
• Monoisotopic Mass: 868.14869342
• SMILES: Oc1cc(cc(O)c1O)C(=O)Oc1c(O)cc([C@H]2Oc3cc(O)cc(O)c3C[C@H]2O)c2cc(cc(OC(=O)c3cc(O)c(O)c(O)c3)c(=O)c12)[C@H]1Oc2cc(O)cc(O)c2C[C@H]1O
• Canonical SMILES: Oc1cc2O[C@@H]([C@@H](Cc2c(c1)O)O)c1cc(OC(=O)c2cc(O)c(c(c2)O)O)c(=O)c2c(c1)c(cc(c2OC(=O)c1cc(O)c(c(c1)O)O)O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O
• 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
• InChIKey: FJYGFTHLNNSVPY-BBXLVSEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-5-oxo-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-6-(3,4,5-trihydroxybenzoyloxy)-5H-benzo[7]annulen-4-yl 3,4,5-trihydroxybenzoate
• IUPAC Traditional name: theaflavin digallate
• Synonyms: TFDG; TF-3; Theaflavin-3,3'-digallate; Theaflavin digallate

Database IDs

• CAS Number: 33377-72-9
• PubChem SID: 162224124
• PubChem CID: 5748168; 21146795
• Chemspider ID: 20019479
• Wikipedia Title: Theaflavin_digallate

CALCULATED PROPERTIES

• Acid pKa: 7.508576
• H Acceptors: 18
• H Donor: 13
• LogD (pH = 5.5): 4.9326615
• LogD (pH = 7.4): 4.6563683
• Log P: 4.9368734
• Molar Refractivity: 215.7968 cm^3
• Polarizability: 81.04623 Å^3
• Polar Surface Area: 351.12 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false