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

• ChemBase ID: 129839
• Molecular Formular: C36H28O16
• Molecular Mass: 716.59792
• Monoisotopic Mass: 716.13773482
• SMILES: Oc1cc(cc(O)c1O)C(=O)O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc2cc(cc(O)c(=O)c2c(O)c1O)[C@H]1Oc2cc(O)cc(O)c2C[C@H]1O
• Canonical SMILES: Oc1cc2O[C@@H]([C@@H](Cc2c(c1)O)OC(=O)c1cc(O)c(c(c1)O)O)c1cc2cc(cc(c(=O)c2c(c1O)O)O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O
• InChI: InChI=1S/C36H28O16/c37-15-6-20(39)17-10-25(44)34(50-26(17)8-15)13-1-12-2-19(30(45)33(48)29(12)32(47)24(43)3-13)35-28(11-18-21(40)7-16(38)9-27(18)51-35)52-36(49)14-4-22(41)31(46)23(42)5-14/h1-9,25,28,34-35,37-42,44-46,48H,10-11H2,(H,43,47)/t25-,28-,34-,35-/m1/s1
• InChIKey: AATSUYYYTHJRJO-RZYARBFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-5,7-dihydroxy-2-{3,4,6-trihydroxy-5-oxo-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-2-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
• IUPAC Traditional name: theaflavin-3-gallate
• Synonyms: Theaflavin-3'-monogallate; TFMG; TF-2; Theaflavin-3-gallate

Database IDs

• CAS Number: 28543-07-9
• PubChem SID: 162224125
• PubChem CID: 22833650; 467321
• Chemspider ID: 17216344
• Wikipedia Title: Theaflavin-3-gallate

CALCULATED PROPERTIES

• Acid pKa: 7.630697
• H Acceptors: 15
• H Donor: 11
• LogD (pH = 5.5): 4.409685
• LogD (pH = 7.4): 4.1909747
• Log P: 4.4128675
• Molar Refractivity: 180.0321 cm^3
• Polarizability: 67.6444 Å^3
• Polar Surface Area: 284.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false