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

• ChemBase ID: 129840
• Molecular Formular: C29H24O12
• Molecular Mass: 564.49366
• Monoisotopic Mass: 564.12677621
• SMILES: c1c(cc(=O)c(c2c1c(cc(c2O)O)[C@@H]1[C@@H](Cc2c(cc(cc2O1)O)O)O)O)[C@@H]1[C@@H](Cc2c(cc(cc2O1)O)O)O
• Canonical SMILES: Oc1cc2O[C@@H]([C@@H](Cc2c(c1)O)O)c1cc(=O)c(c2c(c1)c(cc(c2O)O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O)O
• InChI: InChI=1S/C29H24O12/c30-11-3-17(32)15-8-21(36)28(40-23(15)5-11)10-1-13-14(7-20(35)27(39)25(13)26(38)19(34)2-10)29-22(37)9-16-18(33)4-12(31)6-24(16)41-29/h1-7,21-22,28-33,35-37,39H,8-9H2,(H,34,38)/t21-,22-,28-,29-/m1/s1
• InChIKey: IPMYMEWFZKHGAX-ZKSIBHASSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-6H-benzo[7]annulen-6-one
• IUPAC Traditional name: theaflavin
• Synonyms: Theaflavin

Database IDs

• CAS Number: 4670-05-7
• PubChem SID: 162224126
• PubChem CID: 114777
• CHEMBL: 346119
• Chemspider ID: 102754
• Unique Ingredient Identifier: 1IA46M0D13
• Wikipedia Title: Theaflavin

CALCULATED PROPERTIES

• Acid pKa: 8.18952
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): 0.791203
• LogD (pH = 7.4): 0.7273283
• Log P: 0.7956242
• Molar Refractivity: 146.542 cm^3
• Polarizability: 54.085663 Å^3
• Polar Surface Area: 217.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false