(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

• ChemBase ID: 125923
• Molecular Formular: C45H38O18
• Molecular Mass: 866.77242
• Monoisotopic Mass: 866.20581438
• SMILES: Oc1ccc(cc1O)[C@H]1Oc2cc(O)cc(O)c2[C@H](c2c(O)cc(O)c3c2O[C@@H]([C@H](O)[C@H]3c2c(O)cc3O[C@H](c4ccc(O)c(O)c4)[C@@H](O)Cc3c2O)c2ccc(O)c(O)c2)[C@H]1O
• Canonical SMILES: Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc2c(c1O)C[C@@H]([C@H](O2)c1ccc(c(c1)O)O)O)O)O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C45H38O18/c46-18-10-26(53)33-32(11-18)62-43(16-2-5-21(48)24(51)8-16)40(59)37(33)35-27(54)13-28(55)36-38(41(60)44(63-45(35)36)17-3-6-22(49)25(52)9-17)34-29(56)14-31-19(39(34)58)12-30(57)42(61-31)15-1-4-20(47)23(50)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37+,38-,40+,41+,42+,43+,44+/m0/s1
• InChIKey: PBYRKMXDROOXMU-XKDUFCMJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
• IUPAC Traditional name: arecatannin B1
• Synonyms: Epicatechin-(4β→8)-epicatechin-(4β→6)-catechin; Arecatannin B1

Database IDs

• CAS Number: 79763-28-3
• PubChem SID: 162220267
• PubChem CID: 14237657
• Chemspider ID: 10290128
• Wikipedia Title: Arecatannin_B1

CALCULATED PROPERTIES

• Acid pKa: 8.6401825
• H Acceptors: 18
• H Donor: 15
• LogD (pH = 5.5): 4.4360704
• LogD (pH = 7.4): 4.411737
• Log P: 4.4363832
• Molar Refractivity: 219.0163 cm^3
• Polarizability: 83.82825 Å^3
• Polar Surface Area: 331.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false