[(2S,4R,5S,6S,7R)-5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.02,7]tetradeca-1(10),11,13-trien-4-yl]methyl 3-nitrobenzoate

• ChemBase ID: 304026
• Molecular Formular: C21H19NO12
• Molecular Mass: 477.37506
• Monoisotopic Mass: 477.09072505
• SMILES: c1(c(cc2c(c1O)[C@H]1[C@H](OC2=O)[C@H]([C@@H]([C@H](O1)COC(=O)c1cc(ccc1)[N+](=O)[O-])O)O)O)OC
• Canonical SMILES: COc1c(O)cc2c(c1O)[C@@H]1O[C@H](COC(=O)c3cccc(c3)[N+](=O)[O-])[C@H]([C@@H]([C@H]1OC2=O)O)O
• InChI: InChI=1S/C21H19NO12/c1-31-17-11(23)6-10-13(15(17)25)18-19(34-21(10)28)16(26)14(24)12(33-18)7-32-20(27)8-3-2-4-9(5-8)22(29)30/h2-6,12,14,16,18-19,23-26H,7H2,1H3/t12-,14-,16+,18+,19-/m1/s1
• InChIKey: FYHDVZOWQSEFHF-IONYDWJHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,4R,5S,6S,7R)-5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(10),11,13-trien-4-yl]methyl 3-nitrobenzoate
• IUPAC Traditional name: [(2S,4R,5S,6S,7R)-5,6,12,14-tetrahydroxy-13-methoxy-9-oxo-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(10),11,13-trien-4-yl]methyl 3-nitrobenzoate
• Synonyms: 11-O-(3-nitrobenzoyl)bergenin

CALCULATED PROPERTIES

• Acid pKa: 8.622673
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 1.2081364
• LogD (pH = 7.4): 1.1833649
• Log P: 1.208461
• Molar Refractivity: 109.5078 cm^3
• Polarizability: 42.580555 Å^3
• Polar Surface Area: 195.12 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder