2-[(2R,3R,4R,5S,6R)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 173369
• Molecular Formular: C22H23NO7
• Molecular Mass: 413.42052
• Monoisotopic Mass: 413.14745208
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)OC)N1C(=O)c2c(C1=O)cccc2)OCc1ccccc1)O
• Canonical SMILES: CO[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1N1C(=O)c2c(C1=O)cccc2)OCc1ccccc1)O
• InChI: InChI=1S/C22H23NO7/c1-28-22-17(23-20(26)14-9-5-6-10-15(14)21(23)27)19(18(25)16(11-24)30-22)29-12-13-7-3-2-4-8-13/h2-10,16-19,22,24-25H,11-12H2,1H3/t16-,17-,18-,19-,22-/m1/s1
• InChIKey: QJCKSASQOOXSCY-ACMVSEJYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2R,3R,4R,5S,6R)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-[(2R,3R,4R,5S,6R)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]isoindole-1,3-dione
• Synonyms: Methyl 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-β-D-glucopyranoside; Methyl 3-O-Benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Database IDs

• CAS Number: 97242-85-8
• PubChem SID: 164229279
• PubChem CID: 15867692

CALCULATED PROPERTIES

• Acid pKa: 13.065198
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.5138631
• LogD (pH = 7.4): 1.5138621
• Log P: 1.5138631
• Molar Refractivity: 105.9886 cm^3
• Polarizability: 41.124096 Å^3
• Polar Surface Area: 105.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Foam