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

• ChemBase ID: 161490
• Molecular Formular: C21H21NO7
• Molecular Mass: 399.39394
• Monoisotopic Mass: 399.13180202
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)OCc1ccccc1)N1C(=O)c2c(C1=O)cccc2)O)O
• Canonical SMILES: OCC1O[C@@H](OCc2ccccc2)C([C@H]([C@@H]1O)O)N1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C21H21NO7/c23-10-15-17(24)18(25)16(21(29-15)28-11-12-6-2-1-3-7-12)22-19(26)13-8-4-5-9-14(13)20(22)27/h1-9,15-18,21,23-25H,10-11H2/t15?,16?,17-,18-,21-/m1/s1
• InChIKey: JNORQWPZZDBBOP-HVYUGYKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2R,4R,5S)-2-(benzyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-[(2R,4R,5S)-2-(benzyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]isoindole-1,3-dione
• Synonyms: Phenylmethyl 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranoside; Benzyl 2-Deoxy-2-phthalimido-β-D-glucopyranoside

Database IDs

• CAS Number: 80035-32-1
• PubChem SID: 162255625
• PubChem CID: 46783595

CALCULATED PROPERTIES

• LogD (pH = 5.5): 0.87073654
• LogD (pH = 7.4): 0.87073517
• Log P: 0.8707366
• Molar Refractivity: 101.2374 cm^3
• Polarizability: 39.225563 Å^3
• Polar Surface Area: 116.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 12.882017
• H Acceptors: 7
• H Donor: 3

PROPERTIES

Physical Property

• Solubility: DMSO; THF
• Apperance: White Solid
• Melting Point: 158-163°C