(3R,4R,6S)-5-amino-6-(benzyloxy)-2-(hydroxymethyl)oxane-3,4-diol

• ChemBase ID: 161390
• Molecular Formular: C13H19NO5
• Molecular Mass: 269.29366
• Monoisotopic Mass: 269.12632271
• SMILES: [C@H]1([C@@H](C([C@H](OC1CO)OCc1ccccc1)N)O)O
• Canonical SMILES: OCC1O[C@H](OCc2ccccc2)C([C@H]([C@H]1O)O)N
• InChI: InChI=1S/C13H19NO5/c14-10-12(17)11(16)9(6-15)19-13(10)18-7-8-4-2-1-3-5-8/h1-5,9-13,15-17H,6-7,14H2/t9?,10?,11-,12+,13-/m0/s1
• InChIKey: ZLTAXQWRKKWROR-WJFHSMSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,6S)-5-amino-6-(benzyloxy)-2-(hydroxymethyl)oxane-3,4-diol
• IUPAC Traditional name: (3R,4R,6S)-5-amino-6-(benzyloxy)-2-(hydroxymethyl)oxane-3,4-diol
• Synonyms: Phenylmethyl 2-Amino-2-deoxy-α-D-galactopyranoside; Benzyl 2-Amino-2-deoxy-α-D-galactopyranoside

Database IDs

• CAS Number: 738518-26-8
• PubChem SID: 162255525
• PubChem CID: 71313764

CALCULATED PROPERTIES

• Acid pKa: 12.901655
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.155247
• LogD (pH = 7.4): -1.4703974
• Log P: -0.6718214
• Molar Refractivity: 66.9447 cm^3
• Polarizability: 27.306385 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol