N-[(4R,5S)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide

• ChemBase ID: 161209
• Molecular Formular: C13H17NO6
• Molecular Mass: 283.27718
• Monoisotopic Mass: 283.10558727
• SMILES: [C@@H]1([C@@H](C(C(OC1CO)O)NC(=O)c1ccccc1)O)O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@@H]1O)O)NC(=O)c1ccccc1
• InChI: InChI=1S/C13H17NO6/c15-6-8-10(16)11(17)9(13(19)20-8)14-12(18)7-4-2-1-3-5-7/h1-5,8-11,13,15-17,19H,6H2,(H,14,18)/t8?,9?,10-,11-,13?/m1/s1
• InChIKey: VSGKVJPCJOJUBP-GYEOWSFSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4R,5S)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide
• IUPAC Traditional name: N-[(4R,5S)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide
• Synonyms: 2-(Benzoylamino)-2-deoxy-D-glucopyranose; 2-Benzamido-2-deoxy-D-glucopyranose (α/β mixture)

Database IDs

• CAS Number: 14086-91-0
• PubChem SID: 162255344
• PubChem CID: 46783646

CALCULATED PROPERTIES

• Acid pKa: 11.702734
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.3664006
• LogD (pH = 7.4): -1.3664216
• Log P: -1.3664
• Molar Refractivity: 67.6952 cm^3
• Polarizability: 26.801561 Å^3
• Polar Surface Area: 119.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 196-200°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere