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

• ChemBase ID: 78410
• Molecular Formular: C13H17NO6
• Molecular Mass: 283.27718
• Monoisotopic Mass: 283.10558727
• SMILES: C(=O)(c1ccccc1)N[C@H]1[C@@H](O)O[C@@H]([C@H]([C@@H]1O)O)CO
• Canonical SMILES: OC[C@H]1O[C@H](O)[C@@H]([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-CJJWORHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide
• Synonyms: 2-Benzamido-2-deoxy-alpha-D-glucopyranose; 2-Benzamido-2-deoxy-D-glucopyranose; N-Benzoyl-D-glucosamine

Database IDs

• CAS Number: 61949-16-4
• MDL Number: MFCD00056078
• PubChem SID: 162043177
• PubChem CID: 10423941

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

• Melting Point: 196-200°C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter