N-[(2S,3S,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide

• ChemBase ID: 91823
• Molecular Formular: C8H15NO6
• Molecular Mass: 221.2078
• Monoisotopic Mass: 221.08993721
• SMILES: OC[C@H]([C@H]([C@H]([C@H](NC(=O)C)C=O)O)O)O
• Canonical SMILES: O=C[C@H]([C@@H]([C@@H]([C@@H](CO)O)O)O)NC(=O)C
• InChI: InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6-,7+,8-/m1/s1
• InChIKey: MBLBDJOUHNCFQT-OOJXKGFFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3S,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide
• IUPAC Traditional name: N-[(2S,3S,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide
• Synonyms: N-Acetyl-D-glucosamine; N-[(1R,2R,3S,4R)-1-Formyl-2,3,4,5-tetrahydroxypentyl]acetamide; 2-Acetamido-2-deoxy-D-glucose

Database IDs

• CAS Number: 7512-17-6
• MDL Number: MFCD00061615
• PubChem SID: 162078521
• PubChem CID: 51403829

CALCULATED PROPERTIES

• Acid pKa: 11.564821
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.8563962
• LogD (pH = 7.4): -3.8564246
• Log P: -3.8563957
• Molar Refractivity: 48.4469 cm^3
• Polarizability: 19.496147 Å^3
• Polar Surface Area: 127.09 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 211(dec.)°C

Safety Information

• Storage Warning: Irritant