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

• ChemBase ID: 90027
• Molecular Formular: C8H15NO6
• Molecular Mass: 221.2078
• Monoisotopic Mass: 221.08993721
• SMILES: O=C[C@H](O)[C@@H](NC(=O)C)[C@H](O)[C@H](O)CO
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@H](C=O)O)NC(=O)C)O)O
• InChI: InChI=1S/C8H15NO6/c1-4(12)9-7(5(13)2-10)8(15)6(14)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6+,7+,8+/m0/s1
• InChIKey: COOPVYPQMRXUHU-LXGUWJNJSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 606-01-9
• MDL Number: MFCD00067504
• PubChem SID: 162076882
• PubChem CID: 120753

CALCULATED PROPERTIES

• Acid pKa: 12.252984
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.8563962
• LogD (pH = 7.4): -3.8564017
• 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: 204-205(dec.)°C