(2R,3R,4R,5S)-2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl acetate

• ChemBase ID: 87930
• Molecular Formular: C10H17NO7
• Molecular Mass: 263.24448
• Monoisotopic Mass: 263.10050189
• SMILES: OC[C@@H]([C@H]([C@@H]([C@H](C=O)NC(=O)C)OC(=O)C)O)O
• Canonical SMILES: O=C[C@@H]([C@H]([C@@H]([C@H](CO)O)O)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C10H17NO7/c1-5(14)11-7(3-12)10(18-6(2)15)9(17)8(16)4-13/h3,7-10,13,16-17H,4H2,1-2H3,(H,11,14)/t7-,8-,9+,10+/m0/s1
• InChIKey: UYTJOJMXRBQBKF-AXTSPUMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S)-2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl acetate
• IUPAC Traditional name: (2R,3R,4R,5S)-2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl acetate
• Synonyms: 2-Acetamido-3-O-acetyl-2-deoxy-D-glucopyranose; 2-Acetamido-3-O-acetyl-2-deoxy-D-glucose; N-Acetylglucosamine 3-acetate; 2-Acetamido-2-deoxy-D-glucose 3-acetate

Database IDs

• CAS Number: 51449-93-5
• MDL Number: MFCD01320360
• PubChem SID: 162074970
• PubChem CID: 71299530

CALCULATED PROPERTIES

• Acid pKa: 11.4206505
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.415271
• LogD (pH = 7.4): -3.4153109
• Log P: -3.4152703
• Molar Refractivity: 57.5984 cm^3
• Polarizability: 23.350677 Å^3
• Polar Surface Area: 133.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 166-168°C

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold

DETAILS

Apollo Scientific Ltd - OR3750T

A synthetic intermediate in carbohydrate chemistry.