N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]acetamide

• ChemBase ID: 132822
• Molecular Formular: C9H17NO6
• Molecular Mass: 235.23438
• Monoisotopic Mass: 235.10558727
• SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OC)CO)O)O
• Canonical SMILES: CO[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1NC(=O)C)O)O
• InChI: InChI=1S/C9H17NO6/c1-4(12)10-6-8(14)7(13)5(3-11)16-9(6)15-2/h5-9,11,13-14H,3H2,1-2H3,(H,10,12)/t5-,6-,7-,8-,9+/m1/s1
• InChIKey: ZEVOCXOZYFLVKN-OKNNCHMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]acetamide
• Synonyms: Methyl 2-acetamido-2-deoxy-α-D-glucopyranoside; Methyl N-acetyl-α-D-glucosaminide; Methyl 2-(Acetylamino)-2-deoxy-α-D-glucopyranoside; Methyl N-Acetyl-α-D-glucosaminide; Methyl N-Acetyl-α-glucosaminide; NSC 77914; α-Methyl N-Acetylglucosaminide; GlcNAc1-α-OMe; Methyl 2-Acetamido-2-deoxy-α-D-glucopyranoside

Database IDs

• CAS Number: 6082-04-8
• MDL Number: MFCD00056076
• PubChem SID: 24896543; 162227099
• PubChem CID: 96523

CALCULATED PROPERTIES

• Acid pKa: 12.267522
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.5774481
• LogD (pH = 7.4): -2.5774534
• Log P: -2.577448
• Molar Refractivity: 51.7759 cm^3
• Polarizability: 21.269253 Å^3
• Polar Surface Area: 108.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 186-187°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C