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

• ChemBase ID: 132009
• Molecular Formular: C8H14N4O5
• Molecular Mass: 246.22056
• Monoisotopic Mass: 246.09641957
• SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1N=[N+]=[N-])CO)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](N=[N+]=[N-])[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C8H14N4O5/c1-3(14)10-5-7(16)6(15)4(2-13)17-8(5)11-12-9/h4-8,13,15-16H,2H2,1H3,(H,10,14)/t4-,5-,6-,7-,8-/m1/s1
• InChIKey: CCZCDCDASZJFGK-FMDGEEDCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• Synonyms: 2-Acetamido-1-azido-1,2-dideoxy-β-D-glucopyranose; 2-Acetamido-1-azido-1,2-dideoxy-β-D-glucopyranose; 2-Acetamido-2-deoxy-β-D-glucopyranosyl azide; 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL AZIDE; 2-乙酰胺基-1-叠氮基-1,2-二脱氧-β-D-吡喃葡萄糖; 2-乙酰胺基-1-叠氮基-1,2-二脱氧-β-D-吡喃葡萄糖; 2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖基叠氮化物

Database IDs

• CAS Number: 29847-23-2
• MDL Number: MFCD00049240
• PubChem SID: 162226286
• PubChem CID: 10944714

CALCULATED PROPERTIES

• Acid pKa: 12.1977215
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.5142758
• LogD (pH = 7.4): -2.514282
• Log P: -2.40023
• Molar Refractivity: 53.3172 cm^3
• Polarizability: 21.098665 Å^3
• Polar Surface Area: 128.45 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -24.5±1.5°, c = 1 in H2O

Safety Information

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

Product Information

• Purity: ≥98% (HPLC); 98%
• Empirical Formula (Hill Notation): C8H14N4O5