(3R,4R,5S,6R)-3-azido-6-(hydroxymethyl)oxane-2,4,5-triol

• ChemBase ID: 142565
• Molecular Formular: C6H11N3O5
• Molecular Mass: 205.16864
• Monoisotopic Mass: 205.06987047
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)N=[N+]=[N-])O)O)O
• Canonical SMILES: [N-]=[N+]=N[C@H]1C(O)O[C@@H]([C@H]([C@@H]1O)O)CO
• InChI: InChI=1S/C6H11N3O5/c7-9-8-3-5(12)4(11)2(1-10)14-6(3)13/h2-6,10-13H,1H2/t2-,3-,4-,5-,6?/m1/s1
• InChIKey: URARQBMUQIRZQO-IVMDWMLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,5S,6R)-3-azido-6-(hydroxymethyl)oxane-2,4,5-triol
• IUPAC Traditional name: (3R,4R,5S,6R)-3-azido-6-(hydroxymethyl)oxane-2,4,5-triol
• Synonyms: 2-Azido-2-deoxy-D-glucose; 2-叠氮-2-脱氧-D-葡萄糖

Database IDs

• CAS Number: 56883-39-7
• MDL Number: MFCD09750677
• Beilstein Number: 2216646
• PubChem SID: 162236792
• PubChem CID: 23583211

CALCULATED PROPERTIES

• Acid pKa: 11.505353
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.2262409
• LogD (pH = 7.4): -2.2262745
• Log P: -2.1121948
• Molar Refractivity: 42.2159 cm^3
• Polarizability: 16.860182 Å^3
• Polar Surface Area: 119.58 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D 22.5±1.0°, c = 1 in H2O

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C6H11N3O5

DETAILS

Sigma Aldrich - 712795

Packaging
250 mg in glass bottle