(2S,3R,4S,5R,6R)-2-{[(2R,3S,4R,5R,6R)-6-azido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 141848
• Molecular Formular: C12H21N3O10
• Molecular Mass: 367.30924
• Monoisotopic Mass: 367.12269389
• SMILES: C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)N=[N+]=[N-])CO)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](N=[N+]=[N-])[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O)O
• InChI: InChI=1S/C12H21N3O10/c13-15-14-11-8(21)7(20)10(4(2-17)23-11)25-12-9(22)6(19)5(18)3(1-16)24-12/h3-12,16-22H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11-,12+/m1/s1
• InChIKey: FJOYNMRZUBUGGP-DCSYEGIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R,6R)-2-{[(2R,3S,4R,5R,6R)-6-azido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5R,6R)-2-{[(2R,3S,4R,5R,6R)-6-azido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 1-Azido-1-deoxy-β-D-lactopyranoside; 1-叠氮-1-脱氧-β-D-吡喃乳糖苷

Database IDs

• CAS Number: 69266-16-6
• MDL Number: MFCD05664202
• PubChem SID: 24873732; 162236082
• PubChem CID: 11772991

CALCULATED PROPERTIES

• Acid pKa: 12.01139
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -3.9970763
• LogD (pH = 7.4): -3.9970868
• Log P: -3.8830304
• Molar Refractivity: 74.6292 cm^3
• Polarizability: 30.67309 Å^3
• Polar Surface Area: 198.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 120 °C(lit.)
• Optical Rotation: [α]20/D +14.8°, c = 1% in DMSO

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C12H21N3O10

DETAILS

Sigma Aldrich - 514012

Packaging
500 mg in glass bottle