(2S,3S,4R,5S,6S)-2-(2-chloro-4-nitrophenoxy)-6-methyloxane-3,4,5-triol

• ChemBase ID: 164478
• Molecular Formular: C12H14ClNO7
• Molecular Mass: 319.69506
• Monoisotopic Mass: 319.04587947
• SMILES: [C@@H]1([C@H]([C@H]([C@@H]([C@@H](O1)C)O)O)O)Oc1ccc(cc1Cl)[N+](=O)[O-]
• Canonical SMILES: O[C@@H]1[C@@H](O[C@H]([C@H]([C@@H]1O)O)C)Oc1ccc(cc1Cl)[N+](=O)[O-]
• InChI: InChI=1S/C12H14ClNO7/c1-5-9(15)10(16)11(17)12(20-5)21-8-3-2-6(14(18)19)4-7(8)13/h2-5,9-12,15-17H,1H3/t5-,9+,10+,11-,12-/m0/s1
• InChIKey: QURSGHQPKUXLAD-MOBXTKCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5S,6S)-2-(2-chloro-4-nitrophenoxy)-6-methyloxane-3,4,5-triol
• IUPAC Traditional name: (2S,3S,4R,5S,6S)-2-(2-chloro-4-nitrophenoxy)-6-methyloxane-3,4,5-triol
• Synonyms: 2-Chloro-4-nitrophenyl 6-Deoxy-α-L-galactopyranoside; 2-Chloro-4-nitrophenyl α-D-Fucopyranoside

Database IDs

• CAS Number: 157843-41-9
• PubChem SID: 162258613
• PubChem CID: 11359093

CALCULATED PROPERTIES

• Acid pKa: 12.2135515
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.99255115
• LogD (pH = 7.4): 0.9925446
• Log P: 0.9925512
• Molar Refractivity: 70.7691 cm^3
• Polarizability: 27.94282 Å^3
• Polar Surface Area: 124.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 137-139°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C374125

A substratefor a-L-fucosidase.

REFERENCES

• Gu, G., et al.: Carbohydrate Res., 338, 1603 (2003)