sodium [(2R,3S,4R,5R)-5-(2H3)acetamido-3,4,6-trihydroxyoxan-2-yl]methyl sulfate

• ChemBase ID: 159286
• Molecular Formular: C8H14NNaO9S
• Molecular Mass: 323.25283
• Monoisotopic Mass: 323.02869631
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1COS(=O)(=O)[O-])O)NC(=O)C)O)O.[Na+]
• Canonical SMILES: CC(=O)N[C@@H]1C(O)O[C@H]([C@H]([C@@H]1O)O)COS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C8H15NO9S.Na/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16;/h4-8,11-13H,2H2,1H3,(H,9,10)(H,14,15,16);/q;+1/p-1/t4-,5-,6-,7-,8?;/m1./s1
• InChIKey: CBUJZKTVEFVBBG-FROKLYQUSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [(2R,3S,4R,5R)-5-(^2H₃)acetamido-3,4,6-trihydroxyoxan-2-yl]methyl sulfate
• IUPAC Traditional name: sodium [(2R,3S,4R,5R)-5-(^2H₃)acetamido-3,4,6-trihydroxyoxan-2-yl]methyl sulfate
• Synonyms: 2-(Acetylamino-d3)-2-deoxy-D-glucose 6-(Hydrogen Sulfate) Monosodium Salt; N-(Acetyl-d3)-D-glucosamine 6-Sulfate Sodium Salt

Database IDs

• PubChem SID: 162253421
• PubChem CID: 71312898

CALCULATED PROPERTIES

• Acid pKa: -2.0116754
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -5.5419846
• LogD (pH = 7.4): -5.5420237
• Log P: -5.0744963
• Molar Refractivity: 55.8948 cm^3
• Polarizability: 24.279158 Å^3
• Polar Surface Area: 165.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A178212

Labelled N-Acetylglucosamine-6-sulfate-specific β1,4-galactosyltransferase.

REFERENCES

• Shaw, J., et al.: Biotechnol. Bioeng., 29, 648 (1987)
• Skelton, T., et al.: J. Biol. Chem., 266, 17142 (1987)
• Ong, G., et al.: Bioorg. Med. Chem. Lett., 2, 161 (1987)