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

• ChemBase ID: 153934
• Molecular Formular: C8H14NNaO9S
• Molecular Mass: 323.25283
• Monoisotopic Mass: 323.02869631
• SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](OC1O)COS(=O)(=O)[O-])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-DBKUKYHUSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [(2R,3R,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methyl sulfate
• IUPAC Traditional name: sodium [(2R,3R,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methyl sulfate
• Synonyms: GalNAc-6S; N-Acetyl-D-galactosamine 6-sulfate sodium salt; N-Acetyl-D-galactosamin-6-sulfat 钠盐

Database IDs

• CAS Number: 157296-99-6
• MDL Number: MFCD00214239
• PubChem SID: 162248073
• PubChem CID: 71311761

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

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC)
• Description: Mixed anomers
• Linear Formula: C8H14O9NSNa

DETAILS

Sigma Aldrich - 51947

Application
N-Acetyl-D-galactosamine 6-sulfate (GalNAc-6S) is used as a substrate to identify, differentiate and characterize N-acetylgalactosamine sulfatase(s). GalNAc-6S is used to study the rare autosomal recessive disorder Mucopolysaccharidosis IVA (MPS IVA).