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

• ChemBase ID: 153872
• Molecular Formular: C6H11NaO9S
• Molecular Mass: 282.20091
• Monoisotopic Mass: 282.00214721
• SMILES: C([C@@H]1[C@H]([C@@H]([C@@H](C(O1)O)O)O)O)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: OC1O[C@H](COS(=O)(=O)[O-])[C@H]([C@@H]([C@@H]1O)O)O.[Na+]
• InChI: InChI=1S/C6H12O9S.Na/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8;/h2-10H,1H2,(H,11,12,13);/q;+1/p-1/t2-,3-,4+,5+,6?;/m1./s1
• InChIKey: MKFZWUBBFWXXKZ-XXIBIAAKSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl sulfate
• IUPAC Traditional name: sodium [(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl sulfate
• Synonyms: Man-6S; D-Mannose 6-sulfate sodium salt; D-Mannose 6-sulfate sodium salt 钠盐

Database IDs

• CAS Number: 204575-08-6
• MDL Number: MFCD03410302
• PubChem SID: 162248011
• PubChem CID: 71311744

CALCULATED PROPERTIES

• Acid pKa: -1.9926805
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -5.2539496
• LogD (pH = 7.4): -5.254007
• Log P: -4.725711
• Molar Refractivity: 44.7935 cm^3
• Polarizability: 20.060457 Å^3
• Polar Surface Area: 156.58 Å^2
• Rotatable Bonds: 3
• 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
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (TLC)
• Empirical Formula (Hill Notation): C6H11NaO9S

DETAILS

Sigma Aldrich - 14652

Application
D-Mannose 6-sulfate (Man-6S) occurs in some N-glycans that occur on proteins such as Dictyostelium discoideum cathepsin D and various lysosomal enzymes. Mannose 6-sulfate can be used as a reference material in the chemical analysis of Man-6S glycans.