[(3R,4R,5R,6R)-3-amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid

• ChemBase ID: 153881
• Molecular Formular: C6H13NO8S
• Molecular Mass: 259.23432
• Monoisotopic Mass: 259.03618738
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)N)OS(=O)(=O)O)O)O
• Canonical SMILES: OC[C@H]1OC(O)[C@@H]([C@H]([C@@H]1O)OS(=O)(=O)O)N
• InChI: InChI=1S/C6H13NO8S/c7-3-5(15-16(11,12)13)4(9)2(1-8)14-6(3)10/h2-6,8-10H,1,7H2,(H,11,12,13)/t2-,3-,4-,5-,6?/m1/s1
• InChIKey: UZUBNIPDAIVWIE-IVMDWMLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3R,4R,5R,6R)-3-amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(3R,4R,5R,6R)-3-amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid
• Synonyms: GlcN-3S; D-Glucosamine 3-sulfate

Database IDs

• CAS Number: 76330-20-6
• MDL Number: MFCD01862217
• PubChem SID: 162248020
• PubChem CID: 46185935

CALCULATED PROPERTIES

• Acid pKa: -1.915121
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -3.995626
• LogD (pH = 7.4): -4.10883
• Log P: -3.9939618
• Molar Refractivity: 47.5727 cm^3
• Polarizability: 20.95636 Å^3
• Polar Surface Area: 159.54 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

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C6H13NO8S

DETAILS

Sigma Aldrich - 11631

Application
D-Glucosamine 3-sulfate (GlcN-3S) may be used as a reference in analytical analysis of the components of heparin sulfate.