6-amino-N-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide

• ChemBase ID: 158851
• Molecular Formular: C14H27N3O6
• Molecular Mass: 333.38068
• Monoisotopic Mass: 333.1899856
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)NC(=O)CCCCCN)NC(=O)C)O)O
• Canonical SMILES: NCCCCCC(=O)N[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1NC(=O)C)O)O
• InChI: InChI=1S/C14H27N3O6/c1-8(19)16-11-13(22)12(21)9(7-18)23-14(11)17-10(20)5-3-2-4-6-15/h9,11-14,18,21-22H,2-7,15H2,1H3,(H,16,19)(H,17,20)/t9-,11-,12-,13-,14-/m1/s1
• InChIKey: NLQMXQHRYQBRAG-DKTYCGPESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-N-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide
• IUPAC Traditional name: 6-amino-N-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide
• Synonyms: CNAG; 2-Acetamido-N-(e-aminocaproyl)-2-deoxy-β-D-glucopyranosylamine

Database IDs

• CAS Number: 112898-10-9
• PubChem SID: 162252986
• PubChem CID: 54117915

CALCULATED PROPERTIES

• Acid pKa: 11.86388
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -6.041873
• LogD (pH = 7.4): -5.6208277
• Log P: -3.1379843
• Molar Refractivity: 80.1421 cm^3
• Polarizability: 32.442837 Å^3
• Polar Surface Area: 154.14 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 182-184°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - A139000

Ligand for the separation of hexosaminidases using affinity chromatography.