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

• ChemBase ID: 159901
• Molecular Formular: C12H24N2O6
• Molecular Mass: 292.32876
• Monoisotopic Mass: 292.1634365
• SMILES: [C@H]1([C@@H](C([C@@H](OC1CO)NC(=O)CCCCCN)O)O)O
• Canonical SMILES: NCCCCCC(=O)N[C@@H]1OC(CO)[C@@H]([C@@H](C1O)O)O
• InChI: InChI=1S/C12H24N2O6/c13-5-3-1-2-4-8(16)14-12-11(19)10(18)9(17)7(6-15)20-12/h7,9-12,15,17-19H,1-6,13H2,(H,14,16)/t7?,9-,10-,11?,12+/m0/s1
• InChIKey: FJNVLTLMGXYGGP-SCBPDFROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-N-[(2R,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide
• IUPAC Traditional name: 6-amino-N-[(2R,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide
• Synonyms: 6-Amino-N-β-D-galactopyranosylhexanamide; N-ε-Aminocaproyl-β-D-galactopyranosylamine

Database IDs

• CAS Number: 38822-56-9
• PubChem SID: 162254036
• PubChem CID: 46780225

CALCULATED PROPERTIES

• Acid pKa: 11.761094
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -5.753828
• LogD (pH = 7.4): -5.3325105
• Log P: -2.8655248
• Molar Refractivity: 69.0408 cm^3
• Polarizability: 28.172731 Å^3
• Polar Surface Area: 145.27 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 206-208°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A603020

Used for the preparation of sugar specific antibodies using liposomes.

REFERENCES

• Minke, W., et al.: Biochemistry, 38, 5684 (1999)
• Pickens, J., et al.: Chem. Biol., 11, 1205 (1999)
• Shoichet, B., et al.: J. Med. Chem., 49, 7274 (1999)