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

• ChemBase ID: 159898
• Molecular Formular: C12H24N2O5
• Molecular Mass: 276.32936
• Monoisotopic Mass: 276.16852188
• SMILES: C1([C@H]([C@H](C([C@H](O1)NC(=O)CCCCCN)O)O)O)C
• Canonical SMILES: NCCCCCC(=O)N[C@H]1OC(C)[C@H]([C@H](C1O)O)O
• InChI: InChI=1S/C12H24N2O5/c1-7-9(16)10(17)11(18)12(19-7)14-8(15)5-3-2-4-6-13/h7,9-12,16-18H,2-6,13H2,1H3,(H,14,15)/t7?,9-,10+,11?,12+/m1/s1
• InChIKey: OCYKRQKYASNHPN-QXLODFHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-N-[(2S,4S,5S)-3,4,5-trihydroxy-6-methyloxan-2-yl]hexanamide
• IUPAC Traditional name: 6-amino-N-[(2S,4S,5S)-3,4,5-trihydroxy-6-methyloxan-2-yl]hexanamide
• Synonyms: 6-Amino-N-(6-deoxy-β-L-galactopyranosyl Hexanamide; N-(ε-Aminocaproyl)-β-L-fucopyranosylamine

Database IDs

• CAS Number: 35978-97-3
• PubChem SID: 162254033
• PubChem CID: 46780224

CALCULATED PROPERTIES

• Acid pKa: 11.858412
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -4.706929
• LogD (pH = 7.4): -4.2859316
• Log P: -1.8053864
• Molar Refractivity: 67.4971 cm^3
• Polarizability: 27.49301 Å^3
• Polar Surface Area: 125.04 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Amorphous Powder
• Melting Point: 75-80°C

Safety Information

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

DETAILS

Toronto Research Chemicals - A603010

Used for the isolation of L-fucose binding proteins using affinity chromatography.

REFERENCES

• Biochim. Biophys. Acta, 264(1)
• 171 (1972)