5-(2-amino-3-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}propoxy)-6-(hydroxymethyl)oxane-2,3,4-triol hydrochloride

• ChemBase ID: 160440
• Molecular Formular: C15H30ClNO12
• Molecular Mass: 451.8512
• Monoisotopic Mass: 451.14565309
• SMILES: NC(COC1C(OC(C(C1O)O)O)CO)COC1C(OC(C(C1O)O)O)CO.Cl
• Canonical SMILES: OCC1OC(O)C(C(C1OCC(COC1C(CO)OC(C(C1O)O)O)N)O)O.Cl
• InChI: InChI=1S/C15H29NO12.ClH/c16-5(3-25-12-6(1-17)27-14(23)10(21)8(12)19)4-26-13-7(2-18)28-15(24)11(22)9(13)20;/h5-15,17-24H,1-4,16H2;1H
• InChIKey: NVRPDUMAFYKJCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-amino-3-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}propoxy)-6-(hydroxymethyl)oxane-2,3,4-triol hydrochloride
• IUPAC Traditional name: 5-(2-amino-3-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}propoxy)-6-(hydroxymethyl)oxane-2,3,4-triol hydrochloride
• Synonyms: 4,4'-O-(2-Amino-1,3-propanediyl)bis-D-mannose Hydrochloride

Database IDs

• CAS Number: 95245-30-0
• PubChem SID: 162254575
• PubChem CID: 71313342

CALCULATED PROPERTIES

• Acid pKa: 11.007773
• H Acceptors: 13
• H Donor: 9
• LogD (pH = 5.5): -8.396067
• LogD (pH = 7.4): -7.093038
• Log P: -5.487567
• Molar Refractivity: 87.0002 cm^3
• Polarizability: 36.66671 Å^3
• Polar Surface Area: 224.78 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Light Beige Solid
• Melting Point: 100-105°C

Safety Information

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

DETAILS

Toronto Research Chemicals - A628070

Used in the synthesis of novel bis(D-mannose) compounds.

REFERENCES

• Holman, G.D., et al.: Carbohydrate Res., 135, 337 (1985)