(3R,4R)-2-(hydroxymethyl)-1-(6-propoxyhexyl)piperidine-3,4,5-triol

• ChemBase ID: 175952
• Molecular Formular: C15H31NO5
• Molecular Mass: 305.41034
• Monoisotopic Mass: 305.2202231
• SMILES: [C@@H]1([C@@H](C(CN(C1CO)CCCCCCOCCC)O)O)O
• Canonical SMILES: CCCOCCCCCCN1CC(O)[C@H]([C@@H](C1CO)O)O
• InChI: InChI=1S/C15H31NO5/c1-2-8-21-9-6-4-3-5-7-16-10-13(18)15(20)14(19)12(16)11-17/h12-15,17-20H,2-11H2,1H3/t12?,13?,14-,15-/m1/s1
• InChIKey: OLYHECNPMKMYII-NEXFUWMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-2-(hydroxymethyl)-1-(6-propoxyhexyl)piperidine-3,4,5-triol
• IUPAC Traditional name: (3R,4R)-2-(hydroxymethyl)-1-(6-propoxyhexyl)piperidine-3,4,5-triol
• Synonyms: (2R,3R,4R,5S)-2-(Hydroxymethyl)-1-(6-propoxyhexyl)-3,4,5-piperidinetriol; N-(7-Oxadecyl)deoxynojirimycin

Database IDs

• CAS Number: 160632-05-3
• PubChem SID: 164231862
• PubChem CID: 71751354

CALCULATED PROPERTIES

• Acid pKa: 12.902188
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.9798222
• LogD (pH = 7.4): -1.2129978
• Log P: -0.20388067
• Molar Refractivity: 80.8972 cm^3
• Polarizability: 32.364838 Å^3
• Polar Surface Area: 93.39 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Low-Melting Solid

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O845000

A inhibitor of glucosidase 1.

REFERENCES

• L.A.G.M., van den Broek, et al.: Reel. Trav. Chim. Pays-Bas, 112, 82 (1993)
• L.A.G.M., van den Broek, et al.: Reel. Trav. Chim. Pays-Bas, 113, 507 (1994)