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

• ChemBase ID: 165220
• Molecular Formular: C15H29NO4
• Molecular Mass: 287.39506
• Monoisotopic Mass: 287.20965841
• SMILES: [C@@H]1([C@@H](C(CN(C1CO)CCCC1CCCCC1)O)O)O
• Canonical SMILES: OCC1N(CCCC2CCCCC2)CC([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H29NO4/c17-10-12-14(19)15(20)13(18)9-16(12)8-4-7-11-5-2-1-3-6-11/h11-15,17-20H,1-10H2/t12?,13?,14-,15-/m1/s1
• InChIKey: WAOKCSPMSBLULX-NEXFUWMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-1-(3-cyclohexylpropyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
• IUPAC Traditional name: (3R,4R)-1-(3-cyclohexylpropyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
• Synonyms: (2R,3R,4R,5S)-1-(3-Cyclohexylpropyl)-2-(hydroxymethyl)-3,4,5-piperidinetriol; SP 173; N-Cyclohexylpropyl Deoxynojirimycin

Database IDs

• CAS Number: 133342-48-0
• PubChem SID: 162259353
• PubChem CID: 71315087

CALCULATED PROPERTIES

• Acid pKa: 12.902202
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.2945714
• LogD (pH = 7.4): -0.5228013
• Log P: 0.42277163
• Molar Refractivity: 76.8931 cm^3
• Polarizability: 30.925884 Å^3
• Polar Surface Area: 84.16 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 117-120°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C988150

A inhibitor of glucosidase 1.

REFERENCES

• Mehta, A., et al.: Antiviral chem. & Chemotherapy, 13(5)
• 299 (2002)