(3R,4R)-2-methylpiperidine-3,4,5-triol hydrochloride

• ChemBase ID: 165952
• Molecular Formular: C6H14ClNO3
• Molecular Mass: 183.63326
• Monoisotopic Mass: 183.06622099
• SMILES: C1([C@H]([C@H](C(CN1)O)O)O)C.Cl
• Canonical SMILES: OC1CNC([C@H]([C@H]1O)O)C.Cl
• InChI: InChI=1S/C6H13NO3.ClH/c1-3-5(9)6(10)4(8)2-7-3;/h3-10H,2H2,1H3;1H/t3?,4?,5-,6-;/m1./s1
• InChIKey: SHSBWMUIVLOMIL-NXOQUZQRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-2-methylpiperidine-3,4,5-triol hydrochloride
• IUPAC Traditional name: (3R,4R)-2-methylpiperidine-3,4,5-triol hydrochloride
• Synonyms: (2S,3R,4S,5R)-2-Methyl-3,4,5-piperidinetriol; 1,5-Dideoxy-1,5-imino-L-fucitol; Deoxyfuconojirimycin, Hydrochloride

Database IDs

• CAS Number: 210174-73-5
• PubChem SID: 162260085
• PubChem CID: 71315475

CALCULATED PROPERTIES

• Acid pKa: 12.933748
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -4.7157183
• LogD (pH = 7.4): -3.081536
• Log P: -1.8388332
• Molar Refractivity: 35.0307 cm^3
• Polarizability: 14.5027485 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Tan Solid
• Melting Point: 179-187°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D236000

A powerful and specific inhibitor of several alpha-L-fucosidases.

REFERENCES

• Winchester, B., et al.: Biochem. J., 265, 277 (1990)