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

• ChemBase ID: 154016
• Molecular Formular: C6H14ClNO3
• Molecular Mass: 183.63326
• Monoisotopic Mass: 183.06622099
• SMILES: C[C@H]1[C@H]([C@H]([C@@H](CN1)O)O)O.Cl
• Canonical SMILES: O[C@@H]1CN[C@H]([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-;/m0./s1
• InChIKey: SHSBWMUIVLOMIL-NQZVPSPJSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 210174-73-5
• MDL Number: MFCD00269961
• PubChem SID: 162248155
• PubChem CID: 24721559

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

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C6H13NO3 · HCl

DETAILS

Sigma Aldrich - 51282

Biochem/physiol Actions
Deoxyfuconojirimycin is a specific and competitive inhibitor of human liver α-L-fucosidase.1