2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride

• ChemBase ID: 103171
• Molecular Formular: C6H14ClNO4
• Molecular Mass: 199.63266
• Monoisotopic Mass: 199.06113561
• SMILES: Cl.OCC1NCC(O)C(O)C1O
• Canonical SMILES: OCC1NCC(C(C1O)O)O.Cl
• InChI: InChI=1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H
• InChIKey: ZJIHMALTJRDNQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• IUPAC Traditional name: 1 deoxynojirimycin hydrochloride
• Synonyms: 1,5-Dideoxy-1,5-imino-D-glucitol hydrochloride; (+)-1-DEOXYNOJIRIMYCIN HYDROCHLORIDE; 1,5-Dideoxy-1,5-imino-D-mannitol hydrochloride; (+)-1-DEOXYMANNOJIRIMYCIN HYDROCHLORIDE

Database IDs

• CAS Number: 84444-90-6; 19130-96-2
• PubChem SID: 162090348
• PubChem CID: 377339

CALCULATED PROPERTIES

• Acid pKa: 12.906054
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -5.3671846
• LogD (pH = 7.4): -3.6328244
• Log P: -2.8857431
• Molar Refractivity: 36.5744 cm^3
• Polarizability: 15.1906805 Å^3
• Polar Surface Area: 92.95 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C; 0°C, Desiccate
• RTECS: TN4350300

DETAILS

MP Biomedicals - 02150819

Hydrochloride
Interferes with normal processing of
N-linked glycoproteins, producing reduced amounts of complex type oligosaccharides.

MP Biomedicals - 02150802

Inhibits processing of N-linked glycoproteins by inhibiting the action of mannosidases 1A/B.

REFERENCES

• J. Biol. Chem. , 257 : 14155 (1982).
• Bischoff, J., et al., J. Biol. Chem., 261: 4766 (1986).