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

• ChemBase ID: 165976
• Molecular Formular: C6H14ClNO4
• Molecular Mass: 199.63266
• Monoisotopic Mass: 199.06113561
• SMILES: [C@@H]1([C@@H](C(CNC1CO)O)O)O.Cl
• Canonical SMILES: OCC1NCC([C@H]([C@@H]1O)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/t3?,4?,5-,6-;/m1./s1
• InChIKey: ZJIHMALTJRDNQI-NXOQUZQRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• IUPAC Traditional name: (3R,4R)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• Synonyms: (2S,3R,4R,5S)-2-Hydroxymethyl-3,4,5-piperidinetriol Hydrochloride; 1-Deoxy-L-idonojirimycin Hydrochloride; (2R,3R,4R,5R)-2-(Hydroxymethyl)-3,4,5-piperidinetriol Hydrochloride; Manno-1-deoxynojirimycin Hydrochloride; Deoxymannojirimycin Hydrochloride; (2R,3R,4R,5S)-2-(Hydroxymethyl)-3,4,5-piperidinetriol Hydrochloride; 1-Deoxynojirimycin Hydrochloride; AT 2220; Duvoglustat Hydrochloride; Moranoline Hydrochloride; DNJ Hydrochloride; Deoxynojirimycin Hydrochloride

Database IDs

• CAS Number: 73465-43-7; 73285-50-4; 210223-32-8
• PubChem SID: 162260109
• PubChem CID: 46783529

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

Physical Property

• Solubility: Methanol; Water
• Apperance: Foam Solid; White Solid
• Melting Point: 174-176°C; 208-210°C

Safety Information

• Storage Condition: -20°C Freezer; -20°C Freezer, Under Inert Atmosphere; Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D239750

An inhibitor of yeast a-glucosidase. Used in the synthesis of 1-deoxynojirimycin (DNJ), an important glycosidase inhibitor.

Toronto Research Chemicals - D240000

Deoxymannojirimycin has been shown to be a potent inhibitor of the mammalian Golgi alpha- mannosidase 1 activity, blocking the conversion of high-mannose oligosaccharides to complex-type oligosaccharides. However, it does not inhibit the biosynthesis of

Toronto Research Chemicals - D245005

Deoxynojirimycin inhibits mammalian glucosidase 1. As well, it inhibits intestinal and lysosmal alpha-glucosidases, beta-glucosidase from sweet almonds, pancreatic alpha-amylase and amyloglucosidase.

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