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

• ChemBase ID: 170549
• Molecular Formular: C8H18ClNO5
• Molecular Mass: 243.68522
• Monoisotopic Mass: 243.08735036
• SMILES: [C@@H]1([C@@H](C(CN(C1CO)CCO)O)O)O.Cl
• Canonical SMILES: OCCN1CC(O)[C@H]([C@@H](C1CO)O)O.Cl
• InChI: InChI=1S/C8H17NO5.ClH/c10-2-1-9-3-6(12)8(14)7(13)5(9)4-11;/h5-8,10-14H,1-4H2;1H/t5?,6?,7-,8-;/m1./s1
• InChIKey: QHWGCVIAMMMOPR-YSPZXBHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• IUPAC Traditional name: (3R,4R)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• Synonyms: (2S,3R,4R,5S)-1-(2-Hydroxyethyl)-2-(hydroxymethyl)-3,4,5-piperidinetriol Hydrochloride; N-(2-Hydroxyethyl)-1-deoxy-L-idonojirimycin Hydrochloride

Database IDs

• PubChem SID: 164226459
• PubChem CID: 71749028

CALCULATED PROPERTIES

• Acid pKa: 12.901322
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.2772155
• LogD (pH = 7.4): -3.6036737
• Log P: -3.1927972
• Molar Refractivity: 48.1614 cm^3
• Polarizability: 19.51395 Å^3
• Polar Surface Area: 104.39 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid

Safety Information

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

DETAILS

Toronto Research Chemicals - H942030

α-Glycosidase inhibitor.

REFERENCES

• van de Water, F., et al.: Drug Metab. Rev., 37, 443 (2005)
• Koepsell, H., et al.: Pharm. Res., 24, 1227 (2005)
• Jappar, D., et al.: Pharm. Res., 26, 172 (2005)