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

• ChemBase ID: 92462
• Molecular Formular: C10H22ClNO4
• Molecular Mass: 255.73898
• Monoisotopic Mass: 255.12373587
• SMILES: N1([C@H]([C@@H]([C@@H](O)[C@@H](C1)O)O)CO)CCCC.Cl
• Canonical SMILES: CCCCN1C[C@@H](O)[C@@H]([C@H]([C@@H]1CO)O)O.Cl
• InChI: InChI=1S/C10H21NO4.ClH/c1-2-3-4-11-5-8(13)10(15)9(14)7(11)6-12;/h7-10,12-15H,2-6H2,1H3;1H/t7-,8+,9-,10-;/m0./s1
• InChIKey: QPAFAUYWVZMWPR-KHTMYQNFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• IUPAC Traditional name: (2S,3S,4S,5R)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• Synonyms: Miglustat hydrochloride; N-(n-Butyl)deoxynojirimycin hydrochloride; (2R,3R,4R,5S)-1-Butyl-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride

Database IDs

• CAS Number: 210110-90-0
• MDL Number: MFCD00269940
• PubChem SID: 162079160
• PubChem CID: 71299591

CALCULATED PROPERTIES

• Acid pKa: 12.902159
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.0550327
• LogD (pH = 7.4): -2.3039815
• Log P: -1.1787962
• Molar Refractivity: 55.7427 cm^3
• Polarizability: 22.479631 Å^3
• Polar Surface Area: 84.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - OR9100T

An inhibitor of a-glucosidase 1 as well as an inhibitor ofHIV cytopathicity. It has recently been used to retard lipid storage in the central nervous system of an animal model Tay-Sachs disease.