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

• ChemBase ID: 92429
• Molecular Formular: C10H21NO4
• Molecular Mass: 219.27804
• Monoisotopic Mass: 219.14705816
• SMILES: N1([C@H]([C@H]([C@@H](O)[C@@H](C1)O)O)CO)CCCC
• Canonical SMILES: CCCCN1C[C@@H](O)[C@@H]([C@@H]([C@@H]1CO)O)O
• InChI: InChI=1S/C10H21NO4/c1-2-3-4-11-5-8(13)10(15)9(14)7(11)6-12/h7-10,12-15H,2-6H2,1H3/t7-,8+,9+,10-/m0/s1
• InChIKey: UQRORFVVSGFNRO-JLIMGVALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5R)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol
• Synonyms: N-(But-1-yl)deoxygalactonojirimycin; (2R,3S,4R,5S)-1-(But-1-yl)-2-(hydroxymethyl)-3,4,5-trihydroxypiperidine; (2R,3S,4R,5S)-1-(But-1-yl)-2-(hydroxymethyl)piperidine-3,4,5-triol

Database IDs

• CAS Number: 141206-42-0
• MDL Number: MFCD00269939
• PubChem SID: 162079127
• PubChem CID: 71299590

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

Physical Property

• Melting Point: 123-124°C

Safety Information

• Storage Warning: Harmful/Irritant/Hygroscopic/Store at -20°C/Store under Argon

DETAILS

Apollo Scientific Ltd - OR9050T

An extremely potent & selective a-D-galactosidase inhibitor. Also a selective inhibitor of GlcCer synthesis.