2-{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 132781
• Molecular Formular: C24H47NO7
• Molecular Mass: 461.63248
• Monoisotopic Mass: 461.33525285
• SMILES: CCCCCCCCCCCCC/C=C/C(C(COC1C(C(C(C(O1)CO)O)O)O)N)O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/C(C(COC1OC(CO)C(C(C1O)O)O)N)O
• InChI: InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+
• InChIKey: HHJTWTPUPVQKNA-CCEZHUSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: 2-{[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 1-β-D-Glucosylsphingosine; Glucopsychosine

Database IDs

• CAS Number: 52050-17-6
• MDL Number: MFCD00079314
• PubChem SID: 162227058
• PubChem CID: 5353912

CALCULATED PROPERTIES

• Acid pKa: 12.206499
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -0.13794628
• LogD (pH = 7.4): 1.0860742
• Log P: 2.7957444
• Molar Refractivity: 124.3053 cm^3
• Polarizability: 49.999756 Å^3
• Polar Surface Area: 145.63 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: B
• German water hazard class: 3

DETAILS

Sigma Aldrich - G1637

Preparation Note
Prepared from glucocerebrosides from human (Gaucher′s) spleen