(2R,3S)-2-(dimethylamino)octadec-4-ene-1,3-diol

• ChemBase ID: 128492
• Molecular Formular: C20H41NO2
• Molecular Mass: 327.54504
• Monoisotopic Mass: 327.31372956
• SMILES: CCCCCCCCCCCCC/C=C/[C@@H]([C@@H](CO)N(C)C)O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@@H]([C@H](N(C)C)CO)O
• InChI: InChI=1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/t19-,20+/m1/s1
• InChIKey: YRXOQXUDKDCXME-UXHICEINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-(dimethylamino)octadec-4-ene-1,3-diol
• IUPAC Traditional name: (2R,3S)-2-(dimethylamino)octadec-4-ene-1,3-diol
• Synonyms: N,N-DMS; N,N-Dimethylsphingosine

Database IDs

• CAS Number: 119567-63-4
• PubChem SID: 162222799
• PubChem CID: 6438166
• CHEMBL: 447685
• Chemspider ID: 4942657
• Wikipedia Title: N,N-Dimethylsphingosine

CALCULATED PROPERTIES

• Acid pKa: 14.102716
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.230537
• LogD (pH = 7.4): 3.8647249
• Log P: 5.3822083
• Molar Refractivity: 101.9613 cm^3
• Polarizability: 40.1153 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false