(2S,3R,4E)-2-azido-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-1-ol

• ChemBase ID: 160983
• Molecular Formular: C24H49N3O2Si
• Molecular Mass: 439.75026
• Monoisotopic Mass: 439.35940436
• SMILES: OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O[Si](C)(C)C(C)(C)C)N=[N+]=[N-]
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](N=[N+]=[N-])CO)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C24H49N3O2Si/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(22(21-28)26-27-25)29-30(5,6)24(2,3)4/h19-20,22-23,28H,7-18,21H2,1-6H3/b20-19+/t22-,23+/m0/s1
• InChIKey: MALQUZUDYJXZJI-DWVLVAQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4E)-2-azido-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-1-ol
• IUPAC Traditional name: (2S,3R,4E)-2-azido-3-[(tert-butyldimethylsilyl)oxy]octadec-4-en-1-ol
• Synonyms: (2S,3R,4E)-2-Azido-3-(tertbutyldimethylsilyl)-4-octadecene-3-ol; (2S,3R,4E)-2-Azido-3-(tert-butyldimethylsilyl)-erythro-sphingosine

Database IDs

• CAS Number: 114299-64-8
• PubChem SID: 162255118
• PubChem CID: 10917176

CALCULATED PROPERTIES

• Acid pKa: 14.798953
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 7.5225
• LogD (pH = 7.4): 7.5225
• Log P: 7.5826
• Molar Refractivity: 126.3751 cm^3
• Polarizability: 51.191944 Å^3
• Polar Surface Area: 58.89 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - A822550

A derivative of Sphingosine, a selective inhibitor of protein kinase C activity and phorbol dibutyrate binding in vitro in human platelets; does not inhibit protein kinase A or myosin light chain kinase; inhibits calmodulin-dependent enzymes; natural isom