9H-fluoren-9-ylmethyl N-[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxyoctadec-4-en-2-yl]carbamate

• ChemBase ID: 163279
• Molecular Formular: C39H61NO4Si
• Molecular Mass: 635.99144
• Monoisotopic Mass: 635.43698597
• SMILES: OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O[Si](C)(C)C(C)(C)C)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)OCC1c2ccccc2c2c1cccc2)CO)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C39H61NO4Si/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-28-37(44-45(5,6)39(2,3)4)36(29-41)40-38(42)43-30-35-33-26-22-20-24-31(33)32-25-21-23-27-34(32)35/h19-28,35-37,41H,7-18,29-30H2,1-6H3,(H,40,42)/b28-19+/t36-,37+/m0/s1
• InChIKey: WBCAJQRDYWOKNL-LKTVSZBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9H-fluoren-9-ylmethyl N-[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxyoctadec-4-en-2-yl]carbamate
• IUPAC Traditional name: 9H-fluoren-9-ylmethyl N-[(2S,3R,4E)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxyoctadec-4-en-2-yl]carbamate
• Synonyms: (2S,3R,4E)-2-Amino-3-(tertbutyldimethylsilyloxy)-2-fluorenylcarbonylamino-4-octadecene-1-ol; 3-O-(tert-Butyldimethylsilyloxy)-2-Fmoc-erythro-sphingosine

Database IDs

• CAS Number: 149035-77-8
• PubChem SID: 162257414
• PubChem CID: 11006736

CALCULATED PROPERTIES

• Acid pKa: 14.020682
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 10.4911
• LogD (pH = 7.4): 10.4911
• Log P: 10.4911
• Molar Refractivity: 185.8199 cm^3
• Polarizability: 76.22406 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B691450

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