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

• ChemBase ID: 169336
• Molecular Formular: C33H47NO4
• Molecular Mass: 521.73058
• Monoisotopic Mass: 521.35050899
• SMILES: OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)OCC1c2ccccc2c2c1cccc2)CO)O
• InChI: InChI=1S/C33H47NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-23-32(36)31(24-35)34-33(37)38-25-30-28-21-17-15-19-26(28)27-20-16-18-22-29(27)30/h14-23,30-32,35-36H,2-13,24-25H2,1H3,(H,34,37)/b23-14+/t31-,32+/m0/s1
• InChIKey: GCNQQIYQAZKODL-MLXMVAJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9H-fluoren-9-ylmethyl N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]carbamate
• IUPAC Traditional name: 9H-fluoren-9-ylmethyl N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]carbamate
• Synonyms: (2S,3R,4E)-2-Fluorenylmethoxycarbonylamino-4-octadecen-1,3-diol; N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]carbamic Acid 9H-Fluoren-9-ylmethyl Ester; Fmoc-erythro-Sphingosine

Database IDs

• CAS Number: 56607-19-3
• PubChem SID: 162263468
• PubChem CID: 71316914

CALCULATED PROPERTIES

• Acid pKa: 13.748173
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 8.190608
• LogD (pH = 7.4): 8.190608
• Log P: 8.190608
• Molar Refractivity: 155.9718 cm^3
• Polarizability: 62.155617 Å^3
• Polar Surface Area: 78.79 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 59-60°C

DETAILS

Toronto Research Chemicals - F667750

The N-Fmoc protected 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.