(2S,3R,4E)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-1-hydroxyoctadec-4-en-3-yl benzoate

• ChemBase ID: 169325
• Molecular Formular: C40H51NO5
• Molecular Mass: 625.83664
• Monoisotopic Mass: 625.37672374
• SMILES: OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)OC(=O)c1ccccc1)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)OCC1c2ccccc2c2c1cccc2)CO)OC(=O)c1ccccc1
• InChI: InChI=1S/C40H51NO5/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-28-38(46-39(43)31-22-15-14-16-23-31)37(29-42)41-40(44)45-30-36-34-26-20-18-24-32(34)33-25-19-21-27-35(33)36/h14-28,36-38,42H,2-13,29-30H2,1H3,(H,41,44)/b28-17+/t37-,38+/m0/s1
• InChIKey: PLYWOXBLBCCNJM-VHLAJRNXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4E)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-1-hydroxyoctadec-4-en-3-yl benzoate
• IUPAC Traditional name: (2S,3R,4E)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-1-hydroxyoctadec-4-en-3-yl benzoate
• Synonyms: [(1S,2R,3E)-2-(Benzoyloxy)-1-(hydroxymethyl)-3-heptadecenyl]carbamic Acid 9H-Fluoren-9-ylmethyl Ester; Fmoc-3-benzoyl-erythro-sphingosine

Database IDs

• CAS Number: 676485-58-8
• PubChem SID: 162263457
• PubChem CID: 71316909

CALCULATED PROPERTIES

• Acid pKa: 13.755062
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 10.685908
• LogD (pH = 7.4): 10.685908
• Log P: 10.685908
• Molar Refractivity: 185.7938 cm^3
• Polarizability: 73.711914 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 79-82°C