{2-amino-3-hydroxy-2-[2-(4-octylphenyl)ethyl]propoxy}phosphonic acid

• ChemBase ID: 169475
• Molecular Formular: C19H34NO5P
• Molecular Mass: 387.450721
• Monoisotopic Mass: 387.21745982
• SMILES: c1c(ccc(c1)CCCCCCCC)CCC(N)(CO)COP(=O)(O)O
• Canonical SMILES: CCCCCCCCc1ccc(cc1)CCC(COP(=O)(O)O)(CO)N
• InChI: InChI=1S/C19H34NO5P/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-25-26(22,23)24/h9-12,21H,2-8,13-16,20H2,1H3,(H2,22,23,24)/t19-/m0/s1
• InChIKey: LRFKWQGGENFBFO-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-amino-3-hydroxy-2-[2-(4-octylphenyl)ethyl]propoxy}phosphonic acid; [(2S)-2-amino-3-hydroxy-2-[2-(4-octylphenyl)ethyl]propoxy]phosphonic acid
• IUPAC Traditional name: 2-amino-3-hydroxy-2-[2-(4-octylphenyl)ethyl]propoxyphosphonic acid; (2S)-2-amino-3-hydroxy-2-[2-(4-octylphenyl)ethyl]propoxyphosphonic acid
• Synonyms: 2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol 1-(Dihydrogen Phosphate); 2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol Mono(dihydrogen phosphate) Ester; FTY720-P; FTY-P; Fingolimod phosphate; rac FTY720 Phosphate; 2-(S)-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol Mono(dihydrogen phosphate) Ester; (S)-FTY720-P; (S) FTY720 Phosphate

Database IDs

• CAS Number: 402616-26-6; 402615-91-2
• PubChem SID: 162263607
• PubChem CID: 11452022

CALCULATED PROPERTIES

• Acid pKa: 1.6166313
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 2.8978448
• LogD (pH = 7.4): 2.1104279
• Log P: 2.925143
• Molar Refractivity: 104.1529 cm^3
• Polarizability: 41.13345 Å^3
• Polar Surface Area: 113.01 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (Hot); Methanol (Sparingly); Water (Hot)
• Apperance: White Solid; White to Off-White Solid
• Melting Point: 184-186°C (dedc.); 230-233°C

Safety Information

• Storage Condition: -20°C Freezer; Hygroscopic, -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - F805010

rac FTY720 is a sphingosine 1-phosphate receptor modular, ameliorates experimental autoimmune encephalomyelitis by inhibition of T cell infiltration.

Toronto Research Chemicals - F805005

FTY720 is a sphingosine 1-phosphate receptor modular, ameliorates experimental autoimmune encephalomyelitis by inhibition of T cell infiltration. FTY720 Phosphate is the active metabolite of FTY720-phosphate.

REFERENCES

• Igarashi, J., et al.: J. Biol. Chem., 275, 32363 (2000)
• Bandhuvula, P., et al.: J. Biol. Chem., 280, 33697 (2000)
• Chiba, K., et al.: J. Immunol., 160, 5037 (1998)
• Brinkmann, V., et al.: J. Biol. Chem., 277, 21453 (1998)
• Kiuchi, M., et al.: Bioorganic & Medicinal Chemistry, 13, 425 (2005