{2-amino-3-hydroxy-2-[2-(4-octylphenyl)ethyl](2H4)propoxy}phosphonic acid

• ChemBase ID: 169476
• Molecular Formular: C19H34NO5P
• Molecular Mass: 387.450721
• Monoisotopic Mass: 387.21745982
• SMILES: c1cc(ccc1CCCCCCCC)CCC(COP(=O)(O)O)(CO)N
• 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)
• InChIKey: LRFKWQGGENFBFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-amino-3-hydroxy-2-[2-(4-octylphenyl)ethyl](^2H₄)propoxy}phosphonic acid
• IUPAC Traditional name: 2-amino-3-hydroxy-2-[2-(4-octylphenyl)ethyl](^2H₄)propoxyphosphonic acid
• Synonyms: 2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol-d4 1-(Dihydrogen Phosphate); 2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol-d4 Mono(dihydrogen phosphate) Ester; FTY720-P-d4; FTY-P-d4; rac FTY720-d4 Phosphate

Database IDs

• CAS Number: 402615-91-2-unlabelled
• PubChem SID: 162263608
• PubChem CID: 71316988

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: 41.133453 Å^3
• Polar Surface Area: 113.01 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F805012

Labelled rac FTY720 (F805010). rac FTY720 is a sphingosine 1-phosphate receptor modular, ameliorates experimental autoimmune encephalomyelitis by inhibition of T cell infiltration.

REFERENCES

• Igarashi, J., et al.: J. Biol. Chem., 275, 32363 (2000)
• Bandhuvula, P., et al.: J. Biol. Chem., 280, 33697 (2000)