2-amino-2-[2-(4-octylphenyl)ethyl](2H4)propane-1,3-diol hydrochloride

• ChemBase ID: 169474
• Molecular Formular: C19H34ClNO2
• Molecular Mass: 343.93176
• Monoisotopic Mass: 343.22780701
• SMILES: c1c(ccc(c1)CCCCCCCC)CCC(N)(CO)CO.Cl
• Canonical SMILES: CCCCCCCCc1ccc(cc1)CCC(CO)(CO)N.Cl
• InChI: InChI=1S/C19H33NO2.ClH/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-22;/h9-12,21-22H,2-8,13-16,20H2,1H3;1H
• InChIKey: SWZTYAVBMYWFGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-[2-(4-octylphenyl)ethyl](^2H₄)propane-1,3-diol hydrochloride
• IUPAC Traditional name: 2-amino-2-[2-(4-octylphenyl)ethyl](^2H₄)propane-1,3-diol hydrochloride
• Synonyms: 2-Amino-2-(2-(4-octylphenyl)ethyl)propane-1,3-diol-d4 Hydrochloride; Fingolimod-d4 Hydrochloride; FTY720-d4 Hydrochloride

Database IDs

• PubChem SID: 162263606
• PubChem CID: 71316986

CALCULATED PROPERTIES

• Acid pKa: 14.411364
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.0859709
• LogD (pH = 7.4): 2.1161747
• Log P: 4.060978
• Molar Refractivity: 93.28 cm^3
• Polarizability: 36.898792 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F805002

A labelled derivative of ISP-1 (myriocin), a fungal metabolite of the Chinese herb Iscaria sinclarii as well as a structural analogue of Sphingosine. It is a novel immune modulator that prolongs allograft transplant survival in numberour models by inhibit

REFERENCES

• Brinkmann, V., et al.: Transplantation, 72, 764 (2001)
• Brinkmann, et al.: J. Biol. Chem., 277, 24, 21453 (2001)
• Mtaloubian, M., et al.: Nature, 427, 355 (2001)