2-Acetamido-2-(4-octylphenethyl)malonic Acid

Ref. TR-A142800

Product Information

• Name: 2-Acetamido-2-(4-octylphenethyl)malonic Acid
• Synonyms: 2-acetamido-2-[2-(4-octylphenyl)ethyl]propanedioic acid

Description

Applications 2-Acetamido-2-(4-octylphenethyl)malonic Acid is related to Fingolimod (F805000) which is a derivative of ISP-1 (myriocin), a fungal metabolite of the Chinese herb Iscaria sinclarii as well as a structural analogue of Sphingosine. Fingolimod is a novel immune modulator that prolongs allograft transplant survival in numberour models by inhibiting lymphocyte emigration from lymphoid organs. Fingolimod is reported to be phosphorylated by sphingosine kinase to FTY720-P, which has been shown to potently stimulate GTPgS binding activity in S1P-transfected CHO cells (EC50 = 210 pM, 4.9 nM, 4.3 nM, and 1 nM for S1P1, S1P3, S1P4 and S1P5, respectively).
References Brinkmann, V., et al.: Transplantation, 72, 764 (2001), Brinkmann, et al.: J. Biol. Chem., 277, 24, 21453 (2002), Mtaloubian, M., et al.: Nature, 427, 355 (2004),

• Brand: TRC

Chemical properties

• Molecular weight: 377.474
• Formula: C₂₁H₃₁NO₅
• Color/Form: Neat
• InChI: InChI=1S/C21H31NO5/c1-3-4-5-6-7-8-9-17-10-12-18(13-11-17)14-15-21(19(24)25,20(26)27)22-16(2)23/h10-13H,3-9,14-15H2,1-2H3,(H,22,23)(H,24,25)(H,26,27)
• InChI key: InChIKey=RMHAQJXHCQQSSC-UHFFFAOYSA-N
• SMILES: CCCCCCCCc1ccc(CCC(NC(C)=O)(C(=O)O)C(=O)O)cc1