Sphingosine-1-phosphate-d₇  (Synonyms: S1P-d₇)

Sphingosine-1-phosphate-d₇ is the deuterium labeled Sphingosine-1-phosphate. Sphingosine-1-phosphate (S1P) is an agonist of S1P1-5 receptors and a ligand of GPR3, GPR6 and GPR12. Sphingosine-1-phosphate is an intracellular second messenger and mobilizes Ca2+ as an extracellular ligand for G protein-coupled receptors[1]. Sphingosine-1-phosphate is an important lipid mediator generated from Sphingomyelin (HY-113498) or other membrane phospholipids[2].

Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

386.51

C₁₈H₃₁D₇NO₅P

2260670-15-1

Solid

White to off-white

[2H]C([2H])([2H])C([2H])([2H])C([2H])([2H])CCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)COP(O)(O)=O

Room temperature in continental US; may vary elsewhere.

• [1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.  [Content Brief]

  [2]. Teresa Sanchez, et al. Structural and Functional Characteristics of S1P Receptors. J Cell Biochem. 2004 Aug 1;92(5):913-22.  [Content Brief]

  [3]. Kirsten Uhlenbrock, et al. Sphingosine 1-phosphate Is a Ligand of the Human gpr3, gpr6 and gpr12 Family of Constitutively Active G Protein-Coupled Receptors. Cell Signal. 2002 Nov;14(11):941-53.  [Content Brief]

  [4]. S An, et al. Transduction of Intracellular Calcium Signals Through G Protein-Mediated Activation of Phospholipase C by Recombinant Sphingosine 1-phosphate Receptors. Mol Pharmacol. 1999 May;55(5):787-94  [Content Brief]