S9666

Sphingosine 1-phosphate

≥95% (TLC), powder, lipid second messenger

• Synonym(s): (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 1-phosphate, D-erythro-Sphingosine 1-phosphate
• Empirical Formula (Hill Notation): C₁₈H₃₈NO₅P
• CAS Number: 26993-30-6
• Molecular Weight: 379.47
• MDL number: MFCD00270077
• UNSPSC Code: 12352211
• PubChem Substance ID: 24899853
• NACRES: NA.77

Properties

• product name: Sphingosine 1-phosphate, ≥95%, powder
• Quality Level: 300
• assay: ≥95%
• form: powder
• storage temp.: −20°C
• SMILES string: CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(O)(O)=O
• InChI: 1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1
• InChI key: DUYSYHSSBDVJSM-KRWOKUGFSA-N
• Gene Information: human ... S1PR1(1901) , S1PR2(9294) , S1PR3(1903) , S1PR4(8698) , S1PR5(53637)

Description

Biochem/physiol Actions

A lipid second messenger that binds to S1P₁ and S1P₃ receptors. Mobilizes intracellular Ca²⁺ stores and decreases cellular cAMP. Activates phospholipase D. S1P stimulates the migration of endothelial cells but inhibits the migration of other cell types. Induces angiogenesis.

Features and Benefits

This compound is featured on the Lysophospholipid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves