Synonym: (2S,3R,4E)-2-Amino-4-octadecene-3-hydroxy-1-phosphocholine; 2-[[[(2-Amino-3-hydroxy-4-octadecenyl)oxy]hydroxy-phosphinyl]oxy]-N,N,N-trimethylethanaminium inner salt; D-erythro-Sphingosine phosphocholine; Lyso SM (d18:1); Lysosphingomyelin
CAS Number: 1670-26-4
Empirical Formula (Hill Notation): C23H49N2O5P
Molecular Weight: 464.62
MDL Number: MFCD02259287
Linear Formula: C23H49N2O5P
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: S4257-25MG
| assay |
≥98% |
| color |
light yellow |
| form |
powder |
| InChI |
1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/b18-17+/t22-,23+/m0/s1 |
| InChI key |
JLVSPVFPBBFMBE-HXSWCURESA-N |
| Quality Level |
200  |
| SMILES string |
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(N)COP([O-])(OCC[N+](C)(C)C)=O |
| solubility |
chloroform/methanol (2:1): complete 10 mg/ml, clear to slightly hazy, colorless to light yellow |
| storage temp. |
−20°C |
| Application: |
Neurotrophic effects of Sphingosylphosphorylcholine were studied in cerebellar granule neurons of mice and PC-12 cells. |
| Biochem/physiol Actions: |
Sphingosylphosphorylcholine (SPC) is a bioactive lipid that mediates intracellular and extracellular signaling. It mobilizes Ca2+ from intracellular stores via an IP3-independent pathway. It stimulates the production of CCL2 that may contribute to development of atherosclerosis. SPC is a ligand for endothelial differentiation gene receptor 3 (EDG3). |
| Packaging: |
10 mg in poly bottle |
| Packaging: |
25 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% |
| Storage Temp. |
−20°C |
| UNSPSC |
12352211 |