Synonym: (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 1-phosphate; D-erythro-Sphingosine 1-phosphate
CAS Number: 26993-30-6
Empirical Formula (Hill Notation): C18H38NO5P
Molecular Weight: 379.47
MDL Number: MFCD00270077
Linear Formula: C18H38NO5P
Product Type: Chemical
| assay |
≥98.0% (TLC) |
| composition |
carbon content, 56.97% |
| |
hydrogen content, 10.09% |
| |
nitrogen content, 3.69% |
| form |
powder |
| 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 |
| lipid type |
sphingolipids |
| Quality Level |
100  |
| SMILES string |
CCCCCCCCCCCCCC=C[C@@H](O)[C@@H](N)COP(O)(O)=O |
| storage temp. |
−20°C |
| Application: |
<ul><BR/><li><strong>Repurposing Siponimod for osteoporosis:</strong> A study highlighted the potential of Siponimod, an S1P receptor modulator originally developed for multiple sclerosis, to treat osteoporosis by influencing Sphingosine 1-phosphate pathways <A class="External" onClick="cmCreateManualPageviewTag('doi.org - 73914 SIGMA', 'EXTERNAL LINKS', 'https://doi.org/10.1016/j.ejphar.2024.176630', window.location);" rel="nofollow" href="https://doi.org/10.1016/j.ejphar.2024.176630">(Hu et al., 2024).</A><img src="https://krackeler.com/images/pixel.png"></li><BR/><li><strong>Sphingosine-1<WBR>-phosphate in ocular health:</strong> Research demonstrated that a selective agonist for Sphingosine-1-phosphate receptor 1/5 could mitigate ocular vascular pathologies, suggesting therapeutic potentials in eye disease management, it is also responsible for regulating various intracellular processes, including cell survival, differentiation, and proliferation <A class="External" onClick="cmCreateManualPageviewTag('www.nature.com - 73914 SIGMA', 'EXTERNAL LINKS', 'https://www.nature.com/articles/s41598-024-60540-6', window.location);" rel="nofollow" href="https://www.nature.com/articles/s41598-024-60540-6">(Nakamura et al., 2024).</A><img src="https://krackeler.com/images/pixel.png"></li><BR/><li><strong>Targeting diabetic kidney disease:</strong> The study investigated how Plantaginis Semen, through the sphingosine kinase 1/Sphingosine-1-phosphate pathway, could ameliorate diabetic kidney disease, underscoring the pathway′s role in metabolic health<A class="External" onClick="cmCreateManualPageviewTag('doi.org - 73914 SIGMA', 'EXTERNAL LINKS', 'https://doi.org/10.1016/j.jep.2024.118221', window.location);" rel="nofollow" href="https://doi.org/10.1016/j.jep.2024.118221"> (Lan et al., 2024).</A><img src="https://krackeler.com/images/pixel.png"></li><BR/><li><strong>Advancements in neurodegenerative disease treatments:</strong> A review focused on the development of small-molecule modulators targeting Sphingosine-1-phosphate receptors, presenting new directions in treating neurodegenerative diseases <A class="External" onClick="cmCreateManualPageviewTag('www.eurekaselect.com - 73914 SIGMA', 'EXTERNAL LINKS', 'https://www.eurekaselect.com/article/140030', window.location);" rel="nofollow" href="https://www.eurekaselect.com/article/140030">(Sankar Kar et al., 2024).</A><img src="https://krackeler.com/images/pixel.png"></li><BR/></ul> |
| 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. |
| Packaging: |
Bottomless glass bottle. Contents are inside inserted fused cone. |
| Hazard Codes |
Xi |
| Risk Statements |
36/37/38 |
| Safety Statements |
26-36 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98.0% (TLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352211 |
