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Merck
CN

73914

Sigma-Aldrich

鞘氨醇-1-磷酸

≥98.0% (TLC)

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别名:
D-赤式-鞘氨醇-1-磷酸, (2S,3[R,4E)-2-氨基-4-十八碳烯-1,3-二醇1-磷酸酯
经验公式(希尔记法):
C18H38NO5P
CAS号:
分子量:
379.47
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.85

质量水平

检测方案

≥98.0% (TLC)

形式

powder

组成

carbon content, 56.97%
hydrogen content, 10.09%
nitrogen content, 3.69%

脂质类型

sphingolipids

储存温度

−20°C

SMILES字符串

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

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相关类别

应用

<ul>
<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 (Hu et al., 2024).</li>
<li><strong>Sphingosine-1-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 (Nakamura et al., 2024).</li>
<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 (Lan et al., 2024).</li>
<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 (Sankar Kar et al., 2024).</li>
</ul>

生化/生理作用

可与S1P1 和S1P3 受体结合的脂质第二信使。调动细胞内Ca2+ 储备并降低细胞cAMP。激活磷脂酶D。S1P可刺激内皮细胞的迁移,但抑制其他细胞类型细胞的迁移。 诱导血管生成。

包装

无底玻璃瓶。内含物装在插入的融合锥内。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Tsuyoshi Nishi et al.
Biochimica et biophysica acta, 1841(5), 759-765 (2013-08-08)
Sphingosine 1-phosphate (S1P) is a lipid mediator that plays important roles in diverse cellular functions such as cell proliferation, differentiation and migration. S1P is synthesized inside the cells and subsequently released to the extracellular space, where it binds to specific
Gregory T Kunkel et al.
Nature reviews. Drug discovery, 12(9), 688-702 (2013-08-21)
The bioactive lipid sphingosine-1-phosphate (S1P) is involved in multiple cellular signalling systems and has a pivotal role in the control of immune cell trafficking. As such, S1P has been implicated in disorders such as cancer and inflammatory diseases. This Review
Emmanuel E Egom et al.
Current opinion in lipidology, 24(4), 351-356 (2013-05-09)
The absolute level of HDL cholesterol (HDL-C) may not be the only criterion contributing to their antiatherothrombotic effects. This review focuses on evidence in support of the concept that HDL-bound sphingosine-1-phosphate (S1P) plays a role in different HDL atheroprotective properties
Alexander Koch et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 31(6), 745-760 (2013-06-06)
Because of its highly bioactive properties sphingosine 1-phosphate (S1P) is an attractive target for the treatment of several diseases. Since the expression of sphingosine kinases as well as S1P receptors was demonstrated in the kidney, questions about the physiological and
L O Erkhembaatar et al.
Placenta, 34(4), 353-359 (2013-03-07)
Sphingosine-1-phosphate (S1P), a bioactive lipid, has been reported to regulate inflammation processes. The onset of labor is thought to be related to inflammation. We therefore hypothesized that S1P might be involved in the onset of labor. The expression of sphingosine

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