SPHINGOSYLPHOSPHORYLCHOLINE

CAS No.：1670-26-4

Important Notice

This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
The purchaser must not use this product, or supply it to another party, for personal consumption, sports or fitness, weight loss, health supplements, food, or animal feed.

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SPHINGOSYLPHOSPHORYLCHOLINE Basic information

Product Name:	SPHINGOSYLPHOSPHORYLCHOLINE
Synonyms:	LYSO-SPHINGOMYELIN;D-ERYTHRO-SPC;D-ERYTHRO-SPHINGOSYLPHOSPHORYLCHOLINE;SPHINGOSYLPHOSPHORYLCHOLINE;SPHINGOSYLPHOSPHORYLCHOLINE, D-ERYTHRO;Sphingosylphosphoryl-choline - CAS 1670-26-4 - Calbiochem;2-[[[(2-amino-3-hydroxy-4-octadecenyl)oxy]hydroxy-phosphinyl]oxy]-n,n,n-trimethylethanaminium inner salt;(2S,3R,4E)-2-Amino-4-octadecene-3-hydroxy-1-phosphocholine
CAS:	1670-26-4
MF:	C23H49N2O5P
MW:	464.62
EINECS:
Product Categories:	Activators;Fatty Acid Derivatives & Lipids;Chemical Activators;Glycerols;Inhibitors;Protein Kinase Inhibitors and Activators
Mol File:	1670-26-4.mol

SPHINGOSYLPHOSPHORYLCHOLINE Chemical Properties

Melting point	90-102°C
storage temp.	-20°C
solubility	chloroform/methanol (2:1): complete10 mg/ml, clear to slightly hazy, colorless to light yellow
form	powder
color	light yellow
BRN	7342520

Safety Information

WGK Germany	3
F	1-8-10

MSDS Information

Provider	Language
SigmaAldrich	English

SPHINGOSYLPHOSPHORYLCHOLINE Usage And Synthesis

Chemical Properties	Yellowish Waxy Solid
Uses	Involved in cell regulation, and transmembrane signaling. A putative lipid second messenger, connected via Protein Kinase C to the phosphatidylinositol-derived second messengers for signal transduction.
Uses	Neurotrophic effects of Sphingosylphosphorylcholine were studied in cerebellar granule neurons of mice and PC-12 cells.
Uses	Lyso SM (d18:1) has been used: to study its effect on the skeletal muscle ryanodine receptor (RyR1), in the presence and absence of calmodulin through single channel recordings in planar lipid bilayers as an inhibitor of Ca²⁺sensor calmodulin (CaM) as a standard in circular dichroism (CD) spectroscopy to determine lipid selectivity of the lipid-peptide interactions
General Description	Lyso SM (d18:1), also known as sphingosylphosphorylcholine (SPC), is a bioactive lipid molecule. This lysophospholipid is present in normal blood plasma, ascites and various tissues.
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).

SPHINGOSYLPHOSPHORYLCHOLINE Preparation Products And Raw materials

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