Key Documents

View All Documentation

S4257

Sphingosylphosphorylcholine

Name: Sphingosylphosphorylcholine
Brand: SIGMA

≥98%, intracellular and extracellular signaling mediator, powder

Synonym(s):

(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

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₂₃H₄₉N₂O₅P

CAS Number:

1670-26-4

Molecular Weight:

464.62

NACRES:

NA.77

PubChem Substance ID:

24899596

UNSPSC Code:

12352211

MDL number:

MFCD02259287

Beilstein/REAXYS Number:

7342520

Assay:

≥98%

Form:

powder

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

Sphingosylphosphorylcholine, ≥98%, powder

Quality Segment

200

assay

≥98%

form

powder

color

light yellow

solubility

chloroform/methanol (2:1): complete 10 mg/ml, clear to slightly hazy, colorless to light yellow

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(N)COP([O-])(OCC[N+](C)(C)C)=O

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

Description

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).

Still not finding the right product?

Explore all of our products under Sphingosylphosphorylcholine

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000520154

0000476614

0000447860

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Global Trade Item Number

SKU	GTIN
S4257-10MG	04061836925598
S4257-25MG	04061836925611