D-erythro-Sphingosylphosphorylcholine (Synthetic)

Names

[ Name ]:
D-erythro-Sphingosylphosphorylcholine (Synthetic)

[Synonym ]:
(2-amino-3-hydroxyoctadec-4-enyl) 2-(trimethylazaniumyl)ethyl phosphate
(2S,3R,4E)-2-Amino-3-hydroxy-4-octadecen-1-yl 2-(trimethylammonio)ethyl phosphate
Sphingosylphosphorylcholine
D-erythro-Sphingosylphosphorylc
Ethanaminium, 2-[[[[(2S,3R,4E)-2-amino-3-hydroxy-4-octadecen-1-yl]oxy]hydroxyphosphinyl]oxy]-N,N,N-trimethyl-, inner salt

Chemical & Physical Properties

[ Melting Point ]:
90-102ºC

[ Molecular Formula ]:
C₂₃H₄₉N₂O₅P

[ Molecular Weight ]:
464.619

[ Exact Mass ]:
464.337921

[ PSA ]:
114.65000

[ LogP ]:
2.66

[ Storage condition ]:
-20℃

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Precursor & DownStream

Precursor

DownStream

Articles

Sex-dependent decrease of sphingomyelinase activity during alcohol withdrawal treatment.

Cell Physiol. Biochem. 34(1) , 71-81, (2014)

In vitro and in vivo studies have demonstrated the role of the acid sphingomyelinase (ASM) in pathophysiological processes and alterations in response to ethanol exposure. Cellular and plasmatic ASM a...

A novel trigger for cholesterol-dependent smooth muscle contraction mediated by the sphingosylphosphorylcholine-Rho-kinase pathway in the rat basilar artery: a mechanistic role for lipid rafts.

J. Cereb. Blood Flow Metab. 35 , 835-42, (2015)

Hyperlipidemia is a risk factor for abnormal cerebrovascular events. Rafts are cholesterol-enriched membrane microdomains that influence signal transduction. We previously showed that Rho-kinase-media...

EDG3 is a functional receptor specific for sphingosine 1-phosphate and sphingosylphosphorylcholine with signaling characteristics distinct from EDG1 and AGR16.

Biochem. Biophys. Res. Commun. 260 , 203-8, (1999)

AGR16/H218/EDG5 and EDG1 are functional receptors for lysosphingolipids, whereas EDG2 and EGD4 are receptors for lysophosphatidic acid (LPA). The present study demonstrates that EDG3, the yet poorly d...