D-erythro-Sphingosylphosphorylcholine (Synthetic)

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Names

[ CAS No. ]:
1670-26-4

[ 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

  • (4S)-4-[(1R)-1-(tert-butyldiphenylsilyloxy)-hexadec-2-enyl]-2-chloro-2-oxo-[1,3,2]-oxazaphospholidine
  • Choline tosylate

DownStream

  • 2-Methyl-3-buten-2-ol

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...


More Articles

Related Compounds

  • Methyl 2-[(2-methoxy-2-oxoethyl)sulfanyl]-2-methylpropanoate
  • Methyl 2-fluoro-6-hydrazinylbenzoate
  • 1-[1-methyl-3,5-bis(trifluoromethyl)-1H-pyrrol-2-yl]ethan-1-one
  • tert-butyl N-{2H,3H-furo[3,2-b]pyridin-3-yl}carbamate
  • methyl (3aS,7aS)-octahydro-1H-isoindole-3a-carboxylate
  • tert-butyl N-{[4-(2-aminoethoxy)oxan-4-yl]methyl}carbamate
  • tert-butyl 2-{N-[(4-benzylmorpholin-2-yl)methyl]-2,2,2-trifluoroacetamido}acetate
  • 2,4-dichloro-6H,7H-5lambda6-thieno[3,2-d]pyrimidine-5,5-dione
  • 2-Chloro-4-[1-(trifluoromethyl)cyclopropyl]pyridine
  • 3-(3-Hydroxypyridin-2-yl)cyclohexan-1-one
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