N,N-Dimethylsphingosine

Names

[ CAS No. ]:
119567-63-4

[ Name ]:
N,N-Dimethylsphingosine

[Synonym ]:
4-Octadecene-1,3-diol, 2-(dimethylamino)-, (2S,3R,4E)-
4-Octadecene-1,3-diol, 2-(dimethylamino)-, (R-(R*,S*-(E)))-
N,N-Dimethyl-D-erythrosphingenine
d-erythro-sphingosine, n,n-dimethyl-
(E)-(2S,3R)-2-Dimethylamino-octadec-4-ene-1,3-diol
(2S,3R,4E)-2-(Dimethylamino)-4-octadecene-1,3-diol
N,N-Dimethylsphingosine
N,N-Dimethyl-D-erythro-Sphingosine
(2S,3R,4E)-2-(dimethylamino)octadec-4-ene-1,3-diol
MFCD00153960

Biological Activity

[Description]:

N,N-Dimethylsphingosine is a potent inhbitor of SphK (sphingosine kinase) as an endogenous metabolite of sphingosine produced in various tissues and tumor cell lines[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Immunology/Inflammation >> SPHK

[References]

[1]. Endo K, et al. Cell membrane signaling as target in cancer therapy: inhibitory effect of N,N-dimethyl and N,N,N-trimethyl sphingosine derivatives on in vitro and in vivo growth of human tumor cells in nude mice. Cancer Res.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
447.2±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₀H₄₁NO₂

[ Molecular Weight ]:
327.545

[ Flash Point ]:
186.1±27.4 °C

[ Exact Mass ]:
327.313721

[ PSA ]:
43.70000

[ LogP ]:
7.64

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.483

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
F: Flammable;

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
S7-S16

[ RIDADR ]:
UN 1170 3/PG 2

[ WGK Germany ]:
1

Articles

Intracellular sphingosine 1-phosphate contributes to collagen expression of hepatic myofibroblasts in human liver fibrosis independent of its receptors.

Am. J. Pathol. 185(2) , 387-98, (2015)

Sphingosine 1-phosphate (S1P) is involved in multiple pathological processes, including fibrogenesis. S1P participates in mouse liver fibrogenesis via a paracrine manner. Herein, we investigated the i...

Cell membrane signaling as target in cancer therapy: inhibitory effect of N,N-dimethyl and N,N,N-trimethyl sphingosine derivatives on in vitro and in vivo growth of human tumor cells in nude mice.

Cancer Res. 51(6) , 1613-8, (1991)

Sphingosine (SPN) has been claimed to be a negative modulator of transmembrane signaling through protein kinase C (PK-C) or some yet unidentified mechanism [for review see Y. A. Hannun and R. M. Bell,...

Effect of sphingosine and its N-methyl derivatives on oxidative burst, phagokinetic activity, and trans-endothelial migration of human neutrophils.

Biochem. Pharmacol. 44(8) , 1585-95, (1992)

Neutrophils display three major functions: (i) oxidative burst, (ii) phagokinetic activity, and (iii) trans-endothelial migration. Sphingosine (SPN) is known to inhibit oxidative burst in human neutro...

Related Compounds

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