| Identification | More | [Name]
D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- | [CAS]
119567-63-4 | [Synonyms]
2-DIMETHYLAMINO-4-OCTADECENE-1,3-DIOL
2S-(DIMETHYLAMINO)-4E-OCTADECENE-1,3R-DIOL
D-ERYTHRO-N,N-DIMETHYLSPHINGOSINE
D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-
DIMETHYLSPHINGOSINE
DMS
N,N-DIMETHYL-D-ERYTHRO-SPHINGOSINE
N,N-DIMETHYLSPHINGOSINE
N,N-DIMETHYLSPHINGOSINE, D-ERYTHRO
SPHINGOSINE, N,N-DIMETHYL
N,N-DIMETHYLSPHINGOSINE FROMD-SPHINGOSIN E
N,N-dimethylsphingenine
N,N-DIMETHYL-D-ERTHYRO-SPHINGOSINE
(2S,3R,4E)-2-(Dimethylamino)-4-octadecene-1,3-diol
Dimethyl-D-erythro-sphingosine | [Molecular Formula]
C20H41NO2 | [MDL Number]
MFCD00153960 | [Molecular Weight]
327.55 | [MOL File]
119567-63-4.mol |
| Chemical Properties | Back Directory | [Boiling point ]
447.2±45.0 °C(Predicted) | [density ]
0.921±0.06 g/cm3(Predicted) | [Fp ]
14 °C | [storage temp. ]
−20°C
| [solubility ]
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml). | [form ]
Waxy solid/Clear oil | [pka]
13.72±0.20(Predicted) | [color ]
colorless | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. | [CAS DataBase Reference]
119567-63-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
F | [Risk Statements ]
R11:Highly Flammable. | [Safety Statements ]
S7:Keep container tightly closed .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1170 3/PG 2
| [WGK Germany ]
1
|
| Hazard Information | Back Directory | [Description]
N,N-Dimethylsphingosine (119567-63-4) is a synthetic derivative of D-erythro-sphingosine (Cat.# 10-2287). Endogenous sphingolipid.1?Inhibits sphingosine kinase (IC50 = 5 μM).2?N,N-Dimethylsphingosine induces apoptosis in a variety of cell lines.3 | [Chemical Properties]
Colourless to Light Yellow Oil | [Uses]
A general modulator of protein kinases. | [Uses]
D-erythro-N,N-Dimethylsphingosine is general modulator of protein kinases . D-erythro-N,N-Dimethylsphingosine is implicated in neuropathic pain. | [Uses]
N,N-Dimethylsphingosine is an inhibitor of sphingosine kinase (SPHK). It is a natural metabolite of sphingosine in some cancer cell lines and tissues. N,N-Dimethylsphingosine inhibited U937 cell SPHK with a Ki value of 3.1 μM. N,N-Dimethylsphingosine induces apoptosis, but it is not an inhibitor of protein kinase C. | [Definition]
ChEBI:N,N-dimethylsphingosine is a sphingoid that is sphingosine in which the two amino hydrogens are replaced by methyl groups. It has a role as a metabolite and an EC 2.7.1.91 (sphingosine kinase) inhibitor. It is an aminodiol, a sphingoid and a tertiary amino compound. It is functionally related to a sphingosine. It is a conjugate base of a N,N-dimethylsphingosine(1+). | [General Description]
Dimethyl Sphingosine (d18:1), also called as N,N-Dimethyl-d-erythro-sphingosine (DMS), is a natural sphingolipid metabolite. It is found in various tissues. | [Biochem/physiol Actions]
N,N-Dimethylsphingosine (DMS) is an endogenous metabolite of sphingosine produced in various tissues and tumor cell lines. N,N-Dimethylsphingosine is a potent inhbitor of sphingosine kinase. DMS levels are elevated in the spinal cord, and contributes to allodynia, in a transected-nerve model of neuropathic pain. | [storage]
Store at -20°C | [References]
1) Igarashi et al. (1990), A specific enhancing effect of N,N-dimethylsphingosine on epidermal growth factor receptor autophosphorylation. Demonstration of its endogenous occurrence (and the virtual absence of unsubstituted sphingosine) in human epidermoid carcinoma A431 cells; J. Biol. Chem., 265 5385
2) Yatomi et al. (1996), N,N-dimethylsphingosine inhibition of sphingosine kinase and sphingosine 1-phosphate activity in human platelets; Biochemistry, 35 626
3) Gude et al. (2008), Apoptosis induces expression of sphingosine kinase 1 to release sphingosine-1-phosphate as a “come-and-get-me” signal; FASEB J., 22 2629 |
|
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|