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119567-63-4

119567-63-4 Structure

119567-63-4 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack 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
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