D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-
Synonym(s):DMS;N,N-Dimethylsphingosine;Dimethylsphingosine;DMS, SK Inhibitor III, Sphingosine Kinase Inhibitor III;N,N-dimethyl-D-erythro-sphingosine
- CAS NO.:119567-63-4
- Empirical Formula: C20H41NO2
- Molecular Weight: 327.55
- MDL number: MFCD00153960
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 09:03:09
What is D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-?
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
The Uses of D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-
A general modulator of protein kinases.
The Uses of D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-
D-erythro-N,N-Dimethylsphingosine is general modulator of protein kinases . D-erythro-N,N-Dimethylsphingosine is implicated in neuropathic pain.
The Uses of D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-
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.
What are the applications of Application
D-erythro-N,N-Dimethylsphingosine is a sphingosine kinase inhibitor
What are the applications of Application
D-erythro-N,N-Dimethylsphingosine is a general protein kinase modulator
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.
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
Properties of D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-
Boiling point: | 447.2±45.0 °C(Predicted) |
Density | 0.921±0.06 g/cm3(Predicted) |
Flash point: | 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 information for D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-
Computed Descriptors for D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-
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