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| | D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- Basic information |
| Product Name: | D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- | | Synonyms: | 2-DIMETHYLAMINO-4-OCTADECENE-1,3-DIOL;2S-(DIMETHYLAMINO)-4E-OCTADECENE-1,3R-DIOL;DIMETHYLSPHINGOSINE;D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-;D-ERYTHRO-N,N-DIMETHYLSPHINGOSINE;N,N-dimethylsphingenine;N,N-DIMETHYL-D-ERTHYRO-SPHINGOSINE;SPHINGOSINE, N,N-DIMETHYL | | CAS: | 119567-63-4 | | MF: | C20H41NO2 | | MW: | 327.55 | | EINECS: | | | Product Categories: | Miscellaneous Natural Products;Protein Kinase Inhibitors and Activators | | Mol File: | 119567-63-4.mol |  |
| | D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- Chemical Properties |
| 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). | | pka | 13.72±0.20(Predicted) | | form | Waxy solid/Clear oil | | 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) |
| Hazard Codes | F | | Risk Statements | 11 | | Safety Statements | 7-16 | | RIDADR | UN 1170 3/PG 2 | | WGK Germany | 1 |
| | D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- Usage And Synthesis |
| 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 | 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. | | Uses | A general modulator of protein kinases. | | 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 |
| | D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- Preparation Products And Raw materials |
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