Synonym: N,N-Dimethylsphingosine; (2S,3R,4E)-2-(Dimethylamino)-4-octadecene-1,3-diol; D-Erythro-N,N-Dimethylsphingosine; DMS; Dimethylsphingosine
CAS Number: 119567-63-4
Empirical Formula (Hill Notation): C20H41NO2
Molecular Weight: 327.55
MDL Number: MFCD02259309
Linear Formula: C20H41NO2
Product Type: Chemical
assay |
≥98% (HPLC) |
color |
colorless |
form |
film |
InChI |
1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m0/s1 |
InChI key |
YRXOQXUDKDCXME-YIVRLKKSSA-N |
Quality Level |
100 |
SMILES string |
OC[C@@](N(C)C)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC |
storage temp. |
−20°C |
Application: |
N,N-Dimethylsphingosine has been used as an internal standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS) for psychosine quantification in fibroblasts from twitcher (TWI) and wild type mice. It has also been used as an inhibitor of sphingosine kinase (SphK) to investigate the role of SphK in enhancing lipopolysaccharide (LPS)-mediated chemokine expression. |
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. |
Features and Benefits: |
This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
Packaging: |
5, 25 mg in glass bottle |
RIDADR |
NONH for all modes of transport |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥98% (HPLC) |
Storage Temp. |
−20°C |
UNSPSC |
12352211 |