SML0311

N,N-Dimethylsphingosine

≥98% (HPLC)

• Synonym(s): N,N-Dimethylsphingosine, (2S,3R,4E)-2-(Dimethylamino)-4-octadecene-1,3-diol, D-Erythro-N,N-Dimethylsphingosine, DMS, Dimethylsphingosine
• Empirical Formula (Hill Notation): C₂₀H₄₁NO₂
• CAS Number: 119567-63-4
• Molecular Weight: 327.55
• MDL number: MFCD02259309
• UNSPSC Code: 12352211
• PubChem Substance ID: 329825316
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: film
• color: colorless
• storage temp.: −20°C
• SMILES string: OC[C@@](N(C)C)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
• 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

Description

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

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Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable