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N,N-Dimethylsphingosine
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N,N-Dimethylsphingosine

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N,N-Dimethylsphingosine
Dimethylsphingosine.svg
Names
Preferred IUPAC name
(2R,3S,4E)-2-(Dimethylamino)octadec-4-ene-1,3-diol
Other names
DMS, N,N-DMS
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
  • 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+/m1/s1 checkY
    Key: YRXOQXUDKDCXME-QWKHPXNBSA-N checkY
  • InChI=1/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+/m1/s1
    Key: YRXOQXUDKDCXME-QWKHPXNBBF
  • CCCCCCCCCCCCC/C=C/[C@@H]([C@@H](CO)N(C)C)O
Properties
C20H41NO2
Molar mass 327.553 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N,N-Dimethylsphingosine (also known as DMS) is an inhibitor of sphingosine kinase.

In rats with neuropathic pain, the natural metabolite DMS is unregulated in the dorsal horn. Furthermore, DMS induces mechanical hypersensitivity when injected into rats.


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