N,N-Dimethylsphingosine

N,N-Dimethylsphingosine (also known as DMS) is an inhibitor of sphingosine kinase.^[1][2]

Quick facts Names, Identifiers ...

N,N-Dimethylsphingosine

Names
Preferred IUPAC name (2R,3S,4E)-2-(Dimethylamino)octadec-4-ene-1,3-diol
Other names DMS, N,N-DMS
Identifiers
CAS Number	122314-67-4 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:78759 N
ChEMBL	ChEMBL447685 Y
ChemSpider	4942657 Y
IUPHAR/BPS	2454
PubChem CID	6438166
UNII	L9QRA71834 Y
InChI 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 Y Key: YRXOQXUDKDCXME-QWKHPXNBSA-N Y 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
SMILES CCCCCCCCCCCCC/C=C/[C@@H]([C@@H](CO)N(C)C)O
Properties
Chemical formula	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). N verify (what is YN ?) Infobox references

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In rats with neuropathic pain, the natural metabolite DMS is unregulated in the dorsal horn. Furthermore, DMS induces mechanical hypersensitivity when injected into rats.^[3]