词条 | N,N-Dimethylsphingosine |
释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477503550 | Name = N,N-Dimethylsphingosine | ImageFile = Dimethylsphingosine.svg | ImageSize = 200px | IUPACName = (E,2R,3S)-2-(Dimethylamino)-octadec-4-ene-1,3-diol | OtherNames = DMS, N,N-DMS |Section1={{Chembox Identifiers | IUPHAR_ligand = 2454 | CASNo_Ref = {{cascite|changed|??}} | CASNo= 119567-63-4 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 78759 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 447685 | PubChem=6438166 | SMILES= CCCCCCCCCCCCC/C=C/[C@@H]([C@@H](CO)N(C)C)O | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 4942657 | 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 | InChIKey = YRXOQXUDKDCXME-QWKHPXNBBF | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 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 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = YRXOQXUDKDCXME-QWKHPXNBSA-N |Section2={{Chembox Properties | C=20 | H=41 | N=1 | O=2 | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }}N,N-Dimethylsphingosine (also known as DMS) is an inhibitor of sphingosine kinase.[1][2] 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] References1. ^{{cite journal |vauthors=Yatomi Y, Ruan F, Megidish T, Toyokuni T, Hakomori S, Igarashi Y |authorlink5=Sen-itiroh Hakomori| title = N,N-dimethylsphingosine inhibition of sphingosine kinase and sphingosine 1-phosphate activity in human platelets | journal = Biochemistry | volume = 35 | issue = 2 | pages = 626–33 |date=January 1996 | pmid = 8555236 | doi = 10.1021/bi9515533 }} {{Lysophospholipid signaling}}{{DEFAULTSORT:Dimethylsphingosine, N,N-}}2. ^{{cite journal |vauthors=Edsall LC, Van Brocklyn JR, Cuvillier O, Kleuser B, Spiegel S | title = N,N-Dimethylsphingosine is a potent competitive inhibitor of sphingosine kinase but not of protein kinase C: modulation of cellular levels of sphingosine 1-phosphate and ceramide | journal = Biochemistry | volume = 37 | issue = 37 | pages = 12892–8 |date=September 1998 | pmid = 9737868 | doi = 10.1021/bi980744d }} 3. ^{{cite journal|vauthors=Patti GJ, Yanes O, Shriver LP, Courade JP, Tautenhahn R, Manchester M, Siuzdak G | title = Metabolomics implicates altered sphingolipids in chronic pain of neuropathic origin | journal = Nature Chemical Biology | year = 2012 | doi=10.1038/nchembio.767 | volume=8 | pages=232–234 | pmid=22267119 | pmc=3567618}} 2 : Diols|Lipids |
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