1.0 2011-09-21 00:05:21 UTC 2018-05-02 12:56:49 UTC FDB021927 Sphingosine 1-phosphate Sphingosine 1-phosphate (S1P) is a phosphorylated sphingolipid metabolite with potent bioactive actions in the Sphingolipid metabolism, Calcium signaling pathway and Neuroactive ligand-receptor interaction. Generated by sphingosine kinases and ceramide kinase, S1P control numerous aspects of cell physiology, including cell survival and mammalian inflammatory responses. S1P is involved in cyclooxygenase-2 induction (COX-2), and regulate production of eicosanoids (important inflammatory mediators). S1P functions mainly via G-protein-coupled receptors and probably also has intracellular targets. (PMID 16219683) [HMDB] (2S,3R,4e)-1-(Dihydrogen ate)2-amino-4-octadecene-1,3-diol (2S,3R,4E)-1-(dihydrogen phosphate)2-amino-4-Octadecene-1,3-diol C18-Sphingosine 1-ate C18-Sphingosine 1-phosphate D-erythro-Sphingosine-1-ate D-erythro-Sphingosine-1-phosphate Sphingosine 1-phosphic acid C18H38NO5P 379.4718 379.248759843 {[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid [(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxyphosphonic acid 26993-30-6 CCCCCCCCCCCCC\C=C\C(O)C(N)COP(O)(O)=O InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+ DUYSYHSSBDVJSM-CCEZHUSRSA-N belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group. Phosphosphingolipids Organic compounds Lipids and lipid-like molecules Sphingolipids Phosphosphingolipids Aliphatic acyclic compounds Hydrocarbon derivatives Monoalkyl phosphates Monoalkylamines Organic oxides Organopnictogen compounds Phosphoethanolamines Secondary alcohols Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Hydrocarbon derivative Monoalkyl phosphate Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphoethanolamine Phosphoric acid ester Primary aliphatic amine Primary amine Secondary alcohol Sphingoid-1-phosphate or derivatives Solid logp 3.73 ALOGPS logs -4.77 ALOGPS solubility 6.51e-03 g/l ALOGPS logp 3.43 ChemAxon pka_strongest_acidic 1.51 ChemAxon pka_strongest_basic 9.7 ChemAxon iupac {[(4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid ChemAxon average_mass 379.4718 ChemAxon mono_mass 379.248759843 ChemAxon smiles CCCCCCCCCCCCC\C=C\C(O)C(N)COP(O)(O)=O ChemAxon formula C18H38NO5P ChemAxon inchi InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+ ChemAxon inchikey DUYSYHSSBDVJSM-CCEZHUSRSA-N ChemAxon polar_surface_area 113.01 ChemAxon refractivity 102.76 ChemAxon polarizability 44.42 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Sphingolipid Metabolism SMP00034 map00500 Specdb::MsMs 182922 Specdb::MsMs 182923 Specdb::MsMs 182924 Specdb::MsMs 183270 Specdb::MsMs 183271 Specdb::MsMs 183272 Specdb::CMs 3432 Specdb::CMs 37398 Specdb::NmrOneD 300165 Specdb::NmrOneD 300166 Specdb::NmrOneD 300167 Specdb::NmrOneD 300168 Specdb::NmrOneD 300169 Specdb::NmrOneD 300170 Specdb::NmrOneD 300171 Specdb::NmrOneD 300172 Specdb::NmrOneD 300173 Specdb::NmrOneD 300174 Specdb::NmrOneD 300175 Specdb::NmrOneD 300176 Specdb::NmrOneD 300177 Specdb::NmrOneD 300178 Specdb::NmrOneD 300179 Specdb::NmrOneD 300180 Specdb::NmrOneD 300181 Specdb::NmrOneD 300182 Specdb::NmrOneD 300183 Specdb::NmrOneD 300184 HMDB00277 #<Reference:0x000055ce316cfbd8> #<Reference:0x000055ce316cfa20> #<Reference:0x000055ce316cf868> #<Reference:0x000055ce316cf6b0> #<Reference:0x000055ce316cf4f8> #<Reference:0x000055ce316cf340> #<Reference:0x000055ce316cf188> #<Reference:0x000055ce316cefd0> #<Reference:0x000055ce316cee18> #<Reference:0x000055ce316cec38> #<Reference:0x000055ce316cea80> #<Reference:0x000055ce316ce8c8> #<Reference:0x000055ce316ce710> #<Reference:0x000055ce316ce558> #<Reference:0x000055ce316ce350> #<Reference:0x000055ce316ce198> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Antigen-presenting glycoprotein CD1d P15813 CD1D Beta-1,3-galactosyltransferase 5 Q9Y2C3 B3GALT5 Epididymal secretory protein E1 P61916 NPC2 Ganglioside GM2 activator P17900 GM2A GPI ethanolamine phosphate transferase 1 O95427 PIGN GPI ethanolamine phosphate transferase 2 Q5H8A4 PIGG GPI ethanolamine phosphate transferase 3 Q8TEQ8 PIGO GPI mannosyltransferase 1 Q9H3S5 PIGM GPI mannosyltransferase 2 Q9NUD9 PIGV GPI mannosyltransferase 3 Q92521 PIGB GPI mannosyltransferase 4 Q86VD9 PIGZ GPI transamidase component PIG-S Q96S52 PIGS GPI transamidase component PIG-T Q969N2 PIGT GPI-anchor transamidase Q92643 PIGK Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase Q9BYG0 B3GNT5 N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase Q9Y2B2 PIGL Non-lysosomal glucosylceramidase Q9HCG7 GBA2 Phosphatidylinositol glycan anchor biosynthesis class U protein Q9H490 PIGU Phosphatidylinositol N-acetylglucosaminyltransferase subunit A P37287 PIGA Phosphatidylinositol N-acetylglucosaminyltransferase subunit C Q92535 PIGC Phosphatidylinositol N-acetylglucosaminyltransferase subunit H Q14442 PIGH Phosphatidylinositol N-acetylglucosaminyltransferase subunit P P57054 PIGP Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q Q9BRB3 PIGQ Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y Q3MUY2 PIGY Phosphatidylinositol-glycan biosynthesis class F protein Q07326 PIGF Phosphatidylinositol-glycan biosynthesis class W protein Q7Z7B1 PIGW Phosphatidylinositol-glycan biosynthesis class X protein Q8TBF5 PIGX Sphingosine kinase 1 Q96GK1 SPHK1 Sphingosine-1-phosphate lyase 1 O95470 SGPL1 Sphingosine-1-phosphate phosphatase 2 Q8IWX5 SGPP2 T-cell surface glycoprotein CD1e, membrane-associated P15812 CD1E