1.0 2016-10-03 18:32:22 UTC 2020-05-11 20:42:44 UTC BMDB0012104 BMDB12104 SM(d18:1/22:1(13Z)) Sphingomyelin N-(13Z-Docosenoyl)-1-phosphocholine-sphing-4-enine Sphingomyelin(D18:1/22:1(13Z)) N-(13Z-Docosenoyl)-1-phosphocholine-sphingosine N-(13Z-Docosenoyl)-1-phosphocholine-D-erythro-sphingosine N-(13Z-Docosenoyl)-1-phosphocholine-4-sphingenine N-(13Z-Docosenoyl)-1-phosphocholine-D-sphingosine N-(13Z-Docosenoyl)-1-phosphocholine-sphingenine N-(13Z-Docosenoyl)-1-phosphocholine-erythro-4-sphingenine C45H89N2O6P 785.189 784.645825592 (2-{[(2S,4E)-2-[(13Z)-docos-13-enamido]-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium (2-{[(2S,4E)-2-[(13Z)-docos-13-enamido]-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium CCCCCCCCCCCCC\C=C\C(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCC\C=C/CCCCCCCC InChI=1S/C45H89N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-45(49)46-43(42-53-54(50,51)52-41-40-47(3,4)5)44(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h20-21,36,38,43-44,48H,6-19,22-35,37,39-42H2,1-5H3,(H-,46,49,50,51)/b21-20-,38-36+/t43-,44?/m0/s1 VBFKEZGCUWHGSK-CULNUIQWSA-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. Organic compounds Lipids and lipid-like molecules Sphingolipids Phosphosphingolipids Phosphosphingolipids Amines Carbonyl compounds Dialkyl phosphates Hydrocarbon derivatives N-acyl amines Organic oxides Organic salts Organic zwitterions Organopnictogen compounds Phosphocholines Phosphoethanolamines Secondary alcohols Secondary carboxylic acid amides Tetraalkylammonium salts Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxamide group Carboxylic acid derivative Dialkyl phosphate Fatty acyl Fatty amide Hydrocarbon derivative N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organic zwitterion Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphocholine Phosphoethanolamine Phosphoric acid ester Quaternary ammonium salt Secondary alcohol Secondary carboxylic acid amide Sphingoid-1-phosphate or derivatives Tetraalkylammonium salt Aliphatic acyclic compounds Solid logp 6.06 ALOGPS logs -7.48 ALOGPS logp 9.28 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic -1.1 ChemAxon iupac (2-{[(2S,4E)-2-[(13Z)-docos-13-enamido]-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 785.189 ChemAxon mono_mass 784.645825592 ChemAxon smiles CCCCCCCCCCCCC\C=C\C(O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCC\C=C/CCCCCCCC ChemAxon formula C45H89N2O6P ChemAxon inchi InChI=1S/C45H89N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-45(49)46-43(42-53-54(50,51)52-41-40-47(3,4)5)44(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h20-21,36,38,43-44,48H,6-19,22-35,37,39-42H2,1-5H3,(H-,46,49,50,51)/b21-20-,38-36+/t43-,44?/m0/s1 ChemAxon inchikey VBFKEZGCUWHGSK-CULNUIQWSA-N ChemAxon polar_surface_area 107.92 ChemAxon refractivity 242.66 ChemAxon polarizability 98.94 ChemAxon rotatable_bond_count 41 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 1260988 Specdb::MsMs 1260989 Specdb::MsMs 1260990 Specdb::MsMs 1376110 Specdb::MsMs 1376111 Specdb::MsMs 1376112 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435