1.0 2010-04-08 22:06:11 UTC 2019-11-26 02:59:56 UTC FDB004299 Glycolipids Glycolipids is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Glycolipids can be found in chayote, chinese mustard, swamp cabbage, and winter squash, which makes glycolipids a potential biomarker for the consumption of these food products. Glycolipids are lipids with a carbohydrate attached by a glycosidic bond. Their role is to maintain the stability of the cell membrane and to facilitate cellular recognition, which is crucial to the immune response and in the connections that allow cells to connect to one another to form tissues. Glycolipids are found on the surface of all eukaryotic cell membranes, where they extend from the phospholipid bilayer into the extracellular environment . Ceramide phosphocholine Glycolipid N-acyl-4-sphingenyl-1-O-phosphorylcholines Sphingomyelin Sphingomyelins C24H50N2O6P 493.6374 493.340648854 {[(2S,3R,4E)-3-hydroxy-2-formamidooctadec-4-en-1-yl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinic acid [(2S,3R,4E)-3-hydroxy-2-formamidooctadec-4-en-1-yl]oxy(2-(trimethylammonio)ethoxy)phosphinic acid 7664-41-7 CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP(=O)(O)OCC[N+](C)(C)C)NC=O InChI=1S/C24H49N2O6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(28)23(25-22-27)21-32-33(29,30)31-20-19-26(2,3)4/h17-18,22-24,28H,5-16,19-21H2,1-4H3,(H-,25,27,29,30)/p+1/b18-17+/t23-,24+/m0/s1 LRYZPFWEZHSTHD-HEFFAWAOSA-O 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 Amines Carbonyl compounds Dialkyl phosphates Hydrocarbon derivatives Organic cations Organic oxides Organic salts 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 Hydrocarbon derivative Organic cation Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt 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 logp 1.11 ALOGPS logs -6.22 ALOGPS solubility 3.22e-04 g/l ALOGPS logp 0.45 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic -0.43 ChemAxon iupac {[(2S,3R,4E)-3-hydroxy-2-formamidooctadec-4-en-1-yl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinic acid ChemAxon average_mass 493.6374 ChemAxon mono_mass 493.340648854 ChemAxon smiles CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP(=O)(O)OCC[N+](C)(C)C)NC=O ChemAxon formula C24H50N2O6P ChemAxon inchi InChI=1S/C24H49N2O6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(28)23(25-22-27)21-32-33(29,30)31-20-19-26(2,3)4/h17-18,22-24,28H,5-16,19-21H2,1-4H3,(H-,25,27,29,30)/p+1/b18-17+/t23-,24+/m0/s1 ChemAxon inchikey LRYZPFWEZHSTHD-HEFFAWAOSA-O ChemAxon polar_surface_area 105.09 ChemAxon refractivity 146.13 ChemAxon polarizability 57.4 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 1 ChemAxon 33563 Chayote Type 1 specific Sechium edule 184140 2375.5 2375.5 2375.5 mg/100 g Chinese mustard Type 1 specific Brassica juncea 3707 1914.0 1914.0 1914.0 mg/100 g Swamp cabbage Type 1 specific Ipomoea aquatica 89636 3362.8 3362.8 3362.8 mg/100 g Winter squash Type 1 specific Cucurbita maxima 3661 1966.25 1966.25 1966.25 mg/100 g