1.02011-09-21 00:31:41 UTC2017-03-11 23:00:33 UTCFDB023566Glucosylceramide (d18:1/25:0)A glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GL1a carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.
Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease. [HMDB]C49H95NO8826.2805825.705769021N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]pentacosanamideN-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]pentacosanamide85305-87-9CCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCCInChI=1S/C49H95NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-45(53)50-42(41-57-49-48(56)47(55)46(54)44(40-51)58-49)43(52)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h36,38,42-44,46-49,51-52,54-56H,3-35,37,39-41H2,1-2H3,(H,50,53)/b38-36+/t42-,43+,44+,46+,47-,48+,49+/m0/s1RIGGIBNQNREJCL-ZVFXBQQRSA-N belongs to the class of organic compounds known as asparagine and derivatives. Asparagine and derivatives are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.Asparagine and derivativesOrganic compoundsOrganic acids and derivativesCarboxylic acids and derivativesAmino acids, peptides, and analoguesAliphatic acyclic compoundsAmino acidsAmino fatty acidsCarbonyl compoundsCarboxylic acidsDicarboxylic acids and derivativesHydrocarbon derivativesL-alpha-amino acidsMedium-chain fatty acidsMonoalkylaminesN-acyl aminesOrganic oxidesSecondary carboxylic acid amidesAliphatic acyclic compoundAlpha-amino acidAmineAmino acidAmino fatty acidAsparagine or derivativesCarbonyl groupCarboxamide groupCarboxylic acidDicarboxylic acid or derivativesFatty acidFatty acylFatty amideHydrocarbon derivativeL-alpha-amino acidMedium-chain fatty acidN-acyl-amineOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundPrimary aliphatic aminePrimary amineSecondary carboxylic acid amideSolidlogp9.28logs-6.72solubility1.56e-04 g/llogp13.1pka_strongest_acidic12.18pka_strongest_basic0.019iupacN-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]pentacosanamideaverage_mass826.2805mono_mass825.705769021smilesCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCCformulaC49H95NO8inchiInChI=1S/C49H95NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-45(53)50-42(41-57-49-48(56)47(55)46(54)44(40-51)58-49)43(52)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h36,38,42-44,46-49,51-52,54-56H,3-35,37,39-41H2,1-2H3,(H,50,53)/b38-36+/t42-,43+,44+,46+,47-,48+,49+/m0/s1inchikeyRIGGIBNQNREJCL-ZVFXBQQRSA-Npolar_surface_area148.71refractivity239.6polarizability107.72rotatable_bond_count42acceptor_count8donor_count6physiological_charge0formal_charge0Specdb::MsMs2301081Specdb::MsMs2301082Specdb::MsMs2301083Specdb::MsMs3065147Specdb::MsMs3065148Specdb::MsMs3065149HMDB04979#<Reference:0x0000555675e483f8>#<Reference:0x0000555675e481a0>#<Reference:0x0000555675e47f70>#<Reference:0x0000555675e47d40>#<Reference:0x0000555675e47ae8>#<Reference:0x0000555675e478b8>#<Reference:0x0000555675e47700>#<Reference:0x0000555675e47480>#<Reference:0x0000555675e47250>#<Reference:0x0000555675e47070>#<Reference:0x0000555675e46e18>#<Reference:0x0000555675e46c10>#<Reference:0x0000555675e469e0>#<Reference:0x0000555675e46788>#<Reference:0x0000555675e465d0>#<Reference:0x0000555675e463a0>#<Reference:0x0000555675e46148>#<Reference:0x0000555675e45f68>#<Reference:0x0000555675e45d10>#<Reference:0x0000555675e45b08>#<Reference:0x0000555675e45900>#<Reference:0x0000555675e456d0>#<Reference:0x0000555675e454c8>#<Reference:0x0000555675e452e8>#<Reference:0x0000555675e45090>#<Reference:0x0000555675e44e60>#<Reference:0x0000555675e44c08>#<Reference:0x0000555675e44a00>#<Reference:0x0000555675e447f8>#<Reference:0x0000555675e445c8>#<Reference:0x0000555675e44398>#<Reference:0x0000555675e44168>#<Reference:0x0000555675e43f38>#<Reference:0x0000555675e43c40>#<Reference:0x0000555675e43948>#<Reference:0x0000555675e436a0>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823Acid ceramidaseQ13510ASAH1Alkaline ceramidase 1Q8TDN7ACER1Alkaline ceramidase 2Q5QJU3ACER2Antigen-presenting glycoprotein CD1dP15813CD1DBeta-1,3-galactosyltransferase 5Q9Y2C3B3GALT5Beta-galactosidaseP16278GLB1Ceramide glucosyltransferaseQ16739UGCGCeramide synthase 1P27544CERS1Collagen type IV alpha-3-binding proteinQ9Y5P4COL4A3BPEpididymal secretory protein E1P61916NPC2GalactocerebrosidaseP54803GALCGanglioside GM2 activatorP17900GM2AGlucosylceramidaseP04062GBAGPI ethanolamine phosphate transferase 1O95427PIGNGPI ethanolamine phosphate transferase 2Q5H8A4PIGGGPI ethanolamine phosphate transferase 3Q8TEQ8PIGOGPI mannosyltransferase 1Q9H3S5PIGMGPI mannosyltransferase 2Q9NUD9PIGVGPI mannosyltransferase 3Q92521PIGBGPI mannosyltransferase 4Q86VD9PIGZGPI transamidase component PIG-SQ96S52PIGSGPI transamidase component PIG-TQ969N2PIGTGPI-anchor transamidaseQ92643PIGKLactase-phlorizin hydrolaseP09848LCTLactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferaseQ9BYG0B3GNT5N-acetylglucosaminyl-phosphatidylinositol de-N-acetylaseQ9Y2B2PIGLNeutral ceramidaseQ9NR71ASAH2Non-lysosomal glucosylceramidaseQ9HCG7GBA2Phosphatidylinositol glycan anchor biosynthesis class U proteinQ9H490PIGUPhosphatidylinositol N-acetylglucosaminyltransferase subunit AP37287PIGAPhosphatidylinositol N-acetylglucosaminyltransferase subunit CQ92535PIGCPhosphatidylinositol N-acetylglucosaminyltransferase subunit HQ14442PIGHPhosphatidylinositol N-acetylglucosaminyltransferase subunit PP57054PIGPPhosphatidylinositol N-acetylglucosaminyltransferase subunit QQ9BRB3PIGQPhosphatidylinositol N-acetylglucosaminyltransferase subunit YQ3MUY2PIGYPhosphatidylinositol-glycan biosynthesis class F proteinQ07326PIGFPhosphatidylinositol-glycan biosynthesis class W proteinQ7Z7B1PIGWPhosphatidylinositol-glycan biosynthesis class X proteinQ8TBF5PIGXPutative neutral ceramidase CP0C7U2ASAH2CSphingomyelin phosphodiesteraseP17405SMPD1T-cell surface glycoprotein CD1e, membrane-associatedP15812CD1E