1.02011-09-21 00:29:58 UTC2015-07-21 06:57:43 UTCFDB023438Galabiosylceramide (d18:1/24:1(15Z))Galabiosylceramide is a non-acidic diglycosphingolipids, i.e. a sphingolipid with two or more carbohydrate moieties attached to a ceramide unit. It is a vital component of cellular membranes of most eukaryotic organisms and some bacteria. Its abundance relative to other lipids is usually low other than in epithelial and neuronal cells. Galabiosylceramide has also been found in small amounts in kidney and pancreas, for example. Galabiosylceramide is one of the lipids that accumulates in excessive amounts in Fabry's disease. It is the precursor of the gala series of oligoglycosylceramides. An animal tissues, biosynthesis involves addition of a second monosaccharides unit from the appropriate sugar nucleotide to a monoglycosylceramide, catalysed by a glycosyl transferase, in the lumen of the Golgi apparatus. Glycolipids are important components of the body's immune defense system, either in haptenic reactivity or in antibody-producing potency, i.e. as cellular immunogens or antigens. Certain glycolipids are involved in the antigenicity of blood group determinants, while others bind to specific toxins or bacteria. Some also function as receptors for cellular recognition, and they can be specific for particular tissues or tumours. [HMDB]Gal-alpha1->4Gal-beta1->1'Cer(d18:1/24:1C54H101NO13972.3786971.727292323N-(1-{[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-hydroxyoctadec-4-en-2-yl)tetracos-15-enimidic acidN-(1-{[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-hydroxyoctadec-4-en-2-yl)tetracos-15-enimidic acid[H][C@]1(CO)O[C@]([H])(O[C@@]2([H])[C@@]([H])(CO)O[C@@]([H])(OCC(NC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)C(O)C=CCCCCCCCCCCCCC)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])OInChI=1S/C54H101NO13/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(59)55-42(43(58)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)41-65-53-51(64)49(62)52(45(40-57)67-53)68-54-50(63)48(61)47(60)44(39-56)66-54/h17-18,35,37,42-45,47-54,56-58,60-64H,3-16,19-34,36,38-41H2,1-2H3,(H,55,59)/t42?,43?,44-,45-,47+,48+,49-,50-,51-,52+,53-,54-/m1/s1MKOKWBRPIBQYJJ-BYBRXEFLSA-N belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety.Glycosyl-N-acylsphingosinesOrganic compoundsLipids and lipid-like moleculesSphingolipidsGlycosphingolipidsAliphatic heteromonocyclic compoundsAcetalsAlkyl glycosidesCarbonyl compoundsDisaccharidesFatty acyl glycosides of mono- and disaccharidesHydrocarbon derivativesN-acyl aminesO-glycosyl compoundsOrganic oxidesOrganonitrogen compoundsOrganopnictogen compoundsOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsSecondary carboxylic acid amidesAcetalAlcoholAliphatic heteromonocyclic compoundAlkyl glycosideCarbonyl groupCarboxamide groupCarboxylic acid derivativeDisaccharideFatty acylFatty acyl glycosideFatty acyl glycoside of mono- or disaccharideFatty amideGlycosyl compoundGlycosyl-n-acylsphingosineHydrocarbon derivativeN-acyl-amineO-glycosyl compoundOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholSecondary carboxylic acid amideSolidlogp7.36logs-5.43solubility3.59e-03 g/llogp11.34pka_strongest_acidic5.81pka_strongest_basic2.6iupacN-(1-{[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-hydroxyoctadec-4-en-2-yl)tetracos-15-enimidic acidaverage_mass972.3786mono_mass971.727292323smiles[H][C@]1(CO)O[C@]([H])(O[C@@]2([H])[C@@]([H])(CO)O[C@@]([H])(OCC(NC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)C(O)C=CCCCCCCCCCCCCC)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])OformulaC54H101NO13inchiInChI=1S/C54H101NO13/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(59)55-42(43(58)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)41-65-53-51(64)49(62)52(45(40-57)67-53)68-54-50(63)48(61)47(60)44(39-56)66-54/h17-18,35,37,42-45,47-54,56-58,60-64H,3-16,19-34,36,38-41H2,1-2H3,(H,55,59)/t42?,43?,44-,45-,47+,48+,49-,50-,51-,52+,53-,54-/m1/s1inchikeyMKOKWBRPIBQYJJ-BYBRXEFLSA-Npolar_surface_area231.35refractivity269.05polarizability119.55rotatable_bond_count43acceptor_count14donor_count9physiological_charge0formal_charge0HMDB04837#<Reference:0x00005556747cd0d8>#<Reference:0x00005556747ccd40>#<Reference:0x00005556747ccac0>#<Reference:0x00005556747cc908>#<Reference:0x00005556747cc598>#<Reference:0x00005556747cc390>#<Reference:0x00005556747cc188>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 2Q5QJU3ACER2Alpha-galactosidase AP06280GLAAntigen-presenting glycoprotein CD1dP15813CD1DBeta-1,3-galactosyltransferase 5Q9Y2C3B3GALT5Ceramide glucosyltransferaseQ16739UGCGCeramide synthase 1P27544CERS1Collagen type IV alpha-3-binding proteinQ9Y5P4COL4A3BPEpididymal secretory protein E1P61916NPC2GalactocerebrosidaseP54803GALCGalactosylceramide sulfotransferaseQ99999GAL3ST1Ganglioside 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 transamidaseQ92643PIGKLactosylceramide 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