1.0 2011-09-21 00:09:22 UTC 2015-07-21 06:57:01 UTC FDB022161 Galactosylsphingosine An intermediate in the biosynthesis of cerebrosides. It is formed by reaction of sphingosine with UDP-galactose and then itself reacts with fatty acid-Coenzyme A to form the cerebroside. [HMDB] (E)-DL-erythro-b-D-2-amino-3-hydroxy-4-octadecenyl Galactopyranoside (E)-DL-erythro-beta-delta-2-amino-3-hydroxy-4-octadecenyl Galactopyranoside [R-[R*,S*-(E)]]-2-amino-3-hydroxy-4-octadecenyl b-D-Galactopyranoside [R-[R*,S*-(E)]]-2-amino-3-hydroxy-4-octadecenyl b-delta-Galactopyranoside 2-amino-3-hydroxy-4-octadecenyl Galactopyranoside erythro-Psychosine Galactosylsphingosine Psychosine Sphingosine galactoside C24H47NO7 461.6325 461.335252863 (3R,4S,5R,6R)-2-[(2-amino-3-hydroxyoctadec-4-en-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol (3R,4S,5R,6R)-2-[(2-amino-3-hydroxyoctadec-4-en-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol 2238-90-6 [H][C@]1(CO)OC(OCC(N)C(O)C=CCCCCCCCCCCCCC)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/t18?,19?,20-,21+,22+,23-,24?/m1/s1 HHJTWTPUPVQKNA-UGJNAMAKSA-N belongs to the class of organic compounds known as glycosphingolipids. These are sphingolipids containing a saccharide moiety glycosidically attached to the sphingoid base. Although saccharide moieties are mostly O-glycosidically linked to the ceramide moiety, other sphingolipids with glycosidic bonds of other types (e.g. S-,C-, or N-type) has been reported. Glycosphingolipids Organic compounds Lipids and lipid-like molecules Sphingolipids Glycosphingolipids Aliphatic heteromonocyclic compounds Acetals Alkyl glycosides Fatty acyl glycosides of mono- and disaccharides Hexoses Hydrocarbon derivatives Monoalkylamines O-glycosyl compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aliphatic heteromonocyclic compound Alkyl glycoside Amine Fatty acyl Fatty acyl glycoside Fatty acyl glycoside of mono- or disaccharide Glycosphingolipid Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Monosaccharide O-glycosyl compound Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Primary aliphatic amine Primary amine Secondary alcohol Solid logp 3.16 ALOGPS logs -3.71 ALOGPS solubility 9.04e-02 g/l ALOGPS logp 2.8 ChemAxon pka_strongest_acidic 12.21 ChemAxon pka_strongest_basic 9.12 ChemAxon iupac (3R,4S,5R,6R)-2-[(2-amino-3-hydroxyoctadec-4-en-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol ChemAxon average_mass 461.6325 ChemAxon mono_mass 461.335252863 ChemAxon smiles [H][C@]1(CO)OC(OCC(N)C(O)C=CCCCCCCCCCCCCC)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O ChemAxon formula C24H47NO7 ChemAxon inchi InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/t18?,19?,20-,21+,22+,23-,24?/m1/s1 ChemAxon inchikey HHJTWTPUPVQKNA-UGJNAMAKSA-N ChemAxon polar_surface_area 145.63 ChemAxon refractivity 124.31 ChemAxon polarizability 55.2 ChemAxon rotatable_bond_count 18 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon HMDB00648 16874 #<Reference:0x000055ce31f233e8> #<Reference:0x000055ce31f23230> #<Reference:0x000055ce31f23050> #<Reference:0x000055ce31f22e98> #<Reference:0x000055ce31f22ce0> #<Reference:0x000055ce31f22b28> #<Reference:0x000055ce31f22970> #<Reference:0x000055ce31f22790> 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 Galactocerebrosidase P54803 GALC Galactosylceramide sulfotransferase Q99999 GAL3ST1 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 Lactosylceramide 4-alpha-galactosyltransferase Q9NPC4 A4GALT 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 T-cell surface glycoprotein CD1e, membrane-associated P15812 CD1E