1.0 2010-04-08 22:14:38 UTC 2018-05-29 01:43:36 UTC FDB019859 Lactosamine Isolated from human milk Lactosamine is a disaccharide composed of galactose b1,4-linked to N-acetylglucosamine, and is a common constituent of complex N-linked glycans in metazoans. Unmodified terminal lactosamine, however, is less typical in tissues, since it is often further modified by additional substitutions, such as fucose, sialic acid, or sulfate to form a number of significant receptor and signaling molecules. Lactosamine-containing glycans are also required for proper targeting and maintenance of olfactory axons, and may also function in other sensory regions.(PMID: 17111357) 2-Amino-2-deoxy-4-O-(b-D-galactopyranosyl)-D-glucose, 9CI 2-Amino-2-deoxy-4-O-beta-D-galactopyranosyl-D-glucose 2-amino-2-Deoxy-4-O-beta-delta-galactopyranosyl-delta-glucose 4-O-b-D-Galactosyl-D-glucosamine b-D-Galactopyranosyl-(1->4)-2-amino-2-deoxy-D-glucose beta-D-galactopyranosyl-(1->4)-2-amino-2-deoxy-D-glucose beta-D-galactopyranosyl-(1->4)-D-glucosamine beta-delta-Galactopyranosyl-(1->4)-2-amino-2-deoxy-delta-glucose beta-delta-galactopyranosyl-(1->4)-delta-glucosamine D-Glucose, 2-amino-2-deoxy-4-O-beta-D-galactopyranosyl- LACN Polylactosamine C24H46N2O20 682.6234 682.264391922 2-amino-3,5,6-trihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanal; 2-{[5-amino-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol 2-amino-3,5,6-trihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanal; 2-{[5-amino-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol 13000-25-4 NC(C=O)C(O)C(OC1OC(CO)C(O)C(O)C1O)C(O)CO.NC1C(O)OC(CO)C(OC2OC(CO)C(O)C(O)C2O)C1O InChI=1S/2C12H23NO10/c13-5-7(17)10(4(2-15)21-11(5)20)23-12-9(19)8(18)6(16)3(1-14)22-12;13-4(1-14)7(18)11(5(17)2-15)23-12-10(21)9(20)8(19)6(3-16)22-12/h3-12,14-20H,1-2,13H2;1,4-12,15-21H,2-3,13H2 PLXWPPSZXBDZCI-UHFFFAOYSA-N belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Fatty acyl glycosides of mono- and disaccharides Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl glycosides 1,2-aminoalcohols Acetals Alkyl glycosides Aminosaccharides Beta-hydroxy aldehydes Disaccharides Hemiacetals Hydrocarbon derivatives Monoalkylamines O-glycosyl compounds Organic oxides Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols 1,2-aminoalcohol Acetal Alcohol Aldehyde Aliphatic heteromonocyclic compound Alkyl glycoside Amine Amino saccharide Beta-hydroxy aldehyde Carbonyl group Disaccharide Fatty acyl glycoside of mono- or disaccharide Glycosyl compound Hemiacetal Hydrocarbon derivative O-glycosyl compound Organic nitrogen compound Organic oxide 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 -2.93 ALOGPS logs 0.00 ALOGPS solubility 3.42e+02 g/l ALOGPS logp -4.8 ChemAxon pka_strongest_acidic 11.62 ChemAxon pka_strongest_basic 8.53 ChemAxon iupac 2-amino-3,5,6-trihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanal; 2-{[5-amino-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol ChemAxon average_mass 682.6234 ChemAxon mono_mass 682.264391922 ChemAxon smiles NC(C=O)C(O)C(OC1OC(CO)C(O)C(O)C1O)C(O)CO.NC1C(O)OC(CO)C(OC2OC(CO)C(O)C(O)C2O)C1O ChemAxon formula C24H46N2O20 ChemAxon inchi InChI=1S/2C12H23NO10/c13-5-7(17)10(4(2-15)21-11(5)20)23-12-9(19)8(18)6(16)3(1-14)22-12;13-4(1-14)7(18)11(5(17)2-15)23-12-10(21)9(20)8(19)6(3-16)22-12/h3-12,14-20H,1-2,13H2;1,4-12,15-21H,2-3,13H2 ChemAxon inchikey PLXWPPSZXBDZCI-UHFFFAOYSA-N ChemAxon polar_surface_area 195.32 ChemAxon refractivity 69.99 ChemAxon polarizability 32.23 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 11 ChemAxon donor_count 8 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon HMDB06591 25001 #<Reference:0x000055ce321b13f8> 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 Beta-1,4 N-acetylgalactosaminyltransferase 1 Q00973 B4GALNT1 Polypeptide N-acetylgalactosaminyltransferase 13 Q68VI8 GALNT13 Pp-GalNAc-transferase 20 Q2L4S5 GALNT20 UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase 110 kDa subunit O15294 OGT