1.0 2011-09-21 00:37:52 UTC 2015-07-21 06:57:57 UTC FDB023977 Lacto-N-biose I Lacto-N-biose I is a common oligosaccharide found in human milk and in numerous other tissues. Oligosaccharides are important components of glycoproteins and glycolipids and also occur as free oligosaccharides in several body fluids.(PMID: 14993226; 11925506; 11432777; 9760191; 9592127; 8608564; 7591266; 7627975; 7766648; 1490103; 3146987; 6689405) [HMDB] 2-acetamido-2-deoxy-3-O-b-D-galactopyranosyl-D-glucose 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-D-glucopyranose 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-D-glucose 2-acetamido-2-deoxy-3-O-beta-delta-galactopyranosyl-delta-glucopyranose 2-acetamido-2-deoxy-3-O-beta-delta-galactopyranosyl-delta-glucose beta-D-Gal-(1->3)-D-GlcNAc beta-D-Galactopyranosyl-(1->3)-N-acetyl-D-glucosamine beta-delta-Gal-(1->3)-delta-GlcNAc beta-delta-Galactopyranosyl-(1->3)-N-acetyl-delta-glucosamine Gal(beta1-3)GlcNAc Lacto-N-biose O-beta-D-Galactopyranosyl-(1->3)-N-acetylglucosamine O-beta-delta-Galactopyranosyl-(1->3)-N-acetylglucosamine C14H25NO11 383.3484 383.142760647 N-[(2S,3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide N-[(2S,3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide 50787-09-2 CC(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O InChI=1S/C14H25NO11/c1-4(18)15-7-12(9(20)6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13+,14+/m1/s1 HMQPEDMEOBLSQB-RCBHQUQDSA-N belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. Acylaminosugars Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetals Acetamides Carbonyl compounds Disaccharides Hemiacetals Hydrocarbon derivatives N-acyl-alpha-hexosamines O-glycosyl compounds Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Secondary carboxylic acid amides Acetal Acetamide Acylaminosugar Alcohol Aliphatic heteromonocyclic compound Carbonyl group Carboxamide group Carboxylic acid derivative Disaccharide Glycosyl compound Hemiacetal Hydrocarbon derivative N-acyl-alpha-hexosamine O-glycosyl compound Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Secondary carboxylic acid amide Solid logp -2.80 ALOGPS logs -0.17 ALOGPS solubility 2.62e+02 g/l ALOGPS logp -5 ChemAxon pka_strongest_acidic 11.49 ChemAxon pka_strongest_basic -3 ChemAxon iupac N-[(2S,3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide ChemAxon average_mass 383.3484 ChemAxon mono_mass 383.142760647 ChemAxon smiles CC(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O ChemAxon formula C14H25NO11 ChemAxon inchi InChI=1S/C14H25NO11/c1-4(18)15-7-12(9(20)6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13+,14+/m1/s1 ChemAxon inchikey HMQPEDMEOBLSQB-RCBHQUQDSA-N ChemAxon polar_surface_area 198.4 ChemAxon refractivity 79.44 ChemAxon polarizability 35.9 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 11 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 80972 Specdb::NmrOneD 80973 Specdb::NmrOneD 80974 Specdb::NmrOneD 80975 Specdb::NmrOneD 80976 Specdb::NmrOneD 80977 Specdb::NmrOneD 80978 Specdb::NmrOneD 80979 Specdb::NmrOneD 80980 Specdb::NmrOneD 80981 Specdb::NmrOneD 80982 Specdb::NmrOneD 80983 Specdb::NmrOneD 80984 Specdb::NmrOneD 80985 Specdb::NmrOneD 80986 Specdb::NmrOneD 80987 Specdb::NmrOneD 80988 Specdb::NmrOneD 80989 Specdb::NmrOneD 80990 Specdb::NmrOneD 80991 Specdb::CMs 11284 Specdb::CMs 39044 Specdb::CMs 132407 Specdb::CMs 140141 Specdb::CMs 151156 Specdb::CMs 151158 Specdb::CMs 151160 Specdb::CMs 151163 Specdb::CMs 151165 Specdb::CMs 151167 Specdb::CMs 151169 Specdb::CMs 151171 Specdb::CMs 151173 Specdb::CMs 151175 Specdb::CMs 151177 Specdb::CMs 151179 Specdb::CMs 151181 Specdb::CMs 151184 Specdb::CMs 151186 Specdb::CMs 151188 Specdb::CMs 151190 Specdb::CMs 151192 Specdb::CMs 151194 Specdb::CMs 151196 Specdb::CMs 151198 Specdb::MsMs 290929 Specdb::MsMs 290930 Specdb::MsMs 290931 Specdb::MsMs 330715 Specdb::MsMs 330716 Specdb::MsMs 330717 Specdb::MsMs 2427781 Specdb::MsMs 2427782 Specdb::MsMs 2427783 Specdb::MsMs 2510929 Specdb::MsMs 2510930 Specdb::MsMs 2510931 HMDB06575 27707 #<Reference:0x000055ce31fbaf90> 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