1.02011-09-21 00:37:58 UTC2015-07-21 06:57:57 UTCFDB0239833-Sialyl-N-acetyllactosamine3-Sialyl-N-acetyllactosamine is a normal sialyloligosaccharide that is present in human biofluids, and is one of the predominant oligosaccharides in human urine as a free form. The presence of these compounds in the urine is linked to the biosynthesis and degradation of the body glycoproteins, glycolipids, and glycans. Under certain pathological conditions, the total urinary carbohydrate-material is increased dramatically, and the number and ratios of the components present are also increased. Many of these pathological disorders are the result of a deficiency in a specific exoglycosidase. 3-Sialyl-N-acetyllactosamine have a sialyl(a2-3) linkage and is of interest in view of the discovery of uropathogenic Escherichia coli strains with binding specificity for sialyl(a2-3)galactosides. (PMID: 2445744; 2775488; 3813552; 6619126; 6628386; 6628680; 6714239; 6746638; 7925342) [HMDB]3-Sialyl-N-acetyllactosamineNeuAc(a2-3)Gal(b1-4)GlcNAcO-(N-acetyl-alpha-neuraminosyl)-(2->3)-O-beta-D-galactopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-D-GlucoseO-(N-acetyl-alpha-neuraminosyl)-(2->3)-O-beta-delta-galactopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-delta-GlucoseC25H42N2O19674.603674.238177172(2R,4S,5R,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-6-acetamido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid(2R,4S,5R,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-6-acetamido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid81693-22-3[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(NC(C)=O)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)COInChI=1S/C25H42N2O19/c1-7(31)26-13-9(33)3-25(24(40)41,45-20(13)14(35)10(34)4-28)46-21-15(36)11(5-29)43-23(18(21)39)44-19-12(6-30)42-22(27-8(2)32)17(38)16(19)37/h9-23,28-30,33-39H,3-6H2,1-2H3,(H,26,31)(H,27,32)(H,40,41)/t9-,10+,11+,12+,13+,14+,15-,16+,17+,18+,19+,20+,21-,22?,23-,25+/m0/s1HUNVSYPDCXFGLB-KROWHOKKSA-N belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.OligosaccharidesOrganic compoundsOrganic oxygen compoundsOrganooxygen compoundsCarbohydrates and carbohydrate conjugatesAliphatic heteromonocyclic compoundsAcetalsAcetamidesAlkyl glycosidesAlpha-hydroxyaldehydesBeta-hydroxy aldehydesHydrocarbon derivativesN-acyl-alpha-hexosaminesO-glycosyl compoundsOrganic oxidesOrganonitrogen compoundsOrganopnictogen compoundsOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsSecondary carboxylic acid amidesAcetalAcetamideAlcoholAldehydeAliphatic heteromonocyclic compoundAlkyl glycosideAlpha-hydroxyaldehydeBeta-hydroxy aldehydeCarbonyl groupCarboxamide groupCarboxylic acid derivativeFatty acylFatty acyl glycosideGlycosyl compoundHydrocarbon derivativeN-acyl-alpha-hexosamineO-glycosyl compoundOligosaccharideOrganic nitrogen compoundOrganic oxideOrganoheterocyclic compoundOrganonitrogen compoundOrganopnictogen compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholSecondary carboxylic acid amideSolidlogp-2.66logs-1.01solubility6.61e+01 g/llogp-7.4pka_strongest_acidic2.84pka_strongest_basic-3.6iupac(2R,4S,5R,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-6-acetamido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acidaverage_mass674.603mono_mass674.238177172smiles[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(NC(C)=O)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)COformulaC25H42N2O19inchiInChI=1S/C25H42N2O19/c1-7(31)26-13-9(33)3-25(24(40)41,45-20(13)14(35)10(34)4-28)46-21-15(36)11(5-29)43-23(18(21)39)44-19-12(6-30)42-22(27-8(2)32)17(38)16(19)37/h9-23,28-30,33-39H,3-6H2,1-2H3,(H,26,31)(H,27,32)(H,40,41)/t9-,10+,11+,12+,13+,14+,15-,16+,17+,18+,19+,20+,21-,22?,23-,25+/m0/s1inchikeyHUNVSYPDCXFGLB-KROWHOKKSA-Npolar_surface_area343.95refractivity139.71polarizability63.55rotatable_bond_count12acceptor_count19donor_count13physiological_charge-1formal_charge0Specdb::CMs17669Specdb::CMs714117Specdb::CMs714118Specdb::CMs714119Specdb::CMs714120Specdb::CMs714121Specdb::CMs714122Specdb::CMs714123Specdb::CMs714124Specdb::CMs714125Specdb::CMs714126Specdb::CMs714127Specdb::CMs714128Specdb::CMs714129Specdb::CMs714130Specdb::CMs714131Specdb::CMs714132Specdb::CMs714133Specdb::CMs714134Specdb::CMs714135Specdb::CMs714136Specdb::CMs714137Specdb::CMs714138Specdb::CMs714139Specdb::CMs714140Specdb::NmrOneD81092Specdb::NmrOneD81093Specdb::NmrOneD81094Specdb::NmrOneD81095Specdb::NmrOneD81096Specdb::NmrOneD81097Specdb::NmrOneD81098Specdb::NmrOneD81099Specdb::NmrOneD81100Specdb::NmrOneD81101Specdb::NmrOneD81102Specdb::NmrOneD81103Specdb::NmrOneD81104Specdb::NmrOneD81105Specdb::NmrOneD81106Specdb::NmrOneD81107Specdb::NmrOneD81108Specdb::NmrOneD81109Specdb::NmrOneD81110Specdb::NmrOneD81111Specdb::MsMs105606Specdb::MsMs105607Specdb::MsMs105608Specdb::MsMs172131Specdb::MsMs172132Specdb::MsMs172133Specdb::MsMs3040018Specdb::MsMs3040019Specdb::MsMs3040020Specdb::MsMs3100980Specdb::MsMs3100981Specdb::MsMs3100982HMDB06581#<Reference:0x00005556748d5ea8>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 scrofa9823