1.0 2011-09-21 00:38:47 UTC 2015-07-21 06:57:58 UTC FDB024031 alpha-D-Manp-(1->2)-alpha-D-Manp-(1->2)-alpha-D-Manp-(1->3)-beta-D-Manp-(1->4)-D-GlcNAcp alpha-D-Manp-(1->2)-alpha-D-Manp-(1->2)-alpha-D-Manp-(1->3)-beta-D-Manp-(1->4)-D-GlcNAcp is a pentasaccharide found in the urine of patients with mannosidosis (PMID: 953057). It is a glycan structure of human milk glycoprotein glycopeptides (PMID: 6698017). This oligosaccharide is derived from high-mannose and different complex and hybrid asparagine-linked glycans and from the storage products in alpha-mannosidosis. The human liver lysosomal alpha-mannosidase (EC 3.2.1.24) enzyme that specifically hydrolyzes all alpha(1-2)-, alpha(1-3)- and alpha(1-6)-mannosidic linkages in these glycans. (PMID: 1872811) [HMDB] a-D-Manp-(1 -> 2)-a-D-manp-(1 -> 2)-a-D-manp-(1 -> 3)-b-D-manp-(1 -> 4)-D-glcnacpo-alpha-D-mannopyranosyl-(1->2)-O-alpha-D-mannopyranosyl-(1->3)-O-beta-D-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy- D-glucose a-D-Manp-(1->2)-a-D-Manp-(1->2)-a-D-Manp-(1->3)-b-D-Manp-(1->4)-D-GlcNAcpO-alpha-D-mannopyranosyl-(1->2)-O-alpha-D-mannopyranosyl-(1->3)-O-beta-D-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy- D-Glucose alpha-D-Manp-(1 -> 2)-alpha-D-manp-(1 -> 2)-alpha-D-manp-(1 -> 3)-beta-D-manp-(1 -> 4)-D-glcnacpo-alpha-D-mannopyranosyl-(1->2)-O-alpha-D-mannopyranosyl-(1->3)-O-beta-D-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy- D-glucose alpha-D-Manp-(1->2)-alpha-D-Manp-(1->2)-alpha-D-Manp-(1->3)-beta-D-Manp-(1 -> 4)-D-GlcNAcpO-alpha-D-mannopyranosyl-(1->2)-O-alpha-D-mannopyranosyl-(1->3)-O-beta-D-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy- D-Glucose O-alpha-delta-Mannopyranosyl-(1->2)-O-alpha-delta-mannopyranosyl-(1->3)-O-beta-delta-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy- D-Glucose C26H45NO21 707.6296 707.248407507 N-[(2R,3R,4S,5R)-4-{[(2S,3S,4S,5R,6R)-4-{[(2R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,6-trihydroxy-1-oxohexan-2-yl]acetamide N-[(2R,3R,4S,5R)-4-{[(2S,3S,4S,5R,6R)-4-{[(2R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,6-trihydroxy-1-oxohexan-2-yl]acetamide 52134-33-5 CC(=O)N[C@@H](C=O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)C2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H]1O)[C@H](O)CO InChI=1S/C26H45NO21/c1-7(33)27-8(2-28)13(35)21(9(34)3-29)46-25-20(42)22(16(38)12(6-32)44-25)47-26-23(18(40)15(37)11(5-31)45-26)48-24-19(41)17(39)14(36)10(4-30)43-24/h2,8-26,29-32,34-42H,3-6H2,1H3,(H,27,33)/t8-,9+,10+,11+,12+,13+,14+,15+,16+,17-,18-,19-,20-,21+,22-,23?,24+,25-,26+/m0/s1 POROYQINIQHUGJ-APJJTYCFSA-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. Oligosaccharides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetals Acetamides Alkyl glycosides Aminosaccharides Beta-hydroxy aldehydes Hydrocarbon derivatives O-glycosyl compounds Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Secondary carboxylic acid amides Acetal Acetamide Alcohol Aldehyde Aliphatic heteromonocyclic compound Alkyl glycoside Amino saccharide Beta-hydroxy aldehyde Carbonyl group Carboxamide group Carboxylic acid derivative Fatty acyl Fatty acyl glycoside Glycosyl compound Hydrocarbon derivative O-glycosyl compound Oligosaccharide Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Secondary carboxylic acid amide Solid logp -2.48 ALOGPS logs -0.76 ALOGPS solubility 1.22e+02 g/l ALOGPS logp -9.2 ChemAxon pka_strongest_acidic 11.33 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac N-[(2R,3R,4S,5R)-4-{[(2S,3S,4S,5R,6R)-4-{[(2R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,6-trihydroxy-1-oxohexan-2-yl]acetamide ChemAxon average_mass 707.6296 ChemAxon mono_mass 707.248407507 ChemAxon smiles CC(=O)N[C@@H](C=O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)C2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H]1O)[C@H](O)CO ChemAxon formula C26H45NO21 ChemAxon inchi InChI=1S/C26H45NO21/c1-7(33)27-8(2-28)13(35)21(9(34)3-29)46-25-20(42)22(16(38)12(6-32)44-25)47-26-23(18(40)15(37)11(5-31)45-26)48-24-19(41)17(39)14(36)10(4-30)43-24/h2,8-26,29-32,34-42H,3-6H2,1H3,(H,27,33)/t8-,9+,10+,11+,12+,13+,14+,15+,16+,17-,18-,19-,20-,21+,22-,23?,24+,25-,26+/m0/s1 ChemAxon inchikey POROYQINIQHUGJ-APJJTYCFSA-N ChemAxon polar_surface_area 364.54 ChemAxon refractivity 145.69 ChemAxon polarizability 66.72 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 21 ChemAxon donor_count 14 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 88492 Specdb::NmrOneD 88493 Specdb::NmrOneD 88494 Specdb::NmrOneD 88495 Specdb::NmrOneD 88496 Specdb::NmrOneD 88497 Specdb::NmrOneD 88498 Specdb::NmrOneD 88499 Specdb::NmrOneD 88500 Specdb::NmrOneD 88501 Specdb::NmrOneD 88502 Specdb::NmrOneD 88503 Specdb::NmrOneD 88504 Specdb::NmrOneD 88505 Specdb::NmrOneD 88506 Specdb::NmrOneD 88507 Specdb::NmrOneD 88508 Specdb::NmrOneD 88509 Specdb::NmrOneD 88510 Specdb::NmrOneD 88511 Specdb::MsMs 303460 Specdb::MsMs 303461 Specdb::MsMs 303462 Specdb::MsMs 346411 Specdb::MsMs 346412 Specdb::MsMs 346413 Specdb::MsMs 2784271 Specdb::MsMs 2784272 Specdb::MsMs 2784273 Specdb::MsMs 2920849 Specdb::MsMs 2920850 Specdb::MsMs 2920851 Specdb::CMs 59547 Specdb::CMs 752913 Specdb::CMs 752914 Specdb::CMs 752915 Specdb::CMs 752916 Specdb::CMs 752917 Specdb::CMs 752918 Specdb::CMs 752919 Specdb::CMs 752920 Specdb::CMs 752921 Specdb::CMs 752922 Specdb::CMs 752923 Specdb::CMs 752924 Specdb::CMs 752925 Specdb::CMs 752926 Specdb::CMs 752927 Specdb::CMs 752928 Specdb::CMs 752929 Specdb::CMs 752930 Specdb::CMs 752931 Specdb::CMs 752932 Specdb::CMs 752933 Specdb::CMs 752934 Specdb::CMs 752935 Specdb::CMs 752936 HMDB06699 #<Reference:0x000055ce333804a8> #<Reference:0x000055ce333802f0> #<Reference:0x000055ce33380138> #<Reference:0x00007f093c0fbf30> #<Reference:0x00007f093c0fbd78> 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