1.0 2016-09-30 23:24:30 UTC 2020-04-22 15:18:11 UTC BMDB0006633 BMDB06633 Sialyl Lea tetra (2S,4S,5R,6S)-2-{[(2R,3R,4R,5S,6R)-3,5-dihydroxy-2-{[(2S,3R,4S,5S,6R)-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-2-{[(2R,3S,4S,5R)-2,4,5,6-tetrahydroxy-1-oxohexan-3-yl]oxy}-5-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate C37H62N2O28 982.889 982.348909364 (2S,4S,5R,6S)-2-{[(2R,3R,4R,5S,6R)-3,5-dihydroxy-2-{[(2S,3R,4S,5S,6R)-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-2-{[(2R,3S,4S,5R)-2,4,5,6-tetrahydroxy-1-oxohexan-3-yl]oxy}-5-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid sialyl lea tetra [H][C@@](O)(CO)[C@]([H])(O)[C@]([H])(O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@@]2([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@@]([H])(O[C@@]3(C[C@]([H])(O)[C@@]([H])(N=C(C)O)[C@]([H])(O3)C([H])(O)[C@]([H])(O)CO)C(O)=O)[C@@]2([H])O)[C@@]1([H])N=C(C)O)[C@@]([H])(O)C=O InChI=1S/C37H62N2O28/c1-10-21(51)25(55)26(56)34(60-10)64-29-18(9-44)62-33(63-28(16(50)7-42)22(52)14(48)5-40)20(39-12(3)46)31(29)65-35-27(57)32(24(54)17(8-43)61-35)67-37(36(58)59)4-13(47)19(38-11(2)45)30(66-37)23(53)15(49)6-41/h7,10,13-35,40-41,43-44,47-57H,4-6,8-9H2,1-3H3,(H,38,45)(H,39,46)(H,58,59)/t10-,13-,14+,15+,16-,17+,18+,19+,20+,21+,22-,23?,24-,25+,26-,27+,28+,29+,30-,31-,32+,33-,34+,35-,37-/m0/s1 ARDCDNROJUBBMX-VIFKXEROSA-N belongs to the class of organic compounds known as n-acylneuraminic acids. These are neuraminic acids carrying an N-acyl substituent. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates N-acylneuraminic acids Acetamides Alkyl glycosides Alpha-hydroxyaldehydes C-glucuronides C-glycosyl compounds Carboxylic acids Hydrocarbon derivatives Ketals Monocarboxylic acids and derivatives N-acyl-alpha-hexosamines Neuraminic acids O-glycosyl compounds Oligosaccharides Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Pyrans Secondary alcohols Secondary carboxylic acid amides Acetal Acetamide Alcohol Aldehyde Aliphatic heteromonocyclic compound Alkyl glycoside Alpha-hydroxyaldehyde C-glucuronide C-glycosyl compound Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Fatty acyl Fatty acyl glycoside Glycosyl compound Hydrocarbon derivative Ketal Monocarboxylic acid or derivatives N-acyl-alpha-hexosamine N-acylneuraminic acid Neuraminic acid O-glycosyl compound Oligosaccharide Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Pyran Secondary alcohol Secondary carboxylic acid amide Aliphatic heteromonocyclic compounds Solid logp -2.72 ALOGPS logs -0.80 ALOGPS logp -9.3 ChemAxon pka_strongest_acidic 2.89 ChemAxon pka_strongest_basic 1.97 ChemAxon iupac (2S,4S,5R,6S)-2-{[(2R,3R,4R,5S,6R)-3,5-dihydroxy-2-{[(2S,3R,4S,5S,6R)-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-2-{[(2R,3S,4S,5R)-2,4,5,6-tetrahydroxy-1-oxohexan-3-yl]oxy}-5-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon average_mass 982.889 ChemAxon mono_mass 982.348909364 ChemAxon smiles [H][C@@](O)(CO)[C@]([H])(O)[C@]([H])(O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@@]2([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@@]([H])(O[C@@]3(C[C@]([H])(O)[C@@]([H])(N=C(C)O)[C@]([H])(O3)C([H])(O)[C@]([H])(O)CO)C(O)=O)[C@@]2([H])O)[C@@]1([H])N=C(C)O)[C@@]([H])(O)C=O ChemAxon formula C37H62N2O28 ChemAxon inchi InChI=1S/C37H62N2O28/c1-10-21(51)25(55)26(56)34(60-10)64-29-18(9-44)62-33(63-28(16(50)7-42)22(52)14(48)5-40)20(39-12(3)46)31(29)65-35-27(57)32(24(54)17(8-43)61-35)67-37(36(58)59)4-13(47)19(38-11(2)45)30(66-37)23(53)15(49)6-41/h7,10,13-35,40-41,43-44,47-57H,4-6,8-9H2,1-3H3,(H,38,45)(H,39,46)(H,58,59)/t10-,13-,14+,15+,16-,17+,18+,19+,20+,21+,22-,23?,24-,25+,26-,27+,28+,29+,30-,31-,32+,33-,34+,35-,37-/m0/s1 ChemAxon inchikey ARDCDNROJUBBMX-VIFKXEROSA-N ChemAxon polar_surface_area 496.84 ChemAxon refractivity 205.46 ChemAxon polarizability 92.38 ChemAxon rotatable_bond_count 21 ChemAxon acceptor_count 30 ChemAxon donor_count 18 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 1232467 Specdb::MsMs 1232468 Specdb::MsMs 1232469 Specdb::MsMs 1347997 Specdb::MsMs 1347998 Specdb::MsMs 1347999 92023640 Roth, Steve. Enzymic preparation of oligosaccharides for conjugation to biological macromolecules. PCT Int. Appl. (1991), 50 pp. CODEN: PIXXD2 WO 9116449 A1 19911031 CAN 116:126977 AN 1992:126977