1.0 2016-09-30 22:36:43 UTC 2020-04-22 15:05:21 UTC BMDB0000796 BMDB00796 N-Acetyl-4-O-acetylneuraminic acid N-Acetyl-4-O-acetylneuraminate (2S,4S,5R,6R)-4-(Acetyloxy)-2-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate C13H21NO10 351.308 351.11654588 (2S,4S,5R,6R)-4-(acetyloxy)-2-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid neu4,5ac2 [H]C(O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](O)(C[C@]([H])(OC(C)=O)[C@@]1([H])N=C(C)O)C(O)=O InChI=1S/C13H21NO10/c1-5(16)14-9-8(23-6(2)17)3-13(22,12(20)21)24-11(9)10(19)7(18)4-15/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/t7?,8-,9+,10+,11+,13-/m0/s1 LVBIMVQYUKOENY-QLEAHAHXSA-N belongs to the class of organic compounds known as neuraminic acids. These are carbohydrate derivatives containing a neuraminic acid moiety. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Neuraminic acids Alpha hydroxy acids and derivatives C-glucuronides C-glycosyl compounds Carbonyl compounds Carboximidic acids Carboxylic acid esters Carboxylic acids Dicarboxylic acids and derivatives Hemiacetals Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Propargyl-type 1,3-dipolar organic compounds Pyrans Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Alpha-hydroxy acid C-glucuronide C-glycosyl compound Carbonyl group Carboximidic acid Carboximidic acid derivative Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Glycosyl compound Hemiacetal Hydrocarbon derivative Hydroxy acid Neuraminic acid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Propargyl-type 1,3-dipolar organic compound Pyran Secondary alcohol Aliphatic heteromonocyclic compounds Solid logp -1.98 ALOGPS logs -0.83 ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 3 ChemAxon pka_strongest_basic 2.05 ChemAxon iupac (2S,4S,5R,6R)-4-(acetyloxy)-2-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon average_mass 351.308 ChemAxon mono_mass 351.11654588 ChemAxon smiles [H]C(O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](O)(C[C@]([H])(OC(C)=O)[C@@]1([H])N=C(C)O)C(O)=O ChemAxon formula C13H21NO10 ChemAxon inchi InChI=1S/C13H21NO10/c1-5(16)14-9-8(23-6(2)17)3-13(22,12(20)21)24-11(9)10(19)7(18)4-15/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/t7?,8-,9+,10+,11+,13-/m0/s1 ChemAxon inchikey LVBIMVQYUKOENY-QLEAHAHXSA-N ChemAxon polar_surface_area 186.34 ChemAxon refractivity 73.45 ChemAxon polarizability 31.9 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 1269463 Specdb::MsMs 1269464 Specdb::MsMs 1269465 Specdb::MsMs 1384486 Specdb::MsMs 1384487 Specdb::MsMs 1384488 25201413 Ogura, Haruo; Furuhata, Kimio; Sato, Shingo; Anazawa, Katsuko; Shidori, Yoshiyasu; Ito, Masayoshi. A process for preparation of N-acetyl-4-O-acetylneuraminic acid, a ganglioside intermediate. Jpn. Kokai Tokkyo Koho (1988), 7 pp. CODEN: JKXXAF JP 63044587 A 19880225 Showa. CAN 109:110857 AN 1988:510857