1.0 2016-09-30 22:37:19 UTC 2020-05-11 20:53:04 UTC BMDB0000833 BMDB00833 N-Glycolylneuraminic acid GcNeu N-Glycolyl-beta-neuraminic acid Neu5GC NeuGc NGNA N-Glycolyl-b-neuraminate N-Glycolyl-b-neuraminic acid N-Glycolyl-beta-neuraminate N-Glycolyl-β-neuraminate N-Glycolyl-β-neuraminic acid N-Glycolylneuraminate 3,5-Dideoxy-5-((hydroxyacetyl)amino)-D-glycero-D-galacto-2-nonulosonate 3,5-Dideoxy-5-((hydroxyacetyl)amino)-D-glycero-D-galacto-2-nonulosonic acid N-Glycoloyl-neuraminate N-Glycoloylneuraminate N-Glycoloylneuraminic acid N-Glycolyl-5-neuraminate N-Glycolyl-5-neuraminic acid N-Glycolylneuraminic acid, (alpha-D-gal)-isomer N-Glycoloyl-b-neuraminate N-Glycoloyl-b-neuraminic acid N-Glycoloyl-beta-neuraminate N-Glycoloyl-β-neuraminate N-Glycoloyl-β-neuraminic acid N-Glycolylneuraminic acid C11H19NO10 325.2693 325.100895833 (2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid N-glycolylneuraminic acid 1113-83-3 OC[C@@H](O)[C@@H](O)[C@@H]1O[C@@](O)(C[C@H](O)[C@H]1NC(=O)CO)C(O)=O InChI=1S/C11H19NO10/c13-2-5(16)8(18)9-7(12-6(17)3-14)4(15)1-11(21,22-9)10(19)20/h4-5,7-9,13-16,18,21H,1-3H2,(H,12,17)(H,19,20)/t4-,5+,7+,8+,9+,11-/m0/s1 FDJKUWYYUZCUJX-AJKRCSPLSA-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 acids Hemiacetals Hydrocarbon derivatives Monocarboxylic acids and 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 Glycosyl compound Hemiacetal Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives 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 N-acylneuraminic acid Solid logp -2.98 ALOGPS logs -0.11 ALOGPS logp -4.4 ChemAxon pka_strongest_acidic 2.92 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon average_mass 325.2693 ChemAxon mono_mass 325.100895833 ChemAxon smiles OC[C@@H](O)[C@@H](O)[C@@H]1O[C@@](O)(C[C@H](O)[C@H]1NC(=O)CO)C(O)=O ChemAxon formula C11H19NO10 ChemAxon inchi InChI=1S/C11H19NO10/c13-2-5(16)8(18)9-7(12-6(17)3-14)4(15)1-11(21,22-9)10(19)20/h4-5,7-9,13-16,18,21H,1-3H2,(H,12,17)(H,19,20)/t4-,5+,7+,8+,9+,11-/m0/s1 ChemAxon inchikey FDJKUWYYUZCUJX-AJKRCSPLSA-N ChemAxon polar_surface_area 197.01 ChemAxon refractivity 65.48 ChemAxon polarizability 28.67 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 10 ChemAxon donor_count 8 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 320098 Specdb::MsMs 320099 Specdb::MsMs 320100 Specdb::MsMs 367414 Specdb::MsMs 367415 Specdb::MsMs 367416 Specdb::MsMs 437741 Specdb::MsMs 437742 Specdb::MsMs 437743 Specdb::MsMs 437744 Specdb::MsMs 437745 Specdb::MsMs 446231 Specdb::MsMs 446232 Specdb::MsMs 446233 Specdb::MsMs 446234 Specdb::MsMs 446235 Specdb::MsMs 2793818 Specdb::MsMs 2793819 Specdb::MsMs 2793820 Specdb::MsMs 2885210 Specdb::MsMs 2885211 Specdb::MsMs 2885212 Specdb::NmrOneD 7742 Specdb::NmrOneD 7743 Specdb::NmrOneD 7744 Specdb::NmrOneD 7745 Specdb::NmrOneD 7746 Specdb::NmrOneD 7747 Specdb::NmrOneD 7748 Specdb::NmrOneD 7749 Specdb::NmrOneD 7750 Specdb::NmrOneD 7751 Specdb::NmrOneD 7752 Specdb::NmrOneD 7753 Specdb::NmrOneD 7754 Specdb::NmrOneD 7755 Specdb::NmrOneD 7756 Specdb::NmrOneD 7757 Specdb::NmrOneD 7758 Specdb::NmrOneD 7759 Specdb::NmrOneD 7760 Specdb::NmrOneD 7761 Specdb::CMs 2130 Specdb::CMs 2133 Specdb::CMs 24451 Specdb::CMs 31241 Specdb::CMs 31242 Specdb::CMs 37794 Specdb::CMs 151208 Specdb::CMs 1078359 Specdb::CMs 1078361 Specdb::CMs 1078363 Specdb::CMs 1078365 Specdb::CMs 1078367 Specdb::CMs 1078369 Specdb::CMs 1078371 Specdb::CMs 1078373 Specdb::CMs 1078375 Specdb::CMs 1078377 Specdb::CMs 1078379 Specdb::CMs 1078381 Specdb::CMs 1078383 Specdb::CMs 1078385 Specdb::CMs 1078387 Specdb::CMs 1078389 Specdb::CMs 1078390 Specdb::CMs 1078392 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Spleen Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 110352 FDB001165 123802 C03410 62084 N-Glycolylneuraminic_acid 3580