1.0 2010-04-08 22:06:45 UTC 2025-11-18 22:59:34 UTC FDB005599 Neuraminic-acid Neuraminic acid, also known as neuraminate or O-sialate, is a member of the class of compounds known as neuraminic acids. Neuraminic acids are carbohydrate derivatives containing a neuraminic acid moiety. Neuraminic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Neuraminic acid can be found in soy bean, which makes neuraminic acid a potential biomarker for the consumption of this food product. Neuraminic acid can be found primarily in blood, cerebrospinal fluid (CSF), and urine, as well as throughout most human tissues. Neuraminic acid (5-amino-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid) is a 9-carbon monosaccharide (a nonose), a derivative of a ketononose. Neuraminic acid may be visualized as the product of an aldol-condensation product of pyruvic acid and D-mannosamine (2-amino-2-deoxy-mannose). Neuraminic acid does not occur naturally, but many of its derivatives are found widely distributed in animal tissues and in bacteria, especially in glycoproteins and gangliosides. The N- or O-substituted derivatives of neuraminic acid are collectively known as sialic acids, the predominant form in mammalian cells being N-acetylneuraminic acid. The amino group bears either an acetyl or a glycolyl group. The hydroxyl substituents may vary considerably: acetyl, lactyl, methyl, sulfate and phosphate groups have been found . C9H17NO8 267.2332 267.095416525 (2S,4S,5R,6R)-5-amino-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid β-neuraminic acid 114-04-5 N[C@@H]1[C@@H](O)C[C@](O)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O InChI=1S/C9H17NO8/c10-5-3(12)1-9(17,8(15)16)18-7(5)6(14)4(13)2-11/h3-7,11-14,17H,1-2,10H2,(H,15,16)/t3-,4+,5+,6+,7+,9-/m0/s1 CERZMXAJYMMUDR-YOQZMRDMSA-N belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Acyl carnitines Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Aliphatic acyclic compounds Amines Carbonyl compounds Carboxylic acid esters Carboxylic acid salts Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Tetraalkylammonium salts Acyl-carnitine Aliphatic acyclic compound Amine Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Carboxylic acid salt Dicarboxylic acid or derivatives Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Quaternary ammonium salt Tetraalkylammonium salt Fatty acyl carnitines O-acyl-L-carnitine O-propanoylcarnitine logp -3.30 ALOGPS logs -0.02 ALOGPS solubility 2.55e+02 g/l ALOGPS logp -5.6 ChemAxon pka_strongest_acidic 2.72 ChemAxon pka_strongest_basic 8.25 ChemAxon iupac (2S,4S,5R,6R)-5-amino-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon average_mass 267.2332 ChemAxon mono_mass 267.095416525 ChemAxon smiles N[C@@H]1[C@@H](O)C[C@](O)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O ChemAxon formula C9H17NO8 ChemAxon inchi InChI=1S/C9H17NO8/c10-5-3(12)1-9(17,8(15)16)18-7(5)6(14)4(13)2-11/h3-7,11-14,17H,1-2,10H2,(H,15,16)/t3-,4+,5+,6+,7+,9-/m0/s1 ChemAxon inchikey CERZMXAJYMMUDR-YOQZMRDMSA-N ChemAxon polar_surface_area 173.7 ChemAxon refractivity 54.34 ChemAxon polarizability 23.67 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 9 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 46845 Specdb::MsMs 46846 Specdb::MsMs 46847 Specdb::MsMs 153195 Specdb::MsMs 153196 Specdb::MsMs 153197 Specdb::MsMs 2394511 Specdb::MsMs 2394512 Specdb::MsMs 2394513 Specdb::MsMs 2571911 Specdb::MsMs 2571912 Specdb::MsMs 2571913 Specdb::CMs 12849 Specdb::CMs 37792 Specdb::CMs 131424 Specdb::CMs 139158 Specdb::CMs 1077719 Specdb::CMs 1077721 Specdb::CMs 1077722 Specdb::CMs 1077724 Specdb::CMs 1077726 Specdb::CMs 1077728 Specdb::CMs 1077730 Specdb::CMs 1077732 Specdb::CMs 1077734 Specdb::CMs 1077736 Specdb::CMs 1077738 Specdb::CMs 1077740 Specdb::CMs 1077742 Specdb::CMs 1077744 Specdb::CMs 1077745 Specdb::CMs 1077747 Specdb::CMs 1077749 Specdb::CMs 1077750 Specdb::CMs 1077752 Specdb::CMs 1077754 Specdb::CMs 1077756 HMDB0000830 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 Soy bean Type 1 specific Glycine max 3847 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