2.0 2012-10-10 12:22:33 -0600 2015-08-05 16:22:04 -0600 ECMDB23218 M2MDB003608 N-acetylneuraminate A ketoaldonate that is the conjugate base of N-acetylneuraminic acid, obtained by deprotonation of the carboxy group 5-acetamido-3,5-Dideoxy-D-glycero-D-galacto-2-nonulosonate 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid 5-acetamido-3,5-Dideoxy-D-glycero-D-galacto-non-2-ulopyranosonate 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid <i>N</i>-acetylneuraminic acid N-Acetylneuraminic acid n-Acetylneuraminic acid NANA Neu5Ac NeuNAc O-Sialate O-sialic acid Sialate Sialic acid C11H19NO9 309.2699 309.105981211 (4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid NeuAc 131-48-6 [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1 SQVRNKJHWKZAKO-LUWBGTNYSA-N Solid Cytoplasm Membrane proteins lysosome nucleus logp -2.78 ALOGPS logs -0.13 ALOGPS solubility 2.27e+02 g/l ALOGPS melting_point 186 C logp -3.6 ChemAxon pka_strongest_acidic 3 ChemAxon pka_strongest_basic -0.38 ChemAxon iupac (4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon average_mass 309.2699 ChemAxon mono_mass 309.105981211 ChemAxon smiles [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO ChemAxon formula C11H19NO9 ChemAxon inchi InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1 ChemAxon inchikey SQVRNKJHWKZAKO-LUWBGTNYSA-N ChemAxon polar_surface_area 176.78 ChemAxon refractivity 63.78 ChemAxon polarizability 28.07 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 9 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Amino sugar and nucleotide sugar metabolism ec00520 Specdb::CMs 1083996 Specdb::EiMs 5463 Specdb::NmrOneD 315761 Specdb::NmrOneD 315762 Specdb::NmrOneD 315763 Specdb::NmrOneD 315764 Specdb::NmrOneD 315765 Specdb::NmrOneD 315766 Specdb::NmrOneD 315767 Specdb::NmrOneD 315768 Specdb::NmrOneD 315769 Specdb::NmrOneD 315770 Specdb::NmrOneD 315771 Specdb::NmrOneD 315772 Specdb::NmrOneD 315773 Specdb::NmrOneD 315774 Specdb::NmrOneD 315775 Specdb::NmrOneD 315776 Specdb::NmrOneD 315777 Specdb::NmrOneD 315778 Specdb::NmrOneD 315779 Specdb::NmrOneD 315780 Specdb::MsMs 26684 Specdb::MsMs 26685 Specdb::MsMs 26686 Specdb::MsMs 33242 Specdb::MsMs 33243 Specdb::MsMs 33244 HMDB00230 445063 C00270 45744 N-ACETYLNEURAMINATE SI2 N-Acetylneuraminic acid FDB001209 N-acetylneuraminate lyase P0A6L4 NANA_ECOLI nanA http://ecmdb.ca/proteins/P0A6L4.xml N-acetylneuraminate > N-Acetylmannosamine + Pyruvic acid N-Acetylneuraminic acid + N-acetylneuraminate <> N-Acetylmannosamine + Pyruvic acid R01811 ACNEULY-RXN