1.0 2016-09-30 23:09:24 UTC 2020-04-22 15:13:47 UTC BMDB0004381 BMDB04381 N-Acetylneuraminic acid 9-phosphate N-Acetylneuraminate 9-phosphate N-Acetylneuraminic acid 9-phosphoric acid 5-(acetylamino)-3,5-Dideoxy-D-glycero-D-galacto-2-nonulosonic acid 9-(dihydrogen phosphate) N-Acetyl- 9-(dihydrogen phosphate)-neuraminic acid N-Acetyl-neuraminic acid-9-phosphate C11H20NO12P 389.2498 389.072311621 (4S,5R,6R)-6-[(1R,2R)-1,2-dihydroxy-3-(phosphonooxy)propyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid (4S,5R,6R)-6-[(1R,2R)-1,2-dihydroxy-3-(phosphonooxy)propyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid 37992-17-9 [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)COP(O)(O)=O InChI=1S/C11H20NO12P/c1-4(13)12-7-5(14)2-11(19,10(17)18)24-9(7)8(16)6(15)3-23-25(20,21)22/h5-9,14-16,19H,2-3H2,1H3,(H,12,13)(H,17,18)(H2,20,21,22)/t5-,6+,7+,8+,9+,11?/m0/s1 SQMNIXJSBCSNCI-LUWBGTNYSA-N belongs to the class of organic compounds known as n-acylneuraminate-9-phosphates. These are neuraminic acids carrying an N-acyl substituent, as well as a phosphate group at the O9-position. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates N-acylneuraminate-9-phosphates Acetamides Alpha hydroxy acids and derivatives C-glucuronides C-glycosyl compounds Carbonyl compounds Carboxylic acids Hemiacetals Hydrocarbon derivatives Monoalkyl phosphates Monocarboxylic acids and derivatives Neuraminic acids Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Pyrans Secondary alcohols Secondary carboxylic acid amides Acetamide Alcohol Aliphatic heteromonocyclic compound Alkyl phosphate Alpha-hydroxy acid C-glucuronide C-glycosyl compound Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Glycosyl compound Hemiacetal Hydrocarbon derivative Hydroxy acid Monoalkyl phosphate Monocarboxylic acid or derivatives N-acylneuraminate-9-phosphate Neuraminic acid Organic nitrogen compound Organic oxide Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Phosphoric acid ester Pyran Secondary alcohol Secondary carboxylic acid amide Aliphatic heteromonocyclic compounds amino sugar phosphate Solid logp -4.235 logp -2.57 ALOGPS logs -1.39 ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 1.47 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac (4S,5R,6R)-6-[(1R,2R)-1,2-dihydroxy-3-(phosphonooxy)propyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid ChemAxon average_mass 389.2498 ChemAxon mono_mass 389.072311621 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)COP(O)(O)=O ChemAxon formula C11H20NO12P ChemAxon inchi InChI=1S/C11H20NO12P/c1-4(13)12-7-5(14)2-11(19,10(17)18)24-9(7)8(16)6(15)3-23-25(20,21)22/h5-9,14-16,19H,2-3H2,1H3,(H,12,13)(H,17,18)(H2,20,21,22)/t5-,6+,7+,8+,9+,11?/m0/s1 ChemAxon inchikey SQMNIXJSBCSNCI-LUWBGTNYSA-N ChemAxon polar_surface_area 223.31 ChemAxon refractivity 74.65 ChemAxon polarizability 32.62 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 11 ChemAxon donor_count 8 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 320470 Specdb::MsMs 320471 Specdb::MsMs 320472 Specdb::MsMs 367843 Specdb::MsMs 367844 Specdb::MsMs 367845 Specdb::MsMs 2303820 Specdb::MsMs 2303821 Specdb::MsMs 2303822 Specdb::MsMs 2657983 Specdb::MsMs 2657984 Specdb::MsMs 2657985 Specdb::CMs 24608 Specdb::CMs 38759 Specdb::CMs 130397 Specdb::CMs 138131 Specdb::CMs 151720 Specdb::CMs 279858 Specdb::NmrOneD 48262 Specdb::NmrOneD 48263 Specdb::NmrOneD 48264 Specdb::NmrOneD 48265 Specdb::NmrOneD 48266 Specdb::NmrOneD 48267 Specdb::NmrOneD 48268 Specdb::NmrOneD 48269 Specdb::NmrOneD 48270 Specdb::NmrOneD 48271 Specdb::NmrOneD 48272 Specdb::NmrOneD 48273 Specdb::NmrOneD 48274 Specdb::NmrOneD 48275 Specdb::NmrOneD 48276 Specdb::NmrOneD 48277 Specdb::NmrOneD 48278 Specdb::NmrOneD 48279 Specdb::NmrOneD 48280 Specdb::NmrOneD 48281 FDB023369 440962 389789 C06241 27438