1.0 2011-09-21 00:14:30 UTC 2018-05-28 18:32:51 UTC FDB022466 Cytidine monophosphate N-acetylneuraminic acid A nucleoside monophosphate sugar which donates N-acetylneuraminic acid to the terminal sugar of a ganglioside or glycoprotein. [HMDB] CMP-b-Neu5ac CMP-beta-Neu5ac CMP-N-acetylneuraminate CMP-N-Acetylneuraminic acid CMP-N-acylneuraminate CMP-NeuNAc CMP-Sialate CMP-Sialic acid CMP-β-neu5ac Cytidine 5'-monoate N-acetylneuraminic acid Cytidine 5'-monophosphate N-acetylneuraminic acid Cytidine monoate N-acetylneuraminate Cytidine monoate N-acetylneuraminic acid Cytidine monoic acid N-acetylneuraminic acid Cytidine Monophosphate N-Acetylneuraminate Cytidine Monophosphate N-Acetylneuraminic acid CYTIDINE-5'-monoate-5-N-acetylneuraminate CYTIDINE-5'-monoATE-5-N-acetylneuraminIC ACID CYTIDINE-5'-monoic acid-5-N-acetylneuraminic acid C20H31N4O16P 614.4511 614.147267476 (2R,4S,5R,6R)-2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid cmp-sialic acid 22-12-8 [H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@](C[C@]([H])(O)[C@@]1([H])NC(C)=O)(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(N)=NC2=O)[C@]([H])(O)[C@]1([H])O)C(O)=O InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8?,9-,10-,12-,13-,14-,15-,16-,17-,20-/m1/s1 TXCIAUNLDRJGJZ-GDTVTMGESA-N belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety. Pyrimidine ribonucleoside monophosphates Organic compounds Nucleosides, nucleotides, and analogues Pyrimidine nucleotides Pyrimidine ribonucleotides Aromatic heteromonocyclic compounds Azacyclic compounds C-glucuronides C-glycosyl compounds Carbonyl compounds Carboximidic acids Carboxylic acids Dialkyl phosphates Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Hydroxypyrimidines Monocarboxylic acids and derivatives Monosaccharide phosphates Neuraminic acids Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Pentose phosphates Polyols Primary alcohols Propargyl-type 1,3-dipolar organic compounds Pyrans Secondary alcohols Tetrahydrofurans Alcohol Alkyl phosphate Aromatic heteromonocyclic compound Azacycle C-glucuronide C-glycosyl compound Carbonyl group Carboximidic acid Carboximidic acid derivative Carboxylic acid Carboxylic acid derivative Dialkyl phosphate Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Hydroxypyrimidine Monocarboxylic acid or derivatives Monosaccharide Monosaccharide phosphate N-glycosyl compound Neuraminic acid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxane Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Polyol Primary alcohol Propargyl-type 1,3-dipolar organic compound Pyran Pyrimidine Pyrimidine ribonucleoside monophosphate Secondary alcohol Tetrahydrofuran Solid logp -2.18 ALOGPS logs -1.81 ALOGPS solubility 9.55e+00 g/l ALOGPS logp -5.7 ChemAxon pka_strongest_acidic 1.48 ChemAxon pka_strongest_basic -0.22 ChemAxon iupac (2R,4S,5R,6R)-2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon average_mass 614.4511 ChemAxon mono_mass 614.147267476 ChemAxon smiles [H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@](C[C@]([H])(O)[C@@]1([H])NC(C)=O)(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(N)=NC2=O)[C@]([H])(O)[C@]1([H])O)C(O)=O ChemAxon formula C20H31N4O16P ChemAxon inchi InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8?,9-,10-,12-,13-,14-,15-,16-,17-,20-/m1/s1 ChemAxon inchikey TXCIAUNLDRJGJZ-GDTVTMGESA-N ChemAxon polar_surface_area 320.69 ChemAxon refractivity 125.42 ChemAxon polarizability 54.22 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 16 ChemAxon donor_count 10 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Amino Sugar Metabolism SMP00045 map00520 Specdb::MsMs 27350 Specdb::MsMs 27351 Specdb::MsMs 27352 Specdb::MsMs 33908 Specdb::MsMs 33909 Specdb::MsMs 33910 HMDB01176 16556 NCC Alpha-N-acetyl-neuraminyl-2,3-beta-galactosyl-1,3-N-acetyl-galactosaminide alpha-2,6-sialyltransferase Q9H4F1 ST6GALNAC4 Alpha-N-acetylneuraminide alpha-2,8-sialyltransferase Q92185 ST8SIA1 CMP-N-acetylneuraminate-beta-1,4-galactoside alpha-2,3-sialyltransferase Q11203 ST3GAL3 CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 1 Q11201 ST3GAL1 CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 4 Q11206 ST3GAL4 Lactosylceramide alpha-2,3-sialyltransferase Q9UNP4 ST3GAL5 N-acylneuraminate cytidylyltransferase Q8NFW8 CMAS Type 2 lactosamine alpha-2,3-sialyltransferase Q9Y274 ST3GAL6