1.0 2011-09-21 01:39:15 UTC 2015-07-21 06:59:24 UTC FDB028404 UDP-N-acetylmuraminate A nucleoside diphosphate sugar which is formed from UDP-N-acetylglucosamine and phosphoenolpyruvate. It serves as the building block upon which peptidoglycan is formed [HMDB] N-acetylmuramoyl-UDP UDP-MurNAc UDP-N-acetyl-D-muramate UDP-N-acetylmuramate UDP-N-acetylmuramic acid Uridine diate N-acetylmuramic acid uridine diphosphate N-acetylmuramic acid C20H31N3O19P2 679.4164 679.102698849 2-{[2-({[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid 2-({2-[({[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)propanoic acid CC(OC1C(O)C(CO)OC(OP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)C1NC(C)=O)C(O)=O InChI=1S/C20H31N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,7,9-10,12-17,19,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32) NQBRVZNDBBMBLJ-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Pyrimidine nucleotide sugars Organic compounds Nucleosides, nucleotides, and analogues Pyrimidine nucleotides Pyrimidine nucleotide sugars Aromatic heteromonocyclic compounds Acetamides Azacyclic compounds Carbonyl compounds Carboxylic acids Dialkyl ethers Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Lactams Monoalkyl phosphates Monocarboxylic acids and derivatives Monosaccharide phosphates N-acyl-alpha-hexosamines Organic oxides Organic pyrophosphates Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Pentose phosphates Primary alcohols Pyrimidine ribonucleoside diphosphates Pyrimidones Secondary alcohols Secondary carboxylic acid amides Sugar acids and derivatives Tetrahydrofurans Ureas Vinylogous amides Acetamide Alcohol Alkyl phosphate Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Dialkyl ether Ether Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Lactam Monoalkyl phosphate Monocarboxylic acid or derivatives Monosaccharide Monosaccharide phosphate Muramic_acid N-acyl-alpha-hexosamine N-glycosyl compound Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxane Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary alcohol Pyrimidine Pyrimidine nucleotide sugar Pyrimidine ribonucleoside diphosphate Pyrimidone Secondary alcohol Secondary carboxylic acid amide Sugar acid Tetrahydrofuran Urea Vinylogous amide Solid logp -1.30 ALOGPS logs -1.77 ALOGPS solubility 1.16e+01 g/l ALOGPS logp -4.6 ChemAxon pka_strongest_acidic 1.73 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 2-{[2-({[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid ChemAxon average_mass 679.4164 ChemAxon mono_mass 679.102698849 ChemAxon smiles CC(OC1C(O)C(CO)OC(OP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)C1NC(C)=O)C(O)=O ChemAxon formula C20H31N3O19P2 ChemAxon inchi InChI=1S/C20H31N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,7,9-10,12-17,19,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32) ChemAxon inchikey NQBRVZNDBBMBLJ-UHFFFAOYSA-N ChemAxon polar_surface_area 326.71 ChemAxon refractivity 132.89 ChemAxon polarizability 58.15 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 16 ChemAxon donor_count 9 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20938 Specdb::CMs 721190 Specdb::CMs 721191 Specdb::CMs 721192 Specdb::CMs 721193 Specdb::CMs 721194 Specdb::CMs 721195 Specdb::CMs 721196 Specdb::CMs 721197 Specdb::CMs 721198 Specdb::CMs 721199 Specdb::CMs 721200 Specdb::CMs 721201 Specdb::CMs 721202 Specdb::CMs 721203 Specdb::CMs 721204 Specdb::CMs 721205 Specdb::CMs 721206 Specdb::CMs 721207 Specdb::CMs 721208 Specdb::CMs 721209 Specdb::CMs 721210 Specdb::CMs 721211 Specdb::CMs 721212 Specdb::CMs 721213 Specdb::NmrOneD 94152 Specdb::NmrOneD 94153 Specdb::NmrOneD 94154 Specdb::NmrOneD 94155 Specdb::NmrOneD 94156 Specdb::NmrOneD 94157 Specdb::NmrOneD 94158 Specdb::NmrOneD 94159 Specdb::NmrOneD 94160 Specdb::NmrOneD 94161 Specdb::NmrOneD 94162 Specdb::NmrOneD 94163 Specdb::NmrOneD 94164 Specdb::NmrOneD 94165 Specdb::NmrOneD 94166 Specdb::NmrOneD 94167 Specdb::NmrOneD 94168 Specdb::NmrOneD 94169 Specdb::NmrOneD 94170 Specdb::NmrOneD 94171 Specdb::MsMs 312604 Specdb::MsMs 312605 Specdb::MsMs 312606 Specdb::MsMs 357904 Specdb::MsMs 357905 Specdb::MsMs 357906 Specdb::MsMs 2782276 Specdb::MsMs 2782277 Specdb::MsMs 2782278 Specdb::MsMs 2927347 Specdb::MsMs 2927348 Specdb::MsMs 2927349 HMDB11720 17882 #<Reference:0x000055ce32afcfc0> 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 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