2.0 2012-08-03 18:24:20 -0600 2015-09-17 16:24:39 -0600 ECMDB21413 M2MDB001808 Cytidine monophosphate N-acetylneuraminic acid Cytidine monophosphate N-acetylneuraminic acid is nucleoside monophosphate sugar which donates N-acetylneuraminic acid to the terminal sugar of a glycoprotein. It is an intermediate in the synthesis of peptidoglycan. CMP-N-acetylneuraminate CMP-N-Acetylneuraminic acid CMP-N-acylneuraminate CMP-N-Acylneuraminic acid CMP-NeuNAc Cytidine 5'-monophosphate N-acetylneuraminate Cytidine 5'-monophosphate N-acetylneuraminic acid Cytidine 5'-monophosphoric acid N-acetylneuraminic acid Cytidine monophosphate N-acetylneuraminate Cytidine monophosphoric acid 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 Solid Cytoplasm logp -2.70 ALOGPS logs -1.23 ALOGPS solubility 3.63e+01 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 53.81 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 16 ChemAxon donor_count 10 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14646 Specdb::CMs 37958 Specdb::CMs 530336 Specdb::CMs 530337 Specdb::CMs 530338 Specdb::CMs 530339 Specdb::CMs 530340 Specdb::CMs 530341 Specdb::CMs 530342 Specdb::CMs 530343 Specdb::CMs 530344 Specdb::CMs 530345 Specdb::CMs 530346 Specdb::CMs 530347 Specdb::CMs 530348 Specdb::CMs 530349 Specdb::CMs 530350 Specdb::CMs 530351 Specdb::CMs 530352 Specdb::CMs 530353 Specdb::CMs 530354 Specdb::CMs 530355 Specdb::CMs 530356 Specdb::CMs 530357 Specdb::CMs 530358 Specdb::NmrOneD 21422 Specdb::NmrOneD 21423 Specdb::NmrOneD 21424 Specdb::NmrOneD 21425 Specdb::NmrOneD 21426 Specdb::NmrOneD 21427 Specdb::NmrOneD 21428 Specdb::NmrOneD 21429 Specdb::NmrOneD 21430 Specdb::NmrOneD 21431 Specdb::NmrOneD 21432 Specdb::NmrOneD 21433 Specdb::NmrOneD 21434 Specdb::NmrOneD 21435 Specdb::NmrOneD 21436 Specdb::NmrOneD 21437 Specdb::NmrOneD 21438 Specdb::NmrOneD 21439 Specdb::NmrOneD 21440 Specdb::NmrOneD 21441 Specdb::MsMs 253176 Specdb::MsMs 253177 Specdb::MsMs 253178 Specdb::MsMs 273117 Specdb::MsMs 273118 Specdb::MsMs 273119 Specdb::MsMs 2404802 Specdb::MsMs 2404803 Specdb::MsMs 2404804 Specdb::MsMs 2530197 Specdb::MsMs 2530198 Specdb::MsMs 2530199 HMDB01176 316 395082 C00128 16556 NCC Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. 17379776 48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L Gluco Bioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h 169.0 uM 0.0 37 oC BW25113 Stationary Phase, glucose limited 676000 0 Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. 17379776