1.0 2011-09-21 01:38:50 UTC 2015-07-21 06:59:24 UTC FDB028378 Cytidine 2',3'-cyclic phosphate Cytidine 2',3'-cyclic phosphate is a cytidine nucleotide containing a pyrophosphate group esterified to C2 and C3(cyclic) of the sugar moiety. A cyclic nucleotide is any nucleotide in which the phosphate group is bonded to two of the sugar's hydroxyl groups, forming a cyclical or ring structure. 2',3' cyclic CMP is a substrate for 2',3'-cyclic-nucleotide 3'-phosphodiesterase (EC 3.1.4.37). This enzyme (also called CNP) catalyzes the chemical reaction: nucleoside 2',3'-cyclic phosphate + H2O <-> nucleoside 2'-phosphate. CNP is a myelin-associated enzyme that makes up 4% of total CNS myelin protein, and is thought to undergo significant age-associated changes. The absence of CNP causes axonal swelling and neuronal degeneration. The biological role of cyclic 2',3' monophosphates is not clear, although it is thought to have something to do with neuronal stasis or development. [HMDB] 2',3' cyclic CMP 2',3' cyclic-CMP Cyclic(2',3')-CMP Cytidine-2',3'-cycloate cytidine-2',3'-cyclophosphate C9H12N3O7P 305.1812 305.041286265 1-[(3aR,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-4-amino-1,2-dihydropyrimidin-2-one 1-[(3aR,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-4-aminopyrimidin-2-one 15718-51-1 NC1=NC(=O)N(C=C1)C1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12 InChI=1S/C9H12N3O7P/c10-5-1-2-12(9(14)11-5)8-7-6(4(3-13)17-8)18-20(15,16)19-7/h1-2,4,6-8,13H,3H2,(H,15,16)(H2,10,11,14)/t4-,6-,7-,8?/m1/s1 NMPZCCZXCOMSDQ-ZRTZXPPTSA-N belongs to the class of organic compounds known as 2',3'-cyclic pyrimidine nucleotides. These are pyrimidine nucleotides in which the oxygen atoms linked to the C2 and C3 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. 2',3'-cyclic pyrimidine nucleotides Organic compounds Nucleosides, nucleotides, and analogues Pyrimidine nucleotides Cyclic pyrimidine nucleotides Aromatic heteropolycyclic compounds Aminopyrimidines and derivatives Azacyclic compounds Dioxaphospholanes Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Imidolactams Monosaccharides Organic oxides Organic phosphoric acids and derivatives Organopnictogen compounds Oxacyclic compounds Primary alcohols Primary amines Pyrimidones Ribonucleoside 3'-phosphates Tetrahydrofurans 1,3_dioxaphospholane 2',3'-cyclic pyrimidine ribonucleotide Alcohol Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Imidolactam Monosaccharide Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Primary amine Pyrimidine Pyrimidone Ribonucleoside 3'-phosphate Tetrahydrofuran Solid logp -1.78 ALOGPS logs -1.17 ALOGPS solubility 2.05e+01 g/l ALOGPS logp -2.3 ChemAxon pka_strongest_acidic -0.65 ChemAxon pka_strongest_basic 1.76 ChemAxon iupac 1-[(3aR,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-4-amino-1,2-dihydropyrimidin-2-one ChemAxon average_mass 305.1812 ChemAxon mono_mass 305.041286265 ChemAxon smiles NC1=NC(=O)N(C=C1)C1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12 ChemAxon formula C9H12N3O7P ChemAxon inchi InChI=1S/C9H12N3O7P/c10-5-1-2-12(9(14)11-5)8-7-6(4(3-13)17-8)18-20(15,16)19-7/h1-2,4,6-8,13H,3H2,(H,15,16)(H2,10,11,14)/t4-,6-,7-,8?/m1/s1 ChemAxon inchikey NMPZCCZXCOMSDQ-ZRTZXPPTSA-N ChemAxon polar_surface_area 143.91 ChemAxon refractivity 61.64 ChemAxon polarizability 25.76 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13330 Specdb::CMs 39768 Specdb::CMs 174820 Specdb::NmrOneD 94052 Specdb::NmrOneD 94053 Specdb::NmrOneD 94054 Specdb::NmrOneD 94055 Specdb::NmrOneD 94056 Specdb::NmrOneD 94057 Specdb::NmrOneD 94058 Specdb::NmrOneD 94059 Specdb::NmrOneD 94060 Specdb::NmrOneD 94061 Specdb::NmrOneD 94062 Specdb::NmrOneD 94063 Specdb::NmrOneD 94064 Specdb::NmrOneD 94065 Specdb::NmrOneD 94066 Specdb::NmrOneD 94067 Specdb::NmrOneD 94068 Specdb::NmrOneD 94069 Specdb::NmrOneD 94070 Specdb::NmrOneD 94071 Specdb::MsMs 295309 Specdb::MsMs 295310 Specdb::MsMs 295311 Specdb::MsMs 336277 Specdb::MsMs 336278 Specdb::MsMs 336279 Specdb::MsMs 2236094 Specdb::MsMs 2237305 Specdb::MsMs 2238166 Specdb::MsMs 2239397 Specdb::MsMs 2240313 Specdb::MsMs 2241411 Specdb::MsMs 2242393 Specdb::MsMs 2243448 Specdb::MsMs 2250599 Specdb::MsMs 2251806 Specdb::MsMs 2257299 Specdb::MsMs 2677452 Specdb::MsMs 2677453 Specdb::MsMs 2677454 Specdb::MsMs 3028742 Specdb::MsMs 3028743 Specdb::MsMs 3028744 HMDB11691 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 2',3'-cyclic-nucleotide 3'-phosphodiesterase P09543 CNP