2.0 2012-05-31 13:47:37 -0600 2015-09-13 12:56:10 -0600 ECMDB01202 M2MDB000297 dCMP Deoxycytidine (dihydrogen phosphate). A deoxycytosine nucleotide containing one phosphate group esterified to the deoxyribose moiety in the 2'-,3'- or 5- positions. 2'-Deoxycytidine 5'-monophosphate 2'-Deoxycytidine 5'-monophosphoric acid 2'-Deoxycytidine-3'-monophosphate 2'-Deoxycytidine-3'-monophosphoric acid 2'-Deoxycytidine-5'-monophosphate 2'-Deoxycytidine-5'-monophosphorate 2'-Deoxycytidine-5'-monophosphoric acid 2'-Deoxycytidine-5'-phosphate 2'-Deoxycytidine-5'-phosphoric acid C DCMP Deoxycytidine monophosphate Deoxycytidine monophosphoric acid Deoxycytidine-phosphate Deoxycytidine-phosphoric acid Deoxycytidylate Deoxycytidylic acid C9H14N3O7P 307.1971 307.056936329 {[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid dCMP 1032-65-1 NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1 InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 NCMVOABPESMRCP-SHYZEUOFSA-N Solid Cytosol Extra-organism Periplasm logp -2.13 ALOGPS logs -1.45 ALOGPS solubility 1.09e+01 g/l ALOGPS logp -2.3 ChemAxon pka_strongest_acidic 1.28 ChemAxon pka_strongest_basic 0.16 ChemAxon iupac {[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 307.1971 ChemAxon mono_mass 307.056936329 ChemAxon smiles NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1 ChemAxon formula C9H14N3O7P ChemAxon inchi InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 ChemAxon inchikey NCMVOABPESMRCP-SHYZEUOFSA-N ChemAxon polar_surface_area 154.91 ChemAxon refractivity 63.91 ChemAxon polarizability 26.2 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Pyrimidine metabolism The metabolism of pyrimidines begins with L-glutamine interacting with water molecule and a hydrogen carbonate through an ATP driven carbamoyl phosphate synthetase resulting in a hydrogen ion, an ADP, a phosphate, an L-glutamic acid and a carbamoyl phosphate. The latter compound interacts with an L-aspartic acid through a aspartate transcarbamylase resulting in a phosphate, a hydrogen ion and a N-carbamoyl-L-aspartate. The latter compound interacts with a hydrogen ion through a dihydroorotase resulting in the release of a water molecule and a 4,5-dihydroorotic acid. This compound interacts with an ubiquinone-1 through a dihydroorotate dehydrogenase, type 2 resulting in a release of an ubiquinol-1 and an orotic acid. The orotic acid then interacts with a phosphoribosyl pyrophosphate through a orotate phosphoribosyltransferase resulting in a pyrophosphate and an orotidylic acid. The latter compound then interacts with a hydrogen ion through an orotidine-5 '-phosphate decarboxylase, resulting in an release of carbon dioxide and an Uridine 5' monophosphate. The Uridine 5' monophosphate process to get phosphorylated by an ATP driven UMP kinase resulting in the release of an ADP and an Uridine 5--diphosphate. Uridine 5-diphosphate can be metabolized in multiple ways in order to produce a Deoxyuridine triphosphate. 1.-Uridine 5-diphosphate interacts with a reduced thioredoxin through a ribonucleoside diphosphate reductase 1 resulting in the release of a water molecule and an oxidized thioredoxin and an dUDP. The dUDP is then phosphorylated by an ATP through a nucleoside diphosphate kinase resulting in the release of an ADP and a DeoxyUridine triphosphate. 2.-Uridine 5-diphosphate interacts with a reduced NrdH glutaredoxin-like protein through a Ribonucleoside-diphosphate reductase 1 resulting in a release of a water molecule, an oxidized NrdH glutaredoxin-like protein and a dUDP. The dUDP is then phosphorylated by an ATP through a nucleoside diphosphate kinase resulting in the release of an ADP and a DeoxyUridine triphosphate. 3.-Uridine 5-diphosphate is phosphorylated by an ATP-driven nucleoside diphosphate kinase resulting in an ADP and an Uridinetriphosphate. The latter compound interacts with a reduced flavodoxin through ribonucleoside-triphosphate reductase resulting in the release of an oxidized flavodoxin, a water molecule and a Deoxyuridine triphosphate 4.-Uridine 5-diphosphate is phosphorylated by an ATP-driven nucleoside diphosphate kinase resulting in an ADP and an Uridinetriphosphate The uridine triphosphate interacts with a L-glutamine and a water molecule through an ATP driven CTP synthase resulting in an ADP, a phosphate, a hydrogen ion, an L-glutamic acid and a cytidine triphosphate. The cytidine triphosphate interacts with a reduced flavodoxin through a ribonucleoside-triphosphate reductase resulting in the release of a water molecule, an oxidized flavodoxin and a dCTP. The dCTP interacts with a water molecule and a hydrogen ion through a dCTP deaminase resulting in a release of an ammonium molecule and a Deoxyuridine triphosphate. 5.-Uridine 5-diphosphate is phosphorylated by an ATP-driven nucleoside diphosphate kinase resulting in an ADP and an Uridinetriphosphate The uridine triphosphate interacts with a L-glutamine and a water molecule through an ATP driven CTP synthase resulting in an ADP, a phosphate, a hydrogen ion, an L-glutamic acid and a cytidine triphosphate. The cytidine triphosphate then interacts spontaneously with a water molecule resulting in the release of a phosphate, a hydrogen ion and a CDP. The CDP then interacts with a reduced NrdH glutaredoxin-like protein through a ribonucleoside-diphosphate reductase 2 resulting in the release of a water molecule, an oxidized NrdH glutaredoxin-like protein and a dCDP. The dCDP is then phosphorylated through an ATP driven nucleoside diphosphate kinase resulting in an ADP and a dCTP. The dCTP interacts with a water molecule and a hydrogen ion through a dCTP deaminase resulting in a release of an ammonium molecule and a Deoxyuridine triphosphate. 6.-Uridine 5-diphosphate is phosphorylated by an ATP-driven nucleoside diphosphate kinase resulting in an ADP and an Uridinetriphosphate The uridine triphosphate interacts with a L-glutamine and a water molecule through an ATP driven CTP synthase resulting in an ADP, a phosphate, a hydrogen ion, an L-glutamic acid and a cytidine triphosphate. The cytidine triphosphate then interacts spontaneously with a water molecule resulting in the release of a phosphate, a hydrogen ion and a CDP. The CDP interacts with a reduced thioredoxin through a ribonucleoside diphosphate reductase 1 resulting in a release of a water molecule, an oxidized thioredoxin and a dCDP. The dCDP is then phosphorylated through an ATP driven nucleoside diphosphate kinase resulting in an ADP and a dCTP. The dCTP interacts with a water molecule and a hydrogen ion through a dCTP deaminase resulting in a release of an ammonium molecule and a Deoxyuridine triphosphate. The deoxyuridine triphosphate then interacts with a water molecule through a nucleoside triphosphate pyrophosphohydrolase resulting in a release of a hydrogen ion, a phosphate and a dUMP. The dUMP then interacts with a methenyltetrahydrofolate through a thymidylate synthase resulting in a dihydrofolic acid and a 5-thymidylic acid. Then 5-thymidylic acid is then phosphorylated through a nucleoside diphosphate kinase resulting in the release of an ADP and thymidine 5'-triphosphate. PW000942 ec00240 Metabolic Metabolic pathways eco01100 Specdb::CMs 2755 Specdb::CMs 37973 Specdb::CMs 170548 Specdb::NmrOneD 1661 Specdb::NmrOneD 87472 Specdb::NmrOneD 87473 Specdb::NmrOneD 87474 Specdb::NmrOneD 87475 Specdb::NmrOneD 87476 Specdb::NmrOneD 87477 Specdb::NmrOneD 87478 Specdb::NmrOneD 87479 Specdb::NmrOneD 87480 Specdb::NmrOneD 87481 Specdb::NmrOneD 87482 Specdb::NmrOneD 87483 Specdb::NmrOneD 87484 Specdb::NmrOneD 87485 Specdb::NmrOneD 87486 Specdb::NmrOneD 87487 Specdb::NmrOneD 87488 Specdb::NmrOneD 87489 Specdb::NmrOneD 87490 Specdb::NmrOneD 87491 Specdb::MsMs 1463 Specdb::MsMs 1464 Specdb::MsMs 1465 Specdb::MsMs 178791 Specdb::MsMs 178792 Specdb::MsMs 178793 Specdb::MsMs 181110 Specdb::MsMs 181111 Specdb::MsMs 181112 Specdb::MsMs 1471152 Specdb::MsMs 1471177 Specdb::MsMs 2229985 Specdb::MsMs 2231940 Specdb::MsMs 2232237 Specdb::MsMs 2234306 Specdb::MsMs 2234662 Specdb::MsMs 2236668 Specdb::MsMs 2236691 Specdb::MsMs 2238754 Specdb::MsMs 2238850 Specdb::MsMs 2240726 Specdb::MsMs 2240945 Specdb::MsMs 2242865 Specdb::MsMs 2243000 Specdb::MsMs 2244942 Specdb::NmrTwoD 1602 HMDB01202 13945 13343 C00239 15918 DCMP DNR dCMP Keseler, I. 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Chemical synthesis of deoxyribonucleotide with a 5'-phosphoryl group on a polystyrene polymer support by the phosphotriester method. Chemical & Pharmaceutical Bulletin (1987), 35(7), 2726-33. http://hmdb.ca/system/metabolites/msds/000/001/080/original/HMDB01202.pdf?1358461534 Protein ushA P07024 USHA_ECOLI ushA http://ecmdb.ca/proteins/P07024.xml Cytidylate kinase P0A6I0 KCY_ECOLI cmk http://ecmdb.ca/proteins/P0A6I0.xml Multifunctional protein surE P0A840 SURE_ECOLI surE http://ecmdb.ca/proteins/P0A840.xml 5'-nucleotidase yjjG P0A8Y1 YJJG_ECOLI yjjG http://ecmdb.ca/proteins/P0A8Y1.xml Class B acid phosphatase P0AE22 APHA_ECOLI aphA http://ecmdb.ca/proteins/P0AE22.xml Protein mazG P0AEY3 MAZG_ECOLI mazG http://ecmdb.ca/proteins/P0AEY3.xml Nucleoside triphosphatase nudI P52006 NUDI_ECOLI nudI http://ecmdb.ca/proteins/P52006.xml 5'-nucleotidase yfbR P76491 YFBR_ECOLI yfbR http://ecmdb.ca/proteins/P76491.xml CTP pyrophosphohydrolase P77788 NUDG_ECOLI nudG http://ecmdb.ca/proteins/P77788.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml dCMP + Water > Deoxycytidine + Phosphate dCTP + Water > dCMP + Hydrogen ion + Pyrophosphate DCTP-PYROPHOSPHATASE-RXN Adenosine triphosphate + dCMP <> ADP + dCDP R01665 RXN-11831 dCMP + Water <> Deoxycytidine + Phosphate R01664 RXN0-5292 Adenosine triphosphate + dCMP ADP + dCDP RXN-11831 Adenosine triphosphate + dCMP > ADP + dCDP Adenosine triphosphate + dCMP + Uridine 5'-monophosphate <> ADP + dCDP + Uridine 5'-diphosphate R00512 R01665 Cytidine triphosphate + Water + dCTP <> Cytidine monophosphate + Pyrophosphate + dCMP R00515