1.0 2016-09-30 22:18:27 UTC 2020-05-21 16:27:11 UTC BMDB0000014 BMDB00014 Deoxycytidine 2'-Deoxycytidine, also known as dC, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. 2'-Deoxycytidine exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. 2'-Deoxycytidine exists in all living species, ranging from bacteria to humans. 4-Amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one dC DCYD 2'-Deoxycytidine 1-(2-Deoxy-b-D-ribofuranosyl)cytosine 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-cytosine 1-(2-Deoxy-beta-D-ribofuranosyl)cytosine 1-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-cytosine 1-(2-Deoxy-beta-delta-ribofuranosyl)cytosine 2-Deoxy-cytidine 4-Amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone 4-Amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone 4-Amino-1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-2(1H)-pyrimidinone Cytosine deoxyribonucleoside Cytosine deoxyriboside Deoxy-cytidine Deoxyribose cytidine Desoxycytidine Deoxyribonucleoside, cytosine Deoxyriboside, cytosine Deoxycytidine C9H13N3O4 227.2172 227.090605919 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one 2'-deoxycytidine 951-77-9 NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](CO)O1 InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1 CKTSBUTUHBMZGZ-SHYZEUOFSA-N belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Organic compounds Nucleosides, nucleotides, and analogues Pyrimidine nucleosides Pyrimidine 2'-deoxyribonucleosides Pyrimidine 2'-deoxyribonucleosides Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Imidolactams Organic oxides Organopnictogen compounds Oxacyclic compounds Primary alcohols Primary amines Pyrimidones Secondary alcohols Tetrahydrofurans Alcohol Amine Aminopyrimidine Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Imidolactam Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Primary amine Pyrimidine Pyrimidine 2'-deoxyribonucleoside Pyrimidone Secondary alcohol Tetrahydrofuran Aromatic heteromonocyclic compounds Deoxyribonucleosides pyrimidine 2'-deoxyribonucleoside Solid melting_point 207 - 210 °C water_solubility 870 mg/mL logp -1.77 HANSCH,C ET AL. (1995) logp -1.93 ALOGPS logs -1.16 ALOGPS logp -1.9 ChemAxon pka_strongest_acidic 13.89 ChemAxon pka_strongest_basic 0.31 ChemAxon iupac 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one ChemAxon average_mass 227.2172 ChemAxon mono_mass 227.090605919 ChemAxon smiles NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](CO)O1 ChemAxon formula C9H13N3O4 ChemAxon inchi InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1 ChemAxon inchikey CKTSBUTUHBMZGZ-SHYZEUOFSA-N ChemAxon polar_surface_area 108.38 ChemAxon refractivity 53.03 ChemAxon polarizability 21.65 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Pyrimidine Metabolism SMP0087247 Specdb::NmrTwoD 922 Specdb::NmrOneD 1029 Specdb::NmrOneD 1119 Specdb::NmrOneD 166476 Specdb::MsMs 22 Specdb::MsMs 23 Specdb::MsMs 24 Specdb::MsMs 2533 Specdb::MsMs 2534 Specdb::MsMs 2535 Specdb::MsMs 2536 Specdb::MsMs 2537 Specdb::MsMs 2538 Specdb::MsMs 2539 Specdb::MsMs 2540 Specdb::MsMs 2541 Specdb::MsMs 2542 Specdb::MsMs 2543 Specdb::MsMs 2544 Specdb::MsMs 2545 Specdb::MsMs 2546 Specdb::MsMs 179610 Specdb::MsMs 179611 Specdb::MsMs 179612 Specdb::MsMs 181941 Specdb::MsMs 181942 Specdb::MsMs 181943 Specdb::MsMs 437549 Specdb::MsMs 437550 Specdb::CMs 3171 Specdb::CMs 37243 Specdb::CMs 137113 Specdb::CMs 144847 Specdb::CMs 1046911 Specdb::CMs 1046912 Specdb::CMs 1046914 Specdb::CMs 1046916 Specdb::CMs 1046918 Specdb::CMs 1046920 Specdb::CMs 1046921 Specdb::CMs 1046923 Specdb::CMs 1046925 Specdb::CMs 1046927 Specdb::CMs 1046929 Specdb::CMs 1046931 Specdb::CMs 1046933 All Tissues Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Milk By UPLC-Q-TOF Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828 DB02594 13117 C00881 FDB021871 13711 15698 DEOXYCYTIDINE Deoxycytidine 36280 3367 Fox, Jack F.; Yung, Naishun; Wempen, Iris; Hoffer, Max. Pyrimidine nucleosides. XII. Direct synthesis of 2'-deoxycytidine and its a-anomer. Journal of the American Chemical Society (1961), 83 4066-50. Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828 BMDBP00149 Cytosolic purine 5'-nucleotidase O46411 NT5C2 Enzyme BMDBP00583 Uridine-cytidine kinase 1 Q0P5A4 UCK1 Enzyme BMDBP00863 Deoxycytidine kinase Q3MHR2 DCK Enzyme