Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:33:51 UTC
Update Date2024-04-30 19:38:46 UTC
Metabolite IDMMDBc0029598
Metabolite Identification
Common NamedCDP
DescriptiondCDP or Deoxycytidine 5'-diphosphate (dCDP) is a nucleoside diphosphate. It is related to the common nucleic acid CTP, or cytidine triphosphate, with the -OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose removed (hence the deoxy- part of the name), and with one fewer phosphoryl group than CTP .dCDP is a product and competitive inhibitor of ribonucleoside-diphosphate reductase (EC 1.17.4.1) from Escherichia coli. Structural studies indicate the base is in anti conformation and the sugar in S-type puckering, when bound either to the complete enzyme complex or to the large protein subunit alone. [PMID: 8019775 ] Ribonucleoside-diphosphate reductase is very tightly controlled by a variety of allosteric effectors. The enzyme has different regions of it that act differently on allosteric regulators. At the activity site, dATP is a general inhibitor for all substrates and ATP is an activator. Binding of nucleotides at the specificity site further controls the activity of the enzyme towards different substrates in order to maintain an appropriate balance of all deoxynucleotides for DNA synthesis. The dNDPs produced by the enzyme are then phosphorylated to dNTPs by kinases.
Structure
Synonyms
ValueSource
2'-Deoxycytidine 5'-diphosphateChEBI
2'-Deoxycytidine diphosphateChEBI
D-1beta-Ribofuranosylcytosine diphosphateChEBI
Deoxycytidine diphosphateChEBI
2'-Deoxycytidine 5'-diphosphoric acidGenerator
2'-Deoxycytidine diphosphoric acidGenerator
D-1b-Ribofuranosylcytosine diphosphateGenerator
D-1b-Ribofuranosylcytosine diphosphoric acidGenerator
D-1beta-Ribofuranosylcytosine diphosphoric acidGenerator
D-1Β-ribofuranosylcytosine diphosphateGenerator
D-1Β-ribofuranosylcytosine diphosphoric acidGenerator
Deoxycytidine diphosphoric acidGenerator
2'-Deoxy-cytidine 5'-pyrophosphateHMDB
2'-Deoxy-cytidine pyrophosphateHMDB
2'-Deoxycytidine-5'-diphosphateHMDB
4-Amino-1-[2-deoxy-5-O-[hydroxy(phosphonooxy)phosphinyl]-beta-D-erythro-pentofuranosyl]-2(1H)-pyrimidinoneHMDB
4-Amino-1-[2-deoxy-5-O-[hydroxy(phosphonooxy)phosphinyl]-beta-delta-erythro-pentofuranosyl]-2(1H)-pyrimidinoneHMDB
delta-1beta-Ribofuranosylcytosine diphosphateHMDB
Deoxy-CDPHMDB
Deoxycytidine 5'-diphosphateHMDB
Molecular FormulaC9H15N3O10P2
Average Mass387.177
Monoisotopic Mass387.023266739
IUPAC Name[({[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
Traditional NamedCDP
CAS Registry Number800-73-7
SMILES
NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(O)=O)O1
InChI Identifier
InChI=1S/C9H15N3O10P2/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(21-8)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
InChI KeyFTDHDKPUHBLBTL-SHYZEUOFSA-N