Microbial
Pharmaceutical
Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-11-09 19:12:20 UTC
Update Date2025-10-07 16:09:51 UTC
Metabolite IDMMDBc0057137
Metabolite Identification
Common NameCytidine 2'-monophosphate
DescriptionCytidine 2'-monophosphate is a nucleotide metabolite classified as a ribonucleotide. Its chemical structure consists of a ribose sugar, a cytosine base, and a single phosphate group attached to the 2' position of the ribose. This unique positioning of the phosphate group differentiates it from other nucleotides, influencing its interactions in biochemical pathways. Cytidine 2'-monophosphate participates in various enzymatic reactions, notably as a substrate for ribonucleases, which are enzymes that cleave RNA. For instance, studies have demonstrated the binding of cytidine 2'-monophosphate to ribonuclease A, revealing insights into the non-covalent interactions that occur during RNA processing (PMID:26655185 , PMID:15245999 ). Additionally, the dissociation of the cytidine 2'-monophosphate from ribonuclease A without breaking covalent bonds highlights its role in RNA metabolism (PMID:15768372 ). Furthermore, the competitive binding of cytidine 2'-monophosphate serves as a model system to study protonation effects in enzymatic reactions (PMID:14729124 ). Overall, cytidine 2'-monophosphate is integral to RNA-related processes, influencing the activity of ribonucleases and other enzymes involved in RNA turnover and metabolism (PMID:12569444 ).
Structure
Synonyms
ValueSource
Cytidine 2'-monophosphateChEBI
Cytidine 2'-monophosphoric acidGenerator
2'-CytidylateGenerator
monoPhosphate, cytidineMeSH
Acid, cytidylicMeSH
2' CMPMeSH
3' CMPMeSH
3'-CMPMeSH
Acids, cytidylicMeSH
2'-CMPMeSH
Cytidylic acidMeSH
Cytidine monophosphateMeSH
CMPMeSH
Cytidylic acidsMeSH
2'-Cytidylic acidChEBI
Cytidine 2'-phosphoric acidGenerator
Molecular FormulaC9H14N3O8P
Average Mass323.1965
Monoisotopic Mass323.051850951
IUPAC Name{[(2R,3R,4R,5R)-4-hydroxy-2-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name[(2R,3R,4R,5R)-4-hydroxy-2-(2-hydroxy-4-iminopyrimidin-1-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid
CAS Registry NumberNot Available
SMILES
[H][C@]1(CO)O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(OP(O)(O)=O)[C@]1([H])O
InChI Identifier
InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(20-21(16,17)18)6(14)4(3-13)19-8/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChI KeyYQUAKORMLHPSLZ-XVFCMESISA-N