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Cytidine monophosphate

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Identification
Molecular formula
C9H14N3O8P
CAS number
63-37-6
IUPAC name
[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

At room temperature, cytidine monophosphate is typically in a solid state. It is stable under normal conditions and is used widely in biological and chemical research settings.

Melting point (Celsius)
197.00
Melting point (Kelvin)
470.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
323.19g/mol
Molar mass
323.1850g/mol
Density
2.0650g/cm3
Appearence

Cytidine monophosphate is a white crystalline powder. It appears as colorless or white crystals, often showing polymorphism in its solid state. It is highly soluble in water and has a slightly sweet taste.

Comment on solubility

Solubility of [(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

The compound with the chemical formula C9H14N3O8P showcases unique solubility characteristics that can be attributed to its complex structure. Understanding its solubility is essential for applications in various fields such as pharmaceuticals and biochemistry.

Solubility Profile:

  • Water solubility: This compound is expected to be soluble in aqueous solutions due to the presence of polar functional groups such as hydroxyl (-OH) and phosphate (PO4), which enhance interactions with water molecules.
  • Solvents compatibility: It may exhibit moderate solubility in polar organic solvents, but limited solubility in non-polar solvents due to its hydrophilic nature.
  • Influence of pH: The solubility might vary significantly with changes in pH, particularly because of the protonation of the amino group and deprotonation of the phosphate group, which can lead to increased ionization in acidic or basic environments.

"The solubility of a compound is often a reflection of its molecular interactions and structural features." Therefore, understanding the solubility behavior of [(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate allows researchers and practitioners to optimize its use in various applications, ensuring effective incorporation in formulations.

Interesting facts

Interesting Facts about [(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

This intricate compound, known for its unique structural properties, represents a fascinating intersection of organic chemistry and biochemistry. It plays a significant role in various biochemical processes, particularly in relation to nucleotide metabolism and energy transfer. Here are some noteworthy points about this compound:

  • Biological Relevance: The compound’s structure features a pyrimidinyl group, which is vital in forming nucleotides—essential building blocks of nucleic acids like DNA and RNA.
  • Potential Therapeutic Applications: Due to its structural analogs that may influence DNA and RNA synthesis, there is ongoing research into its implications in anti-cancer therapies and antiviral strategies.
  • Chirality: The stereochemistry denoted by the (2R,3S,4R,5R) configuration indicates multiple chiral centers, which adds complexity to its biological interaction and specificity in terms of its mechanism of action.
  • Phosphate Group: The presence of the dihydrogen phosphate moiety suggests potential for reactivity and interaction with a variety of biological systems, serving as a critical functional group in energy transfer through ATP.
  • Research Applications: As a subject of study, this compound can serve as a model to understand chemical reactivity and stability in phosphate esters, which have numerous applications in pharmacology and biochemistry.

This compound encapsulates the beauty of chemical interactions within biological systems, and its exploration can provide deeper insights into both synthetic methodologies and potential therapeutic interventions.

Synonyms
5'-CYTIDYLIC ACID
63-37-6
Cytidine 5'-monophosphate
cytidylic acid
Cytidine monophosphate
Cytidine-5'-monophosphate
5'-CMP
cytidylate
Cytidine 5'-phosphate
CMP (nucleotide)
Cytidine 5'-phosphoric acid
Cytidine 5'-monophosphoric acid
((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
Cytidine 5'-(dihydrogenphosphate)
CMP
cytidine-P
cytidine-phosphate
Cytidine 3'-(dihydrogen phosphate)
1beta-Ribofuranosylcytosine 5'-phosphate, d-
C-5'-P
MFCD00006544
CHEBI:17361
[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Cytidine 5'-monophosphate, free acid
CHEMBL307679
DTXSID50889322
5'-Cytidylic acid (8CI,9CI)
{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
Cytidine, mono(dihydrogen phosphate) (ester)
F469818O25
2(1H)-pyrimidinone, 4-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-
Cytidine-5' Monophosphate
cytidine-monophosphate
[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
C5P
5'-CYTIDYLIC ACID (USP-RS)
5'-CYTIDYLIC ACID [USP-RS]
C9H14N3O8P
EINECS 200-556-6
BRN 0046982
5-cytidylate
5-Cytidylic acid
UNII-F469818O25
cytidine mono phosphate
CytidylsA currencyure a
cytidine 5''-phosphate
Cytidine 5'-phosphorate
5'-CYTIDYLICACID
Cytidine 5 -monophosphate
bmse000311
Epitope ID:196257
Cytidine 5'-monophosphorate
3H-Cytidin-5'-monophosphat
SCHEMBL16189
4-25-00-03673 (Beilstein Handbook Reference)
Cytidine 5a(2)-monophosphate
CYTIDYLIC ACID [WHO-DD]
CYTOSINE 5'-MONOPHOSPHATE
5'-CYTIDYLIC ACID [FCC]
DTXCID701028585
Cytidine mono(dihydrogen phosphate)
CYTIDINE-5''-MONOPHOSPHATE
Cytidine-5'-(dihydrogen phosphate)
HY-W009162R
Cytidine 5'-monophosphate free acid
BDBM50310540
s5374
Cytidine 5'-monophosphate (Standard)
AKOS015854843
AKOS015888565
Cytidine 5'-monophosphate (5'-CMP)
CCG-267735
CS-W009878
DB03403
HY-W009162
NC02951
TP32481
AC-32139
AS-56853
BP-58604
C25
SY030157
Poly (C), Na;Polycytidylate, sodium salt
5,(S)
C1675
C00055
W18546
EN300-7376706
A820633
Q412622
Cytidine 5 inverted exclamation mark -Monophosphate
B755C4F3-3D29-45E0-9432-16F902ABCFE1
5'-Cytidylic acid; Cytidine monophosphate, Cytidine 5'-phosphate
5'-Cytidylic acid, United States Pharmacopeia (USP) Reference Standard
Cytidine 5'-monophosphate, Sigma Grade, >=99% (HPLC), synthetic, powder
((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)methyl dihydrogen phosphate
200-556-6
FN5
Phosphoric acid mono-[5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester