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Uridine monophosphate

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Identification
Molecular formula
C9H13N2O9P
CAS number
58-97-9
IUPAC name
[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

Uridine monophosphate is typically a solid at room temperature. It is stable and most often encountered as a powder or crystalline solid.

Melting point (Celsius)
195.00
Melting point (Kelvin)
468.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
324.18g/mol
Molar mass
324.1810g/mol
Density
1.7605g/cm3
Appearence

Uridine monophosphate (UMP) typically appears as a white, crystalline powder. It is often provided in its disodium salt form, which may give it a slightly different appearance due to the additional sodium ions. It is generally odorless and reasonably stable when stored under proper conditions.

Comment on solubility

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

This compound presents intriguing solubility characteristics primarily influenced by its functional groups and molecular structure. Understanding the solubility of such complex molecules is essential for predicting their behavior in various environments.

Factors Affecting Solubility:

  • Hydrophilicity: The presence of the hydroxy group and the dihydrogen phosphate moiety contributes significantly to the compound's hydrophilic nature, enhancing its solubility in water.
  • Hydrophobic Interactions: Conversely, the 5-methyl-2,4-dioxo-pyrimidin-1-yl part may introduce some hydrophobic characteristics, potentially reducing overall solubility in aqueous solutions.
  • pH Influence: The solubility can vary with pH; typically, the presence of phosphate groups can increase solubility under acidic conditions where protonation occurs.

In conclusion, while the presence of polar functional groups suggests a general tendency towards good solubility in polar solvents like water, the specific interactions and molecular geometry may lead to variability. It is essential to consider these factors in practical applications and experimental settings. As with many organic compounds, empirical testing remains a vital tool to accurately determine solubility.

Interesting facts

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

This compound, characterized by its complex structure, has garnered attention in both biochemical research and pharmaceutical applications. Its intricate design offers unique features that contribute to its functionality:

  • Biological Significance: This compound represents a class of phosphorylated molecules that play critical roles in cellular signaling and metabolism.
  • Structural Diversity: The presence of the tetrahydrofuran moiety alongside the pyrimidinone ring adds significant *structural complexity*, making it a fascinating subject for stereochemistry studies.
  • Potential Therapeutic Applications: Compounds like this one may possess the capability to act as inhibitors or modulators in various biochemical pathways, particularly in nucleotide metabolism and DNA synthesis.
  • Research Interest: Its ability to interact with enzymes and receptors makes it a promising candidate for developing new drugs that could target specific diseases.

Moreover, the stereochemistry represented by the (R,S) configuration provides a playground for examining the relationship between molecular configuration and biological activity. As highlighted by a well-known chemist, *"The configuration of a compound can define its fate in biological systems."* This underscores the importance of understanding the spatial arrangement of atoms in developing effective pharmaceutical agents.

In summary, [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate serves as a beautiful example of how intricate molecular architectures can lead to profound biological implications. As research progresses, the full potential of this compound is yet to be explored.

Synonyms
5'-Thymidylic acid
dTMP
thymidine monophosphate
thymidylic acid
thymidine-5'-phosphate
365-07-1
5-Methyl-dUMP
Thymidine 5'-phosphate
Thymidylate
Thymidine-5'-monophosphoric acid
Thymidine 5'-monophosphate
Thymidine mononucleotide
5'-TMP
Deoxyribosylthymine monophosphate
Deoxy TMP
Thymidine phosphate
Thymidine 5'-phosphoric acid
Deoxythymidine monophosphate
Deoxythymidine 5'-phosphate
5'-dTMP
TMP (nucleotide)
Deoxythymydilic acid
thymidine-5'-monophosphate
Deoxythymidine 5'-monophosphate
Deoxythymidylic acid
2'-Deoxythymidine 5'-monophosphate
TMP (VAN)
Thymidine 5'-(dihydrogen phosphate)
NSC 46713
ribothymidine 5'-monophosphate
5-Thymidylic acid
Thymidine, mono(dihydrogen phosphate) (ester)
deoxythymidylate
CHEBI:17013
Acid, Thymidylic
(dT)1
CHEMBL394429
2'-Deoxythymidine Monophosphate
DTXSID60904171
Thymidine 5'MP
2'-deoxy-5-methyluridine 5'-(dihydrogen phosphate)
NSC-46713
43W3021X6C
[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate
((2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl dihydrogen phosphate
{[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid
Deoxythymidine phosphate
Monophosphate, Thymidine
Deoxythymydilate
UNII-43W3021X6C
5'-Thymidylate
5MethyldUMP
1tys
5'Thymidylic acid
QBT
Thymidine 5'phosphate
5'dTMP
thymidine-5''-phosphate
Thymidine 5'-phosphorate
Deoxythymidine 5'phosphate
bmse000296
Epitope ID:196259
Thymidine 5'phosphoric acid
5'TMP
SCHEMBL21257
Thymidine-5'-monophosphorate
Deoxythymidine 5'monophosphate
Thymidine5'monophosphoric acid
2''-deoxythymidine monophosphate
2'Deoxythymidine 5'monophosphate
CHEBI:15245
MSK2688
5'-Thymidylic acid (8CI,9CI)
DTXCID901332055
THYMIDINE-5''-MONOPHOSPHATE
BDBM50332929
DB01643
NS00014957
C00364
Q23905769
((2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-2-yl)methyl dihydrogen phosphate
(R)-1-((4S,5R)-4-Hydroxy-5-methylphosphate-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate
Phosphoric acid mono-[3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl] ester