Skip to main content

Zidovudine

ADVERTISEMENT
Identification
Molecular formula
C10H13N5O4
CAS number
30516-87-1
IUPAC name
[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate
State
State

Solid at room temperature.

Melting point (Celsius)
124.00
Melting point (Kelvin)
397.15
Boiling point (Celsius)
100.00
Boiling point (Kelvin)
373.15
General information
Molecular weight
267.24g/mol
Molar mass
267.2430g/mol
Density
1.5800g/cm3
Appearence

Off-white to white crystalline powder.

Comment on solubility

Solubility of [(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate

The solubility of the compound in question can be quite complex due to its multi-functional structure. Here are some important aspects to consider:

  • Polarity: The presence of multiple hydroxyl groups and phosphoric acid functionality often enhances solubility in polar solvents such as water.
  • Hydrogen Bonding: These functional groups can form strong hydrogen bonds with water molecules, which aids in dissolving the compound.
  • pH Dependence: As a hydrogen phosphate, this compound may exhibit different solubility characteristics depending on the pH of the solution, which can influence its ionization state.
  • Solvent Composition: It may show varying solubility in non-polar solvents, suggesting a preference for more polar environments.

In summary, this compound is expected to have appreciable solubility in aqueous solutions, particularly under physiological conditions, due to its hydrophilic nature and ability to engage in hydrogen bonding. However, precise solubility values would necessitate experimental determination for more accurate insight.

Interesting facts

Interesting Facts about [(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate

This compound is a complex structure that represents a specific class of biomolecules, often associated with nucleic acid metabolism and cellular processes. Here are some intriguing points about this fascinating chemical:

  • Biological Significance: This compound may be involved in various biological pathways, particularly those related to the synthesis of nucleotides and nucleic acids. Its presence can play a crucial role in supporting cell growth and reproduction.
  • Structural Diversity: The compound features a tetrahydropyran ring and a tetrahydrofuran moiety, both of which contribute to its structural stability and versatility. Such diverse structures enhance its interaction with various biological targets.
  • Functional Groups: The presence of multiple functional groups, including hydroxyl, acetamido, and phosphoryl groups, indicates its potential reactivity. These groups might facilitate hydrogen bonding, making the compound an interesting candidate for further study in medicinal chemistry.
  • Applications in Research: Compounds of this type can be instrumental for pharmaceutical research, particularly in the design of drugs targeting specific biological processes or pathways.
  • Potential Therapeutic Uses: Due to its structural components, the compound may hold promise in therapeutic applications, serving as a lead compound for developing treatments for diseases related to nucleic acid dysfunction.

In conclusion, this compound exemplifies the intricate connections between chemical structure and biological function, making it a significant topic of study in both chemistry and biology. As scientists continue to unravel the complexities of such compounds, they open the door to novel discoveries that could have profound implications in health and medicine.

Synonyms
uridine-diphosphate-n-acetylgalactosamine
[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
((2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl) (((2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy-hydroxyphosphoryl) hydrogen phosphate
UDP-N-acetylgalactosamine
7277-98-7
UDP-GalNAc
UDP-N-acetyl-alpha-D-galactosamine
Acetylgalactosamine, UDP
Uridine-5'-diphosphate-alpha-D-N-acetylgalactosamine
Udp acetylgalactosamine
uridine 5'-[3-(2-acetamido-2-deoxy-alpha-D-galactopyranosyl) dihydrogen diphosphate]
(2R,3R,4R,5R,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)
Uridine 5'-diphospho-N-acetylgalactosamine
UD2
GTPL4741
CHEBI:67168
LFTYTUAZOPRMMI-NESSUJCYSA-N
DTXSID201318824
Uridine-5-diphosphoacetylgalactosamine
DB02196
PD008141
Q27089067
[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid