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Uridine

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Identification
Molecular formula
C9H12N2O6
CAS number
58-96-8
IUPAC name
3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrole-2,5-dione
State
State
Uridine is typically found as a solid at room temperature, existing in a crystalline or powder form. It is stable under standard conditions but should be stored in a cool, dry place away from direct sunlight.
Melting point (Celsius)
167.00
Melting point (Kelvin)
440.15
Boiling point (Celsius)
332.00
Boiling point (Kelvin)
605.15
General information
Molecular weight
244.20g/mol
Molar mass
244.2040g/mol
Density
1.7807g/cm3
Appearence

Uridine typically appears as a white to off-white crystalline powder. It is generally odorless and has a slightly bitter taste. In its pure form, it may appear as fine crystals or a crystalline powder.

Comment on solubility

Solubility of 3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrole-2,5-dione

The solubility of this complex organic compound can provide important insights into its behavior in various environments. Understanding solubility is crucial in many applications, including pharmaceuticals and biochemistry. Here are some key points regarding the solubility of 3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrole-2,5-dione:

  • Polarity: The presence of multiple hydroxyl groups in the structure enhances hydrophilicity, suggesting that this compound is more likely to dissolve in polar solvents, such as water.
  • Hydrogen Bonding: The hydroxyl functional groups can form considerable hydrogen bonds, contributing to higher solubility in aqueous solutions.
  • Solvent Interaction: This compound may exhibit distinct solubility profiles in various organic solvents, possibly being soluble in some alcohols but less so in non-polar solvents.

In summary, while the specific solubility data would provide quantitative insights, the structural features of 3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrole-2,5-dione certainly suggest a preference for solubility in polar media due to its hydrophilic characteristics. Further experimentation would be required to evaluate solubility in different conditions.

Interesting facts

Interesting Facts About 3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrole-2,5-dione

This compound is a fascinating example of a naturally occurring product with significant biochemical properties. Often studied in the context of its use in various biological systems, it highlights the intricate relationship between structure and function in organic compounds.

Medical Significance

One of the most exciting aspects of this compound is its potential use in medicine:

  • Antioxidant Properties: The presence of hydroxyl groups in its structure contributes to its ability to scavenge free radicals, which can help protect cells from oxidative stress.
  • Antimicrobial Activity: Research has suggested that compounds similar to this may exhibit antibacterial and antifungal activities, making them potential candidates for therapeutic agents.
  • Drug Development: As scientists explore this compound’s analogs, its unique structure may lead to the development of new pharmaceutical drugs targeting various diseases.

Structural Complexity

The stereochemistry of this compound is particularly notable. With multiple chiral centers, the compound can exist in different stereoisomeric forms, affecting its biological activity:

  • Chirality: The specific configuration of stereocenters contributes to its interaction with biological macromolecules, which is critical in drug design.
  • Molecular Interactions: The inherent polarity due to the hydroxyl groups enables hydrogen bonding, influencing solubility and reactivity.

Role in Natural Products

This compound is often discussed within the context of natural products chemistry, being derived from sources like plants and fungi:

  • Biological Pathways: Understanding the biosynthesis pathways involving this compound can offer insights into how organisms produce complex secondary metabolites.
  • Ecological Importance: These compounds often play critical ecological roles, including plant defense mechanisms against predators.

In conclusion, 3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrole-2,5-dione is a compound that reflects the beauty of chemistry and its profound implications in health and disease. Its study not only enriches our understanding of molecular interactions but also opens doors to innovative applications in pharmaceutical research.

Synonyms
Showdomycin
16755-07-0
2-beta-D-Ribofuranosylmaleimide
E1V8315QHY
3-beta-D-Ribofuranosyl-1H-pyrrole-2,5-dione
DTXSID001043162
NSC-93047
3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrole-2,5-dione
3-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrrole-2,5-dione
DTXCID601340518
D-Showdomycin
2-?-D-Ribofuranosyl-maleimide
3-BETA-D-RIBOFURANOSYLPYRROLE-2,5-DIONE
1H-Pyrrole-2,5-dione, 3-.beta.-D-ribofuranosyl-
NSC 93047
BRN 0538225
UNII-E1V8315QHY
MALEIMIDE, 2-beta-D-RIBOFURANOSYL-
SHOWDOMYCIN [MI]
SCHEMBL196208
orb1699311
CHEMBL5207810
CHEBI:226519
GLXC-10221
AKOS040749494
2-.BETA.-D-RIBOFURANOSYLMALEIMIDE
DA-49163
1H-Pyrrole-2,5-dione,3-b-D-ribofuranosyl-
Q27276755
3-.BETA.-D-RIBOFURANOSYL-1H-PYRROLE-2,5-DIONE
3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-pyrrole-2,5-dione
3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrole-2,5-dione
3-((2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-pyrrole-2,5-dione