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Uridine

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Identification
Molecular formula
C9H12N2O6
CAS number
58-96-8
IUPAC name
5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-pyrimidine-2,4-dione
State
State

Uridine is typically found in a solid state at room temperature. It appears as a crystalline powder, indicating stability in a solid form under normal conditions.

Melting point (Celsius)
162.00
Melting point (Kelvin)
435.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
244.20g/mol
Molar mass
244.2040g/mol
Density
1.6500g/cm3
Appearence

Uridine is a white crystalline powder. It can appear as hygroscopic white crystals that are soluble in water. The crystalline nature and solubility in water make it useful in biochemical applications.

Comment on solubility

Solubility of 5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-pyrimidine-2,4-dione

This compound presents interesting solubility characteristics influenced by its molecular structure. Its solubility can be considered in the context of the following factors:

  • Functional groups: The presence of multiple hydroxyl (-OH) groups significantly enhances solubility in polar solvents, especially water, due to hydrogen bonding.
  • Polarity: The structural elements contribute to a polar character, making the compound soluble in polar solvents but less soluble in non-polar solvents.
  • pH sensitivity: The solubility may also be affected by the pH of the solution. At varying pH levels, the protonation or deprotonation of functional groups could alter solubility.

In practical terms, it is often observed that:

  • The compound is likely to show good solubility in aqueous solutions.
  • Solubility may decrease in organic solvents that lack polar characteristics, such as hexane or benzene.

Thus, when working with this compound, it is critical to consider these solubility factors carefully. As the saying goes, "Like dissolves like", implying that polar compounds tend to dissolve well in polar solvents. Understanding these nuances can greatly aid in experimental design and application.

Interesting facts

Interesting Facts About 5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-pyrimidine-2,4-dione

This compound, often associated with significant biological activity, showcases the intricate relationship between structure and function in chemistry. Here are some fascinating insights:

  • Structure Complexity: The presence of both pyrimidine and tetrahydrofuran rings highlights the compound's stereochemical intricacies. These multiple chiral centers contribute to its potential biological interactions.
  • Biological Relevance: Compounds like this are often studied for their role in medicinal chemistry. They may serve as important intermediates or active pharmaceutical ingredients due to their biological activity.
  • Natural Products: This molecule resembles certain natural metabolites, suggesting a possible role in biological pathways. Scientists are keenly interested in how such compounds mimic or interact with cellular processes.
  • Synthetic Routes: The synthesis of this compound may involve multi-step procedures, utilizing various reagents and conditions that can be optimized for efficiency. This is a testament to the creativity inherent in organic synthesis.
  • Potential Applications: Research continues into the therapeutic uses of derivatives of this structure, particularly in fields like anti-cancer and anti-viral drug development, showcasing its relevance in combating diseases.

In conclusion, the study of 5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-pyrimidine-2,4-dione serves as a reminder of the profound connections between chemistry and biology. As we delve deeper into its properties and applications, we uncover the potential it has in advancing scientific and pharmaceutical fields.

Synonyms
PSEUDOURIDINE
1445-07-4
beta-Pseudouridine
Pseudouridine C
psi-Uridine
5-(beta-D-Ribofuranosyl)uracil
beta-D-Pseudouridine
5-Ribosyluracil
b-Pseudouridine
y-Uridine
5-b-d-ribofuranosyl-uracil
b-D-Pseudouridine
7R0R6H6KEG
NSC 162405
CHEBI:17802
beta-delta-Pseudouridine
UNII-7R0R6H6KEG
2,4(1H,3H)-Pyrimidinedione, 5-beta-D-ribofuranosyl-
5-(b-D-Ribofuranosyl)uracil
5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-pyrimidine-2,4-dione
5-(b-delta-Ribofuranosyl)uracil
.psi.-Uridine
5-beta-delta-ribofuranosyl-Uracil
NSC-162405
2,4(1H,3H)-Pyrimidinedione, 5-.beta.-D-ribofuranosyl-
.beta.-D-Pseudouridine
5-(.BETA.-D-RIBOFURANOSYL)URACIL
(1S)-1,4-anhydro-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-D-ribitol
5-(beta-D-ribofuranosyl)pyrimidine-2,4(1H,3H)-dione
5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
5-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1H-pyrimidine-2,4-dione
5-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
Uracil, 5-beta-D-ribofuranosyl-
ptjwiqphwpfnbw-uhfffaoysa-n
5-((2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
MFCD00038458
pseudo uridine
Pseudouridin
5-beta-D-Ribofuranosyl-2,4(1H,3H)-Pyrimidinedione
5-[(2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)-oxolan-2-yl]-1H-pyrimidine-2,4-dione
5-[(2~{S},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-1~{H}-pyrimidine-2,4-dione
psi (Synthetic)
FJF
Pseudouridine (Synthetic)
SCHEMBL64635
CHEMBL3144027
PTJWIQPHWPFNBW-GBNDHIKLSA-N
EX-A3663
AKOS022185210
NP11297
AC-32344
AS-35037
BP-58830
5-(beta-D-Ribofuranosyl)uracil (Synthetic)
DB-418733
HY-113061
CS-0059468
NS00014796
P2396
P2939
C02067
Q420445
Uracil, 5-beta-D-ribofuranosyl- (6CI,7CI,8CI)
2,4(1H,3H)-Pyrimidinedione, 5-|A-D-ribofuranosyl-
2,4(1H,3H)-Pyrimidinedione, 5-beta-D-ribofuranosyl
5-beta-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione (Synthetic)
(1S)-1,4-Anhydro-1-(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-D-ribitol
(1S)-1,4-Anhydro-1-(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-D-ribitol (Synthetic)
D-ribitol, 1,4-anhydro-1-C-(1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinyl)-, (1S)-
5-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione