Uridine 2',3',5'-tribenzoate
Names and Identifiers of Uridine 2',3',5'-tribenzoate
CAS Number |
1748-04-5 |
|---|---|
EC Number |
217-131-6 |
IUPAC Name |
[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate |
InChI |
InChI=1S/C30H24N2O9/c33-23-16-17-32(30(37)31-23)26-25(41-29(36)21-14-8-3-9-15-21)24(40-28(35)20-12-6-2-7-13-20)22(39-26)18-38-27(34)19-10-4-1-5-11-19/h1-17,22,24-26H,18H2,(H,31,33,37)/t22-,24-,25-,26-/m1/s1 |
InChIKey |
MPYUTOYNCCRZAC-VNSJUHMKSA-N |
Canonical SMILES |
C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5 |
Isomeric SMILES |
C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5 |
Physical and chemical properties of Uridine 2',3',5'-tribenzoate
Density |
1.44g/cm3 |
|---|---|
Exact Mass |
556.14800 |
Index of Refraction |
1.663 |
LogP |
2.74220 |
Molecular Formula |
C30H24N2O9 |
Molecular Weight |
556.52000 |
PSA |
142.99000 |
Solubility |
DMSO, Methanol |
Storage condition |
−20°C |
Applications of Uridine 2',3',5'-tribenzoate
Uridine 2',3',5'-tribenzoate has several potential applications in various fields:
- Pharmaceuticals: Due to its biological activity, it could be explored as a therapeutic agent in neuropharmacology.
- Biochemical Research: It serves as a useful reagent in studies involving nucleosides and nucleotides.
- Drug Delivery Systems: Its enhanced lipophilicity may allow for better formulation in drug delivery systems targeting specific tissues.
Interaction Studies of Uridine 2',3',5'-tribenzoate
Studies on Uridine 2',3',5'-tribenzoate indicate that it may interact with various biological molecules, including enzymes involved in nucleotide metabolism. Its ability to modulate enzyme activity could be significant for therapeutic applications. Additionally, research into its interactions with cell membranes suggests that it may facilitate cellular uptake compared to unmodified uridine.
Biological Activity of Uridine 2',3',5'-tribenzoate
Uridine derivatives, including Uridine 2',3',5'-tribenzoate, have been studied for their biological activities. Uridine itself plays a critical role in cellular metabolism and is involved in the synthesis of RNA. The tribenzoate modification may enhance its bioavailability and facilitate transport across cellular membranes. Some studies suggest that uridine derivatives can exhibit neuroprotective effects and may be beneficial in treating conditions such as depression and neurodegenerative diseases.
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