Cas no 5627-05-4 (5,6-Dihydrouridine)

5,6-Dihydrouridine is a modified nucleoside commonly found in tRNA, where it contributes to structural flexibility and stability. This reduced form of uridine features a saturated 5,6-double bond, enhancing its resistance to hydrolysis and improving RNA conformational dynamics. Its presence in tRNA loops facilitates proper folding and interaction with ribosomal machinery, supporting efficient translation. 5,6-Dihydrouridine is also valuable in biochemical research for studying post-transcriptional modifications and RNA-protein interactions. The compound’s stability and role in RNA architecture make it a useful tool for investigating nucleic acid function and designing synthetic RNA analogs. High-purity grades are available for analytical and research applications.
5,6-Dihydrouridine structure
5,6-Dihydrouridine structure
Product Name:5,6-Dihydrouridine
CAS No:5627-05-4
MF:C9H14N2O6
MW:246.217262744904
MDL:MFCD00063468
CID:375938
PubChem ID:94312
Update Time:2025-11-06

5,6-Dihydrouridine Chemical and Physical Properties

Names and Identifiers

    • Uridine, 5,6-dihydro-
    • 5,6-DIHYDROURIDINE
    • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione
    • 3,4-Dihydrouridine
    • 5,6-Dihydrouridin
    • Dihydrouridine
    • Uridine,5,6-dihydro
    • dihydro-1-beta-delta-ribofuranosyl-2,4(1H,3H)-Pyrimidinedione
    • SCHEMBL40762
    • Uridine-t
    • dihydro-1-b-D-ribofuranosyl-2,4(1H,3H)-Pyrimidinedione
    • 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)dihydropyrimidine-2,4(1H,3H)-dione
    • AKOS027447507
    • MFCD00047490
    • PS-11123
    • CS-0059431
    • CHEMBL3237555
    • 5627-05-4
    • D86457
    • UNII-0D5FR359JO
    • NS00127301
    • BDBM50007037
    • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one
    • Q413063
    • HY-113047
    • DTXSID6021329
    • 2,4(1H,3H)-Pyrimidinedione, dihydro-1-.beta.-D-ribofuranosyl-
    • CHEBI:23774
    • 0D5FR359JO
    • 1-beta-D-ribofuranosylhydrouracil
    • Hydrouracil, 1-.beta.-D-ribofuranosyl-
    • Dihydro-1-ss-D-ribofuranosyl-2,4(1H,3H)-pyrimidinedione; Dihydrouridine; 1-ss-D-Ribofuranosyl-hydrouracil;
    • 1-b-D-Ribofuranosylhydrouracil
    • 5,6-Dihydrouridine
    • MDL: MFCD00063468
    • Inchi: 1S/C9H14N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4,6-8,12,14-15H,1-3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
    • InChI Key: ZPTBLXKRQACLCR-XVFCMESISA-N
    • SMILES: O1[C@H](CO)[C@H]([C@H]([C@@H]1N1C(NC(CC1)=O)=O)O)O

Computed Properties

  • Exact Mass: 248.10100
  • Monoisotopic Mass: 246.08518617g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 335
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.1
  • Topological Polar Surface Area: 119?2

Experimental Properties

  • PSA: 122.49000
  • LogP: -2.57420

5,6-Dihydrouridine Security Information

  • Storage Condition:Please store the product under the recommended conditions in the Certificate of Analysis.

5,6-Dihydrouridine Pricemore >>

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5,6-Dihydrouridine Suppliers

Amadis Chemical Company Limited
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(CAS:5627-05-4)5,6-Dihydrouridine
Order Number:A944783
Stock Status:in Stock
Quantity:25mg/50mg/100mg/250mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 15:51
Price ($):232.0/325.0/423.0/549.0
NewCan Biotech Limited
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(CAS:5627-05-4)5,6-Dihydrouridine
Order Number:NC12981
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Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:05
Price ($):Price inquiry

Additional information on 5,6-Dihydrouridine

Introduction to 5,6-Dihydrouridine (CAS No. 5627-05-4): Applications and Recent Research Developments

5,6-Dihydrouridine, with the chemical identifier CAS No. 5627-05-4, is a naturally occurring nucleoside derivative that has garnered significant attention in the field of pharmaceutical and biochemical research. This compound, characterized by its unique structural properties, exhibits a variety of biological activities that make it a promising candidate for therapeutic applications. The recent advancements in understanding its mechanisms of action and potential benefits have further solidified its role in modern medicine.

The molecular structure of 5,6-Dihydrouridine consists of a uracil base attached to a ribose sugar, with the hydroxy groups at the 5' and 6' positions modified to dihydro forms. This structural modification imparts distinct biochemical properties that differentiate it from its parent compound, uridine. The dihydro configuration enhances its solubility and stability, making it more suitable for formulation into various pharmaceutical products.

One of the most compelling aspects of 5,6-Dihydrouridine is its potential as an antioxidant and cytoprotective agent. Studies have demonstrated that this compound can scavenge reactive oxygen species (ROS) and mitigate oxidative stress, which are implicated in numerous pathological conditions such as neurodegenerative diseases, cardiovascular disorders, and inflammation-related illnesses. The ability of 5,6-Dihydrouridine to protect cells from oxidative damage has been observed in both in vitro and in vivo models, suggesting its therapeutic efficacy.

Recent research has also highlighted the role of 5,6-Dihydrouridine in enhancing cellular energy metabolism. By acting as a precursor for uridine monophosphate (UMP), which is a key intermediate in the synthesis of nucleotides, this compound supports the replenishment of nucleotide pools essential for DNA and RNA biosynthesis. This function is particularly relevant in tissues with high turnover rates, such as hematopoietic cells and neurons. Furthermore, studies indicate that 5,6-Dihydrouridine can improve mitochondrial function by increasing ATP production, thereby contributing to overall cellular health.

The therapeutic potential of 5,6-Dihydrouridine extends to its applications in managing metabolic disorders. Emerging evidence suggests that this compound can modulate glucose metabolism by enhancing insulin sensitivity and improving glycemic control. In preclinical studies conducted on animal models of diabetes, administration of 5,6-Dihydrouridine has shown promising results in reducing hyperglycemia and preventing the development of diabetic complications. These findings position 5,6-Dihydrouridine as a candidate for developing novel treatments for diabetes and related metabolic syndromes.

Another area where 5,6-Dihydrouridine has shown promise is in neuroprotection. Oxidative stress and mitochondrial dysfunction are key pathological features in neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease. Research indicates that 5,6-Dihydrouridine can mitigate these pathological processes by protecting neuronal cells from damage caused by ROS and restoring mitochondrial health. Additionally, studies have explored its potential role in modulating neurotransmitter systems, which could have implications for treating cognitive decline and neuroinflammation.

The pharmacokinetic properties of 5,6-Dihydrouridine have also been extensively studied to optimize its delivery and efficacy. Unlike some nucleoside analogs that require complex formulations or undergo rapid degradation, 5,6-Dihydrouridine exhibits favorable pharmacokinetic characteristics due to its enhanced solubility and stability. This makes it an attractive candidate for oral administration or incorporation into various drug delivery systems designed for targeted therapy.

In conclusion,5,6-Dihydrouridine (CAS No. 5627-05-4) represents a versatile compound with significant therapeutic potential across multiple domains of medicine. Its ability to act as an antioxidant,cytoprotective agent,metabolic modulator,and neuroprotective agent positions it as a valuable asset in the development of novel treatments for chronic diseases. The ongoing research into its mechanisms of action and clinical applications continues to expand our understanding of its benefits,making it a subject of great interest among scientists and clinicians alike.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:5627-05-4)5,6-Dihydrouridine
A944783
Purity:99%/99%/99%/99%
Quantity:25mg/50mg/100mg/250mg
Price ($):232.0/325.0/423.0/549.0
Email
NewCan Biotech Limited
(CAS:5627-05-4)5,6-Dihydrouridine
NC12981
Purity:97%
Quantity:10g
Price ($):Inquiry
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