1123-21-3

Basic information

• Product Name: 5-Hydroxy-6-hydrothymine
• Synonyms: 5,6-Dihydro-5-hydroxy-5-methylpyrimidine-2,4(1H,3H)-dione;5-Hydroxy-6-hydrothymine;5-Hydroxydihydrothymine
• CAS NO: 1123-21-3
• Molecular Formula: C₅H₈N₂O₃
• Molecular Weight: 144.1286
• Mol File: 1123-21-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.347g/cm³
• Refractive Index: 1.502
• CAS DataBase Reference: 5-Hydroxy-6-hydrothymine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-6-hydrothymine(1123-21-3)
• EPA Substance Registry System: 5-Hydroxy-6-hydrothymine(1123-21-3)

Safety Data

• Hazardous Substances Data: 1123-21-3(Hazardous Substances Data)

Usage

Formation

Result of oxidative damage to thymine in DNA

Cause of Formation

Exposure to ionizing radiation or oxidative stress

Mechanism of Formation

Reactive oxygen species (ROS) formation

Mutagenicity

Thymine glycol is mutagenic

DNA Disruption

Causes replication errors and base pair mismatches

Implications

Implicated in aging, cancer, and various diseases

Research Interest

Studied for its role in DNA damage and repair mechanisms

Therapeutic Potential

Investigation for the development of therapeutic interventions

InChI:InChI=1/C5H8N2O3/c1-5(10)2-6-4(9)7-3(5)8/h10H,2H2,1H3,(H2,6,7,8,9)

Upstream product

• 65-71-4 thymin 

Relevant articles and documents

RADIATION-INDUCED HYDROXYLATION OF THYMINE SENSITIZED BY NITRO COMPOUNDS IN N2O-SATURATED AQUEOUS SOLUTION

Hydroxylation of thymine (1) to give thymine glycol (3) is remarkably promoted by the addition of nitro compounds (2a-f) in the γ-radiolysis of the N2O-saturated aqueous solution, although overall decomposition of 1 is depressed to some extent.The G-value of 3 increases linearly with increasing the one-electron reduction potential of 2a-f.

Reactions of Ni(II) and its complexes with free radicals derived from thymine

The effects of nickel(II) ions and its complexes on the products arising from the γ-radiolysis of thymine were studied.The decomposition of the pyrimidine base and formation of different radiolytic products indicate that nickel(II) ions or its complexes have little effect on the radiosensitivity of thymine.The transient hydroxyl adduct of thymine reacts with Ni(II) with the formation of a complex having a nickel-carbon bond.The rate constants for the reactions are of the order of 106 dm3mol-1s-1.Possible mechanisms for the formation of different products in the radiolysis of thymine in the presence of nickel(II) compounds are discussed.