5-Hydroxymethyluracil-d3

Names

[ CAS No. ]:
352438-73-4

[ Name ]:
5-Hydroxymethyluracil-d3

[Synonym ]:
5-uracil-6-d1
5-[Hydroxy(H)methyl]-2,4(1H,3H)-(6-H)pyrimidinedione
5-[Hydroxy(H)methyl](6-H)pyrimidine-2,4(1H,3H)-dione
2,4(1H,3H)-Pyrimidinedione-6-d, 5-(hydroxymethyl-d)-

Biological Activity

[Description]:

5-Hydroxymethyluracil-d3 is the deuterium labeled 5-Hydroxymethyluracil[1]. 5-Hydroxymethyluracil is a product of oxidative DNA damage. 5-Hydroxymethyluracil can be used as a potential epigenetic mark enhancing or inhibiting transcription with bacterial RNA polymerase[2][3].

[Related Catalog]:

Research Areas >> Others

[In Vitro]

Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs[1].

[References]

[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.  

[2]. Djuric Z, et al. Quantitation of 5-(hydroxymethyl)uracil in DNA by gas chromatography with mass spectral detection. Chem Res Toxicol. 1991 Nov-Dec;4(6):687-91.  

[3]. Janoušková M, et al. 5-(Hydroxymethyl)uracil and -cytosine as potential epigenetic marks enhancing or inhibiting transcription with bacterial RNA polymerase. Chem Commun (Camb). 2017 Dec 12;53(99):13253-13255.  

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Molecular Formula ]:
C5H3D3N2O3

[ Molecular Weight ]:
145.131

[ Exact Mass ]:
145.056671

[ PSA ]:
85.95000

[ LogP ]:
-0.50

[ Index of Refraction ]:
1.528

Related Compounds