A metabolite of thymine
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Dihydrothymine

Item No. 37187

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
dihydro-5-methyl-2,4(1H,3H)-pyrimidinedione
CAS Number
696-04-8
Synonyms
  • 5,6-Dihydro-5-methyluracil
  • 5,6-Dihydrothymine
  • NSC 44131
  • 5-Methyl-5,6-dihydrouracil
Molecular Formula
C5H8N2O2
Formula Weight
128.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: Slightly solubleDMSO: 10 mg/mlPBS (pH 7.2): 0.25 mg/ml
SMILES
O=C1NC(C(CN1)C)=O
InChi Code
InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9)
InChi Key
NBAKTGXDIBVZOO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

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    Cayman Chemical
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    Product Description

    Dihydrothymine is a metabolite of the pyrimidine nucleobase thymine.1 It is formed from thymine by dihydropyrimidine dehydrogenase (DPD). Dihydrothymine can also be produced from thymine by UV radiation.2 Levels of dihydrothymine are elevated during the epithelial-to-mesenchymal transition (EMT) in human mammary epithelial cells expressing Twist.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lu, Z.-H., Zhang, R., and Diasio, R.B. Purification and characterization of dihydropyrimidine dehydrogenase from human liver. The Journal of Biological Chemisty 267(24), 17102-17109 (1992).

    2. Yamane, T., Wyluda, B.J., and Shulman, R.G. Dihydrothymine from UV-irradiated DNA. Proc. Natl. Acad. Sci. USA 58(2), 439-442 (1967).

    3. Shaul, Y.D., Freinkman, E., Comb, W.C., et al. Dihydropyrimidine accumulation is required for the epithelial-mesenchymal transition. Cell 158(5), 1094-1109 (2014).