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Bovine Metabolome Database



Showing metabocard for Dihydrothymine (BMDB00079)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-08-07 12:25:09
Accession Number BMDB00079
Common Name Dihydrothymine
Description An intermediate breakdown product of thymine. Dihydropyrimidine dehydrogenase catalyzes the reduction of thymine to 5, 6-dihydrothymine then dihydropyrimidinase hydrolyzes 5, 6-dihydrothymine to N-carbamyl-b-alanine. Finally, beta-ureidopropionase catalyzes the conversion of N-carbamyl-b-alanine to beta-alanine. Patients with dihydropyrimidinase deficiency exhibit highly increased concentrations of 5, 6-dihydrouracil and 5, 6-dihydrothymine and moderately increased concentrations of uracil and thymine can be detected in urine
Synonyms
  1. 5,6-Dihydro-5-methyluracil
  2. 5,6-Dihydrothymine
  3. 5-Methyl-5,6-dihydrouracil
  4. 5-Methyldihydropyrimidine-2,4(1H,3H)-dione
  5. 5-methyl-Hydrouracil
  6. Dihydrothymine
  7. dihydro-5-methyl-2,4(1H,3H)-Pyrimidinedione
Chemical IUPAC Name 5-methyl-1,3-diazinane-2,4-dione
Chemical Formula C5H8N2O2
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Nucleosides and Nucleoside conjugates
Class
  • Pyrimidines and Derivatives
Sub Class
  • Methyl pyrimidines
Family
  • Mammalian_Metabolite
Species
  • carboxylic acid imide, N-unsubstituted; urea; heterocyclic compound
Biofunction
Application
Source
  • Endogenous
Average Molecular Weight 128.129
Monoisotopic Molecular Weight 128.058578
Isomeric SMILES CC1CNC(=O)NC1=O
Canonical SMILES CC1CNC(=O)NC1=O
KEGG Compound ID C00906 Link Image
BioCyc ID DIHYDRO-THYMINE Link Image
BiGG ID 36347 Link Image
Wikipedia Link Not Available
METLIN ID 5135 Link Image
PubChem Compound 93556 Link Image
PubChem Substance 10533089 Link Image
ChEBI ID 27468 Link Image
CAS Registry Number 696-04-8
InChI Identifier InChI=1/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9)
Synthesis Reference Yamane, Tetsuo; Wyluda, Benjamin J.; Shulman, Robert G. Dihydrothymine from ultraviolet-irradiated DNA. Proceedings of the National Academy of Sciences of the United States of America (1967), 58(2), 439-42.
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 18.7 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity -0.80 [Predicted by ALOGPS]; -0.9 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show
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2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Download Spectrum
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Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Download Spectrum
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Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
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Medium Energy
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High Energy
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Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Cytoplasm
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names
  • Pyrimidine Metabolism
HMDB Pathways
Name Pyrimidine Metabolism
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KEGG Pathways
Name Pyrimidine Metabolism
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SimCell Pathways
Name Pyrimidine Metabolism
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Graph
SBML
General References Not Available