Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: thymine

Synonyms: 5-methyluracil, 5-methyl-2,4(1H,3H)-pyrimidinedione

Superclasses: a nucleic acid component a nucleobase a pyrimidine base
an organic heterocyclic compound an organonitrogen heterocyclic compound a diazine a pyrimidine a pyrimidine base
an organic heterocyclic compound an organonitrogen heterocyclic compound a nucleobase a pyrimidine base

Chemical Formula: C5H6N2O2

Molecular Weight: 126.12 Daltons

Monoisotopic Molecular Weight: 126.04292744719999 Daltons

pKa 1: 9.94

SMILES: CC1(C(=O)NC(NC=1)=O)

InChI: InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)

InChIKey: InChIKey=RWQNBRDOKXIBIV-UHFFFAOYSA-N

Unification Links: CAS:65-71-4 , ChEBI:17821 , ChemSpider:1103 , DrugBank:DB03462 , HMDB:HMDB00262 , IAF1260:34151 , KEGG:C00178 , MetaboLights:MTBLC17821 , PubChem:1135

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -10.083278 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
thymine + FMNH2 + oxygen → (Z)-2-methylureidoacrylate peracid + FMN + H+
thymine + 2-oxoglutarate + oxygen → 5-hydroxymethyluracil + succinate + CO2
thymine + an oxidized electron acceptor + H2O → 5-methyl-barbiturate + a reduced electron acceptor + H+

Reactions known to produce the compound:

Not in pathways:
a DNA containing a mismatch + H2O → a DNA containing an apyrimidinic site + thymine


a pyrimidine ribonucleotide + H2O → D-ribose 5-phosphate + a pyrimidine base
a pyrimidine nucleoside + H2O + H+a pyrimidine base + D-ribofuranose

Reactions known to both consume and produce the compound:

pyrimidine deoxyribonucleosides degradation :
thymidine + phosphate ↔ 2-deoxy-α-D-ribose 1-phosphate + thymine

thymine degradation :
5,6-dihydrothymine + NADP+thymine + NADPH + H+

Not in pathways:
5,6-dihydrothymine + NAD+thymine + NADH + H+

In Reactions of unknown directionality:

Not in pathways:
5-methylcytosine + H2O + H+ = thymine + ammonium


a D-ribosyl-base(1) + a base(2) = a D-ribosyl-base(2) + a base(1)
a 2-deoxy-D-ribosyl-base(1) + a base(2) = a 2-deoxy-D-ribosyl-base(2) + a base(1)

In Transport reactions:
thymine[cytosol]thymine[periplasmic space]

Enzymes inhibited by thymine, sorted by the type of inhibition, are:

Inhibitor (Noncompetitive) of: thymidine phosphorylase [Schwartz71]


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Schwartz71: Schwartz M (1971). "Thymidine phosphorylase from Escherichia coli. Properties and kinetics." Eur J Biochem 21(2);191-8. PMID: 4935199


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Sat Nov 22, 2014, biocyc13.