Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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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 Sun Dec 21, 2014, BIOCYC13A.