hm5URA – 5-hydroxymethyluracil
Name | ||
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WID | hm5URA |
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Name | 5-hydroxymethyluracil |
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Traditional name | 5-(hydroxymethyl)-1,3-dihydropyrimidine-2,4-dione | |
IUPAC name | 5-(hydroxymethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione | |
Cross references | ChEBI: 16964, PubChem: 8144743, KEGG: C03088, BioCyc: CPD-254 | |
Classification | ||
Type | modified_nucleobase |
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Structure | ||
Empirical formula (pH 7.5) | H6C5N2O3 | |
SMILES (pH 7.5) | OCC1=CNC(=O)NC1=O | |
Charge (pH 7.5) | 0 | |
Is hydrophobic | False |
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Molecular weight (Da) | 142.11 |
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van der Waals volume (pH 7.5; Å3 molecule‑1) |
114.23 | |
ΔfG'o (pH 7.5, 25C, I = 0; kJ mol‑1) | -117.80 | |
pI | 3.39 | |
logP | -1.74 | |
logD (pH 7.5) | -1.74 | |
Function | ||
Reaction participant |
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Comments | ||
Comments | 75 lesions per 10^6 bases [PUB_0479]; occurs in bacteriophage DNA [PUB_0477]; dT is completely replaced by hm5dU in some bacteriophage at the nucleotide precursor level, dCMP ==> dUMP ==> hm5dUMP ==> hm5dUTP, by dCMP deaminase, dUMP hydroxymethylase (not present in M. genitalium), deoxynucleotide monophosphate kinase, and nucleotide diphosphate kinase [PUB_0478]; | |
References |
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Metadata | ||
Created | 2012-10-01 15:07:00 | |
Last updated | 2012-10-01 15:12:16 |