Deoxyuridine (dU) is a compound and a nucleoside. It belongs to a class of compounds known as Pyrimidine 2'-deoxyribonucleosides and closely resembles the chemical composition of uridine but without the presence of the 2' hydroxyl group. Idoxuridine and Trifluridine are variants of deoxyuridine used as antiviral drugs. They are similar enough to be incorporated as part of DNA replication, but they possess side groups on the uracil component (an iodine and a CF3 group, respectively), that prevent base pairing. A known use of dU is as a precursor in the synthesis of Edoxudine.
This compound exists in all living organisms and can become part of DNA in both prokaryotic and eukaryotic cells through two mechanisms. The first is the removal of an amino group from cytosine to result in uracil and the second is the non-intentional incorporation of pyrimidine where thymine belongs in the DNA, resulting in dUMP.
UMP synthase deficiency is a metabolic disorder in humans that involves deoxyuridine. Deoxyuridine can be toxic. It has also been found in several foods, which makes it a useful indicator for diseases through consumption of those foods. |
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InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9) |
RWQNBRDOKXIBIV-UHFFFAOYSA-N |
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Mus musculus
(NCBI:txid10090)
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Source: BioModels - MODEL1507180067
See:
PubMed
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Escherichia coli
(NCBI:txid562)
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See:
PubMed
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Cordyceps sinensis
(NCBI:txid72228)
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Found in
mycelium
(BTO:0001436).
Ethanolic extract of dried mycelia
See:
PubMed
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Homo sapiens
(NCBI:txid9606)
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See:
DOI
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Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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View more via ChEBI Ontology
Outgoing
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thymine
(CHEBI:17821)
has role
Escherichia coli metabolite
(CHEBI:76971)
thymine
(CHEBI:17821)
has role
human metabolite
(CHEBI:77746)
thymine
(CHEBI:17821)
has role
mouse metabolite
(CHEBI:75771)
thymine
(CHEBI:17821)
is a
pyrimidine nucleobase
(CHEBI:26432)
thymine
(CHEBI:17821)
is a
pyrimidone
(CHEBI:38337)
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Incoming
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α-putrescinylthymine
(CHEBI:132931)
has functional parent
thymine
(CHEBI:17821)
(2-O,3-C-methylene-5-O-phosphonoarabinofuranosyl)thymine
(CHEBI:46007)
has functional parent
thymine
(CHEBI:17821)
(2-O,3-ethane-1,2-diyl-5-O-phosphonoarabinofuranosyl)thymine
(CHEBI:45967)
has functional parent
thymine
(CHEBI:17821)
1-(2,3-dideoxy-6-O-phosphono-β-D-erythro-hexopyranosyl)thymine
(CHEBI:46508)
has functional parent
thymine
(CHEBI:17821)
1-(2-O-methyl-5-O-phosphono-β-D-arabinofuranosyl)thymine
(CHEBI:45953)
has functional parent
thymine
(CHEBI:17821)
1-(2-deoxy-2-fluoro-5-O-phosphono-β-D-arabinofuranosyl)thymine
(CHEBI:45806)
has functional parent
thymine
(CHEBI:17821)
1-[(1S,2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)bicyclo[3.1.0]hexan-2-yl]thymine
(CHEBI:46026)
has functional parent
thymine
(CHEBI:17821)
1-[(1S,3S,4R,5S)-3-hydroxy-4-(hydroxymethyl)bicyclo[3.1.0]hexan-1-yl]thymine
(CHEBI:45586)
has functional parent
thymine
(CHEBI:17821)
1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine
(CHEBI:43060)
has functional parent
thymine
(CHEBI:17821)
5,6-dihydrothymine
(CHEBI:27468)
has functional parent
thymine
(CHEBI:17821)
5-formyluracil
(CHEBI:80961)
has functional parent
thymine
(CHEBI:17821)
6-(1,3-dihydroxyisobutyl)thymine
(CHEBI:41485)
has functional parent
thymine
(CHEBI:17821)
6-(3-hydroxypropyl)thymine
(CHEBI:43299)
has functional parent
thymine
(CHEBI:17821)
6-{[(4R,5R)-4-(hydroxymethyl)thymin-5-yl]methyl}thymine
(CHEBI:45366)
has functional parent
thymine
(CHEBI:17821)
N-[2-(methylamino)ethyl]-N-[(thymin-1-yl)acetyl]glycine
(CHEBI:46063)
has functional parent
thymine
(CHEBI:17821)
[(1R,2S,3S,5S)-5-hydroxy-2-methyl-3-(thymin-1-yl)cyclopentyl]methyl dihydrogen phosphate
(CHEBI:45942)
has functional parent
thymine
(CHEBI:17821)
[(1R,4S,6S)-6-hydroxy-4-(thymin-1-yl)cyclohex-2-en-1-yl]methyl dihydrogen phosphate
(CHEBI:43121)
has functional parent
thymine
(CHEBI:17821)
methylthymine
(CHEBI:134101)
has functional parent
thymine
(CHEBI:17821)
stavudine
(CHEBI:63581)
has functional parent
thymine
(CHEBI:17821)
telbivudine
(CHEBI:63624)
has functional parent
thymine
(CHEBI:17821)
thymidine
(CHEBI:17748)
has functional parent
thymine
(CHEBI:17821)
thymine glycol
(CHEBI:29128)
has functional parent
thymine
(CHEBI:17821)
thymin-1-yl group
(CHEBI:30757)
is substituent group from
thymine
(CHEBI:17821)
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2,4-dihydroxy-5-methylpyrimidine
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NIST Chemistry WebBook
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5-methyl-2,4(1H,3H)-pyrimidinedione
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NIST Chemistry WebBook
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5-methylpyrimidine-2,4(1H,3H)-dione
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IUPAC
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5-Methyluracil
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KEGG COMPOUND
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5-methyluracil
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NIST Chemistry WebBook
|
T
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ChEBI
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Thy
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CBN
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Thymin
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ChemIDplus
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Thymine
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KEGG COMPOUND
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THYMINE
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PDBeChem
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thymine
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UniProt
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C00001511
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KNApSAcK
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C00178
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KEGG COMPOUND
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DB03462
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DrugBank
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TDR
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PDBeChem
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Thymine
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Wikipedia
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View more database links |
278790
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Gmelin Registry Number
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Gmelin
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607626
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Beilstein Registry Number
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Beilstein
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65-71-4
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CAS Registry Number
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KEGG COMPOUND
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65-71-4
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CAS Registry Number
|
ChemIDplus
|
65-71-4
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CAS Registry Number
|
NIST Chemistry WebBook
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23237383
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PubMed citation
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Europe PMC
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