Page last updated: 2024-12-07

5-hydroxy-2'-deoxyuridine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

5-Hydroxy-2'-deoxyuridine (5-OH-dUrd) is a modified nucleoside that is an important intermediate in the biosynthesis of thymidine. It is formed by the reduction of 5-hydroxyuridine, which is a product of the enzyme thymine hydroxylase. 5-OH-dUrd can then be further reduced to thymidine by the enzyme thymidylate synthase. The synthesis of 5-OH-dUrd involves the hydroxylation of the 5-position of deoxyuridine by the enzyme thymine hydroxylase. This enzyme is found in many organisms, including bacteria, fungi, and mammals. 5-OH-dUrd is also a substrate for the enzyme thymidylate synthase, which converts it to thymidine. Thymidine is an essential building block for DNA synthesis. 5-OH-dUrd is studied because it is a key intermediate in the biosynthesis of thymidine. Understanding the synthesis and metabolism of 5-OH-dUrd is important for understanding the regulation of DNA synthesis. It also has the potential to be used as a therapeutic agent for the treatment of cancer. 5-OH-dUrd has been shown to inhibit the growth of cancer cells by blocking the synthesis of DNA. '

5-hydroxy-2'-deoxyuridine: a major oxidation product of 2'-deoxycytidine [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID96622
CHEMBL ID223557
SCHEMBL ID530100
MeSH IDM0200128

Synonyms (23)

Synonym
5-hydroxy-1-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1h-pyrimidine-2,4-dione
5-hydroxy-1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
5168-36-5
CHEMBL223557
5-hydroxy-1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
2'-deoxy-5-hydroxyuridine
uridine, 2'-deoxy-5-hydroxy-
5-hydroxy-2'-deoxyuridine
oh-5-du
nsc 82265
SCHEMBL530100
UIJSURSVLVISBO-UBKIQSJTSA-N
5-hydroxy-1-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1h,3h)-dione
HY-130801
5-hydroxy-2-deoxyuridine
mfcd00057414
5-ohdu
CS-0114103
MS-23451
A930124
STARBLD0009508
PD157353
AKOS040744150
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID1135597Antiviral activity against Herpes simplex virus 1 KOS infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID458877Cytotoxicity against human MT4 cells by MTT assay2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
5-Modified-2'-dU and 2'-dC as mutagenic anti HIV-1 proliferation agents: synthesis and activity.
AID280941Cytotoxicity against mouse L1210/0 cells after 48 hrs2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Probing the anticancer activity of nucleoside analogues: a QSAR model approach using an internally consistent training set.
AID458874Antiviral activity against HIV1 LAI in human CEM-SS cells assessed as RT activity after 5 days by single passage assay2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
5-Modified-2'-dU and 2'-dC as mutagenic anti HIV-1 proliferation agents: synthesis and activity.
AID458876Antiviral activity against HIV1 3B in human MT4 cells assessed as RT activity after 5 days by single passage assay2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
5-Modified-2'-dU and 2'-dC as mutagenic anti HIV-1 proliferation agents: synthesis and activity.
AID1135595Antiviral activity against Vaccinia virus infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID1135596Antiviral activity against Vaccinia virus infected in human skin fibroblasts primed with interferon and superinduced with cyclohexamide and actinomycin D assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID458875Cytotoxicity against human CEM-SS cells by MTT assay2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
5-Modified-2'-dU and 2'-dC as mutagenic anti HIV-1 proliferation agents: synthesis and activity.
AID1135598Antiviral activity against Herpes simplex virus 1 KOS infected in human skin fibroblasts primed with interferon and superinduced with cyclohexamide and actinomycin D assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (10.00)18.7374
1990's5 (50.00)18.2507
2000's3 (30.00)29.6817
2010's1 (10.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.52

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.52 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.52)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]