Page last updated: 2024-11-07

n-4-hydroxy-2'-deoxycytidylic acid

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

Description

N-4-hydroxy-2'-deoxycytidylic acid: reversibly binds to thymidylate synthetase [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID159652
CHEMBL ID416922
CHEMBL ID1161227
MeSH IDM0126509

Synonyms (16)

Synonym
n-4-hydroxy-2'-deoxycytidylic acid
2'-deoxy-n-hydroxycytidine 5'-(dihydrogen phosphate)
2277-58-9
chembl416922
chembl1161227 ,
phosphoric acid mono-[3-hydroxy-5-(4-hydroxyamino-2-oxo-2h-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl] ester
bdbm50027923
[(2r,3s,5r)-3-hydroxy-5-[4-(hydroxyamino)-2-oxopyrimidin-1-yl]oxolan-2-yl]methyl dihydrogen phosphate
NOH ,
n(4)-hydroxy-dcmp
5'-uridylic acid, 2'-deoxy-, (15alpha)-
n4-ohdcmp
n4-hydroxy-2'-deoxycytidine-5'-mono-phosphate
DTXSID00945447
1-(2-deoxy-5-o-phosphonopentofuranosyl)-4-(hydroxyamino)pyrimidin-2(1h)-one
Q27463893
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thymidylate synthaseLacticaseibacillus caseiKi8.00000.01001.65509.3900AID220359
Thymidylate synthaseMus musculus (house mouse)Ki5.50000.00341.73759.3000AID228251; AID228252
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thymidylate synthaseHomo sapiens (human)Kd1.00001.00001.00001.0000AID220366
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thymidylate synthaseMus musculus (house mouse)Ki'0.12350.00180.04470.1840AID228253; AID228254
Thymidylate synthaseMus musculus (house mouse)Ki''0.84300.01400.30181.4600AID228255; AID228256
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (21)

Processvia Protein(s)Taxonomy
dTMP biosynthetic processThymidylate synthaseHomo sapiens (human)
dTTP biosynthetic processThymidylate synthaseHomo sapiens (human)
circadian rhythmThymidylate synthaseHomo sapiens (human)
response to xenobiotic stimulusThymidylate synthaseHomo sapiens (human)
response to toxic substanceThymidylate synthaseHomo sapiens (human)
negative regulation of translationThymidylate synthaseHomo sapiens (human)
uracil metabolic processThymidylate synthaseHomo sapiens (human)
methylationThymidylate synthaseHomo sapiens (human)
response to progesteroneThymidylate synthaseHomo sapiens (human)
response to vitamin AThymidylate synthaseHomo sapiens (human)
response to cytokineThymidylate synthaseHomo sapiens (human)
tetrahydrofolate interconversionThymidylate synthaseHomo sapiens (human)
response to ethanolThymidylate synthaseHomo sapiens (human)
response to organophosphorusThymidylate synthaseHomo sapiens (human)
developmental growthThymidylate synthaseHomo sapiens (human)
cartilage developmentThymidylate synthaseHomo sapiens (human)
response to glucocorticoidThymidylate synthaseHomo sapiens (human)
response to folic acidThymidylate synthaseHomo sapiens (human)
intestinal epithelial cell maturationThymidylate synthaseHomo sapiens (human)
DNA biosynthetic processThymidylate synthaseHomo sapiens (human)
liver regenerationThymidylate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
mRNA regulatory element binding translation repressor activityThymidylate synthaseHomo sapiens (human)
thymidylate synthase activityThymidylate synthaseHomo sapiens (human)
folic acid bindingThymidylate synthaseHomo sapiens (human)
protein homodimerization activityThymidylate synthaseHomo sapiens (human)
sequence-specific mRNA bindingThymidylate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
nucleusThymidylate synthaseHomo sapiens (human)
cytoplasmThymidylate synthaseHomo sapiens (human)
mitochondrionThymidylate synthaseHomo sapiens (human)
mitochondrial inner membraneThymidylate synthaseHomo sapiens (human)
mitochondrial matrixThymidylate synthaseHomo sapiens (human)
cytosolThymidylate synthaseHomo sapiens (human)
mitochondrionThymidylate synthaseHomo sapiens (human)
cytosolThymidylate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID220366Compound was evaluated for average apparent binding constant (Kd ) using Scatchard analysis to dTMP synthetase enzyme from chick embryo1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Interaction of N4-hydroxy-2'-deoxycytidylic acid with thymidylate synthetase.
AID24704Dissociation time from ternary complex using nitrocellulose binding assay incubating 5.0 uM of TMP synthetase enzyme from chick embryo and 0.15 nM of CH2-H4 folate1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Interaction of N4-hydroxy-2'-deoxycytidylic acid with thymidylate synthetase.
AID220365Compound was evaluated for the dissociation of the radiolabeled N4-HOdCMP by competitive binding to the excess dTMP synthetase; Active1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Interaction of N4-hydroxy-2'-deoxycytidylic acid with thymidylate synthetase.
AID233941Ratio between Ki of L1210-P enzyme and Michaelis-Menten constant (kM)2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID228254Compound was tested for time-dependent slow-binding inhibition (K') of thymidylate synthase from L1210-R cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID228258Compound was tested for time-dependent 1 (k2') inhibition of thymidylate synthase from L1210-R cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID233942Ratio between Ki of L1210-R enzyme and Michaelis-Menten constant (kM)2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID228256Compound was tested for time-dependent slow-binding inhibition (K) of thymidylate synthase from L1210-R cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID228251Time-independent inhibition of thymidylate synthase from FdUrd-resistant L1210 cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID24703Dissociation time from ternary complex using nitrocellulose binding assay by incubating the compound was evaluated at 100 fold excess along with 3.8 uM of TMP synthetase enzyme from chick embryo and 0.15 nM of CH2-H4 folate.1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Interaction of N4-hydroxy-2'-deoxycytidylic acid with thymidylate synthetase.
AID228415Compound was tested for time-dependent 1 (k2) inhibition of thymidylate synthase from L1210-P cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID220364Compound (4.5 uM) was evaluated for the percent binding to the excess dTMP synthetase (3.9 uM and 7.8 uM sites) enzyme from chick embryo, 0.15 nM of CH2-H4 folate. This complex was incubated 25 degrees Celsius for 2 hours.1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Interaction of N4-hydroxy-2'-deoxycytidylic acid with thymidylate synthetase.
AID228255Compound was tested for time-dependent slow-binding inhibition (K) of thymidylate synthase from L1210-P cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID228252Time-independent inhibition of thymidylate synthase from parenteral L1210 cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID228257Compound was tested for time-dependent 1 (k2') inhibition of thymidylate synthase from L1210-P cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID220369Compound was evaluated for time-dependent loss of activity with use of 15 nM of dTMP synthetase enzyme from chick embryo in the presence of 0.15 nM of CH2-H4 folate at about 20 seconds1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Interaction of N4-hydroxy-2'-deoxycytidylic acid with thymidylate synthetase.
AID228416Compound was tested for time-dependent 1 (k2) inhibition of thymidylate synthase from L1210-R cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
AID220359The apparent association constant (Ki) with dTMP synthetase enzyme from chick embryo in the absence of CH2-H4 folate was evaluated1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Interaction of N4-hydroxy-2'-deoxycytidylic acid with thymidylate synthetase.
AID228253Compound was tested for time-dependent slow-binding inhibition (K') of thymidylate synthase from L1210-P cells2000Journal of medicinal chemistry, Nov-30, Volume: 43, Issue:24
5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (16.67)18.7374
1990's2 (33.33)18.2507
2000's1 (16.67)29.6817
2010's0 (0.00)24.3611
2020's2 (33.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.81

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 Index12.81 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.76 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.81)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]