Page last updated: 2024-12-08

4-phenyl-4-oxo-2-hydroxybuten-2-oic acid

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

Description

2,4-dioxo-4-phenylbutanoic acid: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID493418
CHEMBL ID19332
SCHEMBL ID1109671
MeSH IDM0476743

Synonyms (20)

Synonym
5817-92-5
CBDIVE_002217
benzenebutanoic acid, .alpha.,.gamma.-dioxo-
2,4-dioxo-4-phenyl-butanoic acid
2-4-dioxo-4-phenylbutanoic acid
2-hydroxy-4-oxo-4-phenyl-but-2-enoic acid
bdbm50115579
2-hydroxy-4-oxo-4-phenyl-but-2-enoic acid (0.25h2o)
CHEMBL19332 ,
2,4-dioxo-4-phenylbutanoic acid
AKOS006274737
JGKFWCXVYCDKDU-UHFFFAOYSA-N
SCHEMBL1109671
benzoylpyruvic acid
mfcd00456054
Q27467553
E79796
2,4-dioxo-4-phenylbutanoicacid
LS-08728
CS-0145959

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
" These mt-QSARs offer also a good opportunity to construct drug-drug Complex Networks (CNs) that can be used to explore large and complex drug-viral species databases."( Unified QSAR approach to antimicrobials. 4. Multi-target QSAR modeling and comparative multi-distance study of the giant components of antiviral drug-drug complex networks.
Chou, KC; González-Díaz, H; Martinez de la Vega, O; Prado-Prado, FJ; Ubeira, FM; Uriarte, E, 2009
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (8)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)IC50 (µMol)20.00000.00053.49849.7600AID593354
Genome polyproteinHepatitis C virus (isolate 1)IC50 (µMol)5.70005.70005.70005.7000AID241066
DNA repair protein complementing XP-G cellsHomo sapiens (human)IC50 (µMol)75.40000.00020.00020.0002AID240742
Flap endonuclease 1Homo sapiens (human)IC50 (µMol)24.90000.00010.20000.3000AID240664
Reverse transcriptase/RNaseH Human immunodeficiency virus 1IC50 (µMol)54.00000.00011.076810.0000AID199098
Integrase Human immunodeficiency virus 1IC50 (µMol)25.00000.00051.544310.0000AID93528
RNA-directed RNA polymerase IC50 (µMol)5.70000.01902.52798.8000AID166725
Polymerase acidic proteinInfluenza A virus (A/X-31(H3N2))IC50 (µMol)3.20003.20003.20003.2000AID1398983
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (44)

Processvia Protein(s)Taxonomy
positive regulation of JUN kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
actin cytoskeleton organizationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of endocytosisTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of vascular endothelial growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulum unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of intracellular protein transportTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cellular response to unfolded proteinTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
platelet-derived growth factor receptor-beta signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor recyclingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of MAP kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of type I interferon-mediated signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
growth hormone receptor signaling pathway via JAK-STATTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of protein tyrosine kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of ERK1 and ERK2 cascadeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of hepatocyte growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of endoplasmic reticulum stress-induced intrinsic apoptotic signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of PERK-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylation involved in inactivation of protein kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of receptor catabolic processTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
double-strand break repair via homologous recombinationDNA repair protein complementing XP-G cellsHomo sapiens (human)
transcription-coupled nucleotide-excision repairDNA repair protein complementing XP-G cellsHomo sapiens (human)
base-excision repair, AP site formationDNA repair protein complementing XP-G cellsHomo sapiens (human)
nucleotide-excision repairDNA repair protein complementing XP-G cellsHomo sapiens (human)
response to UVDNA repair protein complementing XP-G cellsHomo sapiens (human)
response to UV-CDNA repair protein complementing XP-G cellsHomo sapiens (human)
negative regulation of apoptotic processDNA repair protein complementing XP-G cellsHomo sapiens (human)
double-strand break repair via homologous recombinationFlap endonuclease 1Homo sapiens (human)
DNA replicationFlap endonuclease 1Homo sapiens (human)
DNA repairFlap endonuclease 1Homo sapiens (human)
base-excision repair, gap-fillingFlap endonuclease 1Homo sapiens (human)
double-strand break repairFlap endonuclease 1Homo sapiens (human)
memoryFlap endonuclease 1Homo sapiens (human)
UV protectionFlap endonuclease 1Homo sapiens (human)
telomere maintenance via semi-conservative replicationFlap endonuclease 1Homo sapiens (human)
DNA replication, removal of RNA primerFlap endonuclease 1Homo sapiens (human)
positive regulation of sister chromatid cohesionFlap endonuclease 1Homo sapiens (human)
nucleic acid metabolic processFlap endonuclease 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (32)

Processvia Protein(s)Taxonomy
RNA bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
zinc ion bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
enzyme bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
receptor tyrosine kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cadherin bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
ephrin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein phosphatase 2A bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
non-membrane spanning protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
bubble DNA bindingDNA repair protein complementing XP-G cellsHomo sapiens (human)
RNA polymerase II complex bindingDNA repair protein complementing XP-G cellsHomo sapiens (human)
damaged DNA bindingDNA repair protein complementing XP-G cellsHomo sapiens (human)
double-stranded DNA bindingDNA repair protein complementing XP-G cellsHomo sapiens (human)
single-stranded DNA bindingDNA repair protein complementing XP-G cellsHomo sapiens (human)
endonuclease activityDNA repair protein complementing XP-G cellsHomo sapiens (human)
DNA endonuclease activityDNA repair protein complementing XP-G cellsHomo sapiens (human)
protein bindingDNA repair protein complementing XP-G cellsHomo sapiens (human)
enzyme activator activityDNA repair protein complementing XP-G cellsHomo sapiens (human)
protein homodimerization activityDNA repair protein complementing XP-G cellsHomo sapiens (human)
protein-containing complex bindingDNA repair protein complementing XP-G cellsHomo sapiens (human)
metal ion bindingDNA repair protein complementing XP-G cellsHomo sapiens (human)
DNA bindingFlap endonuclease 1Homo sapiens (human)
damaged DNA bindingFlap endonuclease 1Homo sapiens (human)
double-stranded DNA bindingFlap endonuclease 1Homo sapiens (human)
endonuclease activityFlap endonuclease 1Homo sapiens (human)
RNA-DNA hybrid ribonuclease activityFlap endonuclease 1Homo sapiens (human)
exonuclease activityFlap endonuclease 1Homo sapiens (human)
protein bindingFlap endonuclease 1Homo sapiens (human)
double-stranded DNA exodeoxyribonuclease activityFlap endonuclease 1Homo sapiens (human)
5'-3' exonuclease activityFlap endonuclease 1Homo sapiens (human)
5'-flap endonuclease activityFlap endonuclease 1Homo sapiens (human)
flap endonuclease activityFlap endonuclease 1Homo sapiens (human)
manganese ion bindingFlap endonuclease 1Homo sapiens (human)
magnesium ion bindingFlap endonuclease 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
plasma membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial matrixTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytosolTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial cristaTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endosome lumenTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
sorting endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmic side of endoplasmic reticulum membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein-containing complexTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
DNA replication factor A complexDNA repair protein complementing XP-G cellsHomo sapiens (human)
nucleusDNA repair protein complementing XP-G cellsHomo sapiens (human)
nucleoplasmDNA repair protein complementing XP-G cellsHomo sapiens (human)
nucleotide-excision repair complexDNA repair protein complementing XP-G cellsHomo sapiens (human)
protein-containing complexDNA repair protein complementing XP-G cellsHomo sapiens (human)
nucleusDNA repair protein complementing XP-G cellsHomo sapiens (human)
chromosome, telomeric regionFlap endonuclease 1Homo sapiens (human)
chromosome, telomeric regionFlap endonuclease 1Homo sapiens (human)
nucleusFlap endonuclease 1Homo sapiens (human)
nucleoplasmFlap endonuclease 1Homo sapiens (human)
nucleolusFlap endonuclease 1Homo sapiens (human)
mitochondrionFlap endonuclease 1Homo sapiens (human)
membraneFlap endonuclease 1Homo sapiens (human)
protein-containing complexFlap endonuclease 1Homo sapiens (human)
nucleusFlap endonuclease 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID93528Inhibition of Integrase catalyzed strand transfer (ST) as measured in an in vitro assay2004Bioorganic & medicinal chemistry letters, Mar-08, Volume: 14, Issue:5
Design and synthesis of photoactivatable aryl diketo acid-containing HIV-1 integrase inhibitors as potential affinity probes.
AID240742Concentration required for 50% inhibition of Xeroderma pigmentosum G2004Bioorganic & medicinal chemistry letters, Oct-04, Volume: 14, Issue:19
The identification and optimization of 2,4-diketobutyric acids as flap endonuclease 1 inhibitors.
AID166725Inhibitory activity against Hepatitis C virus RNA dependent RNA polymerase nonstructural protein 5B2004Journal of medicinal chemistry, Jan-01, Volume: 47, Issue:1
Discovery of alpha,gamma-diketo acids as potent selective and reversible inhibitors of hepatitis C virus NS5b RNA-dependent RNA polymerase.
AID593354Inhibition of PTP1B2011Bioorganic & medicinal chemistry, Apr-01, Volume: 19, Issue:7
Using small molecules to target protein phosphatases.
AID241066Inhibitory concentration against hepatitis C virus polymerase2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
Control of hepatitis C: a medicinal chemistry perspective.
AID1398983Inhibition of recombinant Influenza A virus (A/X-31(H3N2)) N-terminal 6xHis-tagged PA-Nter (1 to 217 residues) expressed in Escherichia coli BL21-CodonPlus cells using M13mp18 as substrate after 1 hr by ethidium bromide staining-based agarose gel electrop2018Bioorganic & medicinal chemistry, 08-15, Volume: 26, Issue:15
Identification of influenza PA-Nter endonuclease inhibitors using pharmacophore- and docking-based virtual screening.
AID392510Antiviral activity against Hepatitis C virus2009Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2
Unified QSAR approach to antimicrobials. 4. Multi-target QSAR modeling and comparative multi-distance study of the giant components of antiviral drug-drug complex networks.
AID199098Inhibitory activity against HIV-1 reverse transcriptase was determined2004Journal of medicinal chemistry, Jan-01, Volume: 47, Issue:1
Discovery of alpha,gamma-diketo acids as potent selective and reversible inhibitors of hepatitis C virus NS5b RNA-dependent RNA polymerase.
AID240664Concentration required for 50% inhibition of Flap endonuclease-12004Bioorganic & medicinal chemistry letters, Oct-04, Volume: 14, Issue:19
The identification and optimization of 2,4-diketobutyric acids as flap endonuclease 1 inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's9 (75.00)29.6817
2010's3 (25.00)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: 11.72

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 Index11.72 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.28 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.72)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (8.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (91.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]