Page last updated: 2024-11-06

benzoylpropionic acid

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

Description

Benzoylpropionic acid (BPA) is a white crystalline solid with a melting point of 114–115 °C. It is a precursor to many pharmaceutical compounds, such as the anti-inflammatory drug ibuprofen. BPA can be synthesized by the Friedel-Crafts acylation of benzene with propionyl chloride. It has been studied for its potential anti-inflammatory and anti-cancer properties, as well as its role in the biosynthesis of plant hormones. BPA is also a component of some pesticides and herbicides. It is important to note that BPA should not be confused with bisphenol A (BPA), a compound found in plastics that has been linked to health concerns.'

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

4-oxo-4-phenylbutyric acid : A 4-oxo monocarboxylic acid that is butyric acid bearing oxo and phenyl substituents at position 4. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID72871
CHEMBL ID461681
CHEBI ID64437
SCHEMBL ID354105
MeSH IDM0352555

Synonyms (68)

Synonym
EU-0096486
beta-benzoylpropionic acid
BB 0218424
propanoic acid, 3-benzoyl-
nsc2092
nsc-2092
propionic acid, 3-benzoyl-
4-oxo-4-phenylbutyric acid
2051-95-8
benzenebutanoic acid, .gamma.-oxo-
3-benzoylpropionic acid
3-benzoylpropanoic acid
.beta.-benzoylpropionic acid
CHEMDIV3_013347
nsc51010
nsc-51010
nsc229040
nsc-229040
4-oxo-4-phenyl-butanoic acid
3-benzoylpropionic acid, 99%
4-oxo-4-phenylbutanoic acid
AC-907/25014276
AC-11220
B0868
HMS1510O15
CHEMBL461681 ,
chebi:64437 ,
AKOS000120508
STK328119
BBL010613
4-oxo-4-phenyl-butyric acid
bdbm50385525
nsc 51010
unii-uv05gz4d9z
einecs 218-135-0
benzoylpropionic acid
ai3-03666
nsc 229040
uv05gz4d9z ,
benzenebutanoic acid, gamma-oxo-
nsc 2092
FT-0615089
AM20030310
3-benzoylpropionicacid
EPITOPE ID:167704
CX1085
SCHEMBL354105
beta-benzoyl-propionic acid
4-phenyl-4oxobutyric acid
4-phenyl-4-oxobutyric acid
4-oxo4-phenylbutanoic acid
DTXSID4062149
cambridge id 5118846
Q-200363
AC-31093
mfcd00002792
F0349-0592
sr-01000391537
SR-01000391537-1
CS-W001943
GS-6768
SY011505
Q27133281
3-benzoylpropionic acid,
BCP09655
phenylbutyrate sodium impurity a [ep impurity]
EN300-17961
Z57127328
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
haptenAny substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
4-oxo monocarboxylic acid
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polymerase acidic proteinInfluenza A virus (A/Puerto Rico/8/1934(H1N1))IC50 (µMol)500.00001.88004.68805.8600AID666158
ALK tyrosine kinase receptorHomo sapiens (human)IC50 (µMol)500.00000.00010.310710.0000AID666158
[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)
Polymerase acidic proteinInfluenza A virus (A/Puerto Rico/8/1934(H1N1))EC50 (µMol)250.00003.22003.22003.2200AID666145
[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)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (26)

Processvia Protein(s)Taxonomy
proteolysisUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
protein ubiquitinationUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
positive regulation of proteasomal ubiquitin-dependent protein catabolic processUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
protein K48-linked deubiquitinationUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
negative regulation of ubiquitin-dependent protein catabolic processUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
protein deubiquitinationUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
protein autophosphorylationALK tyrosine kinase receptorHomo sapiens (human)
signal transductionALK tyrosine kinase receptorHomo sapiens (human)
cell surface receptor protein tyrosine kinase signaling pathwayALK tyrosine kinase receptorHomo sapiens (human)
phosphorylationALK tyrosine kinase receptorHomo sapiens (human)
hippocampus developmentALK tyrosine kinase receptorHomo sapiens (human)
adult behaviorALK tyrosine kinase receptorHomo sapiens (human)
swimming behaviorALK tyrosine kinase receptorHomo sapiens (human)
peptidyl-tyrosine autophosphorylationALK tyrosine kinase receptorHomo sapiens (human)
regulation of apoptotic processALK tyrosine kinase receptorHomo sapiens (human)
protein autophosphorylationALK tyrosine kinase receptorHomo sapiens (human)
neuron developmentALK tyrosine kinase receptorHomo sapiens (human)
negative regulation of lipid catabolic processALK tyrosine kinase receptorHomo sapiens (human)
positive regulation of NF-kappaB transcription factor activityALK tyrosine kinase receptorHomo sapiens (human)
regulation of dopamine receptor signaling pathwayALK tyrosine kinase receptorHomo sapiens (human)
response to environmental enrichmentALK tyrosine kinase receptorHomo sapiens (human)
energy homeostasisALK tyrosine kinase receptorHomo sapiens (human)
positive regulation of dendrite developmentALK tyrosine kinase receptorHomo sapiens (human)
regulation of neuron differentiationALK tyrosine kinase receptorHomo sapiens (human)
regulation of cell population proliferationALK tyrosine kinase receptorHomo sapiens (human)
multicellular organism developmentALK tyrosine kinase receptorHomo sapiens (human)
positive regulation of kinase activityALK tyrosine kinase receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
cysteine-type endopeptidase activityUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
cysteine-type deubiquitinase activityUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
protein bindingUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
zinc ion bindingUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
ubiquitin bindingUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
deubiquitinase activityUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
protein tyrosine kinase activityALK tyrosine kinase receptorHomo sapiens (human)
transmembrane receptor protein tyrosine kinase activityALK tyrosine kinase receptorHomo sapiens (human)
protein bindingALK tyrosine kinase receptorHomo sapiens (human)
ATP bindingALK tyrosine kinase receptorHomo sapiens (human)
heparin bindingALK tyrosine kinase receptorHomo sapiens (human)
receptor signaling protein tyrosine kinase activator activityALK tyrosine kinase receptorHomo sapiens (human)
identical protein bindingALK tyrosine kinase receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
extracellular regionPolymerase acidic proteinInfluenza A virus (A/Puerto Rico/8/1934(H1N1))
lysosomeUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
cytosolUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
nucleusUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
cytosolUbiquitin carboxyl-terminal hydrolase 5Homo sapiens (human)
plasma membraneALK tyrosine kinase receptorHomo sapiens (human)
plasma membraneALK tyrosine kinase receptorHomo sapiens (human)
extracellular exosomeALK tyrosine kinase receptorHomo sapiens (human)
protein-containing complexALK tyrosine kinase receptorHomo sapiens (human)
receptor complexALK tyrosine kinase receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID388280Inhibition of Blattella germanica peptidylamidoglycolate lyase assessed as ascorbate-independent dealkylation of alpha-hydroxy-hipurate2008Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23
Substituted hippurates and hippurate analogs as substrates and inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM).
AID666158Inhibition of cap 1 ALMV primed Influenza transcriptase1994Antimicrobial agents and chemotherapy, Dec, Volume: 38, Issue:12
Inhibition of cap (m7GpppXm)-dependent endonuclease of influenza virus by 4-substituted 2,4-dioxobutanoic acid compounds.
AID1617186Binding affinity to N-terminal Avitag-fused His6-tagged USP5 ZnF-UBD (unknown origin) (171 to 290 residues) labelled with 5-fluorotryptophan expressed in BL21 (DE3) Codon Plus RIL Escherichia coli incubated for 35 to 60 secs by SPR analysis2019Journal of medicinal chemistry, 11-27, Volume: 62, Issue:22
Discovery of Small Molecule Antagonists of the USP5 Zinc Finger Ubiquitin-Binding Domain.
AID666145Plaque growth inhibition2012ACS chemical biology, Mar-16, Volume: 7, Issue:3
Identification of influenza endonuclease inhibitors using a novel fluorescence polarization assay.
AID388275Inhibition of rat recombinant peptidylglycine alpha-amidating monooxygenase assessed as inhibition of N-dansyl-Tyr-Val-Gly amidation2008Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23
Substituted hippurates and hippurate analogs as substrates and inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM).
AID1159537qHTS screening for TAG (triacylglycerol) accumulators in algae2017Plant physiology, Aug, Volume: 174, Issue:4
Identification and Metabolite Profiling of Chemical Activators of Lipid Accumulation in Green Algae.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (13.33)18.2507
2000's4 (26.67)29.6817
2010's8 (53.33)24.3611
2020's1 (6.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.19

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index36.19 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.81 (4.65)
Search Engine Demand Index44.62 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (36.19)

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%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]