Page last updated: 2024-11-13

3-furancarboxylic acid, tetrahydro-4-methylene-5-oxo-2-propyl-, (2r,3s)-rel-

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

Cross-References

ID SourceID
PubMed CID21579153
CHEMBL ID217676
CHEBI ID190985
SCHEMBL ID13535193

Synonyms (12)

Synonym
CHEMBL217676 ,
CHEBI:190985
(2r,3s)-4-methylidene-5-oxo-2-propyloxolane-3-carboxylic acid
3-furancarboxylic acid, tetrahydro-4-methylene-5-oxo-2-propyl-, (2r,3s)-rel-
SCHEMBL13535193
mb-3, >=95% (hplc)
NCGC00485267-01
MS-22985
CS-0103268
HY-129039
bdbm50467835
PD165056

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
gamma-lactoneA lactone having a five-membered lactone ring.
[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 (1)

Inhibition 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 (44)

Processvia Protein(s)Taxonomy
regulation of protein stabilityHistone acetyltransferase KAT2AHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIHistone acetyltransferase KAT2AHomo sapiens (human)
in utero embryonic developmentHistone acetyltransferase KAT2AHomo sapiens (human)
somitogenesisHistone acetyltransferase KAT2AHomo sapiens (human)
positive regulation of cytokine productionHistone acetyltransferase KAT2AHomo sapiens (human)
neural tube closureHistone acetyltransferase KAT2AHomo sapiens (human)
gluconeogenesisHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of DNA repairHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of DNA-templated transcriptionHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of transcription by RNA polymerase IIHistone acetyltransferase KAT2AHomo sapiens (human)
heart developmentHistone acetyltransferase KAT2AHomo sapiens (human)
long-term memoryHistone acetyltransferase KAT2AHomo sapiens (human)
response to organic cyclic compoundHistone acetyltransferase KAT2AHomo sapiens (human)
internal peptidyl-lysine acetylationHistone acetyltransferase KAT2AHomo sapiens (human)
telencephalon developmentHistone acetyltransferase KAT2AHomo sapiens (human)
metencephalon developmentHistone acetyltransferase KAT2AHomo sapiens (human)
midbrain developmentHistone acetyltransferase KAT2AHomo sapiens (human)
positive regulation of cell projection organizationHistone acetyltransferase KAT2AHomo sapiens (human)
response to nutrient levelsHistone acetyltransferase KAT2AHomo sapiens (human)
multicellular organism growthHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of RNA splicingHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of regulatory T cell differentiationHistone acetyltransferase KAT2AHomo sapiens (human)
negative regulation of gluconeogenesisHistone acetyltransferase KAT2AHomo sapiens (human)
positive regulation of gluconeogenesisHistone acetyltransferase KAT2AHomo sapiens (human)
positive regulation of DNA-templated transcriptionHistone acetyltransferase KAT2AHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of embryonic developmentHistone acetyltransferase KAT2AHomo sapiens (human)
negative regulation of centriole replicationHistone acetyltransferase KAT2AHomo sapiens (human)
fibroblast proliferationHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of synaptic plasticityHistone acetyltransferase KAT2AHomo sapiens (human)
intracellular distribution of mitochondriaHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of T cell activationHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of cell divisionHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of cell cycleHistone acetyltransferase KAT2AHomo sapiens (human)
limb developmentHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of cartilage developmentHistone acetyltransferase KAT2AHomo sapiens (human)
cellular response to tumor necrosis factorHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of tubulin deacetylationHistone acetyltransferase KAT2AHomo sapiens (human)
peptidyl-lysine glutarylationHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of bone developmentHistone acetyltransferase KAT2AHomo sapiens (human)
cellular response to nerve growth factor stimulusHistone acetyltransferase KAT2AHomo sapiens (human)
regulation of stem cell population maintenanceHistone acetyltransferase KAT2AHomo sapiens (human)
positive regulation of cardiac muscle cell differentiationHistone acetyltransferase KAT2AHomo sapiens (human)
chromatin remodelingHistone acetyltransferase KAT2AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
chromatin bindingHistone acetyltransferase KAT2AHomo sapiens (human)
transcription coactivator activityHistone acetyltransferase KAT2AHomo sapiens (human)
histone acetyltransferase activityHistone acetyltransferase KAT2AHomo sapiens (human)
protein bindingHistone acetyltransferase KAT2AHomo sapiens (human)
histone H3 acetyltransferase activityHistone acetyltransferase KAT2AHomo sapiens (human)
protein phosphatase bindingHistone acetyltransferase KAT2AHomo sapiens (human)
histone deacetylase bindingHistone acetyltransferase KAT2AHomo sapiens (human)
histone H3K9 acetyltransferase activityHistone acetyltransferase KAT2AHomo sapiens (human)
histone H3K18 acetyltransferase activityHistone acetyltransferase KAT2AHomo sapiens (human)
histone H4K12 acetyltransferase activityHistone acetyltransferase KAT2AHomo sapiens (human)
peptide-lysine-N-acetyltransferase activityHistone acetyltransferase KAT2AHomo sapiens (human)
histone succinyltransferase activityHistone acetyltransferase KAT2AHomo sapiens (human)
histone glutaryltransferase activityHistone acetyltransferase KAT2AHomo sapiens (human)
DNA-binding transcription factor bindingHistone acetyltransferase KAT2AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
oxoglutarate dehydrogenase complexHistone acetyltransferase KAT2AHomo sapiens (human)
SAGA complexHistone acetyltransferase KAT2AHomo sapiens (human)
extracellular spaceHistone acetyltransferase KAT2AHomo sapiens (human)
nucleusHistone acetyltransferase KAT2AHomo sapiens (human)
nucleoplasmHistone acetyltransferase KAT2AHomo sapiens (human)
centrosomeHistone acetyltransferase KAT2AHomo sapiens (human)
transcription factor TFTC complexHistone acetyltransferase KAT2AHomo sapiens (human)
mitotic spindleHistone acetyltransferase KAT2AHomo sapiens (human)
ATAC complexHistone acetyltransferase KAT2AHomo sapiens (human)
histone acetyltransferase complexHistone acetyltransferase KAT2AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID392917Inhibition of human immunoprecipitated histone acetyltransferase p300 in U937 cell nuclear extracts assessed as remaining enzyme activity at 50 uM2009Bioorganic & medicinal chemistry letters, Feb-15, Volume: 19, Issue:4
Identification of 4-hydroxyquinolines inhibitors of p300/CBP histone acetyltransferases.
AID392678Inhibition of human histone acetyltransferase in U937 cell nuclear extracts at 50 uM2009Bioorganic & medicinal chemistry letters, Feb-15, Volume: 19, Issue:4
Identification of 4-hydroxyquinolines inhibitors of p300/CBP histone acetyltransferases.
AID1422590Inhibition of recombinant human GCN5 using histone peptide as substrate in presence of [14C]-acetyl CoA by microbeta counting method2018Bioorganic & medicinal chemistry, 11-01, Volume: 26, Issue:20
Discovery and biological evaluation of thiobarbituric derivatives as potent p300/CBP inhibitors.
AID1408177Inhibition of recombinant human GST-tagged Gcn5 using H3 as substrate in presence of [3H]-acetyl-CoA by phosphor image analysis2018European journal of medicinal chemistry, Sep-05, Volume: 157Identification of novel inhibitors of histone acetyltransferase hMOF through high throughput screening.
AID331953Inhibition of recombinant CBP in human U937 cells at 50 uM2008Bioorganic & medicinal chemistry letters, May-01, Volume: 18, Issue:9
Identification of long chain alkylidenemalonates as novel small molecule modulators of histone acetyltransferases.
AID392681Inhibition of human histone acetyltransferase GCN5 in U937 cell nuclear extracts assessed as remaining enzyme activity at 50 uM2009Bioorganic & medicinal chemistry letters, Feb-15, Volume: 19, Issue:4
Identification of 4-hydroxyquinolines inhibitors of p300/CBP histone acetyltransferases.
AID272386Inhibition of HAT in human U937 cells at 50 uM2006Journal of medicinal chemistry, Nov-16, Volume: 49, Issue:23
Small-molecule inhibitors of histone acetyltransferase activity: identification and biological properties.
AID392682Inhibition of human GST-fused histone acetyltransferase PCAF in U937 cell nuclear extracts assessed as remaining enzyme activity at 50 uM2009Bioorganic & medicinal chemistry letters, Feb-15, Volume: 19, Issue:4
Identification of 4-hydroxyquinolines inhibitors of p300/CBP histone acetyltransferases.
AID392680Inhibition of human GST-fused histone acetyltransferase CBP in U937 cell nuclear extracts assessed as remaining enzyme activity at 50 uM2009Bioorganic & medicinal chemistry letters, Feb-15, Volume: 19, Issue:4
Identification of 4-hydroxyquinolines inhibitors of p300/CBP histone acetyltransferases.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (37.50)29.6817
2010's3 (37.50)24.3611
2020's2 (25.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.47

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 Index12.47 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.47)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]