Page last updated: 2024-12-11

pironetin

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

Description

pironetin: a microbial secondary metabolite having the activity of shortening plant height from Streptomyces sp.; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6438891
CHEMBL ID1779811
CHEBI ID189353
SCHEMBL ID8940436
SCHEMBL ID8940434
MeSH IDM0234093

Synonyms (18)

Synonym
pironetin
(2r,3r)-3-ethyl-2-[(e,2r,3s,4r,5s)-2-hydroxy-4-methoxy-3,5-dimethylnon-7-enyl]-2,3-dihydropyran-6-one
151519-02-7
CHEBI:189353
CHEMBL1779811
2h-pyran-2-one, 5-ethyl-5,6-dihydro-6-(2-hydroxy-4-methoxy-3,5-dimethyl-7-nonenyl)-, (5r-(5alpha,6alpha(2r*,3s*,4r*,5s*,7e)))-
5-ethyl-5,6-dihydro-6-(2-hydroxy-4-methoxy-3,5-dimethyl-7-nonenyl)-2h-pyran-2-one
pa 48153c
pa-48153c
SCHEMBL8940436
SCHEMBL8940434
CS-0065506
HY-116446
(5r,6r)-5-ethyl-5,6-dihydro-6-[(2r,3s,4r,5s,7e)-2-hydroxy-4-methoxy-3,5-dimethyl-7-nonen-1-yl]-2h-pyran-2-one
(-)-pironetin
bdbm50517653
DTXSID601037185
AKOS040742423

Research Excerpts

Overview

Pironetin is a natural product with potent antiproliferative activity against several cancer cell lines. It inhibits cell division by forming a covalent adduct with α-tubulin via a Michael addition into the product's lactone.

ExcerptReferenceRelevance
"Pironetin is an α-tubulin-binding natural product with potent antiproliferative activity against several cancer cell lines that inhibits cell division by forming a covalent adduct with α-tubulin via a Michael addition into the natural product's α,β-unsaturated lactone. "( Synthesis and evaluation of C2 functionalized analogs of the α-tubulin-binding natural product pironetin.
Georg, GI; Huang, DS; Wong, HL, 2018
)
2.14
"Pironetin is a natural product that displays promising anticancer properties by binding to and potently inhibiting tubulin assembly into microtubules; however, its molecular mechanism of action remained obscure."( Pironetin Binds Covalently to αCys316 and Perturbs a Major Loop and Helix of α-Tubulin to Inhibit Microtubule Formation.
Bargsten, K; Diaz, JF; Murga, J; Prota, AE; Setter, J; Steinmetz, MO; Waight, AB, 2016
)
2.6
"Pironetin is a natural product with potent antiproliferative activity that forms a covalent adduct with α-tubulin via conjugate addition into the natural product's α,β-unsaturated lactone. "( Synthesis and Cytotoxicity Evaluation of C4- and C5-Modified Analogues of the α,β-Unsaturated Lactone of Pironetin.
Georg, GI; Huang, DS; Wong, HL, 2017
)
2.11
"Pironetin is a potent inhibitor of tubulin assembly and arrests cell cycle progression in M phase. "( The anticancer natural product pironetin selectively targets Lys352 of alpha-tubulin.
Asao, T; Kanoh, N; Kitahara, T; Kondoh, M; Nakayama, H; Nishikawa, K; Osada, H; Tada, Y; Takio, K; Usui, T; Watanabe, H, 2004
)
2.05
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
aliphatic alcoholAn alcohol derived from an aliphatic compound.
[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 (17)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tubulin alpha chain-like 3Homo sapiens (human)GI500.02220.02220.02220.0223AID1572466; AID1572467
Tubulin alpha chain-like 3Homo sapiens (human)IC50 (µMol)0.02600.02600.02600.0260AID1572465
Tubulin alpha-3C chainHomo sapiens (human)GI500.02220.00210.00880.0223AID1572466; AID1572467
Tubulin alpha-3C chainHomo sapiens (human)IC50 (µMol)0.02600.00051.955510.0000AID1572465
Tubulin alpha-1B chainHomo sapiens (human)GI500.02220.00210.00880.0223AID1572466; AID1572467
Tubulin alpha-1B chainHomo sapiens (human)IC50 (µMol)0.02600.00051.955510.0000AID1572465
Tubulin alpha-4A chainHomo sapiens (human)GI500.02220.00210.00880.0223AID1572466; AID1572467
Tubulin alpha-4A chainHomo sapiens (human)IC50 (µMol)0.02600.00051.955510.0000AID1572465
Tubulin alpha-3E chainHomo sapiens (human)GI500.02220.00210.00880.0223AID1572466; AID1572467
Tubulin alpha-3E chainHomo sapiens (human)IC50 (µMol)0.02600.00051.955510.0000AID1572465
Tubulin alpha-1A chainHomo sapiens (human)GI500.02220.00210.00880.0223AID1572466; AID1572467
Tubulin alpha-1A chainHomo sapiens (human)IC50 (µMol)0.02600.00051.955510.0000AID1572465
Tubulin alpha-1C chainHomo sapiens (human)GI500.02220.00210.00880.0223AID1572466; AID1572467
Tubulin alpha-1C chainHomo sapiens (human)IC50 (µMol)0.02600.00051.955510.0000AID1572465
Tubulin alpha-8 chainHomo sapiens (human)GI500.02220.02220.02220.0223AID1572466; AID1572467
Tubulin alpha-8 chainHomo sapiens (human)IC50 (µMol)0.02600.02600.02600.0260AID1572465
[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)
Tubulin beta-4A chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin beta chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin alpha-3C chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin alpha-1B chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin alpha-4A chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin beta-4B chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin beta-3 chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin beta-2A chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin beta-8 chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin alpha-3E chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin alpha-1A chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin alpha-1C chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin beta-6 chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin beta-2B chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
Tubulin beta-1 chainHomo sapiens (human)Activity15.00000.90003.34336.6000AID1189598
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (52)

Processvia Protein(s)Taxonomy
microtubule cytoskeleton organizationTubulin alpha chain-like 3Homo sapiens (human)
mitotic cell cycleTubulin alpha chain-like 3Homo sapiens (human)
negative regulation of microtubule polymerizationTubulin beta-4A chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-4A chainHomo sapiens (human)
mitotic cell cycleTubulin beta-4A chainHomo sapiens (human)
odontoblast differentiationTubulin beta chainHomo sapiens (human)
microtubule-based processTubulin beta chainHomo sapiens (human)
cytoskeleton-dependent intracellular transportTubulin beta chainHomo sapiens (human)
natural killer cell mediated cytotoxicityTubulin beta chainHomo sapiens (human)
regulation of synapse organizationTubulin beta chainHomo sapiens (human)
spindle assemblyTubulin beta chainHomo sapiens (human)
cell divisionTubulin beta chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta chainHomo sapiens (human)
mitotic cell cycleTubulin beta chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin alpha-3C chainHomo sapiens (human)
mitotic cell cycleTubulin alpha-3C chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin alpha-1B chainHomo sapiens (human)
microtubule-based processTubulin alpha-1B chainHomo sapiens (human)
cytoskeleton-dependent intracellular transportTubulin alpha-1B chainHomo sapiens (human)
cell divisionTubulin alpha-1B chainHomo sapiens (human)
cellular response to interleukin-4Tubulin alpha-1B chainHomo sapiens (human)
mitotic cell cycleTubulin alpha-1B chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin alpha-4A chainHomo sapiens (human)
mitotic cell cycleTubulin alpha-4A chainHomo sapiens (human)
natural killer cell mediated cytotoxicityTubulin beta-4B chainHomo sapiens (human)
mitotic cell cycleTubulin beta-4B chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-4B chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-3 chainHomo sapiens (human)
axon guidanceTubulin beta-3 chainHomo sapiens (human)
netrin-activated signaling pathwayTubulin beta-3 chainHomo sapiens (human)
dorsal root ganglion developmentTubulin beta-3 chainHomo sapiens (human)
mitotic cell cycleTubulin beta-3 chainHomo sapiens (human)
cerebral cortex developmentTubulin beta-2A chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-2A chainHomo sapiens (human)
mitotic cell cycleTubulin beta-2A chainHomo sapiens (human)
oocyte maturationTubulin beta-8 chainHomo sapiens (human)
spindle assembly involved in female meiosisTubulin beta-8 chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-8 chainHomo sapiens (human)
mitotic cell cycleTubulin beta-8 chainHomo sapiens (human)
biological_processTubulin alpha-3E chainHomo sapiens (human)
mitotic cell cycleTubulin alpha-3E chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin alpha-3E chainHomo sapiens (human)
neuron migrationTubulin alpha-1A chainHomo sapiens (human)
startle responseTubulin alpha-1A chainHomo sapiens (human)
intracellular protein transportTubulin alpha-1A chainHomo sapiens (human)
microtubule-based processTubulin alpha-1A chainHomo sapiens (human)
centrosome cycleTubulin alpha-1A chainHomo sapiens (human)
smoothened signaling pathwayTubulin alpha-1A chainHomo sapiens (human)
memoryTubulin alpha-1A chainHomo sapiens (human)
adult locomotory behaviorTubulin alpha-1A chainHomo sapiens (human)
visual learningTubulin alpha-1A chainHomo sapiens (human)
response to mechanical stimulusTubulin alpha-1A chainHomo sapiens (human)
glial cell differentiationTubulin alpha-1A chainHomo sapiens (human)
gene expressionTubulin alpha-1A chainHomo sapiens (human)
dentate gyrus developmentTubulin alpha-1A chainHomo sapiens (human)
cerebellar cortex morphogenesisTubulin alpha-1A chainHomo sapiens (human)
pyramidal neuron differentiationTubulin alpha-1A chainHomo sapiens (human)
cerebral cortex developmentTubulin alpha-1A chainHomo sapiens (human)
cytoskeleton-dependent intracellular transportTubulin alpha-1A chainHomo sapiens (human)
response to tumor necrosis factorTubulin alpha-1A chainHomo sapiens (human)
locomotory exploration behaviorTubulin alpha-1A chainHomo sapiens (human)
microtubule polymerizationTubulin alpha-1A chainHomo sapiens (human)
forebrain morphogenesisTubulin alpha-1A chainHomo sapiens (human)
homeostasis of number of cells within a tissueTubulin alpha-1A chainHomo sapiens (human)
regulation of synapse organizationTubulin alpha-1A chainHomo sapiens (human)
synapse organizationTubulin alpha-1A chainHomo sapiens (human)
cell divisionTubulin alpha-1A chainHomo sapiens (human)
neuron apoptotic processTubulin alpha-1A chainHomo sapiens (human)
motor behaviorTubulin alpha-1A chainHomo sapiens (human)
cellular response to calcium ionTubulin alpha-1A chainHomo sapiens (human)
organelle transport along microtubuleTubulin alpha-1A chainHomo sapiens (human)
neuron projection arborizationTubulin alpha-1A chainHomo sapiens (human)
response to L-glutamateTubulin alpha-1A chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin alpha-1A chainHomo sapiens (human)
mitotic cell cycleTubulin alpha-1A chainHomo sapiens (human)
microtubule-based processTubulin alpha-1C chainHomo sapiens (human)
cytoskeleton-dependent intracellular transportTubulin alpha-1C chainHomo sapiens (human)
cell divisionTubulin alpha-1C chainHomo sapiens (human)
mitotic cell cycleTubulin alpha-1C chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin alpha-1C chainHomo sapiens (human)
mitotic cell cycleTubulin beta-6 chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-6 chainHomo sapiens (human)
neuron migrationTubulin beta-2B chainHomo sapiens (human)
microtubule-based processTubulin beta-2B chainHomo sapiens (human)
cerebral cortex developmentTubulin beta-2B chainHomo sapiens (human)
modulation of chemical synaptic transmissionTubulin beta-2B chainHomo sapiens (human)
positive regulation of axon guidanceTubulin beta-2B chainHomo sapiens (human)
embryonic brain developmentTubulin beta-2B chainHomo sapiens (human)
mitotic cell cycleTubulin beta-2B chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-2B chainHomo sapiens (human)
platelet formationTubulin beta-1 chainHomo sapiens (human)
thyroid gland developmentTubulin beta-1 chainHomo sapiens (human)
microtubule polymerizationTubulin beta-1 chainHomo sapiens (human)
spindle assemblyTubulin beta-1 chainHomo sapiens (human)
thyroid hormone transportTubulin beta-1 chainHomo sapiens (human)
platelet aggregationTubulin beta-1 chainHomo sapiens (human)
mitotic cell cycleTubulin beta-1 chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-1 chainHomo sapiens (human)
spermatid developmentTubulin alpha-8 chainHomo sapiens (human)
mitotic cell cycleTubulin alpha-8 chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin alpha-8 chainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (21)

Processvia Protein(s)Taxonomy
hydrolase activityTubulin alpha chain-like 3Homo sapiens (human)
metal ion bindingTubulin alpha chain-like 3Homo sapiens (human)
structural constituent of cytoskeletonTubulin alpha chain-like 3Homo sapiens (human)
GTP bindingTubulin alpha chain-like 3Homo sapiens (human)
GTPase activityTubulin beta-4A chainHomo sapiens (human)
calcium ion bindingTubulin beta-4A chainHomo sapiens (human)
protein bindingTubulin beta-4A chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-4A chainHomo sapiens (human)
GTP bindingTubulin beta-4A chainHomo sapiens (human)
GTPase activityTubulin beta chainHomo sapiens (human)
structural molecule activityTubulin beta chainHomo sapiens (human)
protein bindingTubulin beta chainHomo sapiens (human)
protein domain specific bindingTubulin beta chainHomo sapiens (human)
ubiquitin protein ligase bindingTubulin beta chainHomo sapiens (human)
GTPase activating protein bindingTubulin beta chainHomo sapiens (human)
MHC class I protein bindingTubulin beta chainHomo sapiens (human)
protein-containing complex bindingTubulin beta chainHomo sapiens (human)
metal ion bindingTubulin beta chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta chainHomo sapiens (human)
GTP bindingTubulin beta chainHomo sapiens (human)
hydrolase activityTubulin alpha-3C chainHomo sapiens (human)
metal ion bindingTubulin alpha-3C chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin alpha-3C chainHomo sapiens (human)
GTP bindingTubulin alpha-3C chainHomo sapiens (human)
double-stranded RNA bindingTubulin alpha-1B chainHomo sapiens (human)
GTPase activityTubulin alpha-1B chainHomo sapiens (human)
structural molecule activityTubulin alpha-1B chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin alpha-1B chainHomo sapiens (human)
protein bindingTubulin alpha-1B chainHomo sapiens (human)
GTP bindingTubulin alpha-1B chainHomo sapiens (human)
ubiquitin protein ligase bindingTubulin alpha-1B chainHomo sapiens (human)
protein bindingTubulin alpha-4A chainHomo sapiens (human)
hydrolase activityTubulin alpha-4A chainHomo sapiens (human)
protein kinase bindingTubulin alpha-4A chainHomo sapiens (human)
metal ion bindingTubulin alpha-4A chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin alpha-4A chainHomo sapiens (human)
GTP bindingTubulin alpha-4A chainHomo sapiens (human)
double-stranded RNA bindingTubulin beta-4B chainHomo sapiens (human)
GTPase activityTubulin beta-4B chainHomo sapiens (human)
protein bindingTubulin beta-4B chainHomo sapiens (human)
MHC class I protein bindingTubulin beta-4B chainHomo sapiens (human)
metal ion bindingTubulin beta-4B chainHomo sapiens (human)
unfolded protein bindingTubulin beta-4B chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-4B chainHomo sapiens (human)
GTP bindingTubulin beta-4B chainHomo sapiens (human)
GTPase activityTubulin beta-3 chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-3 chainHomo sapiens (human)
protein bindingTubulin beta-3 chainHomo sapiens (human)
GTP bindingTubulin beta-3 chainHomo sapiens (human)
peptide bindingTubulin beta-3 chainHomo sapiens (human)
metal ion bindingTubulin beta-3 chainHomo sapiens (human)
netrin receptor bindingTubulin beta-3 chainHomo sapiens (human)
GTPase activityTubulin beta-2A chainHomo sapiens (human)
protein bindingTubulin beta-2A chainHomo sapiens (human)
metal ion bindingTubulin beta-2A chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-2A chainHomo sapiens (human)
GTP bindingTubulin beta-2A chainHomo sapiens (human)
molecular_functionTubulin beta-8 chainHomo sapiens (human)
GTPase activityTubulin beta-8 chainHomo sapiens (human)
metal ion bindingTubulin beta-8 chainHomo sapiens (human)
GTP bindingTubulin beta-8 chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-8 chainHomo sapiens (human)
molecular_functionTubulin alpha-3E chainHomo sapiens (human)
protein bindingTubulin alpha-3E chainHomo sapiens (human)
hydrolase activityTubulin alpha-3E chainHomo sapiens (human)
metal ion bindingTubulin alpha-3E chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin alpha-3E chainHomo sapiens (human)
GTP bindingTubulin alpha-3E chainHomo sapiens (human)
structural molecule activityTubulin alpha-1A chainHomo sapiens (human)
protein bindingTubulin alpha-1A chainHomo sapiens (human)
hydrolase activityTubulin alpha-1A chainHomo sapiens (human)
identical protein bindingTubulin alpha-1A chainHomo sapiens (human)
protein-containing complex bindingTubulin alpha-1A chainHomo sapiens (human)
metal ion bindingTubulin alpha-1A chainHomo sapiens (human)
protein heterodimerization activityTubulin alpha-1A chainHomo sapiens (human)
GTP bindingTubulin alpha-1A chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin alpha-1A chainHomo sapiens (human)
structural molecule activityTubulin alpha-1C chainHomo sapiens (human)
protein bindingTubulin alpha-1C chainHomo sapiens (human)
hydrolase activityTubulin alpha-1C chainHomo sapiens (human)
metal ion bindingTubulin alpha-1C chainHomo sapiens (human)
GTP bindingTubulin alpha-1C chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin alpha-1C chainHomo sapiens (human)
molecular_functionTubulin beta-6 chainHomo sapiens (human)
GTPase activityTubulin beta-6 chainHomo sapiens (human)
protein bindingTubulin beta-6 chainHomo sapiens (human)
metal ion bindingTubulin beta-6 chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-6 chainHomo sapiens (human)
GTP bindingTubulin beta-6 chainHomo sapiens (human)
GTPase activityTubulin beta-2B chainHomo sapiens (human)
protein bindingTubulin beta-2B chainHomo sapiens (human)
metal ion bindingTubulin beta-2B chainHomo sapiens (human)
protein heterodimerization activityTubulin beta-2B chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-2B chainHomo sapiens (human)
GTP bindingTubulin beta-2B chainHomo sapiens (human)
GTPase activityTubulin beta-1 chainHomo sapiens (human)
metal ion bindingTubulin beta-1 chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-1 chainHomo sapiens (human)
GTP bindingTubulin beta-1 chainHomo sapiens (human)
protein bindingTubulin alpha-8 chainHomo sapiens (human)
hydrolase activityTubulin alpha-8 chainHomo sapiens (human)
metal ion bindingTubulin alpha-8 chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin alpha-8 chainHomo sapiens (human)
GTP bindingTubulin alpha-8 chainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (37)

Processvia Protein(s)Taxonomy
microtubuleTubulin alpha chain-like 3Homo sapiens (human)
cytoplasmTubulin alpha chain-like 3Homo sapiens (human)
nucleusTubulin beta-4A chainHomo sapiens (human)
cytosolTubulin beta-4A chainHomo sapiens (human)
microtubuleTubulin beta-4A chainHomo sapiens (human)
axonemeTubulin beta-4A chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-4A chainHomo sapiens (human)
internode region of axonTubulin beta-4A chainHomo sapiens (human)
neuronal cell bodyTubulin beta-4A chainHomo sapiens (human)
myelin sheathTubulin beta-4A chainHomo sapiens (human)
intercellular bridgeTubulin beta-4A chainHomo sapiens (human)
extracellular exosomeTubulin beta-4A chainHomo sapiens (human)
mitotic spindleTubulin beta-4A chainHomo sapiens (human)
microtubuleTubulin beta-4A chainHomo sapiens (human)
cytoplasmTubulin beta-4A chainHomo sapiens (human)
extracellular regionTubulin beta chainHomo sapiens (human)
nucleusTubulin beta chainHomo sapiens (human)
nuclear envelope lumenTubulin beta chainHomo sapiens (human)
cytoplasmTubulin beta chainHomo sapiens (human)
cytosolTubulin beta chainHomo sapiens (human)
cytoskeletonTubulin beta chainHomo sapiens (human)
microtubuleTubulin beta chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta chainHomo sapiens (human)
azurophil granule lumenTubulin beta chainHomo sapiens (human)
cytoplasmic ribonucleoprotein granuleTubulin beta chainHomo sapiens (human)
cell bodyTubulin beta chainHomo sapiens (human)
membrane raftTubulin beta chainHomo sapiens (human)
intercellular bridgeTubulin beta chainHomo sapiens (human)
extracellular exosomeTubulin beta chainHomo sapiens (human)
mitotic spindleTubulin beta chainHomo sapiens (human)
protein-containing complexTubulin beta chainHomo sapiens (human)
cytoplasmTubulin beta chainHomo sapiens (human)
microtubuleTubulin beta chainHomo sapiens (human)
nucleusTubulin alpha-3C chainHomo sapiens (human)
microtubule cytoskeletonTubulin alpha-3C chainHomo sapiens (human)
microtubuleTubulin alpha-3C chainHomo sapiens (human)
cytoplasmTubulin alpha-3C chainHomo sapiens (human)
microtubule cytoskeletonTubulin alpha-1B chainHomo sapiens (human)
microtubuleTubulin alpha-1B chainHomo sapiens (human)
cytoplasmic microtubuleTubulin alpha-1B chainHomo sapiens (human)
microtubule cytoskeletonTubulin alpha-1B chainHomo sapiens (human)
microtubuleTubulin alpha-1B chainHomo sapiens (human)
cytoplasmTubulin alpha-1B chainHomo sapiens (human)
extracellular regionTubulin alpha-4A chainHomo sapiens (human)
cytosolTubulin alpha-4A chainHomo sapiens (human)
cytoskeletonTubulin alpha-4A chainHomo sapiens (human)
microtubuleTubulin alpha-4A chainHomo sapiens (human)
microtubule cytoskeletonTubulin alpha-4A chainHomo sapiens (human)
extracellular exosomeTubulin alpha-4A chainHomo sapiens (human)
cytoplasmTubulin alpha-4A chainHomo sapiens (human)
microtubuleTubulin alpha-4A chainHomo sapiens (human)
extracellular regionTubulin beta-4B chainHomo sapiens (human)
nucleusTubulin beta-4B chainHomo sapiens (human)
cytosolTubulin beta-4B chainHomo sapiens (human)
cytoskeletonTubulin beta-4B chainHomo sapiens (human)
microtubuleTubulin beta-4B chainHomo sapiens (human)
axonemal microtubuleTubulin beta-4B chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-4B chainHomo sapiens (human)
azurophil granule lumenTubulin beta-4B chainHomo sapiens (human)
intercellular bridgeTubulin beta-4B chainHomo sapiens (human)
extracellular exosomeTubulin beta-4B chainHomo sapiens (human)
mitotic spindleTubulin beta-4B chainHomo sapiens (human)
extracellular vesicleTubulin beta-4B chainHomo sapiens (human)
microtubuleTubulin beta-4B chainHomo sapiens (human)
cytoplasmTubulin beta-4B chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-3 chainHomo sapiens (human)
nucleusTubulin beta-3 chainHomo sapiens (human)
microtubuleTubulin beta-3 chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-3 chainHomo sapiens (human)
lamellipodiumTubulin beta-3 chainHomo sapiens (human)
filopodiumTubulin beta-3 chainHomo sapiens (human)
axonTubulin beta-3 chainHomo sapiens (human)
dendriteTubulin beta-3 chainHomo sapiens (human)
growth coneTubulin beta-3 chainHomo sapiens (human)
neuronal cell bodyTubulin beta-3 chainHomo sapiens (human)
intercellular bridgeTubulin beta-3 chainHomo sapiens (human)
extracellular exosomeTubulin beta-3 chainHomo sapiens (human)
cell peripheryTubulin beta-3 chainHomo sapiens (human)
mitotic spindleTubulin beta-3 chainHomo sapiens (human)
microtubuleTubulin beta-3 chainHomo sapiens (human)
cytoplasmTubulin beta-3 chainHomo sapiens (human)
nucleusTubulin beta-2A chainHomo sapiens (human)
microtubuleTubulin beta-2A chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-2A chainHomo sapiens (human)
intercellular bridgeTubulin beta-2A chainHomo sapiens (human)
extracellular exosomeTubulin beta-2A chainHomo sapiens (human)
mitotic spindleTubulin beta-2A chainHomo sapiens (human)
extracellular vesicleTubulin beta-2A chainHomo sapiens (human)
cytoplasmTubulin beta-2A chainHomo sapiens (human)
microtubuleTubulin beta-2A chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-8 chainHomo sapiens (human)
intercellular bridgeTubulin beta-8 chainHomo sapiens (human)
extracellular exosomeTubulin beta-8 chainHomo sapiens (human)
mitotic spindleTubulin beta-8 chainHomo sapiens (human)
meiotic spindleTubulin beta-8 chainHomo sapiens (human)
microtubuleTubulin beta-8 chainHomo sapiens (human)
cytoplasmTubulin beta-8 chainHomo sapiens (human)
nucleusTubulin alpha-3E chainHomo sapiens (human)
microtubule cytoskeletonTubulin alpha-3E chainHomo sapiens (human)
microtubuleTubulin alpha-3E chainHomo sapiens (human)
cytoplasmTubulin alpha-3E chainHomo sapiens (human)
condensed chromosomeTubulin alpha-1A chainHomo sapiens (human)
nucleusTubulin alpha-1A chainHomo sapiens (human)
cytosolTubulin alpha-1A chainHomo sapiens (human)
microtubuleTubulin alpha-1A chainHomo sapiens (human)
axonemal microtubuleTubulin alpha-1A chainHomo sapiens (human)
plasma membraneTubulin alpha-1A chainHomo sapiens (human)
microtubule cytoskeletonTubulin alpha-1A chainHomo sapiens (human)
neuromuscular junctionTubulin alpha-1A chainHomo sapiens (human)
cytoplasmic ribonucleoprotein granuleTubulin alpha-1A chainHomo sapiens (human)
recycling endosomeTubulin alpha-1A chainHomo sapiens (human)
extracellular exosomeTubulin alpha-1A chainHomo sapiens (human)
microtubuleTubulin alpha-1A chainHomo sapiens (human)
cytoplasmTubulin alpha-1A chainHomo sapiens (human)
nucleusTubulin alpha-1C chainHomo sapiens (human)
microtubuleTubulin alpha-1C chainHomo sapiens (human)
cytoplasmic microtubuleTubulin alpha-1C chainHomo sapiens (human)
microtubule cytoskeletonTubulin alpha-1C chainHomo sapiens (human)
vesicleTubulin alpha-1C chainHomo sapiens (human)
membrane raftTubulin alpha-1C chainHomo sapiens (human)
microtubuleTubulin alpha-1C chainHomo sapiens (human)
cytoplasmTubulin alpha-1C chainHomo sapiens (human)
nucleusTubulin beta-6 chainHomo sapiens (human)
microtubuleTubulin beta-6 chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-6 chainHomo sapiens (human)
intercellular bridgeTubulin beta-6 chainHomo sapiens (human)
extracellular exosomeTubulin beta-6 chainHomo sapiens (human)
mitotic spindleTubulin beta-6 chainHomo sapiens (human)
cytoplasmTubulin beta-6 chainHomo sapiens (human)
microtubuleTubulin beta-6 chainHomo sapiens (human)
nucleusTubulin beta-2B chainHomo sapiens (human)
microtubuleTubulin beta-2B chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-2B chainHomo sapiens (human)
intercellular bridgeTubulin beta-2B chainHomo sapiens (human)
mitotic spindleTubulin beta-2B chainHomo sapiens (human)
Schaffer collateral - CA1 synapseTubulin beta-2B chainHomo sapiens (human)
microtubuleTubulin beta-2B chainHomo sapiens (human)
cytoplasmTubulin beta-2B chainHomo sapiens (human)
cytoplasmTubulin beta-1 chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-1 chainHomo sapiens (human)
intercellular bridgeTubulin beta-1 chainHomo sapiens (human)
extracellular exosomeTubulin beta-1 chainHomo sapiens (human)
mitotic spindleTubulin beta-1 chainHomo sapiens (human)
microtubuleTubulin beta-1 chainHomo sapiens (human)
cytoplasmTubulin beta-1 chainHomo sapiens (human)
acrosomal vesicleTubulin alpha-8 chainHomo sapiens (human)
microtubule cytoskeletonTubulin alpha-8 chainHomo sapiens (human)
microtubuleTubulin alpha-8 chainHomo sapiens (human)
cytoplasmTubulin alpha-8 chainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (77)

Assay IDTitleYearJournalArticle
AID1633831Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1623547Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay2019Journal of natural products, 03-22, Volume: 82, Issue:3
Structure Elucidation, Conformation, and Configuration of Cytotoxic 6-Heptyl-5,6-dihydro-2 H-pyran-2-ones from Hyptis Species and Their Molecular Docking to α-Tubulin.
AID1393348Binding affinity to alpha tubulin in human A2780 cells assessed as disruption of tubulin polymerization by measuring reduction in cell proliferation after 48 hrs by CellTiter non-radioactive assay2018Bioorganic & medicinal chemistry letters, 09-01, Volume: 28, Issue:16
Synthesis and evaluation of C2 functionalized analogs of the α-tubulin-binding natural product pironetin.
AID598271Induction of abberant mitosis in human A549 cells assessed as metaphase mitotic cells with DNA forming a ring surrounding mono-aster of microtubule at 50 nM after 4 hrs relative to control2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1572456Protein binding in mouse plasma2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633825Toxicity in CDF1-SLC mouse injected with mouse P388 cells assessed as change in body weight at 0.78 mg/kg, ip treated for 5 days and measured on day 1 and 10 (Rvb = 5.3g)2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID598274Inhibition of tubulin assembly assessed as concentration of tubulin required to produce assembly at 25 uM after 30 mins2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1165179Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay2014European journal of medicinal chemistry, Nov-24, Volume: 87Design and synthesis of pironetin analogue/combretastatin A-4 hybrids containing a 1,2,3-triazole ring and evaluation of their cytotoxic activity.
AID598264Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1572458Inhibition of CYP2C9 (unknown origin) using tolbutamide as substrate2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633821Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1633834Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1572460Inhibition of CYP3A4 (unknown origin) using midazolam as substrate2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633823Cytotoxicity against human H69/Txl cells assessed as reduction in growth after 7 days by MTT assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1633843Antitumor activity in CDF1-SLC mouse injected with mouse P388 cells assessed as mean survival time at 6.25 mg/kg, ip treated for 5 days (Rvb = 11.2 +/- 0.84 days)2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1572455Protein binding in human plasma2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633824Cytotoxicity against human H69/VDS cells assessed as reduction in growth after 7 days by MTT assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID598263Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1633833Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1165182Selectivity index, ratio of IC50 for HEK293 cells to IC50 for human HT-29 cells2014European journal of medicinal chemistry, Nov-24, Volume: 87Design and synthesis of pironetin analogue/combretastatin A-4 hybrids containing a 1,2,3-triazole ring and evaluation of their cytotoxic activity.
AID1633842Antitumor activity in CDF1-SLC mouse injected with mouse P388 cells assessed as mean survival time at 3.13 mg/kg, ip treated for 5 days (Rvb = 11.2 +/- 0.84 days)2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1238300Inhibition of VEGF mRNA expression in human HT-29 cells assessed as VEGF mRNA level at 5 ug/ml incubated for 48 hrs by RT-PCR method relative to control2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Inhibitory effect of pironetin analogue/colchicine hybrids on the expression of the VEGF, hTERT and c-Myc genes.
AID1633841Antitumor activity in CDF1-SLC mouse injected with mouse P388 cells assessed as mean survival time at 1.56 mg/kg, ip treated for 5 days (Rvb = 11.2 +/- 0.84 days)2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1572449Stability in human serum assessed as compound remaining at 1.10 mg after 24 hrs by HPLC analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1238302Inhibition of Myc mRNA expression in human HT-29 cells assessed as Myc mRNA level at 5 ug/ml incubated for 48 hrs by RT-PCR method relative to control2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Inhibitory effect of pironetin analogue/colchicine hybrids on the expression of the VEGF, hTERT and c-Myc genes.
AID1393347Binding affinity to alpha tubulin in human A2780 cells assessed as disruption of tubulin polymerization by measuring cell proliferation at higher concentration after 48 hrs by CellTiter non-radioactive assay relative to control2018Bioorganic & medicinal chemistry letters, 09-01, Volume: 28, Issue:16
Synthesis and evaluation of C2 functionalized analogs of the α-tubulin-binding natural product pironetin.
AID1165180Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay2014European journal of medicinal chemistry, Nov-24, Volume: 87Design and synthesis of pironetin analogue/combretastatin A-4 hybrids containing a 1,2,3-triazole ring and evaluation of their cytotoxic activity.
AID1165183Selectivity index, ratio of IC50 for HEK293 cells to IC50 for human MCF7 cells2014European journal of medicinal chemistry, Nov-24, Volume: 87Design and synthesis of pironetin analogue/combretastatin A-4 hybrids containing a 1,2,3-triazole ring and evaluation of their cytotoxic activity.
AID1238301Inhibition of hTERT mRNA expression in human HT-29 cells assessed as hTERT mRNA level at 5 ug/ml incubated for 48 hrs by RT-PCR method relative to control2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Inhibitory effect of pironetin analogue/colchicine hybrids on the expression of the VEGF, hTERT and c-Myc genes.
AID1189598Inhibition of purified tubulin (unknown origin) assessed as critical concentration of tubulin required to produce assembly at 25 uM after 30 mins by spectrophotometry (Rvb = 3.3 +/- 0.1 uM)2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID1633827Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1633835Cytotoxicity against hamster VCRd5L cells assessed as reduction in growth after 4 days by HCS assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1572454Half life in rat liver microsomes in presence of NADPH regeneration system by LC-MS/MS analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633819Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1189590Selectivity ratio of IC50 for human HEK293 cells to IC50 for human MCF7 cells2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID598270Induction of abberant mitosis in human A549 cells assessed as metaphase mitotic cells with type III mitotic spindles at 50 nM after 4 hrs relative to control2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1633829Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID598262Cell cycle arrest in human A549 cells assessed accumulation at G2/M phase at 50 nM after 20 hrs by propidium iodide staining-based flow cytometry2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1572450Stability in mouse serum assessed as compound remaining at 1.30 ml after 24 hrs by HPLC analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633838Toxicity in CDF1-SLC mouse injected with mouse P388 cells assessed as change in body weight at 3.13 mg/kg, ip treated for 5 days and measured on day 1 and 10 (Rvb = 5.3g)2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1633828Cytotoxicity against rat KNRK cells assessed as reduction in growth2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1189587Cytotoxicity against human MCF7 cells after 3 days by MTT assay2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID1189601Resistance factor, ratio of IC50 for human A2780AD cells to IC50 for human A2780 cells2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID1572461Inhibition of CYP3A4 (unknown origin) using testosterone as substrate2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1165181Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay2014European journal of medicinal chemistry, Nov-24, Volume: 87Design and synthesis of pironetin analogue/combretastatin A-4 hybrids containing a 1,2,3-triazole ring and evaluation of their cytotoxic activity.
AID1572453Half life in mouse liver microsomes in presence of NADPH regeneration system by LC-MS/MS analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633832Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1189600Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID598265Resistance index, ratio of IC50 for human compound-sensitive A2780 cells to IC50 for human compound-resistant A2780AD cells2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1572462Drug metabolism in human liver microsomes assessed as formation of epoxypironetin after 30 mins by LC-MS/MS analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID598277Binding affinity to tubulin after 15 min2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1633822Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1572467Inhibition of tubulin alpha in human A2780CP cells assessed as cell growth inhibition after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1623546Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay2019Journal of natural products, 03-22, Volume: 82, Issue:3
Structure Elucidation, Conformation, and Configuration of Cytotoxic 6-Heptyl-5,6-dihydro-2 H-pyran-2-ones from Hyptis Species and Their Molecular Docking to α-Tubulin.
AID1633839Toxicity in CDF1-SLC mouse injected with mouse P388 cells assessed as change in body weight at 6.25 mg/kg, ip treated for 5 days and measured on day 1 and 10 (Rvb = 5.3g)2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1189586Cytotoxicity against human HT-29 cells after 3 days by MTT assay2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID1572451Stability in rat serum assessed as compound remaining after 24 hrs2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1572465Inhibition of tubulin alpha in human A2780 cells assessed as reduction in cell growth2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1572463Drug metabolism in human liver microsomes assessed as formation of demethylpironetin after 30 mins by LC-MS/MS analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633826Cytotoxicity against human HeLa cells assessed as reduction in growth2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID598268Induction of apoptosis in human A549 cells after 20 hrs2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1572466Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1393349Binding affinity to alpha tubulin in human OVCAR5 cells assessed as disruption of tubulin polymerization by measuring reduction in cell proliferation after 48 hrs by CellTiter non-radioactive assay2018Bioorganic & medicinal chemistry letters, 09-01, Volume: 28, Issue:16
Synthesis and evaluation of C2 functionalized analogs of the α-tubulin-binding natural product pironetin.
AID1633836Immunosuppressive activity in C3/HeN mouse injected with C57BL/6 mouse EL4 cells assessed as cytotoxic T cells generation by measuring specific lysis level at 5 mg/kg, ip treated for 2 to 15 days and measured on day 16 by gamma scintillation counter metho2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1572452Half life in human liver microsomes in presence of NADPH regeneration system by LC-MS/MS analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1189599Cytotoxicity against human A2780 cells after 24 hrs by MTT assay2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID1189589Selectivity ratio of IC50 for human HEK293 cells to IC50 for human HT29 cells2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID1572457Protein binding in rat plasma2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1572459Inhibition of CYP2D6 (unknown origin) using dextromethorphan as substrate2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.
AID1633840Antitumor activity in CDF1-SLC mouse injected with mouse P388 cells assessed as mean survival time at 0.78 mg/kg, ip treated for 5 days (Rvb = 11.2 +/- 0.84 days)2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1238299Inhibition of VEGF production in human HT-29 cells assessed as VEGF level at 5 ug/ml incubated for 72 hrs by ELISA method relative to control2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Inhibitory effect of pironetin analogue/colchicine hybrids on the expression of the VEGF, hTERT and c-Myc genes.
AID1189588Cytotoxicity against human HEK293 cells after 3 days by MTT assay2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Design and synthesis of pironetin analogue/colchicine hybrids and study of their cytotoxic activity and mechanisms of interaction with tubulin.
AID1633837Toxicity in CDF1-SLC mouse injected with mouse P388 cells assessed as change in body weight at 1.56 mg/kg, ip treated for 5 days and measured on day 1 and 10 (Rvb = 5.3g)2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID598269Induction of microtubule cytoskeleton depolymerization in human A549 cells at 50 nM after 4 hrs by immunofluorescence assay2011European journal of medicinal chemistry, May, Volume: 46, Issue:5
Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
AID1623545Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay2019Journal of natural products, 03-22, Volume: 82, Issue:3
Structure Elucidation, Conformation, and Configuration of Cytotoxic 6-Heptyl-5,6-dihydro-2 H-pyran-2-ones from Hyptis Species and Their Molecular Docking to α-Tubulin.
AID1633830Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
AID1633820Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay2019Bioorganic & medicinal chemistry letters, 08-01, Volume: 29, Issue:15
Revisiting microtubule targeting agents: α-Tubulin and the pironetin binding site as unexplored targets for cancer therapeutics.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (38)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's7 (18.42)18.2507
2000's13 (34.21)29.6817
2010's16 (42.11)24.3611
2020's2 (5.26)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.64

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

MetricThis Compound (vs All)
Research Demand Index22.64 (24.57)
Research Supply Index3.69 (2.92)
Research Growth Index4.69 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.64)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (5.13%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other37 (94.87%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]