Page last updated: 2024-11-12

hippuristanol

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Description

hippuristanol: from the gorgonian Isis hippuris [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Hippurisgenus[no description available]PlantaginaceaeA plant family of order Lamiales. The Plantago genus is best known. Lesser known members include Hippuris, Littorella and Callitriche.[MeSH]

Cross-References

ID SourceID
PubMed CID9981822
CHEMBL ID1098427
SCHEMBL ID1374807
MeSH IDM0497845

Synonyms (15)

Synonym
desacetoxyhippurin 1
hippuristanol
CHEMBL1098427
80442-78-0
HPHXKNOXVBFETI-SHCCRYCOSA-N
SCHEMBL1374807
DTXSID50433627
AKOS027323973
bdbm50235738
Q10861089
(1s,2s,3's,4s,6r,7r,8r,9s,11s,12s,13s,16r,18s)-2',2',3',7,9,13-hexamethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,5'-oxolane]-7,11,16-triol
furostan-3,11,20-triol, 22,25-epoxy-24-methyl-, (3alpha,5alpha,11beta,22beta,24s)-
45pk2ns4nq ,
(1's,2r,2's,4s,4's,7'r,8'r,9's,11's,12's,13's,16'r,18's)-4,5,5,7',9',13'-hexamethyl-5'-oxaspiro[oxolane-2,6'-pentacyclo[10.8.0.0{2,9}.0{4,8}.0{13,18}]icosane]-7',11',16'-triol
(3.alpha.,5.alpha.,11.beta.,22.beta.,24s)-22,25-epoxy-24-methylfurostan-3,11,20-triol

Research Excerpts

Overview

Hippuristanol (Hipp) is a natural product that selectively inhibits protein synthesis. It targets eukaryotic initiation factor (eIF) 4A, a RNA helicase required for ribosome recruitment to mRNA templates.

ExcerptReferenceRelevance
"Hippuristanol is a natural product that has recently been shown to inhibit eukaryotic translation initiation and tumor cell proliferation. "( Structural and stereochemical requirements of the spiroketal group of hippuristanol for antiproliferative activity.
Dang, Y; Li, W; Liu, JO; Yu, B, 2010
)
2.04
"Hippuristanol (Hipp) is a natural product that selectively inhibits protein synthesis by targeting eukaryotic initiation factor (eIF) 4A, a DEAD-box RNA helicase required for ribosome recruitment to mRNA templates. "( Identification and characterization of hippuristanol-resistant mutants reveals eIF4A1 dependencies within mRNA 5' leader regions.
Aboushawareb, SAE; Amiri, M; Baranov, PV; Cencic, R; Chu, J; J Kiniry, S; Maïga, RI; Naineni, SK; Pelletier, J; Robert, F; Shen, L; Sonenberg, N; Steinberger, J; Yachnin, BJ, 2020
)
2.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Eukaryotic initiation factor 4A-IHomo sapiens (human)IC50 (µMol)0.86180.00470.40643.1000AID1439856; AID1656113; AID1656114; AID1656115; AID1656116
Eukaryotic initiation factor 4A-IMus musculus (house mouse)IC50 (µMol)0.40000.40000.40000.4000AID503175
[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)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
cis assembly of pre-catalytic spliceosomeU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
spliceosome conformational change to release U4 (or U4atac) and U1 (or U11)U5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
mRNA splicing, via spliceosomeU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
osteoblast differentiationU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
nuclear-transcribed mRNA catabolic process, nonsense-mediated decayEukaryotic initiation factor 4A-IIIHomo sapiens (human)
mRNA splicing, via spliceosomeEukaryotic initiation factor 4A-IIIHomo sapiens (human)
rRNA processingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
mRNA export from nucleusEukaryotic initiation factor 4A-IIIHomo sapiens (human)
associative learningEukaryotic initiation factor 4A-IIIHomo sapiens (human)
response to organic cyclic compoundEukaryotic initiation factor 4A-IIIHomo sapiens (human)
negative regulation of translationEukaryotic initiation factor 4A-IIIHomo sapiens (human)
exploration behaviorEukaryotic initiation factor 4A-IIIHomo sapiens (human)
positive regulation of translationEukaryotic initiation factor 4A-IIIHomo sapiens (human)
embryonic cranial skeleton morphogenesisEukaryotic initiation factor 4A-IIIHomo sapiens (human)
cellular response to selenite ionEukaryotic initiation factor 4A-IIIHomo sapiens (human)
negative regulation of excitatory postsynaptic potentialEukaryotic initiation factor 4A-IIIHomo sapiens (human)
regulation of translation at postsynapse, modulating synaptic transmissionEukaryotic initiation factor 4A-IIIHomo sapiens (human)
negative regulation of selenocysteine incorporationEukaryotic initiation factor 4A-IIIHomo sapiens (human)
cellular response to brain-derived neurotrophic factor stimulusEukaryotic initiation factor 4A-IIIHomo sapiens (human)
regulation of nuclear-transcribed mRNA catabolic process, nonsense-mediated decayEukaryotic initiation factor 4A-IIIHomo sapiens (human)
cytoplasmic translational initiationEukaryotic initiation factor 4A-IHomo sapiens (human)
translational initiationEukaryotic initiation factor 4A-IHomo sapiens (human)
translational initiationEukaryotic initiation factor 4A-IIHomo sapiens (human)
regulation of translational initiationEukaryotic initiation factor 4A-IIHomo sapiens (human)
negative regulation of RNA-dependent RNA polymerase activityEukaryotic initiation factor 4A-IIHomo sapiens (human)
cellular response to leukemia inhibitory factorEukaryotic initiation factor 4A-IIHomo sapiens (human)
cytoplasmic translational initiationEukaryotic initiation factor 4A-IIHomo sapiens (human)
formation of translation preinitiation complexATP-dependent RNA helicase DHX29Homo sapiens (human)
ribosome assemblyATP-dependent RNA helicase DHX29Homo sapiens (human)
positive regulation of translational initiationATP-dependent RNA helicase DHX29Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (20)

Processvia Protein(s)Taxonomy
RNA bindingU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
RNA helicase activityU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
helicase activityU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
protein bindingU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
ATP bindingU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
ATP hydrolysis activityU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
identical protein bindingU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
RNA bindingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
RNA helicase activityEukaryotic initiation factor 4A-IIIHomo sapiens (human)
mRNA bindingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
protein bindingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
ATP bindingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
poly(A) bindingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
ATP hydrolysis activityEukaryotic initiation factor 4A-IIIHomo sapiens (human)
selenocysteine insertion sequence bindingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
RNA stem-loop bindingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
ribonucleoprotein complex bindingEukaryotic initiation factor 4A-IIIHomo sapiens (human)
RNA cap bindingEukaryotic initiation factor 4A-IHomo sapiens (human)
RNA bindingEukaryotic initiation factor 4A-IHomo sapiens (human)
RNA helicase activityEukaryotic initiation factor 4A-IHomo sapiens (human)
double-stranded RNA bindingEukaryotic initiation factor 4A-IHomo sapiens (human)
mRNA bindingEukaryotic initiation factor 4A-IHomo sapiens (human)
translation initiation factor activityEukaryotic initiation factor 4A-IHomo sapiens (human)
helicase activityEukaryotic initiation factor 4A-IHomo sapiens (human)
protein bindingEukaryotic initiation factor 4A-IHomo sapiens (human)
ATP bindingEukaryotic initiation factor 4A-IHomo sapiens (human)
translation factor activity, RNA bindingEukaryotic initiation factor 4A-IHomo sapiens (human)
ATP hydrolysis activityEukaryotic initiation factor 4A-IHomo sapiens (human)
RNA bindingEukaryotic initiation factor 4A-IIHomo sapiens (human)
RNA helicase activityEukaryotic initiation factor 4A-IIHomo sapiens (human)
helicase activityEukaryotic initiation factor 4A-IIHomo sapiens (human)
protein bindingEukaryotic initiation factor 4A-IIHomo sapiens (human)
ATP bindingEukaryotic initiation factor 4A-IIHomo sapiens (human)
ATP hydrolysis activityEukaryotic initiation factor 4A-IIHomo sapiens (human)
translation initiation factor activityEukaryotic initiation factor 4A-IIHomo sapiens (human)
RNA bindingATP-dependent RNA helicase DHX29Homo sapiens (human)
RNA helicase activityATP-dependent RNA helicase DHX29Homo sapiens (human)
translation initiation factor activityATP-dependent RNA helicase DHX29Homo sapiens (human)
ATP bindingATP-dependent RNA helicase DHX29Homo sapiens (human)
translation activator activityATP-dependent RNA helicase DHX29Homo sapiens (human)
ATP hydrolysis activityATP-dependent RNA helicase DHX29Homo sapiens (human)
ribonucleoside triphosphate phosphatase activityATP-dependent RNA helicase DHX29Homo sapiens (human)
ribosomal small subunit bindingATP-dependent RNA helicase DHX29Homo sapiens (human)
cadherin bindingATP-dependent RNA helicase DHX29Homo sapiens (human)
helicase activityATP-dependent RNA helicase DHX29Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (24)

Processvia Protein(s)Taxonomy
nucleusU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
nucleoplasmU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
membraneU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
U4/U6 x U5 tri-snRNP complexU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
spliceosomal complexU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
U5 snRNPU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
U2-type precatalytic spliceosomeU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
U2-type catalytic step 1 spliceosomeU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
catalytic step 2 spliceosomeU5 small nuclear ribonucleoprotein 200 kDa helicaseHomo sapiens (human)
nucleusEukaryotic initiation factor 4A-IIIHomo sapiens (human)
nucleoplasmEukaryotic initiation factor 4A-IIIHomo sapiens (human)
cytoplasmEukaryotic initiation factor 4A-IIIHomo sapiens (human)
cytosolEukaryotic initiation factor 4A-IIIHomo sapiens (human)
membraneEukaryotic initiation factor 4A-IIIHomo sapiens (human)
nuclear speckEukaryotic initiation factor 4A-IIIHomo sapiens (human)
dendriteEukaryotic initiation factor 4A-IIIHomo sapiens (human)
exon-exon junction complexEukaryotic initiation factor 4A-IIIHomo sapiens (human)
neuronal cell bodyEukaryotic initiation factor 4A-IIIHomo sapiens (human)
postsynapseEukaryotic initiation factor 4A-IIIHomo sapiens (human)
glutamatergic synapseEukaryotic initiation factor 4A-IIIHomo sapiens (human)
U2-type catalytic step 1 spliceosomeEukaryotic initiation factor 4A-IIIHomo sapiens (human)
catalytic step 2 spliceosomeEukaryotic initiation factor 4A-IIIHomo sapiens (human)
nucleolusEukaryotic initiation factor 4A-IIIHomo sapiens (human)
nucleusEukaryotic initiation factor 4A-IHomo sapiens (human)
cytoplasmEukaryotic initiation factor 4A-IHomo sapiens (human)
cytosolEukaryotic initiation factor 4A-IHomo sapiens (human)
membraneEukaryotic initiation factor 4A-IHomo sapiens (human)
eukaryotic translation initiation factor 4F complexEukaryotic initiation factor 4A-IHomo sapiens (human)
extracellular exosomeEukaryotic initiation factor 4A-IHomo sapiens (human)
cytosolEukaryotic initiation factor 4A-IMus musculus (house mouse)
cytosolEukaryotic initiation factor 4A-IIHomo sapiens (human)
eukaryotic translation initiation factor 4F complexEukaryotic initiation factor 4A-IIHomo sapiens (human)
perinuclear region of cytoplasmEukaryotic initiation factor 4A-IIHomo sapiens (human)
eukaryotic 43S preinitiation complexATP-dependent RNA helicase DHX29Homo sapiens (human)
cytosolic small ribosomal subunitATP-dependent RNA helicase DHX29Homo sapiens (human)
intracellular anatomical structureATP-dependent RNA helicase DHX29Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (51)

Assay IDTitleYearJournalArticle
AID503193Inhibition of eIF4A-mediated cap-dependent protein synthesis in Swiss mouse Krebs2 extract transfected with FF-HCV-Ren mRNA in presence of recombinant eIF4AIf by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503189Inhibition of CrPV IRES-mediated translation in Swiss mouse Krebs2 extract transfected with bicistronic mRNA by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1656113Inhibition of eIF4A1 in human MDA-MB-231 cells assessed as inhibition of cellular-translation incubated for 4 hrs by specific tandem sequence motif repeat AGAGAG in 5'- UTR containing luciferase reporter gene assay2020Journal of medicinal chemistry, 06-11, Volume: 63, Issue:11
Design of Development Candidate eFT226, a First in Class Inhibitor of Eukaryotic Initiation Factor 4A RNA Helicase.
AID503199Inhibition of eIF4A binding to 32p cap-labeled mRNA at 50 uM2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503180Inhibition of eIF4A interaction with mRNA cap structure in presence of 0.6 mM m7 GDP at 50 uM by chemical cross-linking assay2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1439867Binding affinity to full length recombinant human N-terminal His6/SUMO-tagged eIF4A3 expressed in Escherichia coli BL21(DE3) assessed as association rate constant administered for 60 to 120 secs by surface plasmon resonance biosensing assay2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
AID1656114Inhibition of eIF4A1 in human MDA-MB-231 cells assessed as inhibition of cellular-translation incubated for 4 hrs by specific tandem sequence motif repeat GGCGGC in 5'- UTR containing luciferase reporter gene assay2020Journal of medicinal chemistry, 06-11, Volume: 63, Issue:11
Design of Development Candidate eFT226, a First in Class Inhibitor of Eukaryotic Initiation Factor 4A RNA Helicase.
AID1439859Inhibition of full length recombinant human N-terminal FLAG-His-tagged DHX29 RNA dependent ATPase activity expressed in baculovirus infected Sf9 insect cells using single stranded poly(U) RNA as substrate after 30 mins by ADP-Glo luminescence assay2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
AID503200Inhibition of PTV-1 IRES-mediated translation in Swiss mouse Krebs2 extract transfected with bicistronic mRNA by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503173Inhibition of 80S ribosome complex formation in rabbit reticulocyte lysate in presence of 600 uM cyclohexamide assessed as increase in unbound mRNA at 50 uM2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503171Inhibition of RNA synthesis in human HeLa cells assessed as [3H] Uridine incorporation at 1 uM by scintillation counting2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503182Inhibition of eIF4E interaction with mRNA cap structure in presence of 0.6 mM m7 GDP at 50 uM by chemical cross-linking assay2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503185Inhibition of DED1-mediated helicase activity by helicase assay2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503177Inhibition of eIF4A-mediated cap-dependent protein synthesis in rabbit reticulocyte lysate transfected with FF-HCV-Ren mRNA by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1439856Inhibition of eIF4G-induced full length recombinant human N-terminal His6/SUMO-tagged eIF4A1 RNA dependent ATPase activity expressed in Escherichia coli BL21(DE3) using single stranded poly(U) RNA as substrate after 40 mins by ADP-Glo luminescence assay2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
AID503174Inhibition of 48S ribosome complex formation in wheat germ extract in presence of 1 mM GMP-PNP assessed as increase in unbound mRNA at 50 uM2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503194Inhibition of eIF4A activity assessed as processing of adenovirus major late pre-mRNA at 50 uM by in vitro splicing assay2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503195Disruption of polyribosmes in human HeLa cells at 1 uM after 20 mins2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1129018Inhibition of translation in rabbit reticulocyte lysates using SP6 RNA polymerase at 10 uM by FF/HCV/Ren reporter gene assay2014Journal of medicinal chemistry, Mar-27, Volume: 57, Issue:6
Synthesis of the antiproliferative agent hippuristanol and its analogues from hydrocortisone via Hg(II)-catalyzed spiroketalization: structure-activity relationship.
AID1656116Inhibition of eIF4A1 in human MDA-MB-231 cells assessed as inhibition of cellular-translation incubated for 4 hrs by specific tandem sequence motif repeat CAACAA in 5'- UTR containing luciferase reporter gene assay2020Journal of medicinal chemistry, 06-11, Volume: 63, Issue:11
Design of Development Candidate eFT226, a First in Class Inhibitor of Eukaryotic Initiation Factor 4A RNA Helicase.
AID503201Induction of eIF4A to [alpha-32P]ATP cross linking relative to control2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503175Inhibition of eIF4A-mediated cap-dependent protein synthesis in FF-HCV-Ren mRNA transfected Swiss mouse Krebs2 cell extract by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503186Inhibition of eIF4A-mediated cap-dependent translation in Swiss mouse Krebs2 extract transfected with bicistronic mRNA by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503172Inhibition of protein synthesis in human HeLa cells at 1 uM after 60 mins by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1656115Inhibition of eIF4A1 in human MDA-MB-231 cells assessed as inhibition of cellular-translation incubated for 4 hrs by specific tandem sequence motif repeat CCGCCG in 5'- UTR containing luciferase reporter gene assay2020Journal of medicinal chemistry, 06-11, Volume: 63, Issue:11
Design of Development Candidate eFT226, a First in Class Inhibitor of Eukaryotic Initiation Factor 4A RNA Helicase.
AID1462005Inhibition of eIF4A (unknown origin) expressed in Escherichia coli BL21(DE3) at 100 uM preincubated for 10 mins followed by ATP and fluorescently-labeled RNA addition measured after 10 mins by real-time fluorescence assay2017Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17
ATP-competitive, marine derived natural products that target the DEAD box helicase, eIF4A.
AID1439857Inhibition of MLN51-induced full length recombinant human N-terminal His6/SUMO-tagged eIF4A3 RNA dependent ATPase activity expressed in Escherichia coli BL21(DE3) using 60 ug/ml single stranded poly(U) RNA as substrate after 30 mins by ADP-Glo luminescenc2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
AID503192Inhibition of viral protein synthesis in poliovirus infected human HeLa cells assessed as eIF4G2 at 80 nM by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1439858Inhibition of eIF4G-induced eIF4A2 (unknown origin) RNA dependent ATPase activity expressed in Escherichia coli BL21(DE3) using single stranded poly(U) RNA as substrate after 40 mins by ADP-Glo luminescence assay2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
AID503179Inhibition of eIF4A-mediated cap-dependent protein synthesis in Escherichia coli S30 extract transfected with FF-HCV-Ren mRNA at 50 uM by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503176Inhibition of HCV IRES-mediated protein synthesis in FF-HCV-Ren mRNA transfected Swiss mouse Krebs2 cell extract at 50 uM by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503178Inhibition of eIF4A-mediated cap-dependent protein synthesis in wheat germ extract transfected with FF-HCV-Ren mRNA by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503168Inhibition of protein synthesis in human HeLa cells after 50 mins by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503198Inhibition of eIF4E RNA binding activity in presence of 0.6 mM m7GDP at 50 uM2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503191Growth inhibition of human HeLa cells at 80 nM after 24 hrs2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503188Inhibition of EMCV IRES-mediated translation in Swiss mouse Krebs2 extract transfected with bicistronic mRNA by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID478926Antiproliferative activity against human HeLa cells by [3H]thymidine incorporation2010Bioorganic & medicinal chemistry letters, May-15, Volume: 20, Issue:10
Structural and stereochemical requirements of the spiroketal group of hippuristanol for antiproliferative activity.
AID503184Inhibition of eIF4A-mediated helicase activity by helicase assay2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503170Inhibition of DNA synthesis in human HeLa cells assessed as [3H] thymidine incorporation at 1 uM by scintillation counting2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503187Inhibition of polio virus IRES-mediated translation in Swiss mouse Krebs2 extract transfected with bicistronic mRNA by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503181Inhibition of eIF4B interaction with mRNA cap structure in presence of 0.6 mM m7GDP at 50 uM by chemical cross-linking assay2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1439869Binding affinity to full length recombinant human N-terminal His6/SUMO-tagged eIF4A3 expressed in Escherichia coli BL21(DE3) assessed as dissociation half-life administered for 60 to 120 secs by surface plasmon resonance biosensing assay2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
AID503196Inhibition of eIF4A RNA binding activity in presence of 0.6 mM m7GDP at 50 uM2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1481958Binding affinity to full-length human recombinant His6-tagged eIF4A3 expressed in Escherichia coli BL21(DE3) by surface plasmon resonance assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Discovery of Novel 1,4-Diacylpiperazines as Selective and Cell-Active eIF4A3 Inhibitors.
AID1439860Inhibition of full length recombinant human N-terminal His-tagged BRR2 RNA dependent ATPase activity expressed in baculovirus infected Sf9 insect cells using single stranded poly(U) RNA as substrate after 30 mins by ADP-Glo luminescence assay2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
AID503169Inhibition of protein synthesis in human HeLa cells at 1 uM by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503183Inhibition of eIF4A RNA-dependent ATPase activity assessed as rate of ATP hydrolysis2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1439865Binding affinity to full length recombinant human N-terminal His6/SUMO-tagged eIF4A3 expressed in Escherichia coli BL21(DE3) administered for 60 to 120 secs by surface plasmon resonance biosensing assay2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
AID503190Inhibition of viral protein synthesis in poliovirus infected human HeLa cells at 80 nM after 2 hrs by [35S]methionine metabolic labeling study2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID503197Inhibition of eIF4B RNA binding activity in presence of 0.6 mM m7GDP at 50 uM2006Nature chemical biology, Apr, Volume: 2, Issue:4
Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A.
AID1439868Binding affinity to full length recombinant human N-terminal His6/SUMO-tagged eIF4A3 expressed in Escherichia coli BL21(DE3) assessed as dissociation rate constant administered for 60 to 120 secs by surface plasmon resonance biosensing assay2017Bioorganic & medicinal chemistry, 04-01, Volume: 25, Issue:7
Discovery of selective ATP-competitive eIF4A3 inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (41)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's9 (21.95)29.6817
2010's26 (63.41)24.3611
2020's6 (14.63)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.92

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 Index28.92 (24.57)
Research Supply Index3.74 (2.92)
Research Growth Index4.81 (4.65)
Search Engine Demand Index32.40 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.92)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (7.32%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other38 (92.68%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]