Page last updated: 2024-11-12

digeranyl bisphosphonate

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

Description

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

Cross-References

ID SourceID
PubMed CID11606263
CHEMBL ID258994
SCHEMBL ID14408741
MeSH IDM0508523

Synonyms (8)

Synonym
gtpl3187
bisphosphonate, 5
[(6e,11e)-2,6,12,16-tetramethyl-9-phosphonoheptadeca-2,6,11,15-tetraen-9-yl]phosphonic acid
bdbm25270
CHEMBL258994
digeranyl bisphosphonate
SCHEMBL14408741
Q27077056

Research Excerpts

Overview

Dieranyl bisphosphonate is a specific geranylgeranyl diphosphate synthase inhibitor.

ExcerptReferenceRelevance
"Digeranyl bisphosphonate is a specific geranylgeranyl diphosphate synthase inhibitor."( Geranylgeranyl diphosphate depletion inhibits breast cancer cell migration.
Dudakovic, A; Hohl, RJ; Tong, H, 2011
)
1.09
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Geranylgeranyl pyrophosphate synthaseHomo sapiens (human)IC50 (µMol)0.55440.00401.02764.5000AID1140419; AID1584443; AID1584450; AID1798541; AID319294; AID326571; AID391371; AID669079
Farnesyl pyrophosphate synthaseHomo sapiens (human)IC50 (µMol)10.00000.00020.71099.3600AID669074; AID739024
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (6)

Processvia Protein(s)Taxonomy
isoprenoid metabolic processGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
geranyl diphosphate biosynthetic processGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
geranylgeranyl diphosphate biosynthetic processGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
farnesyl diphosphate biosynthetic processGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
isoprenoid biosynthetic processGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
cholesterol biosynthetic processFarnesyl pyrophosphate synthaseHomo sapiens (human)
geranyl diphosphate biosynthetic processFarnesyl pyrophosphate synthaseHomo sapiens (human)
farnesyl diphosphate biosynthetic processFarnesyl pyrophosphate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
dimethylallyltranstransferase activityGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
farnesyltranstransferase activityGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
geranyltranstransferase activityGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
protein bindingGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
identical protein bindingGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
metal ion bindingGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
prenyltransferase activityGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
RNA bindingFarnesyl pyrophosphate synthaseHomo sapiens (human)
protein bindingFarnesyl pyrophosphate synthaseHomo sapiens (human)
metal ion bindingFarnesyl pyrophosphate synthaseHomo sapiens (human)
dimethylallyltranstransferase activityFarnesyl pyrophosphate synthaseHomo sapiens (human)
geranyltranstransferase activityFarnesyl pyrophosphate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
nucleoplasmGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
cytoplasmGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
cytosolGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
Z discGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
perinuclear region of cytoplasmGeranylgeranyl pyrophosphate synthaseHomo sapiens (human)
nucleoplasmFarnesyl pyrophosphate synthaseHomo sapiens (human)
cytosolFarnesyl pyrophosphate synthaseHomo sapiens (human)
cytoplasmFarnesyl pyrophosphate synthaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (24)

Assay IDTitleYearJournalArticle
AID319292Growth inhibition of human K562 cells after 24 hrs2008Bioorganic & medicinal chemistry, Apr-01, Volume: 16, Issue:7
Pivaloyloxymethyl-modified isoprenoid bisphosphonates display enhanced inhibition of cellular geranylgeranylation.
AID1140409Inhibition of GGDPS in human RPMI-8226 cells assessed as disruption of Rap1a geranylgeranylation at <10 uM after 48 hrs by western blot analysis2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
Geranyl and neryl triazole bisphosphonates as inhibitors of geranylgeranyl diphosphate synthase.
AID669079Inhibition of human recombinant N-terminal His6 tagged GGPPS expressed in Escherichia coli BL21 using FPP and [14C]IPP as substrate incubated for 10 mins prior to substrate addition by scintillation counting2012Journal of medicinal chemistry, Apr-12, Volume: 55, Issue:7
Design and synthesis of active site inhibitors of the human farnesyl pyrophosphate synthase: apoptosis and inhibition of ERK phosphorylation in multiple myeloma cells.
AID319295Inhibition of Rap1a protein modification in human K562 cells by Western blot relative to lovastatin2008Bioorganic & medicinal chemistry, Apr-01, Volume: 16, Issue:7
Pivaloyloxymethyl-modified isoprenoid bisphosphonates display enhanced inhibition of cellular geranylgeranylation.
AID669076Inhibition of human recombinant N-terminal-His6 tagged FPPS expressed in Escherichia coli BL21 using [3H]IPP and GPP as substrate measured after 20 mins by liquid scintillation counting2012Journal of medicinal chemistry, Apr-12, Volume: 55, Issue:7
Design and synthesis of active site inhibitors of the human farnesyl pyrophosphate synthase: apoptosis and inhibition of ERK phosphorylation in multiple myeloma cells.
AID1140424Inhibition of GGDPS in human RPMI-8226 cells assessed as disruption of monoclonal protein trafficking by measuring accumulation of intracellular lambda light chain at 10 uM after 48 hrs by ELISA2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
Geranyl and neryl triazole bisphosphonates as inhibitors of geranylgeranyl diphosphate synthase.
AID1584449Antiproliferative activity against human RPMI8226 cells after 72 hrs by MTT assay2018Journal of medicinal chemistry, Aug-09, Volume: 61, Issue:15
Unraveling the Prenylation-Cancer Paradox in Multiple Myeloma with Novel Geranylgeranyl Pyrophosphate Synthase (GGPPS) Inhibitors.
AID326571Inhibition of GST-tagged human recombinant GGDPS expressed in BL21 gold bacteria2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
Mono- and dialkyl isoprenoid bisphosphonates as geranylgeranyl diphosphate synthase inhibitors.
AID391371Inhibition of human recombinant geranylgeranyl diphosphate synthase2008Journal of medicinal chemistry, Sep-25, Volume: 51, Issue:18
Inhibition of geranylgeranyl diphosphate synthase by bisphosphonates: a crystallographic and computational investigation.
AID1140419Inhibition of recombinant GGDPS (unknown origin) assessed as decrease in radiolabeld GGPP level using FPP and [14C]IPP as substrate treated with enzyme for 10 mins prior to substrate challenge for 30 mins by liquid scintillation counting analysis2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
Geranyl and neryl triazole bisphosphonates as inhibitors of geranylgeranyl diphosphate synthase.
AID1584450Inhibition of human N-terminal His6-tagged GGPPS Y246D mutant expressed in Escherichia coli BL21(DE3) using [14C]-IPP and FPP as substrates after 10 mins by scintillation counting2018Journal of medicinal chemistry, Aug-09, Volume: 61, Issue:15
Unraveling the Prenylation-Cancer Paradox in Multiple Myeloma with Novel Geranylgeranyl Pyrophosphate Synthase (GGPPS) Inhibitors.
AID319289Inhibition of human recombinant GGDPS expressed in BL21 gold bacteria at 10 uM relative to control2008Bioorganic & medicinal chemistry, Apr-01, Volume: 16, Issue:7
Pivaloyloxymethyl-modified isoprenoid bisphosphonates display enhanced inhibition of cellular geranylgeranylation.
AID326572Inhibition of human GGDPS-mediated Rap1a geranylgeranylation in human K562 cells after 24 hrs by Western blot2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
Mono- and dialkyl isoprenoid bisphosphonates as geranylgeranyl diphosphate synthase inhibitors.
AID319294Inhibition of human recombinant GGDPS expressed in BL21 gold bacteria2008Bioorganic & medicinal chemistry, Apr-01, Volume: 16, Issue:7
Pivaloyloxymethyl-modified isoprenoid bisphosphonates display enhanced inhibition of cellular geranylgeranylation.
AID739024Inhibition of human FPPS2013Bioorganic & medicinal chemistry, Apr-15, Volume: 21, Issue:8
Discovery of thienopyrimidine-based inhibitors of the human farnesyl pyrophosphate synthase--parallel synthesis of analogs via a trimethylsilyl ylidene intermediate.
AID1140406Inhibition of GGDPS in human RPMI-8226 cells assessed as disruption of Rap1a geranylgeranylation at 10 uM after 48 hrs by western blot analysis2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
Geranyl and neryl triazole bisphosphonates as inhibitors of geranylgeranyl diphosphate synthase.
AID1584444Inhibition of human FPPS using [14C]-IPP and FPP as substrates after 10 mins by scintillation counting2018Journal of medicinal chemistry, Aug-09, Volume: 61, Issue:15
Unraveling the Prenylation-Cancer Paradox in Multiple Myeloma with Novel Geranylgeranyl Pyrophosphate Synthase (GGPPS) Inhibitors.
AID669074Inhibition of human recombinant N-terminal-His6 tagged FPPS expressed in Escherichia coli BL21 using [14C]IPP and GPP as substrate incubated for 10 mins prior to substrate addition measured after 10 mins by scintillation counting2012Journal of medicinal chemistry, Apr-12, Volume: 55, Issue:7
Design and synthesis of active site inhibitors of the human farnesyl pyrophosphate synthase: apoptosis and inhibition of ERK phosphorylation in multiple myeloma cells.
AID1584443Inhibition of human N-terminal His6-tagged GGPPS expressed in Escherichia coli BL21(DE3) using [14C]-IPP and FPP as substrates after 10 mins by scintillation counting2018Journal of medicinal chemistry, Aug-09, Volume: 61, Issue:15
Unraveling the Prenylation-Cancer Paradox in Multiple Myeloma with Novel Geranylgeranyl Pyrophosphate Synthase (GGPPS) Inhibitors.
AID1140408Inhibition of FDPS in human RPMI-8226 cells assessed as disruption of Ras farnesylation after 48 hrs by western blot analysis2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
Geranyl and neryl triazole bisphosphonates as inhibitors of geranylgeranyl diphosphate synthase.
AID1140407Inhibition of GGDPS in human RPMI-8226 cells assessed as disruption of Rab6 geranylgeranylation at 10 uM after 48 hrs by western blot analysis2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
Geranyl and neryl triazole bisphosphonates as inhibitors of geranylgeranyl diphosphate synthase.
AID1346874Human geranylgeranyl diphosphate synthase (Lanosterol biosynthesis pathway)2008Journal of medicinal chemistry, Sep-25, Volume: 51, Issue:18
Inhibition of geranylgeranyl diphosphate synthase by bisphosphonates: a crystallographic and computational investigation.
AID1346874Human geranylgeranyl diphosphate synthase (Lanosterol biosynthesis pathway)2007Biochemical and biophysical research communications, Feb-23, Volume: 353, Issue:4
Digeranyl bisphosphonate inhibits geranylgeranyl pyrophosphate synthase.
AID1798541GGPP Synthase Inhibition Assay from Article 10.1021/jm800325y: \\Inhibition of geranylgeranyl diphosphate synthase by bisphosphonates: a crystallographic and computational investigation.\\2008Journal of medicinal chemistry, Sep-25, Volume: 51, Issue:18
Inhibition of geranylgeranyl diphosphate synthase by bisphosphonates: a crystallographic and computational investigation.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (38.46)29.6817
2010's8 (61.54)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.01

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 Index12.01 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.65 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.01)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]