Page last updated: 2024-11-12

benzovesamicol

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

Description

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

Cross-References

ID SourceID
PubMed CID15925918
CHEMBL ID87379
MeSH IDM0487882

Synonyms (6)

Synonym
benzovesamicol
CHEMBL87379 ,
(2r,3r)-3-(4-phenyl-piperidin-1-yl)-1,2,3,4-tetrahydro-naphthalen-2-ol
bdbm50039613
trans-3-(4-phenylpiperidin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-ol
(2r,3r)-3-(4-phenylpiperidin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-ol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Delta-type opioid receptorMus musculus (house mouse)Ki0.00010.00000.53939.4000AID476627
Vesicular acetylcholine transporterTetronarce californica (Pacific electric ray)Ki0.00010.00010.00060.0020AID1233649; AID216228; AID476627
Vesicular acetylcholine transporterHomo sapiens (human)Ki0.00010.00010.00460.0152AID216232; AID346599; AID671085
Vesicular acetylcholine transporterRattus norvegicus (Norway rat)Ki0.00130.00130.56224.5230AID1233648
Sigma non-opioid intracellular receptor 1Rattus norvegicus (Norway rat)Ki0.02610.00030.26715.0700AID1233650
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (8)

Processvia Protein(s)Taxonomy
neurotransmitter transportVesicular acetylcholine transporterHomo sapiens (human)
positive regulation of acetylcholine secretion, neurotransmissionVesicular acetylcholine transporterHomo sapiens (human)
serotonin uptakeVesicular acetylcholine transporterHomo sapiens (human)
acetylcholine uptakeVesicular acetylcholine transporterHomo sapiens (human)
positive regulation of long-term synaptic potentiationVesicular acetylcholine transporterHomo sapiens (human)
proton transmembrane transportVesicular acetylcholine transporterHomo sapiens (human)
positive regulation of neuromuscular junction developmentVesicular acetylcholine transporterHomo sapiens (human)
chemical synaptic transmissionVesicular acetylcholine transporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
acetylcholine transmembrane transporter activityVesicular acetylcholine transporterHomo sapiens (human)
acetylcholine:proton antiporter activityVesicular acetylcholine transporterHomo sapiens (human)
protein bindingVesicular acetylcholine transporterHomo sapiens (human)
monoamine:proton antiporter activityVesicular acetylcholine transporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (7)

Processvia Protein(s)Taxonomy
plasma membraneVesicular acetylcholine transporterHomo sapiens (human)
clathrin-coated endocytic vesicle membraneVesicular acetylcholine transporterHomo sapiens (human)
synaptic vesicle membraneVesicular acetylcholine transporterHomo sapiens (human)
clathrin-sculpted acetylcholine transport vesicle membraneVesicular acetylcholine transporterHomo sapiens (human)
AP-1 adaptor complexVesicular acetylcholine transporterHomo sapiens (human)
AP-2 adaptor complexVesicular acetylcholine transporterHomo sapiens (human)
terminal boutonVesicular acetylcholine transporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID216228In vitro binding affinity to vesamicol receptor using [3H]vesamicol.1994Journal of medicinal chemistry, Aug-05, Volume: 37, Issue:16
Spirovesamicols: conformationally restricted analogs of 2-(4-phenylpiperidino)cyclohexanol (vesamicol, AH5183) as potential modulators of presynaptic cholinergic function.
AID331149Displacement of [3H]vesamicol from VAChT receptor in torpedo electrical organ synaptic vesicle2008Journal of medicinal chemistry, Apr-10, Volume: 51, Issue:7
First CoMFA characterization of vesamicol analogs as ligands for the vesicular acetylcholine transporter.
AID346600Displacement of [3H](+)-pentazocine from sigma1 receptor in guinea pig brain membrane by liquid scintillation counting2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
Synthesis and in vitro and in vivo evaluation of 18F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter.
AID346601Displacement of [3H]DTG from sigma2 receptor in rat liver membrane2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
Synthesis and in vitro and in vivo evaluation of 18F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter.
AID1233650Displacement of (-)-[3H]pentazocine from sigma1 receptor in Sprague-Dawley rat cortical membranes incubated for 2 hrs by liquid scintillation counting based competitive radioligand binding assay2015European journal of medicinal chemistry, Jul-15, Volume: 100New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.
AID346818Selectivity ratio of Ki for human vesicular acetylcholine transporter to Ki for sigma2 receptor in rat liver membrane2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
Synthesis and in vitro and in vivo evaluation of 18F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter.
AID671086Binding affinity to sigma1 receptor2012Bioorganic & medicinal chemistry, Jul-15, Volume: 20, Issue:14
Synthesis and evaluation of in vitro bioactivity for vesicular acetylcholine transporter inhibitors containing two carbonyl groups.
AID1233651Displacement of [3H]DTG from sigma2 receptor in Sprague-Dawley rat liver membranes incubated for 2 hrs in presence of dextrallorphan by liquid scintillation counting based competitive radioligand binding assay2015European journal of medicinal chemistry, Jul-15, Volume: 100New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.
AID1233652Selectivity index, ratio of Ki for sigma1 receptor in Sprague-Dawley rat cortical membranes to Ki for rat VAChT expressed in PC12 cell membranes2015European journal of medicinal chemistry, Jul-15, Volume: 100New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.
AID671085Binding affinity to VAChT2012Bioorganic & medicinal chemistry, Jul-15, Volume: 20, Issue:14
Synthesis and evaluation of in vitro bioactivity for vesicular acetylcholine transporter inhibitors containing two carbonyl groups.
AID216232Binding to vesicular acetylcholine transporter of torpedo synaptic vesicles1997Journal of medicinal chemistry, Nov-21, Volume: 40, Issue:24
N-hydroxyalkyl derivatives of 3 beta-phenyltropane and 1-methylspiro[1H-indoline-3,4'-piperidine]: vesamicol analogues with affinity for monoamine transporters.
AID1233648Displacement of (-)-[3H]vesamicol from rat VAChT expressed in PC12 cell membranes incubated for 2 hrs by liquid scintillation counting based competitive radioligand binding assay2015European journal of medicinal chemistry, Jul-15, Volume: 100New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.
AID346817Selectivity ratio of Ki for human vesicular acetylcholine transporter to Ki for sigma1 receptor in guinea pig brain membrane2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
Synthesis and in vitro and in vivo evaluation of 18F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter.
AID1233653Selectivity index, ratio of Ki for sigma2 receptor in Sprague-Dawley rat liver membranes to Ki for rat VAChT expressed in PC12 cell membranes2015European journal of medicinal chemistry, Jul-15, Volume: 100New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.
AID1233647Displacement of (-)-[3H]vesamicol from VAChT in Sprague-Dawley rat brain membranes incubated for 2 hrs by liquid scintillation counting based competitive radioligand binding assay2015European journal of medicinal chemistry, Jul-15, Volume: 100New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.
AID671087Binding affinity to sigma2 receptor2012Bioorganic & medicinal chemistry, Jul-15, Volume: 20, Issue:14
Synthesis and evaluation of in vitro bioactivity for vesicular acetylcholine transporter inhibitors containing two carbonyl groups.
AID1233649Displacement of (-)-[3H]vesamicol from VAChT in Torpedo californica electric organ synaptic vesicles2015European journal of medicinal chemistry, Jul-15, Volume: 100New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter - A critical examination of the lead structure.
AID476627Displacement of [3H]vesamicol from VAChT in Torpedo californica cholinergic synaptic vesicles2010Journal of medicinal chemistry, Apr-08, Volume: 53, Issue:7
Synthesis and in vitro biological evaluation of carbonyl group-containing inhibitors of vesicular acetylcholine transporter.
AID346599Displacement of [3H]vesamicol from human vesicular acetylcholine transporter expressed in rat PC12 cells by liquid scintillation spectrometry2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
Synthesis and in vitro and in vivo evaluation of 18F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (16.67)18.2507
2000's4 (33.33)29.6817
2010's5 (41.67)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.22

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 Index12.22 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.79 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.22)

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%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]