Page last updated: 2024-11-05

acetylthiocholine

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

Description

Acetylthiocholine is a synthetic compound that acts as a cholinesterase inhibitor. It is structurally similar to acetylcholine, a neurotransmitter involved in nerve signaling. The sulfur atom in acetylthiocholine replaces the oxygen atom in acetylcholine, resulting in a different pharmacological profile. Acetylthiocholine is known to be a substrate for both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). However, it exhibits higher affinity for BuChE than for AChE. Acetylthiocholine has been studied for its potential applications in the treatment of Alzheimer's disease and other neurological disorders. Its ability to inhibit cholinesterases may help to increase acetylcholine levels in the brain, which are often depleted in these conditions. However, it is not currently used clinically. '

Acetylthiocholine: An agent used as a substrate in assays for cholinesterases, especially to discriminate among enzyme types. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID20544
CHEMBL ID1231076
SCHEMBL ID77666
MeSH IDM0000196

Synonyms (37)

Synonym
(2-mercaptoethyl)trimethylammonium iodide acetate
CHEMBL1231076
acetylthiocholine
2-{[(1s)-1-hydroxyethyl]thio}-n,n,n-trimethylethanaminium
inchi=1/c7h16nos/c1-7(9)10-6-5-8(2,3)4/h5-6h2,1-4h3/q+
NCGC00015069-01
lopac-a-5626
PDSP2_000366
PDSP1_000368
LOPAC0_000058
NCGC00162055-01
ethanaminium, 2-(acetylthio)-n,n,n-trimethyl-
2HA5
4468-05-7
A-1710
s-acetylthiocholine
NCGC00015069-03
2-acetylsulfanylethyl(trimethyl)azanium
STL257106
2-(acetylsulfanyl)-n,n,n-trimethylethanaminium
CCG-204153
NCGC00015069-02
unii-4v9vg6mx6e
4v9vg6mx6e ,
AKOS022097766
SCHEMBL77666
bdbm8959
GFFIJCYHQYHUHB-UHFFFAOYSA-N
DTXSID90196269
NCGC00015069-04
AMY27054
Q27458037
2-(acetylthio)-n,n,n-trimethylethanaminium
ammonium, (2-mercaptoethyl)trimethyl-, acetate
(2-acetylsulfanyl-ethyl)-trimethyl-ammonium
acetic acid, thio-, s-ester with (2-mercaptoethyl)trimethyl ammonium
ammonium, (2-mercaptoethyl)trimethyl-, acetate (ester)

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" LD50 of sulpiride to 67% of controls."( [The relevance of anticholinesterase properties to toxicity and neuromuscular effects of sulpiride (author's transl)].
Dross, K, 1977
)
0.26

Dosage Studied

ExcerptRelevanceReference
"Zectran (4-dimethylamino-3,5-xylyl N-methyl-carbamate), a carbamate insecticide (active ingredient [AI] mexacarbate), was aerially applied to two 300 ha plots of coniferous forest at dosage rates of 70 and 140 g AI/ha, respectively."( An interlaboratory comparison of data on brain cholinesterase activity in forest songbirds exposed to aerial application of Zectran.
Busby, DG; Fleming, RA; Holmes, SB, 1992
)
0.28
" A clear dose-response relationship was determined between inhibited ChE in adductor muscle of clams and four OPs (methidathion, chlorpyrifos, diazinon, IBP) which are heavily used OPs in Korea."( Acetylthiocholine (ATC)--cleaving cholinesterase (ChE) activity as a potential biomarker of pesticide exposure in the Manila clam, Ruditapes philippinarum, of Korea.
Choi, JY; Hong, GH; Kim, KT; Ra, K; Shin, KH; Yang, DB; Yu, J, 2011
)
1.81
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (10)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
thioredoxin reductaseRattus norvegicus (Norway rat)Potency12.58930.100020.879379.4328AID588453
regulator of G-protein signaling 4Homo sapiens (human)Potency11.90600.531815.435837.6858AID504845
cytochrome P450 2C19 precursorHomo sapiens (human)Potency0.50120.00255.840031.6228AID899
[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)
Chain A, AcetylcholinesteraseMus musculus (house mouse)Kd46.000022.0000297.2000930.0000AID977611
Chain A, AcetylcholinesteraseMus musculus (house mouse)Kd46.000022.0000297.2000930.0000AID977611
Chain A, AcetylcholinesteraseMus musculus (house mouse)Kd46.000022.0000297.2000930.0000AID977611
Chain A, AcetylcholinesteraseMus musculus (house mouse)Kd46.000022.0000297.2000930.0000AID977611
Chain A, AcetylcholinesteraseMus musculus (house mouse)Kd46.000022.0000297.2000930.0000AID977611
Chain A, AcetylcholinesteraseMus musculus (house mouse)Kd46.000022.0000297.2000930.0000AID977611
Chain A, AcetylcholinesteraseMus musculus (house mouse)Kd46.000022.0000297.2000930.0000AID977611
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347151Optimization of GU AMC qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID588349qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay
AID504836Inducers of the Endoplasmic Reticulum Stress Response (ERSR) in human glioma: Validation2002The Journal of biological chemistry, Apr-19, Volume: 277, Issue:16
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.
AID1347049Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot screen2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1347059CD47-SIRPalpha protein protein interaction - Alpha assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1347058CD47-SIRPalpha protein protein interaction - HTRF assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347405qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS LOPAC collection2020ACS chemical biology, 07-17, Volume: 15, Issue:7
High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1347050Natriuretic polypeptide receptor (hNpr2) antagonism - Pilot subtype selectivity assay2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID588378qHTS for Inhibitors of ATXN expression: Validation
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347410qHTS for inhibitors of adenylyl cyclases using a fission yeast platform: a pilot screen against the NCATS LOPAC library2019Cellular signalling, 08, Volume: 60A fission yeast platform for heterologous expression of mammalian adenylyl cyclases and high throughput screening.
AID1347057CD47-SIRPalpha protein protein interaction - LANCE assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347045Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot counterscreen GloSensor control cell line2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
AID1811Experimentally measured binding affinity data derived from PDB2006The Journal of biological chemistry, Sep-29, Volume: 281, Issue:39
Substrate and product trafficking through the active center gorge of acetylcholinesterase analyzed by crystallography and equilibrium binding.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2006The Journal of biological chemistry, Sep-29, Volume: 281, Issue:39
Substrate and product trafficking through the active center gorge of acetylcholinesterase analyzed by crystallography and equilibrium binding.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (310)

TimeframeStudies, This Drug (%)All Drugs %
pre-199080 (25.81)18.7374
1990's71 (22.90)18.2507
2000's68 (21.94)29.6817
2010's70 (22.58)24.3611
2020's21 (6.77)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 31.28

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 Index31.28 (24.57)
Research Supply Index5.80 (2.92)
Research Growth Index4.54 (4.65)
Search Engine Demand Index41.22 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (31.28)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (0.61%)6.00%
Case Studies1 (0.30%)4.05%
Observational0 (0.00%)0.25%
Other325 (99.09%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]