Compounds > isonitrosoacetone
Page last updated: 2024-12-11

isonitrosoacetone

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

Description

2-oxopropanal-1-oxime: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6399095
CHEMBL ID17940
MeSH IDM0569717

Synonyms (49)

Synonym
monoizonitrozoacetone
nsc 53172
brn 0635802
acetone, 3-hydroxyimino-
einecs 206-184-0
1,2-propanedione, 1-oxime
2-oxopropionaldehyde 1-oxime
pyruvaldehydoxim [czech]
2-oxopropanal-1-oxime
3-hydroxyiminoacetone
propanone 1-oxime
pyruvaldoxime
pyruvaldehyde, 1-oxime
methylglyoxal aldoxime
2-propanone, 1-(hydroxyimino)-
monoisonitrosoacetone
anti-pyruvic aldehyde 1-oxime, 98%
2-oxo-propionaldehyde oxime
CHEMBL17940
bdbm50024958
3-01-00-03092 (beilstein handbook reference)
pyruvaldehydoxim
2-oxopropanaloxime
(1e)-1-hydroxyiminopropan-2-one
A820467
(1e)-2-oxopropanal oxime
anti-pyruvic aldehyde 1-oxime
17280-41-0
propanal, 2-oxo-, 1-oxime, (1e)-
AM806560
isonitrosoacetone [mi]
u32v8clt4w ,
pyruvaldehyde, aldoxime
pyruvaldehyde, 1-oxime, (e)-
unii-u32v8clt4w
mina cpd
AKOS015902385
Q-200644
propanal, 2-oxo-, 1-oxime, (1z)-
DTXSID0073162
mfcd00002123
isonitroacetone
isonitrosoaceton
CS-0047592
monoisonitroso acetone
A907285
(z)-2-oxopropanaloxime
1-(hydroxyimino)propan-2-one
EN300-77238
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseHomo sapiens (human)Kd127.70000.00801.77505.3000AID1162636
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID650705Dissociation constant, pKa of the compound2011Journal of medicinal chemistry, May-12, Volume: 54, Issue:9
Amidine-oximes: reactivators for organophosphate exposure.
AID1131007Reduction of diisopropyl fluorophosphate-induced hypothermia in rat at 150 mg/kg, ip administered 1 hr after diisopropyl fluorophosphate-challenge measured after 3 to 4 hrs relative to control1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Antidotes or organophosphate poisoning. 2. Thiadiazole-5-carboxaldoximes.
AID233922Dose producing no observable symptom, sign free dose was evaluated1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID1162635Octanol-phosphate buffer lipophilicity, log P of the compound at pH 7.6 after 24 hrs by shake flask method2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID1130101Reactivation of cyclosarin-inhibited human AChE using acetylthiocholine as substrate at 20 uM after 4 hrs by robotic spectrophotometric assay2014Bioorganic & medicinal chemistry letters, Apr-01, Volume: 24, Issue:7
Design, synthesis, and characterization of novel, nonquaternary reactivators of GF-inhibited human acetylcholinesterase.
AID11309471-Octanol-sodium phosphate buffer partition coefficient, log P of the compound at pH 7.4 at 25 degC by spectrophotometric analysis1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Antidotes or organophosphate poisoning. 2. Thiadiazole-5-carboxaldoximes.
AID1162633Dissociation constant, pKa of the compound by Albert and Sergeant/UV-visible spectrophotometry method2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID1130948Reactivation of sarin-inhibited bovine erythrocyte AChE assessed as restored enzyme activity at 1 mM at pH 7.5 after 2 hrs relative to control1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Antidotes or organophosphate poisoning. 2. Thiadiazole-5-carboxaldoximes.
AID1130953Dissociation constant, pKa of the compound1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Antidotes or organophosphate poisoning. 2. Thiadiazole-5-carboxaldoximes.
AID26067pKa Rate constant at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID1130952Competitive inhibition of bovine erythrocyte AChE using acetylcholine as substrate at 80 uM at pH 7.5 relative to control1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Antidotes or organophosphate poisoning. 2. Thiadiazole-5-carboxaldoximes.
AID17245k2, The intrinsic biomolecular reactivation rate constant on paraxon at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID17668Keff is the effective biomolecular rate constant on VX for reactivation at pH 7.8 at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID1130950Reactivation of sarin-inhibited bovine erythrocyte AChE assessed as restored enzyme activity at 1 mM at pH 7.5 after 24 hrs relative to control1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Antidotes or organophosphate poisoning. 2. Thiadiazole-5-carboxaldoximes.
AID1162637Maximum reactivation of paraoxon-inhibited AChE (unknown origin)2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID17066Second-order rate constant for attack on PNPA at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID17246k2, The intrinsic biomolecular reactivation rate constant on sarin at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID650734Neuroprotective activity against Sp-GB-Am-induced AChE inhibition in Swiss Webster mouse assessed as survival at 12.6 mg/kg, ip administered 5 mins post Sp-GB-Am-induction measured after 24 hrs2011Journal of medicinal chemistry, May-12, Volume: 54, Issue:9
Amidine-oximes: reactivators for organophosphate exposure.
AID23092pKb Rate constant at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID1130102Inhibition of human AChE using acetylthiocholine as substrate after 4 hrs by robotic spectrophotometric assay2014Bioorganic & medicinal chemistry letters, Apr-01, Volume: 24, Issue:7
Design, synthesis, and characterization of novel, nonquaternary reactivators of GF-inhibited human acetylcholinesterase.
AID17238K2, The intrinsic biomolecular reactivation rate constant on VX at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID1162636Binding affinity to paraoxon-inhibited AChE (unknown origin)2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID24400Partition coefficient for 0.1M, pH 7.8 phosphate buffer1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID184635LD50 expresses the acute toxicity measured after 24 hr in rats1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID17670Keff is the effective biomolecular rate constant on sarin for reactivation at pH 7.8 at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID17669Keff is the effective biomolecular rate constant on paraxon for reactivation at pH 7.8 at 25 degree Centigrade1988Journal of medicinal chemistry, Apr, Volume: 31, Issue:4
Sulfur derivatives of 2-oxopropanal oxime as reactivators of organophosphate-inhibited acetylcholinesterase in vitro: synthesis and structure-reactivity relationships.
AID1130949Reactivation of sarin-inhibited bovine erythrocyte AChE assessed as restored enzyme activity at 1 mM at pH 7.5 after 6 hrs relative to control1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Antidotes or organophosphate poisoning. 2. Thiadiazole-5-carboxaldoximes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (40.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's3 (60.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
duodote
duodote: consists of atropine and pralidoxime chloride; for treating those exposed to organophosphorus-containing nerve agents		2.0610pyridinium ionantidote to organophosphate poisoning;
antidote to sarin poisoning;
cholinergic drug;
cholinesterase reactivator
paraoxon
[no description available]		1.9710aryl dialkyl phosphate;
organophosphate insecticide		EC 3.1.1.7 (acetylcholinesterase) inhibitor;
mouse metabolite
diacetylmonoxime
diacetylmonoxime: used diagnostically for determining urea in blood; structure; myosin ATPase antagonist. diacetylmonoxime : A ketoxime obtained via formal condensation of butane-2,3-dione with hydroxylamine. It is a reversible myosin ATPase inhibitor.		2.110
atropine sulfate
[no description available]		1.9510
pralidoxime
pralidoxime: RN given refers to parent cpd; chloride was minor descriptor (75-80); on-line & Index Medicus search PRALIDOXIME COMPOUNDS (66-80). pralidoxime : A pyridinium ion that is 1-methylpyridinium substituted by a (hydroxyimino)methyl group at position 2.		1.9710pyridinium ionantidote to organophosphate poisoning;
antidote to sarin poisoning;
cholinergic drug;
cholinesterase reactivator
asoxime chloride
[no description available]		2.0610
pralidoxime chloride
[no description available]		1.9710organic chloride salt;
pyridinium salt		cholinergic drug;
cholinesterase reactivator
trimedoxime bromide
Trimedoxime: Cholinesterase reactivator used as an antidote in alkyl phosphate poisoning.		2.110
obidoxime chloride
[no description available]		2.3920
ConditionIndicatedRelationship StrengthStudiesTrials
Organophosphorus Poisoning
[description not available]		02.3920
Organophosphate Poisoning
Poisoning due to exposure to ORGANOPHOSPHORUS COMPOUNDS, such as ORGANOPHOSPHATES; ORGANOTHIOPHOSPHATES; and ORGANOTHIOPHOSPHONATES.		02.3920