Pralidoxime (CED0007536)

Record Information

Version

1.0

Creation Date

2016-05-25 18:22:36 UTC

Update Date

2026-08-24 08:36:22 UTC

SynCED ID

CED0007536

Secondary Accession Numbers

CHEM022170

Identification

Common Name

Pralidoxime

Class

Small Molecule

Description

Pralidoxime is an organic compound with the formula C7H9N2O and an average molecular weight of 137.16 g/mol. Pralidoxime belongs to the methylpyridines, a subclass of pyridines and derivatives within the organic compounds. It is classified within the superclass of organoheterocyclic compounds. The compound is found in or released from healthcare, pharmaceuticals, and veterinary products, specifically unclassified therapeutic products. Recorded exposure routes for this substance include intravenous, subcutaneous, and intramuscular administration. Pralidoxime acts on two recorded protein targets, serving as an activator of acetylcholinesterase (ACHE) and cholinesterase (BCHE).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Pralidoximum	ChEBI
Pralidoxime chloride	HMDB

Chemical Formula

C₇H₉N₂O

Average Molecular Mass

137.159 g/mol

Monoisotopic Mass

137.071 g/mol

CAS Registry Number

6735-59-7

IUPAC Name

2-[(1E)-(hydroxyimino)methyl]-1-methylpyridin-1-ium

Traditional Name

pralidoximum

SMILES

C[N+]1=C(\C=N\O)C=CC=C1

InChI Identifier

InChI=1S/C7H8N2O/c1-9-5-3-2-4-7(9)6-8-10/h2-6H,1H3/p+1

InChI Key

JBKPUQTUERUYQE-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-methylpyridinium compounds. These are methylpyridines that carry a methyl group at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Methylpyridines

Direct Parent

N-methylpyridinium compounds

Alternative Parents

Substituents

N-methylpyridinium
Pyridinium
Heteroaromatic compound
Aldoxime
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridinium ion (CHEBI:8354 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	-3	ALOGPS
logP	-3.3	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	5.78	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.47 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	40.33 m³·mol⁻¹	ChemAxon
Polarizability	14.44 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-000i-3900000000-fed95af6893d175a5ee5	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0900000000-20fdfd5334ead907481e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kr-1900000000-28213070bfa027f76396	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kf-9600000000-e526d65f27b45380a401	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9100000000-5b6d1f4a0b4b4f3b44d8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014l-9000000000-dcac00013d3eaf2dd6d9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00ko-4900000000-030938e55f082376a8fc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kf-9200000000-7ee2419716b3f943ce85	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0900000000-1fe13bf7e67cc57b36ec	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1900000000-261bb67d8a3b585f3d81	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9400000000-28e10229dfe4c0908bd0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0900000000-07f797a1ec1bdb7b8c8e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-3900000000-476a09d3ca8cc71f5ff0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9000000000-db4d06eaed81884e2d56	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
213.0 Log mg/kg [120:380]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000409	Unclassified therapeutic products?Unclassified therapeutic products encompass a range of substances used in medical and veterinary contexts that have not undergone formal classification processes.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs000602	Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.	Agriculture & land management	PubChem
CEDs000603	Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000678	Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.	Agriculture & land management	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem

Pathways

1 pathwayPathway Source: PathBank

Pralidoxime Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.225 Low confidence Statistical Significance 0.6027 Supporting Reference Compounds 315 E-value 4692.21
Click to view 3D structure	Tyrosinase	O42713	Agaricus bisporus	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.225 Low confidence Statistical Significance 0.0372 Supporting Reference Compounds 39 E-value 289.91
Click to view 3D structure	DNA damage-inducible transcript 3 protein	P35639	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.235 Low confidence Statistical Significance 0.5945 Supporting Reference Compounds 226 E-value 4627.98
Click to view 3D structure	X-box-binding protein 1	P17861	Humans	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.235 Low confidence Statistical Significance 0.5955 Supporting Reference Compounds 227 E-value 4636.31
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.229 Low confidence Statistical Significance 0.4534 Supporting Reference Compounds 193 E-value 3529.92
Click to view 3D structure	Transcription factor EB	P19484	Humans	Predicted (SEA)	Prediction Confidence Score 0.19 Applicability Domain 0.19 Low confidence Statistical Significance 0.0388 Supporting Reference Compounds 1 E-value 302.211
Click to view 3D structure	DNA ligase 4	P49917	Humans	Predicted (SEA)	Prediction Confidence Score 0.188 Applicability Domain 0.188 Low confidence Statistical Significance 0.0027 Supporting Reference Compounds 1 E-value 21.2528
Click to view 3D structure	Synaptojanin-1	O43426	Humans	Predicted (SEA)	Prediction Confidence Score 0.186 Applicability Domain 0.186 Low confidence Statistical Significance 0.0017 Supporting Reference Compounds 1 E-value 13.5458
Click to view 3D structure	Fibroblast growth factor 23	Q9GZV9	Humans	Predicted (SEA)	Prediction Confidence Score 0.256 Applicability Domain 0.256 Low confidence Statistical Significance 1.40e-04 Supporting Reference Compounds 1 E-value 1.08989
Click to view 3D structure	Aldehyde dehydrogenase 1A1	P51647	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.226 Applicability Domain 0.226 Low confidence Statistical Significance 5.60e-04 Supporting Reference Compounds 1 E-value 4.35956
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.225 Applicability Domain 0.238 Low confidence Statistical Significance 0.251 Supporting Reference Compounds 332 E-value 1954.4
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.238 Low confidence Statistical Significance 0.3603 Supporting Reference Compounds 472 E-value 2804.67
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.22 Applicability Domain 0.238 Low confidence Statistical Significance 0.322 Supporting Reference Compounds 407 E-value 2506.43
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.22 Applicability Domain 0.238 Low confidence Statistical Significance 0.3156 Supporting Reference Compounds 372 E-value 2456.84
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Predicted (SEA)	Prediction Confidence Score 0.215 Applicability Domain 0.273 Low confidence Statistical Significance 0.4583 Supporting Reference Compounds 406 E-value 3567.91
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	Prediction Confidence Score 0.204 Applicability Domain 0.238 Low confidence Statistical Significance 0.3258 Supporting Reference Compounds 174 E-value 2536.17
Click to view 3D structure	Acetylcholinesterase	O42275	Electrophorus electricus	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.273 Low confidence Statistical Significance 0.4333 Supporting Reference Compounds 206 E-value 3373.05
Click to view 3D structure	Glucose-6-phosphatase catalytic subunit 1	P35575	Humans	Predicted (SEA)	Prediction Confidence Score 0.2 Applicability Domain 0.2 Low confidence Statistical Significance 0.0041 Supporting Reference Compounds 1 E-value 31.6846
Click to view 3D structure	Lignostilbene alpha, beta-dioxygenase	O87171	Sphingomonas paucimobilis	Predicted (SEA)	Prediction Confidence Score 0.2 Applicability Domain 0.2 Low confidence Statistical Significance 0.006 Supporting Reference Compounds 1 E-value 46.6317
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	Prediction Confidence Score 0.2 Applicability Domain 0.235 Low confidence Statistical Significance 0.6099 Supporting Reference Compounds 425 E-value 4748.41
Click to view 3D structure	Cruzipain	P25779	Trypanosoma cruzi	Predicted (SEA)	Prediction Confidence Score 0.197 Applicability Domain 0.288 Low confidence Statistical Significance 0.2358 Supporting Reference Compounds 65 E-value 1835.92
Click to view 3D structure	Cholinesterase	P06276	Humans	Predicted (SEA)	Prediction Confidence Score 0.195 Applicability Domain 0.229 Low confidence Statistical Significance 0.5543 Supporting Reference Compounds 234 E-value 4315.34
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	Prediction Confidence Score 0.195 Applicability Domain 0.214 Low confidence Statistical Significance 0.4551 Supporting Reference Compounds 104 E-value 3542.84
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	Q6RI86	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.214 Low confidence Statistical Significance 0.1645 Supporting Reference Compounds 56 E-value 1280.31
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.225 Low confidence Statistical Significance 0.5264 Supporting Reference Compounds 241 E-value 4098.06