Mepenzolate (CED0017605)

Record Information

Version

1.0

Creation Date

2016-05-25 18:28:45 UTC

Update Date

2026-08-21 19:25:26 UTC

Accession Number

CHEM022337

Identification

Common Name

Mepenzolate

Class

Small Molecule

Description

Mepenzolate is an organic compound with the formula C21H26NO3 and an average molecular weight of 340.44 g/mol. Mepenzolate belongs to the diphenylmethanes, a subclass of benzene and substituted derivatives within the organic compounds. It is recorded as being found in or released from two sources: electrical and electronic equipment, specifically conductors or conductive bodies characterised by the conductive materials, and healthcare, pharmaceuticals, and veterinary products, specifically drugs for functional gastrointestinal disorders. The recorded exposure route for this compound is oral. At the molecular level, mepenzolate acts on three recorded protein targets. It functions as an antagonist of the muscarinic acetylcholine receptor M1 (CHRM1), the muscarinic acetylcholine receptor M3 (CHRM3), and the muscarinic acetylcholine receptor M5 (CHRM5).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Mepenzolic acid	Generator
1-Methyl-3-piperidyl benzilate methyl bromide	HMDB
Mepenzolate bromide	HMDB
N-Methyl-3-piperidyl benzilate methyl bromide	HMDB
N-Methyl-3-piperidyldiphenylglycolate methobromide	HMDB
Mepenzolic acid, bromine salt	HMDB
Cantil	HMDB
Mepenzolate bromide, (+-)-isomer	HMDB
Aventis behring brand OF mepenzolate bromide	HMDB
N-Methyl-3-piperidylbenzilate methyl bromide	HMDB
Mepenzolate iodide	HMDB
Mepenzolic acid, bromine salt, 1-(methyl-(14)C)-labeled	HMDB

Chemical Formula

C₂₁H₂₆NO₃

Average Molecular Mass

340.436 g/mol

Monoisotopic Mass

340.191 g/mol

CAS Registry Number

25990-43-6

IUPAC Name

3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-1,1-dimethylpiperidin-1-ium

Traditional Name

mepenzolate

SMILES

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

InChI Identifier

InChI=1S/C21H26NO3/c1-22(2)15-9-14-19(16-22)25-20(23)21(24,17-10-5-3-6-11-17)18-12-7-4-8-13-18/h3-8,10-13,19,24H,9,14-16H2,1-2H3/q+1

InChI Key

GKNPSSNBBWDAGH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Piperidine
Quaternary ammonium salt
Tertiary alcohol
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxide
Aromatic alcohol
Amine
Alcohol
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic salt
Hydrocarbon derivative
Carbonyl group
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	0.00063 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-0.97	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	11.05	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.4 m³·mol⁻¹	ChemAxon
Polarizability	37.76 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-053r-4900000000-bba2c7e06054ee5b9889	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0zfr-3090000000-75247afb1f7cc3799743	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03ec-0915000000-279c2f267ec9c60be8e5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-1932000000-3cc3ed2add9a9bcdc345	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01px-9500000000-8076c276b72604a21f0a	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

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
922.0	Log mg/kg	[520:1600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
243	Drugs for functional gastrointestinal disorders	Healthcare, pharmaceuticals & veterinary products	Not Available
511	Conductors Or Conductive Bodies Characterised By The Conductive Materials	Electrical & Electronic Equipment	Not Available
614	Essential Oils Or Perfumes	Personal care & cosmetics	Not Available
630	Toys	Recreation & sports surfaces	Not Available

Pathways

1 pathway

Mepenzolate Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glutathione S-transferase theta-1	Q01579	Rattus norvegicus	Predicted (SEA)	0.233548
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	5.76084
Click to view 3D structure	Muscarinic acetylcholine receptor M1	Q8WMX0	Bos taurus	Predicted (SEA)	0.856341
Click to view 3D structure	Muscarinic acetylcholine receptor M3	Q8VH26	Cavia porcellus	Predicted (SEA)	2.10193
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	22.3427
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	15.6477
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P08482	Rattus norvegicus	Predicted (SEA)	6.92858
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	22.5763
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P08483	Rattus norvegicus	Predicted (SEA)	3.89246
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	34.9543
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	33.1638
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08485	Rattus norvegicus	Predicted (SEA)	12.6116
Click to view 3D structure	Pancreatic alpha-amylase	P00689	Rattus norvegicus	Predicted (SEA)	3.03612
Click to view 3D structure	Muscarinic acetylcholine receptor DM1	P16395	Drosophila melanogaster	Predicted (SEA)	1.24559
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	1774.88
Click to view 3D structure	Muscarinic receptor 4	Q8VH25	Cavia porcellus	Predicted (SEA)	2.64687
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	1238.19
Click to view 3D structure	sn-1-specific diacylglycerol lipase ABHD11	Q8NFV4	Humans	Predicted (SEA)	3.11397
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	828.238
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	1139.56
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	1018.42
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	843.418
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	P36544	Humans	Predicted (SEA)	184.736
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	1373.1
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	2775.79