Pipecuronium (CED0014488)

Record Information

Version

1.0

Creation Date

2016-05-25 18:26:53 UTC

Update Date

2026-08-22 11:49:03 UTC

SynCED ID

CED0014488

Secondary Accession Numbers

CHEM022287

Identification

Common Name

Pipecuronium

Class

Small Molecule

Description

Pipecuronium is an organic compound with the chemical formula C35H62N4O4. Pipecuronium belongs to the steroid esters, a subclass of steroids and steroid derivatives within the organic compounds. With an average molecular weight of 602.89 g/mol, Pipecuronium is a heavy molecule. This compound is associated with four recorded sources, including healthcare, pharmaceuticals, and veterinary products where it is used as a muscle relaxant. It is also found in electrically stimulated smoking devices and household cleaning and consumer products, specifically other smoking requisites, cigar, and cigarettes. The recorded route of exposure for this substance is intravenous. At the molecular level, Pipecuronium interacts with three recorded protein targets. It acts as an antagonist of the neuronal acetylcholine receptor subunit alpha-2 (CHRNA2), as well as the muscarinic acetylcholine receptor M2 (CHRM2) and the muscarinic acetylcholine receptor M3 (CHRM3).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Pipecurium	HMDB
Pipecuronium bromide	HMDB
Arduan	HMDB
Dibromide, dihydrate pipecuronium	HMDB
Pipecuronium dibromide, (16 alpha)-isomer	HMDB
Bromide, pipecuronium	HMDB
Pipecuronium dibromide, (3 beta)-isomer	HMDB
Pipecuronium dibromide, dihydrate	HMDB
Bromide, pipecurium	HMDB
Dibromide pipecuronium	HMDB
Pipecuronium dibromide, (17 alpha)-isomer	HMDB
Dihydrate pipecuronium dibromide	HMDB
Pipecurium bromide	HMDB
Pipecuronium, dibromide	HMDB

Chemical Formula

C₃₅H₆₂N₄O₄

Average Molecular Mass

602.891 g/mol

Monoisotopic Mass

602.477 g/mol

CAS Registry Number

68399-58-6

IUPAC Name

4-[(1S,2S,4S,5S,7S,10R,11S,13S,14R,15S)-5,14-bis(acetyloxy)-13-(4,4-dimethylpiperazin-4-ium-1-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-4-yl]-1,1-dimethylpiperazin-1-ium

Traditional Name

pipecuronium

SMILES

[H][C@@]12C[C@@H]([C@H](OC(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](OC(C)=O)[C@H](C[C@]12C)N1CC[N+](C)(C)CC1)N1CC[N+](C)(C)CC1

InChI Identifier

InChI=1S/C35H62N4O4/c1-24(40)42-32-21-26-9-10-27-28(35(26,4)23-31(32)37-15-19-39(7,8)20-16-37)11-12-34(3)29(27)22-30(33(34)43-25(2)41)36-13-17-38(5,6)18-14-36/h26-33H,9-23H2,1-8H3/q+2/t26-,27+,28-,29-,30-,31-,32-,33-,34-,35-/m0/s1

InChI Key

OWWLUIWOFHMHOQ-XGHATYIMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
Androstane-skeleton
N-methylpiperazine
N-alkylpiperazine
1,4-diazinane
Dicarboxylic acid or derivatives
Piperazine
Tetraalkylammonium salt
Quaternary ammonium salt
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Organic salt
Organic cation
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

steroid ester (CHEBI:8230 )

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	9.5e-05 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-5.3	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Basic)	5.31	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.08 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	193.04 m³·mol⁻¹	ChemAxon
Polarizability	72.22 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
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
248.0 Log mg/kg [140:440]	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	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000365	Muscle relaxants?Muscle relaxants are synthetic chemicals primarily used to alleviate muscle spasms and discomfort by acting on the central nervous system or peripheral neuromuscular junctions.	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	Not Available
CEDs000556	Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.	Household cleaning & consumer products	Not Available
CEDs000560	Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.	Household cleaning & consumer products	Not Available
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	Not Available
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	Not Available
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	Not Available
CEDs000617	Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.	Personal care & cosmetics	Not Available
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	Not Available
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	Not Available
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	Not Available
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	Not Available
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	Not Available

Pathways

1 pathwayPathway Source: PathBank

Pipecuronium Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	Prediction Confidence Score 0.304 Applicability Domain 0.313 Statistical Significance 0.0054 Supporting Reference Compounds 54 E-value 41.805
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	Prediction Confidence Score 0.285 Applicability Domain 0.313 Statistical Significance 0.003 Supporting Reference Compounds 33 E-value 23.5883
Click to view 3D structure	Eukaryotic initiation factor 4A-I	P60843	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.276 Applicability Domain 0.318 Statistical Significance 3.00e-05 Supporting Reference Compounds 2 E-value 0.233548
Click to view 3D structure	Aldo-keto reductase family 1 member B10	O60218	Humans	Predicted (SEA)	Prediction Confidence Score 0.271 Applicability Domain 0.348 Statistical Significance 0.0089 Supporting Reference Compounds 49 E-value 69.4415
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	Prediction Confidence Score 0.266 Applicability Domain 0.304 Statistical Significance 0.0031 Supporting Reference Compounds 21 E-value 23.9776
Click to view 3D structure	Gamma-aminobutyric acid type B receptor subunit 1	Q9Z0U4	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.262 Applicability Domain 0.262 Low confidence Statistical Significance 8.40e-04 Supporting Reference Compounds 1 E-value 6.53933
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.262 Applicability Domain 0.282 Low confidence Statistical Significance 0.0073 Supporting Reference Compounds 73 E-value 56.7521
Click to view 3D structure	CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 2	Q11205	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.255 Low confidence Statistical Significance 0.002 Supporting Reference Compounds 1 E-value 15.8812
Click to view 3D structure	Neurogenic locus notch homolog protein 1	Q01705	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.255 Low confidence Statistical Significance 7.00e-05 Supporting Reference Compounds 1 E-value 0.544945
Click to view 3D structure	Cycloartenol-C-24-methyltransferase	Q9LM02	Arabidopsis thaliana	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.25 Low confidence Statistical Significance 5.20e-04 Supporting Reference Compounds 1 E-value 4.04816
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.248 Applicability Domain 0.282 Low confidence Statistical Significance 0.0037 Supporting Reference Compounds 19 E-value 28.7264
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 2	P31213	Humans	Predicted (SEA)	Prediction Confidence Score 0.246 Applicability Domain 0.282 Low confidence Statistical Significance 0.0022 Supporting Reference Compounds 19 E-value 16.8154
Click to view 3D structure	Solute carrier family 22 member 2	O15244	Humans	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.712 Statistical Significance 0.0014 Supporting Reference Compounds 32 E-value 11.0546
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P18405	Humans	Predicted (SEA)	Prediction Confidence Score 0.233 Applicability Domain 0.282 Low confidence Statistical Significance 0.0022 Supporting Reference Compounds 14 E-value 17.049
Click to view 3D structure	Glucose-6-phosphate 1-dehydrogenase	P11413	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.348 Statistical Significance 0.0017 Supporting Reference Compounds 11 E-value 13.4679
Click to view 3D structure	Multidrug and toxin extrusion protein 1	Q96FL8	Humans	Predicted (SEA)	Prediction Confidence Score 0.23 Applicability Domain 0.712 Statistical Significance 0.0057 Supporting Reference Compounds 35 E-value 44.6076
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.23 Applicability Domain 0.271 Low confidence Statistical Significance 0.0052 Supporting Reference Compounds 40 E-value 40.248
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.271 Low confidence Statistical Significance 0.0858 Supporting Reference Compounds 146 E-value 667.868
Click to view 3D structure	Glucose-6-phosphate 1-dehydrogenase	Q9GRG7	Trypanosoma brucei	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.304 Statistical Significance 0.0024 Supporting Reference Compounds 2 E-value 18.6838
Click to view 3D structure	3-keto-steroid reductase/17-beta-hydroxysteroid dehydrogenase 7	P56937	Humans	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.229 Low confidence Statistical Significance 9.60e-04 Supporting Reference Compounds 1 E-value 7.47353
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P08482	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.227 Applicability Domain 0.281 Low confidence Statistical Significance 0.1007 Supporting Reference Compounds 109 E-value 783.864
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	Prediction Confidence Score 0.226 Applicability Domain 0.271 Low confidence Statistical Significance 0.0613 Supporting Reference Compounds 154 E-value 477.605
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.223 Applicability Domain 0.281 Low confidence Statistical Significance 0.3736 Supporting Reference Compounds 385 E-value 2908.21
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 2	E9PTA2	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.221 Low confidence Statistical Significance 6.60e-04 Supporting Reference Compounds 1 E-value 5.13805
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.281 Low confidence Statistical Significance 0.0818 Supporting Reference Compounds 98 E-value 636.807