Dyclonine (CED0011733)

Record Information

Version

1.0

Creation Date

2016-05-25 18:22:02 UTC

Update Date

2026-08-20 01:14:49 UTC

Accession Number

CHEM022153

Identification

Common Name

Dyclonine

Class

Small Molecule

Description

Dyclonine is an organic compound with the chemical formula C18H27NO2 and an average molecular weight of 289.41 g/mol. Dyclonine belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds. This substance is associated with five recorded sources, including pharmaceuticals and veterinary products such as anesthetics and throat preparations, as well as household cleaning and consumer products specifically tobacco smoke filters. It is also found in electrical and electronic equipment, specifically electrically stimulated smoking devices and conductors or conductive bodies characterized by the conductive materials. Exposure to the compound occurs through dental, oral, topical, and transmucosal routes. In terms of biological activity, dyclonine interacts with two recorded protein targets. It functions as a blocker or inhibitor of the sodium channel protein type 10 subunit alpha (SCN10A) and the sodium channel protein type 5 subunit alpha (SCN5A).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(4-Butoxyphenyl)-3-(1-piperidinyl)-1-propanone	ChEBI
2-(1-Piperidyl)ethyl p-butoxyphenyl ketone	ChEBI
3-Piperidino-4'-butoxypropiophenone	ChEBI
4'-Butoxy-3-piperidinopropiophenone	ChEBI
4-Butoxy-beta-piperidinopropiophenone	ChEBI
4-N-Butoxy-beta-(1-piperidyl)propiophenone	ChEBI
Diclonina	ChEBI
Dycloninum	ChEBI
4-Butoxy-b-piperidinopropiophenone	Generator
4-Butoxy-β-piperidinopropiophenone	Generator
4-N-Butoxy-b-(1-piperidyl)propiophenone	Generator
4-N-Butoxy-β-(1-piperidyl)propiophenone	Generator
Sucrets	HMDB
Tanac	HMDB
Dyclone	HMDB
Dyclonine hydrochloride	HMDB
Dyclonine HCL	HMDB

Chemical Formula

C₁₈H₂₇NO₂

Average Molecular Mass

289.413 g/mol

Monoisotopic Mass

289.204 g/mol

CAS Registry Number

586-60-7

IUPAC Name

1-(4-butoxyphenyl)-3-(piperidin-1-yl)propan-1-one

Traditional Name

dyclonine

SMILES

CCCCOC1=CC=C(C=C1)C(=O)CCN1CCCCC1

InChI Identifier

InChI=1S/C18H27NO2/c1-2-3-15-21-17-9-7-16(8-10-17)18(20)11-14-19-12-5-4-6-13-19/h7-10H,2-6,11-15H2,1H3

InChI Key

BZEWSEKUUPWQDQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Phenoxy compound
Benzoyl
Phenol ether
Aryl alkyl ketone
Alkyl aryl ether
Monocyclic benzene moiety
Beta-aminoketone
Piperidine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Ether
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:4724 )
aromatic ketone (CHEBI:4724 )

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	0.046 g/L	ALOGPS
logP	4.11	ALOGPS
logP	3.68	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	15.88	ChemAxon
pKa (Strongest Basic)	8.36	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	87.07 m³·mol⁻¹	ChemAxon
Polarizability	35.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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	splash10-006t-9440000000-a86aac6d96e16aac8d02	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	splash10-0006-2190000000-c5e926d926da3f6e3387	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4j-9550000000-f1734edb24416808a478	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9100000000-ff38128b39bd16ebc42f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-0e2e4e5faddcfc83f176	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-4290000000-9b6e8d8e9f7264d8fc3e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9410000000-199b90aa399041a2e422	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-dab0be3d01712a81a544	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-3190000000-98054ac06c2da05754e9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-9200000000-6e97375e29bf89aba1e8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-f9f84a09fd9aec881723	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0290000000-c1c0c098612ca42e1f5a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0081-0910000000-ebee0fba4bb1c6af25df	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
761.0	Log mg/kg	[430:1400]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
10	Insecticides	Agriculture & land management	Not Available
233	Brushes	Personal care & cosmetics	Not Available
369	Anesthetics	Healthcare, pharmaceuticals & veterinary products	Not Available
390	Throat preparations	Healthcare, pharmaceuticals & veterinary products	Not Available
511	Conductors Or Conductive Bodies Characterised By The Conductive Materials	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
605	Pest Repellants	Agriculture & land management	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available
609	Aftershave	Personal care & cosmetics	Not Available
610	Aftersun Products	Personal care & cosmetics	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
612	Body Washing Or Cleaning Implements	Personal care & cosmetics	Not Available
613	Depilatories	Personal care & cosmetics	Not Available
614	Essential Oils Or Perfumes	Personal care & cosmetics	Not Available
615	Eye Makeup Products	Personal care & cosmetics	Not Available
616	Face Mask Cosmetics	Personal care & cosmetics	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
618	Lip Makeup Products	Personal care & cosmetics	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available
662	Yarns Or Threads	Textiles, leather & furnishings	Not Available

Pathways

1 pathway

Dyclonine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 3	Q8K424	Mus musculus	Predicted (SEA)	0.0778492
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Predicted (SEA)	14.7135
Click to view 3D structure	Histamine H3 receptor	Q9QYN8	Rattus norvegicus	Predicted (SEA)	2.41333
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	11.4438
Click to view 3D structure	Histamine H3 receptor	Q9Y5N1	Humans	Predicted (SEA)	9.34191
Click to view 3D structure	UDP-3-O-acyl-N-acetylglucosamine deacetylase	O67648	Aquifex aeolicus (strain VF5)	Predicted (SEA)	1.47914
Click to view 3D structure	Superoxide dismutase	Q4DCQ3	Trypanosoma cruzi (strain CL Brener)	Predicted (SEA)	0.856341
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	24.2111
Click to view 3D structure	Histamine H1 receptor	P31389	Cavia porcellus	Predicted (SEA)	6.61718
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	98.7128
Click to view 3D structure	Histamine H2 receptor	P25021	Humans	Predicted (SEA)	9.03051
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	27.4029
Click to view 3D structure	Sigma intracellular receptor 2	Q5U3Y7	Rattus norvegicus	Predicted (SEA)	12.3002
Click to view 3D structure	Cholinesterase	P81908	Equus caballus	Predicted (SEA)	29.3492
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	14.0907
Click to view 3D structure	Thyroid hormone receptor beta	P10828	Humans	Predicted (SEA)	1.94623
Click to view 3D structure	Histamine H3 receptor	Q9JI35	Cavia porcellus	Predicted (SEA)	7.08428
Click to view 3D structure	Histamine H4 receptor	Q9H3N8	Humans	Predicted (SEA)	18.4503
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	122.301
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	166.597
Click to view 3D structure	Adenosine receptor A2a	P29274	Humans	Predicted (SEA)	62.0458
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P08909	Rat	Predicted (SEA)	37.2898
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	89.838
Click to view 3D structure	N-acetyltransferase Eis	P9WFK7	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	2.25763
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	65.9383