Siduron (CED0024329)

Record Information

Version

1.0

Creation Date

2016-05-22 04:15:42 UTC

Update Date

2026-08-19 06:51:54 UTC

Accession Number

CHEM017347

Identification

Common Name

Siduron

Class

Small Molecule

Description

Siduron is an organic compound with the formula C14H20N2O and an average molecular weight of 232.33 g/mol. Siduron belongs to the n-phenylureas, a subclass of benzene and substituted derivatives within the organic compounds. In industrial contexts, the compound is utilized as a herbicide (PMC12351525) and is identified as a degradant or impurity (PMC12351525). Biologically, it is characterized as an endocrine disruptor (PMC12351525). Siduron has been identified in 21 recorded sources. These include building and construction materials such as floors, ladders, and fencing. It is found in household cleaning and consumer products, including soap detergents, tobacco product cases, pipe accessories, cigar cigarettes, and ash trays. Within the category of electrical and electronic equipment, it is present in antennas, discharge lamps, electric switches, auxiliary devices, and electrically stimulated smoking devices, among six other items. Additionally, it is associated with food processing, specifically the processing of fish.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-(2-Methylcyclohexyl)-n'-phenylcarbamimidate	Generator
1-(2-Methylcyclohexyl)-3-phenylurea	MeSH

Chemical Formula

C₁₄H₂₀N₂O

Average Molecular Mass

232.327 g/mol

Monoisotopic Mass

232.158 g/mol

CAS Registry Number

1982-49-6

IUPAC Name

3-(2-methylcyclohexyl)-1-phenylurea

Traditional Name

siduron

SMILES

CC1CCCCC1NC(=O)NC1=CC=CC=C1

InChI Identifier

InChI=1S/C14H20N2O/c1-11-7-5-6-10-13(11)16-14(17)15-12-8-3-2-4-9-12/h2-4,8-9,11,13H,5-7,10H2,1H3,(H2,15,16,17)

InChI Key

JXVIIQLNUPXOII-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

N-phenylureas

Direct Parent

N-phenylureas

Alternative Parents

Substituents

N-phenylurea
Urea
Carbonic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

ureas (CHEBI:81744 )
Phenylurea herbicides (C18435 )

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

endocrine disruptor

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	0.19 g/L	ALOGPS
logP	3.34	ALOGPS
logP	3.27	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.56	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.98 m³·mol⁻¹	ChemAxon
Polarizability	26.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001l-6390000000-5e9ff45a250ace71b915	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9510000000-a630e9d9b8397c047027	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-0227636f49f37e849622	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01po-6970000000-99a4db3dde03ce0e2985	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ox-7910000000-d36b977ab4e661299749	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9200000000-78e31c08cad00b7ee69d	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
2716.0	Log mg/kg	[1500:4800]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
496	Fencing	Building & Construction	Not Available
497	Floors	Building & Construction	Not Available
498	Ladders	Building & Construction	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
507	Auxiliary Devices	Electrical & Electronic Equipment	Not Available
514	Discharge Lamps	Electrical & Electronic Equipment	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
521	Fixed Capacitors And Their Manufacture	Electrical & Electronic Equipment	Not Available
525	Line Transmission Systems	Electrical & Electronic Equipment	Not Available
529	Power Cables	Electrical & Electronic Equipment	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
551	Processing Fish	Food, food processing & cookware	Not Available
554	Ash Trays	Household cleaning & consumer products	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
562	Pipe Accessories	Household cleaning & consumer products	Not Available
563	Soap Detergents	Household cleaning & consumer products	Not Available
567	Tobacco Product Cases	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
578	Making Cigars	Industrial manufacturing & chemical processing	Not Available
583	Anchoring Equipment	Marine, shipping & aquaculture	Not Available
587	Gun Or Missile Launchers	Marine, shipping & aquaculture	Not Available
592	Marine Propulsion Or Steering	Marine, shipping & aquaculture	Not Available
594	Ship Hulls	Marine, shipping & aquaculture	Not Available
596	Acaricides	Agriculture & land management	Not Available
597	Chemosterilants	Agriculture & land management	Not Available
598	Fertiliser Distributors	Agriculture & land management	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
601	Lawn Mowers	Agriculture & land management	Not Available
602	Molluscicides	Agriculture & land management	Not Available
603	Nematocides	Agriculture & land management	Not Available
604	Pest Attractants	Agriculture & land management	Not Available
605	Pest Repellants	Agriculture & land management	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available
607	Rodenticides(1)	Agriculture & land management	Not Available
608	Rodenticides	Agriculture & land management	Not Available
610	Aftersun Products	Personal care & cosmetics	Not Available
620	Card Games	Recreation & sports surfaces	Not Available
622	Game Accessories	Recreation & sports surfaces	Not Available
625	Racing Sports	Recreation & sports surfaces	Not Available
635	Buttons	Textiles, leather & furnishings	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Bifunctional epoxide hydrolase 2	P34914	Mus musculus	Predicted (SEA)	6.53933
Click to view 3D structure	Epoxide hydrolase 1	Q9D379	Mus musculus	Predicted (SEA)	1.47914
Click to view 3D structure	Lipoprotein lipase	Q06000	Rattus norvegicus	Predicted (SEA)	1.94623
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	164.106
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	182.167
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	214.397
Click to view 3D structure	Epoxide hydrolase B	P95276	Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh)	Predicted (SEA)	1.16774
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	156.088
Click to view 3D structure	S-sulfocysteine synthase	Q79FV4	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	18.3724
Click to view 3D structure	Carbonic anhydrase	Q6FTL6	Candida glabrata CBS 138	Predicted (SEA)	41.4158
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	910.914
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P32239	Humans	Predicted (SEA)	135.847
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	504.541
Click to view 3D structure	Cholecystokinin receptor type A	P30551	Rattus norvegicus	Predicted (SEA)	87.1133
Click to view 3D structure	E3 ubiquitin-protein ligase NEDD4	P46934	Humans	Predicted (SEA)	3.97031
Click to view 3D structure	Serum paraoxonase/arylesterase 2	Q15165	Humans	Predicted (SEA)	9.809
Click to view 3D structure	Serum paraoxonase/lactonase 3	Q15166	Humans	Predicted (SEA)	9.809
Click to view 3D structure	Fatty-acid amide hydrolase 1	O00519	Humans	Predicted (SEA)	112.648
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	138.494
Click to view 3D structure	Tyrosine-protein kinase JAK2	O60674	Humans	Predicted (SEA)	1000.83
Click to view 3D structure	RAF proto-oncogene serine/threonine-protein kinase	P04049	Humans	Predicted (SEA)	306.415
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	1248.62
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	930.921
Click to view 3D structure	Bifunctional epoxide hydrolase 2	P34913	Humans	Predicted (SEA)	5.52729
Click to view 3D structure	Epoxide hydrolase 1	P07099	Humans	Predicted (SEA)	1.63483