isoproturon (CHEBI:6049)

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ChEBI Name	isoproturon

ChEBI ID	CHEBI:6049

Definition	A member of the class of phenylureas that is 1,1-dimethylurea substituted by a p-cumenyl group at position 3. A selective, systemic herbicide used to control annual grasses and broadleaf weeds in cereals, its use within the EU has been banned after September 2017 on the grounds of potential groundwater contamination and risks to aquatic life; there have also been concerns about its endocrine-disrupting properties.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C12H18N2O

Net Charge

Average Mass

206.28410

Monoisotopic Mass

206.14191

InChI

InChI=1S/C12H18N2O/c1-9(2)10-5-7-11(8-6-10)13-12(15)14(3)4/h5-9H,1-4H3,(H,13,15)

InChIKey

PUIYMUZLKQOUOZ-UHFFFAOYSA-N

SMILES

CC(C)c1ccc(NC(=O)N(C)C)cc1

Roles Classification
Chemical Role(s):	environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects.

Biological Role(s):	xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.

Application(s):	herbicide A substance used to destroy plant pests. agrochemical An agrochemical is a substance that is used in agriculture or horticulture.

ChEBI Ontology
Outgoing	isoproturon (CHEBI:6049) has role agrochemical (CHEBI:33286) isoproturon (CHEBI:6049) has role environmental contaminant (CHEBI:78298) isoproturon (CHEBI:6049) has role herbicide (CHEBI:24527) isoproturon (CHEBI:6049) has role xenobiotic (CHEBI:35703) isoproturon (CHEBI:6049) is a 3-(3,4-substituted-phenyl)-1,1-dimethylurea (CHEBI:157693)

IUPAC Name

1,1-dimethyl-3-[4-(propan-2-yl)phenyl]urea

Synonyms	Sources
1,1-dimethyl-3-(p-isopropylphenyl)-urea	NIST Chemistry WebBook
3-p-cumenyl-1,1-dimethylurea	Alan Wood's Pesticides
isoproturon	UniProt
N-4-isopropylphenyl-N,N-dimethylurea	NIST Chemistry WebBook

Last Modified

05 November 2020