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CHEBI:6049 - isoproturon

ChEBI IDCHEBI:6049
ChEBI Nameisoproturon
Stars
DefinitionA 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.
Last Modified5 November 2020
DownloadsMolfile
FormulaC12H18N2O
Net Charge0
Average Mass206.289
Monoisotopic Mass206.14191
SMILESCC(C)c1ccc(NC(=O)N(C)C)cc1
InChIInChI=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)
InChIKeyPUIYMUZLKQOUOZ-UHFFFAOYSA-N
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role:
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.
Applications:
herbicide  A substance used to destroy plant pests.
agrochemical  An agrochemical is a substance that is used in agriculture or horticulture.
ChEBI Ontology
Outgoing Relation(s)
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  Source
1,1-dimethyl-3-(p-isopropylphenyl)-ureaNIST Chemistry WebBook
N-4-isopropylphenyl-N,N-dimethylureaNIST Chemistry WebBook
3-p-cumenyl-1,1-dimethylureaAlan Wood's Pesticides
UniProt Name  Source
isoproturonUniProt
Manual XrefsDatabases
C11005KEGG COMPOUND
isoproturonAlan Wood's Pesticides
409PPDB
CPD-23253MetaCyc
Registry NumbersSources
Reaxys:2214033Reaxys
CAS:34123-59-6KEGG COMPOUND
CAS:34123-59-6NIST Chemistry WebBook
CAS:34123-59-6ChemIDplus
Citations