CHEBI:116509 - diuron

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ChEBI Name diuron
Definition A member of the class of 3-(3,4-substituted-phenyl)-1,1-dimethylureas that is urea in which both of the hydrogens attached to one nitrogen are substituted by methyl groups, and one of the hydrogens attached to the other nitrogen is substituted by a 3,4-dichlorophenyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H10Cl2N2O
Net Charge 0
Average Mass 233.09500
Monoisotopic Mass 232.01702
InChI InChI=1S/C9H10Cl2N2O/c1-13(2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)
SMILES CN(C)C(=O)Nc1ccc(Cl)c(Cl)c1
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): photosystem-II inhibitor

mitochondrial respiratory-chain inhibitor

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.
photosystem-II inhibitor

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ChEBI Ontology
Outgoing diuron (CHEBI:116509) has role environmental contaminant (CHEBI:78298)
diuron (CHEBI:116509) has role herbicide (CHEBI:24527)
diuron (CHEBI:116509) has role mitochondrial respiratory-chain inhibitor (CHEBI:25355)
diuron (CHEBI:116509) has role photosystem-II inhibitor (CHEBI:26089)
diuron (CHEBI:116509) has role xenobiotic (CHEBI:35703)
diuron (CHEBI:116509) is a 3-(3,4-substituted-phenyl)-1,1-dimethylurea (CHEBI:157693)
diuron (CHEBI:116509) is a dichlorobenzene (CHEBI:23697)
Synonyms Sources
1,1-dimethyl-3-(3,4-dichlorophenyl)urea ChemIDplus
1-(3,4-dichlorophenyl)-3,3-dimethylurea ChemIDplus
1-(3,4-dichlorophenyl)-3,3-dimethyluree ChemIDplus
3-(3,4-Dichlor-phenyl)-1,1-dimethyl-harnstoff ChemIDplus
3-(3,4-Dichloro-phenyl)-1,1-dimethyl-urea ChEMBL
diuron UniProt
N'-(3,4-dichlorophenyl)-N,N-dimethylurea ChemIDplus
N,N,-dimethyl-N'-(3,4-dichlorophenyl)urea ChemIDplus
N-(3,4-dichlorophenyl)-N',N'-dimethylurea ChemIDplus
Manual Xrefs Databases
260 PPDB
CN103120180 Patent
CN103125511 Patent
CPD-16775 MetaCyc
diuron Alan Wood's Pesticides
Diuron Wikipedia
US2768971 Patent
View more database links
Registry Numbers Types Sources
2215168 Reaxys Registry Number Reaxys
330-54-1 CAS Registry Number NIST Chemistry WebBook
330-54-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10866370 PubMed citation ChEMBL
17142046 PubMed citation ChEMBL
17449247 PubMed citation ChEMBL
23081760 PubMed citation Europe PMC
33400299 PubMed citation Europe PMC
Last Modified
21 January 2021
General Comment
2011-05-20 Diuron is a specific and sensitive inhibitor of photosynthesis (it blocks the plastoquinone binding site of photosystem II, preventing the electron flow from where it is generated, in photosystem II, to plastoquinone, so interrupting the photosynthetic electron transport chain in photosynthesis), and is used as non-selective systemic herbicide (mainly for the control of weeds on hard surfaces, but also selectively before emergence on crops such as asparagus and soft fruits).