Structure via PubChem · Public domain (PubChem)
mesotrione
Sign in to saveAlso known as 2-(4-methylsulphonyl-2-nitrobenzoyl)-1,3-cyclohexanedione, 2-(2'-nitro-4'-methylsulfonylbenzoyl)cyclohexane-1,3-dione, 2-[4-(methylsulfonyl)-2-nitrobenzoyl]-1,3-cyclohexanedione, (2-nitro-4-(methylsullfonyl))benzoylcyclohexane-1,3-dione
Mesotrione is a selective herbicide used mainly in maize crops and has also been shown to have weak insecticidal properties. It is a synthetic compound inspired by the natural substance leptospermone found in the bottlebrush tree Callistemon citrinus. It inhibits the enzyme 4-hydroxyphenylpyruvate dioxygenase (HPPD) and is sold under brand names including Callisto and Tenacity. It was first marketed by Syngenta in 2001.
Chemical data
- Formula
- C14H13NO7S
- Molecular weight
- 339.32 g/mol
- IUPAC name
- 2-(4-methylsulfonyl-2-nitrobenzoyl)cyclohexane-1,3-dione
- SMILES
- CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)[N+](=O)[O-]
- InChIKey
- KPUREKXXPHOJQT-UHFFFAOYSA-N
- XLogP
- 0.7
- Polar surface area
- 140 Ų
- H-bond donors
- 0
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 339.041273
- Has use
- herbicide
Show 3 more facts
- chemical formula
- C₁₄H₁₃NO₇S
- canonical SMILES
- CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)[N+](=O)[O-]
- Commons category
- Mesotrione
via Wikidata · CC0
~7 min read
Encyclopedic overview
13 sectionsContents
- History
- Synthesis
- Mechanism of action
- Formulations
- Usage
- Human safety
- Effects on the environment
- Resistance management
- Brands
- See also
- References
- Further reading
- External links
Mesotrione is a selective herbicide used mainly in maize crops and has also been shown to have weak insecticidal properties. It is a synthetic compound inspired by the natural substance leptospermone found in the bottlebrush tree Callistemon citrinus. It inhibits the enzyme 4-hydroxyphenylpyruvate dioxygenase (HPPD) and is sold under brand names including Callisto and Tenacity. It was first marketed by Syngenta in 2001.
== History ==
Excerpted from Wikipedia’s “mesotrione” article, available under the CC BY-SA 4.0 licence.