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.
In the Vinony graph
Within Vinony's link graph, mesotrione is referenced by 165 other articles, and connects out to phenoxy herbicide, maize and World Health Organization.
Vinony files it under Aromatic ketones, Benzosulfones and Chembox having GHS data.
Its subject is documented across 12 Wikipedia language editions.
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.