Mesotrione - analytical standard , CAS No.104206-82-8

CAS: 104206-82-8 Cat. No.: M118812 Molecular Weight: 339.32 Beilstein Registry Number: 8999656 EC Number: 600-533-4

GRADE & PURITY Analytical standard

Synonyms

Callisto herbicide | NCGC00163843-04 | Q409390 | 2-Nitro-4-(methylsulfonyl)benzoicacid | 48TR68G21T | 1,3-Cyclohexanedione, 2-[4-(methylsulfonyl)-2-nitrobenzoyl]- | J-001131 | 2-(4-methylsulfonyl-2-nitro-benzoyl)cyclohexane-1,3-dione;2-(4-(Methylsulfonyl)

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

Callisto herbicide | NCGC00163843-04 | Q409390 | 2-Nitro-4-(methylsulfonyl)benzoicacid | 48TR68G21T | 1, 3-Cyclohexanedione, 2-[4-(methylsulfonyl)-2-nitrobenzoyl]- | J-001131 | 2-(4-methylsulfonyl-2-nitro-benzoyl)cyclohexane-1, 3-dione;2-(4-(Methylsulfonyl)

Specifications & Purity

analytical standard

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)[N+](=O)[O-]
• IUPAC Name: 2-(4-methylsulfonyl-2-nitrobenzoyl)cyclohexane-1,3-dione
• InChIKey: KPUREKXXPHOJQT-UHFFFAOYSA-N
• INCHI: 1S/C14H13NO7S/c1-23(21,22)8-5-6-9(10(7-8)15(19)20)14(18)13-11(16)3-2-4-12(13)17/h5-7,13H,2-4H2,1H3
• Isomeric SMILES: CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)[N+](=O)[O-]
• WGK Germany: 2
• Molecular Weight: 339.32
• Beilstein: 8999656
• Reaxy-Rn: 8999656
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8999656&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones
                • Level9 Benzoylcyclohexane-1,3-diones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones - Alkyl-phenylketones
• Direct Parent: Benzoylcyclohexane-1,3-diones
• Alternative Parents: Nitrobenzenes Benzenesulfonyl compounds Nitroaromatic compounds Benzoyl derivatives Aryl alkyl ketones Beta-diketones Sulfones Cyclic ketones Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzoylcyclohexane-1,3-dione - Nitrobenzene - Benzenesulfonyl group - Aryl alkyl ketone - Nitroaromatic compound - Benzoyl - 1,3-diketone - Monocyclic benzene moiety - Benzenoid - 1,3-dicarbonyl compound - Sulfone - Sulfonyl - Organic nitro compound - Cyclic ketone - C-nitro compound - Organic oxoazanium - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organonitrogen compound - Organosulfur compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoylcyclohexane-1,3-diones. These are alkyl-phenylketones where the alkyl group is a cyclohexane 1,3-dione.
• External Descriptors: C-nitro compound - sulfone - aromatic ketone

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

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AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

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HPD Tclin 4-hydroxyphenylpyruvate dioxygenase (117 Activities)

Discover Target: HPD

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RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

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Homo sapiens (32628 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

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Associated Targets(non-human)

Echinochloa crus-galli (3685 Activities)

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Amaranthus retroflexus (1838 Activities)

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Digitaria sanguinalis (1594 Activities)

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Plasma (328 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Brassica rapa subsp. oleifera (1696 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 339.320 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 339.041 Da
• Monoisotopic Mass: 339.041 Da
• Topological Polar Surface Area: 140.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 627.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Qingyun Ma, Qingqing Li, Jie Wang, Rebecca E. Parales, Lin Li, Zhiyong Ruan.  (2023)  Exposure to three herbicide mixtures influenced maize root-associated microbial community structure, function and the network complexity.  ENVIRONMENTAL POLLUTION,      [PMID:37595734] [10.1016/j.envpol.2023.122393]

2. Xian-Xian Ji, Yu-Long Liu, Xin-Yue Chang, Rui-Long Li, Fei Ye, Liu Yang, Ying Fu.  (2023)  An electrochemical sensor derived from Cu-BTB MOF for the efficient detection of diflubenzuron in food and environmental samples.  FOOD CHEMISTRY,      [PMID:37421661] [10.1016/j.foodchem.2023.136802]

3. Xiong Chen, Yingxue Li, Juying Li, Li Cao, Cheng Yao.  (2023)  An upconverted nanoparticle–porphyrin metal–organic framework platform for near-infrared detection of nitenpyram.  Analytical Methods,  15  (24): (2946-2954).  [PMID:37305969] [10.1039/D3AY00298E]

4. Qihao Zhang, Xiaohui Yang, Lin Lin, Shuhong Wu, Ping Wang, Wei Wei, Dongzhi Wei.  (2022)  Pyomelanin production via heterologous expression of 4-hydroxyphenylpyruvate dioxygenase (HPPD) and construction of HPPD inhibitor screening model.  JOURNAL OF BIOSCIENCE AND BIOENGINEERING,      [PMID:36470730] [10.1016/j.jbiosc.2022.10.005]

5. Yuan-Zhen Wang, Liu Yang, Jia-Jia Kou, Yu-Qing Zhan, Yi-Lin Niu, Yu-Long Liu.  (2025)  High-temperature calcined Mn-MOF derivative for electrochemical detection of flumioxazin in environmental and food samples.  POLYHEDRON,      [PMID:] [10.1016/j.poly.2025.117525]