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mesotrione (Ref: ZA 1296)
** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for mesotrione

Description: A pre-emergence and post-emergence herbicide used to control some grass and broad-leaved weeds mainly in maize crops

Example pests controlled: Broad-leaved weeds including velvet leaf, cocklebur, pigweeds, sunflower and nightshades

Example applications: Maize; Sweetcorn; Flax; Asparagus; Fruit including cranberry, blueberry, rhubarb

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2001

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/Belgium
Date inclusion expires 31/05/2032
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism None
Chemical formula C14H13NO7S
Canonical SMILES CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)[N+](=O)[O-]
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) KPUREKXXPHOJQT-UHFFFAOYSA-N
International Chemical Identifier (InChI) 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
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Triketone
Minimum active substance purity 930 g/kg
Known relevant impurities EU dossier (2016) - 1-cyano-6-(methylsulfonyl)-7-nitro-9H-xanthen-9-one <2 mg/kg; 6-(methylsulfonyl)-9-oxo-9H-xanthene-1- carbonitrile <2 g/kg; 1,2-dichloroethane <1 g/kg
Substance origin Synthetic
Mode of action Selective, absorbed by roots and translocated. Bleaching: inhibition of 4-hydroxyphenyl-pyruvate-dioxygenase.
CAS RN 104206-82-8
EC number 609-064-00
CIPAC number 625
US EPA chemical code 122990
PubChem CID 175967
Molecular mass (g mol-1) 339.32
PIN (Preferred Identification Name) -
IUPAC name 2-(4-mesyl-2-nitrobenzoyl)cyclohexane-1,3-dione
CAS name 2-(4-(methylsulfonyl)-2-nitrobenzoyl)-1,3-cyclohexanedione
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) F2
Herbicide Resistance Classification (WSSA) 27
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Yellow to tan coloured solid
Related substances & organisms

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Greencrop
  • Syngenta
  • Chemsource
Example products using this active
  • Calaris
  • Callisto
  • Marvel
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as a soluble concentrate that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for mesotrione

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 1500 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 93300 A5 - Acetone -
18600 A5 - Ethyl acetate -
3100 A5 - Toluene -
1600 A5 - Xylene -
Melting point (oC) 165.3 A5 -
Boiling point (oC) Decomposese before boiling A5 -
Degradation point (oC) 166 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.29 X 1000 Calculated -
Log P 0.11 A5 Low
Bulk density (g ml-1)/Specific gravity 1.49 A5 -
Dissociation constant (pKa) at 25oC 3.12 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 5.70 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.10 X 10-07 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.69 Calculated Transition state
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 1.47 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 256nm = 22400, no maxima >290 nm A5 -
Surface tension (mN m-1) 61.5 A5 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 19.6 A5 Non-persistent
DT50 (lab at 20oC) 19.6 A5 Non-persistent
DT50 (field) 5 A5 Non-persistent
DT90 (lab at 20oC) 46.0 A5 -
DT90 (field) 57 A5 -
DT50 modelling endpoint - - -
Note EU dossier (2016) lab studies DT50 range 4.0-44.3 days, DT90 range 14.3-78.9 days, Soils=19; Field study DT50 range 3-7 days, DT90 range 36-78 days; Other sources: DT50 10 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 3.2 R3 -
Note Published literature RL50 range 3.0-4.5 days, maize, various matrices, n=5
Aqueous photolysis DT50 (days) at pH 7 Value 89 A5 Stable
Note DT50 81-88 days at 40 deg N, 89-97 days at 50 deg N, both summer conditions
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9 at 25 degC
Water-sediment DT50 (days) 5.2 A5 Fast
Water phase only DT50 (days) 5.3 A5 Moderately fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd 1.62 R4 Moderately mobile
Koc 122
Notes and range Literature data: Kd range 0.13-5.0 mL/g, Koc range 15-390 mL/g, soils=15; Other data: Koc: 390 mL/g (DW3)
Freundlich Kf 0.89 A5 Moderately mobile
Kfoc 83.3
1/n 0.940
Notes and range EU dossier (2016) Kf range 0.16-6.16 mL/g, Kfoc range 14-354 mL/g, Soils=10
pH sensitivity Sorption decreases as pH increases.

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
4-methylsulfonyl-2-nitrobenzoic acid This metabolite may cause environmental pollution, click here for further information Soil   0.572   Minor fraction, Relevant
2-amino-4-methylsulfonylbenzoic acid Soil   0.097   Minor fraction, Relevant


ECOTOXICOLOGY

for mesotrione

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 0.24 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 3776 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5200 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 120 A5 Lepomis macrochirus Low
Fish - Chronic 21 day NOEC (mg l-1) 12.5 A4 Oncorhynchus mykiss, 35 day Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 622 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 180 A5 Daphnia magna Low
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 180 A5 Chironomus riparius Low
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.022 A5 Lemna minor Moderate
Non-target plants 0.833 A5 Lactuca sativa
Vegetative vigour, ER50
g/ha
-
13.8 A5 Lactuca sativa
Seedling emergence, ER50
g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 3.5 C4 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 11 A5 Apis mellifera Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 2000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 125 A5 Eisenia foetida Low
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 93.1 =
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 43.6 =
A5 Aphidius rhopalosiphi
-
% Effect 3
-9.3
Mortality
Parasitism
Dose: 0.2 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.4 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for mesotrione

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.75 A5 Rat 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A5 Mouse, SF=200 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.02 A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.005 A5 Mouse, SF=400 -
Dermal penetration studies (%) 0.24-0.48 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues May damage the corneal opacity

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for mesotrione

Language Name
English mesotrione
French mesotrione
German Mesotrione
Danish mesotrion
Italian mesotrione
Spanish mesotriona
Greek mesotrione
Slovenian mesotrion
Polish mezotrion
Swedish mesotrion
Hungarian mezotrion
Dutch mesotrione

Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk