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trinexapac-ethyl (Ref: CGA 163935)
** trinexapac ** cimectacarb-ethyl ** cimectacarb ** 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 trinexapac-ethyl

Description: A novel plant growth regulator used to prevent lodging. Also used on turf and amenity grassland to slow growth.

Example pests controlled: Lodging; Grass growth

Example applications: Cereals including wheat, barley, oats, rye; Oilseed rape; Amenity turf and grass

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1992, Switzerland

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Lithuania/Latvia
Date inclusion expires 30/04/2021
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

Also used in: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C13H16O5
Canonical SMILES CCOC(=O)C1CC(=O)C(=C(C2CC2)O)C(=O)C1
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) RVKCCVTVZORVGD-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C13H16O5/c1-2-18-13(17)8-5-9(14)11(10(15)6-8)12(16)7-3-4-7/h7-8,16H,2-6H2,1H3/b12-11-
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Plant growth regulator
Substance group Cyclohexanecarboxylate derivative
Minimum active substance purity 940 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Inhibits gibberellin synthesis, slowing growth
CAS RN 95266-40-3
EC number -
CIPAC number 732.202
US EPA chemical code 112602
PubChem CID 92421
Molecular mass (g mol-1) 252.26
PIN (Preferred Identification Name) ethyl (RS)-4-cyclopropyl(hydroxy)methylene-3,5-dioxocyclohexanecarboxylate
IUPAC name ethyl (RS)-4-cyclopropyl(hydroxy)methylene-3,5-dioxocyclohexanecarboxylate
CAS name ethyl 4-(cyclopropylhydroxymethylene)-3,5-dioxocyclohexanecarboxylate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White solid at 996 g/kg or purer. Less pure substance tends to be a reddish brown 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
  • AgriGuard
  • Clayton
  • Novartis
  • Pan Agriculture
  • Scotts
Example products using this active
  • Moddus
  • Stunt
  • Groslow
  • Clipless
  • Cutaway
  • Duet Max
  • RegiMax PGR
UK LERAP status None
Formulation and application details Often supplied as emulsifiable or a soluble concentrates that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for trinexapac-ethyl

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) 10200 B5 High
Solubility - In organic solvents at 20oC (mg l-1) 500000 A5 - Acetone -
500000 A5 - Methanol -
45000 A5 - Hexane -
420000 A5 - n-Octanol -
Melting point (oC) 36.3 A5 -
Boiling point (oC) 270 A5 -
Degradation point (oC) 310 A5 -
Flashpoint (oC) 156 A5 -
Octanol-water partition coefficient at pH 7, 20oC P 5.13 X 10-01 Calculated -
Log P -0.29 A5 - @ 25 DegC Low
Bulk density (g ml-1)/Specific gravity 1.31 A5 -
Dissociation constant (pKa) at 25oC 4.57 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 2.16 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.40 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.81 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 4.32 X 10-02 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 Neutral solution: 240.2nm = 9335, 277.4nm = 13976; [Acidic solution: 240.0nm = 11712, 280.4nm = 12368; [Basic solution: 270.8nm = 21320 A5 -
Surface tension (mN m-1) 58.3 A5 at 22.5 oC, 99.6% -

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) 0.16 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.16 A5 Non-persistent
DT50 (field) 14.6 A5 Non-persistent
DT90 (lab at 20oC) 0.90 A5 -
DT90 (field) - - -
DT50 modelling endpoint 0.1 A5 -
Note 2017 EU dossier lab studies DT50 range 0.045-0.72 days, DT90 range 0.15-2.4 days, soils=5; Field studies from 2005 EU dossier DT50 range 6.9-21 days; Other sources: DT50 3 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 1.65, Wheat, whole plant, n=1 - -
Note R3
Aqueous photolysis DT50 (days) at pH 7 Value 21 A5 Slow
Note Data for artificial sunlight, 40 deg N, faster at higher temperatures
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 868 A5 Very persistent
Note pH sensitive: Stable at pH 5 and pH 7, DT50 10.9 days at pH 9
Water-sediment DT50 (days) 4.5 A5 Fast
Water phase only DT50 (days) 4.2 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 - - -
Koc -
Notes and range -
Freundlich Kf 5.15 A5 Moderately mobile
Kfoc 280
1/n 0.94
Notes and range EU dossier Kf range 0.66-17.8 mL/g, Kfoc range 60-629 mL/g, 1/n range 0.92-1.01, Soils=4
pH sensitivity Yes - decreased sorption at increasing pH

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
trinexapac (Ref: CGA 179500) This metabolite may cause environmental pollution, click here for further information Soil   0.867   Major fraction, Relevant
3-ethoxycarbonylpentanedioic acid (Ref: CGA 300405) This metabolite may cause environmental pollution, click here for further information Soil   0.125   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(Ref: CGA 113745) - Plant; Animal - -
(Ref: CGA 275537) - Plant - -
(Ref: CGA 329773) - Plant - -
(Ref: CGA 351210) - Plant - -


ECOTOXICOLOGY

for trinexapac-ethyl

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) 6 A5 Low potential
CT50 (days) 1.4 -
Mammals - Acute oral LD50 (mg kg-1) 4210 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 34 A5 Rat High
(ppm diet) > 500 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 2000 mg kg feed-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 35 A5 Ictalurus punctatus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.41 A4 Pimephales promelas, 35 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 142.5 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 2.4 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 5.8 F3 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 8.8 A5 Lemna gibba Moderate
Non-target plants > 760 A5 10 species including lettuce, carrot, oat, onion
Vegetative vigour, ER50
as g/ha
-
> 840 A5 10 species including lettuce, carrot, oat, onion
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 24.5 A4 Pseudokirchneriella subcapitata, 96hr Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 200 A5 Apis mellifera Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 200 A5 Apis mellifera Low
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) > 93 A5 Eisenia foetida Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) 25.2 A5 Folsomia candida -
Other arthropod (1) LR50 g ha-1 114 48 hour
A5 Aphidius rhopalosiphi, adult
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 197 7 day
A5 Typhlodromus pyri, protonymph
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 8.6 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for trinexapac-ethyl

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) 4210 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 4000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.3 A5 Rat, 4 hr (nose only, liquid aerosol) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.32 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.34 A5 -
Dermal penetration studies (%) 25-75 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
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) 0.1 EU Dir 89/778/EC limit; A5 Calc MAC=42.0 μg l-1 -

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

A3; B3; C3; D0; E3

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

General human health issues Liver, kidney and brain toxicant
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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
Autoignition temperature >300 deg C
IMDG Transport Code is usually 9
CLP classification 2013 Environment: H410, H411, H412
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
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for trinexapac-ethyl

Language Name
English trinexapac-ethyl
French trinexapac-ethyl
German Trinexapac
Danish trinexapac-ethyl
Italian trinexapac-etile
Spanish trinexapac-etil
Greek -
Slovenian trineksakak-etil
Polish trineksapak etylu
Swedish trinexapak etylester
Hungarian -
Dutch trinexapac-ethyl

Record last updated: Friday 01 May 2020
Contact: aeru@herts.ac.uk