| glyphosate trimesium |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
SUMMARY
Glyphosate trimesium is a non-selective common and effective herbicide. It is highly soluble in water, non-volatile and does not normally leach to groundwater. It is not persistent in soils but may be in aquatic systems under certain conditions. It is moderately toxic to humans and a skin and eye irritant. It is moderately toxic to birds, most aquatic organisms, earthworms and honeybees. GENERAL INFORMATION 
for glyphosate trimesium
Description: A herbicide used in a wide range of cropping, utility and industrial situations for broad-spectrum control of weeds and grases
Example pests controlled: Annual and perennial weeds, Broad-leaved weeds, Grasses
Example applications: Cereals; Soybeans; Glyphosate tolerant crops; Horticulture; Forestry; Domestic gardens, lawns
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1971, first reported; 1989, introduced in Spain
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved |
| Dossier rapporteur/co-rapporteur | Germany/Slovakia |
| Date inclusion expires | 15/12/2022 |
| EU Candidate for substitution (CfS) | No |
| Listed in EU database | Yes |
Approved for use (
) or known to be used (
) in the following European countries: 
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, USA
Chemical structure:
| Isomerism | - |
| Chemical formula | C6H16NO5PS |
| Canonical SMILES | C[S+](C)C.C(C(=O)O)NCP(=O)(O)[O-] |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | RUCAXVJJQQJZGU-UHFFFAOYSA-M |
| International Chemical Identifier (InChI) | InChI=1S/C3H8NO5P.C3H9S/c5-3(6)1-4-2-10(7,8)9;1-4(2)3/h4H,1-2H2,(H,5,6)(H2,7,8,9);1-3H3/q;+1/p-1 |
| 2D structure diagram/image available? | Yes |
Cambridge Crystallographic Data Centre diagrams:
| Common Name | Relationship | Link |
| Glyphosate | Parent |  |
General status:
| Pesticide type | Herbicide | |
| Substance group | Glycine derivative | |
| Minimum active substance purity | 950 g/kg as acid | |
| Known relevant impurities | EU dossier - None declared | |
| Substance origin | Synthetic | |
| Mode of action | Broad-spectrum, systemic, translocated and non-residual. Inhibition of EPSP synthase. | |
| CAS RN | 81591-81-3 | |
| EC number | 213-997-4 | |
| CIPAC number | 284 | |
| US EPA chemical code | 128501 | |
| PubChem CID | 105048 | |
| Molecular mass (g mol-1) | 245.23 | |
| PIN (Preferred Identification Name) | trimethylsulfonium N-[(hydroxyphosphinato)methyl]glycine | |
| IUPAC name | trimethylsulfonium N-[(hydroxyphosphinato)methyl]glycine | |
| CAS name | 2-(phosphonomethylamino)acetate; trimethylsulfonium | |
| Other status information | Risk of herbicide resistance developing - anti-resistance management required; PAN listed Highly Hazardous Chemical | |
| Relevant Environmental Water Quality Standards | - | |
| Herbicide Resistance Classification (HRAC) | G | |
| Herbicide Resistance Classification (WSSA) | 9 | |
| Insecticide Resistance Classification (IRAC) | Not applicable | |
| Fungicide Resistance Classification (FRAC) | Not applicable | |
| Examples of recorded resistance | Eleusine indica Euphorbia heterophylla |
|
| Physical state | White solid | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
|
|||
| Example products using this active |
|
|||
| UK LERAP status | None (may vary with mixtures) | |||
| Formulation and application details | Often supplied as a soluble concentrate that is mixed with water and applied as a spray. | |||
ENVIRONMENTAL FATE
for glyphosate trimesium
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 1050000 | A5 | High | |
| Solubility - In organic solvents at 20oC (mg l-1) | 50 | A5 - Acetone | - | |
| 50 | A5 - Xylene | - | ||
| 50 | A5 - Heptane | - | ||
| 174000 | A5 - Methanol | - | ||
| Melting point (oC) | Decomposes before melting | A5 | - | |
| Boiling point (oC) | Decomposes before boiling | A5 | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | A5 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 1.26 X 10-03 | Calculated | - |
| Log P | -2.9 | A5 | Low | |
| Bulk density (g ml-1)/Specific gravity | 1.42 | A5 | - | |
| Dissociation constant (pKa) at 25oC | - | A5 | - | |
| Note: Fully dissociated in water | ||||
| Vapour pressure at 20oC (mPa) | 0.00000001 | A5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 2.0 X 10-09 | A5 | Non-volatile | |
GUS leaching potential index  |
-0.65 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 5.35 X 10-03 | Calculated | - |
| Note | Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW | |||
| Potential for particle bound transport index |
- | Calculated | Medium | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 17 | Q3 | Non-persistent |
| DT50 (lab at 20oC) | 29 | A5 | Non-persistent | |
| DT50 (field) | 22 | A5 | Non-persistent | |
| DT90 (lab at 20oC) | 144 | A5 | - | |
| DT90 (field) | 149 | A5 | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | EU dossier lab studies DT50 range 3-62days, DT90 range 81-207 days, field studies DT50 range 1.5-34 days USA and Germany, DT90 range 76-326 days | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | - | - | - |
| Note | - | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 81 | A5 | Stable |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | A5 | - |
| Note | Stable pH 5 to pH 9 up to 50 degC | |||
| Water-sediment DT50 (days) | 183 | A5 | Slow | |
| Water phase only DT50 (days) | 16 | A5 | Slow | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | - | - |
| Koc | - | |||
| Notes and range | - | |||
| Freundlich | Kf | 0.93 | A5 | Non-mobile |
| Kfoc | 27621 | |||
| 1/n | 0.97 | |||
| Notes and range | EU dossier Kfoc 530-180000 mL/g, 1/n range 0.84-1.1 | |||
| pH sensitivity | No | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| aminomethylphosphonic acid |
Soil | 0.154 | Major fraction, Relevant | |
ECOTOXICOLOGY
for glyphosate trimesium
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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) | 748 | A5 Rat | Moderate | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | - | - |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | 950 | A4 Unknown species | Moderate | |
| Birds - Short term dietary (LC50/LD50) | > 5000 mg kg feed-1 | A4 Unknown species | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 1800 | A4 Oncorhynchus mykiss | Low | |
| Fish - Chronic 21 day NOEC (mg l-1) | 50 | A5 Oncorhynchus mykiss | Low | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 12 | A4 Unknown species | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 1.1 | A4 Unknown species | Moderate | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | 16.0 | 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) | 12 | A4 Unknown species | Low | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | - | - | - | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | 0.72 | A4 Unknown species | Moderate | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | > 400 | A5 | Low |
| Oral acute 48 hour LD50 (μg bee-1) | > 400 | A5 | Low | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | > 1000 | A5 Eisenia foetida | Low | |
| Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) | 28.8 | A5 Eisenia foetida | Moderate | |
| Other soil macro-organisms - e.g. Collembola | LR50 / EC50 / NOEC / % Effect | - | - | - |
| Other arthropod (1) | LR50 g ha-1 | 8400 | 48 hour A5 Aphidius rhopalosiphi |
- |
| % Effect | - | - | - | |
| Other arthropod (2) | LR50 g ha-1 | 5089 | A5 Typhlodromus pyri | - |
| % Effect | - | - | - | |
| Soil micro-organisms | Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect |
A5 Dose: 18 kg ha-1 |
- | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for glyphosate trimesium
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | 748 | A5 Rat | Moderate | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | A5 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 5.0 | A5 Rat, 4 hr (nose only) | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.3 | A5 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | 0.5 | A5 | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.2 | A5 | - | |
| Dermal penetration studies (%) | 1.0 | A5 | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | - | ||
| Occupational | - | |||
| 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 | IARC group 2A carcinogen Possible bladder and liver toxicant |
|||||||
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
IMDG Transport Code is usually 9 | |||
| CLP classification 2013 | Health: H318 Environment: H411 |
|||
| EC Risk Classification |
Xn - Harmful: R22 N - Dangerous for the environment: R51, R53 |
|||
| EC Safety Classification |
S2, S36/37, S46, S61 | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| US EPA Classification (formulation) | No consensus across products or no products available | - | - | |
| UN Number | Variable with product, usually 3077 or 3082 | |||
| Waste disposal & packaging |
Packaging Group III (minor danger) | |||
TRANSLATIONS
for glyphosate trimesium
| Language | Name |
| English | glyphosate trimesium |
| French | - |
| German | - |
| Danish | - |
| Italian | - |
| Spanish | - |
| Greek | - |
| Slovenian | glifosat-trimesium |
| Polish | glifosat-trimesium |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk