INTERNATIONAL UNION
   OF PURE AND APPLIED
   CHEMISTRY
contact
spirotetramat (Ref: BYI 08330)
** 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 spirotetramat

Description: New insecticide for the control of a wide range of sucking insects on crops such as fruit and potatoes

Example pests controlled: Scale insects; Aphids; Mealybugs; Mites; Whiteflies; Psyllids; Thrips; Spider mites; Leafhoppers

Example applications: Fruit including citrus, mango, apples, pears; Lettuce; Potatoes; Cotton; Vegetables (fruiting, leafy, brassica, tuberous, and corm); Christmas tree plantations

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2007, Tunisia; 2008, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Austria
Date inclusion expires 30/04/2024
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: Canada, Morocco, New Zealand, Turkey, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Spirotetramat is a chiral molecule. The technical material is a mixture of two stereoisomers cis-spirotetramat and trans-spirotetramat. It is the cis-isomer that is the active substance.
Chemical formula C21H27NO5
Canonical SMILES CCOC(=O)OC1=C(C(=O)NC12CCC(CC2)OC)C3=C(C=CC(=C3)C)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) CLSVJBIHYWPGQY-GGYDESQDSA-N
International Chemical Identifier (InChI) InChI=1S/C21H27NO5/c1-5-26-20(24)27-18-17(16-12-13(2)6-7-14(16)3)19(23)22-21(18)10-8-15(25-4)9-11-21/h6-7,12,15H,5,8-11H2,1-4H3,(H,22,23)/t15-,21+/f/h22H
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide
Substance group Tetramic acid
Minimum active substance purity 960 g/kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action Stomach acting, broad spectrum, long acting insecticide that is rapidly translocated, inhibition of lipogenesis in treated insects
CAS RN 203313-25-1
EC number -
CIPAC number 795
US EPA chemical code 392201
PubChem CID 9969573
Molecular mass (g mol-1) 373.48
PIN (Preferred Identification Name) (5s,8s)-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl carbonate
IUPAC name cis-4-(ethoxycarbonyloxy)-8-methoxy-3-(2,5-xylyl)-1-azaspiro[4.5]dec-3-en-2-one
CAS name cis-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro(4.5)dec-3-en-4-yl ethyl carbonate
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 known
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Light beige powder
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
  • Bayer CropScience
Example products using this active
  • Movento
  • Ultor
  • Kontos
UK LERAP status None
Formulation and application details Usually supplied as a suspension concentrate.


ENVIRONMENTAL FATE

for spirotetramat

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) 29.9 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 55.0 A5 - n-Hexane -
600000 A5 - Dichloromethane -
60000 A5 - Toluene -
67000 A5 - Ethyl acetate -
Melting point (oC) 142 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 235 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.24 X 1002 Calculated -
Log P 2.51 A5 Low
Bulk density (g ml-1)/Specific gravity 1.22 F4 -
Dissociation constant (pKa) at 25oC 10.7 A5 -
Note:
Vapour pressure at 20oC (mPa) 5.6 X 10-06 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 6.99 X 10-08 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.12 Calculated Low leachability
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 2.90 X 10-05 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 pH 2: 201nm=26823, 213nm=20704
pH 7: 211nm=22000, 276nm=800
pH 10: 212nm=22418
A5 -
Surface tension (mN m-1) 61.65 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) 0.19 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.19 A5 Non-persistent
DT50 (field) 0.7 A5 Non-persistent
DT90 (lab at 20oC) 0.63 A5 -
DT90 (field) 2.2 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 0.05-0.38 days, DT90 range 0.28-1.26 days, Field studies DT50 range 0.3-1.0 days, DT90 range 1.1-3.5 day; Manufacturer published data gives DT50 < 1day
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 3.0 R4 -
Note Published literature RL50 range 1.7-4.3 days, field grown eggplant & mango fruits, n=2
Aqueous photolysis DT50 (days) at pH 7 Value 26.2 A5 Slow
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 8.6 A5 - @25DegC Non-persistent
Note @ pH4: DT50=32.5 days, @ pH9 DT50=0.32 days all at 25 DegC
Water-sediment DT50 (days) 0.78 A5 Fast
Water phase only DT50 (days) 0.78 A5 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 4.39 A5 Moderately mobile
Koc 289
Notes and range EU dossier Kd range 3.58-5.52 mL/g, Koc range 184-385 mL/g, soils =5
Freundlich Kf 4.08 A5 Moderately mobile
Kfoc 281
1/n 0.941
Notes and range EU dossier Kf range 3.70-4.79 mL/g, Kfoc range 159-435 mL.g, 1/n rnage 0.823-1.042, Soils = 5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
cis-3-(2,5-Dimethylphenyl)-4-hydroxy-8-methoxy-1-azaspiro(4.5)dec-3-en-2-one This metabolite may cause environmental pollution, click here for further information Soil   0.546   Major fraction, Relevant
cis-3-(2,5-dimethylphenyl)-3-hydroxy-8-methoxy-1-azaspiro(4.5)decane-2,4-dione This metabolite may cause environmental pollution, click here for further information Soil   0.24   Major fraction, Relevant
2-cis-1-(((2,5-dimethylphenyl)hydroxyacetyl)amino)-4-methoxycyclohexanecarboxylic acid Soil   0.052   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
4-methoxy-cyclohexanone - Soil; Water - -
(1s,4s)-1-amino-4-methoxycyclohexanecarboxylic acid 4-methoxy-cyclohexyl-aminocarboxylic acid Water - -
(1s,4s)-8-hydroxy-4-methoxy-5-methyl-2-H-spiro(cyclohexane-1-1indenol[1,2-c]pyrrol)-3(8H)-one spirotetramat-photo-cyclopentyl Water - -
ethyl -2[(5s,8s)-8-methoxy-2-oxo-1-azapiro[4.5]dec-3-en-3-yl]-4-methylbenzyl carbonate spirotetramat-photo-2-methylcarbonate Water - -
2-((5s,8s)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-yl)-4-methylbenzaldehyde spirotetramat-photo-formyl Water - -
- spirotetramat-enol-glucoside - - -
- spirotetramet-monohydroxy - - -
(5s,8s)-3-[2-(hydroxymethyl)-5-methylphenyl]-8-methoxy-1-azaspiro[4.5]dec-3-en-2-one spirotetramat-photo--hydroxy-methyl Water - -


ECOTOXICOLOGY

for spirotetramat

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) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 13.2 R4 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 475 mg kg-1 BW/day A5 Colinus Virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 1.96 A5 Cyprindon variegatus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.534 P3 Unknown species Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 42.7 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 2.0 P3 Unknown species Moderate
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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 4.49 A5 Lemna gibba Moderate
Non-target plants 134 A5 Zea mays
Vegetative vigour, ER50
as g/ha
-
> 176 A5 Brassica napus
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.96 A5 Pseudokirchneriella 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) > 107.3 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) 100 P4 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 0.333 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 114.7 Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose 1.3 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for spirotetramat

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) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.18 A4 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.05 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 1.0 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.05 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.56-2.15 A5 Concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational Acceptable with PPE/PPC
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 No further information available
Possible liver and kidney toxicant
May cause lung damage

: 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 IMDG Transport Code is usually 9
Not explosive or oxidising
CLP classification 2013 Health: H317, H319, H361fd
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 2 and 3: R61, R62
Xn - Harmful: R43
Xi - Irritant: R36
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for spirotetramat

Language Name
English spirotetramat
French -
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish spirotetramat
Swedish spirotetramat
Hungarian -
Dutch -

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk
© University of Hertfordshire