SPINOSAD Basic information |
Product Name: | SPINOSAD |
Synonyms: | SPINOSAD;(2r-(2r*,3as*,5ar*,5bs*,9s*,13s*(2r*,5s*,6r*),14r*,16as*,16br*))-ethyl;)oxy)-13-((5-dimethylamino)tetrahydro-6-methyl-2h-pyran-2-yl)oxy)-9-ethyl-14-m;Spinosad A;Spinosyn A Solution, 1000ppm;1H-As-indaceno(3,2-D)oxacyclododecin-7,15-dione, 2-((6-deoxy-2,3,4-tri-o-methyl-alpha-L-mannopyranosyl)oxy)-13-(((2R,5S,6R)-5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)oxy)-9-ethyl-2,3,3A,5A,5B,6,9,10,11,12,13,14,16A,16B-tetradecahydro-14-methyl-, (2R,3as,5ar,5bs,9S,13S,14R,16as,16br)-;1H-As-indaceno(3,2-D)oxacyclododecin-7,15-dione, 2,3,3A,5A,5B,6,9,10,11,12,13,14,16A,16B-tetradecahydro-2-((6-deoxy-2,3,4-tri-o-methyl-alpha-L-mannopyranosyl)oxy)- 13-((5-dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)oxy)-9-ethyl-14-methyl-, (2R-(2R*,3as*,5ar*,5bs*,9S*,13S*(2R*,5S*,6R*),14R*,16as*,16br*))-;Ccris 8937 |
CAS: | 131929-60-7 |
MF: | C41H65NO10 |
MW: | 731.96 |
EINECS: | 620-162-1 |
Product Categories: | |
Mol File: | 131929-60-7.mol |
SPINOSAD Chemical Properties |
Boiling point | 801.5±65.0 °C(Predicted) |
density | 1.16±0.1 g/cm3(Predicted) |
vapor pressure | Spinosyn A: 3.2 x 10-8 Pa Spinosyn D: 2.1 x 10-8 Pa |
Water Solubility | Spinosyn A: 290 mg l-1 (pH 5); Spinosyn D: 29 mg l-1 (pH 5) |
pka | Spinosyn A: 8.1 (base); Spinosyn D: 7.8 (base) |
EPA Substance Registry System | Spinosyn A (131929-60-7) |
Safety Information |
RIDADR | 3077 |
HazardClass | 9 |
PackingGroup | III |
Hazardous Substances Data | 131929-60-7(Hazardous Substances Data) |
MSDS Information |
SPINOSAD Usage And Synthesis |
Uses | Spinosyn A is the major component of a complex of unusual, hydrophobic macrocyclic lactones isolated from Saccharopolyspora spinosa in 1991. The 12-membered macrocyclic lactone is fused to form a rare 12-5-6-5 tetracyclic ring system, with the macrocycle and the terminal cyclopentane bearing glycosides. Spinosyn A is a potent insecticide for crop pathogens and ectoparasite control on animals. The spinosyns have a unique mechanism of action involving disruption of nicotinic acetylcholine receptors. |
Definition | ChEBI: A spinosyn in which the sugar amino and hydroxy groups are globally methylated. One of the two active ingredients of spinosad. |
Veterinary Drugs and Treatments | For the prevention and treatment of fleas for one month on dogs 14 weeks of age and older. Spinosad is a group 5 nicotinic acetylcholine receptor agonist, that causes involuntary muscle contractions and tremors secondary to motor neuron activation. Prolonged exposure causes paralysis and flea death. Flea death begins within 30 minutes of dosing and in 4 hours is complete. Spinosad does not interact with bindings sites of other insecticidal agents (GABA-ergic or nicotinic). |
Metabolic pathway | Spinosad consists of two major components, namely psinosyns A (ca 85%) and D (ca 15%). When either 14C-spinosyn A or -spinosyn D is applied in the soil under aerobic conditions, the major degradation product of spinosyn A is spinosyn B, resulting from demethylation on the forosamine sugar. Other degradation products are hydroxylation products of psinosyns A and B, probably on the aglycone portion of the molecule. |
Degradation | Spinosad is relatively stable in water with no observed decomposition between pH 5 and 7. Measured DT50 values at pH 9 were 200 and 259 days, respectively, for spinosyns A and D (Saunders and Bret, 1997). Aqueous photolysis was very rapid with a DT50 of < 1 day in pH 7 buffered water at 25 °C (DowElanco, 1996). Spinosad was rapidly dissipated and degraded in an outdoor mesocosm study and on plant surfaces (Saunders and Bret, 1997). |
Toxicity evaluation | Acute oral LD50 for rats: 2,000-5,000 mg/kg |
SPINOSAD Preparation Products And Raw materials |
Raw materials | D(+)-Glucose-->SOYBEAN OIL-->Dextrin-->Soy bean Isoflavone Isoflavone 10-40%-->Maltose-->CATION STANDARD - SODIUM-->D(+)-Xylose-->D-Mannitol-->Peptone-->5 KG YEAST EXTRACT SERVABACTERPOWDER-->MILK-->Meat extracts, beef-->Methyl Oleate-->D-GALACTOSE 1-[2-(2-AZIDOETHOXY)ETHOXYETHYL]-2,3,4,6-TETRA-O-ACETATE-->SOYBEAN MEAL-->beta-D-Fructopyranose-->D-Ribose-->ANION STANDARD - NITRATE-->Raffinose-->N-Z-AMINE A-->SPINOSAD |