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

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)

CAS DataBase Reference

131929-60-7

EPA Substance Registry System

Spinosyn A (131929-60-7)

RIDADR 

3077

HazardClass 

9

PackingGroup 

III

Hazardous Substances Data

131929-60-7(Hazardous Substances Data)

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

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