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SPINOSAD

CAS No.
131929-60-7
Chemical Name:
SPINOSAD
Synonyms
Spinosad A;Spinosyns;2-{(6-Deoxy-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy}-13-{{5-(dimethylamino)tetr ahydro-6-methyl-2H-pyran-2-yl}oxy}-9-ethyl-2,3,3a,5a,5b,6,9,10,11,12,13,14,16a,16b-t etradecahydro-14-methyl-1H-as-Indaceno{3,2-d}oxacyclododecin-7,15-dione;1H-as-Indaceno[3,2-d]oxacyclododecin-7,15-dione, 2-[(6-deoxy-2,3,4-tri-O-methyl-α-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-((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)-;a83543a;SPINOSAD;Hsdb 7006;spinosyna;DMF ready
CBNumber:
CB2416797
Molecular Formula:
C41H65NO10
Molecular Weight:
731.96
MDL Number:
MFCD01753923
MOL File:
131929-60-7.mol
MSDS File:
SDS
Last updated:2023-10-16 17:43:51

SPINOSAD 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
storage temp. Store at -20°C
solubility Soluble in DMSO
form solid
pka Spinosyn A: 8.1 (base); Spinosyn D: 7.8 (base)
Water Solubility Spinosyn A: 290 mg l-1 (pH 5); Spinosyn D: 29 mg l-1 (pH 5)
InChIKey SRJQTHAZUNRMPR-XOBNMGJWNA-N
EWG's Food Scores 1
FDA UNII OY0L59V61N
EPA Substance Registry System Spinosyn A (131929-60-7)
Pesticides Freedom of Information Act (FOIA) Spinosad

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS09
Signal word  Warning
Hazard statements  H410
Precautionary statements  P273-P391-P501
RIDADR  3077
HazardClass  9
PackingGroup  III

SPINOSAD price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 16528 Spinosyn A ≥99% 131929-60-7 1mg $189 2024-03-01 Buy
Cayman Chemical 16528 Spinosyn A ≥99% 131929-60-7 5mg $800 2024-03-01 Buy
TRC S681953 SpinosynA 131929-60-7 10mg $1410 2021-12-16 Buy
TRC S681953 SpinosynA 131929-60-7 1mg $190 2021-12-16 Buy
ApexBio Technology C3592 SpinosynA 131929-60-7 1mg $215 2021-12-16 Buy
Product number Packaging Price Buy
16528 1mg $189 Buy
16528 5mg $800 Buy
S681953 10mg $1410 Buy
S681953 1mg $190 Buy
C3592 1mg $215 Buy

SPINOSAD Chemical Properties,Uses,Production

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.

Biological Activity

spinosyn a is an insect nicotinic acetylcholinesterase receptors (nachrs) agonist and potent insecticide.the spinosyns are a family of macrolide natural products produced by the soil microorganism saccharopolyspora spinosa. spinosyn a is identified as a naturally-occurring macrocyclic lactone that is a potent insecticide.

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).

in vitro

the mixture of spinosyns a and d, a commercial insecticide tracertm (dowagrosciences), is useful against various crop pests such as tobacco budworm. it was found that the deoxy analogs of spinosyns a were more potent insecticides than their respective parent factor. moreover, the 2’-desmethoxy analogs of spinosyns a showed insecticidal potency against h. virescens greater than that of spinosyns a and d, suggesting that polarity was not well tolerated. furthermore, the activity of 3'-deoxy spinosyn j was about the same as spinosyn a, and the activity of 2'-deoxy spinosyn h was found to be slightly greater than that of spinosyn a [1].

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

References

[1] l. c. creemer, h. a. kirst, j. w. paschal, et al. synthesis and insecticidal activity of spinosyn analogs functionally altered at the 2'-,3'- and 4'-positions of the rhamnose moiety. j.antibiot.(tokyo) 53(2), 171-178 (2000).

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View Lastest Price from SPINOSAD manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Spinosad pictures 2023-11-08 Spinosad
131929-60-7
US $0.00 / kg 1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
SPINOSAD pictures 2023-10-16 SPINOSAD
131929-60-7
US $0.00 / kg 1kg 0.99 20tons Hebei Yanxi Chemical Co., Ltd.
Spinosad pictures 2023-03-31 Spinosad
131929-60-7
US $360.00-580.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
  • Spinosad pictures
  • Spinosad
    131929-60-7
  • US $0.00 / kg
  • 99%
  • Shaanxi Haibo Biotechnology Co., Ltd
  • SPINOSAD pictures
  • SPINOSAD
    131929-60-7
  • US $0.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
  • Spinosad pictures
  • Spinosad
    131929-60-7
  • US $360.00-580.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd

SPINOSAD Spectrum

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 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 Hsdb 7006 Lepicidin A, A 83543A, LY 232105 1h-as-indaceno(3,2-d)oxacyclododecin-7,15-dione,2,3,3a,5a,5b,6,9,10,11,12,13,1 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) 4,16a,16b-tetradecahydro-2-((6-deoxy-2,3,4-tri-o-methyl-alpha-l-mannopyranosyl a83543a lepicidina spinosyna 1H-as-Indaceno3,2-doxacyclododecin-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-yloxy-9-ethyl-2,3,3a,5a,5b,6,9,10,11,12,13,14,16a,16b-tetradecahydro-14-methyl-, (2R,3a Spinosyn A Solution, 1000ppm (2R,3aS,5aR,5bS,9S,13S,14R,16aS,16bR)-2-[(6-Deoxy-2,3,4-tri-O-methyl-α-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-1H-as-indaceno[3 Spinosyn A Solution Spinosad A Solution in Methanol, 1000μg/mL DMF ready US-DMF No.:036293 Spinosad A 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)- Spinosyns 2-{(6-Deoxy-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy}-13-{{5-(dimethylamino)tetr ahydro-6-methyl-2H-pyran-2-yl}oxy}-9-ethyl-2,3,3a,5a,5b,6,9,10,11,12,13,14,16a,16b-t etradecahydro-14-methyl-1H-as-Indaceno{3,2-d}oxacyclododecin-7,15-dione 1H-as-Indaceno[3,2-d]oxacyclododecin-7,15-dione, 2-[(6-deoxy-2,3,4-tri-O-methyl-α-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)- Spinosyn A (Lepicidin A, Spinosad A) inhibit,Inhibitor,Spinosyn A (2R,3aS,5aR,5bS,9S,13S,14R,16aS,16bR)-2-[(6-Deoxy-2,3,4-tri-O-methyl-α-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-1H-as-indaceno[3,2-d]oxacyclododecin-7,15-dione 1H-as-Indaceno[3,2-d]oxacyclododecin-7,15-dione, 2-[(6-deoxy-2,3,4-tri-O-methyl-α-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)- Dasatinib Impurity 86 Doxomycin · Chlorphenicol Benzamide 131929-60-7 929-60-7 68316-95-8 C41H65NO10 多杀菌素AC42H67NO16