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SPINOSAD

Product Name
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
Formula Weight
731.96
MOL File
131929-60-7.mol
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SPINOSAD Property

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)
color 
White to off-white
InChI
InChI=1/C41H65NO10/c1-10-26-12-11-13-34(52-36-17-16-33(42(5)6)23(3)48-36)22(2)37(44)32-20-30-28(31(32)21-35(43)50-26)15-14-25-18-27(19-29(25)30)51-41-40(47-9)39(46-8)38(45-7)24(4)49-41/h14-15,20,22-31,33-34,36,38-41H,10-13,16-19,21H2,1-9H3/t22-,23-,24+,25-,26+,27-,28+,29-,30-,31?,33+,34+,36+,38+,39-,40-,41+/s3
InChIKey
SRJQTHAZUNRMPR-XOBNMGJWNA-N
SMILES
[C@@]12([H])C=C3C(=O)[C@H](C)[C@]([H])(CCC[C@H](CC)OC(=O)CC3[C@@]1([H])C=C[C@]1([H])C[C@@]([H])(O[C@@H]3O[C@H]([C@H](OC)[C@@H](OC)[C@H]3OC)C)C[C@@]21[H])O[C@H]1CC[C@H](N(C)C)[C@@H](C)O1 |&1:0,6,8,13,21,25,28,31,33,34,37,40,45,48,51,55,r|
EPA Substance Registry System
Spinosyn A (131929-60-7)
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Safety

RIDADR 
3077
HazardClass 
9
PackingGroup 
III
Hazardous Substances Data
131929-60-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
16528
Product name
Spinosyn A
Purity
≥99%
Packaging
1mg
Price
$189
Updated
2024/03/01
Cayman Chemical
Product number
16528
Product name
Spinosyn A
Purity
≥99%
Packaging
5mg
Price
$800
Updated
2024/03/01
TRC
Product number
S681953
Product name
SpinosynA
Packaging
10mg
Price
$1410
Updated
2021/12/16
TRC
Product number
S681953
Product name
SpinosynA
Packaging
1mg
Price
$190
Updated
2021/12/16
ApexBio Technology
Product number
C3592
Product name
SpinosynA
Packaging
1mg
Price
$215
Updated
2021/12/16
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SPINOSAD Chemical Properties,Usage,Production

Chemical Properties

Light gray-white solid crystal, with a slight stale earthy odor. Vapor pressure is about 1.3×10-10 Pa. In pH 7.74 aqueous solution, it is relatively stable to metals and metal ions within 28d. In the soil photodegradation half-life of 9 ~ 10d; water photolysis half-life <1d. In the pH value of 5 ~ 7 range, in aqueous solution is relatively stable; in the pH value of 9 when the half-life of >200d. Multi-bactericides is a mixture containing more than ten components, the main components are A and D. Spinosyn A melting point of 84 ~ 99.5 ° C, vapour pressure of 3.2 × 10-10Pa The solubility in water was 290mg/L (pH=5.0), 235mg/L (pH=7.0), 16mg/L (pH=9.0); the partition coefficients were 2.8, 4.0, 5.2 under the corresponding pH conditions, respectively.The melting point of polymicrobialin D was 161.5~170°C, and the vapour pressure was 2.1×10-10 Pa. The solubility in water was 29mg/L (pH=7.0), 4.0, 5.2, respectively. The solubility in water was 29mg/L (pH=5.0), 0.332mg/L (pH=7.0), 0.053mg/L (pH=90.0), and the partition coefficients were 3.2, 4.5, and 5.2 under the corresponding pH conditions.

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).

SPINOSAD Preparation Products And Raw materials

Raw materials

beta-D-Fructopyranose D-Ribose Methyl Oleate D(+)-Glucose 5 KG YEAST EXTRACT SERVABACTERPOWDER Soybean oil Meat extracts, beef MILK N-Z-AMINE A SOYBEAN MEAL ANION STANDARD - NITRATE Soy bean Isoflavone Isoflavone 10-40% Dextrin Raffinose SPINOSAD Maltose CATION STANDARD - SODIUM D(+)-Xylose D-Mannitol Oil Peptone D-GALACTOSE 1-[2-(2-AZIDOETHOXY)ETHOXYETHYL]-2,3,4,6-TETRA-O-ACETATE

Preparation Products

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View Lastest Price from SPINOSAD manufacturers

Qingdao Trust Agri Chemical Co.,Ltd
Product
spinosad 131929-60-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99
Supply Ability
20tons
Release date
2025-09-28
Shaanxi Didu New Materials Co. Ltd
Product
SPINOSAD 131929-60-7
Price
US $1.50/g
Min. Order
1g
Purity
99.0% Min
Supply Ability
100 Tons
Release date
2025-06-06
Wuhan JiyunZen Tech Co., Ltd.
Product
SPINOSAD 131929-60-7
Price
US $5.00-0.50/KG
Min. Order
1KG
Purity
99% hplc
Supply Ability
500TONS
Release date
2025-05-29

131929-60-7, SPINOSADRelated Search:

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  • 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
  • Hsdb 7006
  • Spinosyns
  • Lepicidin A, A 83543A, LY 232105
  • (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
  • 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
  • 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
  • Spinosyn A Solution
  • 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)-
  • Spinosad A Solution in Methanol, 1000μg/mL
  • US-DMF No.:036293
  • DMF ready
  • 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
  • Doxomycin · Chlorphenicol Benzamide
  • （-）-Spinosyn A
  • Spinosad A (Spinosyn A)
  • Spinosad A (Spinosyn A) in Acetonitrile
  • Dasatinib Impurity 86
  • Spinosyn A, 10 mM in DMSO
  • Spinosyn A 100 μg/mL in Acetonitrile
  • 131929-60-7
  • 929-60-7
  • 68316-95-8
  • C41H65NO10
  • 多杀菌素AC42H67NO16