Spinosyn-A
Spinosad is an insecticide based on chemical compounds found in the bacterial species Saccharopolyspora spinosa. Spinosyn A is a spinosyn in which the sugar amino and hydroxy groups are globally methylated. One of the two active ingredients of spinosad (Spinosyn-A Spinosyn-D). It has a role as a pediculicide. It is a spinosyn and a spinosyn insecticide. The spinosyns and spinosoids have a novel mode of action, primarily targeting binding sites on nicotinic acetylcholine receptors (nAChRs) of the insect nervous system that are distinct from those at which other insecticides have their activity. Spinosoid binding leads to disruption of acetylcholine neurotransmission.
General
Type : Natural, Insecticide, Macrolide, Polyketide
Chemical_Nomenclature : (1S,2R,5S,7R,9R,10S,14R,15S,19S)-15-[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-19-ethyl-14-methyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione
Canonical SMILES : CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C=C[C@H]3[C@@H]2CC(=O)O1)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C
InChI : InChI=1S\/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+\/m1\/s1
InChIKey : SRJQTHAZUNRMPR-UYQKXTDMSA-N
Other name(s) : Spinosyn A || Spinosad factor A || Lepicidin A || CHEBI:9230
MW : 732.0
Formula : C41H65NO10
CAS_number : 131929-60-7
PubChem : 443059
UniChem : SRJQTHAZUNRMPR-UYQKXTDMSA-N
Target
Structures : No structure
Families : Carb_B_Arthropoda
References (3)
| Title : Three carboxylesterase genes are involved in spinosad resistance in Frankliniella occidentalis (Pergande) - Wu_2026_Pestic.Biochem.Physiol_223_107280 |
| Author(s) : Wu Y , Wang J , Chen S , Yuan J , Cao H , Qian K , Yang H , Miao Z , Hou N , Zhang Y , Wu Q |
| Ref : Pestic Biochem Physiol , 223 :107280 , 2026 |
| Abstract : |
| PubMedSearch : Wu_2026_Pestic.Biochem.Physiol_223_107280 |
| PubMedID: 42697649 |
| Gene_locus related to this paper: fraoc-FoB1 , fraoc-FoB1L , fraoc-FoFE4 |
| Title : A spinosyn-sensitive Drosophila melanogaster nicotinic acetylcholine receptor identified through chemically induced target site resistance, resistance gene identification, and heterologous expression - Watson_2010_Insect.Biochem.Mol.Biol_40_376 |
| Author(s) : Watson GB , Chouinard SW , Cook KR , Geng C , Gifford JM , Gustafson GD , Hasler JM , Larrinua IM , Letherer TJ , Mitchell JC , Pak WL , Salgado VL , Sparks TC , Stilwell GE |
| Ref : Insect Biochemistry & Molecular Biology , 40 :376 , 2010 |
| Abstract : |
| PubMedSearch : Watson_2010_Insect.Biochem.Mol.Biol_40_376 |
| PubMedID: 19944756 |
| Title : Preliminary studies on the effectiveness of the novel pulicide, spinosad, for the treatment and control of fleas on dogs - Snyder_2007_Vet.Parasitol_150_345 |
| Author(s) : Snyder DE , Meyer J , Zimmermann AG , Qiao M , Gissendanner SJ , Cruthers LR , Slone RL , Young DR |
| Ref : Vet Parasitol , 150 :345 , 2007 |
| Abstract : |
| PubMedSearch : Snyder_2007_Vet.Parasitol_150_345 |
| PubMedID: 17980490 |