Spinetoram

Spinetoram is an insecticide and a semisynthetic derivative of the insecticide spinosad (Cay-25649). Spinetoram is a mixture of 3'-ethyl-5,6-dihydrospinosyn J and 3'-ethoxy-spinosyn L (Cay-26664). It induces mortality in H. armigera third, fourth, and fifth instar larvae when administered in the diet at 0.19 and 0.36 mg/kg and decreases pupal survival and adult emergence in surviving larvae. It also induces mortality of wild-type D. melanogaster but not D. melanogaster containing a genetic mutation in the Dalpha6 subunit of the nicotinic acetylcholine receptor (nAChR, LC50s = 0.025 and 4.4 µg/cm2, respectively, administered in the diet). Formulations containing spinetoram have been used as insecticides in agriculture.Formal Name: (2R,3aR,5aR,5bS,9S,13S,14R,16aS,16bR)-2-[(6-deoxy-3-O-ethyl-2,4-di-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,4,5,5a,5b,6,9,10,11,12,13,14,16a,16b-hexadecahydro-14-methyl-1H-as-indaceno[3,2-d]oxacyclododecin-7,15-dione and (2S,3aR,5aS,5bS,9S,13S,14R,16aS,16bS)-2-[(6-deoxy-3-O-ethyl-2,4-di-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-4,14-dimethyl-1H-as-indaceno[3,2-d]oxacyclododecin-7,15-dione (mixture). CAS Number: 935545-74-7. Synonyms: XDE-175-J/XDE-175-L. Molecular Formula: C42H69NO10 . C43H69NO10. Formula Weight: 1508.0. Purity: >95% (mixture). Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 5 mg/ml, Ethanol: 30 mg/ml, Ethanol:PBS (pH 7.2) (1:3): 0.25 mg/ml. lambdamax: 245 nm. SMILES: O=C1C2=C[C@]3([H])[C@](CC[C@@]4([H])[C@@]3([H])C[C@H](O[C@]5([H])O[C@@H](C)[C@H](OC)[C@@H](OCC)[C@H]5OC)C4)([H])[C@]2([H])CC(O[C@@H](CC)CCC[C@H](O[C@]6([H])O[C@H](C)[C@@H](N(C)C)CC6)[C@H]1C)=O.O=C7C8=C[C@]9([H])[C@](C=C(C)[C@@]%10([H])[C@@]9([H])C[C@H](O[C@]%11([H])O[C@@H](C)[C@H](OC)[C@@H](OCC)[C@H]%11OC)C%10)([H])[C@]8([H])CC(O[C@@H](CC)CCC[C@H](O[C@]%12([H])O[C@H](C)[C@@H](N(C)C)CC%12)[C@H]7C)=O. InChi Code: InChI=1S/C43H69NO10.C42H69NO10/c1-11-27-14-13-15-36(54-38-17-16-35(44(7)8)25(5)50-38)24(4)39(46)34-21-32-30(33(34)22-37(45)52-27)18-23(3)29-19-28(20-31(29)32)53-43-42(48-10)41(49-12-2)40(47-9)26(6)51-43,1-10-27-13-12-14-35(53-37-18-17-34(43(6)7)24(4)49-37)23(3)38(45)33-21-31-29(32(33)22-36(44)51-27)16-15-26-19-28(20-30(26)31)52-42-41(47-9)40(48-11-2)39(46-8)25(5)50-42/h18,21,24-33,35-36,38,40-43H,11-17,19-20,22H2,1-10H3,21,23-32,34-35,37,39-42H,10-20,22H2,1-9H3/t24-,25-,26+,27+,28-,29+,30-,31-,32-,33+,35+,36+,38+,40+,41-,42-,43+,23-,24-,25+,26-,27+,28-,29-,30-,31-,32+,34+,35+,37+,39+,40-,41-,42+/m11/s1. InChi Key: ZCQJWWOUMAIJSW-SABQUQDRSA-N.