Cypermethrine-analog-fluo-CpdII
fluorogenic analog of cypermethrin. Compound I (acid derivative) is a general esterase substrate; Compound II is a pyrethroid-selective substrate. Two chiral centers. The most insecticidal isomer is alphaS 1R cis
General
Type : Pyrethroid, Insecticide, Naphthalen, Cyclopropyl, Not AlphaBeta Hydrolase target, Cyanide
Chemical_Nomenclature : [cyano-(6-methoxynaphthalen-2-yl)methyl]3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
Canonical SMILES : CC1(C(C1C(=O)OC(C#N)C2=CC3=C(C=C2)C=C(C=C3)OC)C=C(Cl)Cl)C
InChI : InChI=1S\/C21H19Cl2NO3\/c1-21(2)16(10-18(22)23)19(21)20(25)27-17(11-24)14-5-4-13-9-15(26-3)7-6-12(13)8-14\/h4-10,16-17,19H,1-3H3
InChIKey : ZSZVYNGBRKTWKV-UHFFFAOYSA-N
Other name(s) : Compound II || Pyr1 || Pyr2 || CHEMBL592229 || CHEMBL589417 || CHEMBL591586 || CHEMBL591585 || CHEMBL591584 || CHEMBL592011 || CHEMBL591819
Target
Structures : No structure
Families : Carb_B_Arthropoda, Carb_B_Chordata
References (3)
| Title : Exploring human carboxylesterases 1 and 2 selectivity of two families of substrates at an atomistic level - Ribone_2025_Biochim.Biophys.Acta.Proteins.Proteom_1873_141069 |
| Author(s) : Ribone SR , Estrin DA , Quevedo MA |
| Ref : Biochimica & Biophysica Acta Proteins Proteom , 1873 :141069 , 2025 |
| Abstract : |
| PubMedSearch : Ribone_2025_Biochim.Biophys.Acta.Proteins.Proteom_1873_141069 |
| PubMedID: 40209868 |
| Title : Hydrolysis of individual isomers of fluorogenic pyrethroid analogs by mutant carboxylesterases from Lucilia cuprina - Devonshire_2007_Insect.Biochem.Mol.Biol_37_891 |
| Author(s) : Devonshire AL , Heidari R , Huang HZ , Hammock BD , Russell RJ , Oakeshott JG |
| Ref : Insect Biochemistry & Molecular Biology , 37 :891 , 2007 |
| Abstract : |
| PubMedSearch : Devonshire_2007_Insect.Biochem.Mol.Biol_37_891 |
| PubMedID: 17681228 |
| Gene_locus related to this paper: luccu-E3aest7 |
| Title : Development of sensitive esterase assays based on alpha-cyano-containing esters - Shan_2001_Anal.Biochem_299_54 |
| Author(s) : Shan G , Hammock BD |
| Ref : Analytical Biochemistry , 299 :54 , 2001 |
| Abstract : |
| PubMedSearch : Shan_2001_Anal.Biochem_299_54 |
| PubMedID: 11726184 |