Navigation

name Structure Reference Source Properties Activities Metabolism

Fenvalerate; (2S,2'S)-form 

AlkaPlorer ID: AK298305

Synonym: Esfenvalerate, Asana, Fenvalerate α, Sumi-alpha

IUPAC Name: [cyano-(3-phenoxyphenyl)methyl] 2-(4-chlorophenyl)-3-methylbutanoate

Structure

SMILES: CC(C)C(C(=O)OC(C#N)C1=CC=CC(OC2=CC=CC=C2)=C1)C1=CC=C(Cl)C=C1

copy

InChI: InChI=1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3

copy

InChIKey: NYPJDWWKZLNGGM-UHFFFAOYSA-N

copy

Reference

PubChem CID: 3347

CAS: 154447-35-5

COCONUT: CNP0402201.2

Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 419.908

TPSA？: 59.32000000000001

MolLogP？: 6.679980000000006

Number of H-Donors: 0

Number of H-Acceptors: 4

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Culex quinquefasciatus Culex quinquefasciatus mortality 10.0 % 10.1007/s00044-011-9809-8
Culex quinquefasciatus Culex quinquefasciatus mortality 18.0 % 10.1007/s00044-011-9809-8
Culex quinquefasciatus Culex quinquefasciatus mortality 40.0 % 10.1007/s00044-011-9809-8
Culex quinquefasciatus Culex quinquefasciatus mortality 88.0 % 10.1007/s00044-011-9809-8
Helicoverpa armigera Helicoverpa armigera LD50 0.0982 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 6.7 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 6.9 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 8.6 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 8.9 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 9.9 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 10.2 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 10.7 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 12.3 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 12.6 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 14.5 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 16.13 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 16.5 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 16.8 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 19.0 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 19.7 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 21.5 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 23.1 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 23.9 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 25.6 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 26.1 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 35.2 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 35.7 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 46.8 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera LD50 48.8 ug 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera mortality 38.8 % 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera mortality 40.7 % 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera mortality 44.4 % 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera mortality 50.0 % 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 1.6 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 1.8 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 2.0 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 2.4 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 2.5 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 2.6 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 2.8 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 2.9 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 3.0 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 3.1 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 3.2 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 3.5 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 3.7 None 10.1002/ps.3336
Helicoverpa armigera Helicoverpa armigera Ratio 164.0 None 10.1002/ps.3336
Helicoverpa assulta Helicoverpa assulta LD50 0.162 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 0.944 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 1.17 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 1.46 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 1.47 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 1.59 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 1.94 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 2.08 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 4.62 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 10.5 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 30.6 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 56.2 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 67.3 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 133.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 169.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 213.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 227.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 249.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 251.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 301.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 333.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 667.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 1363.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 1428.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 1495.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD50 2855.0 mg.kg-1 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 0.723 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 3.39 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 4.91 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 5.67 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 7.34 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 7.63 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 14.8 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 18.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 23.1 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 27.2 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 74.2 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 133.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 259.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 388.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 470.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 507.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 558.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 673.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 725.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 833.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 1043.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 1467.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 4059.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 4567.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 4847.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta LD90 9100.0 ug/g 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 5.83 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 7.23 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 9.01 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 9.06 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 9.8 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 12.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 12.9 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 28.5 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 64.9 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 189.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 347.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 415.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 824.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 1042.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 1313.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 1403.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 1537.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 1546.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 1860.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 2054.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 4115.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 8412.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 8816.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 9231.0 None 10.1016/j.cropro.2008.10.003
Helicoverpa assulta Helicoverpa assulta Ratio 17622.0 None 10.1016/j.cropro.2008.10.003
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 68589.6 nM None
Homo sapiens Nuclear factor NF-kappa-B p105 subunit Potency 39810.7 nM None
Homo sapiens Retinoid X receptor alpha Potency 31622.8 nM None
Homo sapiens Retinoid X receptor alpha Potency 35481.3 nM None
Homo sapiens Thyroid hormone receptor beta-1 Potency 1.4 nM None
Laodelphax striatellus Laodelphax striatellus LD50 1.4 mg.kg-1 10.1584/jpestics.25.395
Laodelphax striatellus Laodelphax striatellus LD50 1.9 mg.kg-1 10.1584/jpestics.25.395
Laodelphax striatellus Laodelphax striatellus LD50 nan None 10.1584/jpestics.25.395
Laodelphax striatellus Laodelphax striatellus Ratio 1.4 None 10.1584/jpestics.25.395
Rattus norvegicus Hormone-sensitive lipase Inhibition 37.0 % 10.1021/jm800718k
Rattus norvegicus Nuclear receptor subfamily 1 group I member 2 Potency 15848.9 nM None
None Molecular identity unknown Potency 7943.3 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT001142 C#N.CC(C)C(C(=O)O)c1ccc(Cl)cc1.O=Cc1cccc(Oc2ccccc2)c1>>CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1 MNXR172033
AKRT005389 CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1>>C#N enzymemap_54350
AKRT005390 CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1>>C#N.CC(C)C(C(=O)O)c1ccc(Cl)cc1.O=Cc1cccc(Oc2ccccc2)c1 None
AKRT005391 CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1>>CC(C)C(C(=O)O)c1ccc(Cl)cc1 enzymemap_54350
AKRT005392 CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1>>O=Cc1cccc(Oc2ccccc2)c1 enzymemap_54350