Record Information
Version1.0
Creation date2010-04-08 22:08:05 UTC
Update date2018-05-29 00:43:37 UTC
Primary IDFDB008464
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameFenvalerate
DescriptionFenvalerate, also known as pydrin or acadrex, belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group. Based on a literature review a significant number of articles have been published on Fenvalerate.
CAS Number51630-58-1
Structure
Thumb
Synonyms
SynonymSource
alpha-Cyano-(3-phenoxyphenyl)methyl-4-chloro-alpha-(1-methylethyl)benzeneacetateChEBI
alpha-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrateChEBI
alpha-Cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyrateChEBI
PhenvalerateChEBI
PydrinChEBI
AcadrexKegg
a-Cyano-(3-phenoxyphenyl)methyl-4-chloro-a-(1-methylethyl)benzeneacetateGenerator
a-Cyano-(3-phenoxyphenyl)methyl-4-chloro-a-(1-methylethyl)benzeneacetic acidGenerator
alpha-Cyano-(3-phenoxyphenyl)methyl-4-chloro-alpha-(1-methylethyl)benzeneacetic acidGenerator
Α-cyano-(3-phenoxyphenyl)methyl-4-chloro-α-(1-methylethyl)benzeneacetateGenerator
Α-cyano-(3-phenoxyphenyl)methyl-4-chloro-α-(1-methylethyl)benzeneacetic acidGenerator
a-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrateGenerator
a-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyric acidGenerator
alpha-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyric acidGenerator
Α-cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrateGenerator
Α-cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyric acidGenerator
a-Cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyrateGenerator
a-Cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyric acidGenerator
alpha-Cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyric acidGenerator
Α-cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyrateGenerator
Α-cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyric acidGenerator
Phenvaleric acidGenerator
Fenvaleric acidGenerator
AgrofenHMDB
alpha-cyano-3-Phenoxybenzyl 2-(4-chlorophenyl)isovalerateHMDB
AqmatrineHMDB
AsanaHMDB
BelmarkHMDB, MeSH
cyano(3-Phenoxyphenyl)methyl 4-chloro-a-(1-methylethyl)benzeneacetate, 9ciHMDB
EctrinHMDB
EsfenvalerateHMDB, MeSH
Evercide 2362HMDB
FenaxinHMDB
FenkemHMDB
FenkillHMDB
FenoxinHMDB
FenvalHMDB
PhenoxinHMDB
SumicidinHMDB, MeSH
FenvalarateMeSH, HMDB
alpha-cyano-3-Phenoxybenzyl 2-(4-chlorophenyl)-3- methylbutyrateMeSH, HMDB
Pydrin, (R-(r*,r*))-isomerMeSH, HMDB
Pydrin, (S-(r*,r*))-isomerMeSH, HMDB
Sumi-alphaMeSH, HMDB
alpha-cyano-3-Phenoxybenzyl alpha-isopropyl-4-chlorophenyl acetateMeSH, HMDB
Pydrin, (R-(r*,s*))-isomerMeSH, HMDB
Pydrin, (S-(r*,s*))-isomerMeSH, HMDB
α-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)isovaleratebiospider
alpha-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)isovaleratebiospider
Cyano(3-phenoxyphenyl)methyl 4-chloro-a-(1-methylethyl)benzeneacetate, 9CIdb_source
Fenvaleratebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.00082 g/LALOGPS
logP6.3ALOGPS
logP6.61ChemAxon
logS-5.7ALOGPS
pKa (Strongest Acidic)10.62ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area59.32 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity116.33 m³·mol⁻¹ChemAxon
Polarizability43.1 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC25H22ClNO3
IUPAC namecyano(3-phenoxyphenyl)methyl 2-(4-chlorophenyl)-3-methylbutanoate
InChI IdentifierInChI=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
InChI KeyNYPJDWWKZLNGGM-UHFFFAOYSA-N
Isomeric SMILESCC(C)C(C(=O)OC(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1)C1=CC=C(Cl)C=C1
Average Molecular Weight419.9
Monoisotopic Molecular Weight419.128821282
Classification
Description Belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentPyrethroids
Alternative Parents
Substituents
  • Pyrethroid skeleton
  • Diphenylether
  • Diaryl ether
  • Benzyloxycarbonyl
  • Phenylpropane
  • Phenoxy compound
  • Phenol ether
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid ester
  • Nitrile
  • Carbonitrile
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Organohalogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organochloride
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Environmental role:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 71.51%; H 5.28%; Cl 8.44%; N 3.34%; O 11.43%DFC
Melting Point39.5-53.7 oC
Boiling PointBp37 300°DFC
Experimental Water SolubilityNot Available
Experimental logP6.20HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd2525 1.18DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00or-2910100000-b8a7f37127eaef8c569e2014-09-20View Spectrum
Predicted GC-MSFenvalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0aor-3960000000-ede98846b29accb0213cSpectrum
Predicted GC-MSFenvalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSFenvalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSFenvalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0411900000-52e6fc0c3b6bf03d7e0c2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1911400000-22ea92c000b7ebbdd2092015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-2900000000-261eba4b78d3491193c52015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0411900000-52e6fc0c3b6bf03d7e0c2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1911400000-22ea92c000b7ebbdd2092015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-2900000000-261eba4b78d3491193c52015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0010900000-719044399473cc10fb912015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014l-4443900000-c2b2a294f3547faa9c982015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9610000000-3bc7143c5e05c9a317a82015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0010900000-719044399473cc10fb912015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014l-4443900000-c2b2a294f3547faa9c982015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9610000000-3bc7143c5e05c9a317a82015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05fr-0971700000-e1d0fb924d4c8c3aa7032021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00or-0910000000-6dd73ae505d0f37939cc2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0920000000-ab183d0d2ab38ae2f6ee2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0aou-0890400000-f05c1fef2a5658843ae32021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-2940300000-0599451e1ad86f10e9782021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9110000000-2d94ef50fc108c410d102021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 100.40 MHz, CDCl3, experimental)Spectrum
ChemSpider ID3230
ChEMBL IDNot Available
KEGG Compound IDC10988
Pubchem Compound ID3347
Pubchem Substance IDNot Available
ChEBI ID5014
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31791
CRC / DFC (Dictionary of Food Compounds) IDDLC14-U:DLC14-U
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDFenvalerate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference