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 fenvaleric acid, 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. Fenvalerate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fenvalerate is a potentially toxic compound.
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
Cyano(3-phenoxyphenyl)methyl 4-chloro-a-(1-methylethyl)benzeneacetate, 9ciHMDB
EctrinHMDB
EsfenvalerateHMDB
Evercide 2362HMDB
FenaxinHMDB
FenkemHMDB
FenkillHMDB
FenoxinHMDB
FenvalHMDB
PhenoxinHMDB
SumicidinHMDB
FenvalarateHMDB
alpha-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3- methylbutyrateHMDB
Pydrin, (R-(r*,r*))-isomerHMDB
Pydrin, (S-(r*,r*))-isomerHMDB
Sumi-alphaHMDB
alpha-Cyano-3-phenoxybenzyl alpha-isopropyl-4-chlorophenyl acetateHMDB
Pydrin, (R-(r*,s*))-isomerHMDB
Pydrin, (S-(r*,s*))-isomerHMDB
α-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 FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

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Process

Naturally occurring process:

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Industrial application:

Environmental role:

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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
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0aor-3960000000-ede98846b29accb0213cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0411900000-52e6fc0c3b6bf03d7e0cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1911400000-22ea92c000b7ebbdd209JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-2900000000-261eba4b78d3491193c5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0411900000-52e6fc0c3b6bf03d7e0cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1911400000-22ea92c000b7ebbdd209JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-2900000000-261eba4b78d3491193c5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0010900000-719044399473cc10fb91JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014l-4443900000-c2b2a294f3547faa9c98JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9610000000-3bc7143c5e05c9a317a8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0010900000-719044399473cc10fb91JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014l-4443900000-c2b2a294f3547faa9c98JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9610000000-3bc7143c5e05c9a317a8JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-00or-2910100000-b8a7f37127eaef8c569eJSpectraViewer | MoNA
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
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