Record Information
Version1.0
Created at2020-07-28 20:25:58 UTC
Updated at2020-11-18 16:40:17 UTC
CannabisDB IDCDB006301
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common 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.
Structure
Thumb
Synonyms
ValueSource
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
Chemical FormulaC25H22ClNO3
Average Molecular Weight419.9
Monoisotopic Molecular Weight419.128821282
IUPAC Namecyano(3-phenoxyphenyl)methyl 2-(4-chlorophenyl)-3-methylbutanoate
Traditional Nametirade
CAS Registry NumberNot Available
SMILES
CC(C)C(C(=O)OC(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1)C1=CC=C(Cl)C=C1
InChI Identifier
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
InChI KeyNYPJDWWKZLNGGM-UHFFFAOYSA-N
Chemical Taxonomy
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
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00or-2910100000-b8a7f37127eaef8c569e2014-09-20View Spectrum
Predicted GC-MSalpha-Fenvalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0aor-3960000000-ede98846b29accb0213cSpectrum
Predicted GC-MSalpha-Fenvalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Fenvalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-Fenvalerate, 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
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0253037
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008464
KNApSAcK IDNot Available
Chemspider ID3230
KEGG Compound IDC10988
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFenvalerate
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID5014
References
General References
  1. Moulins JR, Blais M, Montsion K, Tully J, Mohan W, Gagnon M, McRitchie T, Kwong K, Snider N, Blais DR: Multiresidue Method of Analysis of Pesticides in Medical Cannabis. J AOAC Int. 2018 Nov 1;101(6):1948-1960. doi: 10.5740/jaoacint.17-0495. Epub 2018 May 29. [PubMed:29843862 ]