ContaminantDB: alpha-Cypermethrin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 04:31:04 UTC

Update Date

2016-11-09 01:15:38 UTC

Accession Number

CHEM017655

Identification

Common Name

alpha-Cypermethrin

Class

Small Molecule

Description

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cymbush	MeSH
Fastac	MeSH
Fastac 50Ec	MeSH
Fendona	MeSH
NRDC 149	MeSH
Ripcord	MeSH
Sherpa	MeSH
alpha-Cypermethrin	MeSH
Alphacypermethrin	MeSH
Alphamethrin	MeSH
beta-Cipermetrina	MeSH
Cypermethrin	MeSH
Cypermethrin, (1R-(1alpha(r*),3beta))-isomer	MeSH
Cypermethrin, (1R-(1alpha(s*),3beta))-isomer	MeSH
Cypermethrin, (1alpha(s*),3alpha)-(+-)-isomer	MeSH
Supercypermethrin	MeSH
Supermethrin	MeSH

Chemical Formula

C₂₂H₁₉Cl₂NO₃

Average Molecular Mass

416.300 g/mol

Monoisotopic Mass

415.074 g/mol

CAS Registry Number

67375-30-8

IUPAC Name

(S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Traditional Name

(1R)-cis-(alphas)-cypermethrin

SMILES

[H][C@@](OC(=O)[C@]1([H])[C@]([H])(C=C(Cl)Cl)C1(C)C)(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1

InChI Identifier

InChI=1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20-/m0/s1

InChI Key

KAATUXNTWXVJKI-NSHGMRRFSA-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Pyrethroids

Alternative Parents

Substituents

Pyrethroid skeleton
Diphenylether
Diaryl ether
Benzyloxycarbonyl
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Cyclopropanecarboxylic acid or derivatives
Benzenoid
Carboxylic acid ester
Ketene acetal or derivatives
Carboxylic acid derivative
Ether
Chloroalkene
Monocarboxylic acid or derivatives
Carbonitrile
Nitrile
Haloalkene
Vinyl halide
Vinyl chloride
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

cyclopropanecarboxylate ester (CHEBI:39336 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00086 g/L	ALOGPS
logP	5.81	ALOGPS
logP	5.44	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	10.62	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.32 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	119.09 m³·mol⁻¹	ChemAxon
Polarizability	40.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0512900000-3c26550cde83f141de05	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kf-1912200000-b3b26bde64fbc63423e0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052e-1900000000-a8aceee4a43e1d313973	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0011900000-32f3cf0f9235364f299f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-3346900000-98416964f4d22c0b7018	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9520000000-1bb5c04c6247a934fc53	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

39336

PubChem Compound ID

93357

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

alpha-Cypermethrin (CHEM017655)

Structure for CHEM017655: alpha-Cypermethrin