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Substance Name: Pyrethrin II [BSI:ISO]
RN: 121-29-9
UNII: 5N9245585U
InChIKey: VJFUPGQZSXIULQ-XIGJTORUSA-N

Molecular Formula

  • C22-H28-O5

Molecular Weight

  • 372.4582
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Human Data
  • Insecticide
  • Natural Product

Superlist Classification Code

  • Reportable Quantity (RQ) = 1 lb
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Names and Synonyms

Results Name

  • Pyrethrin II [BSI:ISO]

Name of Substance

  • Pyrethrin II
  • Pyrethrin II [BSI:ISO]

Synonyms

  • (+)-Pyrethronyl (+)-pyrethrate
  • 2-Methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl 3-(3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethyl cyclopropane carboxylate
  • 3-(3-Methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl ester
  • Chrysanthemumdicarboxylic acid monomethyl ester pyrethrolone ester
  • Cyclopropaneacrylic acid, 3-carboxy-alpha,2,2-trimethyl-, 1-methyl ester, ester with 4-hydroxy-3-methyl-2-(2,4-pentadienyl)-2-cyclopenten-1-one
  • Cyclopropanecarboxylic acid, 3-(3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethyl-, 2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl ester, (1R-(1alpha(S*(Z)),3beta(E)))-
  • EINECS 204-462-6
  • ENT 7,543
  • HSDB 6303
  • Pyrethrin
  • Pyrethrin II
  • Pyrethrine II
  • Pyrethrine II [ISO-French]
  • Pyrethrolone ester of chrsanthemumdicarboxylic acid monomethyl ester
  • Pyrethrolone, chrysanthemum dicarboxlic acid methyl ester ester
  • Pyretrin II
  • UNII-5N9245585U

Systematic Names

  • 2-Methyl-4-oxo-3-(penta-2,4-dienyl)cyclopent-2-enyl (1R-(1alphaS*(Z)))(3beta)-3-(3-methoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate
  • Cyclopropaneacrylic acid, 3-carboxy-alpha,2,2-trimethyl-, 1-methyl ester, ester with 4-hydroxy-3-methyl-2-(2,4-pentadienyl)-2-cyclopenten-1-one
  • Cyclopropanecarboxylic acid, 3-((1E)-3-methoxy-2-methyl-3-oxo-1-propen-1-yl)-2,2-dimethyl-, (1S)-2-methyl-4-oxo-3-(2Z)-2,4-pentadien-1-yl-2-cyclopenten-1-yl ester, (1R,3R)-
  • Cyclopropanecarboxylic acid, 3-((1E)-3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethyl-, (1S)-2-methyl-4-oxo-3-(2Z)-2,4-pentadienyl-2-cyclopenten-1-yl ester, (1R,3R)-
  • Cyclopropanecarboxylic acid, 3-(3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethyl-, 2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl ester, (1theta-(1alpha(S(Z)),3beta(E)))-

Superlist Names

  • Cyclopropanecarboxylic acid, 3-(3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethyl-, 2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl ester, (R-(1alpha(S*(Z)),3beta(E)))-
  • Pyrethrin II
  • Pyrethrins

Registry Numbers

CAS Registry Number

  • 121-29-9

FDA UNII

  • 5N9245585U

Other Registry Number

  • 39668-02-5

System Generated Number

  • 0000121299

Structure Descriptors

InChI

1S/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1

InChIKey

VJFUPGQZSXIULQ-XIGJTORUSA-N

Smiles

COC(=O)\C(=C\[C@@H]1[C@@H](C(=O)O[C@H]2CC(=O)C(=C2C)C\C=C/C=C)C1(C)C)\C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo unreported 1029mg/kg (1029mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 oral 130mg/kg (130mg/kg)   Agricultural and Biological Chemistry. Vol. 37, Pg. 2681, 1973.
rat LD50 intravenous 1mg/kg (1mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Pesticide Biochemistry and Physiology. Vol. 2, Pg. 308, 1972.
rat LD50 oral 200mg/kg (200mg/kg)   Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 17, 1966.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.3 (none)   EXP
Water Solubility 9 mg/L   EXP
Vapor Pressure 3.98E-07 mm Hg 25 EXP
Henry's Law Constant 2.19E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.34E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.