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Substance Name: Pyrethrin I [BSI:ISO]
RN: 121-21-1
UNII: T018I9EQOL
InChIKey: ROVGZAWFACYCSP-VUMXUWRFSA-N

Note

  • A naturally occurring pyrethrins; active constituent of pyrethrum flowers; 4-hydroxy-3-methyl-2-(2,4-pentadienyl)- 2-cyclopenten-1-one ester of 2,2-dimethyl-3- (2-methylpropenyl)cyclopropanecarboxylic acid.

Molecular Formula

  • C21-H28-O3

Molecular Weight

  • 328.4492
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Insecticide
  • Natural Product

Superlist Classification Code

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

Results Name

  • Pyrethrin I [BSI:ISO]

Name of Substance

  • Pyrethrin I
  • Pyrethrin I [BSI:ISO]

Synonyms

  • (+)-Pyrethronyl (+)-trans-chrysanthemate
  • 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cycloenten-1-yl ester
  • 2-Methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropane carboxylate
  • 3-09-00-00215 (Beilstein Handbook Reference)
  • BRN 2004306
  • Caswell No. 715
  • Chrysanthemum monocarboxylic acid pyrethrolone ester
  • Cyclopropaneacrylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, ester with 4-hydroxy-3-methyl-2-(2,4-pentadienyl)-2-cyclopenten-1-one
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl ester, (1R-(1alpha(S*(Z)),3beta))-
  • EINECS 204-455-8
  • EPA Pesticide Chemical Code 069001
  • HSDB 6302
  • Piretrina 1
  • Piretrina 1 [Portuguese]
  • Pyrethrin I
  • Pyrethrine I
  • Pyrethrine I [ISO-French]
  • Pyrethrins
  • Pyrethrolone, chrysanthemum monocarboxylic acid ester
  • RCRA waste number P008
  • UNII-T018I9EQOL

Systematic Names

  • 2-Methyl-4-oxo-3-(penta-2,4-dienyl)cyclopent-2-enyl (1R-(1alpha(S*(Z)),3beta))-chrysanthemate
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1S)-2-methyl-4-oxo-3-(2Z)-2,4-pentadienyl-2-cyclopenten-1-yl ester, (1R,3R)-
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl ester, (1theta-(1alpha(S(Z)),3beta))-
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, ester with 4-hydroxy-3-methyl-2-(2,4-pentadienyl)-2-cyclopenten-1-one

Superlist Names

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

Registry Numbers

CAS Registry Number

  • 121-21-1

FDA UNII

  • T018I9EQOL

System Generated Number

  • 0000121211

Structure Descriptors

InChI

1S/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-/t16-,18+,19+/m1/s1

InChIKey

ROVGZAWFACYCSP-VUMXUWRFSA-N

Smiles

CC(=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
rat LD50 oral 260mg/kg (260mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Pesticide Biochemistry and Physiology. Vol. 2, Pg. 308, 1972.
rat LD50 unreported 960mg/kg (960mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 131, 1971.
rat LDLo intravenous 5mg/kg (5mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Biologico. Vol. 41, Pg. 283, 1975.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 5.9 (none)   EXP
Water Solubility 0.2 mg/L   EXP
Vapor Pressure 2.03E-05 mm Hg 25 EXP
Henry's Law Constant 7.73E-07 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.01E-10 cm3/molecule-sec 25 EST

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