PIPERITONE

Names

[ CAS No. ]:
89-81-6

[ Name ]:
PIPERITONE

[Synonym ]:
PIPERTONE
PIPERITONE
PIPERITONE(SG)
3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one
P-MENTH-1-EN-3-ONE
3-Carvomenthenone
6-isopropyl-3-methyl-2-cyclohexen-1-one
PIPERITON
3-methyl-6-isopropylcyclohex-2-en-1-one
1-Methyl-4-isopropyl-1-cyclohexen-3-one
PIPERITONE WITH GC
1-P-MENTHEN-3-ONE
6-isopropyl-3-methylcyclohex-2-en-1-one
p-Mentha-1-ene-3-one
cinchonidine

Biological Activity

[Description]:

Piperitone is as a powerful repellent and antiappetent agent. Piperitone is very toxic to Cymbopogon schoenanthus (C. schoenanthus) adults, newly laid eggs and to neonate larvae. Insecticidal activity[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Others >> Others

[In Vitro]

Piperitone isolated from Cymbopogon schoenanthus (C. schoenanthus)[1].

[In Vivo]

The insecticidal activity of crude essential oil extracted from Cymbopogon schoenanthus and of its main constituent, Piperitone, is assessed on different developmental stages of Callosobruchus maculatus (C. maculatus). Piperitone is toxic to C. maculatus adults with a LC50 value of 1.6 μL/L. Piperitone inhibits the development of newly laid eggs and of neonate larvae, but is less toxic than the crude extract to individuals developing inside the seeds. Piperitone shows the strongest ovicidal activity. All the eggs were aborted at 6.7 μL/L. Piperitone (10 μM) kills all the neonate larvae[1]. Animal Model: Fifty pairs of C. maculatus adults[1] Dosage: 6.7, 10, 16.7 or 33.3 μL/L Administration: 24 hours Result: Piperiton was more toxic than crude oil because the LC50 recorded was 1.6 μL/L for Piperitone vs. 2.7 μL/L for the crude oil.

[References]

[1]. Guillaume K Ketoh, et al. Comparative effects of Cymbopogon schoenanthus essential oil and piperitone on Callosobruchus maculatus development. Fitoterapia. 2006 Dec;77(7-8):506-10.

Chemical & Physical Properties

[ Density]:
0.93g/cm3

[ Boiling Point ]:
233ºC

[ Melting Point ]:
-29ºC

[ Molecular Formula ]:
C₁₀H₁₆O

[ Molecular Weight ]:
152.23

[ Flash Point ]:
90.9ºC

[ Exact Mass ]:
152.12000

[ PSA ]:
17.07000

[ LogP ]:
2.56780

[ Index of Refraction ]:
-60 ° (C=4, benzene)

MSDS

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Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OT0257000

CHEMICAL NAME :: p-Menth-1-en-3-one

CAS REGISTRY NUMBER :: 89-81-6

BEILSTEIN REFERENCE NO. :: 1907772

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C10-H16-O

MOLECULAR WEIGHT :: 152.26

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,863,1978 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2450 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,863,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1420 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,863,1978

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S23

[ RTECS ]:
OT0257000

[ HS Code ]:
2914299000

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914299000

[ Summary ]:
2914299000. other cyclanic, cyclenic or cyclotherpenic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%