L(-)-Carvone

Modify Date: 2024-01-02 16:22:15

L(-)-Carvone Structure
L(-)-Carvone structure
Common Name L(-)-Carvone
CAS Number 6485-40-1 Molecular Weight 150.218
Density 0.958 Boiling Point 227-230 ºC
Molecular Formula C10H14O Melting Point 25.2ºC
MSDS Chinese USA Flash Point 88 ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of L(-)-Carvone


(-)-Carvone is an insect neurotoxin and a irreversible acetylcholinesterase (AChE) inhibitor. (-)-Carvone can be used as a bird repellent, inhibits larval growth, decreases pupatation rate, and increases mortality of larvae[1][2].

 Names

Name (-)-carvone
Synonym More Synonyms

 L(-)-Carvone Biological Activity

Description (-)-Carvone is an insect neurotoxin and a irreversible acetylcholinesterase (AChE) inhibitor. (-)-Carvone can be used as a bird repellent, inhibits larval growth, decreases pupatation rate, and increases mortality of larvae[1][2].
Related Catalog
Target

eel AChE:2.19 mM (Ki)

In Vitro (-)-Carvone (3.04 mM; 30 min) inactivates eel AChE with Ki value of 2.19 mM[1].
In Vivo (-)-Carvone (5% in absolute ethanol v/v, 20 μL; application to the thoraces ventral surfaces) inhibits AChE such as horse serum cholinesterase, house fly head cholinesterases, and head and thorax cholinesterases from the Madagascar roach in vitro[1]. (-)-Carvone (0.05%-0.1% w/v; p.o.; 7 d) inhibits E. insulana larvae growth, decreases weight of larvae[2]. Animal Model: Female roaches (Gromphadorhina portentosa) (6.4 g-6.8 g)[1] Dosage: 5% in absolute ethanol v/v, 20 μL Administration: Application to the ventral surfaces of their thoraces; decapitated and crude at various time intervals (0, 2, 4, 5, 20, 24, and 26 hr) Result: Inhibited the activity of AChE in the extracts of both the head and thorax.
References

[1]. Grundy D L, et al. Inhibition of acetylcholinesterases by pulegone-1, 2-epoxide[J]. Pesticide biochemistry and physiology, 1985, 23(3): 383-388.

[2]. Meisner J, et al. The response of Earias insulana Boisd. larvae to phagodeterrent (–)‐carvone incorporated in an artificial diet 1[J]. Zeitschrift für Angewandte Entomologie, 1980, 90(1‐5): 80-82.

 Chemical & Physical Properties

Density 0.958
Boiling Point 227-230 ºC
Melting Point 25.2ºC
Molecular Formula C10H14O
Molecular Weight 150.218
Flash Point 88 ºC
Exact Mass 150.104462
PSA 17.07000
LogP 2.27
Vapour density 5.2 (vs air)
Vapour Pressure 0.1±0.5 mmHg at 25°C
Index of Refraction 1.481
Water Solubility PRACTICALLY INSOLUBLE

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OS8650000
CHEMICAL NAME :
p-Mentha-6,8-dien-2-one, (R)-(-)-
CAS REGISTRY NUMBER :
6485-40-1
LAST UPDATED :
199701
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C10-H14-O
MOLECULAR WEIGHT :
150.24
WISWESSER LINE NOTATION :
L6V BUTJ B1 EY1&U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1640 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: 11,1057,1973
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#02834
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
766 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: 11,1057,1973 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X8585 No. of Facilities: 459 (estimated) No. of Industries: 8 No. of Occupations: 39 No. of Employees: 19245 (estimated) No. of Female Employees: 10383 (estimated)

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S36
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS OS8650000
HS Code 29142900

 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%

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 Synonyms

Carvone
UNII:75GK9XIA8I
2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-on
5-Isopropenyl-2-methyl-2-cyclohexen-1-one
(5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-
Levo-carvone
EINECS 229-352-5
MFCD00001578
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
L(-)-Carvone
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