(S)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

Names

[ Name ]:
(S)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

[Synonym ]:
d-(+)-carvone
Carvone, (+)-
D(+)-Carvone
(S)-(+)-p-Mentha-6,8-dien-2-one
(5S)-5-Isopropenyl-2-methylcyclohex-2-en-1-one
(+)-carvone
D(+)-Carvone,synthetic
(S)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
(+)-Carvone,(S)-5-Isopropenyl-2-methyl-2-cyclohexenone,p-Mentha-6,8-dien-2-one
MFCD00062997
(+)-Carvone,(S)-(+)-Carvone,(S)-5-Isopropenyl-2-methyl-2-cyclohexenone,p-Mentha-6,8-dien-2-one
(S)-2-methyl-5-(1-methylethenyl)-2-cyclohexene-1-one
(S)-5-Isopropenyl-2-methyl-2-cyclohexenone
(S)-(+)-Carvone
(5S)-2-Méthyl-5-(1-propèn-2-yl)-2-cyclohexén-1-one
(5S)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
p-Mentha-6,8-dien-2-one
D-carvone
S-(+)-Carvone
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5S)-
(S)-carvone
(5S)-5-Isopropenyl-2-methyl-2-cyclohexen-1-one
EINECS 218-827-2
(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
Carvol

Biological Activity

[Description]:

(S)-(+)-Carvone (D Carvone) is a naturally occuring conmpound found in several food items and can be used in flavouring foods[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Jan Alexander, et al. Scientific Opinion on the safety assessment of carvone, considering all sources of exposure.European Food Safety Authority (EFSA), Parma, Italy.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
230.5±35.0 °C at 760 mmHg

[ Melting Point ]:
88.9ºC

[ Molecular Formula ]:
C₁₀H₁₄O

[ Molecular Weight ]:
150.218

[ Flash Point ]:
88.9±0.0 °C

[ Exact Mass ]:
150.104462

[ PSA ]:
17.07000

[ LogP ]:
2.27

[ Vapour Pressure ]:
0.1±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.481

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OS8670000

CHEMICAL NAME :: p-Mentha-6,8-dien-2-one, (S)-(+)-

CAS REGISTRY NUMBER :: 2244-16-8

LAST UPDATED :: 199803

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C10-H14-O

MOLECULAR WEIGHT :: 150.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3710 uL/kg

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

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 4 mL/kg

TOXIC EFFECTS :: Skin and Appendages - dermatitis, other (after systemic exposure)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 19080 mg/kg/16D-I

TOXIC EFFECTS :: Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 48750 mg/kg/13W-I

TOXIC EFFECTS :: Liver - changes in liver weight

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 167 ug/L

REFERENCE :: NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-381,1990

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
UN 2810

[ WGK Germany ]:
1

[ RTECS ]:
OS8670000

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
29142900

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%

Articles

Spasmolytic Activity of Carvone and Limonene Enantiomers.

Nat. Prod. Commun. 10 , 1893-6, (2016)

Aromatic plants produce volatile substances with high therapeutic potential. In view of the need for new respiratory and cardiovascular system pharmacological agents, the present study reports on the ...

Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis.

Talanta 89 , 360-8, (2012)

A sensitive assay to identify volatile organic metabolites (VOMs) as biomarkers that can accurately diagnose the onset of breast cancer using non-invasively collected clinical specimens is ideal for e...

(-)-Carvone: antispasmodic effect and mode of action.

Fitoterapia 85 , 20-4, (2013)

(-)-Carvone is a monoterpene ketone found in spearmint (Mentha spicata var. crispa) essential oil that is widely used as an odor and flavor additive. An intestinal antispasmodic effect was recently re...