CAS 89-82-7|Pulegone

Introduction：Basic information about CAS 89-82-7|Pulegone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Pulegone BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Articles28
8. Synonyms

Common Name	Pulegone
CAS Number	89-82-7	Molecular Weight	152.233
Density	0.9±0.1 g/cm3	Boiling Point	224.0±0.0 °C at 760 mmHg
Molecular Formula	C₁₀H₁₆O	Melting Point	/
MSDS	ChineseUSA	Flash Point	82.2±0.0 °C
Symbol	GHS07, GHS08	Signal Word	Warning

Names

Name	(+)-pulegone
Synonym	More Synonyms

Pulegone BiologicalActivity

Description	Pulegone, the major chemical constituent of Calamintha nepeta (L.) Savi essential oil which is an aromatic herb with a mint-oregano flavor, is one of avian repellents[1]. The molecular target for the repellent action of Pulegone in avian species is nociceptive TRP ankyrin 1 (TRPA1). Pulegone stimulates both TRPM8 and TRPA1 channel in chicken sensory neurons and suppresses the former but not the latter at high concentrations[2].
Related Catalog	Signaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>Others
References	[1]. Božović M, et al. Calamintha nepeta (L.) Savi and its Main Essential Oil Constituent Pulegone: Biological Activities and Chemistry. Molecules. 2017 Feb 14;22(2). [2]. Majikina A, et al. Involvement of nociceptive transient receptor potential channels in repellent action of pulegone. Biochem Pharmacol. 2018 May;151:89-95.

Description

Pulegone, the major chemical constituent of Calamintha nepeta (L.) Savi essential oil which is an aromatic herb with a mint-oregano flavor, is one of avian repellents[1]. The molecular target for the repellent action of Pulegone in avian species is nociceptive TRP ankyrin 1 (TRPA1). Pulegone stimulates both TRPM8 and TRPA1 channel in chicken sensory neurons and suppresses the former but not the latter at high concentrations[2].

Related Catalog

Signaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>Others

References

[1]. Božović M, et al. Calamintha nepeta (L.) Savi and its Main Essential Oil Constituent Pulegone: Biological Activities and Chemistry. Molecules. 2017 Feb 14;22(2).

[2]. Majikina A, et al. Involvement of nociceptive transient receptor potential channels in repellent action of pulegone. Biochem Pharmacol. 2018 May;151:89-95.

Chemical & Physical Properties

Density	0.9±0.1 g/cm3
Boiling Point	224.0±0.0 °C at 760 mmHg
Molecular Formula	C₁₀H₁₆O
Molecular Weight	152.233
Flash Point	82.2±0.0 °C
Exact Mass	152.120117
PSA	17.07000
LogP	2.56
Vapour Pressure	0.1±0.4 mmHg at 25°C
Index of Refraction	1.470
InChIKey	NZGWDASTMWDZIW-MRVPVSSYSA-N
SMILES	CC(C)=C1CCC(C)CC1=O
Storage condition	2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OT0261000

CHEMICAL NAME :: p-Menth-4(8)-en-3-one, (R)-(+)-

CAS REGISTRY NUMBER :: 89-82-7

LAST UPDATED :: 199701

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C10-H16-O

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 330 mg/kg

TOXIC EFFECTS :: Cardiac - change in rate Vascular - BP lowering not characterized in autonomic section

REFERENCE :: COREAF Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. (Paris, France) V.1-261, 1835-1965. For publisher information, see CRASEV. Volume(issue)/page/year: 236,633,1953

Safety Information

Symbol	GHS07, GHS08
Signal Word	Warning
Hazard Statements	H302-H351-H412
Precautionary Statements	P273-P301 + P312 + P330
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	S23-S24/25
RIDADR	2810
WGK Germany	3
RTECS	OT0261000
Packaging Group	III
Hazard Class	6.1(b)
HS Code	2914299000

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%

Articles28

R(+)-pulegone impairs Ca²+ homeostasis and causes negative inotropism in mammalian myocardium.

Eur. J. Pharmacol. 672(1-3) , 135-42, (2011)

The present study aimed to investigate the inotropic effects of R(+)-pulegone, a monoterpene found in plant species belonging to the genus Mentha, on the mammalian heart. In electrically stimulated gu...

Synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one.

J. Org. Chem. 77(20) , 9422-5, (2012)

A three-step synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one (1) from (R)-(+)-pulegone (3), proceeding in 44% overall yield, is described. The sequence comprises vinyl triflate formation, site-selec...

Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia).

Nat. Prod. Res. 27(4-5) , 331-9, (2013)

The essential oil of 46 spontaneous plants of Calamintha nepeta (L.) Savi subsp. nepeta growing wild in Sud, Italy (Salento, Apulia), were investigated by GC/MS. Fifty-seven components were identified...

Synonyms

(5R)-5-methyl-2-(methylethylidene)cyclohexan-1-one

(5R)-2-Isopropylidéne-5-méthylcyclohexanone

(R)-Pulegone

Cyclohexanone, 5-methyl-2- (1-methylethylidene)-, (R)-

PULEGON

MFCD00063000

PULEGONE,TECH

2-isopropylidene-5-methylcyclohexan-1-one

p-Menth-4(8)-en-3-one, (R)-(+)-

EINECS 201-943-2

(5R)-5-Methyl-2-(2-propanyliden)cyclohexanon

Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (5R)-

(+)-(R)-Pulegone

D-PULEGONE

R-(+)-Pulegone

Pulegone,(d)

(1R)-(+)-pulegone

(5R)-2-Isopropylidene-5-methylcyclohexanone

(+)-Pulegone

R-(+)-p-Menth-4(8)-en-3-one

FEMA 2963

Pulegone

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