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82569

Supelco

(+)-Pulegone

analytical standard

Synonym(s):

(R)-2-Isopropylidene-5-methylcyclohexanone, (R)-p-Menth-4(8)-en-3-one

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
Beilstein:
2040703
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥97.5% (sum of enantiomers, GC)

optical activity

[α]20/D +23.5±1°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.488

bp

223-224 °C (lit.)

density

0.935 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

C[C@@H]1CCC(=C(\C)C)\C(=O)C1

InChI

1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1

InChI key

NZGWDASTMWDZIW-MRVPVSSYSA-N

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General description

(+)-Pulegone is a monoterpene constituent of pennyroyal oil, which acts like a hepatotoxin with potential lethal effects. It is widely used in folklore medicine as an abortifacient.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

This compound is commonly found in plants of the genus: mentha

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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S C Khojasteh-Bakht et al.
Drug metabolism and disposition: the biological fate of chemicals, 27(5), 574-580 (1999-04-30)
(R)-(+)-Pulegone, a monoterpene constituent of pennyroyal oil, is a hepatotoxin that has been used in folklore medicine as an abortifacient despite its potential lethal effects. Pulegone is metabolized by human liver cytochrome P-450s to menthofuran, a proximate hepatotoxic metabolite of
Barbara Kay Clapperton et al.
Pest management science, 68(6), 870-877 (2012-02-18)
Repellents may prevent bird pests from eating crops or protect non-target birds from eating harmful substances. The feeding behaviour of free-ranging house sparrows (Passer domesticus) presented with wheat treated with the secondary repellent anthraquinone (AQ), paired with visual and/or olfactory
Maung Kyaw Moe Tun et al.
The Journal of organic chemistry, 77(20), 9422-9425 (2012-10-04)
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-selective ozonolysis, and reduction. The route requires only one chromatographic purification and provides a convenient method to access
Ali Reza Khosravi et al.
Foodborne pathogens and disease, 8(12), 1275-1280 (2011-08-25)
Aflatoxins are highly toxic and carcinogenic metabolites produced by Aspergillus parasiticus on food and agricultural commodities. Natural products may control the production of aflatoxins. The aims of this study were to evaluate the effects of the essential oils (EOs) of
Jin-Mei Wang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 37(21), 3185-3187 (2013-02-13)
To predict the stable life for Mentha haplocalyx. The volatiles in M. haplocalyx were analyzed by head-space solid micro-extraction, coupled with GC-MS and a comprehensive evaluation of essential oil in M. haplocalyx was analyzed using the factor analysis. The prediction

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