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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:
89-82-7
Molecular Weight:
152.23
Beilstein:
2040703
EC Number:
201-943-2
MDL number:
MFCD00063000
UNSPSC Code:
85151701
PubChem Substance ID:
329769251
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H351

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)

Lot/Batch Number
BCCF8540
BCCD3518
BCCC0643
BCBV6673
BCBT9758

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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
C Negro et al.
Natural product research, 27(4-5), 331-339 (2012-06-01)
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 in the oil representing over the 98% of the total oil
Sandra Valeria Santos de Cerqueira et al.
European journal of pharmacology, 672(1-3), 135-142 (2011-10-19)
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 guinea pig atria, R(+)-pulegone reduced the contractile force (~83%) and decreased
Farukh S Sharopov et al.
Natural product communications, 6(5), 695-698 (2011-05-28)
The chemical composition of the essential oils of Ziziphora clinopodioides Lam. from the aerial flowering parts, collected during two different years, were obtained by hydrodistillation and analyzed by gas chromatography - mass spectrometry. Forty-five components representing 100% and 94.7% of
Mitscheli S Da Rocha et al.
Toxicological sciences : an official journal of the Society of Toxicology, 128(1), 1-8 (2012-04-14)
Essential oils from mint plants, including peppermint and pennyroyal oils, are used at low levels as flavoring agents in various foods and beverages. Pulegone is a component of these oils. In a 2-year bioassay, oral administration of pulegone slightly increased
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