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82569

Supelco

(+)-Pulegone

analytical standard

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C10H16O
Número CAS:
Peso molecular:
152.23
Beilstein:
2040703
Número CE:
Número MDL:
Código UNSPSC:
85151701
ID de substância PubChem:
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

Ensaio

≥97.5% (sum of enantiomers, GC)

atividade óptica

[α]20/D +23.5±1°, neat

prazo de validade

limited shelf life, expiry date on the label

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

índice de refração

n20/D 1.488

p.e.

223-224 °C (lit.)

densidade

0.935 g/mL at 20 °C (lit.)

aplicação(ões)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

Formato

neat

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

NZGWDASTMWDZIW-MRVPVSSYSA-N

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Descrição geral

(+)-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.

Aplicação

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

Outras notas

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

Pictogramas

Health hazardExclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Acute Tox. 4 Oral - Carc. 2

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

179.6 °F - closed cup

Ponto de fulgor (°C)

82 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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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