CAS 3391-90-0

(-)-Pulegone

Description:

(-)-Pulegone is a naturally occurring monoterpenoid and a key component of various essential oils, particularly those derived from mint species. It is characterized by its distinct minty aroma and is often used in flavoring and fragrance applications. The compound has a molecular formula of C10H14O and features a bicyclic structure, which contributes to its unique properties. (-)-Pulegone exhibits a range of biological activities, including potential antimicrobial and insecticidal effects, making it of interest in both pharmaceutical and agricultural contexts. Additionally, it has been studied for its potential therapeutic effects, including anti-inflammatory and analgesic properties. However, it is important to note that (-)-pulegone can be toxic in high doses, particularly affecting the liver, which necessitates caution in its use. Its stereochemistry, indicated by the prefix "(-)", refers to its specific optical activity, which is relevant in the context of its biological interactions. Overall, (-)-pulegone is a compound of significant interest in both natural product chemistry and applied sciences.

Formula: C₁₀H₁₆O

InChI: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m0/s1

InChI key: InChIKey=NZGWDASTMWDZIW-QMMMGPOBSA-N

SMILES: C(C)(C)=C1C(=O)C[C@@H](C)CC1

Synonyms:

• (1S)-Pulegone
• (5S)-5-Methyl-2-(1-methylethylidene)cyclohexanone
• (5S)-5-Methyl-2-(propan-2-ylidene)cyclohexan-1-one
• (5S)-5-methyl-2-(propan-2-ylidene)cyclohexanone
• (S)-()-Pulegone
• Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (5S)-
• Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (S)-
• S-p-Menth-4(8)-en-3-one
• l-Pulegone
• p-Menth-4(8)-en-3-one, (S)-(-)-

(S)-(-)-Pulegone

CAS: 3391-90-0

Formula: C₁₀H₁₆O

Color and Shape: Liquid

Molecular weight: 152.2334

Ref: IN-DA003CFA

(S)-Pulegone

Controlled Product

CAS: 3391-90-0

Applications (S)-Pulegone is the stereoisomer of (R)-Pulegone (P840140) which is a monoterpene, commonly found in the essential oils of Nepeta cataria (Catnip).
References Sonboli, A., et al.: Chem. Biodivers., 7, 1784 (2010), Ntalli, N., et al.: J. Agric. Food Chem., 58, 7856 (2010), Chun, M., et al.: Microchem. J., 95, 25 (2010)

Formula: C₁₀H₁₆O

Color and Shape: Neat

Molecular weight: 152.233

Ref: TR-P840170

(S)-(-)-Pulegone

CAS: 3391-90-0

Pulegone is a fumigant that has been shown to have moderate toxicity in humans and animals. It is metabolized in vivo to piperitone, which can be detected in urine samples. Pulegone is used as an insecticide on cotton and rice crops, and as a rodenticide. The metabolism of pulegone is stereoselective, with the (S)-enantiomer being more reactive than the (R)-enantiomer. Pulegone has been shown to cause lung damage in rats when it is inhaled or ingested orally. Pulegone also has carcinogenic effects on many animal species, including humans.

Formula: C₁₀H₁₆O

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 152.23 g/mol

Ref: 3D-FP179111