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Piperitone

3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one

3-Carvomenthenone · p-Menth-1-en-3-one

Monocyclic monoterpenoid alkene ketone · C₁₀H₁₆O

Chemical structure of Piperitone
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
6091-50-5
Molecular formula
C₁₀H₁₆O
Molecular weight
152.23 g/mol
Aroma
Sharp minty, lightly camphoraceous, clean.

Safety

Low concern · Less toxic than pulegone

Piperitone is isomeric with pulegone but considerably less toxic. Available data indicates it is safe at standard concentrations.

Skin. Undiluted material was moderately irritating to rabbit skin. At 10 percent on 25 volunteers it was neither irritating nor sensitizing.

Oral. Acute oral LD50 in rats was 3.55 g/kg. Acute dermal LD50 in rabbits exceeded 5 g/kg. Subcutaneous LD50 in mice was 1.42 g/kg.

Nervous system. High subcutaneous doses reduced sleep duration in mice, but even lethal doses did not cause seizures.

Mutagenicity. Not mutagenic in the Ames test.


Usage guidelines

Concern level
Low
Oils with high content
Eucalyptus dives 54.5 percent

Found in essential oils

Principal sources
Eucalyptus (peppermint)54.5 %
Calamint (lesser)0 – 7.4 %
Eucalyptus (radiata)0.4 – 4.7 %
Cornmint0.6 – 3.8 %
Jamrosa3.4 %
Catnip0 – 1.5 %
Verbena (white)0.7 – 1.4 %
Peppermint0 – 1.3 %
Oregano (Mexican)0.9 – 1.2 %

Pharmacokinetics

The metabolism of piperitone has received little study. In sheep given 9.3 g of piperitone orally, thymol, diosphenol, carvotanacetone and unchanged piperitone were identified in urine.


Notes

Piperitone defines the sharp minty character of eucalyptus peppermint oil.