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Terpinolene

1-Methyl-4-(1-methylethylidene)cyclohexene

Isoterpinene · p-Mentha-1,4(8)-diene

Monocyclic monoterpenoid alkene · C₁₀H₁₆

Chemical structure of Terpinolene
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
586-62-9
Molecular formula
C₁₀H₁₆
Molecular weight
136.23 g/mol
Aroma
Fresh wood, lightly citrus, softly sweet, suggestive of parsnip and pine.

Safety

Sensitizer in tea tree-sensitized · Use fresh

Terpinolene is widespread in parsnip, pine, tea tree and blackcurrant bud oils. It is oxidation-prone and sensitizing in tea tree-sensitized individuals.

Skin. At 20 percent on human subjects it was neither irritating nor sensitizing. At 10 percent it sensitized all 16 dermatitis patients already sensitized to tea tree oil.

Oral. Acute oral LD50 in both rats and mice was 4.4 mL/kg.

Antioxidant. Terpinolene shows marked DPPH scavenging and protects LDL from oxidation.

Cancer. Inhibited 79 percent of the in vitro formation of the carcinogen NDMA.


Usage guidelines

Concern level
Low when fresh · high in tea tree-sensitized individuals
Storage
Tightly sealed, refrigerated
Oils with high content
Parsnip 40 to 69 percent · Pine dwarf 1 to 29 percent

Found in essential oils

Principal sources
Parsnip40.3 – 69.0 %
Pine (dwarf)1.0 – 29.2 %
Blackcurrant bud0 – 11.6 %
Turmeric leaf11.5 %
Fir (Douglas)9.1 %
Lime (distilled)5.2 – 8.7 %
Lemon balm (Australian)6.6 %
Parsley leaf2.8 – 6.6 %
Cypress2.4 – 6.3 %
Cajuput0 – 5.9 %
Rosalina2.0 – 5.0 %
Tea tree1.5 – 5.0 %

Notes

Terpinolene, together with α-terpinene and γ-terpinene, comprises the tea tree monoterpene group most prone to causing sensitization on oxidation. Proper storage reduces risk.