Chemical Family: Monoterpenes

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Monoterpenes

In an earlier lesson, terpene was defined as a molecule that is made up of carbon and hydrogen only. One of the chemical families with this type of structure is monoterpenes. Because they are made up of 10 carbons with a varying number of hydrogens and are relatively small containing one or more double bonds, they are fairly unstable and are prone to oxidation. Typically, you will find essential oils that are rich in monoterpenes as top or middle notes with a tendency to evaporate quickly. However, because of their size, they do have the ability to penetrate the skin easily. Citrus essential oils such as lemon, orange, and grapefruit contain over 90% monoterpenes.  Hence, you see why essential oils high in monoterpenes have a shorter shelf life (1 to 3 years).

Isoprene units are simply branched five-carbon units. One isoprene unit is called a “hemiterpene” which means “half.” Two isoprene units form a monoterpene, which means “one.” The chemical components of this family are grouped together based on specific similarities in their molecular structure.

Monoterpenes are composed of two isoprene units of five carbon atoms each, totaling ten with at least one double bond. As you can see below in the component chart, names of monoterpenes molecules end in “ene.”

Pictured above and below are some examples of the chemical components in the monoterpene family.


Monoterpenes molecules.jpgMonoterpenes Component Family

In the Monoterpene chemical family you will find components such as those listed below that belong to it. Essential oils such as Lemon is made up of primarily monoterpenes, while other essential oils may contain one or more chemical families.

Camphene antioxidant, mucolytic
Carene anti-inflammatory, inhibits acetylcholinesterase, mucolytic, prevents bone loss
Cymene analgesic, antibacterial, antiviral
Limonene activates white blood cells, analgesic, anti-inflammatory, antibacterial, anti-obesity, antioxidant, anti-tumoral, antiulcerogenic, immunostimulant, antiviral, skin penetration enhancer
Myrcene analgesic, anti-inflammatory, sedative
Phellandrene (a) antibacterial, antispasmodic
Phellandrene (b) anti-fungal (candida)
Pinene (a) anti-inflammatory, antibacterial, anti-fungal (candida), antispasmodic, antiviral, prevents bone loss
Pinene (b) anti-inflammatory, antioxidant, antispasmodic, prevents bone loss
Terpinene antibacterial, antioxidant, antispasmodic, antiviral, kills head lice
Terpinolene antibacterial, anti-fungal (candida), antioxidant, antispasmodic, antiviral, sedative

Oils that have a Significant Percentage of Monoterpenes

  • Black Pepper (Piper nigrum)
  • Bergamot (Citrus bergamia)
  • Cypress (Cupressus sempervirens)
  • Frankincense (Boswellia carterii)
  • Grapefruit (Citrus paradisi)
  • Juniper Berry (Juniperus communis)
  • Laurel Leaf (Laurus nobilis)
  • Lemon (Citrus limon)
  • Neroli Citrus (aurantium var. amara)
  • Nutmeg (Myristica fragrans)
  • Opopanax (Commiphora guidotti)
  • Orange (Citrus sinensis)
  • Ravintsara (Cinnamomum camphora CT. 1, 8 cineole)
  • Rosemary (Rosmarinus officinalis CT camphor 1, 8)
  • Siberian Fir (Abies sibirica)
  • Sweet Marjoram (Origanum marjorana)
  • Tea Tree (Melaleuca alternifolia)
  • Thyme CT (linalol Thymus vulgaris CT linalol)

monoterpenese memeMonoterpenes’ Therapeutic Properties

  • Antiseptic – great for cuts
  • Analgesic – relieves pain
  • Rubifacient – increases blood circulation
  • Decongestant – relieves respiratory congestion
  • Antibacterial (some also antiviral)
  • Kill airborne germs
  • Skin-enhancers – great for getting deep into sore muscles, tendons, and ligaments

 


Safety Considerations

It is important to store this particular group of oils in a dark, cool place away from heat and oxygen. This is because essential oils high in monoterpenes that have oxidized can cause skin irritation or sensitization. In addition, monoterpenes are not water-soluble and should not be used in the bath unless well-diluted with a carrier oil or base. Limonene, which is present in all citrus oils has been researched as a monoterpene as a potential risk as an irritant or allergen when oxidized.

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