Terpenes & Cannabinoids


Let’s talk - Terpenes and their effect

Myrcene

Myrcene, specifically β-myrcene, is a monoterpene and the most common terpene produced by cannabis (some varieties contain up to 60% of the essential oil). Its aroma has been described as musky, earthy, herbal – akin to cloves. A high myrcene level in cannabis (usually above 0.5%) results in the well-known “couch-lock” effect of classic Indica strains. Myrcene is found in oil of hops, citrus fruits, bay leaves, eucalyptus, wild thyme, lemon grass and many other plants.
Myrcene has some very special medicinal properties, including lowering the resistance across the blood to brain barrier, allowing itself and many other chemicals to cross the barrier easier and more quickly. In the case of cannabinoids (like THC), myrcene allows the effects of the cannabinoid to take effect more quickly. More uniquely still, myrcene has been shown to increase the maximum saturation level of the CB1 receptor, allowing for a greater maximum psychoactive effect.
Myrcene is a potent analgesic, anti-inflammatory, antibiotic and antimutagenic. It blocks the action of cytochrome, aflatoxin B and other pro-mutagenic carcinogens. Its sedative and relaxing effects also make it ideal for the treatment of insomnia and pain.

Pinene

Pinene is a bicyclic monoterpenoid. Akin to its name, pinene has distinctive aromas of pine and fir. There are two structural isomers of pinene found in nature: α-pinene and β-pinene. Both forms are important components of pine resin. α-pinene is the most widely encountered terpenoid in nature. Pinene is found in many other conifers, as well as in non-coniferous plants. It is found mostly in balsamic resin, pine woods and some citrus fruits. The two isomers of pinene constitute the main component of wood turpentine. Pinene is one of the principal monoterpenes that is important physiologically in both plants and animals. It tends to react with other chemicals, forming a variety of other terpenes (like limonene) and other compounds.
Pinene is used in medicine as an anti-inflammatory, expectorant, bronchodilator and local antiseptic. α-pinene is a natural compound isolated from pine needle oil which has shown anti-cancer activity and has been used as an anti-cancer agent in Traditional Chinese Medicine for many years. It is also believed that the effects of THC may be lessened if mixed with pinene.

Limonene

Limonene is a monocyclic monoterpenoid and one of two major compounds formed from pinene. As the name suggests, varieties high in limonene have strong citrusy smells like oranges, lemons and limes. Strains high in limonene promote a general uplift in mood and attitude. This citrusy terpene is the major constituent in citrus fruit rinds, rosemary, juniper and peppermint, as well as in several pine needle oils.

Limonene is highly absorbed by inhalation and quickly appears in the bloodstream. It assists in the absorption of other terpenes through the skin and other body tissue. It is well documented that limonene suppresses the growth of many species of fungi and bacteria.  Limonene may be beneficial in protecting against various cancers, and orally administered limonene is currently undergoing clinical trials in the treatment of breast cancer. Limonene has been found to even help promote weight-loss.

Beta-caryophyllene

Beta-caryophyllene is a sesquiterpene found in many plants such as Thai basils, cloves, cinnamon leaves and black pepper, and in minor quantities in lavender. It’s aroma has been described as peppery, woody and/or spicy. Caryophyllene is the only terpene known to interact with the endocannabinoid system (CB2). Research shows shows that β–caryophyllene selectively binds to the CB2 receptor and that it is a functional CB2 agonist. Further, β–caryophyllene was identified as a functional non-psychoactive CB2 receptor ligand in foodstuff and as a macrocyclic anti-inflammatory cannabinoid in cannabis.

The Fine/Rosenfeld study demonstrates that other phytocannabinoids in combination, especially cannabidiol (CBD) and β-caryophyllene, delivered by the oral route appear to be promising candidates for the treatment of chronic pain due to their high safety and low adverse effects profiles.

The Horváth et al study suggests β-caryophyllene, through a CB2 receptor dependent pathway, may be an excellent therapeutic agent to prevent nephrotoxicity (poisonous effect on the kidneys) caused by anti-cancer chemotherapy drugs such as cisplatin.
The Jeena, Liju et al study investigated the chemical composition of essential oil isolated from black pepper, of which caryophyllene is a main constituent, and studied its pharmacological properties. Black pepper oil was found to possess antioxidant, anti-inflammatory and antinociceptive properties. This suggests that high-caryophyllene strains may be useful in treating a number of medical issues such as arthritis and neuropathy pain.
Beta-caryophyllene is used especially in chewing gum when combined with other spicy mixtures or citrus flavorings.

Linalool

Linalool is a non-cyclic monoterpenoid and has been described as having floral and lavender undertones. Varieties high in linalool promote calming, relaxing effects.  Linalool has been used for centuries as a sleep aid. Linalool lessens the anxious emotions provoked by pure THC, thus making it helpful in the treatment of both psychosis and anxiety. Studies also suggest that linalool boosts the immune system; can significantly reduce lung inflammation; and can restore cognitive and emotional function (making it useful in the treatment of Alzheimer’s disease).

As shown by the Ma, J., Xu et al study, linalool may significantly reduce lung inflammation caused by cigarette smoke by blocking the carcinogenesis induced by benz[α]anthracene, a component of the tar generated by the combustion of tobacco. This finding indicates limonene may be helpful in reducing the harm caused by inhaling cannabis smoke.

Linalool boosts the immune system as it directly activates immune cells through specific receptors and/or pathways. The Sabogal-Guáqueta et al study suggests linalool may reverse the histopathological (the microscopic examination of biological tissues to observe the appearance of diseased cells and tissues in very fine detail) hallmarks of Alzheimer’s Disease and could restore cognitive and emotional functions via an anti-inflammatory effect.

The Environmental Protection Agency has approved its use as a pesticide, flavor agent and scent. It is used in a wide variety of bath and body products and is commonly listed under ingredients for these products as beta linalool, linalyl alcohol, linaloyl oxide, p-linalool and alloocimenol.

Linalool has been isolated in several hundred different plants. The Lamiaceae plant and herb family, which includes mints and other scented herbs, are common sources. The Lauraceae plant family, which includes laurels, cinnamon, and rosewood, is also a readily available source. The Rutaceae family, which contains citrus plants, is another viable source. Birch trees and several different plant species that are found in tropical and boreal climate zones also produce linalool. Although technically not plants, some fungi produce linalool, as well. Linalool is a critical precursor in the formation of Vitamin E.

Terpinolene

Terpinolene is a common component of sage and rosemary and is found in the oil derived from Monterey cypress. Its largest use in the United States is in soaps and perfumes. It is also a great insect repellent. Terpinolene is known to have a piney aroma with slight herbal and floral nuances. It tends to have a sweet flavor reminiscent of citrus fruits like oranges and lemons.

Terpinolene has been found to be a central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Further, terpinolene was found to markedly reduce the protein expression of AKT1 in K562 cells and inhibited cell proliferation involved in a variety of human cancers.

Camphene

Camphene, a plant-derived monoterpene, emits pungent odors of damp woodlands and fir needles. Camphene may play a critical role in cardiovascular disease.

The Vallianou et al study found camphene reduces plasma cholesterol and triglycerides in hyperlipidemic rats. Given the importance that the control of hyperlipidemia plays in heart disease, the results of this study provide insight into to how camphene might be used as an alternative to pharmaceutical lipid lowering agents which are proven to cause intestinal problems, liver damage and muscle inflammation. This finding alone warrants further investigation.

Camphene is a minor component of many essential oils such as turpentine, camphor oil, citronella oil and ginger oil. It is used as a food additive for flavoring, and also used in the preparation of fragrances. It is produced industrially by catalytic isomerization of the more common α-pinene.

Terpineol

α-Terpineol, terpinen-4-ol, and 4-terpineol are three closely related monoterpenoids. The aroma of terpineol has been compared to lilacs and flower blossoms. Terpineol is often found in cannabis varieties that have high pinene levels, which unfortunately mask the fragrant aromas of terpineol.

Terpineol, specifically α-terpineol, is known to have calming, relaxing effects. It also exhibits antibiotic, AChe inhibitor and antioxidant antimalarial properties.

Phellandrene

Phellandrene is described as pepperminty, with a slight scent of citrus. Phellandrene is believed to have special medicinal values. It has been used in Traditional Chinese Medicine to treat digestive disorders. It is one of the main compounds in turmeric leaf oil, which is used to prevent and treat systemic fungal infections.

Phellandrene is perhaps the easiest terpene to identify in the lab. When a solution of phellandrene in a solvent (or an oil containing phellandrene) is treated with a concentrated solution of sodium nitrate and then with a few drops of glacial acetic acid, very large crystals of phellandrene nitrate speedily form.

Phellandrene was first discovered in eucalyptus oil. It wasn’t until the early 1900s that it was actually constituted and shown that phellandrene from eucalyptus oil contained two isomeric phellandrene (usually referred to as α-phellandrene and β-phellandrene), and on oxidation with potassium permanganate gave distinct acids, concluding that the acids had been derived from two different isomeric phellandrene. Before that, phellandrene was mistaken for pinene or limonene. Today, we are aware of many essential oils where phellandrene is present. It is, however, a somewhat uncertain terpene as it can only be detected in the oils of some species, especially in Eucalypts, at particular times of the year.

Phellandrene can be found in a number of herbs and spices, including cinnamon, garlic, dill, ginger and parsley. A number of plants produce β-phellandrene as a constituent of their essential oils, including lavender and grand fir. The recognizable odors of some essential oils depend almost entirely upon the presence of phellandrene. Oil of pepper and dill oil are composed almost entirely of phellandrene. The principal constituent in oil of ginger is phellandrene. Phellandrene, particularly α-phellandrene, is absorbed through the skin, making it attractive for use in perfumes. It is also used as a flavoring for food products.

Carene

Delta-3-carene is a bicyclic monoterpene with a sweet, pungent odor. It is found naturally in many healthy, beneficial essential oils, including cypress oil, juniper berry oil and fir needle essential oils. In higher concentrations, delta-3-carene can be a central nervous system depressant. It is often used to dry out excess body fluids, such as tears, mucus, and sweat.

It is nontoxic, but may cause irritation when inhaled. Perhaps high concentrations of delta-3-carene in some strains may be partially responsible for symptoms of coughing, itchy throat and eye afflictions when smoking cannabis.

Delta-3-carene is also naturally present in pine extract, bell pepper, basil oil, grapefruit and orange juices, citrus peel oils from fruits like lemons, limes, mandarins, tangerines, oranges and kumquats.
Carene is a major component of turpentine and is used as a flavoring in many products.

Humulene

Humulene is a sesquiterpene also known as α-humulene and α–caryophyllene; an isomer of β–caryophyllene. Humulene is found in hops, cannabis sativa strains, and Vietnamese coriander, among other naturally occurring substances. Humulene is what gives beer its distinct ‘hoppy’ aroma.

Humulene is considered to be anti-tumor, anti-bacterial, anti-inflammatory, and anorectic (suppresses appetite). It has commonly been blended with β–caryophyllene and used as a major remedy for inflammation. Humulene has been used for generations in Chinese medicine. It aids in weight loss by acting as an appetite suppressant.

Pulegone

Pulegone, a monocyclic monoterpenoid, is a minor component of cannabis. Higher concentrations of pulegone are found in rosemary. Rosemary breaks down acetylcholine in the brain, allowing nerve cells to communicate more effectively with one another.
An ethnopharmacology study indicates pulegone may have significant sedative and fever-reducing properties. It may also alleviate the side effects of short-term memory loss.  Pulegone has a pleasant peppermint aroma and is considered to be a strong insecticide

Sabinene

Sabinene is a bicyclic monoterpene whose aromas are reminiscent of the holidays (pines, oranges, spices). Results of an ongoing study by Valente et al suggest that sabinene should be explored further as a natural source of new antioxidant and anti-inflammatory drugs for the development of food supplements, nutraceuticals or plant-based medicines.

Sabinene occurs in many plants, including Norway spruce, black pepper, basil and Myristica fragrans (an evergreen indigenous to the Moluccas)—the Spice Islands of Indonesia. The seeds of the Myristica fragrans are the world’s main source of nutmeg.

Geraniol

Geraniol produces a sweet, delightful smell similar to roses. This makes geraniol a popular choice for many bath and body products. It is also known to be an effective mosquito repellant. Medically, geraniol shows promise in the treatment of neuropathy.
Cannabinoids

Most people are familiar with cannabidiol (CBD), which is found in highly concentrated amounts in our products, but there are actually dozens of cannabinoids found in hemp, which have shown many benefits in studies. We choose to make all our products with full-spectrum hemp oil, which includes all of the cannabinoids found in the plant, so you don’t miss out on any of the benefits.

In addition to the dozens of cannabinoids, which you can learn more about below, hemp oil is a great source of essential vitamins, minerals, Omega fatty acids, flavonoids, chlorophyll and terpenes.

On a molecular level, all classes of cannabinoid are derived from the cannabinoid cannabigerol (CBG). Cannabinoids are changed from their original acid forms by decarboxylation through heat, light, or alkaline conditions, allowing them to interact fully with the endocannabinoid system. Learn more about all the cannabinoids found in our full spectrum oil below:

CBD: Cannabidiol

The most abundant cannabinoid in hemp oil, making up over 90% of the cannabinoid content, cannabidiol or CBD is non-psychoactive and is the focus of the benefits from hemp oil. CBD has little affinity for CB1 or CB2 receptors, the main points of interaction for cannabinoids in the endocannabinoid system, and instead acts as an indirect antagonist of cannabinoid agonists, possibly allowing CBD to temper the high caused by THC.

Other forms present in our oil include:
CBD-C1: Cannabidiol-C1
CBD-C4: Cannabidiol-C4
CBDA: Cannabidiolic Acid

CBG: Cannabigerol

Cannabigerol is known as the stem cell cannabinoid for its role as a precursor to other cannabinoids found in hemp and marijuana. Previously overlooked as a significant cannabinoid, the role of CBG is becoming better understood. CBG is transformed into other cannabinoids like CBD or THC by the cannabis l. plant, natural CBG levels are low in most processed cannabis plants.
Other forms present in our oil include:
CBGA: Cannabigerolic Acid

THC: Tetrahydrocannabinol

Tetrahydrocannabinol is the most abundant cannabinoid in most medical and recreational marijuana strains. However, in hemp THC is a minor constituent and appears only in trace amounts under 0.3% by dry weight, as required by the U.S. government for hemp products. THC mimics the action of anandamide, a neurotransmitter naturally produced in the human body, and binds to CB1 receptors in the endocannabinoid system found mostly in the brain. The extremely low levels of THC in hemp make hemp oil non-psychoactive and safe for all ages to use.

THCA-A: Delta-9-tetrahydrocannabinolic Acid A
THCA-C1: Delta-9-tetrahydrocannabiorcolic Acid
THCA-C4: Delta-9-tetrahydrocannabinolic Acid C4
THCA-B: Delta-9-tetrahydrocannabinolic Acid B
THC-C1: Delta-9-tetrahydrocannabiorcol
THC-C4: Delta-9-tetrahydrocannabinol C4
iso-THC: iso-Tetrahydrocannabinol

CBN: Cannabinol

Cannabinol results from the degradation of THC. There is little of it in the fresh plant, but decarboxylation often raises the amount of CBN in the plant as an effect. CBN is only mildly psychoactive and has a higher affinity for the CB2 receptor than the CB1 receptor, linking CBN to the body’s immune system. In hemp oil, CBN is present in levels of 0.2% or lower.

Other forms present in our oil include:
CBN-C1: Cannabiorcol
CBN-C2: Cannabinol-C2
CBN-C4: Cannabinol-C4
CBND: Cannabinodiol

Other Minor Cannabinoids:

Along with the primary cannabinoids and their variants, there are a number of minor cannabinoids whose benefits have not yet been thoroughly studied. Even in low quantities, these cannabinoids interact with our native endocannabinoid system, and are present in hemp oil.

CBC: Cannabichromene
CBL: Cannabicyclol
CBT: Cannabitriol
CBE: Cannabielsoin
CBR: Cannabiripsol
DCBF: Dehydrocannabifuran
CBF: Cannabifuran
CBCN: Cannabichromanon
CBT: Cannabicitran

Other Acidic Cannabinoids:

Like THCA and CBDA, there are other pre-decarboxylated forms of cannabinoids present in cannabis. Once exposed to heat, light, or alkaline conditions, these cannabinoids lose a carbon atom and take their common form. These cannabinoids are present in our raw forms of oil that have not been decarboxylated.


CBCA: Cannabichromenic Acid
CBLA: Cannabicyclolic Acid
CBEA-A: Cannabielsoic Acid A
CBEA-B: Cannabielsoic Acid B
CBNA: Cannabinolic Acid

Cannabinoids with the suffix -varin:

These cannabinoids differ in length from common cannabinoids, replacing the typical 5 carbon chain with a 3 carbon chain.  These cannabinoids can also be found in small amounts in our full-spectrum hemp oil.


CBV: Cannabivarin
THCV: Tetrahydrocannabivarin
CBDV: Cannabidivarin
CBCV: Cannabichomevarin
CBGV: Cannabigerovarin
CBLV:Cannabicyclovarin
CBVD: Cannabinodivarin
CBTV: Cannabitriolvarin
 
These acidic versions of -varin cannabinoids are non-decarboxylated.
CBGVA: Cannabigerovarinic Acid
THCVA: Delta-9-tetrahydrocannabivarinic Acid
CBDVA: Cannabidivarinic Acid
CBCVA: Cannabichromevarinic Acid
 
Ether Cannabinoid Forms:
CBGAM: Cannabigerolic Acid Monomethyl Ether
CBGM: Cannabigerol Monomethyl Ether
CBDM: Cannabidiol Monomethyl Ether
CBNM: Cannabinol Methyl Ether
CBTVE: Ethoxy-cannabitriolvarin

By formulating our products with pure, full-spectrum hemp oil, we ensure that all the cannabinoids naturally found in the plant are in the hemp oil you buy from us. This also allows the cannabinoids to interact with the endocannabinoid system in what has become known as the entourage effect: when all the ingredients in hemp oil, including the terpenes, vitamins, and range of cannabinoids are allowed to work with the body naturally, as they would in the natural plant.

 

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