Terpenes
Terpenes – Humulene
Terpenes are a family of organic compounds obtained mainly from plants and trees, such as cannabis, but also tea, pine, lavender, thyme and citrus fruits like lemon. Terpenes are also believed to have a wide range of medical effects although research remains inadequate to identify definitive clinical benefits at this time. The terpene, humulene (previously termed α-caryophyllene) is an isomer of β-caryophyllene and plays a significant role in many of the distinguishing characteristics of different cannabis strains
Links to other Pertinent Educational Pages:
Terpenes:
Terpenes Therapeutic Benefits:
Individual Terpenes:
- Terpenes – β-Caryophyllene
- Terpenes – Bisabolol
- Terpenes – Carene
- Terpenes – Eucalyptol (Cineole)
- Terpenes – Humulene
- Terpenes – Limonene
- Terpenes – Linalool
- Terpenes – Myrcene
- Terpenes – Nerolidol
- Terpenes – Ocimene
- Terpenes – Terpineol
- Terpenes – Terpinolene
The medical information on this site is provided as a resource for information only, and is not to be used or relied upon for any diagnostic or treatment purposes and is not intended to create any patient-physician relationship. Readers are advised to seek professional guidance regarding the diagnosis and treatment of their medical concerns.
Key to Links:
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- Definitions and Terms Related to Pain
Terpenes – Brief Overview
Terpenes are mostly responsible for the aroma of cannabis but they are also responsible for many of the therapeutic benefits of different cannabis strains, especially in combination with the cannabinoids THC and CBD. Terpenes are quite potent when inhaled from ambient air and have been shown to affect human behavior at serum levels less than 10 ng/ml. In fact, although terpenes account for less than 1% in most cannabis plants, terpenes in concentrations above 0.05% are considered potentially pharmacological active.
See: Types of Terpenes and Terpenoids
Humulene (obsolete name: α-caryophyllene)
Humulene (previously termed α-caryophyllene) is an isomer of β-caryophyllene and found in cannabis strains like White Widow, Headband, Girl Scout Cookies, Sour Diesel, Pink Kush and Skywalker OG. It is also found in herbs and spices such as hops, clove, basil, sage, ginger, spearmint, and ginseng as well as some fruits and vegetables. It has strong anti-inflammatory properties comparable to dexamethasone systemically and topically, as well as analgesic properties. There are anecdotal reports that it causes weight loss and appetite suppression and it is often promoted for weight-loss as an appetite suppressant. Humulene is also said to have anti-bacterial properties.
Boiling Point of Humulene: 225• (F), 107• (C)
Commercial Products
Terpene Products
Commercial terpene products are availabe for use as supplements to be used independently or in combination with cannabis-based products, including THC and CBD. Some companies promote their products by claiming the constituents in their terpene products are formulated to simulate the same terpene blends of specific cannabis strains. Upon investigation, it was not possible to find on their website evidence to confirm their claims regarding their blends, probably to protect their proprietary interests. Links to some of these products are available here for educational purposes but are not meant to recommend or endorse the products. It should also be emphasized that these terpene products do not contain THC, CBD or other cannabinoids.
CBD Products
In addition to commercial terpene products, there are many CBD products that contain terpenes. CBD products with terpenes are labeled as “broad spectrum” when the constituents have no THC and “full spectrum” when they contain THC at levels up to a 0.3%. Unfortunately, CBD products frequently do not identify their specific terpenes and their concentrations, again, probably to protect their proprietary interests.
See: CBD
Resources:
National Academy of Sciences
This website appears to be good resource for exploring medical marijuana.
References:
Terpenes – Overviews
- Therapeutic and Medicinal Uses of Terpenes – 2019
- Terpenes:Terpenoids in Cannabis – Are They Important? – 2020
- Advances in Pharmacological Activities of Terpenoids – 2020
- Terpenoids, Cannabimimetic Ligands, beyond the Cannabis Plant – 2020
- The Cannabis Terpenes – 2020
- The “Entourage Effect” – Terpenes Coupled with Cannabinoids for the Treatment of Mood Disorders and Anxiety Disorders – 2020
- Cannabis Essential Oil – A Preliminary Study for the Evaluation of the Brain Effects – 2018
- A Systematic Review of Essential Oils and the Endocannabinoid System – A Connection Worthy of Further Exploration – 2020
- Efficacy of Essential Oils in Pain – A Systematic Review and Meta-Analysis of Preclinical Evidence – 2021
Terpenes – Aromatherapy
- Aromatherapy and Aromatic Plants for the Treatment of Behavioural and Psychological Symptoms of Dementia in Patients with Alzheimer’s Disease Clinical Evidence and Possible Mechanisms – 2017
- Corrigendum – A question of scent – lavender aroma promotes interpersonal trust -2015
- Odors enhance slow-wave activity in non-rapid eye movement sleepOdors enhance slow-wave activity in non-rapid eye movement sleep
- Essential Oils and Animals – Which Essential Oils Are Toxic to Pets?
- Essential Oils and Pets
- Herbs and Their Uses for Animals – Patchouli and Pets
- Reactivating memories during sleep by odors – odor specificity and associated changes in sleep oscillations – 2014
- Increasing Explicit Sequence Knowledge by Odor Cueing during Sleep in Men but not Women – 2016
- Effects of odorant administration on objective and subjective measures of sleep quality, post-sleep mood and alertness, and cognitive performance – 2003
- An Olfactory Stimulus Modifies Nighttime Sleep in Young Men and Women – 2005
- Massage with or without aromatherapy for symptom relief in people with cancer. – PubMed – NCBI
- Aromatherapy hand massage for older adults with chronic pain living in long-term care. – PubMed – NCBI
- A Systematic Review of Essential Oils and the Endocannabinoid System – A Connection Worthy of Further Exploration – 2020
- Human olfactory receptors – novel cellular functions outside of the nose,” – 2017
- The diversified function and potential therapy of ectopic olfactory receptors in non-olfactory tissues – PubMed – 2017
- How does your kidney smell? Emerging roles for olfactory receptors in renal function,” – 2017
- The Effects of Essential Oils and Terpenes in Relation to Their Routes of Intake and Application – 2020
- Pharmacology of Natural Volatiles and Essential Oils in Food, Therapy, and Disease Prophylaxis – 2021
Terpenes – CB2 Receptor
- Cannabinoid-based therapy as a future for joint degeneration. Focus on the role of CB2 receptor in the arthritis progression and pain – an updated review – 2021
- β-Caryophyllene, a CB2 receptor agonist produces multiple behavioral changes relevant to anxiety and depression in mice – 2014
- The CB2 receptor and its role as a regulator of inflammation – 2016
Terpenes – Synergy with Cannabinoids:
- Taming THC – potential cannabis synergy and phytocannabinoid-terpenoid entourage effects – 2011
- A tale of two cannabinoids: the therapeutic rationale for combining tetrahydrocannabinol and cannabidiol. – PubMed – NCBI
- Entourage Effect 2.0
- Cannabis and the Anxiety of Fragmentation—A Systems Approach for Finding an Anxiolytic Cannabis Chemotype – 2018
- Terpenoids and Phytocannabinoids Co-Produced in Cannabis Sativa Strains Show Specific Interaction for Cell Cytotoxic Activity – 2019
- Absence of Entourage – Terpenoids Commonly Found in Cannabis sativa Do Not Modulate the Functional Activity of Δ9-THC at Human CB1 and CB2 Receptors – 2019
- Terpenoids From Cannabis Do Not Mediate an Entourage Effect by Acting at Cannabinoid Receptors – 2020
- The “Entourage Effect” – Terpenes Coupled with Cannabinoids for the Treatment of Mood Disorders and Anxiety Disorders – 2020
Terpenes – Marijuana Strains
- Patterns of medicinal cannabis use, strain analysis, and substitution effect among patients with migraine, headache, arthritis, and chronic pain in a medicinal cannabis cohort – 2018
- Terpenoid Chemoprofiles Distinguish Drug-type Cannabis sativa L. Cultivars in Nevada – 2018
- Terpenoids and Phytocannabinoids Co-Produced in Cannabis Sativa Strains Show Specific Interaction for Cell Cytotoxic Activity – 2019
- Identification of Terpenoid Chemotypes Among High (−)-trans-Δ9- Tetrahydrocannabinol-Producing Cannabis sativa L. Cultivars 0 2017
- The Cannabinoid Content of Legal Cannabis in Washington State Varies Systematically Across Testing Facilities and Popular Consumer Products – 2018
Terpenes – Routes of Use:
- The Effects of Essential Oils and Terpenes in Relation to Their Routes of Intake and Application – 2020
- Antiviral effect of phytochemicals from medicinal plants – Applications and drug delivery strategies – 2020
- Cannabinoid Delivery Systems for Pain and Inflammation Treatment – 2018
Terpenes – Bioavailability
- Bioavailability and Pharmacokinetics of Natural Volatile Terpenes in Animals and Humans – 2000
- Bioavailability of Bioactive Compounds
- SPC Liposomes as Possible Delivery Systems for Improving Bioavailability of the Natural Sesquiterpene β-Caryophyllene – 2018
Terpenes – Arthritis
Terpenes – Anxiety
- Cannabis and the Anxiety of Fragmentation—A Systems Approach for Finding an Anxiolytic Cannabis Chemotype – 2018
- The “Entourage Effect”: Terpenes Coupled With Cannabinoids for the Treatment of Mood Disorders and Anxiety Disorders – PubMed – 2019
- Medicinal cannabis for psychiatric disorders – a clinically-focused systematic review – 2020
- A Systematic Review of the Anxiolytic-Like Effects of Essential Oils in Animal Models – 2015
- A Systematic Review on the Anxiolytic Effect of Aromatherapy during the First Stage of Labor – 2019
- A Systematic Review on the Anxiolytic Effectsof Aromatherapy in People with Anxiety Symptoms – 2011
- Anxiolytic Terpenoids and Aromatherapy for Anxiety and Depression – PubMed – 2020
- Effect of Aromatherapy on Dental Anxiety Among Orthodontic Patients – A Randomized Controlled Trial – 2019
- Essential Oils and Their Constituents – An Alternative Source for Novel Antidepressants – 2017
- Essential Oils and Their Constituents Targeting the GABAergic System and Sodium Channels as Treatment of Neurological Diseases – 2018
- Possible Use of Phytochemicals for Recovery from COVID-19-Induced Anosmia and Ageusia – 2021
- The calming effect of roasted coffee aroma in patients undergoing dental procedures – 2021
- The Effect of Lavender Aroma on Anxiety of Patients Having Bone Marrow Biopsy- 2020
- The-Effects-of-Essential-Oils-and-Terpenes-in-Relation-to-Their-Routes-of-Intake-and-Application-2020
- Therapeutic Effect and Mechanisms of Essential Oils in Mood Disorders – Interaction between the Nervous and Respiratory Systems – 2021
- Anxiolytic-Like Effects of Bergamot Essential Oil Are Insensitive to Flumazenil in Rats – 2019
Terpenes – Infectious Diseases
- Phytochemical Analysis and in vitro Antiviral Activities of the Essential Oils of Seven Lebanon Species – 2008
- Antiviral effect of phytochemicals from medicinal plants – Applications and drug delivery strategies – 2020
- Essential Oils and Coronaviruses – 2020
Terpenes – Pain:
- Analgesic-like Activity of Essential Oils Constituents – 2011
- Analgesic-Like Activity of Essential Oil Constituents – An Update – 2017
- Medicinal Plants of the Family Lamiaceae in Pain Therapy – A Review – 2018
- Analgesic Potential of Essential Oils – 2016
- Medicinal Plants of the Family Lamiaceae in Pain Therapy – A Review – 2018
- Patterns of medicinal cannabis use, strain analysis, and substitution effect among patients with migraine, headache, arthritis, and chronic pain in a medicinal cannabis cohort – 2018
- Terpenoids, Cannabimimetic Ligands, beyond the Cannabis Plant – 2020
- The Molecular Mechanisms That Underpin the Biological Benefits of Full-Spectrum Cannabis Extract in the Treatment of Neuropathic Pain and Inflammation – PubMed – 2020
- Cannabis-based medicines and the perioperative physician – 2019
- Cannabis‐based medicines for chronic neuropathic pain in adults – 2018
- Medicinal Properties of Cannabinoids, Terpenes, and Flavonoids in Cannabis, and Benefits in Migraine, Headache, and Pain – An Update on Current Evidence and Cannabis Science – 2018
- Role of Cannabinoids and Terpenes in Cannabis-Mediated Analgesia in Rats – PubMed – 2019
- Antinociceptive effect of inhalation of the essential oil of bergamot in mice – 2018
- Analgesic Potential of Essential Oils – 2016
- Analgesic-Like Activity of Essential Oil Constituents – An Update – 2017
Terpenes – Headaches:
- Medicinal Properties of Cannabinoids, Terpenes, and Flavonoids in Cannabis, and Benefits in Migraine, Headache, and Pain – An Update on Current Evidence and Cannabis Science – 2018
- Patterns of medicinal cannabis use, strain analysis, and substitution effect among patients with migraine, headache, arthritis, and chronic pain in a medicinal cannabis cohort – 2018
Terpenes – Inflammation:
- Evaluation of the anti-inflammatory, anti-catabolic and pro-anabolic effects of E-caryophyllene, myrcene and limonene in a cell model of osteoarthritis. – 2015
- Cannabis sativa L. and Nonpsychoactive Cannabinoids – Their Chemistry and Role against Oxidative Stress, Inflammation, and Cancer – 2018
- Patterns of medicinal cannabis use, strain analysis, and substitution effect among patients with migraine, headache, arthritis, and chronic pain in a medicinal cannabis cohort – 2018
- Therapeutic Potential of Volatile Terpenes and Terpenoids from Forests for Inflammatory Diseases – 2020
- The Molecular Mechanisms That Underpin the Biological Benefits of Full-Spectrum Cannabis Extract in the Treatment of Neuropathic Pain and Inflammation – PubMed – 2020
- Evaluation of the anti-inflammatory, anti-catabolic and pro-anabolic effects of E-caryophyllene, myrcene and limonene in a cell model of osteoarthritis. – 2015
- Cannabis, Cannabinoids, and the Endocannabinoid System—Is there Therapeutic Potential for Inflammatory Bowel Disease? – 2019
- Therapeutic Applications of Terpenes on Inflammatory Diseases – 2021
Esssential Oils
Essential Oils – Overviews
- Essential Oils, Part I Introduction – PubMed – 2016
- Essential Oils, Part II General Aspects – PubMed – 2016
- Essential Oils, Part III Chemical Composition – PubMed – 2016
- Essential Oils, Part IV Contact Allergy – PubMed- 2016
- Essential Oils, Part V Peppermint Oil, Lavender Oil, and Lemongrass Oil – PubMed 2016
Essential Oils – Bearded Irises
Essential Oils – Bergamot
- The Anxiolytic Effect of Aromatherapy on Patients Awaiting Ambulatory Surgery – A Randomized Controlled Trial – 2013
- Antinociceptive effect of inhalation of the essential oil of bergamot in mice – 2018
- Anxiolytic-Like Effects of Bergamot Essential Oil Are Insensitive to Flumazenil in Rats – 2019
- Bergamot – Natural Medicines – Professional.pdf
- Citrus bergamia essential oil – from basic research to clinical application – 2015
- Role of 5-HT1A Receptor in the Anxiolytic-Relaxant Effects of Bergamot Essential Oil in Rodent – 2020 Neuropharmacological Properties of the Essential Oil of Bergamot for the Clinical Management of Pain-Related BPSDs – PubMed – 2019
- Possible involvement of the peripheral Mu-opioid system in antinociception induced by bergamot essential oil to allodynia after peripheral nerve injury – PubMed – 2018
- Peripherally injected linalool and bergamot essential oil attenuate mechanical allodynia via inhibiting spinal ERK phosphorylation – PubMed – 2013
- Neuropharmacology of the essential oil of bergamot – PubMed – 2010
- Effect of Harvesting Time on Volatile Compounds Composition of Bergamot (Citrus × Bergamia) Essential Oil – 2019
- Chemical Composition and Biological Activities of Essential Oils from Peels of Three Citrus Species – 2020
- Chemical_Composition_of_Bergamot_Citrus_Bergamia_Risso_Essential_Oil_Obtained_by_Hydrodistillation – 2010
- Cannabinoid Signaling in the Skin – Therapeutic Potential of the “C(ut)annabinoid” System – 2019
- Rational Basis for the Use of Bergamot Essential Oil in Complementary Medicine to Treat Chronic Pain – PubMed – 2016
Essential Oils – Plumeria
Individual Terpenes
Terpenes: β-Caryophyllene:
- (−)-β-Caryophyllene, a CB2 Receptor-Selective Phytocannabinoid, Suppresses Motor Paralysis and Neuroinflammation in a Murine Model of Multiple Sclerosis – 2017
- Antiallodynic effect of β-caryophyllene on paclitaxel-induced peripheral neuropathy in mice. – PubMed – NCBI
- Acute administration of beta-caryophyllene prevents endocannabinoid system activation during transient common carotid artery occlusion and reperfusion – 2018
- Antiallodynic effect of β-caryophyllene on paclitaxel-induced peripheral neuropathy in mice. – PubMed – NCBI
- Cannabimimetic phytochemicals in the diet – an evolutionary link to food selection and metabolic stress adaptation? – 2016
- The anxiolytic-like effect of an essential oil derived from Spiranthera odoratissima A. St. Hil. leaves and its major component, β-caryophyllene, in male mice – 2012
- β‐caryophyllene and β‐caryophyllene oxide—natural compounds of anticancer and analgesic properties – 2016
- β-Caryophyllene, a CB2 receptor agonist produces multiple behavioral changes relevant to anxiety and depression in mice – 2014
- Toxicological Evaluation of β-Caryophyllene Oil: Subchronic Toxicity in Rats. – PubMed – NCBI 2016
- The cannabinoid CB₂ receptor-selective phytocannabinoid beta-caryophyllene exerts analgesic effects in mouse models of inflammatory and neuropathic… – PubMed – NCBI – 2014
- The cannabinoid CB2 receptor-selective phytocannabinoid beta-caryophyllene exerts analgesic effects in mouse models of inflammatory and neuropathic pain – 2013
- SPC Liposomes as Possible Delivery Systems for Improving Bioavailability of the Natural Sesquiterpene β-Caryophyllene – 2018
- β-Caryophyllene Inhibits Dextran Sulfate Sodium-Induced Colitis in Mice through CB2 Receptor Activation and PPARγ Pathway – 2011
- Why wild giant pandas frequently roll in horse manure – 2020
- Beta-caryophyllene is a dietary cannabinoid – 2008
- Analgesia mediated by the TRPM8 cold receptor in chronic neuropathic pain. – 2006
- The menthol receptor TRPM8 is the principal detector of environmental cold – PubMed – 2007
- Molecular basis of peripheral innocuous cold sensitivity – 2018
- Involvement of peripheral cannabinoid and opioid receptors in β-caryophyllene-induced antinociception – PubMed – 2013
- NON-CANNABIS THERAPY – Cannabinoid Therapy Without Using Cannabis: Direct Effects™ Topical β-Caryophyllene
- Beta-caryophyllene enhances wound healing through multiple routes – 2019
- Preparation and Characterization of Liposomal β‐Caryophyllene (Rephyll) – 2020
Terpenes: Linalool:
- GS12-linalool
- Linalool – 1997
- The “Entourage Effect”: Terpenes Coupled With Cannabinoids for the Treatment of Mood Disorders and Anxiety Disorders – PubMed – 2020
- An olfactory stimulus modifies nighttime sleep in young men and women. – PubMed – NCBI
- Lavender and sleep – A systematic review of the evidence – 2012
- Lavender and the Nervous System – 2013
- Effects of odorant administration on objective and subjective measures of sleep quality, post-sleep mood and alertness, and cognitive performance – 2003
- In-vitro inhibition of human erythrocyte acetylcholinesterase by salvia lavandulaefolia essential oil and constituent terpenes. – PubMed – NCBI – 2000
- Odors enhance slow-wave activity in non-rapid eye movement sleep – 2016
- A question of scent – lavender aroma promotes interpersonal trust – 2015
- Is Lavender an Anxiolytic Drug? A Systematic Review of Randomised Clinical Trials – 2012
- Efficacy of Silexan in subthreshold anxiety – meta-analysis of randomised, placebo-controlled trials – 2019
- Essential oil of lavender in anxiety disorders – Ready for prime time? – 2017
- Linalool is a PPAR ligand that reduces plasma TG levels and rewires the hepatic transcriptome and plasma metabolome – 2014
- A Review of the Potential Use of Pinene and Linalool as Terpene-Based Medicines for Brain Health – Discovering Novel Therapeutics in the Flavours and Fragrances of Cannabis – 2021
- The Efficacy of Lavender Aromatherapy in Reducing Preoperative Anxiety in Ambulatory Surgery Patients Undergoing Procedures in General Otolaryngology – 2017
- Efficacy, Safety and Tolerability of Aroma Massage with Lavender Essential Oil – an Overview – 2020
- Antinociceptive and anticonvulsant effects of the monoterpene linalool oxide – 2017
- Exploring Pharmacological Mechanisms of Lavender (Lavandula angustifolia) Essential Oil on Central Nervous System Targets – 2017
- Linalool Ameliorates Memory Loss and Behavioral Impairment Induced by REM-Sleep Deprivation through the Serotonergic Pathway – 2018
- Effects of lavender on anxiety, depression and physiologic parameters – Systematic Review and Meta-Analysis – 2021
- Lavender and sleep – A systematic review of the evidence – 2012
- Lavender and the Nervous System – 2013
- A question of scent – lavender aroma promotes interpersonal trust – 2015
Terpenes, Linalool: – Silexan
- A Multi-Center, Double-Blind, Randomised Study of the Lavender Oil Preparation Silexan in Comparison to Lorazepam for Generalized Anxiety Disorder – 2010
- Is Lavender an Anxiolytic Drug? A Systematic Review of Randomised Clinical Trials – 2012
- An Orally Administered Lavandula Oil Preparation (Silexan) for Anxiety Disorder and Related Conditions- An Evidence Based Review – 2013
- Lavender oil preparation Silexan is effective in generalized anxiety disorder – a randomized, double-blind comparison to placebo and paroxetine – 2014
- Silexan in anxiety disorders – Clinical data and pharmacological background – 2017
- Effectiveness of Silexan Oral Lavender Essential Oil Compared to Inhaled Lavender Essential Oil Aromatherapy for Sleep in Adults- A Systematic Review – 2018
- Silexan in anxiety disorders Clinical data and pharmacological background – PubMed – 2018
- Efficacy and safety of lavender essential oil (Silexan) capsules among patients suffering from anxiety disorders – A network meta-analysis – 2019
- Efficacy of Silexan in subthreshold anxiety – meta-analysis of randomised, placebo-controlled trials – 2019
- Therapeutic effects of Silexan on somatic symptoms and physical health in patients with anxiety disorders – A meta- analysis – 2020
- Silexan, an orally administered Lavandula oil preparation, is effective in the treatment of ‘subsyndromal’ anxiety disorder a randomized, double-blind, placebo controlled trial – PubMed – 2010
- A multi-center, double-blind, randomised study of the Lavender oil preparation Silexan in comparison to Lorazepam for generalized anxiety disorder – PubMed – 2009
- No Abuse Potential of Silexan in Healthy Recreational Drug Users – A Randomized Controlled Trial – 2021
Terpenes – Limonene
- Evaluation of the anti-inflammatory, anti-catabolic and pro-anabolic effects of E-caryophyllene, myrcene and limonene in a cell model of osteoarthritis. – 2015
- Neuroprotective Potential of Limonene and Limonene Containing Natural Products – 2021
Terpenes: Myrcene
- β-MYRCENE – IARC MONOGRAPHS
- Evaluation of the anti-inflammatory, anti-catabolic and pro-anabolic effects of E-caryophyllene, myrcene and limonene in a cell model of osteoarthritis. – 2015
- Myrcene—What Are the Potential Health Benefits of This Flavouring and Aroma Agent? – 2021
Terpenes: Pinene
Medical Marijuana – Product Evaluation
- The Cannabinoid Content of Legal Cannabis in Washington State Varies Systematically Across Testing Facilities and Popular Consumer Products – 2018
- Quality Control of Traditional Cannabis Tinctures – Pattern, Markers, and Stability – 2016
- Cannabinoid, Terpene, and Heavy Metal Analysis of 29 Over-the-Counter Commercial Veterinary Hemp Supplements – 2020
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