Subclass of Terpenoids

Monoterpenes

Ten-carbon terpenes — the light, volatile aromatics of most essential oils (menthol, pinene, linalool).

100 Constituents72 Source herbs

Overview

About Monoterpenes

Monoterpenes are the ten-carbon terpenes, built from just two isoprene units. That small size is the whole story of the group: they are light enough to evaporate at room temperature, which is why they carry the scent of a crushed leaf and why they dominate essential oils.

They are the most familiar plant compounds most people never name — the cool of peppermint, the sharpness of pine, the calm of lavender. In herbal medicine they supply much of the carminative, antimicrobial and aromatic-nervine character of the volatile-oil herbs.

01

Where Monoterpenes Occur

Any plant with a distinct smell is worth suspecting. Monoterpenes are concentrated in glandular trichomes, resin ducts and oil cells, and a few families are famous for them:

Mint family (Lamiaceae)

menthol, linalool, thymol, carvacrol

Conifers (Pinaceae)

the pinenes, limonene, borneol

Citrus peel (Rutaceae)

limonene above all

Umbellifers (Apiaceae)

anethole's relatives, carvone, fenchone

Myrtle family (Myrtaceae)

1,8-cineole, terpinen-4-ol

Because they are volatile, content varies sharply with harvest time, drying and storage — an old, badly stored aromatic herb has lost much of what made it medicinal.

02

How Monoterpenes Are Built

Two isoprene units join to give a ten-carbon skeleton, which then either stays open-chain or folds into one or two rings. Oxygen is added afterwards, and the oxygen-bearing form usually carries the pharmacology:

Hydrocarbons
limonene, the pinenes, myrcene
Alcohols
menthol, linalool, geraniol, borneol
Aldehydes
citral, citronellal
Ketones
camphor, thujone, pulegone, carvone
Oxides and esters
1,8-cineole, linalyl acetate, bornyl acetate

That ladder matters for safety as much as for scent: the alcohols are generally the gentlest of the group and the ketones the most hazardous.

03

Pharmacological Importance

Monoterpenes are lipophilic and small, so they cross membranes easily — including the blood-brain barrier, which is why inhaled aromatics can act on mood and alertness within minutes. Several are direct receptor ligands: menthol activates the cold-sensing TRPM8 channel, and linalool and 1,8-cineole have documented anxiolytic and airway effects.

Clinically the group underpins the carminatives (relaxing gut smooth muscle), the expectorants and mucolytics of the respiratory herbs, the topical rubefacients and counter-irritants, and a large share of plant antimicrobial activity — thymol and carvacrol are genuinely potent against bacteria in vitro.

04

Toxicity & Safety

As whole herbs and teas, monoterpene-bearing plants are among the best-tolerated medicines there are. The hazard sits almost entirely with concentrated essential oils, where the same molecules arrive at tens or hundreds of times the dietary dose.

The ketones are the ones to watch: thujone (wormwood, sage) is convulsant, pulegone (pennyroyal) is hepatotoxic and has caused deaths, and camphor is toxic to children at small doses. Neat oils are also skin irritants and sensitizers, and oxidized citrus oils more so than fresh. The rule is simple — the herb is not the oil.

Constituents

All Monoterpenes

100 total

#

1,3,8-p-Menthatriene 1 herb 1,8-Cineole 20 herbs 3'-O-galloylpaeoniflorin 1 herb 4-Terpineol 1 herb 6'-O-benzoylpaeoniflorin 1 herb 6'-O-galloylalbiflorin 1 herb 6'-O-galloylpaeoniflorin 1 herb

A

Albiflorin 1 herb alpha-Phellandrene 3 herbs alpha-Pinene 26 herbs alpha-Terpinene 4 herbs alpha-Terpineol 7 herbs alpha-Thujene 2 herbs Alpha-thujone Care 3 herbs Artemisia ketone 1 herb Ascaridole 1 herb

B

Beta-phellandrene 5 herbs Beta-Pinene 24 herbs Beta-thujone Care 3 herbs Borneol 11 herbs Borneol acetate 1 herb Bornyl acetate 9 herbs Bornyl cryptone 1 herb Bornyl p-coumarate 1 herb
Open in filterable index

Source Plants

Herbs Containing Monoterpenes

72 herbs

Plants in the materia medica documented to carry monoterpenes, with the compounds each one is listed for. The bar counts how many DISTINCT monoterpenes are on record for a plant, relative to the best-documented — it measures breadth of record, not potency, so a plant with one well-studied compound can outrank a richer source that has simply been analysed less. Where a measured concentration is on record it is quoted inline; most entries have none yet.

Feverfew Tanacetum parthenium Documented for camphor (0–57 % of oil), 1,8-cineole, alpha-phellandrene and 20 more monoterpenes. 23 Monoterpenes Cannabis Cannabis sativa Documented for 1,8-cineole, alpha-terpinene, alpha-terpineol and 15 more monoterpenes. 18 Monoterpenes Peppermint Mentha × piperita Documented for 1,8-cineole (3.5–14 % of EO), limonene (1–5 % of oil), menthol (30–55 % of oil) and 13 more monoterpenes. 16 Monoterpenes Angelica Angelica archangelica Documented for alpha-phellandrene, alpha-pinene, beta-phellandrene and 11 more monoterpenes. 14 Monoterpenes Wormwood Artemisia absinthium Documented for 1,8-cineole (3.4 % of EO), alpha-thujone (10–36 % of oil), beta-pinene (5.4–10.4 % of oil) and 11 more monoterpenes. 14 Monoterpenes Yarrow Achillea millefolium Documented for 1,8-cineole, alpha-pinene, alpha-terpineol and 10 more monoterpenes. 13 Monoterpenes Muira Puama Ptychopetalum olacoides Documented for alpha-pinene, alpha-terpinene, beta-pinene and 9 more monoterpenes. 12 Monoterpenes Pine Pinus sylvestris Documented for alpha-pinene, alpha-terpineol, beta-phellandrene and 8 more monoterpenes. 11 Monoterpenes Lavender Lavandula angustifolia Documented for camphor (0–0.5 % of oil), linalool (25–38 % of oil), linalyl acetate (25–45 % of oil) and 7 more monoterpenes. 10 Monoterpenes Lemongrass Cymbopogon citratus Documented for citral (65–85 % of oil), citronellal (3–4 % of oil), geranial (36–45 % of oil), geraniol (3 % of oil) and 6 more monoterpenes. 10 Monoterpenes Mugo Pine Pinus mugo Documented for alpha-pinene, beta-phellandrene, beta-pinene and 6 more monoterpenes. 9 Monoterpenes Rosemary Rosmarinus officinalis Documented for 1,8-cineole (15–55 % of EO), alpha-pinene (13.5–37.7 % of oil), borneol (0.3–21 % of oil), camphor (5–31 % of oil) and 5 more monoterpenes. 9 Monoterpenes

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