Compound Monograph
1,8-cineole
1,8-cineole (eucalyptol) is the dominant oxygenated monoterpene of eucalyptus oil — and, unusually for a plant terpene, the isolated molecule (200 mg "Cineole"/Soledum capsules) carries real double-blind human RCTs for COPD, asthma, bronchitis and rhinosinusitis. It is well absorbed, cleared by CYP-mediated hydroxylation, and is both a CYP3A substrate and a P450 inducer — an interaction-relevant profile.
Sources · 23
Where Does It Come From?
1,8-cineole is a naturally occurring monoterpenoid ether (bicyclic), found in Eucalyptus, Rosemary, Cardamom and 20 other sources. It is flagged as moderately toxic.
Principal source Eucalyptus Eucalyptus globulus Herb monograph →
Source Cannabis Cannabis sativa Herb monograph →
Source Chaste Tree Vitex agnus-castus Herb monograph →
Source Chrysanthemum Chrysanthemum morifolium Herb monograph →
Source Damiana Turnera diffusa Herb monograph →
Source Feverfew Tanacetum parthenium Herb monograph →
Source Hyssop Hyssopus officinalis Herb monograph →
Source Lavender Lavandula angustifolia Herb monograph →
Source Manuka Leptospermum scoparium Herb monograph →
Source Mugwort Artemisia vulgaris Herb monograph →
Source Peppermint Mentha × piperita Herb monograph →
Source Rosemary Rosmarinus officinalis Herb monograph →
Source Rosewood Aniba rosaeodora Herb monograph →
Source Sage Salvia officinalis Herb monograph →
Source Spearmint Mentha spicata Herb monograph →
Source Sweet Wormwood Artemisia annua Herb monograph →
Photo coming soon
Source Thyme Thymus vulgaris Herb monograph →
Source Turmeric Curcuma longa Herb monograph →
Source Wormwood Artemisia absinthium Herb monograph →
Source Yarrow Achillea millefolium Herb monograph →
Source Yerba Santa Eriodictyon californicum Herb monograph → Concentration
Content by Source
Reported concentrations across the plants that contain 1,8-cineole — the bar marks the typical level, the line shows the reported range.
Literature figures for varying plant parts and preparations. Read them as a comparative guide, not exact assays.
1,8-cineole at a Glance
1,8-Cineole — eucalyptol — is the dominant oxygenated monoterpene of eucalyptus oil, and the compound responsible for the sharp, cooling smell of eucalyptus, rosemary and bay.
Unusually for a plant terpene, the isolated molecule has real clinical evidence. Standardised 200 mg cineole capsules have been through double-blind randomised trials in COPD, asthma, bronchitis and rhinosinusitis — so the human data here describes the actual molecule at a defined dose, rather than an essential oil or a whole-plant extract.
That makes it one of the better-evidenced single terpenes here, and it is why its respiratory uses read differently from most aromatherapy claims.
What It's Used For
1,8-Cineole (eucalyptol) is a bicyclic monoterpenoid ether — the fresh, camphoraceous principal of eucalyptus oil and a major volatile of rosemary, cardamom, sage and bay. It stands out among plant terpenes for one reason: unlike most essential-oil constituents, whose human evidence is aromatherapy or whole-oil, cineole has genuine double-blind, placebo-controlled trials of the isolated molecule — standardized 200 mg gut-soluble capsules (marketed as “Cineole”/Soledum) tested in COPD, asthma, acute bronchitis and rhinosinusitis 1,
Mechanistically it behaves as a mucolytic and anti-inflammatory, suppressing cytokine and arachidonic-acid-mediator production in human immune cells 6,
Two caveats frame the rest: the respiratory trials cluster around a small set of overlapping investigators, and pharmacokinetically cineole is both a CYP3A substrate and an inducer of hepatic drug-metabolizing P450s — an interaction-relevant profile, and the same molecule that makes concentrated eucalyptus oil neurotoxic when swallowed in bulk 8,
Support is an experimental score I’m building — a composite weighted by study type (human > animal > in vitro > review) and study volume, tempered for isolate-vs-plant match and bioavailability. It’s a beta: a fast way to rank strength of evidence at a glance, not a validated metric. Each application links to its write-up.
The strongest single line, and a genuine isolate result. In a double-blind, placebo-controlled multicenter trial, 242 patients with stable COPD received 200 mg of isolated cineole or placebo three times daily for six months as concomitant therapy; the cineole group had significantly fewer, shorter and less severe exacerbations, with improvements in lung function, dyspnea and quality of life and adverse-event rates comparable to placebo 1Reference 1RCTConcomitant therapy with Cineole (Eucalyptole) reduces exacerbations in COPD: a placebo-controlled double-blind trial — randomised controlled trialView study →.
The authors frame cineole as an active controller of airway inflammation acting on the mucus membrane, consistent with its mucolytic/anti-inflammatory mechanism 1,
Gap: a single six-month trial from the same research group that ran the asthma and bronchitis studies; no independent replication or hard mortality/hospitalization endpoints.
Two double-blind, placebo-controlled trials of the isolate. In 32 patients with steroid-dependent severe asthma, 200 mg cineole three times daily for 12 weeks allowed a significantly greater reduction in oral prednisolone dose than placebo (36% vs 7%; 12/16 vs 4/16 patients able to taper) — the first evidence of a glucocorticoid-sparing, anti-inflammatory action for the molecule 2Reference 2RCTAnti-inflammatory activity of 1.8-cineol (eucalyptol) in bronchial asthma: a double-blind placebo-controlled trial — randomised controlled trialView study →.
A separate trial in 247 asthma patients found 200 mg three times daily improved FEV1, symptoms and asthma quality-of-life versus placebo over six months 3Reference 3RCTPatients with asthma benefit from concomitant therapy with cineole: a placebo-controlled, double-blind trial — randomised controlled trialView study →.
Gap: small (steroid-sparing) and single trials; again clustered around the same investigators, and not incorporated into major asthma guidelines.
In a double-blind, placebo-controlled multicenter trial, 242 patients with acute bronchitis took 200 mg cineole or placebo three times daily; the cineole group improved on a bronchitis sum-score significantly more than placebo after just four days, with the largest effect on frequency of coughing fits (p = 0.0001) 5Reference 5RCTEfficacy of cineole in patients suffering from acute bronchitis: a placebo-controlled double-blind trial — randomised controlled trialView study →. The isolate again reads as an anti-inflammatory/mucolytic, shortening symptomatic illness.
Gap: a symptom-score endpoint over a short, self-limiting illness; no effect on antibiotic use or hard outcomes shown, and single-group provenance.
In 152 patients with acute non-purulent rhinosinusitis, cineole capsules (two 100 mg capsules three times daily, i.e. 600 mg/day) reduced a defined symptoms-sum-score significantly more than placebo by days 4 and 7, across headache, nasal obstruction and secretion, with only mild side effects (heartburn, exanthema in two patients) — positioned as effective treatment before antibiotics are indicated 4Reference 4RCTTherapy for acute nonpurulent rhinosinusitis with cineole: results of a double-blind, randomized, placebo-controlled trial — randomised controlled trialView study →.
Gap: a seven-day symptom-score trial in a largely self-resolving condition; no imaging or microbiological endpoints, and the same isolate-vs-plant strength/limitation (real molecule, one trial).
Cineole has broad in-vitro antibacterial and antifungal activity, generally attributed to disruption of microbial membrane integrity, and cineole-rich eucalyptus oil is among the more active essential oils against Staphylococcus aureus and streptococci in comparative assays 8,
Gap: almost entirely in-vitro and largely whole-oil rather than isolated cineole; standalone potency is modest relative to phenolic EO constituents, and there is no antimicrobial human trial of the isolate.
In 20 healthy volunteers exposed to diffused rosemary aroma, higher plasma 1,8-cineole absorbed from the aroma correlated with better speed and accuracy on serial-subtraction and visual-processing tasks (not a speed–accuracy trade-off), with weaker links to mood 14Reference 14Clinical trialPlasma 1,8-cineole correlates with cognitive performance following exposure to rosemary essential oil aroma — human studyView study →. This is the best human bridge between the molecule and the “alerting” reputation of cineole-rich oils.
Gap: correlational, small, and the exposure vehicle is a whole plant essential oil (rosemary), so this is not an isolated-cineole efficacy trial — cineole is a plausible mediator, not a proven one.
Mechanisms
| Target / pathway | Effect | Relevant to |
|---|---|---|
| NF-κB / cytokine production (TNF-α, IL-1β, IL-6, IL-8) | Suppressed in human monocytes & lymphocytes | asthmaCOPDanti-inflammatory |
| Arachidonic-acid metabolism (LTB4 via 5-LOX; PGE2 via COX) | Both pathways inhibited ex vivo | asthmamucosal inflammation |
| Airway mucus / secretory epithelium | Mucolytic / secretolytic; ↓ hypersecretion | bronchitisCOPDrhinosinusitis |
| Airway smooth muscle | Bronchodilating / spasmolytic | asthmaCOPD |
| CYP3A (substrate) + hepatic P450 induction | Oxidized by CYP3A; induces drug-metabolizing P450s (animal) | drug interactionspharmacokinetics |
| Microbial membranes | Membrane disruption (whole-oil / in-vitro) | antimicrobial |
Pharmacokinetics
Cineole’s pharmacokinetics are the compound page’s core value-add, and they carry the interaction story. It is well absorbed: during human inhalation it reaches peak plasma at about 18 minutes, with a rapid distribution half-life (~6.7 min) and a terminal elimination half-life around 104 minutes 9Reference 9Pharmacokinetic studies of the fragrance compound 1,8-cineol in humans during inhalation — human pharmacokinetic studyView study →. Given orally (studied via sage tea), it is rapidly and extensively hydroxylated by cytochrome P450 to 2-, 3-, 7- and 9-hydroxy-1,8-cineole and then glucuronidated; the parent compound stays at low plasma concentration while 2-hydroxycineole predominates, and roughly half the dose is recovered in urine as hydroxycineole metabolites within 10 hours 10Reference 10Quantification of 1,8-cineole and of its metabolites in humans using stable isotope dilution assays — human pharmacokinetic studyView study →. Human liver microsome work identifies CYP3A as a principal oxidizer of cineole 11Reference 11AnimalOxidation of 1,8-cineole, the monoterpene cyclic ether originated from Eucalyptus polybractea, by cytochrome P450 3A enzymes in rat and human liver microsomesView study →. The interaction-relevant twist is that cineole is not only a CYP substrate but a CYP inducer: it up-regulates hepatic drug-metabolizing P450s in classic and later animal studies 12,
Clinical trials
Unusually for a plant terpene, several investigator-led double-blind RCTs of the isolated molecule have been completed — all respiratory (COPD, asthma, acute bronchitis, rhinosinusitis) and largely from an overlapping German research network — but as an off-patent natural product it attracts little registered industry-sponsored trial activity.
| Completed | Planned | Terminated | Preclinical |
|---|---|---|---|
| Several(respiratory: COPD, asthma, bronchitis, sinusitis) | Few | — | Extensive |
Last checked: July 2026.
Isolate vs. Plant Studies
Cineole is the rare essential-oil constituent whose human evidence is mostly the isolated molecule, not a plant standing in for it. The COPD, asthma, bronchitis and rhinosinusitis trials all used standardized 200 mg cineole capsules (“Cineole”/Soledum), so their results genuinely describe the compound rather than a eucalyptus preparation 1,
Prevalence in Nature
1,8-Cineole is one of the most widespread oxygenated monoterpenes in the plant kingdom, produced across the Myrtaceae (Eucalyptus, Melaleuca/tea tree), Lamiaceae (rosemary, sage, lavender, hyssop, catnip), Asteraceae (yarrow, wormwood), Zingiberaceae (cardamom) and Lauraceae (bay, rosewood) 8Reference 8ReviewCai ZM, Peng JQ, Chen Y, Tao L, Zhang YY, Fu LY, Long QD, Shen XC. (2021). 1,8-Cineole: a review of source, biological activities, and application — review. Journal of Asian Natural Products Research, 23(10), 938–954. https://pubmed.ncbi.nlm.nih.gov/33111547/View study →. Its marquee — and namesake — source is Eucalyptus: in Eucalyptus globulus leaf oil cineole is the dominant compound, measured at around 83.5% of the essential oil, and pharmaceutical-grade eucalyptus oil is standardized to a high cineole content 16Reference 16In vitroGC-MS based chemical composition and in vitro antibacterial activity of the essential oils of Eucalyptus cultivarsView study →. It is also the defining marker of the rosemary “cineole chemotype” (roughly 15–55% of the oil, occasionally higher) 17Reference 17Chemotypic characterization and biological activity of Rosmarinus officinalisView study →, a major oxygenated monoterpenoid of cardamom seed oil (~25–31%) 18Reference 18Chemical compositions and fumigation effects of essential oils derived from cardamom (Elettaria cardamomum) and galangal (Alpinia galanga)View study →, and a consistent minor-to-moderate component of sage (~9–11%) 19Reference 19Does photoselective netting influence yield, chemical composition and antioxidant activities of essential oils in cultivated sage? Frontiers in Plant Science, 16, 1540520. https://pubmed.ncbi.nlm.nih.gov/40365559/View study → and peppermint (~3.5–14%) 21Reference 21ReviewPeppermint oil (Menthae piperitae aetheroleum) monograph — gas-chromatographic composition limits, 1,8-cineole 3.5–14.0%.
Concentration is dominated by chemotype and plant part rather than species alone: rosemary occurs as cineole-, camphor- and verbenone-dominant chemotypes that are chemically distinct oils 17Reference 17Chemotypic characterization and biological activity of Rosmarinus officinalisView study →, and in true lavender cineole is normally minor — elevated levels flag adulteration with spike lavender or lavandin. Biosynthetically, cineole is a plastidial monoterpene formed from geranyl diphosphate: a 1,8-cineole synthase cyclizes the universal monoterpene precursor to the bicyclic ether in a single enzymatic step, and the enzyme’s abundance and specificity are what make some oils cineole-rich. Cineole is essentially a plant (and to a lesser extent fungal) product, with no established animal biosynthesis.
Discovery & Synthesis
1,8-Cineole was characterized from eucalyptus oil in the nineteenth century, and the common name “eucalyptol” — reflecting its source rather than its structure — is generally attributed to French chemistry of around 1870; the precise first-isolation date is not cleanly pinned in the modern literature (see the gaps note). Today the molecule is essentially never made by total synthesis for commercial use: it is obtained by fractional distillation and rectification of eucalyptus oil (chiefly from Eucalyptus globulus and high-cineole species such as E. polybractea), which is so rich in cineole that fractionation to pharmaceutical grade (and the standardized capsules used in the clinical trials) is far cheaper than synthesis 8,
Patents: not yet researched (future patent-loop pass).
Toxicity & Safety
At the isolated therapeutic dose used in trials (200 mg three times daily), cineole was well tolerated, with adverse events comparable to placebo and only mild effects such as heartburn reported 1,
The interaction profile is the second load-bearing point. Cineole is a substrate of CYP3A and an inducer of hepatic drug-metabolizing cytochrome P450s 11,
Dosage
Across the double-blind trials the studied regimen is consistent: 200 mg of cineole three times daily (gut-soluble capsules), given as add-on therapy in COPD and asthma 1,
| Application | Form | Dose (studied) | Source |
|---|---|---|---|
| COPD / asthma (add-on) | Cineole capsules | 200 mg ×3/day | 1, |
| Acute bronchitis | Cineole capsules | 200 mg ×3/day | 5Reference 5RCTEfficacy of cineole in patients suffering from acute bronchitis: a placebo-controlled double-blind trial — randomised controlled trialView study → |
| Acute rhinosinusitis | Cineole capsules | 200 mg ×3/day (2 × 100 mg) | 4Reference 4RCTTherapy for acute nonpurulent rhinosinusitis with cineole: results of a double-blind, randomized, placebo-controlled trial — randomised controlled trialView study → |
These are doses studied in research and are not a personal recommendation — appropriateness depends on the individual, their other medications (see the CYP interactions above) and professional guidance; concentrated eucalyptus/cineole oils are not a substitute for the standardized capsules and carry the ingestion hazards described above.
References
- Worth H, Schacher C, Dethlefsen U. (2009). Concomitant therapy with Cineole (Eucalyptole) reduces exacerbations in COPD: a placebo-controlled double-blind trial — randomised controlled trial. Respiratory Research, 10, 69. https://pubmed.ncbi.nlm.nih.gov/19624838/
- Juergens UR, Dethlefsen U, Steinkamp G, Gillissen A, Repges R, Vetter H. (2003). Anti-inflammatory activity of 1.8-cineol (eucalyptol) in bronchial asthma: a double-blind placebo-controlled trial — randomised controlled trial. Respiratory Medicine, 97(3), 250–256. https://pubmed.ncbi.nlm.nih.gov/12645832/
- Worth H, Dethlefsen U. (2012). Patients with asthma benefit from concomitant therapy with cineole: a placebo-controlled, double-blind trial — randomised controlled trial. Journal of Asthma, 49(8), 849–853. https://pubmed.ncbi.nlm.nih.gov/22978309/
- Kehrl W, Sonnemann U, Dethlefsen U. (2004). Therapy for acute nonpurulent rhinosinusitis with cineole: results of a double-blind, randomized, placebo-controlled trial — randomised controlled trial. The Laryngoscope, 114(4), 738–742. https://pubmed.ncbi.nlm.nih.gov/15064633/
- Fischer J, Dethlefsen U. (2013). Efficacy of cineole in patients suffering from acute bronchitis: a placebo-controlled double-blind trial — randomised controlled trial. Cough, 9(1), 25. https://pubmed.ncbi.nlm.nih.gov/24261680/
- Juergens UR, Stöber M, Schmidt-Schilling L, Kleuver T, Vetter H. (1998). Antiinflammatory effects of eucalyptol (1.8-cineole) in bronchial asthma: inhibition of arachidonic acid metabolism in human blood monocytes ex vivo. European Journal of Medical Research, 3(9), 407–412. https://pubmed.ncbi.nlm.nih.gov/9737886/
- Juergens UR, Engelen T, Racké K, Stöber M, Gillissen A, Vetter H. (2004). Inhibitory activity of 1,8-cineol (eucalyptol) on cytokine production in cultured human lymphocytes and monocytes — in vitro. Pulmonary Pharmacology & Therapeutics, 17(5), 281–287. https://pubmed.ncbi.nlm.nih.gov/15477123/
- Cai ZM, Peng JQ, Chen Y, Tao L, Zhang YY, Fu LY, Long QD, Shen XC. (2021). 1,8-Cineole: a review of source, biological activities, and application — review. Journal of Asian Natural Products Research, 23(10), 938–954. https://pubmed.ncbi.nlm.nih.gov/33111547/
- Jäger W, Nasel B, Nasel C, Binder R, Stimpfl T, Vycudilik W, Buchbauer G. (1996). Pharmacokinetic studies of the fragrance compound 1,8-cineol in humans during inhalation — human pharmacokinetic study. Chemical Senses, 21(4), 477–480. https://pubmed.ncbi.nlm.nih.gov/8866111/
- Horst K, Rychlik M. (2010). Quantification of 1,8-cineole and of its metabolites in humans using stable isotope dilution assays — human pharmacokinetic study. Molecular Nutrition & Food Research, 54(10), 1515–1529. https://pubmed.ncbi.nlm.nih.gov/20425757/
- Miyazawa M, Shindo M, Shimada T. (2001). Oxidation of 1,8-cineole, the monoterpene cyclic ether originated from Eucalyptus polybractea, by cytochrome P450 3A enzymes in rat and human liver microsomes. Drug Metabolism and Disposition, 29(2), 200–205. https://pubmed.ncbi.nlm.nih.gov/11159812/
- Jori A, Di Salle E, Pescador R. (1972). On the inducing activity of eucalyptol — animal study. Journal of Pharmacy and Pharmacology, 24(6), 646–649. https://pubmed.ncbi.nlm.nih.gov/4404435/
- Madyastha KM, Chadha A. (1986). Metabolism of 1,8-cineole in rat: its effects on liver and lung microsomal cytochrome P-450 systems — animal study. Bulletin of Environmental Contamination and Toxicology, 37(5), 759–766. https://pubmed.ncbi.nlm.nih.gov/3779163/
- Moss M, Oliver L. (2012). Plasma 1,8-cineole correlates with cognitive performance following exposure to rosemary essential oil aroma — human study. Therapeutic Advances in Psychopharmacology, 2(3), 103–113. https://pubmed.ncbi.nlm.nih.gov/23983963/
- Ittyachen AM, George GR, Radhakrishnan M, Joy Y. (2019). Eucalyptus oil poisoning: two case reports — case report. Journal of Medical Case Reports, 13(1), 326. https://pubmed.ncbi.nlm.nih.gov/31685016/
- Sataie-Mokhtari T, et al. (2026). GC-MS based chemical composition and in vitro antibacterial activity of the essential oils of Eucalyptus cultivars. Scientific Reports, 16. https://pubmed.ncbi.nlm.nih.gov/42436153/
- Satyal P, Jones TH, Lopez EM, McFeeters RL, Ali NAA, Mansi I, Al-Kaf AG, Setzer WN. (2017). Chemotypic characterization and biological activity of Rosmarinus officinalis. Foods, 6(3), 20. https://pubmed.ncbi.nlm.nih.gov/28273883/
- Wanna R, et al. (2024). Chemical compositions and fumigation effects of essential oils derived from cardamom (Elettaria cardamomum) and galangal (Alpinia galanga). Plants, 13(13), 1848. https://pubmed.ncbi.nlm.nih.gov/38999684/
- Milenković L, Ilić ZS, Stanojević L, Šunić L, Milenković A, Stanojević J, Cvetković D. (2025). Does photoselective netting influence yield, chemical composition and antioxidant activities of essential oils in cultivated sage? Frontiers in Plant Science, 16, 1540520. https://pubmed.ncbi.nlm.nih.gov/40365559/
- Joshi RK. (2013). Volatile composition and antimicrobial activity of the essential oil of Artemisia absinthium growing in the Western Ghats region of North West Karnataka, India. Pharmaceutical Biology, 51(7), 888–892. https://pubmed.ncbi.nlm.nih.gov/23570523/
- European Pharmacopoeia. Peppermint oil (Menthae piperitae aetheroleum) monograph — gas-chromatographic composition limits, 1,8-cineole 3.5–14.0%. European Directorate for the Quality of Medicines & HealthCare (EDQM).
