A bicyclic monoterpene with diverse biological activities
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Eucalyptol

Item No. 22183

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane
CAS Number
470-82-6
Synonyms
  • NSC 6171
Molecular Formula
C10H18O
Formula Weight
154.3
Purity
≥98%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS(pH 7.2) (1:4): 0.2 mg/mlEthanol: 20 mg/ml
SMILES
CC12CCC(CC2)C(C)(C)O1
InChi Code
InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3
InChi Key
WEEGYLXZBRQIMU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $49

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    100 mg

    $123

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    500 mg

    $481

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    1 g

    $769

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    Product Description

    Eucalyptol is a bicyclic monoterpene that has been found in Eucalyptus and other plants, including C. sativa and has diverse biological activities, including anti-inflammatory, decongestant, antinociceptive, and insect repellent properties.1,2,3,4,5 Eucalyptol (10 μM) inhibits TNF-α, IL-1β, IL-4, and IL-5 production by primary human lymphocytes stimulated by ionomycin (Item No. 10004974) and phorbol 12-myristate 13-acetate (PMA; Item No. 10008014).2 It also decreases LPS-induced mucus production by primary human nasal turbinate slices when used at a concentration of 10 μM.3 Eucalyptol (400 mg/kg) decreases carrageenan-induced hind paw edema in rats and reduces the time spent licking the hind paw in a formalin-induced nociception test in mice.4 It inhibits A. aegypti mosquitoes from feeding on anesthetized gerbils when applied topically at a concentration of 10% and from laying eggs in an ovipositional bioassay when used at a concentration of 1% in standing water.5 Formulations containing eucalyptol have been used in mouthwash and cough suppressants.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Russo, E.B. Taming THC: Potential cannabis synergy and phytocannabinoid-terpenoid entourage effects. Br. J. Pharmacol. 163(7), 1344-1364 (2011).

    2. Juergens, U.R., Engelen, T., Racké, K., et al. Inhibitory activity of 1,8-cineol (eucalyptol) on cytokine production in cultured human lymphocytes and monocytes. Pulm. Pharmacol. Ther. 17(5), 281-287 (2004).

    3. Sudhoff, H., Klenke, C., Greiner, J.F., et al. 1,8-Cineol reduces mucus-production in a novel human ex vivo model of late rhinosinusitis. PLoS One 10(7), e0133040 (2015).

    4. Santos, F.A., and Rao, V.S. Antiinflammatory and antinociceptive effects of 1,8-cineole a terpenoid oxide present in many plant essential oils. Phytother. Res. 14(4), 240-244 (2000).

    5. Klocke, J.A., Darlington, M.V., and Balandrin, M.F. 1,8-Cineole (Eucalyptol), a mosquito feeding and ovipositional repellent from volatile oil of Hemizonia fitchii (Asteraceae). J. Chem. Ecol. 13(12), 2131-2141 (1987).