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Also known as cineole, eucalyptol is the primary terpene of the eucalyptus tree. It has recognizable minty and cool tones in its smell but most cannabis strains do not contain large amounts of it. It usually makes up around 0.06% of a strains complete terpene profile. This terpene has been used in cosmetics as well as medicine. When it comes to its medical value, eucalyptol relieves pain but also slows the growth of bacteria and fungus.
Eucalyptol (also called cineole) is a monoterpenoid colorless liquid, and a bicyclic ether. It has a fresh camphor-like odor and a spicy, cooling taste. It is insoluble in water, but miscible with organic solvents. Eucalyptol makes up about 70–90% of eucalyptus oil. Eucalyptol forms crystalline adducts with hydrohalic acids, o-cresol, resorcinol, and phosphoric acid. Formation of these adducts is useful for purification.
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Names | |||
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IUPAC name 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane | |||
Other names 1,8-Cineole 1,8-Epoxy-p-menthane cajeputol 1,8-epoxy-p-menthane, 1,8-oxido-p-menthane eucalyptole 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane cineol cineole. | |||
Identifiers | |||
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3D model (JSmol) | |||
105109 5239941 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.006.757 ![]() | ||
EC Number |
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131076 | |||
KEGG |
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PubChem CID | |||
UNII | |||
CompTox Dashboard (EPA) | |||
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Properties | |||
C10H18O | |||
Molar mass | 154.249 g/mol | ||
Density | 0.9225 g/cm3 | ||
Melting point | 2.9 °C (37.2 °F; 276.0 K) | ||
Boiling point | 176–177 °C (349–351 °F; 449–450 K) | ||
−116.3×10−6 cm3/mol | |||
Pharmacology | |||
R05CA13 (WHO) | |||
Hazards | |||
GHS labelling: | |||
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Danger | |||
H226, H304, H315, H317, H319, H411 | |||
P210, P233, P240, P241, P242, P243, P261, P264, P272, P273, P280, P301+P310, P302+P352, P303+P361+P353, P305+P351+P338, P321, P331, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P391, P403+P235, P405, P501 | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
In 1870, F. S. Cloez identified and ascribed the name "eucalyptol" to the dominant portion of Eucalyptus globulus oil.
English
Etymology
Borrowed from French eucalyptol.
Noun
eucalyptol (countable and uncountable, plural eucalyptols)
- (organic chemistry) A polycyclic monoterpenoid ether, obtained from eucalyptus oil, used in perfumery and in the production of pharmaceuticals etc.
French
Etymology
Coined by French chemist François Stanislas Cloëz in 1870, from a blend of eucalyptus + -ol.
Pronunciation
- IPA(key): /ø.ka.lip.tɔl/
Noun
eucalyptol
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