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eucalyptol
Sign in to saveEucalyptol (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.
Chemical data
- Formula
- C10H18O
- Molecular weight
- 154.25 g/mol
- IUPAC name
- 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane
- SMILES
- CC1(C2CCC(O1)(CC2)C)C
- InChIKey
- WEEGYLXZBRQIMU-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 9.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
1,855 papers- Can Eucalyptol Replace Antibiotics?Molecules (Basel, Switzerland) · 2021
- Eucalyptol alleviates avermectin exposure-induced apoptosis and necroptosis of grass carp hepatocytes by regulating ROS/NLRP3 axis.Aquatic toxicology (Amsterdam, Netherlands) · 2023
- 1,8-cineole (eucalyptol) in a therapy of respiratory diseases.Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti · 2024
- Eucalyptol and Its Role in Chronic Diseases.Advances in experimental medicine and biology · 2016
- Eucalyptol alleviates cisplatin-induced kidney damage in rats.Drug and chemical toxicology · 2024
via PubMed
Wikidata facts
Show 6 more facts
- chemical formula
- C₁₀H₁₈O
- canonical SMILES
- CC1(C2CCC(O1)(CC2)C)C
- subject has role
- primary metabolite
- MCN code
- 2932.99.11
- melting point
- 1.0
- Commons category
- Eucalyptol
Sources (6)
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- Uses
- Other
- Toxicology
- Biosynthesis
- Plants containing eucalyptol
- See also
- References
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.
In 1870, F. S. Cloez identified and ascribed the name "eucalyptol" to the dominant portion of Eucalyptus globulus oil.
Excerpted from Wikipedia’s “eucalyptol” article, available under the CC BY-SA 4.0 licence.