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Callicarpenal
Sign in to saveCallicarpenal is a terpenoid that has been isolated from plants of the genus Callicarpa (beautyberry). It acts as an insect repellent against mosquitoes (Aedes aegypti and Anopheles stephensi) and fire ants. It also has activity against ticks (Ixodes scapularis and Amblyomma americanum).
Chemical data
- Formula
- C16H26O
- Molecular weight
- 234.38 g/mol
- IUPAC name
- 2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]acetaldehyde
- SMILES
- C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC=O)CCC=C2C)C
- InChIKey
- MPWIIQYWQOBNKS-UGUYLWEFSA-N
- XLogP
- 4.2
- Polar surface area
- 17.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- aldehydes
- Mass
- 234.198365
Show 4 more facts
- found in taxon
- Callicarpa japonica
- chemical formula
- C₁₆H₂₆O
- isomeric SMILES
- C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC=O)CCC=C2C)C
- canonical SMILES
- CC1CCC2(C(C1(C)CC=O)CCC=C2C)C
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Callicarpenal is a terpenoid that has been isolated from plants of the genus Callicarpa (beautyberry). It acts as an insect repellent against mosquitoes (Aedes aegypti and Anopheles stephensi) and fire ants. It also has activity against ticks (Ixodes scapularis and Amblyomma americanum).
In comparison to the most commonly used insect repellent, DEET, callicarpenal is only about 21% less effective at preventing mosquito bites.
Excerpted from Wikipedia’s “Callicarpenal” article, available under the CC BY-SA 4.0 licence.