Structure via PubChem · Public domain (PubChem)
ascaridole
Sign in to saveAlso known as 1-isopropyl-4-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene, 1,4-peroxy-p-menth-2-ene, 1,4-epidioxy-p-menth-2-ene, 1-methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene, 1,4-peroxido-p-menthene-2
Ascaridole is a natural organic compound classified as a bicyclic monoterpenoid that has an unusual bridging peroxide functional group. It is a colorless liquid with a pungent smell and taste that is soluble in most organic solvents. Like other low molecular weight organic peroxides, it is unstable and prone to rapid decomposition when heated or treated with organic acids. Ascaridole determines the specific flavor of the Chilean tree boldo and is a major constituent of the oil of Mexican tea (wormseed). It is a component of natural medicine, tonic drinks and food flavoring in Latin American cu
Chemical data
- Formula
- C10H16O2
- Molecular weight
- 168.23 g/mol
- IUPAC name
- 1-methyl-4-propan-2-yl-2,3-dioxabicyclo[2.2.2]oct-5-ene
- SMILES
- CC(C)C12CCC(C=C1)(OO2)C
- InChIKey
- MGYMHQJELJYRQS-UHFFFAOYSA-N
- XLogP
- 2.3
- Polar surface area
- 18.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- oxygen
- Mass
- 168.115
Show 8 more facts
- found in taxon
- Mallotus rhamnifolius
- chemical formula
- C₁₀H₁₆O₂
- canonical SMILES
- CC(C)C12CCC(C=C1)(OO2)C
- density
- 1.01
- Commons category
- Ascaridole
- subject has role
- bactericide
- boiling point
- 40
- melting point
- 3.3
via Wikidata · CC0
~7 min read
Encyclopedic overview
6 sectionsContents
- History
- Properties
- Occurrence
- Applications
- Health issues
- References
Ascaridole is a natural organic compound classified as a bicyclic monoterpenoid that has an unusual bridging peroxide functional group. It is a colorless liquid with a pungent smell and taste that is soluble in most organic solvents. Like other low molecular weight organic peroxides, it is unstable and prone to rapid decomposition when heated or treated with organic acids. Ascaridole determines the specific flavor of the Chilean tree boldo and is a major constituent of the oil of Mexican tea (wormseed). It is a component of natural medicine, tonic drinks and food flavoring in Latin American cuisine. As part of the oil, ascaridole is used as an anthelmintic drug that expels parasitic worms from plants, domestic animals, and the human body.
==History==
Excerpted from Wikipedia’s “ascaridole” article, available under the CC BY-SA 4.0 licence.