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Ascaridole information


Ascaridole
Skeletal formula
Ball-and-stick model
Names
IUPAC name
1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene
Identifiers
CAS Number
  • 512-85-6 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
121382
ChEBI
  • CHEBI:2866 checkY
ChEMBL
  • ChEMBL467614 checkY
ChemSpider
  • 10105 checkY
ECHA InfoCard 100.007.408 Edit this at Wikidata
EC Number
  • 208-147-4
KEGG
  • C09836
PubChem CID
  • 10545
UNII
  • 1718D0GEVJ checkY
InChI
  • InChI=1S/C10H16O2/c1-8(2)10-6-4-9(3,5-7-10)11-12-10/h4,6,8H,5,7H2,1-3H3 checkY
    Key: MGYMHQJELJYRQS-UHFFFAOYSA-N checkY
SMILES
  • O1OC2(\C=C/C1(C)CC2)C(C)C
Properties[1]
Chemical formula
C10H16O2
Molar mass 168.23 g/mol
Appearance Colorless liquid
Density 1.010 g/cm3
Melting point 3.3 °C (37.9 °F; 276.4 K)
Boiling point 40 °C (104 °F; 313 K) at 0.2 mmHg
Hazards
GHS labelling:
Pictograms
GHS01: ExplosiveGHS07: Exclamation mark
Signal word
Danger
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox 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.

  1. ^ Lewis, R. J.; Lewis, R. J. Sr (2008). Hazardous Chemicals Desk Reference. Wiley-Interscience. p. 114. ISBN 978-0-470-18024-2.

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Ascaridole

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Ascaridole is a natural organic compound classified as a bicyclic monoterpenoid that has an unusual bridging peroxide functional group. It is a colorless...

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Dysphania ambrosioides

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monoterpene peroxide is boldo. Ascaridole is slightly toxic and has a pungent, not very pleasant flavor. In pure form, ascaridole decomposes violently upon...

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Boldo

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leaf is used, the total exposure to ascaridole should be considered from a safety standpoint. The levels of ascaridole in herbal medicinal products should...

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Monoterpene

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carene, sabinene, camphene, and thujene. Camphor, borneol, eucalyptol and ascaridole are examples of bicyclic monoterpenoids containing ketone, alcohol, ether...

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Limonene

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C10H16O2

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The molecular formula C10H16O2 may refer to: Ascaridole Chrysanthemic acid trans-4,5-Epoxy-(E)-2-decenal Geranic acid Iridodial Iridomyrmecin Jasmine lactone...

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Dietary fiber

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Steroid

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Natural rubber

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Anthelmintic

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treatment for centuries. In 1908 it was found that the active constituent was ascaridole. From the 1920s to the 1970s, halogenated hydrocarbons were used in a...

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Cholecalciferol

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Organic peroxides

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The peroxide ascaridole, derived from terpinene....

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Hydrogen peroxide

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Capsaicin

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Menthol

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Triterpene

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Terpenoid

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Moxidectin

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quinolinium Pyrvinium benzylammonium Bephenium naphthalenesulfonate Suramin# Ascaridole‡ Hexylresorcinol Santonin‡ Tribendimidine Tetrachloroethylene‡...

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Carotenoid

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Betalain

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Polyphenol

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Squalene

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Terpene

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Saponin

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Pulegone

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Sesquiterpene

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Lycopene

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Phytochemical

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