Ascaridole

Ascaridole
Compound Structure:
Synonyms: ASCARIDOLE;Ascaridol;512-85-6;1,4-Peroxido-p-menthene-2;Ascaridiol;1,4-Peroxy-p-menth-2-ene;1,4-Epidioxy-p-menth-2-ene;Ascaricum;Ascarisin;Askaridol;cis-Ascaridole;NSC 406266;CHEBI:2866;1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo(2.2.2)oct-5-ene
Compound ID: NMPC-599
PubChem ID:

10545

Molecular Formula: C10H16O2
Canonical SMILES: CC(C)C12CCC(C=C1)(OO2)C
InChIKey: MGYMHQJELJYRQS-UHFFFAOYSA-N
About the compound:

Ascaridole is a unique organic compound with distinctive characteristics. Here are some important points about ascaridole:

Chemical Structure: Ascaridole is classified as a p-menthane monoterpenoid. It consists of a p-menth-2-ene framework with a peroxy group bridging positions 1 to 4 of the molecule. This peroxide functional group is a key feature of ascaridole's structure.

Physical Properties: Ascaridole is a colorless liquid with a strong and pungent odor. It also has a distinct taste. It is soluble in most organic solvents.

Occurrence in Nature: Ascaridole is found in nature and is associated with certain plants. It is responsible for the specific flavor of the Chilean tree boldo and is a major component of the oil extracted from Mexican tea, also known as wormseed.

Use in Traditional Medicine: Ascaridole has a history of use in traditional medicine. It is used as an anthelmintic drug, which means it is employed to expel parasitic worms. It can be used for this purpose in plants, domestic animals, and even in the human body.

Food Flavoring: Ascaridole is used as a component in food flavoring, particularly in Latin American cuisine. Its distinct aroma and taste can contribute to the flavor profile of various dishes and drinks.

Instability: Ascaridole is known for its instability. It can rapidly decompose when exposed to heat or when treated with organic acids. This property is important to consider in its applications and storage.

Antinematodal and Antileishmanial Properties: Ascaridole has been investigated for its antinematodal (against nematode parasites) and antileishmanial (against the parasite causing leishmaniasis) properties, making it of interest in the field of parasitology and drug development.

https://en.wikipedia.org/wiki/Ascaridole

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

168.23 g/mol

XLogP3-AA

2.3

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

2

Rotatable Bond Count

1

Exact Mass

168.115029749 g/mol

Monoisotopic Mass

168.115029749 g/mol

Topological Polar Surface Area

18.5Ų

Heavy Atom Count

12

Formal Charge

0

Complexity

222

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

2

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Liquid

Boiling Point

112.00 to 115.00 °C. @ 20.00 mm Hg

Melting Point

3.3 °C

Source: PubChem

Source Species: Eremomastax speciosa
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