Undecenoic acid

Absorption

Undecylenic acid may be absorbed through the skin .

Toxicity

Acute oral LD50 in rat and mouse are 2500 mg/kg and 8150 mg/kg, respectively . Acute dermal LD50 in guinea pig and rat are 50 mg/kg and 2000 mg/kg, respectively . There are no data available on the carcinogenicity, mutagenicity, teratogenicity and developmental toxicity of undecylenate .
Oral overdosage may lead to gastrointestinal disturbances, and may affect central nervous system (excitement, somnolence, muscle contraction or spasticity, headache, dizziness), and metabolism (loss of appetite). Prolonged or repeated exposure to undecylenate may cause anorexia or weight loss .

Description

Undecylenic acid (C11) or also called 10-undecenoic acid is an organic unsaturated fatty acid derived from castor oil by cracking. Undecylenic acid is an FDA approved active ingredient in medications for skin infections, and relieves itching, burning, and irritation. In technical applications it is used because if its antifungal properties.appearance (25°C) White or very pale yellow crystalline
mass or clear colourless pale
yellow liquid
acid value mg KOH/g 295 - 304
saponification mg KOH/g 295 - 304
iodine value) gI2/100g 132 - 136
congealing point °C 23 - 24
Purity by GC % min. 99%

The Uses of Undecenoic acid

10-Undecenoic Acid, is used for the manufacture of pharmaceuticals, cosmetics and perfumery, including antidandruff shampoos, antimicrobial powders and as a musk in perfumes and aromas.

Background

Undecylenate, or undecylenic acid, is an unsaturated fatty acid with a terminal double bond that is derived from castor oil. Undecylenic acid is also found naturally in the human sweat. It is used as a precursor in the manufacture of aromatic chemicals, polymers or modified silicones . Undecylenic acid was first isolated from the products of distillation of castor oil in 1877 via pyrolysis of ricinoleic acid, and has been polymerized for vinyl production . It it suggested that many organic fatty acids exert fungicidal or fungistatic actions. Undecylenic acid also possesses antifungal properties, but is never used on its own for antifungal purposes. Salts of undecylenate are found in topical over-the-counter or mixture products as antifungal agents. Zinc undecylenate is an example of a topical antifungal agent that treats skin infections such as athlete’s foot and relieves itching, burning, and irritation associated with the skin condition. Due to its bifunctional properties, undecylenate is also used as a linking molecule to conjugate other biomolecules such as proteins. It serves as an acid moiety for anabolic steroid boldenone.

Indications

Indicated for the treatment of fungal infections as a salt form. No therapeutic indications on its own.

Pharmacokinetics

Zinc undecylendate acts as a fungistatic agent but fungicidal activity may be observed with chronic exposure in high concentrations . It is effective against Candida albicans . It is proposed that undecylenic acid exerts antimicrobial actions via interacting with nonspecific components in the cell membrane .

Metabolism

No information regarding metabolism.