10-undecenoic Acid

10-undecenoic Acid Uses, Dosage, Side Effects, Food Interaction and all others data.

Undecylenate, or undecylenic acid, is an unsaturated fatty acid with a terminal double bond that is derived from castor oil. 10-undecenoic 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 . 10-undecenoic 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. 10-undecenoic 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.

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 .

10-undecenoic Acid
Uses
Dosage
Side Effect
Precautions
Interactions
Uses during Pregnancy
Uses during Breastfeeding
Accute Overdose
Food Interaction
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Interaction With other Medicine
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Trade Name	10-undecenoic Acid
Generic	Undecylenic acid
Undecylenic acid Other Names	10-undecenoic acid, ácido 10-undecenoico, Undecenoic acid, Undecylenate, Undecylenic acid
Type
Formula	C₁₁H₂₀O₂
Weight	Average: 184.2753 Monoisotopic: 184.146329884
Protein binding	No information regarding protein binding.
Groups	Approved, Investigational
Therapeutic Class
Manufacturer
Available Country
Last Updated:	September 19, 2023 at 7:00 am

Uses

10-undecenoic Acid is an antifungal used to treat tinea species infections.

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

10-undecenoic Acid is also used to associated treatment for these conditions: Ringworm, Tinea Pedis

How 10-undecenoic Acid works

10-undecenoic Acid demonstrated effectiveness against Candida albicans, which is an opportunistic pathogenic yeast with two cellular morphologies: the round yeast form and the filamentous form with elongated hyphae. Hyphae formation is associated with active infections and virulence . A study proposed that undecylenic acid inhibits biofilm formation of Candida albicans with optimal concentration above 3 mM and disrupts hyphal growth, which is the morphological transition from yeast to filamentous phase, at concentration above 4 mM . Under the drug treatment, hyphal formation related genes, like HWP1, were significantly reduced in transcriptional level leading to poor biofilm formation . Both biofilm and hyphae formation are critical virulence factors for the initiation of skin infection and late development of disseminated infection . 10-undecenoic Acid may also inhibit enzyme involved in lipid metabolism and abolish germ tube formation by carrying protons across the plasma membrane, thus altering cytoplasmic pH .

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 .