Undecenoic acid
| Compound Structure: |
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| Synonyms: | undecylenic acid ;10-UNDECENOIC ACID; Undec-10-enoic acid; 112-38-9 ;Undecenoic acid | ||||||||||||||||||||||||||||||||||||||||||||||||
| Compound ID: | NMPC-1584 | ||||||||||||||||||||||||||||||||||||||||||||||||
| PubChem ID: | |||||||||||||||||||||||||||||||||||||||||||||||||
| Molecular Formula: | C11H20O2 | ||||||||||||||||||||||||||||||||||||||||||||||||
| Canonical SMILES: | C=CCCCCCCCCC(=O)O | ||||||||||||||||||||||||||||||||||||||||||||||||
| InChIKey: | FRPZMMHWLSIFAZ-UHFFFAOYSA-N | ||||||||||||||||||||||||||||||||||||||||||||||||
| About the compound: | 10-undecenoic acid is an undecenoic acid having its double bond in the 10-position. It is derived from castor oil and is used for the treatment of skin problems. It has a role as a plant metabolite and an antifungal drug. It is a conjugate acid of a 10-undecenoate. 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. GHS Hazard Statements • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] • H412 (96.19%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard] |
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| Properties: |
Chemical
and Physical Properties Computed
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| Source Species: |
Prosopis africana |