Zinc undecylenateProduct ingredient for Undecylenic acid
- Name
- Zinc undecylenate
- Drug Entry
- Undecylenic acid
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 6. 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 1. 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.
- Accession Number
- DBSALT001529
- Structure
Structure for Zinc undecylenate (DBSALT001529)
- Synonyms
- Not Available
- UNII
- 388VZ25DUR
- CAS Number
- 557-08-4
- Weight
- Average: 431.92
Monoisotopic: 430.206152 - Chemical Formula
- C22H38O4Zn
- InChI Key
- YMCOHQVWOBMDCZ-UHFFFAOYSA-L
- InChI
- InChI=1S/2C11H20O2.Zn/c2*1-2-3-4-5-6-7-8-9-10-11(12)13;/h2*2H,1,3-10H2,(H,12,13);/q;;+2/p-2
- IUPAC Name
- zinc(2+) ion bis(undec-10-enoate)
- SMILES
- [Zn++].[O-]C(=O)CCCCCCCCC=C.[O-]C(=O)CCCCCCCCC=C
- External Links
- Predicted Properties
Property Value Source Water Solubility 0.000124 mg/mL ALOGPS logP 7.01 ALOGPS logP 3.73 Chemaxon logS -6.5 ALOGPS pKa (Strongest Acidic) 5.02 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 40.13 Å2 Chemaxon Rotatable Bond Count 18 Chemaxon Refractivity 64.96 m3·mol-1 Chemaxon Polarizability 22.32 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon