cis-9,10-Methyleneoctadecanoic acid

• CAT Number: R067870
• CAS Number: 4675-61-0
• Molecular Formula: C19H36O2
• Molecular Weight: 296.495
• Purity: ≥95%
• Synonyms: Dihydrosterculic acid
• Solubility: chloroform, ethanol, methanol, hexane
• Storage: Store at -20°C
• IUPAC Name: 8-[(1S,2R)-2-octylcyclopropyl]octanoic acid
• InChI: InChI=1S/C19H36O2/c1-2-3-4-5-7-10-13-17-16-18(17)14-11-8-6-9-12-15-19(20)21/h17-18H,2-16H2,1H3,(H,20,21)/t17-,18+/m1/s1
• InChIKey: PDXZQLDUVAKMBQ-MSOLQXFVSA-N
• SMILES: CCCCCCCCC1CC1CCCCCCCC(=O)O

cis-9,10-Methyleneoctadecanoic acid, commonly known as vernolic acid, is a naturally occurring fatty acid found in the seeds of certain plant species, notably the Vernonia genus. It possesses a unique cis-configuration and a methylene group at the 9th and 10th carbon positions. Vernolic acid has garnered interest for its potential health benefits, including anti-inflammatory and cardioprotective properties. Additionally, it shows promise in industrial applications, such as in the production of biodegradable plastics and lubricants. Further research into its properties and applications is ongoing.

Reference

1. G. Knothe “NMR Characterization of Dihydrosterculic Acid and Its Methyl Ester” Lipids, Vol. 41(4) pp. 393-396, 20062. R. Pascal, Jr, S. Mannarelli, D. Ziering “10-Thiastearic acid inhibits both dihydrosterculic acid biosynthesis and growth of the protozoan Crithidiafasciculate” The Journal of Biological Chemistry, Vol. 261 pp. 12441-12443, 1986