13-Cyclopent-2-enyl-tridec-4-enoat

In this category, fatty acids with a terminal cyclopentenyl ring are best known (Sebedio and Grandgirard, 1989). There are three main types hydnocarpic (ll-cyclopent-2-enyl-undecanoic) acid (structure IVa, Fig. 5.1), chaulmoogric (13-cyclopent-2-enyl-tridecanoic) acid (structure IVb) and gorlic (13-cyclopent-2-enyl-tridec-6-enoic) acid (structure IVc) and its positional isomers (13-cyclopent-2-enyl-tridec-4-enoate and 13-cyclopent-2-enyl-tridec-9-enoate). They usually occur in varying proportions as major components (up to 90% of total fatty acids) in seed oils along with smaller amounts of saturated, oleic and linoleic acids. 

Figure 5.5 Mass spectrum (70 eV) of a dimethyloxazoline derivative of 13-cyclopent-2-enyl-tridec-4-enoate. M = molecular ion. Redrawn from Zhang, J. Y. Wang, H. Y., Yu, Q. T. et al. The structures of cyclopentenyl fatty acids in the seed oils of Flacourtiaceae species by GC-MS of their 4,4-dimethyloxazo-...

---