5341. Lactobacillic Acid
Nomenclature
CAS number: 19625-10-6
2-Hexylcyclopropanedecanoic acid; 11,12-methyleneoctadecanoic acid; phytomonic acid. C19H36O2; mol wt 296.49.
C 76.97%, H 12.24%, O 10.79%.
Description and references
A lipid constituent of various microorganisms. Isoln from Lactobacillus arabinosus: K. Hofmann, R. A. Lucas, J. Am. Chem. Soc. 72, 4328 (1950); from Agrobacterium tumefaciens and identity of phytomonic acid with lactobacillic acid: K. Hofmann, F. Tausig, J. Biol. Chem. 213, 425 (1955). Structure: K. Hofmann et al., J. Am. Chem. Soc. 80, 5717 (1958). Abs config: J. F. Tocanne, Tetrahedron 28, 363 (1972).
Properties
Crystals from acetone, mp 27.8-28.8°. Soluble in acetone, petr ether.Derivative
Methyl ester.C20H38O2; mol wt 310.51.
C 77.36%, H 12.34%, O 10.31%.
Properties
Liq, bp3 187-187.5°. Soluble in many fat solvents.Derivative
Amide.Nomenclature
Lactobacillamide.C19H37NO; mol wt 295.50.
C 77.23%, H 12.62%, N 4.74%, O 5.41%.