Lactobacillic Acid
Title: Lactobacillic Acid
CAS Registry Number: 19625-10-6
CAS Name: 2-Hexylcyclopropanedecanoic acid
Additional Names: 11,12-methyleneoctadecanoic acid; phytomonic acid
Molecular Formula: C19H36O2
Molecular Weight: 296.49
Percent Composition: C 76.97%, H 12.24%, O 10.79%
Literature 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.
Melting point: mp 27.8-28.8°
 
Derivative Type: Methyl ester
Molecular Formula: C20H38O2
Molecular Weight: 310.51
Percent Composition: C 77.36%, H 12.34%, O 10.31%
Properties: Liq, bp3 187-187.5°. Soluble in many fat solvents.
Boiling point: bp3 187-187.5°
 
Derivative Type: Amide
Additional Names: Lactobacillamide
Molecular Formula: C19H37NO
Molecular Weight: 295.50
Percent Composition: C 77.23%, H 12.62%, N 4.74%, O 5.41%
Properties: Crystals, mp 79.4-81.5°. Soluble in dimethylformamide.
Melting point: mp 79.4-81.5°

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