10380. Steviol
Nomenclature
CAS number: 471-80-7
(4α)-13-Hydroxykaur-16-en-18-oic acid; hydroxydehydrostevic acid. C20H30O3; mol wt 318.45.
C 75.43%, H 9.50%, O 15.07%.
Description and references
Aglycon of stevioside and the rebaudiosides, the sweet glycosides of the stevia plant. Isoln: M. Bridel, R. Lavieille, Compt. Rend. 192, 1123 (1931). Structure: E. Mosettig, W. R. Nes, J. Org. Chem. 20, 884 (1955) DOI. Absolute configuration: E. Mosettig et al., J. Am. Chem. Soc. 85, 2305 (1963) DOI. Biosynthesis: M. Ruddat et al., Arch. Biochem. Biophys. 110, 496 (1965) DOI PubMed. Total synthesis of (±)-form: K. Mori et al., Tetrahedron Lett. 11, 2411 (1970) DOI; of ()-form: I. F. Cook, J. R. Knox, ibid. 4091 DOI. Plant growth regulation activity: B. H. de Oliveira et al., Phytochemistry 69, 1528 (2008) DOI PubMed. Review of genetic toxicity studies: D. J. Brusick, Food Chem. Toxicol. 46, Suppl. 1, S83-S91 (2008) DOI.
