877. Aucubin
Nomenclature
CAS number: 479-98-1
[1S-(1α,4aα,5α,7aα)]-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl-β-d-glucopyranoside; rhinanthin; aucuboside. C15H22O9; mol wt 346.33.
C 52.02%, H 6.40%, O 41.58%.
Description and references
From leaves, roots, stalks and seeds of Aucuba japonica Thunb., Cornaceae; also occurs in 75 different plants: Paris, Chaslot, Ann. Pharm. Fr. 13, 648 (1955). Isoln: Trim, Hill, Biochem. J. 50, 310 (1952); Rombouts, Links, Experientia 12, 78 (1956). Structure: Haegele et al., Tetrahedron Lett. 1961, 110; Birch et al., J. Chem. Soc. 1961, 5194. Abs config: A. Bianco et al., Gazz. Chim. Ital. 106, 725 (1976). Brief review of structural studies: J. M. Bobbitt, K.-P. Segebarth, “The Iridoid Glycosides and Similar Substances” in Cyclopentanoid Terpene Derivatives, W. I. Taylor, A. R. Battersby, Eds. (Marcel Dekker, New York, 1969) pp 25-31.
