Lycopodium Triterpenoids. (8). The Structures of Lycoclavanin, a Triterpenoid-tetraol Possessing Conjugated Ketone Chromophor, and a New Tetraol, Lyclaninol

Lycoclavanin, a Lycopodium triterpenoid containing four hydroxy-groups and a conjugated ketone, was established as 16-oxoserrat-14-ene-3α, 20β, 21β, 24-tetraol (7a) by spectral and chemical means. Correlations of lycoclavanin with 16-oxo-lycoclavanol (6a) and with serratenediol (17a) were described. A new tetraol occurring in L. clavatum was also established as serrat-14-ene-3α, 20β, 21β, 24-tetraol (23a).