Asukamycin (1) is an antibiotic, produced by Streptomyces nodosus subsp. asukaensis, showing antimicrobial activity against Gram-positive bacteria as well as anticoccidial activity in chikens. We here assign the structure of 1, which is proved to have a naturally unique monosubstituted cyclohexane structure. Furthermore, the stereochemical features of 1 are also described since the stereochemistry of a related antibiotic manumycin (2), elaborated by Streptomyces paruus, has not been reported. A tea prepared from the leaves of zoapatle (Montanoa tomentosa) has been used in Mexico for the past four centuries to induce menses and labor and terminate early pregnancy. Although there are many conflicting references to the biological activity of zoapatle extracts, definitive studies leading to the isolation and identification of the biologically active component(s) of this plant have not yet been rep~rted. We describe herein our efforts that have culminated in the structural elucidation of two novel and biologically active oxepane diterpenoids, zoapatanol (1) and montanol (2).