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The present chemical investigation on the organic extract of the soft coral <i>Sarcophyton cinereum</i> has contributed to the isolation of four new cembranoids: 16<i>β</i>- and 16<i>α</i>-hydroperoxyisosarcophytoxides (<b>1</b> and <b>2</b>), 16<i>β</i>- and 16<i>α</i>-methoxyisosarcophytoxides (<b>3</b> and <b>4</b>), and a known cembranoid, lobocrasol (<b>5</b>). The structures of all isolates were elucidated by detailed spectroscopic analysis. Their structures were characterized by a 2,5-dihydrofuran moiety, of which the relative configuration was determined by DU8-based calculation for long-range coupling constants (⁴<i>J</i>_H,H). The cytotoxicity and immunosuppressive activities of all isolates were evaluated in this study.