circumspect \SUR-kuhm-spekt\ (adjective) - Marked by attention to all circumstances and probable consequences; cautious; prudent.

"She knew just what kind of circumspect he meant, and it wasn't anything like her usual unassuming, living in the background sort of circumspect." -- Lucy Monroe, '3 Brides for 3 Bad Boys'

Circumspect comes from the past participle of Latin circumspicere, "to look around, to consider carefully," from circum-, "around" + specere, "to look." The noun form is circumspection.