I looked into that a while back. From the P-40 to the F-15 and every fighter in between the pilot's manual says No More Than 10 Sec Upside Down. Of course, Thunderbirds aircraft were modified.
By the way, aircraft piston engines generally have much larger oil quantities than you would expect, so that there is more in the sump/tank to prevent interruptions in the oil flow, as well as to aid with the cooling.