Are you sure that you want to subject a bike as nice as an Ascot to off-road riding? There not really designed for that. Sure you don't want to locate an older XR or XL 500/600 for the off-road stuff? I don't think the Ascot is going to handle the dirt near as well.
Back to the gearing... I was once told that one extra tooth on a countershaft sprocket is equivalent to adding 8 teeth to the rear sprocket. I'm not sure if this is 100% accurate though. If it were me... I'd experiment with a 13 or 14 tooth countershaft & see how you like it. Sure is a lot easier & less expensive to change a countershaft sprocket then the rear sprocket.
Now that I think of it... I think that I have a 44 tooth rear sprocket that was removed from an '89 CBR600. I can check it out & send you a picture if you are interested in it. Please send me a PM if you are.
Good luck
J.
PS. Have you performed the carb jetting upgrade as explained in this post?
http://ascot500.com/index.php?topic=10.0PPS. If you end up changing both the front & rear sprockets, you may want to seriously consider converting the bike to a 520 series chain & sprockets just like the XR & XL. The Ascots 530 series chain is over-kill on an Ascot. You will remove several pounds of rotating weight from your drive train by swapping to a 520 chain.