"Cupping" on a motorcycle tire it not the same as cupping on a car tire. It's not really cupping at all. And it has nothing to do with headshake or tire pressure.
Cupping on a motorcycle tire is simply the phenomenon of the individual tread blocks deforming under cornerering and/or braking forces. These forces actually bend the tread blocks a bit and then the wear becomes uneven as a result. To illustrate what's happening, take a wood pencil with a new eraser and hold the pencil, eraser down, on a flat surface. Fine sandpaper will illustrate this even better. Now, while continuing to hold the pencil perfectly vertical so that the flat end of the eraser is firmly against the sand paper or other surface, press down on the pencil and drag it in one direction. Now look at the end of the eraser. You'll note it's worn primarily on the leading edge. The same thing happens with the individual tread blocks on motorcycle tires. The smaller and more defined the tread blocks are, the more you'll see this phenomenon. The larger and less defined they are, the less you'll see it. It's perfectly normal. Yes, increasing pressure will reduce this effect somewhat because you make the whole tire that much stiffer. But remember that most motorcycle tires have an upper pressure limit and for most of the tires I'm aware of for the ST, that's 42 psi. And that's only to be used when the tire is carring it's maximum rated load. Also remember that you really don't want to be running those kinds of pressure if you want to have maximum traction available from your tires. Unless you're very heavily loaded, 36 in the front and 40 in the rear is plenty. Remember that smaller sport bikes run down into the mid 20's. Running more pressure in a motorcycle tire than is necessary does a number of things. One, it reduces the contact patch area with the road. Two, it make the tire harder and stiffer which reduces it's compliance so that it's ability to adapt and conform to the road surfaces is compromised, and it means the tire does not flex as much so that often, the tire never comes up to the proper designed operating temperature. Bottom line, 36 to 38 is fine for the front tire on all ST's. Cupping is normal. And if you're having headshake problems, there are other, much superior ways to solve them.
Cheers!