StackSize in the Item_Struct is a uint8. That means 255 is as high as you can go without overflowing. As an example, if you set it to 1000 in the database it would get converted to (1000 % 256) or 232 when the item was loaded.
You could potentially change the code to allow for a different variable size, but there may also be a limit on the client side.
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