I've been busy with my school, so I won't really have time to work on this right now, but you've got a way better version going on than my quick test mod that I was working on in the beginning

I could suggest adding a table or smth that you can flip the bottle to, after your done with getting the physics on point

(Also I'm not that good with the joint objects which might have been the reason for my test version getting such random physics or then something else was just fucked up)