gut-wrenching 

Adjective to describe something so painfully emotional, and tragic, that your stomach feels knotted. It relates to feelings of guilt, sadness and devastated sympathy.

The really tragic suicide of ten year old Ashlynn Conner, from Illinois, suffering after being bullied, was described as 'gut-wrenching'.

gut-wrenching by AliFish February 4, 2012

Gut-wrenching 

That feeling you get when you put your toothbrush too far into the back of your mouth when you're on the very edge of vomiting where it seems as though someone is torquing your stomach with a wrench, and you manage to hold back the contents of your last meal.

What's wrong with you?
I just took too much while brushing my teeth, resulting in a rather painful gut-wrenching.
That sucks

Gut-wrenching by RedOmega724 January 16, 2019