Sometimes you see three or more group or usernames in the Listbox as shown above. What's the difference between them?
The list you are looking at is called Access Control list or ACL.
Each line in this list represents Access Control Entry or ACE. ACE specifies type of access. It can be: allow/deny, read,write,delete, inherit from parrent object and so on.
What's the difference between them?
Various 'security principals' may be given various level of access. Security principals are users, computers, groups.
How is the permissions for my own user account separated from "Administrators" group?
If your user account is in the Administrators group, then it is not separated. If it is not in the administrators group, then, of course it is separated from the administrators group. Users who are not in the Administrators group are more secure against
attacks of malware. Although they are not in the aAdministrators group, they can still perform administrative tasks by using 'Run As administrator' feature and providing credentials for administrative account.
And What's the SYSTEM is for?
This is the most powerfull security principal in your computer. System processes run under this account. Check
services.msc console.