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A good system to study is Spree https://github.com/spree/spree. It has an inventory and billing system and supports different adjustments and sale configurations. If you don't want to use it wholesale it's a solid Rails application that does most of what you want so you can use it as solid inspiration.
NOTE:
The number of mentions on this list indicates mentions on common posts plus user suggested alternatives.
Hence, a higher number means a more popular project.
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