Google has lost its final legal challenge against a European Union penalty for giving its own shopping recommendations an illegal advantage over rivals in search results, ending a long-running antitrust case that came with a whopping fine.

The cases had established the European Union as the world’s leading tech watchdog, but have since raised questions about its protracted appeals process.

Google-parent Alphabet lost a case with European Union’s top court Tuesday that it violated antitrust laws and will have to pay a hefty fine. Separately, the court upheld a ruling that Apple owes Ireland $14.