Microsoft has been fined 561 million euros ($731m; ã484m) for failing to promote a range of web browsers, rather than just Internet Explorer, to users in the European Union (EU).
It introduced a Browser Choice Screen pop-up in March 2010 as part of a settlement following an earlier EU competition investigation.
But the US company dropped the feature in a Windows 7 update in February 2011.
Microsoft said the omission had been the result of a technical error.
But competition commissioner Joaquin Almunia said the action was unprecedented, adding he wanted to deter any company from the temptation of reneging on such a promise.
In theory the watchdog could have fined the firm 10% of its global annual revenue, which would have totalled $7.4bn based on its 2012 report.
We take full responsibility for the technical error that caused this problem and have apologised for it, a spokesman for Microsoft said following the announcement.
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That's quite a costly technical error.
