Sixth-seeded Andy Roddick has been upset in the second round at Wimbledon, losing to Janko Tipsarevic of Serbia.

Roddick, who lost the 2004 and 2005 Wimbledon finals to Roger Federer, was beaten 6-7 (5), 7-5, 6-4, 7-6 (4) by 40th-ranked Tipsarevic, who has never gone past the fourth round at a major.

Roddick reached the semifinals at the grass-court tuneup event at Queen’s, coming back from a shoulder injury that forced him out of the French Open.

He had three set points in the fourth to pull even and eight breakpoint chances overall, but Tipsarevic saved them all.