Manchester United's top-four hopes have suffered a blow while Fulham's ticket out of the Premier League was officially punched.
Chris Smalling's 77th-minute own goal was the difference in Wolverhampton Wanderers' 2-1 win over United, who earlier had Ashley Young sent off for two yellow cards.
The defeat left United fifth on goal difference behind Tottenham Hotspur, who have a game in hand, while Wolves are seventh.
"We knew we'd have to have 15 points (from their remaining games) probably to get to that position (top four)," manager Ole Gunnar Solskjaer told Sky Sports.
"We've still got six games to get them 15 points so we've just got to make sure to look forward and make sure we dust ourselves down."
With a chance to jump to third with a win, United started strongly at Molineux and led on 13 minutes through Scott McTominay's first goal for the club.
However, the visitors turned into their own worst enemy as a giveaway by Fred allowed Diogo Jota to level on 25 minutes, Young was sent off on 57 minutes for a second booking and Smalling put the ball into his own with 13 minutes left.
"Tonight was a good night, a good game of football," Wolves manager Nuno Espirito Santo told the BBC.
"What more can you ask?"
Fulham, meanwhile, will make a quick return to the second-tier Championship after they were hammered 4-1 at Watford.
The defeat left the Cottagers, who won promotion a year ago, 16 points from safety with five games remaining.
"Obviously bitterly disappointed, devastated for the football club and fans," interim manager Scott Parker told the BBC.
"When a club gets relegated you know there are some serious issues.
"At this moment in time, I'm not thinking anything. Just pure disappointment."
Fulham's dismal return to the top flight was punctuated by their thrashing at eighth-placed Watford.
The Cottagers were in the game at the break as Ryan Babel cancelled out Abdoulaye Doucoure's opener.
But second-half goals from Will Hughes, Troy Deeney and Kiko Femenia sealed their fate of joining already-relegated Huddersfield in Championship next season.