Istanbul Basaksehir 2-1 Man Utd: Demba Ba, Edin Visca, Anthony Martial score
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Manchester United suffered a chastening night after conceding an embarrassing opening goal as they were humbled by Champions League rookies Istanbul Basaksehir.
Basaksehir, formed only in 1990, claimed their maiden Turkish Super Lig title last season and had not scored a goal or claimed a point in their opening two games in the competition.
They could not have wished for an easier way to get off the mark as United's defence went missing, allowing former Chelsea and Newcastle striker Demba Ba to run clear from the halfway line and fire past Dean Henderson.
United's defensive efforts for the second goal were almost as bad, Deniz Turuc dispossessing Juan Mata and finding Edin Visca in acres of space in the box to smash home.
The visitors were given hope when Anthony Martial headed in from a Luke Shaw cross two minutes before the interval, but they could not salvage a result in a shabby second half showing, Basaksehir picking up a famous victory.
Slow and ponderous United punished
United's 6-1 humiliation at the hands of Tottenham last month looked to be the low point in their season, picking up three victories and a draw after that result.
But they were desperately poor in the defeat by Arsenal on Sunday and this was another feeble showing which piles the pressure on manager Ole Gunnar Solskjaer.
Like much of the Norwegian's reign, United seem to build momentum and then throw in dreadful performances, with the inevitable questions likely to come about his suitability for the job.
United finished third last season and the need of a new centre-back was clearly obvious but they failed to make the addition in the transfer window, the fragility once again exploited in Istanbul.
On an uncomfortable night, Ba's goal was humiliating and Visca's effort to double the lead proved to be enough as the hosts held on.
Goalkeeper Henderson has been restricted to Carabao Cup appearances but despite not being at fault for either goal, his first major game for United was a forgetful one.
The visitors should have netted more but Danijel Aleksic's header was straight at Henderson, while Visca flashed a shot narrowly over.
Although Martial pulled a goal back and Bruno Fernandes saw a free-kick comfortably saved by Mert Gunok, United never really looked like scoring, and even the introduction of Paul Pogba and Edinson Cavani on the hour-mark could not inspire an equaliser.
All evening their passing was often slow and ponderous against a side happy to sit back and soak up the pressure.
United won their opening two group games in impressive fashion against Paris St-Germain and RB Leipzig, but now have work to do to reach the knockout stages after their third straight loss in the Turkish city.
First goal like 'under-10s football'
Basaksehir's first goal deserved a section of its own, as it was utterly astounding.
Former United midfielder Paul Scholes described it as "under-10s football", while ex-United man Owen Hargreaves said he had "never seen a goal like it".
United had a corner which they played short and took their time getting into the box, the ball eventually dropped loose and allowed Visca to look up and punt a long pass upfield.
With United's defence deserting their duties, 35-year-old Ba had a one-on-one with Henderson from the halfway line, before coolly rolling in Basaksehir's first ever goal in the competition.
United fans have sang about Ba in the terraces since 2014, when he burst through at Anfield to score the goal from Steven Gerrard's infamous slip, but he returned to punish them on this occasion.
In fact, looking at the image below, you can see just how far Ba ran from to score, and the mess that United had got themselves in.
Scholes added: "It is comical, it is laughable what happened. They had no-one within 20 yards of their centre-forward Ba."
All in all, another miserable result for United.
What next?
After suffering back-to-back defeats United now have what looks like a must-win game against Everton at Goodison Park on Saturday (kick-off 12:30 GMT), just before the international break.
Elder statesman Ba - the stats
This result ended Manchester United's longest away winning run in all competitions in their history (10 straight wins), and was their first away defeat in 19 matches since losing in January at Liverpool in the Premier League.
Including qualifiers, this was only Istanbul Basaksehir's second win in nine Champions League matches (D2 L5), also beating Club Bruges in qualifying for the 2017-18 competition.
Manchester United have lost four of their last six away matches at Turkish opposition in all competitions (W2), including each of their last three.
Istanbul Basaksehir striker Demba Ba (35 years, 163 days) became the second-oldest African player to score a UEFA Champions League goal, behind only Didier Drogba, who was 36 years and 259 days old when he scored his final goal in the competition in November 2014.
Among Premier League clubs, Basaksehir's Ba only has more goals in all competitions against West Brom (6) and Tottenham (5) than Man Utd (4); today was his first goal against the Red Devils since April 2013 for Chelsea.
Basaksehir's Edin Visca was the first player to both score and assist in a single Champions League game against Manchester United since Arjen Robben for Bayern Munich in April 2014, and the first to score and assist for a Turkish side in a match in the competition since Didier Drogba for Galatasaray against Juventus in October 2013.
With this match his 32nd Champions League appearance, Man Utd's Anthony Martial has scored in back-to-back games in the competition for the first time; his strike came just 137 seconds after İstanbul had gone 2-0 ahead.
Watch 13 first-round ties on iPlayer and the BBC Sport website and app this weekend. Find out more here.