20) NICOLAS ANELKA | Shanghai Shenhua to Juventus on loan (2013) | One of many Premier League has-beens to have dabbled in Serie A in the twilight of their careers only to prove completely inadequate.
19) MANICHE | Atletico Madrid to Inter
on loan (2008) | After falling out with Atletico's coach, Maniche's temporary move to Inter never really worked out.
18) MARIO BALOTELLI | Manchester City to AC Milan for €20m (2013) | One of the more controversial options because Balotelli was actually really good in his first six months. However, the goals became less frequent in his second season with the Rossoneri and he was acrimoniously offloaded to Liverpool last summer.
17) URBY EMANUELSON | Ajax to AC Milan for €2.5m (2011) | Impressing at Ajax was enough to earn the Dutchman a move to San Siro, but he never realised his potential in Italy.
16) IBRAHIM AFELLAY | PSV to Barcelona for €3m (2011) | The Dutchman was in the final year of his contract when Barca snapped him up. It might have seemed like a bargain at the time, but after some serious injuries he never thrived in Catalunya and is currently on loan at Olympiakos.
15) BENNI MCCARTHY | Blackburn to West Ham United for £2.5m (2010) | A deadline-day signing gone wrong, McCarthy picked up an injury shortly after his move, then visibly gained weight during his stay at Upton Park. Paid over £1m (€1.2m) by West Ham to tear up his contract the following year.
14) THOMAS GRAVESEN | Everton to Real Madrid for €4m (2005) | After initial popularity, Gravesen was quickly consigned to the bench at the Santiago Bernabeu. Shipped back out to Britain six months after his arrival in Spain.
13) SAMUEL KUFFOUR | Roma to Ajax on loan (2008) | Signed for six months with a view to a permanent deal for two further seasons, Kuffour was such a flop that he was released from the loan and sent back to Roma.
12) FABIEN BARTHEZ | Out of retirement to Nantes (2007) | Putting his gloves back on was not a wise choice for Barthez, who quit Nantes before the end of the season.
11) MAXI LOPEZ | River Plate to Barcelona for €6.2m (2005) | The Argentine peaked by scoring with his first shot in Barca colours. He only lasted 18 months at Camp Nou, though, failing to break into the first team.
10) JULIEN FAUBERT | West Ham to Real Madrid on loan (2009) | Hilariously useless for the Blancos and, memorably, fell asleep on the bench in a game versus Villarreal. Madrid fans saw the funny side at least and unveiled an ironic 'Thanks for everything' banner for him at the end of his loan.
9) DANIEL FONSECA | Juventus to River Plate on a free transfer (2000) | Signed in pre-season by River Plate, Fonseca comically didn't make a single competitive appearance for the club. He cut his ties with River before the campaign began!
8) ANDREI ARSHAVIN | Zenit to Arsenal for £15m (2009) | Arsenal's record signing for a long while started well but rapidly faded. Somehow managed to stay on the books for four years.
7) ANTONIO CASSANO | Roma to Real Madrid for €30m (2006) | Poor eating habits and weight issues plagued the Italian during his spell in Madrid. The president of the club, Ramon Calderon, announced he would be leaving on loan in 2007 (and permanently a year later) as his attitude was deemed "unsustainable".
6) KOSTAS MITROGLOU | Olympiakos to Fulham for £11m (2014) | The Greek striker was linked with a lot of Premier League clubs last January but it was Fulham who secured his signature, which they soon regretted. Failed to find fitness or form for the Cottagers as they crashed out of the Premier League.
5) BRENO | Sao Paulo to Bayern Munich for €12m (2008) | One of the more tragic entries in this list, Breno barely played for the Bavarians and, after struggling with injury, he was eventually imprisoned over arson charges when he set fire to his own house.
4) CHRISTOPHER SAMBA | Anzhi to QPR for £12.5m (2013) | Anzhi cashed in on the highly-rated defender as wheeler dealer-in-denial Harry Redknapp
thought he'd help save QPR from relegation. He did not, QPR went down regardless and Samba swiftly left.
3) KLAAS-JAN HUNTELAAR | Ajax to Real Madrid for €20m (2009) | One of the most ill-advised signings in history simply because Real Madrid were unable to add him to their Champions League squad. Remarkably lasted only half a season in the Spanish capital.
2) ANDY CARROLL | Newcastle United to Liverpool for £35m (2011) | No matter how good Carroll's career might get, he will never live down the crazy money move which saw him arrive at Anfield four years ago on deadline day. He never really found his footing with Liverpool and eventually left for West Ham.
1) FERNANDO TORRES | Liverpool to Chelsea for £50m (2011) | Then a British transfer record, Torres' patchy form with Liverpool only got worse in three ill-fated years at Stamford Bridge before washing up at Milan, where he barely lasted half a season before returning to Atletico Madrid. The ultimate transfer flop.
Honourable mentions include Stan Collymore to Real Oviedo, Afonso Alves to Middlesbrough, Arsenal's signing of Kim Kallstrom and rocchi to inter.