Nicky Henderson has admitted it is “guesswork” as to whether Shishkin will stay the Cheltenham Gold Cup trip – but that will be where he heads if successfully navigating his Betfair Denman Chase assignment at Newbury on Saturday.

The 10-year-old proved he has the capacity to stay three miles when winning the Aintree Bowl last spring, while he was in the process of running a huge race in the King George VI Chase on Boxing Day before unseating Nico de Boinville two from home.

However, the extra quarter-mile the cream of the staying division have to master in the blue riband has caught many a top chaser out down the years. And the Seven Barrows handler concedes it is a question that will only be answered on the day itself, despite feeling confident it will be within Shishkin’s compass.

Henderson said: “It’s going to be guesswork because he’s not been that far. He’s not even in the Ryanair, so I assume we think he must stay something otherwise he won’t be going anywhere.

“I would be pretty confident about that and I know it is difficult to say. I know if you get three miles round Kempton it doesn’t mean anything, but what do you do. There’s a good race at Aintree yes, but if he gets home at Newbury and he does well then you have to go (to the Gold Cup), don’t you.”

The dual Cheltenham Festival winner has spent the majority of his career campaigning over two miles, winning both the Supreme Novices’ Hurdle and Arkle at that distance in the Cotswolds.

Connections explored stepping up in trip following a lacklustre display in the 2022 Tingle Creek and after roaring back to his very best in the Ascot Chase, he finished second in the Ryanair at the Festival before proving successful at Aintree when downing Ahoy Senor.

It is a move that has somewhat caught Henderson by surprise and he said: “No you didn’t really dream (of Shishkin being a Gold Cup horse), because not surprisingly, after Supremes and Arkles you think he is a two-miler.

“Then we went two and a half and two-mile-five when he won at Ascot which was his first time over a trip and it became very obvious he is a stayer.

“He ran in the Ryanair which wasn’t very good, but he came back and ran in the three-miler at Aintree which was very good and I think he proved he stayed there.

“Since then we have continued down that road and the beginning of this season was always going to be all about the King George.”

He went on: “Where things went a bit wrong was the Ascot fiasco when he didn’t want to jump off, so consequently he had to go into the King George without having his prep race, which always frightened me.

“To be fair it didn’t make a great difference and he ran a great race no matter what the result might have been.

“It was just one of those incidents, it’s not as if he did anything wrong and he jumped beautifully all the way.”

Shishkin has been partnered in all 19 starts under rules by De Boinville who he unceremoniously unshipped with the King George at his mercy on Boxing Day.

A further spill at Doncaster over the Christmas period saw the 34-year-old sidelined with a broken collarbone and after a return to the injury list following a premature comeback, Henderson hopes to have his number one back to full fitness to be aboard Shishkin once again.

He said: “We had a little comeback about 10 days ago and he wasn’t quite ready, but he has been riding out since Saturday – he came in and work on Shishkin then – and has been in every day and schooled a few times.

“He’s in good form, I just want him to have a couple of rides to be ready for Saturday, I hope.”