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Pineapple Upside-Down Cheesecake

Posted on November 30, 2023

A pineapple upside-down cheesecake combines the classic flavors of a pineapple upside-down cake with the creamy richness of cheesecake. Here’s a recipe to create this delightful dessert:

Ingredients:

For the topping:

  • 1/2 cup unsalted butter
  • 3/4 cup packed brown sugar
  • 1 can (20 oz) pineapple slices, drained (reserve the juice)
  • Maraschino cherries (optional)
  • Cooking spray

For the crust:

  • 1 1/2 cups graham cracker crumbs
  • 1/4 cup granulated sugar
  • 1/2 cup unsalted butter, melted

For the cheesecake filling:

  • 24 oz cream cheese, softened
  • 1 cup granulated sugar
  • 3 large eggs
  • 1 teaspoon vanilla extract
  • 1/4 cup pineapple juice (reserved from the canned pineapple)

Instructions:

  1. Preheat your oven to 325°F (160°C). Place a roasting pan filled halfway with water on the lowest rack of the oven. This will create a water bath for the cheesecake.
  2. Prepare the topping: In a saucepan, melt 1/2 cup of butter over medium heat. Add the brown sugar and stir until the sugar dissolves and the mixture is smooth. Pour the mixture into the bottom of a 9-inch springform pan sprayed with cooking spray.
  3. Arrange the drained pineapple slices over the brown sugar mixture in the pan. If desired, place maraschino cherries in the center of each pineapple slice.
  4. Prepare the crust: In a bowl, mix the graham cracker crumbs, 1/4 cup granulated sugar, and melted butter until well combined. Press the mixture evenly onto the pineapple slices in the pan. Set aside.
  5. In a large mixing bowl, beat the cream cheese and 1 cup granulated sugar until smooth. Add the eggs, one at a time, mixing well after each addition. Stir in the vanilla extract and 1/4 cup of pineapple juice.
  6. Pour the cheesecake filling over the prepared crust in the springform pan, covering the pineapple slices.
  7. Place the springform pan on a baking sheet to catch any drips. Bake in the preheated oven for about 1 hour and 15 minutes or until the center of the cheesecake is almost set.
  8. Once done, turn off the oven and leave the cheesecake in the oven with the door slightly ajar for about 1 hour to cool gradually.
  9. Remove the cheesecake from the oven and refrigerate it for at least 4 hours or overnight to chill and set.
  10. Before serving, carefully remove the springform pan sides. Place a serving plate on top of the cheesecake and invert it to reveal the pineapple upside-down topping.

Slice and serve the delicious pineapple upside-down cheesecake, enjoying the creamy cheesecake layer and the caramelized pineapple topping!

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