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An out-of-this-world delicious Tipsy Pineapple Upside-Down Rum Cake by Dash of Jazz

Tipsy Pineapple Upside-Down Rum Cake

Course: Dessert
Cuisine: American, Caribbean
Prep Time: 10 minutes
Cook Time: 50 minutes
Resting Time: 1 hour
Total Time: 2 hours
Servings: 14 servings
Calories: 316kcal
An indulgent cross between a pineapple upside-down cake and a classic rum cake beautifully presented in a bundt shape.
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Ingredients

Cake

Rum Glaze

  • ¼ cup pineapple juice
  • ⅓ cup butter melted
  • ½ cup spiced dark rum
  • ½ cup sugar

Cake Topping

  • ½ cup butter
  • 1 can sliced pineapple rings cut slices into half circles and reserve juice
  • 10 ounce jar of maraschino cherries
  • ¾ cup brown sugar

Instructions

  • Preheat oven to 350 degrees. Add butter from topping ingredients into bundt pan and place in oven to melt for about two minutes.
  • Meanwhile, add flour, sea salt, and baking powder to a bowl and whisk to combine. In another bowl, combine ¼ cup pineapple juice from the can of slices, milk, butter, brown sugar, vanilla, and egg and mix until uniform.
  • Add wet mixture to dry and stir until batter is uniform and no dry pockets remain. Set aside.
  • Carefully remove pan of melted butter from oven and mix in brown sugar to create the topping. Arrange pineapple slices and cherries in pan as shown. Carefully pour cake batter over top.
  • Place pan on middle rack of oven and bake for 45-50 minutes or until a toothpick inserted into multiple parts of the cake comes out clean.
  • Remove cake from oven and let sit for about 10 minutes then invert onto a platter.
  • Using a wooden skewer or toothpick, pole several holes in all sides of the cake. Place cake back in pan and poke more holes into bottom of cake.
  • Combine rum syrup ingredients in a small bowl and mix vigorously until uniform. Then slowly pour rum syrup over top of cake, allowing it to flow into the poked holes.
  • Allow cake to soak for about an hour then invert it again onto a plate and serve warm. Do not refrigerate cake during this step.

Notes

How to Measure Flour
Flour tends to get compacted, which can lead to too much flour in your baked good and result in a denser or drier texture than desired. To avoid this, it's important to sift the flour before measuring it. This can be accomplished by running the flour through a sifter or mesh sieve or fluffing the flour in its original container, then using a small measuring cup to scoop the flour into the size measuring cup you need (example: using a half-cup to scoop flour into a one-cup), then leveling off the excess with a knife or leveler.
Preparation
This cake is best served immediately after the rum has had time to soak in so I don't recommend making it ahead. If you do need to make it in advance, bake the cake, remove it from the pan after 10 minutes, and allow it to fully cool then cover it and place in the refrigerator. Before serving, allow it to come to room temperature then make the rum sauce and resume the recipe steps from there.

Nutrition

Calories: 316kcal | Carbohydrates: 65g | Protein: 5g | Fat: 2g | Saturated Fat: 1g | Trans Fat: 1g | Cholesterol: 44mg | Sodium: 231mg | Potassium: 180mg | Fiber: 2g | Sugar: 50g | Vitamin A: 146IU | Vitamin C: 4mg | Calcium: 141mg | Iron: 2mg
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