Pineapple Upside Down Cupcakes From Scratch

User Reviews

5.0

3 reviews
Excellent
  • Prep Time

    15 mins

  • Cook Time

    15 mins

  • Servings

    12 servings

  • Calories

    449 kcal

  • Course

    Dessert

  • Cuisine

    American

Pineapple Upside Down Cupcakes From Scratch

Delicious caramelized pineapple with a colorful cherry sits on a pineapple-soaked vanilla cake. Scrumptious sweet, sticky, and fruity cupcakes.

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Ingredients

Servings

Topping:

  • 1/2 cup butter
  • 1 cup brown sugar loosely packed
  • 12 Maraschino cherries blotted dry
  • 2 15 ounce cans pineapple slices (do not drain)

Cupcake Batter:

  • 2 1/2 cups all-purpose flour
  • 3 teaspoons baking powder
  • 1 teaspoon allspice
  • 1/2 teaspoon baking soda
  • 1/2 teaspoon salt
  • 3/4 cup butter room temperature
  • 1 1/4 cups granulated sugar
  • 3 eggs room temperature
  • 2 teaspoons vanilla extract
  • 2/3 cup buttermilk
  • 1/3 cup juice reserved from canned pineapple slices
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Instructions

  1. Preheat oven to 350° F and grease and line the bottoms of 12 jumbo muffin tins with a parchment paper round.
  2. Combine 1/2 cup of butter and brown sugar in a small saucepan over medium heat, once butter has melted, whisk into brown sugar until smooth and lightened in color.
  3. Spoon a heaping tablespoon of the brown sugar mixture into the bottom of each muffin tin round
  4. Gently push a pineapple ring into the sugar mixture and add a cherry into the center. Repeat with the remaining muffin tin rounds. Set the muffin tins aside.
  5. Whisk together the flour, baking powder, allspice and salt. Set aside.
  6. In the bowl of a stand mixer fitted with the paddle attachment, cream butter until light and fluffy, and then add the sugar. Continue mixing until well incorporated.
  7. Add vanilla and the eggs (add the eggs one at a time until the previous egg is fully incorporated before adding next)
  8. Add the flour mixture to the bowl of the stand mixer and mix on low speed until the ingredients are fully incorporated.
  9. Using a large 3-tablespoon cookie scoop, dollop the batter onto the pineapple rings until each muffin cup is two-thirds full. Even out the batter and spread it to the sides using an offset spatula
  10. Bake in the oven on the middle rack for 20-25 minutes or until the tops appear golden and the cupcake springs back when touched lightly with your finger.
  11. Remove the muffin tins from the oven, place them on a wire cooling rack, and brush the reserved pineapple juice over the tops of each cupcake, letting the juice soak into the cupcake.
  12. Allow cupcakes to cool for 10-15 minutes before loosening the sides of them with a small sharp knife. Invert onto a serving platter until ready to serve.

Notes

  • This recipe will produce a dense cake (not the light and airy cakes you may find in layer cakes). If you want a light and airy version, you can opt to use a boxed cake mix, but note that it may not hold up to the heaviness of the pineapple and brown sugar topping.
  • Make sure to blot the pineapples to remove excess moisture as too much wetness will make for a soggy cupcake that won’t bake properly.
  • As hard as it is to wait, it is important to let the cupcakes sit for 10-15 minutes before inverting them onto the plate, the topping has to “set” as much as it can so that it comes out easily and attached to the cupcake.
  • A 15-ounce can of pineapple slices contains about 8 slices, and a 20-ounce can contains about 10 slices

Nutrition Information

Show Details
Serving 12g Calories 449kcal (22%) Carbohydrates 62g (21%) Protein 5g (10%) Fat 21g (32%) Saturated Fat 13g (65%) Polyunsaturated Fat 1g Monounsaturated Fat 6g Trans Fat 1g Cholesterol 93mg (31%) Sodium 436mg (18%) Potassium 96mg (3%) Fiber 1g (4%) Sugar 41g (82%) Vitamin A 675IU (14%) Vitamin C 0.1mg (0%) Calcium 109mg (11%) Iron 2mg (11%)

Nutrition Facts

Serving: 12servings

Amount Per Serving

Calories 449 kcal

% Daily Value*

Serving 12g
Calories 449kcal 22%
Carbohydrates 62g 21%
Protein 5g 10%
Fat 21g 32%
Saturated Fat 13g 65%
Polyunsaturated Fat 1g 6%
Monounsaturated Fat 6g 30%
Trans Fat 1g 50%
Cholesterol 93mg 31%
Sodium 436mg 18%
Potassium 96mg 2%
Fiber 1g 4%
Sugar 41g 82%
Vitamin A 675IU 14%
Vitamin C 0.1mg 0%
Calcium 109mg 11%
Iron 2mg 11%

* Percent Daily Values are based on a 2,000 calorie diet.

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5.0

3 reviews
Excellent

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