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Pineapple Upside Down Cake – Retro Classic

Ready in

75 mins

Cuisine

Western · Dessert

Prep Time

20 min

Cook Time

55 min

Serving

8 People

Calories / Serving

~450 kcal
Recipe by The One Pot Chef on YouTube

Recipe Summary

  • This recipe revives a retro classic, the Pineapple Upside Down Cake. It features a caramelized pineapple and glacé cherry topping over a moist, fluffy vanilla cake, creating a delightful dessert that's both nostalgic and delicious.
Adjust servings
Tap an ingredient to mark it ready0 of 10 ready

All Ingredients - For the Topping

  1. Brown sugar 1/2 cup
  2. Butter, melted 75 grams
  3. Pineapple rings, drained 400 gram can
  4. Glacé cherries 7

All Ingredients - For the Cake Batter

  1. Butter, softened 150 grams
  2. Caster sugar 3/4 cup
  3. Vanilla extract 2 teaspoons
  4. Eggs 2
  5. Self-raising flour 2 cups
  6. Milk 1/2 cup

🍳Tools You'll Need

  • Pan
  • Cake pan
  • Hand mixer
  • Oven
  • Mixing bowl
  • Spatula
  • Parchment paper
🔄Don't have an ingredient? Try these swaps6 tips
  • No Brown sugar?

    • 1 cup white sugar + 1 tbsp molasses
    • Coconut sugar (1:1)
  • No Butter?

    • 3/4 the amount of olive oil (for cooking, not baking)
    • Equal parts ghee — Slightly nuttier flavor.
    • Equal parts coconut oil (in baking)
  • No Vanilla extract?

    • Maple syrup (1:1)
    • Vanilla bean: 1 inch scraped (per 1 tsp extract)
  • No Egg?

    • 1 tbsp ground flax + 3 tbsp water (rest 5 min) — Per egg, best in baking.
    • 1/4 cup unsweetened applesauce — Per egg, in sweet baked goods.
    • 1/4 cup silken tofu, blended — Per egg.
  • No Self-rising flour?

    • 1 cup all-purpose flour + 1 1/2 tsp baking powder + 1/4 tsp salt
  • No Milk?

    • Unsweetened almond / soy / oat milk (1:1)
    • 1/2 cup evaporated milk + 1/2 cup water (per 1 cup)

⚠ Contains Allergens

glutendairyeggs

Step-by-Step Instructions

Step 1: Prepare the Cake Pan

Lightly grease a 22cm cake pan and line the base and sides with non-stick baking paper. Sprinkle 1/2 cup of brown sugar evenly over the base of the pan. Drizzle 75 grams of melted butter over the brown sugar. Arrange 7 drained pineapple rings on top of the butter and sugar mixture, placing one in the center and six around it. Place a glacé cherry in the hole of each pineapple ring. Set the prepared pan aside.

Step 2: Prepare the Cake Batter

In a mixing bowl, combine 150 grams of softened butter, 3/4 cup of caster sugar, and 2 teaspoons of vanilla extract. Beat the mixture with an electric hand mixer for approximately , or until it becomes light and fluffy.

Step 3: Add Eggs and Dry Ingredients

Add 2 eggs to the batter, one at a time, beating well after each addition until fully incorporated. Gradually add 2 cups of self-raising flour (or regular flour with 2 teaspoons of baking powder) and 1/2 cup of milk to the mixture, alternating between the flour and milk, beating until the batter is smooth and well combined.

Step 4: Assemble and Bake the Cake

Gently spoon the prepared cake batter over the pineapple rings in the cake pan. Use a spatula to carefully spread and even out the surface of the batter. Place the cake pan into a preheated oven at 180°C (≈355°F) (approximately 355°F) (350°F (≈175°C) (approximately 175°C)) and bake for approximately , or until a skewer inserted into the center of the cake comes out clean.

Step 5: Cool and Serve

Once the cake is out of the oven, allow it to stand in the pan for about to cool slightly. Then, carefully invert the cake onto a serving plate. Slice and serve warm or at room temperature.

Pro Tips

• If using a springform tin, place it on a baking tray before putting it into the oven to catch any butter that might seep through the cracks, preventing a mess.

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