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    Home » Recipes

    Published: Apr 6, 2018 ·Updated: Jan 16, 2020 by Sabra · 22 Comments

    Low Carb Pineapple Upside Down Cupcakes

    Jump to Recipe Rate this Recipe

    This Low Carb version of classic Pineapple Upside Down Cake has all of the traditional flavors, with none of the guilt! A rich buttery cake complete with real pineapple and a fresh cherry is sure to please anyone!

    A plate full of pineapple upside down cakes with one bite taken

    This Mom's Menu is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to amazon.com. This post may be sponsored or contain affiliate links but all opinions are my own. I may earn money from purchases made through the links shared here (at no additional cost to you)

    If you close your eyes while eating these Pineapple Upside Down Cupcakes, you might just begin to hear the sweet sounds of a ukulele playing in the background. Something about the flavor of sweet pineapple and cherries, makes me feel like I am sitting on a tropical beach somewhere, completely carefree. It's like a vacation all wrapped up in one little cake.

    I have to admit that I didn't fully appreciate pineapple upside-down cake until fairly recently. It's not something that I grew up eating and I also hold the strong belief that dessert isn't dessert unless there is chocolate involved!

    For this cake, however, I am willing to make an exception.

    A close up of a plateful of keto pineapple upside down cakes with cherries

    I wasn't really sure how to make this cake low carb since pineapple and cherries pack a pretty big carb punch from all the natural sugar. Luckily, I found that by using fresh pineapple and subbing frozen cherries for the sugar-laden maraschinos, I was able to get a TON of flavor with far fewer carbs.

    a glass bowl full of frozen pineapple chunks and frozen cherries

    I also opted to make these into cupcakes instead of a traditional full-size cake. This makes sticking to one serving SO much easier. You could easily bake this in a 9" cake pan if you would rather have a traditional cake.

    Ingredients in Low Carb Pineapple Upside Down Cupcakes:

    • Pineapple - Best to stick with fresh or frozen pineapple. This allows you to get more flavor while using less fruit.
    • Butter
    • Brown Sugar Substitute - I have made this recipe with Swerve brown sugar substitute, Sukrin Gold, and Lakanto Golden. My favorite is Lakanto Golden. The texture isn't similar to real brown sugar, but I find it has the best flavor.
    • Cherries - Be sure to use fresh or frozen pitted sweet cherries.
    • Almond Flour
    • Vanilla Whey Protein Powder - I use Isopure which has zero carbs, but any brand you like should work fine.
    • Salt
    • Baking Powder
    • Erythritol - You could also swap this with more of the brown sugar substitute.
    • Vanilla Extract
    • Almond Milk - Any milk or milk alternative will also work
    • Optional - Pineapple Flavoring

    Right now you can get 10% off of all Lakanto products with the code "THISMOMSMENU" when you order from the Lakanto Website!

    Tips for making the perfect Low Carb Pineapple Upside Down Cake:

    • The first and most important step for getting the most pineapple flavor is to simmer the pineapple in butter. You will want to be careful that you don't let it get too hot though or the butter will burn.
    • Don't be too worried if the butter separates from the pineapple sauce. The butter is holding on to all that delicious pineapple flavor and it will just soak right into the cake as it bakes.
    • Skip the cupcake liners for this recipe. You will want to serve these cupcakes upside down and liners will ruin your presentation.
    • Instead, just be sure to thoroughly spray the muffin tin with nonstick spray. The butter in the pineapple sauce will also help to prevent sticking.
    • Adding the whey protein with the almond flour gives this cake an amazing texture that should be just like a traditional cake. In a pinch, you can leave out the protein powder but be aware that the texture will suffer some.
    • I find that keto cakes typically are best when baked at a low temperature for a bit longer as compared to the standard cake. The batter is denser and needs the extra time to rise properly. If you bake it too quickly, it will still be delicious but the cake will be really dense.
    • Allow the cupcakes to cool fully before removing from the pan. If some of the pineapple sticks, just remove it with a spoon and spread it back onto the cupcake.
    a photo collage with two pictures showing the pineapple filling and cherries being placed in the muffin tin

    How do you store these cupcakes?

    These cupcakes are best stored in the fridge or freezer. Just be aware that after they are chilled the erythritol will recrystallize slightly so it's best to let them come to room temp or heating them up in the microwave for a few seconds before eating.

    How can I use up the rest of the pineapple?

    I hate when a recipe calls for a small amount of an ingredient and I am left wondering what to do with the rest. Luckily pineapple freezes really well. If you use fresh pineapple, simply pop it in a freezer-safe container until the next time you need a small amount.

    You can also try some of these other low carb recipes that use pineapple:

    • Keto Hummingbird Cake from I Breathe I'm Hungry
    • Low Carb Bacon Pineapple Shrimp Skewers from the Bulletproof Blog
    • Keto No Bake Cheesecake with Pineapple Drizzle from Remington Avenue
    • Taiwanese Inspired Low Carb Pineapple Cake Cookies from Low Carbing Asian

    Be sure to check out these other great recipes:

    • Churro Cupcakes | Keto, Gluten Free
    • Keto Snoball Cakes
    • Low Carb Apple Cupcakes with Caramel Frosting
    • Keto Coconut Chip Ice Cream
    • Keto No Bake Creamsicle Cheesecake
    a close up shot of one low carb pineapple upside down cupcake with a bite taken

    Pineapple Upside Down Cupcakes | Low Carb, Gluten Free

    Sabra - This Mom's Menu
    This Low Carb version of classic Pineapple Upside Down Cake has all of the traditional flavors, with none of the guilt! A rich buttery cake complete with real pineapple and a fresh cherry is sure to please anyone!
    4.70 from 10 reviewers
    Prevent your screen from going dark
    Servings 12 cupcakes
    Prep Time 20 mins
    Cook Time 45 mins

    Equipment

    • Muffin Tin
    • Hand Mixer

    Ingredients
     
     

    • ¾ Cup Pineapple Fresh or Frozen
    • ¾ cup Unsalted Butter divided
    • ¼ cup, plus 3 tbsp Brown Sugar Substitute
    • 6 Cherries Fresh or frozen, pitted and sliced in half
    • 1 ¼ cups Almond Flour
    • ¼ cup Vanilla Low Carb Protein Powder
    • ¼ teaspoon Salt
    • 2 teaspoon Baking Powder
    • ¼ cup Erythritol
    • 3 Eggs
    • 1 teaspoon Vanilla Extract
    • ¼ cup Unsweetened Almond Milk
    • ¼ teaspoon Pineapple Flavoring Optional

    Instructions
     

    • Begin by placing the pineapple, along with 4 tablespoon of butter and 3 tablespoon of the brown sugar substitute into a medium saucepan over medium heat.
    • Bring to a low boil, then cover and reduce to a simmer, stirring frequently. Continue allowing this mixture to simmer while you prepare the cake. 
    • Preheat the oven to 325 degrees F and prepare a 12 cup muffin pan with non-stick spray.
    • In a medium bowl, combine the almond flour, whey protein, salt and baking powder, stirring to combine. Set the mixture aside
    • In a separate medium bowl, combine the butter, vanilla, pineapple flavoring, erythritol and remaining brown sugar substitute. Beat with a hand mixer until light and fluffy. 
    • Add the eggs and almond milk and beat again until well integrated. 
    • Working in batches, add the dry ingredients in with the wet, mixing after each addition until you have a smooth, creamy batter. 
    • Remove the butter and pineapple mixture from the heat, and using a fork or potato masher, mash up the pineapple. 
    • Place one cherry half into the bottom of each muffin cup, Then evenly distribute the pineapple mixture between all the muffin cups. (about 1 tablespoon of pineapple per cup)
    • Top this with the cake batter, being careful not to overfill. (I used about ¼ cup of batter per cupcake. 
    • Bake in preheated oven for 30-45 minutes, or until a toothpick inserted into the center comes out clean.
    • Allow them to cool before removing from the muffin pan.

    Notes

    Nutrition info for 1 cupcake: 166 calories, 15.2g fat, 15.6g carbs, 0.6g fiber, 12g sugar alcohols, 4.7g protein
    15.6g total carbs - 12g sugar alcohols - 0.6g fiber = 3 net carbs!

    Be sure to read the entire post for tips, tricks, and help troubleshooting.

    The nutrition information listed here is only an estimate and is simply provided as a courtesy. It nor any other information within this post should constitute medical or nutritional advice. Be sure to read all packaging and ingredient labels for potential allergens. Optional ingredients are not included unless otherwise specified.

    Nutrition

    Calories: 202kcalCarbohydrates: 5gProtein: 6gFat: 19gSaturated Fat: 8gCholesterol: 76mgSodium: 79mgPotassium: 132mgFiber: 1gSugar: 2gVitamin A: 420IUVitamin C: 5.2mgCalcium: 89mgIron: 0.7mg
    Tried this recipe?Mention @thismomsmenu or tag #thismomsmenu
    Keto Pineapple upside down cupcakes with one bite taken
    « Low Carb French Toast Casserole
    This Mom's Menu - Week of April 9, 2018 »

    Reader Interactions

    Comments

    1. Louise says

      April 14, 2018 at 8:13 pm

      Thanks so much for this recipe. I made it today and it is delicious! Will definitely be repeating this one!

      Reply
    2. Debbi Parmer says

      May 20, 2018 at 6:28 pm

      They are delicious!!

      Reply
      • Sabra says

        May 20, 2018 at 7:48 pm

        Thanks Debbi! I'm so happy you enjoyed them 🙂

        Reply
    3. Vanny says

      May 25, 2018 at 3:51 pm

      How is this keto? Doesn't pineapple have a ton of sugar?

      Reply
      • Sabra says

        May 25, 2018 at 4:55 pm

        Pineapple does have a lot of sugar, but by simmering it in the butter and mashing it up, you are able to use less then 1 tbsp of pineapple per cupcake while still getting a ton of the delicious flavor. There are only 3.6 TOTAL carbs per cupcake (this includes the sugar from the pineapple but not the sugar alcohols)

        If you are opposed to using pineapple, then you could use a little pineapple extract instead.

        Reply
        • Kelly says

          January 24, 2020 at 11:45 pm

          Hi, if I use just the pineapple extract, how much should I use? and can I use coconut or hemp milk instead of the almond milk?.

          Reply
          • Sabra says

            January 28, 2020 at 11:36 am

            Hi Kelly! I would start with about 1 1/2 tsp and then add more to taste! Hope that helps 🙂

            Reply
        • Wanda Otto says

          May 23, 2020 at 8:29 am

          The recipe above said each cupcake is 15 carbs? which is right?

          Reply
          • Wanda says

            May 23, 2020 at 8:31 am

            Sorry. I just read more carefully.

            Reply
    4. Wendy says

      September 27, 2018 at 12:21 am

      Thank you, tried this recipe and definitely will make these again. Simply delicious !

      Reply
      • Sabra says

        September 29, 2018 at 2:31 pm

        So glad that you enjoyed it!

        Reply
    5. Christina says

      September 30, 2018 at 8:13 am

      Did anyone make it withoutthe whey protein? Don't have that and don't want to purchase for one recipe. I was wondering if I can substitute it for more almond flout or coconut flour?

      Reply
      • Sabra says

        September 30, 2018 at 11:56 am

        Hi Christina! Try adding in about 1 tbsp of coconut flour and 1/2 tsp of vanilla in place of the protein powder. Hope that helps!

        Reply
      • Mimi Paula B says

        April 07, 2021 at 2:06 pm

        I am making this tomorrow for my husband's birthday. It is his favorite cake and since we began low carb living together he hasn't had it in years. He will be too excited! I have everything exactly as the recipe calls. Will return to give feedback soon!

        Reply
        • Sabra says

          April 09, 2021 at 1:02 pm

          Happy Birthday to your husband!

          Reply
    6. Mony says

      February 15, 2019 at 12:20 pm

      Are there any dairy free substitutions for the heavy whipping cream?

      Reply
    7. Jon says

      May 29, 2020 at 5:33 pm

      Thank you ... tried this today, and it came out very well! Yummy!

      Reply
    8. Mariangela says

      August 10, 2020 at 8:37 pm

      Hi! I was wondering if I can replace the butter with something else? I’m actually not on a keto diet I just simply prefer cakes made with almond flour but can’t afford all the calories in the butter! Can I use something else that is not coconut oil which would make the cake taste a lot like coconut

      Reply
      • Sabra says

        August 11, 2020 at 10:19 am

        Hi Mariangela! I personally would keep the butter in the pineapple mixture since it adds so much flavor to the finished product, but you could try substituting the butter that goes into the cake with unsweetened applesauce, plain Greek yogurt, or mayonnaise. Also, Nutiva makes a great butter flavored coconut oil that would also work perfectly.

        I hope this helps and I would love to hear what you end up using and how it turns out 😊

        Reply
      • Jessica says

        October 14, 2020 at 10:22 pm

        These were so good! Thank you. It’s always risky trying new recipes but I will definitely use this one from now on.

        Reply
    9. Cristina says

      March 19, 2021 at 6:29 pm

      Hi there! This looks so yummy & moist! My sis requested pineapple upside down cake with flour for her birthday she has some issues with flour. I wanted to know if I can make this in a Bundt pan or squared pan? Please inform & thank you.

      Reply
    10. Mary Beth says

      June 14, 2022 at 4:14 pm

      These are just delicious! Would I be able to substitute anything for the unsweetened almond milk? I usually waste so much of it because I only use a quarter cup for this recipe and then I don't use it for anything else

      Reply

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    Hi! I am Sabra and I'm the face behind This Mom's Menu. I live just outside of Louisville Kentucky with my husband and four kids. Here at This Mom's Menu, you can expect to find family-friendly, healthy recipes plus articles about what is helping me get through my daily to-do list with a little sanity to spare! My favorite things right now are fresh flowers, eggs, and re-runs of The Office ...

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