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What is the synthetic name for vitamin K? An overview of Menadione and Phytonadione

4 min read

Approximately 90% of dietary vitamin K intake comes from phylloquinone (K1) found in green plants, but synthetic forms also exist. The primary synthetic name for vitamin K is menadione, historically used but now banned for human supplements due to toxicity, while phytonadione is a common synthetic form of vitamin K1 used in medication.

Quick Summary

Several synthetic forms of vitamin K exist, most notably menadione (K3), which is toxic to humans, and phytonadione (a synthetic K1), used in medical settings.

Key Points

  • Menadione (K3) is synthetic and toxic for humans: Once used in supplements, it is now banned for human use due to toxicity concerns but is still present in some animal feeds.

  • Phytonadione is synthetic Vitamin K1: It is a synthetic version of phylloquinone used medically via injection or orally to address specific bleeding disorders.

  • Different forms have different effects in the body: Natural forms (K1, K2) are absorbed and distributed differently than synthetic versions, affecting blood clotting, bone health, and arterial calcification.

  • Not all synthetic K is equal: While synthetic phytonadione is a safe and effective medication, synthetic menadione (K3) is unsafe for human consumption.

  • Prioritize natural sources and safe supplements: Most people can obtain sufficient vitamin K from dietary sources (leafy greens, fermented foods); if supplementation is needed, safe forms like K1 and K2 are available.

  • Dietary intake affects drug efficacy: Consistent dietary intake of vitamin K is important for patients taking blood-thinning medications like warfarin, which interfere with the vitamin K cycle.

In This Article

The Family of Vitamin K: Natural vs. Synthetic

Vitamin K is not a single compound but a group of fat-soluble compounds, known as naphthoquinones, that are essential for several bodily functions, including blood coagulation and bone metabolism. The family is primarily divided into two natural forms and several synthetic versions.

Natural Vitamin K (Vitamers)

Vitamin K1 (Phylloquinone): This is the form of vitamin K found in plants, particularly green leafy vegetables like spinach, kale, and broccoli. It is directly involved in photosynthesis and is the primary form of vitamin K obtained through the diet.

Vitamin K2 (Menaquinones, MK-n): This form is produced by bacteria in the gut and is also found in fermented foods like natto and some animal products. Menaquinones differ based on the length of their side chain (e.g., MK-4, MK-7) and have different bioavailability and biological effects compared to K1.

Synthetic Forms of Vitamin K

Menadione (Vitamin K3): This is the core 2-methyl-1,4-naphthoquinone structure and the simplest synthetic form of vitamin K. Historically, it was used to treat vitamin K deficiency. However, it was found to cause liver toxicity and other adverse reactions in humans, leading to its ban for human supplements in the U.S. and other regions. Today, it is primarily used in animal feed, where it is converted to K2 by the animal.

Phytonadione (Synthetic Vitamin K1): This is the synthetic version of phylloquinone. It is medically approved and used in injectable and oral forms for treating specific bleeding disorders and vitamin K deficiency, such as in newborns.

Menadiol Sodium Diphosphate: A water-soluble synthetic form of vitamin K with similar biological activity to other vitamers. It was used historically for human nutrition but has largely been replaced or is less common today.

Why Menadione is Banned for Human Supplements

Menadione is considered unsafe for human consumption due to several documented risks and adverse effects, particularly with high doses. The key reasons for its ban from human dietary supplements include:

  • Hepatotoxicity: Menadione is toxic to the liver and can cause damage to liver cells.
  • Hemolytic Anemia: It has been shown to cause hemolytic anemia, a condition where red blood cells are destroyed faster than the body can replace them.
  • Allergic Reactions: Overdoses of menadione have been associated with allergic reactions.
  • Interference with Glutathione: It can interfere with the function of glutathione, a crucial antioxidant in the body.
  • Safety Concerns: General safety concerns and the availability of safer, more bioavailable natural and synthetic alternatives (like phytonadione and K2) led to its prohibition.

Comparison Table: Vitamin K Forms

Feature Vitamin K1 (Phylloquinone) Vitamin K2 (Menaquinones) Menadione (Synthetic K3)
Source Plants, especially leafy greens Gut bacteria, fermented foods, animal products Synthetically produced
Function Primarily for blood coagulation in the liver Bone health, cardiovascular health, and extrahepatic functions Acts as a precursor for K2 conversion in animals
Bioavailability Good absorption, but tightly bound to plant tissue Excellent, especially MK-7, longer half-life than K1 Poor absorption and conversion in humans
Safety for Humans Very safe, no known toxicity at high doses Very safe, no known toxicity at high doses Toxic to humans; banned for supplements
Primary Use Dietary intake, medical treatment (as phytonadione) Supplements, dietary intake Animal feed
Key Benefit Blood clotting factor production Bone mineralization and arterial calcification inhibition Cost-effective additive for animal feed

Medical Uses of Synthetic Vitamin K

The synthetic form, phytonadione, is a critical medication in specific clinical scenarios, prescribed by a doctor for several conditions. The aqueous dispersion of phytonadione is used in the prophylaxis and treatment of hemorrhagic disease of the newborn, as it has a higher margin of safety than water-soluble synthetic forms in this context. It is also used to correct excessively prolonged prothrombin time caused by oral anticoagulant therapy, such as warfarin overdose. Other indications include hypoprothrombinemia resulting from antibacterial therapy or conditions limiting vitamin K absorption, like ulcerative colitis or celiac disease. For more details on the medical applications, a reputable source like the MedlinePlus drug information page is useful (MedlinePlus Drug Information on Phytonadione).

Metabolism of Natural vs. Synthetic Vitamin K

After absorption, the different forms of vitamin K are transported and metabolized differently within the body. Phylloquinone (K1) is primarily taken up by the liver and concentrated there, where it is used to activate blood clotting factors. Menaquinones (K2) are more widely distributed to extrahepatic tissues like bone, blood vessels, and the brain, where they activate other important vitamin K-dependent proteins. Synthetic menadione, unlike the natural forms, is metabolized differently and can cause cellular damage, which is why it is unsuitable for human use. The variable half-lives of the vitamers also influence their efficacy; MK-7, for instance, has a much longer half-life than K1, leading to more stable blood levels.

Conclusion: Understanding the Different Forms is Key

The question, "What is the synthetic name for vitamin K?" has a nuanced answer, as there is more than one synthetic form, and their roles differ significantly from the natural vitamers. Menadione, or vitamin K3, is a synthetic form banned for human consumption due to safety concerns but still used in animal feed. Phytonadione is a synthetic version of vitamin K1, medically prescribed for various bleeding and deficiency issues. Understanding the distinction between these synthetic compounds and their naturally occurring counterparts, phylloquinone (K1) and menaquinones (K2), is essential for grasping their respective roles in health and medicine. For consumers, it is important to be aware of ingredients in supplements and medications and to consult healthcare providers for advice regarding vitamin K intake.

Frequently Asked Questions

The primary synthetic form of vitamin K is menadione, also known as vitamin K3. Another widely used synthetic form, especially in medicine, is phytonadione, which is a synthetic version of vitamin K1.

One common synthetic form, menadione (K3), is not safe for humans and is banned from dietary supplements in many countries due to its potential toxicity. However, phytonadione (synthetic K1) is medically approved and used under a doctor's supervision for therapeutic purposes.

Phytonadione is a synthetic version of vitamin K1, used in medications to treat bleeding and deficiency, and is considered safe for human medical use. Menadione (K3) is a different, toxic synthetic form that is not used in human supplements.

Menadione is used in animal feed because many animals can convert it into the active form of vitamin K2 without experiencing the same toxic effects observed in humans. In contrast, it has been shown to be toxic to human liver cells.

The two main natural forms are phylloquinone (Vitamin K1), found in leafy green vegetables, and menaquinones (Vitamin K2), which are produced by gut bacteria and found in fermented foods.

Yes, other synthetic forms have existed, such as menadiol sodium diphosphate, a water-soluble version with vitamin K activity. However, these are less common today, with natural and phytonadione forms being more prevalent.

Natural forms, particularly K2 (MK-7), often exhibit better bioavailability and longer half-lives in the body compared to synthetic forms. Synthetic forms like menadione have safety issues, and even synthetic K1 is used for specific medical needs rather than general supplementation.

References

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Medical Disclaimer

This content is for informational purposes only and should not replace professional medical advice.