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What is the chemical name for kratom? Unpacking its primary alkaloids

3 min read

The tropical tree Mitragyna speciosa, or kratom, contains over 40 structurally related alkaloids in its leaves. When answering "What is the chemical name for kratom?" the focus is on its two main psychoactive components: mitragynine and the more potent 7-hydroxymitragynine.

Quick Summary

Kratom's chemical identity revolves around the alkaloids mitragynine and its metabolite, 7-hydroxymitragynine. This article delves into their scientific names, pharmacological roles, and contributions to kratom's effects.

Key Points

  • No Single Chemical Name: Kratom is not one chemical but contains numerous alkaloids; its main compounds are mitragynine and 7-hydroxymitragynine.

  • Mitragynine is Primary: Mitragynine is the most abundant alkaloid in kratom leaves, constituting up to 66% of the total alkaloid content in some varieties.

  • 7-Hydroxymitragynine is Potent: A metabolite of mitragynine, 7-hydroxymitragynine is significantly more potent at the $\mu$-opioid receptors and mediates many of the drug's stronger effects.

  • Alkaloids Have Opioid-like Effects: Mitragynine and 7-hydroxymitragynine are partial agonists of opioid receptors, but their mechanism differs from traditional opioids and may result in less respiratory depression.

  • Effects are Dose-Dependent: At lower doses, kratom has stimulant-like effects, while higher doses produce sedative and analgesic effects.

  • Complex Pharmacology: Beyond the main alkaloids, kratom contains over 40 other related compounds that contribute to its overall complex and variable effects.

In This Article

The Chemical Identity of Kratom

Kratom is not a single chemical compound, but rather a complex herbal substance containing numerous alkaloids that contribute to its pharmacological profile. The most abundant and well-studied of these are mitragynine and its metabolite, 7-hydroxymitragynine. When ingested, mitragynine is metabolized in the liver, with some of it converting into 7-hydroxymitragynine, which is significantly more potent at certain opioid receptors. Therefore, the "chemical name for kratom" effectively refers to these principal active alkaloids.

Mitragynine: The Primary Alkaloid

Mitragynine is the most prevalent alkaloid found in the kratom tree's leaves and is the primary subject of scientific inquiry into the plant's effects. The systematic chemical name for mitragynine is methyl (E)-2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate. This complex name describes its specific molecular structure as an indole-based alkaloid. It is important to note that the concentration of mitragynine can vary depending on the plant's origin and growing conditions, contributing to the different effects associated with various kratom strains.

7-Hydroxymitragynine: The Potent Metabolite

While present in much smaller amounts in the kratom leaf, 7-hydroxymitragynine is an extremely important compound because it is a potent metabolite of mitragynine and binds to opioid receptors with a higher affinity. The systematic chemical name for this compound is methyl (E)-2-[(2S,3S,7aS,12bS)-3-ethyl-7a-hydroxy-8-methoxy-2,3,4,6,7,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate. This compound plays a crucial role in mediating kratom's more potent analgesic and narcotic-like effects, particularly at higher doses.

Pharmacological Effects and Receptor Activity

Mitragynine and 7-hydroxymitragynine interact with several receptor systems in the body, which explains kratom's diverse effects. Both compounds act as partial agonists of the $\mu$-opioid receptor, the same receptor targeted by prescription opioids, but without recruiting the $\beta$-arrestin pathway to the same extent. This difference may be a factor in the potentially reduced risk of respiratory depression compared to traditional opioids. Additionally, mitragynine is known to interact with other receptors, including serotonergic and adrenergic receptors.

At lower doses, kratom's effects are often stimulant-like, leading to increased energy, alertness, and sociability. In contrast, higher doses produce more sedative, analgesic, and euphoric effects. This dose-dependent response is a key feature of kratom's pharmacology.

Mitragynine vs. 7-Hydroxymitragynine: A Comparison

To better understand the differences between these two key alkaloids, the following table compares their characteristics based on current research.

Feature Mitragynine 7-Hydroxymitragynine
Abundance in Leaf Most abundant alkaloid, accounting for up to 66% of total alkaloids in some varieties. Minor constituent, typically comprising less than 2% of the total alkaloid content.
Potency Less potent than 7-hydroxymitragynine. Significantly more potent at the $\mu$-opioid receptor (approx. 5-13 times more potent than mitragynine and morphine, respectively).
Source Found directly in the kratom plant's leaves (Mitragyna speciosa). Primarily formed in the liver as a metabolite of mitragynine after ingestion, though trace amounts are in the plant.
Role in Effects Contributes to both stimulant and sedative effects, partially mediated by its conversion to 7-hydroxymitragynine. Primarily responsible for the potent analgesic and narcotic-like effects, particularly at higher doses.

Conclusion

In summary, there is no single chemical name for kratom, but rather a set of primary active alkaloids that define its pharmacological properties. The key players are mitragynine and its metabolite, 7-hydroxymitragynine, both of which are indole alkaloids with complex chemical structures. Mitragynine is the most abundant, while 7-hydroxymitragynine is far more potent and mediates many of the drug's opioid-like effects. The chemical complexity, combined with variations in alkaloid content, makes predicting the exact effects of kratom challenging. Ongoing research continues to explore the full spectrum of kratom's chemical and pharmacological actions. For more information on the research being conducted on kratom, explore the National Institute on Drug Abuse (NIDA) website.

Frequently Asked Questions

The primary and most abundant chemical compound in kratom leaves is an indole alkaloid called mitragynine.

The systematic (IUPAC) chemical name for mitragynine is methyl (E)-2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate.

Yes, 7-hydroxymitragynine is found in kratom leaves, but only in very small amounts. It is also produced in the body as a metabolite of mitragynine.

Yes, 7-hydroxymitragynine is significantly more potent than mitragynine. It has a much higher binding affinity for the body's $\mu$-opioid receptors.

Kratom's alkaloids primarily act as partial agonists at opioid receptors, but also interact with other systems, including adrenergic and serotonergic receptors. This leads to both stimulant-like and sedative-like effects depending on the dose.

Yes, the chemical composition of kratom can vary depending on factors such as the plant's variety, age, genetics, and growing conditions. This can result in different alkaloid profiles and potency levels.

Kratom contains over 40 alkaloids besides mitragynine and 7-hydroxymitragynine. While less is known about their specific functions, they contribute to the plant's overall complex pharmacology and may modulate the effects of the primary alkaloids.

References

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Medical Disclaimer

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