Caffeine and its metabolites- Comparison

Nelson Vergel

Founder, ExcelMale.com
Here’s a comparison of Caffeine, Paraxanthine, and Theophylline, focusing on their structure, effects, metabolism, and common uses:

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Comparison Table: Caffeine vs Paraxanthine vs Theophylline


Feature
Caffeine
Paraxanthine
Theophylline
Chemical Name
1,3,7-trimethylxanthine

1,7-dimethylxanthine

1,3-dimethylxanthine

Chemical Formula

C₈H₁₀N₄O₂

C₇H₈N₄O₂

C₇H₈N₄O₂

Found In Nature?

Yes (coffee, tea, chocolate)

No (only produced in the body from caffeine)

Yes (trace amounts in tea)

Primary Source

Dietary (coffee, tea, energy drinks)

Metabolite of caffeine in the liver

Medicinal or natural in tea

Main Effects

CNS stimulant, increased alertness

CNS stimulant, improved cognition, less jittery

Mild CNS stimulant, bronchodilator

Potency as Stimulant

Strong

Comparable or slightly cleaner than caffeine

Weaker CNS stimulant

Anxiety/Jitter Risk

Higher

Lower

Lower

Half-life in Blood

~3–5 hours

~3–5 hours

~8 hours

Metabolized By

Liver enzyme CYP1A2

Formed from caffeine in the liver

Also formed from caffeine in small %

Medical Uses

None (dietary)

None (under research)

Used for asthma, COPD

Side Effects (high dose)

Jitters, anxiety, insomnia

Fewer jitters, may be better tolerated

Nausea, arrhythmias, GI issues

Legal/Supplement Status

Widely used and approved

Being introduced as a nootropic supplement

Prescription (in some countries)




Quick Takeaways:


  • Caffeine is the original stimulant, widely used, but can cause jitters and anxiety in sensitive users.
  • Paraxanthine is a major active metabolite of caffeine and may offer similar benefits with fewer downsides. It is currently being explored as a cleaner nootropic.

  • Theophylline is less psychoactive but has stronger bronchodilator effects and is still used in respiratory medicine (e.g., asthma treatment).
 

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Understanding Your Hormones

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Scientific Reference

Lakshman KM, Kaplan B, Travison TG, Basaria S, Knapp PE, Singh AB, LaValley MP, Mazer NA, Bhasin S. The effects of injected testosterone dose and age on the conversion of testosterone to estradiol and dihydrotestosterone in young and older men. J Clin Endocrinol Metab. 2010 Aug;95(8):3955-64.

DOI: 10.1210/jc.2010-0102 | PMID: 20534765 | PMCID: PMC2913038

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