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  1. 1,3,7-Trimethylxanthine, TMS | C8H12N4O2 | CID 427849 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.

    • Anne Marie Helmenstine, Ph.D.
    • The molecule was first isolated by the German chemist Friedrich Ferdinand Runge in 1819.
    • In plants, caffeine acts as a natural pesticide. It paralyzes and kills insects that attempt to feed on the plants. Caffeine also limits germination of seeds near the plant that could grow to compete for resources.
    • When purified, caffeine is an intensely bitter white crystalline powder. It is added to colas and other soft drinks to impart a pleasing bitter note.
    • Caffeine is also an addictive stimulant. In humans, it stimulates the central nervous system, heart rate, and respiration, has psychotropic (mood altering) properties, and acts as a mild diuretic.
  2. Caffeine belongs to the family of heterocyclic compounds known as purines. It has the systematic name 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione; it is also known as 1,3,7-trimethylxanthine, and 1,3,7-trimethyl-2,6-dioxopurine.

  3. 1,3,7-Trimethylxanthine, TMS. Formula: C 8 H 12 N 4 O 2; Molecular weight: 196.2065

  4. Both NdmA and NdmB couple with NdmD for electron transfer from NADH. 7-Methylxanthine is N7-demethylated to xanthine by the NdmCDE protein complex. Each reaction requires NADH and oxygen, with the methyl groups removed as formaldehyde.

  5. Paraxanthine is a primary metabolite of caffeine formed through cytochrome P450 1A2 N-demethylation in the liver. It accounts for the majority of caffeine metabolism in humans and is excreted in the urine along with other metabolites. You might find these chapters and articles relevant to this topic.

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  7. Caffeine is an alkaloid chemically known as 1,3,7-trimethylxanthine. It contains two fused rings (Fig. 48.2) that are related to purines (Amaresh et al., 2011). Caffeine is found in many natural and processed products.

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