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Theobromine

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Theobromine
Clinical data
ATC code
Legal status
Legal status
  • Uncontrolled substance
Identifiers
  • 3,7-dihydro-3,7-dimethyl-1H-purine-2,6-dione
CAS Number
PubChem CID
CompTox Dashboard (EPA)
ECHA InfoCard100.001.359 Edit this at Wikidata
Chemical and physical data
FormulaC7H8N4O2
Molar mass180.166 g·mol−1

Theobromine is a bitter alkaloid of the methylxanthine family, which also includes the similar compounds theophylline and caffeine. Despite its name, the compound contains no brominetheobromine is derived from Theobroma, the genus of the cacao tree, which is composed of the Greek roots theo ("God") and broma ("food"), meaning "food of the gods", with the suffix -ine given to alkaloids and other basic nitrogen-containing compounds.

Natural sources and effects in other animals

It is the primary alkaloid found in cocoa and chocolate, and is one of the causes for chocolate's mood-elevating effects. The amount found in chocolate is small enough that chocolate can be safely consumed by humans in large quantities, but animals that metabolize theobromine more slowly, such as cats and dogs, can easily consume enough chocolate to cause theobromine poisoning.

Effects on humans

Theobromine is a stimulant frequently confused with caffeine. Theobromine has very different effects on the human body from caffeine; it is a mild, lasting stimulant with a mood improving effect, whereas caffeine has a strong, immediate effect and increases awareness.

In medicine, it is used as a diuretic, vasodilator, and myocardial stimulant. There is a possible association between theobromine and an increased risk of suffering from prostate cancer.[1]

Additional uses

Scientists have recently discovered that theobromine has an antitussive effect superior to codeine by suppressing vagus nerve activity.[2]

Theobromine is known to induce gene mutations in lower eukaryotes and bacteria. At the time of a 1997 report by the IARC, mutations had not been found in higher eukaryotes, such as humans.[3] Theobromine is used as an experimental teratogen in mice and rabbits.[4]

Theobromine is a contributing factor in acid reflux because it relaxes the esophageal sphincter muscle, allowing stomach acid access to the esophagus.

Other names

Other names include Riddospas, Riddovydrin, Santheose, Seominal, Theobrominum, Theoguardenal, Theominal and Théoxalvose.

Footnotes

  1. ^ Slattery M, West D (1993). "Smoking, alcohol, coffee, tea, caffeine, and theobromine: risk of prostate cancer in Utah (United States)". Cancer Causes Control. 4 (6): 559–63. PMID 8280834.
  2. ^ Usmani O, Belvisi M, Patel H, Crispino N, Birrell M, Korbonits M, Korbonits D, Barnes P (2005). "Theobromine inhibits sensory nerve activation and cough". FASEB J. 19 (2): 231–3. PMID 15548587.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ International Agency for Research on Cancer (November 17, 1991). "Volume 51: Coffee, Tea, Mate, Methylxanthines and Methylglyoxal - Theobromine" (PDF). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. WHO. Retrieved 2006-09-19.
  4. ^ Rambali B, Andel I van, Schenk E, Wolterink G, Werken G van de, Stevenson H, Vleeming W (2002). "[The contribution of cocoa additive to cigarette smoking addiction]" (PDF). RIVM (report 650270002/2002).{{cite journal}}: CS1 maint: multiple names: authors list (link)- The National Institute for Public Health and the Environment (Netherlands)

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