Trigonelline

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Trigonelline
IUPAC name 1-Methylpyridinium-3-carboxylate
Other names Nicotinic acid N-methylbetaine
Coffearine
Caffearine
Gynesine
Trigenolline
Identifiers
CAS number 535-83-1
SMILES
Properties
Molecular formula C7H7NO2
Molar mass 137.13 g/mol
Density  ? g/cm3
Melting point

230-233 °C (monohydrate)
258-259 °C (hydrochloride)

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

Trigonelline is an alkaloid with chemical formula C7H7NO2. It is an inner salt formed by the addition of a methyl group to the nitrogen atom of niacin. Trigonelline is a product of the metabolism of niacin (vitamin B3) which is excreted in the urine.1

Trigonelline is also found in coffee, where it may help to prevent dental caries by preventing the bacteria Streptococcus mutans from adhering to teeth.2

References

  1. ^ Merck Index, 11th Edition, 9606.
  2. ^ Daglia, M.; R. Tarsi, A. Papetti, P. Grisoli, C. Dacarro, C. Pruzzo, and G. Gazzani (2002). "Antiadhesive Effect of Green and Roasted Coffee on Streptococcus mutans' Adhesive Properties on Saliva-Coated Hydroxyapatite Beads". Journal of Agricultural and Food Chemistry 50: 1225–1229. doi:10.1021/jf010958t. 

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  • This page was last modified on 22 July 2008, at 05:14.

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