My watch list
my.chemeurope.com  
Login  

Trigonelline



Trigonelline
IUPAC name 1-Methylpyridinium-3-carboxylate
Other names Nicotinic acid N-methylbetaine
Coffearine
Caffearine
Gynesine
Trigenolline
Identifiers
CAS number 535-83-1
SMILES C[N]1=CC(C([O])=O)=CC=C1
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 disclaimer and 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.
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Trigonelline". A list of authors is available in Wikipedia.
Your browser is not current. Microsoft Internet Explorer 6.0 does not support some functions on Chemie.DE