Guvacine

Guvacine is an pyridine alkaloid in areca nuts.[1] It is the N-demethylated derivative of arecaidine and the product of ester hydrolysis of guvacoline, both of which are also found in areca nuts as well. It is also an inhibitor of gamma-aminobutyric acid. Lime is said to hydrolyse guvacoline to guvacine.[2]

Guvacine
Names
IUPAC name
1,2,3,6-Tetrahydropyridine-5-carboxylic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
UNII
Properties
C6H9NO2
Molar mass 127.143 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

  1. Voigt, V; Laug, L; Zebisch, K; Thondorf, I; Markwardt, F; Brandsch, M (2013). "Transport of the areca nut alkaloid arecaidine by the human proton-coupled amino acid transporter 1 (hPAT1)". The Journal of Pharmacy and Pharmacology. 65 (4): 582–90. doi:10.1111/jphp.12006. PMID 23488788.
  2. Johnston, G. A. R.; Krogsgaard-Larsen, P.; Stephanson, A. (1975). "Betel nut constituents as inhibitors of γ-aminobutyric acid uptake". Nature. 258 (5536): 627–628. doi:10.1038/258627a0. ISSN 0028-0836.
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