Arecaidine Explained

Drug Name:	Arecaidine
Cas Number:	499-04-7
Pubchem:	10355
Iuphar Ligand:	9487
Chemspiderid:	9928
Unii:	0S8YEV0D4O
Kegg:	C10128
Chebi:	2813
Chembl:	432561
Synonyms:	Methylguvacine; Arecaine; N-Methylguvacine
Iupac Name:	1-methyl-3,6-dihydro-2H-pyridine-5-carboxylic acid
C:	7
H:	11
N:	1
O:	2
Smiles:	CN1CCC=C(C1)C(=O)O
Stdinchi:	1S/C7H11NO2/c1-8-4-2-3-6(5-8)7(9)10/h3H,2,4-5H2,1H3,(H,9,10)
Stdinchikey:	DNJFTXKSFAMXQF-UHFFFAOYSA-N

Arecaidine is a bio-active alkaloid in areca nuts.^[1] It is a competitive GABA reuptake inhibitor.^[2] Lime is said to hydrolyse arecoline to arecaidine

Notes and References

1. Voigt V, Laug L, Zebisch K, Thondorf I, Markwardt F, Brandsch M . 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 . 582–590 . April 2013 . 23488788 . 10.1111/jphp.12006 . 27577546 . free .
2. Johnston GA, Krogsgaard-Larsen P, Stephanson A . Betel nut constituents as inhibitors of gamma-aminobutyric acid uptake . Nature . 258 . 5536 . 627–628 . December 1975 . 1207742 . 10.1038/258627a0 . 4147760 . 1975Natur.258..627J .