Arecaidine

Arecaidine
Names
	IUPAC name 1-Methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid
	Other names Methylguvacine; Arecaine; N-Methylguvacine
Identifiers
3D model (JSmol)	Interactive image;
ChemSpider	9928;
PubChem CID	10355;
CompTox Dashboard (EPA)	DTXSID60198139 ;
	InChI InChI=1S/C7H11NO2/c1-8-4-2-3-6(5-8)7(9)10/h3H,2,4-5H2,1H3,(H,9,10) Key: DNJFTXKSFAMXQF-UHFFFAOYSA-N; InChI=1/C7H11NO2/c1-8-4-2-3-6(5-8)7(9)10/h3H,2,4-5H2,1H3,(H,9,10) Key: DNJFTXKSFAMXQF-UHFFFAOYAS;
	SMILES CN1CCC=C(C1)C(=O)O;
Properties
Chemical formula	C7H11NO2
Molar mass	141.170 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

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

References

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.
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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[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.

[JohnstonKrogsgaard-Larsen1975-2] 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.