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Arecaidine information


Arecaidine
Clinical data
Other namesMethylguvacine; Arecaine; N-Methylguvacine
Identifiers
IUPAC name
  • 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylic acid
CAS Number
  • 499-04-7
PubChem CID
  • 10355
IUPHAR/BPS
  • 9487
ChemSpider
  • 9928
UNII
  • 0S8YEV0D4O
KEGG
  • C10128
ChEBI
  • CHEBI:2813
ChEMBL
  • ChEMBL432561
CompTox Dashboard (EPA)
  • DTXSID60198139 Edit this at Wikidata
Chemical and physical data
FormulaC7H11NO2
Molar mass141.170 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CN1CCC=C(C1)C(=O)O
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

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]

  1. ^ Voigt V, Laug L, Zebisch K, Thondorf I, Markwardt F, Brandsch M (April 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): 582–590. doi:10.1111/jphp.12006. PMID 23488788. S2CID 27577546.
  2. ^ a b Johnston GA, Krogsgaard-Larsen P, Stephanson A (December 1975). "Betel nut constituents as inhibitors of gamma-aminobutyric acid uptake". Nature. 258 (5536): 627–628. Bibcode:1975Natur.258..627J. doi:10.1038/258627a0. PMID 1207742. S2CID 4147760.

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Arecaidine

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

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Arecoline

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both arecoline and arecaidine. Lime is said to hydrolyse almost all arecoline to arecaidine, a GABA reuptake inhibitor. Arecaidine is also formed during...

Word Count : 1978

Guvacine

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alkaloid found in areca nuts. It is the N-demethylated derivative of arecaidine and the product of ester hydrolysis of guvacoline, both of which are also...

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Areca catechu

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with numerous, crowded leaflets. The seed contains alkaloids such as arecaidine and arecoline, which, when chewed, are intoxicating and slightly addictive...

Word Count : 1165

Valproate

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

Word Count : 7967

Euphoria

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psychoactive ingredients – arecoline (a muscarinic receptor partial agonist) and arecaidine (a GABA reuptake inhibitor) – are responsible for the euphoric effect...

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GABA analogue

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receptor antagonist Saclofen (sulfonobaclofen) – GABAB receptor antagonist Arecaidine – constituent of areca nuts; GABA reuptake inhibitor Gabaculine – neurotoxin;...

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Butyric acid

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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GABA reuptake inhibitor

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

Word Count : 1390

Areca nut production in India

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of the nut, is about 1.6%, which are comprise arecoline, arecolodine, arecaidine, guvacine, isoguvacine, and govacolidine; the pharmacological and other...

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Areca nut

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alkaloid in betel nut is arecoline. There are other compounds, such as arecaidine, guvacine, isoguvacine, and guvacoline. Tannins present in betel nut are...

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Glutamate decarboxylase

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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Ibotenic acid

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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Muscimol

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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List of poisonous plants

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fatal. Areca catechu betel nut palm, pinyang Arecaceae The nut contains arecaidine and arecoline, alkaloids which are related to nicotine and similarly addictive...

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List of psychoactive plants

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Markwardt, F; Brandsch, M (2013). "Transport of the areca nut alkaloid arecaidine by the human proton-coupled amino acid transporter 1 (hPAT1)". The Journal...

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C7H11NO2

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C7H11NO2 (molar mass: 141.17 g/mol, exact mass: 141.0790 u) may refer to: Arecaidine Ethosuximide Guvacoline Hypoglycin A This set index page lists chemical...

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Areca alkaloids

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alkaloid content. Other representatives include arecaidine, guvacoline, and guvacine. Arecoline Arecaidine Guvacoline Guvacine The total alkaloid content...

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Riluzole

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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Vigabatrin

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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Phenelzine

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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Tiagabine

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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Valpromide

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GATTooltip GABA transporter Inhibitors: 4-Aminovaleric acid β-Alanine Arecaidine CI-966 DABA Deramciclane (EGIS-3886, EGYT-3886) EF-1502 Gabaculine Guvacine...

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