Arecoline Hydrobromide chemical structure | CAS 300-08-3 | ACAT 1 inhibitor | AG Scientific, Inc.

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Arecoline HBr

A-2553
  • CAS: 300-08-3
  • Formula: C8H13NO2•HBr
  • MW: 236.108 Da
  • Appearance: Solid powder
  • Purity: >98% (TLC); NMR (Conforms)

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Arecoline Hydrobromide is a betel nut alkaloid. Its has shown to activate critical genes related to β-cell regeneration, such as pancreatic and duodenal homeobox 1 (pdx-1) and glucose transporter 2 (GLUT-2). Tyrosine 407 phosphorylation activates mitochondrial acetyl-CoA acetyltransferase 1 (ACAT1) by stabilizing its tetramer. This is believed to be the mechanisms by which ACAT1 is “hijacked” and contributes to the Warburg effect in cancer. Arecoline is a covalent inhibitor of ACAT1 which binds to and disrupts only ACAT1 tetramers (IC50=11.1 mM). ACAT2 and DLAT are not inhibited. Treatment of xenograft nude mice with Arecoline resulted in a dose-dependent reduction in tumor mass. Agonist at muscarinic acetylcholine receptors M1 – M5 (EC50 in the range of 7-410 nM). May be effective in dementia, in healthy volunteers it has shown to improve learning abilities.

Additional Information

Synonyms1-Methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid methyl ester hydrobromide, Arecaidine methyl ester hydrobromide, Methyl 1,2,5,6-tetrahydro-1-methyl-3-pyridinecarboxylate hydrobromide, Methyl 1-methyl-1,2,5,6-tetrahydronicotinate hydrobromide
Product #A-2553
CAS #300-08-3
Chemical NameMETHYL-1,2,5,6-TETRAHYDRO-1-METHYL NICOTINATE HYDROBROMIDE
FormulaC8H13NO2•HBr
MW236.108 Da
AppearanceSolid powder
Purity>98% (TLC); NMR (Conforms)
SolubilityMay be dissolved in water (50 mg/mL)
Melting Point171-176°C
Storage TempRoom temperature
UseCancer research

Additional Information

MDL NumberMFCD00039041
ChemACXX1033035-5
InChIInChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
SMILESCN1CCC=C(C1)C(=O)OC.Br

Additional Information

GHS Pictograms
RTECSQT2275000
UN #'SUN 2811
PACKING GROUPIII
HandlingWash face, hands and any exposed skin thoroughly after handling.

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