1.02010-04-08 22:10:20 UTC2019-11-26 03:07:31 UTCFDB012751CandicineCandicine is a member of the class of compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. Candicine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Candicine can be found in barley, which makes candicine a potential biomarker for the consumption of this food product. Candicine is a naturally occurring organic compound that is a quaternary ammonium salt with a phenethylamine skeleton. It is the N,N,N-trimethyl derivative of the well-known biogenic amine tyramine, and, being a natural product with a positively charged nitrogen atom in its molecular structure, it is classed as an alkaloid. Although it is found in a variety of plants, including barley, its properties have not been extensively studied with modern techniques. Candicine is toxic after parenteral administration, producing symptoms of neuromuscular blockade; further details are given in the "Pharmacology" section below .4-Hydroxy-N,N,N-trimethylbenzeneethanaminium4-Hydroxy-N,N,N-trimethylbenzeneethanaminium chlorideAmmonium, (p-hydroxyphenethyl)trimethyl-Benzeneethanaminium, 4-hydroxy-N,N,N-trimethyl-Benzeneethanaminium, 4-hydroxy-N,N,N-trimethyl- (9CI)Benzeneethanaminium, 4-hydroxy-N,N,N-trimethyl-, chlorideCandicinCandicineCandicine chlorideCandicine iodideMaltoxinN-candicineC11H18NO180.2667180.138839203[2-(4-hydroxyphenyl)ethyl]trimethylazaniumcandicine6656-13-9C[N+](C)(C)CCC1=CC=C(O)C=C1InChI=1S/C11H17NO/c1-12(2,3)9-8-10-4-6-11(13)7-5-10/h4-7H,8-9H2,1-3H3/p+1PTOJXIKSKSASRB-UHFFFAOYSA-O belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.PhenethylaminesOrganic compoundsBenzenoidsBenzene and substituted derivativesPhenethylaminesAromatic homomonocyclic compounds1-hydroxy-2-unsubstituted benzenoidsAralkylaminesHydrocarbon derivativesOrganic cationsOrganic saltsOrganooxygen compoundsOrganopnictogen compoundsTetraalkylammonium salts1-hydroxy-2-unsubstituted benzenoidAmineAralkylamineAromatic homomonocyclic compoundHydrocarbon derivativeOrganic cationOrganic nitrogen compoundOrganic oxygen compoundOrganic saltOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhenethylaminePhenolQuaternary ammonium saltTetraalkylammonium saltTyramine derivativesprimary aminelogp-2.42logs-4.24solubility1.24e-02 g/llogp-2.3pka_strongest_acidic10.09pka_strongest_basic-5.5iupac[2-(4-hydroxyphenyl)ethyl]trimethylazaniumaverage_mass180.2667mono_mass180.138839203smilesC[N+](C)(C)CCC1=CC=C(O)C=C1formulaC11H18NOinchiInChI=1S/C11H17NO/c1-12(2,3)9-8-10-4-6-11(13)7-5-10/h4-7H,8-9H2,1-3H3/p+1inchikeyPTOJXIKSKSASRB-UHFFFAOYSA-Opolar_surface_area20.23refractivity67.25polarizability21.45rotatable_bond_count3acceptor_count1donor_count1physiological_charge1formal_charge1Specdb::MsMs1298278Specdb::MsMs1298279Specdb::MsMs1298280543948BarleyType 1specificHordeum vulgare4513curare844epileptigenic911hypertensive1007nicotinic1165Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons.