1.0 2011-09-21 01:50:02 UTC 2017-10-04 21:24:47 UTC FDB029095 1,2,3,4-Tetrahydro-beta-carboline Tetrahydro-b-carbolines (THbCs)are potential neuroactive alkaloids found in chocolate and cocoa. The formation of 1,2,3,4-tetrahydro-/3-carbolines (THBCs), via the Pictet-Spengler condensation of tryptamines with formaldehyde, has been demonstrated repeatedly in incubations of various mammalian tissues containing added indolethylamine substrate and the methyl donors .5-methyltetrahydrofolate (5-MTHF) or S-adenosylmethionine(SAM). It is concluded that the formation of these THBCs is an artifact produced by the enzymatic liberation of formaldehyde from the methyl donors and the subsequent non-enzymatic condensation of this formaldehyde with the indole substrates. The formation of THBCs in vivo has thus remained a point of contention. (PMID: 7213417) [HMDB]. 1,2,3,4-Tetrahydro-beta-carboline is a biomarker for the consumption of beer. 1,2,3,4-Tetrahydronorharmane THBC C11H12N2 172.2264 172.100048394 1H,2H,3H,4H,9H-pyrido[3,4-b]indole tryptoline C1CC2=C(CN1)NC1=C2C=CC=C1 InChI=1S/C11H12N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-4,12-13H,5-7H2 CFTOTSJVQRFXOF-UHFFFAOYSA-N belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Beta carbolines Organic compounds Organoheterocyclic compounds Indoles and derivatives Pyridoindoles Aromatic heteropolycyclic compounds 3-alkylindoles Aralkylamines Azacyclic compounds Benzenoids Dialkylamines Heteroaromatic compounds Hydrocarbon derivatives Organopnictogen compounds Pyrroles 3-alkylindole Amine Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Beta-carboline Heteroaromatic compound Hydrocarbon derivative Indole Organic nitrogen compound Organonitrogen compound Organopnictogen compound Pyrrole Secondary aliphatic amine Secondary amine Solid logp 1.31 ALOGPS logs -2.61 ALOGPS solubility 4.27e-01 g/l ALOGPS logp 1.59 ChemAxon pka_strongest_acidic 16.46 ChemAxon pka_strongest_basic 9.01 ChemAxon iupac 1H,2H,3H,4H,9H-pyrido[3,4-b]indole ChemAxon average_mass 172.2264 ChemAxon mono_mass 172.100048394 ChemAxon smiles C1CC2=C(CN1)NC1=C2C=CC=C1 ChemAxon formula C11H12N2 ChemAxon inchi InChI=1S/C11H12N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-4,12-13H,5-7H2 ChemAxon inchikey CFTOTSJVQRFXOF-UHFFFAOYSA-N ChemAxon polar_surface_area 27.82 ChemAxon refractivity 53.58 ChemAxon polarizability 19.62 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25029 Specdb::CMs 152059 Specdb::MsIr 2777 Specdb::MsIr 2778 Specdb::MsIr 2779 Specdb::MsMs 321448 Specdb::MsMs 321449 Specdb::MsMs 321450 Specdb::MsMs 369085 Specdb::MsMs 369086 Specdb::MsMs 369087 Specdb::MsMs 374661 Specdb::MsMs 451048 Specdb::MsMs 451294 Specdb::MsMs 2248460 Specdb::MsMs 2363330 Specdb::MsMs 2363331 Specdb::MsMs 2363332 Specdb::MsMs 2603042 Specdb::MsMs 2603043 Specdb::MsMs 2603044 HMDB12488 #<Reference:0x000055ce307a2930>