1.0 2010-04-08 22:10:43 UTC 2019-11-26 03:08:27 UTC FDB013456 3-Carboxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-propanoic acid Present in soy and worcester sauces, yeast extract and wine as the (3S)-diastereoisomers. Formed by Pictet-Spengler condensation of tryptophan with 4-oxobutanoic acid to give predominantly the cis-isomer. 3-Carboxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-propanoic acid is found in alcoholic beverages and herbs and spices. 1-(2-Carboxyethyl)-1,2,3,4-tetrahydro-b-carboline-3-carboxylic acid C15H16N2O4 288.2985 288.11100701 1-(2-carboxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid 1-(2-carboxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid OC(=O)CCC1NC(CC2=C1NC1=CC=CC=C21)C(O)=O InChI=1S/C15H16N2O4/c18-13(19)6-5-11-14-9(7-12(16-11)15(20)21)8-3-1-2-4-10(8)17-14/h1-4,11-12,16-17H,5-7H2,(H,18,19)(H,20,21) PPKGNUKJFFAWHY-UHFFFAOYSA-N belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Harmala alkaloids Organic compounds Alkaloids and derivatives Harmala alkaloids Aromatic heteropolycyclic compounds 3-alkylindoles Alpha amino acids Amino acids Aralkylamines Azacyclic compounds Benzenoids Beta carbolines Carbonyl compounds Carboxylic acids Dialkylamines Dicarboxylic acids and derivatives Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Pyrroles 3-alkylindole Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Beta-carboline Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Harman Heteroaromatic compound Hydrocarbon derivative Indole Indole or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyridoindole Pyrrole Secondary aliphatic amine Secondary amine logp -0.59 ALOGPS logs -2.81 ALOGPS solubility 4.42e-01 g/l ALOGPS logp -1.2 ChemAxon pka_strongest_acidic 1.75 ChemAxon pka_strongest_basic 9.31 ChemAxon iupac 1-(2-carboxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid ChemAxon average_mass 288.2985 ChemAxon mono_mass 288.11100701 ChemAxon smiles OC(=O)CCC1NC(CC2=C1NC1=CC=CC=C21)C(O)=O ChemAxon formula C15H16N2O4 ChemAxon inchi InChI=1S/C15H16N2O4/c18-13(19)6-5-11-14-9(7-12(16-11)15(20)21)8-3-1-2-4-10(8)17-14/h1-4,11-12,16-17H,5-7H2,(H,18,19)(H,20,21) ChemAxon inchikey PPKGNUKJFFAWHY-UHFFFAOYSA-N ChemAxon polar_surface_area 102.42 ChemAxon refractivity 74.62 ChemAxon polarizability 29.99 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 3120 Specdb::CMs 44071 Specdb::CMs 158502 Specdb::MsMs 88962 Specdb::MsMs 88963 Specdb::MsMs 88964 Specdb::MsMs 151791 Specdb::MsMs 151792 Specdb::MsMs 151793 Specdb::MsMs 2318372 Specdb::MsMs 2318373 Specdb::MsMs 2318374 Specdb::MsMs 2616995 Specdb::MsMs 2616996 Specdb::MsMs 2616997 Specdb::NmrOneD 128088 Specdb::NmrOneD 128089 Specdb::NmrOneD 128090 Specdb::NmrOneD 128091 Specdb::NmrOneD 128092 Specdb::NmrOneD 128093 Specdb::NmrOneD 128094 Specdb::NmrOneD 128095 Specdb::NmrOneD 128096 Specdb::NmrOneD 128097 Specdb::NmrOneD 128098 Specdb::NmrOneD 128099 Specdb::NmrOneD 128100 Specdb::NmrOneD 128101 Specdb::NmrOneD 128102 Specdb::NmrOneD 128103 Specdb::NmrOneD 128104 Specdb::NmrOneD 128105 Specdb::NmrOneD 128106 Specdb::NmrOneD 128107 HMDB34881 #<Reference:0x000055ce31faec68> Alcoholic beverages Unknown generic Herbs and Spices Unknown generic