1.0 2010-04-08 22:12:50 UTC 2025-11-19 01:52:07 UTC FDB017111 (1xi,3xi)-1,2,3,4-Tetrahydro-1-methyl-beta-carboline-3-carboxylic acid Widespread in many foodstuffs especially fruit juices, jams and fermented foods or beverages including beer and soy sauceand is) also present in the toxic fly agaric mushroom (Amanita muscaria). Formed by Pictet-Spengler condensation between acetaldehyde and L-tryptophan in nature or during food processing. (1xi,3xi)-1,2,3,4-Tetrahydro-1-methyl-beta-carboline-3-carboxylic acid is found in many foods, some of which are alcoholic beverages, herbs and spices, fruits, and mushrooms. C13H14N2O2 230.2625 230.105527702 1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid 1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid CC1NC(CC2=C1NC1=CC=CC=C21)C(O)=O InChI=1S/C13H14N2O2/c1-7-12-9(6-11(14-7)13(16)17)8-4-2-3-5-10(8)15-12/h2-5,7,11,14-15H,6H2,1H3,(H,16,17) ZUPHXNBLQCSEIA-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 Heteroaromatic compounds Hydrocarbon derivatives Monocarboxylic acids and 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 Harman Heteroaromatic compound Hydrocarbon derivative Indole Indole or derivatives Monocarboxylic acid 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 0.04 ALOGPS logs -2.49 ALOGPS solubility 7.45e-01 g/l ALOGPS melting_point Mp 290 dec° logp -0.77 ChemAxon pka_strongest_acidic 2.03 ChemAxon pka_strongest_basic 9.08 ChemAxon iupac 1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid ChemAxon average_mass 230.2625 ChemAxon mono_mass 230.105527702 ChemAxon smiles CC1NC(CC2=C1NC1=CC=CC=C21)C(O)=O ChemAxon formula C13H14N2O2 ChemAxon inchi InChI=1S/C13H14N2O2/c1-7-12-9(6-11(14-7)13(16)17)8-4-2-3-5-10(8)15-12/h2-5,7,11,14-15H,6H2,1H3,(H,16,17) ChemAxon inchikey ZUPHXNBLQCSEIA-UHFFFAOYSA-N ChemAxon polar_surface_area 65.12 ChemAxon refractivity 63.83 ChemAxon polarizability 24.8 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24022 Specdb::CMs 45600 Specdb::CMs 158058 Specdb::MsMs 90603 Specdb::MsMs 90604 Specdb::MsMs 90605 Specdb::MsMs 153789 Specdb::MsMs 153790 Specdb::MsMs 153791 Specdb::MsMs 2828902 Specdb::MsMs 2828903 Specdb::MsMs 2828904 Specdb::MsMs 2853178 Specdb::MsMs 2853179 Specdb::MsMs 2853180 Specdb::NmrOneD 23782 Specdb::NmrOneD 23783 Specdb::NmrOneD 23784 Specdb::NmrOneD 23785 Specdb::NmrOneD 23786 Specdb::NmrOneD 23787 Specdb::NmrOneD 23788 Specdb::NmrOneD 23789 Specdb::NmrOneD 23790 Specdb::NmrOneD 23791 Specdb::NmrOneD 23792 Specdb::NmrOneD 23793 Specdb::NmrOneD 23794 Specdb::NmrOneD 23795 Specdb::NmrOneD 23796 Specdb::NmrOneD 23797 Specdb::NmrOneD 23798 Specdb::NmrOneD 23799 Specdb::NmrOneD 23800 Specdb::NmrOneD 23801 HMDB37942 #<Reference:0x000055ce31e7d3d0> Alcoholic beverages Unknown generic Common mushroom Type 1 specific Agaricus bisporus 5341 Fruits Unknown generic Herbs and Spices Unknown generic Mushrooms Unknown generic Oyster mushroom Type 1 specific Pleurotus ostreatus 5322