1.0 2010-04-08 22:09:43 UTC 2018-05-28 23:30:58 UTC FDB011579 (-)-Pyrifolidine Alkaloid from Aspidosperma quebracho-blanco (quebracho). C23H32N2O3 384.5118 384.2412929 1-{12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl}ethan-1-one 1-{12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl}ethanone CCC12CCCN3CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23 InChI=1S/C23H32N2O3/c1-5-22-10-6-13-24-14-12-23(21(22)24)16-7-8-17(27-3)20(28-4)19(16)25(15(2)26)18(23)9-11-22/h7-8,18,21H,5-6,9-14H2,1-4H3 BTDUGGGJFMJNOB-UHFFFAOYSA-N belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids. Aspidospermatan-type alkaloids Organic compounds Alkaloids and derivatives Aspidospermatan-type alkaloids Aromatic heteropolycyclic compounds Acetamides Alkyl aryl ethers Amino acids and derivatives Anisoles Aralkylamines Azacyclic compounds Carbazoles Carbonyl compounds Hydrocarbon derivatives Indolizidines N-alkylpyrrolidines Organic oxides Organopnictogen compounds Piperidines Plumeran-type alkaloids Quinolidines Tertiary carboxylic acid amides Trialkylamines Acetamide Alkyl aryl ether Amine Amino acid or derivatives Anisole Aralkylamine Aromatic heteropolycyclic compound Aspidosperma alkaloid Azacycle Benzenoid Carbazole Carbonyl group Carboxamide group Carboxylic acid derivative Ether Hydrocarbon derivative Indole or derivatives Indolizidine N-alkylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Piperidine Plumeran-type alkaloid Pyrrolidine Quinolidine Tertiary aliphatic amine Tertiary amine Tertiary carboxylic acid amide logp 3.67 ALOGPS logs -3.42 ALOGPS solubility 1.48e-01 g/l ALOGPS melting_point Mp 148-150° logp 2.63 ChemAxon pka_strongest_basic 9.74 ChemAxon iupac 1-{12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl}ethan-1-one ChemAxon average_mass 384.5118 ChemAxon mono_mass 384.2412929 ChemAxon smiles CCC12CCCN3CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23 ChemAxon formula C23H32N2O3 ChemAxon inchi InChI=1S/C23H32N2O3/c1-5-22-10-6-13-24-14-12-23(21(22)24)16-7-8-17(27-3)20(28-4)19(16)25(15(2)26)18(23)9-11-22/h7-8,18,21H,5-6,9-14H2,1-4H3 ChemAxon inchikey BTDUGGGJFMJNOB-UHFFFAOYSA-N ChemAxon polar_surface_area 42.01 ChemAxon refractivity 108.74 ChemAxon polarizability 44.8 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 0 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16014 Specdb::CMs 162093 Specdb::MsMs 49065 Specdb::MsMs 49066 Specdb::MsMs 49067 Specdb::MsMs 154194 Specdb::MsMs 154195 Specdb::MsMs 154196 Specdb::MsMs 2304792 Specdb::MsMs 2304793 Specdb::MsMs 2304794 Specdb::MsMs 2656978 Specdb::MsMs 2656979 Specdb::MsMs 2656980 HMDB33523 #<Reference:0x000055ce302e1680>