1.0 2026-09-21 19:46:03 UTC 2026-09-21 19:46:03 UTC FDB116989 Ajmalicine methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate C21H24N2O3 352.434 352.178692641 methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate [H][C@@]1(C)OC=C(C(=O)OC)[C@@]2([H])C[C@]3([H])N(CCC4=C3NC3=CC=CC=C43)C[C@]12[H] InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1 GRTOGORTSDXSFK-XJTZBENFSA-N belongs to the class of organic compounds known as yohimbine alkaloids. These are alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor. Yohimbine alkaloids Organic compounds Alkaloids and derivatives Yohimbine alkaloids Aromatic heteropolycyclic compounds 3-alkylindoles Amino acids and derivatives Aralkylamines Azacyclic compounds Benzenoids Beta carbolines Carbonyl compounds Corynanthean-type alkaloids Enoate esters Heteroaromatic compounds Hydrocarbon derivatives Methyl esters Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Oxacyclic compounds Piperidines Pyrroles Trialkylamines Vinylogous esters 18-oxayohimban 3-alkylindole Ajmalicine-skeleton Alpha,beta-unsaturated carboxylic ester Amine Amino acid or derivatives Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Beta-carboline Carbonyl group Carboxylic acid derivative Carboxylic acid ester Corynanthean skeleton Enoate ester Heteroaromatic compound Hydrocarbon derivative Indole Indole or derivatives Methyl ester Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Piperidine Pyridoindole Pyrrole Tertiary aliphatic amine Tertiary amine Vinylogous ester Yohimbine alkaloid Indole alkaloids monoterpenoid indole alkaloid logp 3.41 ALOGPS logs -3.54 ALOGPS solubility 1.02e-01 g/l ALOGPS logp 2.55 ChemAxon pka_strongest_acidic 16.37 ChemAxon pka_strongest_basic 7.43 ChemAxon iupac methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate ChemAxon average_mass 352.434 ChemAxon mono_mass 352.178692641 ChemAxon smiles [H][C@@]1(C)OC=C(C(=O)OC)[C@@]2([H])C[C@]3([H])N(CCC4=C3NC3=CC=CC=C43)C[C@]12[H] ChemAxon formula C21H24N2O3 ChemAxon inchi InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1 ChemAxon inchikey GRTOGORTSDXSFK-XJTZBENFSA-N ChemAxon polar_surface_area 54.56 ChemAxon refractivity 99.84 ChemAxon polarizability 39.66 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 1311733 Specdb::MsMs 1311734 Specdb::MsMs 1311735 Specdb::MsMs 1426201 Specdb::MsMs 1426202 Specdb::MsMs 1426203