1.0 2026-09-22 22:16:46 UTC 2026-09-22 22:16:46 UTC FDB118965 CHELIDONINE (1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol C20H19NO5 353.3686 353.126322723 (1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol chelidonine [H][C@]1(O)CC2=CC3=C(OCO3)C=C2[C@@]2([H])N(C)CC3=C(C=CC4=C3OCO4)[C@@]12[H] InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1 GHKISGDRQRSCII-ZOCIIQOWSA-N belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety. Hexahydrobenzophenanthridine alkaloids Organic compounds Alkaloids and derivatives Benzophenanthridine alkaloids Hexahydrobenzophenanthridine alkaloids Aromatic heteropolycyclic compounds Acetals Aralkylamines Azacyclic compounds Benzodioxoles Hydrocarbon derivatives Organopnictogen compounds Oxacyclic compounds Phenanthridines and derivatives Secondary alcohols Tetrahydroisoquinolines Tetralins Trialkylamines Acetal Alcohol Amine Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Benzodioxole Benzoquinoline Hexahydrobenzophenanthridine alkaloid skeleton Hydrocarbon derivative Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Phenanthridine Quinoline Secondary alcohol Tertiary aliphatic amine Tertiary amine Tetrahydroisoquinoline Tetralin Isoquinoline alkaloids alkaloid antibiotic alkaloid fundamental parent benzophenanthridine alkaloid logp 1.77 ALOGPS logs -2.61 ALOGPS solubility 8.59e-01 g/l ALOGPS logp 2.05 ChemAxon pka_strongest_acidic 14.64 ChemAxon pka_strongest_basic 5.73 ChemAxon iupac (1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol ChemAxon average_mass 353.3686 ChemAxon mono_mass 353.126322723 ChemAxon smiles [H][C@]1(O)CC2=CC3=C(OCO3)C=C2[C@@]2([H])N(C)CC3=C(C=CC4=C3OCO4)[C@@]12[H] ChemAxon formula C20H19NO5 ChemAxon inchi InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1 ChemAxon inchikey GHKISGDRQRSCII-ZOCIIQOWSA-N ChemAxon polar_surface_area 60.39 ChemAxon refractivity 93.01 ChemAxon polarizability 37.32 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 78540 Specdb::MsMs 78541 Specdb::MsMs 78542 Specdb::MsMs 138909 Specdb::MsMs 138910 Specdb::MsMs 138911