1.0 2010-04-08 22:15:09 UTC 2015-07-21 06:46:58 UTC FDB020614 5-Hydroxy-4-methoxy-3-methyl-2,6-canthinedione Alkaloid from the wood of Quassia amara (Surinam quassia) 5-Hydroxy-4-methoxy-3-methyl-2,6-canthinedione C16H12N2O4 296.2775 296.079706882 3-hydroxy-4-methoxy-6-methyl-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5(16),8,10,12,14-hexaene-2,7-dione 3-hydroxy-4-methoxy-6-methyl-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5(16),8,10,12,14-hexaene-2,7-dione 129724-30-7 COC1=C(O)C(=O)N2C3=CC=CC=C3C3=CC(=O)N(C)C1=C23 InChI=1S/C16H12N2O4/c1-17-11(19)7-9-8-5-3-4-6-10(8)18-12(9)13(17)15(22-2)14(20)16(18)21/h3-7,20H,1-2H3 CQFOPDQAOBCODL-UHFFFAOYSA-N belongs to the class of organic compounds known as indolonaphthyridine alkaloids. These are a numerous and relatively straightforward subgroup of the b-carbolines, e.g. Canthin-6-one, in which an additional C3 unit is attached between C-1 and the indole nitrogen to form an additional ring. The group includes a few dimeric examples, such as Haplophytine. Indolonaphthyridine alkaloids Organic compounds Alkaloids and derivatives Indolonaphthyridine alkaloids Aromatic heteropolycyclic compounds Alkyl aryl ethers Azacyclic compounds Benzenoids Beta carbolines Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyridines Indoles Indolizines Lactams Naphthyridines Organic oxides Organonitrogen compounds Organopnictogen compounds Pyridinones Pyridoindolones Pyrroles Vinylogous esters Alkyl aryl ether Aromatic heteropolycyclic compound Azacycle Benzenoid Beta-carboline Diazanaphthalene Ether Heteroaromatic compound Hydrocarbon derivative Hydroxypyridine Indole Indole or derivatives Indolizine Indolo[3,2-1de][1,5]naphthyridine Lactam Naphthyridine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyridine Pyridinone Pyridoindole Pyridoindolone Pyrrole Pyrrolopyridine Vinylogous ester logp 1.05 ALOGPS logs -2.37 ALOGPS solubility 1.27e+00 g/l ALOGPS melting_point Mp 250-254° logp 0.14 ChemAxon pka_strongest_acidic 5.69 ChemAxon pka_strongest_basic -2.3 ChemAxon iupac 3-hydroxy-4-methoxy-6-methyl-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5(16),8,10,12,14-hexaene-2,7-dione ChemAxon average_mass 296.2775 ChemAxon mono_mass 296.079706882 ChemAxon smiles COC1=C(O)C(=O)N2C3=CC=CC=C3C3=CC(=O)N(C)C1=C23 ChemAxon formula C16H12N2O4 ChemAxon inchi InChI=1S/C16H12N2O4/c1-17-11(19)7-9-8-5-3-4-6-10(8)18-12(9)13(17)15(22-2)14(20)16(18)21/h3-7,20H,1-2H3 ChemAxon inchikey CQFOPDQAOBCODL-UHFFFAOYSA-N ChemAxon polar_surface_area 70.08 ChemAxon refractivity 82.44 ChemAxon polarizability 29.76 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 15932 Specdb::CMs 46974 Specdb::CMs 172026 Specdb::MsMs 301282 Specdb::MsMs 301283 Specdb::MsMs 301284 Specdb::MsMs 343768 Specdb::MsMs 343769 Specdb::MsMs 343770 Specdb::MsMs 2779312 Specdb::MsMs 2779313 Specdb::MsMs 2779314 Specdb::MsMs 2902734 Specdb::MsMs 2902735 Specdb::MsMs 2902736 HMDB40798 #<Reference:0x000055ce31c46990>