1.0 2010-04-08 22:14:11 UTC 2025-11-19 02:17:36 UTC FDB019179 1alpha-O-Methylquassin Constituent of Quassia amara (Surinam quassia) 1a-O-Methylquassin C23H32O6 404.4966 404.219888756 3,4,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-11,16-dione 3,4,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-11,16-dione COC1C(OC)=CC(C)C2CC3OC(=O)CC4C(C)=C(OC)C(=O)C(C34C)C12C InChI=1S/C23H32O6/c1-11-8-15(26-5)21(28-7)23(4)13(11)9-16-22(3)14(10-17(24)29-16)12(2)19(27-6)18(25)20(22)23/h8,11,13-14,16,20-21H,9-10H2,1-7H3 YHEQIRIWAKHQFI-UHFFFAOYSA-N belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. Quassinoids Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Carboxylic acid esters Cyclohexenones Delta valerolactones Dialkyl ethers Hydrocarbon derivatives Monocarboxylic acids and derivatives Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Oxanes Pyrans Aliphatic heteropolycyclic compound C-20 quassinoid skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclohexenone Delta valerolactone Delta_valerolactone Dialkyl ether Ether Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Pyran Quassinoid logp 3.12 ALOGPS logs -4.34 ALOGPS solubility 1.83e-02 g/l ALOGPS melting_point Mp 168-172° logp 1.96 ChemAxon pka_strongest_acidic 18.83 ChemAxon pka_strongest_basic -4 ChemAxon iupac 3,4,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-11,16-dione ChemAxon average_mass 404.4966 ChemAxon mono_mass 404.219888756 ChemAxon smiles COC1C(OC)=CC(C)C2CC3OC(=O)CC4C(C)=C(OC)C(=O)C(C34C)C12C ChemAxon formula C23H32O6 ChemAxon inchi InChI=1S/C23H32O6/c1-11-8-15(26-5)21(28-7)23(4)13(11)9-16-22(3)14(10-17(24)29-16)12(2)19(27-6)18(25)20(22)23/h8,11,13-14,16,20-21H,9-10H2,1-7H3 ChemAxon inchikey YHEQIRIWAKHQFI-UHFFFAOYSA-N ChemAxon polar_surface_area 71.06 ChemAxon refractivity 109.57 ChemAxon polarizability 43.89 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24643 Specdb::CMs 132253 Specdb::CMs 139987 Specdb::MsMs 58752 Specdb::MsMs 58753 Specdb::MsMs 58754 Specdb::MsMs 114756 Specdb::MsMs 114757 Specdb::MsMs 114758 Specdb::MsMs 2433850 Specdb::MsMs 2433851 Specdb::MsMs 2433852 Specdb::MsMs 2505233 Specdb::MsMs 2505234 Specdb::MsMs 2505235 HMDB39558 #<Reference:0x000055ce33557f88>