1.0 2010-04-08 22:14:25 UTC 2025-11-19 02:20:31 UTC FDB019545 16-Methyl-epi-nigakihemiacetal B Constituent of Quassia amara (Surinam quassia) 16-Methyl-epi-nigakihemiacetal B C23H32O6 404.4966 404.219888756 4,11,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione 4,11,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione 58-55-9 COC1CC2C(C)=C(OC)C(=O)C3C2(C)C(CC2C(C)C=C(OC)C(=O)C32C)O1 InChI=1S/C23H32O6/c1-11-8-15(26-5)21(25)23(4)13(11)9-16-22(3)14(10-17(27-6)29-16)12(2)19(28-7)18(24)20(22)23/h8,11,13-14,16-17,20H,9-10H2,1-7H3 MSXBIQMJEOYRDV-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 Acetals Cyclohexenones Hydrocarbon derivatives Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Oxanes Pyrans Acetal Aliphatic heteropolycyclic compound Carbonyl group Cyclohexenone Hydrocarbon derivative Ketone Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Pyran Quassinoid logp 3.05 ALOGPS logs -4.38 ALOGPS solubility 1.69e-02 g/l ALOGPS melting_point Mp 173-176° logp 2.67 ChemAxon pka_strongest_acidic 18.31 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac 4,11,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione ChemAxon average_mass 404.4966 ChemAxon mono_mass 404.219888756 ChemAxon smiles COC1CC2C(C)=C(OC)C(=O)C3C2(C)C(CC2C(C)C=C(OC)C(=O)C32C)O1 ChemAxon formula C23H32O6 ChemAxon inchi InChI=1S/C23H32O6/c1-11-8-15(26-5)21(25)23(4)13(11)9-16-22(3)14(10-17(27-6)29-16)12(2)19(28-7)18(24)20(22)23/h8,11,13-14,16-17,20H,9-10H2,1-7H3 ChemAxon inchikey MSXBIQMJEOYRDV-UHFFFAOYSA-N ChemAxon polar_surface_area 71.06 ChemAxon refractivity 110.34 ChemAxon polarizability 44.01 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 6 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10714 Specdb::CMs 172530 Specdb::MsMs 105510 Specdb::MsMs 105511 Specdb::MsMs 105512 Specdb::MsMs 172017 Specdb::MsMs 172018 Specdb::MsMs 172019 Specdb::MsMs 2421387 Specdb::MsMs 2421388 Specdb::MsMs 2421389 Specdb::MsMs 2545069 Specdb::MsMs 2545070 Specdb::MsMs 2545071 HMDB39886 #<Reference:0x000055ce30fcf130>