1.0 2010-04-08 22:11:12 UTC 2019-11-26 03:09:52 UTC FDB014332 Glaucarubin Isolated from Simarouba glauca (aceituno). Glaucarubin is found in fats and oils. &alpha;-kirondrin alpha-Kirondrin b-Kirondrin Glaucarubin Glaucarubina Simarubaceae C25H36O10 496.5473 496.230847372 4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-hydroxy-2-methylbutanoate glaucarubin 1448-23-3 CCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=O InChI=1S/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3 LZKVXMYVBSNXER-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 Carbonyl compounds Carboxylic acid esters Cyclic alcohols and derivatives Delta valerolactones Dicarboxylic acids and derivatives Fatty acid esters Hemiacetals Hydrocarbon derivatives Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Oxanes Oxepanes Polyols Pyrans Secondary alcohols Tertiary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound C-20 quassinoid skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Delta valerolactone Delta_valerolactone Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hemiacetal Hydrocarbon derivative Lactone Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Polyol Pyran Quassinoid Secondary alcohol Tertiary alcohol Tetrahydrofuran logp 0.40 ALOGPS logs -2.37 ALOGPS solubility 2.10e+00 g/l ALOGPS melting_point Mp 250-255° dec. logp -0.24 ChemAxon pka_strongest_acidic 10.89 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-hydroxy-2-methylbutanoate ChemAxon average_mass 496.5473 ChemAxon mono_mass 496.230847372 ChemAxon smiles CCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=O ChemAxon formula C25H36O10 ChemAxon inchi InChI=1S/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3 ChemAxon inchikey LZKVXMYVBSNXER-UHFFFAOYSA-N ChemAxon polar_surface_area 162.98 ChemAxon refractivity 119.72 ChemAxon polarizability 50.73 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24504 Specdb::CMs 44459 Specdb::CMs 116677 Specdb::CMs 148667 Specdb::CMs 896844 Specdb::CMs 896845 Specdb::CMs 896846 Specdb::CMs 896847 Specdb::CMs 896848 Specdb::CMs 896849 Specdb::CMs 896850 Specdb::CMs 896851 Specdb::CMs 896852 Specdb::CMs 896853 Specdb::CMs 896854 Specdb::CMs 896855 Specdb::CMs 896856 Specdb::CMs 896857 Specdb::CMs 896858 Specdb::CMs 896859 Specdb::CMs 896860 Specdb::CMs 896861 Specdb::CMs 896862 Specdb::CMs 896863 Specdb::CMs 896864 Specdb::NmrOneD 132218 Specdb::NmrOneD 132219 Specdb::NmrOneD 132220 Specdb::NmrOneD 132221 Specdb::NmrOneD 132222 Specdb::NmrOneD 132223 Specdb::NmrOneD 132224 Specdb::NmrOneD 132225 Specdb::NmrOneD 132226 Specdb::NmrOneD 132227 Specdb::NmrOneD 132228 Specdb::NmrOneD 132229 Specdb::NmrOneD 132230 Specdb::NmrOneD 132231 Specdb::NmrOneD 132232 Specdb::NmrOneD 132233 Specdb::NmrOneD 132234 Specdb::NmrOneD 132235 Specdb::NmrOneD 132236 Specdb::NmrOneD 132237 Specdb::MsMs 76446 Specdb::MsMs 76447 Specdb::MsMs 76448 Specdb::MsMs 136278 Specdb::MsMs 136279 Specdb::MsMs 136280 Specdb::MsMs 2374700 Specdb::MsMs 2374701 Specdb::MsMs 2374702 Specdb::MsMs 2560557 Specdb::MsMs 2560558 Specdb::MsMs 2560559 HMDB35626 #<Reference:0x000055ce323d6ac0> Fats and oils Unknown generic bitter