1.02010-04-08 22:11:12 UTC2019-11-26 03:09:52 UTCFDB014332GlaucarubinIsolated from Simarouba glauca (aceituno). Glaucarubin is found in fats and oils.α-kirondrinalpha-Kirondrinb-KirondrinGlaucarubinGlaucarubinaSimarubaceaeC25H36O10496.5473496.2308473724,5,16,17-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-methylbutanoateglaucarubin1448-23-3CCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=OInChI=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,6,8-9H2,1-5H3LZKVXMYVBSNXER-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.QuassinoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsTerpene lactonesAliphatic heteropolycyclic compoundsCarbonyl compoundsCarboxylic acid estersCyclic alcohols and derivativesDelta valerolactonesDicarboxylic acids and derivativesFatty acid estersHemiacetalsHydrocarbon derivativesNaphthalenesNaphthopyransOrganic oxidesOxacyclic compoundsOxanesOxepanesPolyolsPyransSecondary alcoholsTertiary alcoholsTetrahydrofuransAlcoholAliphatic heteropolycyclic compoundC-20 quassinoid skeletonCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCyclic alcoholDelta valerolactoneDelta_valerolactoneDicarboxylic acid or derivativesFatty acid esterFatty acylHemiacetalHydrocarbon derivativeLactoneNaphthaleneNaphthopyranOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxaneOxepanePolyolPyranQuassinoidSecondary alcoholTertiary alcoholTetrahydrofuranlogp0.40logs-2.37solubility2.10e+00 g/lmelting_pointMp 250-255° dec.logp-0.24pka_strongest_acidic10.89pka_strongest_basic-3.3iupac4,5,16,17-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-methylbutanoateaverage_mass496.5473mono_mass496.230847372smilesCCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=OformulaC25H36O10inchiInChI=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,6,8-9H2,1-5H3inchikeyLZKVXMYVBSNXER-UHFFFAOYSA-Npolar_surface_area162.98refractivity119.72polarizability50.73rotatable_bond_count4acceptor_count8donor_count5physiological_charge0formal_charge0Specdb::NmrOneD132218Specdb::NmrOneD132219Specdb::NmrOneD132220Specdb::NmrOneD132221Specdb::NmrOneD132222Specdb::NmrOneD132223Specdb::NmrOneD132224Specdb::NmrOneD132225Specdb::NmrOneD132226Specdb::NmrOneD132227Specdb::NmrOneD132228Specdb::NmrOneD132229Specdb::NmrOneD132230Specdb::NmrOneD132231Specdb::NmrOneD132232Specdb::NmrOneD132233Specdb::NmrOneD132234Specdb::NmrOneD132235Specdb::NmrOneD132236Specdb::NmrOneD132237Specdb::MsMs76446Specdb::MsMs76447Specdb::MsMs76448Specdb::MsMs136278Specdb::MsMs136279Specdb::MsMs136280Specdb::MsMs2374700Specdb::MsMs2374701Specdb::MsMs2374702Specdb::MsMs2560557Specdb::MsMs2560558Specdb::MsMs2560559Specdb::CMs24504Specdb::CMs44459Specdb::CMs116677Specdb::CMs148667Specdb::CMs896844Specdb::CMs896845Specdb::CMs896846Specdb::CMs896847Specdb::CMs896848Specdb::CMs896849Specdb::CMs896850Specdb::CMs896851Specdb::CMs896852Specdb::CMs896853Specdb::CMs896854Specdb::CMs896855Specdb::CMs896856Specdb::CMs896857Specdb::CMs896858Specdb::CMs896859Specdb::CMs896860Specdb::CMs896861Specdb::CMs896862Specdb::CMs896863Specdb::CMs896864HMDB35626#<Reference:0x000055567490e118>Fats and oilsUnknowngenericbitter