1.0 2010-04-08 22:11:25 UTC 2019-11-26 03:10:37 UTC FDB014694 Glaucarubol 15-O-beta-D-glucopyranoside Constituent of Simarouba glauca (aceituno). Glaucarubol 15-O-beta-D-glucopyranoside is found in fats and oils. Glaucarubol 15-O-b-D-glucopyranoside C26H38O13 558.5721 558.231241302 4,5,16,17-tetrahydroxy-6,14,18-trimethyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-9-one 4,5,16,17-tetrahydroxy-6,14,18-trimethyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-9-one 89202-77-7 CC1C(O)C2(O)OCC34C2C2(C)C(O)C(O)C=C(C)C2CC3OC(=O)C(OC2OC(CO)C(O)C(O)C2O)C14 InChI=1S/C26H38O13/c1-8-4-11(28)20(33)24(3)10(8)5-13-25-7-36-26(35,23(24)25)19(32)9(2)14(25)18(21(34)38-13)39-22-17(31)16(30)15(29)12(6-27)37-22/h4,9-20,22-23,27-33,35H,5-7H2,1-3H3 LEELVKKBWHNOAU-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 Carbonyl compounds Carboxylic acid esters Cyclic alcohols and derivatives Delta valerolactones Fatty acyl glycosides of mono- and disaccharides Hemiacetals Hexoses Hydrocarbon derivatives Monocarboxylic acids and derivatives Naphthalenes Naphthopyrans O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Oxepanes Polyols Primary alcohols Pyrans Secondary alcohols Tetrahydrofurans Acetal Alcohol Aliphatic heteropolycyclic compound C-20 quassinoid skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Delta valerolactone Delta_valerolactone Fatty acyl Fatty acyl glycoside Fatty acyl glycoside of mono- or disaccharide Glycosyl compound Hemiacetal Hexose monosaccharide Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Monosaccharide Naphthalene Naphthopyran O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Polyol Primary alcohol Pyran Quassinoid Secondary alcohol Tetrahydrofuran logp -1.04 ALOGPS logs -1.26 ALOGPS solubility 3.10e+01 g/l ALOGPS melting_point Mp 263-264° logp -3.2 ChemAxon pka_strongest_acidic 10.88 ChemAxon pka_strongest_basic -3 ChemAxon iupac 4,5,16,17-tetrahydroxy-6,14,18-trimethyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-9-one ChemAxon average_mass 558.5721 ChemAxon mono_mass 558.231241302 ChemAxon smiles CC1C(O)C2(O)OCC34C2C2(C)C(O)C(O)C=C(C)C2CC3OC(=O)C(OC2OC(CO)C(O)C(O)C2O)C14 ChemAxon formula C26H38O13 ChemAxon inchi InChI=1S/C26H38O13/c1-8-4-11(28)20(33)24(3)10(8)5-13-25-7-36-26(35,23(24)25)19(32)9(2)14(25)18(21(34)38-13)39-22-17(31)16(30)15(29)12(6-27)37-22/h4,9-20,22-23,27-33,35H,5-7H2,1-3H3 ChemAxon inchikey LEELVKKBWHNOAU-UHFFFAOYSA-N ChemAxon polar_surface_area 215.83 ChemAxon refractivity 127.55 ChemAxon polarizability 55.66 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 12 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 71196 Specdb::MsMs 71197 Specdb::MsMs 71198 Specdb::MsMs 129825 Specdb::MsMs 129826 Specdb::MsMs 129827 Specdb::MsMs 2382830 Specdb::MsMs 2382831 Specdb::MsMs 2382832 Specdb::MsMs 2580267 Specdb::MsMs 2580268 Specdb::MsMs 2580269 Specdb::NmrOneD 132998 Specdb::NmrOneD 132999 Specdb::NmrOneD 133000 Specdb::NmrOneD 133001 Specdb::NmrOneD 133002 Specdb::NmrOneD 133003 Specdb::NmrOneD 133004 Specdb::NmrOneD 133005 Specdb::NmrOneD 133006 Specdb::NmrOneD 133007 Specdb::NmrOneD 133008 Specdb::NmrOneD 133009 Specdb::NmrOneD 133010 Specdb::NmrOneD 133011 Specdb::NmrOneD 133012 Specdb::NmrOneD 133013 Specdb::NmrOneD 133014 Specdb::NmrOneD 133015 Specdb::NmrOneD 133016 Specdb::NmrOneD 133017 Specdb::CMs 20418 Specdb::CMs 44637 Specdb::CMs 281956 Specdb::CMs 342463 Specdb::CMs 342464 Specdb::CMs 342465 Specdb::CMs 342466 Specdb::CMs 342467 Specdb::CMs 342468 Specdb::CMs 342469 Specdb::CMs 342470 Specdb::CMs 342471 Specdb::CMs 342472 Specdb::CMs 342473 Specdb::CMs 342474 Specdb::CMs 342475 Specdb::CMs 342476 Specdb::CMs 342477 Specdb::CMs 342478 Specdb::CMs 342479 Specdb::CMs 342480 Specdb::CMs 342481 Specdb::CMs 342482 Specdb::CMs 342483 Specdb::CMs 342484 HMDB35909 #<Reference:0x000055ce31903300> Fats and oils Unknown generic