1.0 2010-04-08 22:12:05 UTC 2018-05-29 01:22:45 UTC FDB015846 Quassimarin Constituent of Quassia amara (Surinam quassia) Quassimarin C27H36O11 536.5681 536.225761994 12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]nonadec-9-en-3-yl 2-(acetyloxy)-2-methylbutanoate 12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]nonadec-9-en-3-yl 2-(acetyloxy)-2-methylbutanoate 59938-97-5 CCC(C)(OC(C)=O)C(=O)OC1C2C3(C)OCC22C(CC4C(C)=CC(=O)C(O)C4(C)C2C(O)C3O)OC1=O InChI=1S/C27H36O11/c1-7-24(4,38-12(3)28)23(34)37-17-19-26(6)21(32)16(30)18-25(5)13(11(2)8-14(29)20(25)31)9-15(36-22(17)33)27(18,19)10-35-26/h8,13,15-21,30-32H,7,9-10H2,1-6H3 FXMIXHYJCNZLFE-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 Cyclic alcohols and derivatives Cyclohexenones Delta valerolactones Dialkyl ethers Fatty acid esters Furans Furopyrans Hydrocarbon derivatives Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Oxanes Oxepanes Polyols Pyrans Secondary alcohols Tetrahydrofurans Tricarboxylic acids and derivatives Alcohol Aliphatic heteropolycyclic compound C-20 quassinoid skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclic ketone Cyclohexenone Delta valerolactone Delta_valerolactone Dialkyl ether Ether Fatty acid ester Fatty acyl Furan Furopyran Hydrocarbon derivative Ketone Lactone Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Polyol Pyran Quassinoid Secondary alcohol Tetrahydrofuran Tricarboxylic acid or derivatives logp 0.99 ALOGPS logs -2.83 ALOGPS solubility 7.85e-01 g/l ALOGPS melting_point Mp 237.5-238.5° logp -0.0013 ChemAxon pka_strongest_acidic 12.66 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]nonadec-9-en-3-yl 2-(acetyloxy)-2-methylbutanoate ChemAxon average_mass 536.5681 ChemAxon mono_mass 536.225761994 ChemAxon smiles CCC(C)(OC(C)=O)C(=O)OC1C2C3(C)OCC22C(CC4C(C)=CC(=O)C(O)C4(C)C2C(O)C3O)OC1=O ChemAxon formula C27H36O11 ChemAxon inchi InChI=1S/C27H36O11/c1-7-24(4,38-12(3)28)23(34)37-17-19-26(6)21(32)16(30)18-25(5)13(11(2)8-14(29)20(25)31)9-15(36-22(17)33)27(18,19)10-35-26/h8,13,15-21,30-32H,7,9-10H2,1-6H3 ChemAxon inchikey FXMIXHYJCNZLFE-UHFFFAOYSA-N ChemAxon polar_surface_area 165.89 ChemAxon refractivity 128.01 ChemAxon polarizability 53.54 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11302 Specdb::CMs 45102 Specdb::CMs 256663 Specdb::CMs 256664 Specdb::CMs 256665 Specdb::CMs 256666 Specdb::CMs 256667 Specdb::CMs 256668 Specdb::CMs 256669 Specdb::CMs 256670 Specdb::CMs 256671 Specdb::CMs 256672 Specdb::CMs 256673 Specdb::CMs 256674 Specdb::CMs 256675 Specdb::CMs 256676 Specdb::CMs 256677 Specdb::CMs 256678 Specdb::CMs 256679 Specdb::CMs 256680 Specdb::CMs 256681 Specdb::CMs 256682 Specdb::CMs 256683 Specdb::CMs 256684 Specdb::CMs 256685 Specdb::MsMs 11108 Specdb::MsMs 11109 Specdb::MsMs 11110 Specdb::MsMs 17780 Specdb::MsMs 17781 Specdb::MsMs 17782 Specdb::MsMs 2424460 Specdb::MsMs 2424461 Specdb::MsMs 2424462 Specdb::MsMs 2514568 Specdb::MsMs 2514569 Specdb::MsMs 2514570 Specdb::NmrOneD 137270 Specdb::NmrOneD 137271 Specdb::NmrOneD 137272 Specdb::NmrOneD 137273 Specdb::NmrOneD 137274 Specdb::NmrOneD 137275 Specdb::NmrOneD 137276 Specdb::NmrOneD 137277 Specdb::NmrOneD 137278 Specdb::NmrOneD 137279 Specdb::NmrOneD 137280 Specdb::NmrOneD 137281 Specdb::NmrOneD 137282 Specdb::NmrOneD 137283 Specdb::NmrOneD 137284 Specdb::NmrOneD 137285 Specdb::NmrOneD 137286 Specdb::NmrOneD 137287 Specdb::NmrOneD 137288 Specdb::NmrOneD 137289 HMDB36888 #<Reference:0x000055ce32119b48>