1.0 2010-04-08 22:08:10 UTC 2019-11-26 03:02:53 UTC FDB008614 Trilobalicin Constituent of Asimina triloba (pawpaw). Trilobalicin is found in fruits. C35H62O8 610.862 610.44446896 3-[7-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)-2-hydroxyheptyl]-5-methyl-2,5-dihydrofuran-2-one 3-[7-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)-2-hydroxyheptyl]-5-methyl-5H-furan-2-one 189747-98-6 CCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 InChI=1S/C35H62O8/c1-3-4-5-6-7-8-9-13-16-29(37)33-21-22-34(43-33)31(39)19-18-30(38)32-20-17-28(42-32)15-12-10-11-14-27(36)24-26-23-25(2)41-35(26)40/h23,25,27-34,36-39H,3-22,24H2,1-2H3 FTBUPRVFMAYNFL-UHFFFAOYSA-N belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Annonaceous acetogenins Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty alcohols Aliphatic heteromonocyclic compounds Butenolides Carbonyl compounds Dialkyl ethers Enoate esters Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Tetrahydrofurans 2-furanone Alcohol Aliphatic heteromonocyclic compound Alpha,beta-unsaturated carboxylic ester Annonaceae acetogenin skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Dihydrofuran Enoate ester Ether Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Secondary alcohol Tetrahydrofuran logp 5.18 ALOGPS logs -5.34 ALOGPS solubility 2.82e-03 g/l ALOGPS logp 6.41 ChemAxon pka_strongest_acidic 13.69 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-[7-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)-2-hydroxyheptyl]-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 610.862 ChemAxon mono_mass 610.44446896 ChemAxon smiles CCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1 ChemAxon formula C35H62O8 ChemAxon inchi InChI=1S/C35H62O8/c1-3-4-5-6-7-8-9-13-16-29(37)33-21-22-34(43-33)31(39)19-18-30(38)32-20-17-28(42-32)15-12-10-11-14-27(36)24-26-23-25(2)41-35(26)40/h23,25,27-34,36-39H,3-22,24H2,1-2H3 ChemAxon inchikey FTBUPRVFMAYNFL-UHFFFAOYSA-N ChemAxon polar_surface_area 125.68 ChemAxon refractivity 168.86 ChemAxon polarizability 73.38 ChemAxon rotatable_bond_count 23 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 105936 Specdb::MsMs 105937 Specdb::MsMs 105938 Specdb::MsMs 172563 Specdb::MsMs 172564 Specdb::MsMs 172565 Specdb::MsMs 2818200 Specdb::MsMs 2818201 Specdb::MsMs 2818202 Specdb::MsMs 2888011 Specdb::MsMs 2888012 Specdb::MsMs 2888013 Specdb::CMs 21725 Specdb::CMs 42667 Specdb::CMs 516188 Specdb::CMs 516189 Specdb::CMs 516190 Specdb::CMs 516191 Specdb::CMs 516192 Specdb::CMs 516193 Specdb::CMs 516194 Specdb::CMs 516195 Specdb::CMs 516196 Specdb::CMs 516197 Specdb::CMs 516198 Specdb::CMs 516199 Specdb::CMs 516200 Specdb::CMs 516201 Specdb::CMs 516202 Specdb::CMs 516203 Specdb::CMs 516204 Specdb::CMs 516205 Specdb::CMs 516206 Specdb::CMs 516207 Specdb::CMs 516208 Specdb::CMs 516209 Specdb::CMs 516210 HMDB31926 #<Reference:0x000055ce32459808> Fruits Unknown generic