1.0 2010-04-08 22:10:39 UTC 2019-11-26 03:08:19 UTC FDB013343 Purpuracenin Constituent of the seeds of Annona purpurea (soncoya). Purpuracenin is found in beverages and fruits. Purpuracenin C37H66O8 638.9151 638.475769088 (5S)-5-methyl-3-[(2R,8R,13R)-2,8,13-trihydroxy-13-[(2S,2'S,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]-[2,2'-bioxolane]-5-yl]tridecyl]-2,5-dihydrofuran-2-one (5S)-5-methyl-3-[(2R,8R,13R)-2,8,13-trihydroxy-13-[(2S,2'S,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]-[2,2'-bioxolane]-5-yl]tridecyl]-5H-furan-2-one CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCC(O)CCCCCC(O)CC1=CC(C)OC1=O InChI=1S/C37H66O8/c1-3-4-5-6-7-8-9-13-19-31(40)33-21-23-35(44-33)36-24-22-34(45-36)32(41)20-15-14-17-29(38)16-11-10-12-18-30(39)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3 QFFLFGFTHVFFDL-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 Long-chain fatty alcohols Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Polyols 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 Long chain fatty alcohol Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Secondary alcohol Tetrahydrofuran melting_point Mp 42-44° logp 7.3 ChemAxon pka_strongest_acidic 13.31 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac (5S)-5-methyl-3-[(2R,8R,13R)-2,8,13-trihydroxy-13-[(2S,2'S,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]-[2,2'-bioxolane]-5-yl]tridecyl]-2,5-dihydrofuran-2-one ChemAxon average_mass 638.9151 ChemAxon mono_mass 638.475769088 ChemAxon smiles CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCC(O)CCCCCC(O)CC1=CC(C)OC1=O ChemAxon formula C37H66O8 ChemAxon inchi InChI=1S/C37H66O8/c1-3-4-5-6-7-8-9-13-19-31(40)33-21-23-35(44-33)36-24-22-34(45-36)32(41)20-15-14-17-29(38)16-11-10-12-18-30(39)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3 ChemAxon inchikey QFFLFGFTHVFFDL-UHFFFAOYSA-N ChemAxon polar_surface_area 125.68 ChemAxon refractivity 178.07 ChemAxon polarizability 77.86 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Beverages Unknown generic Fruits Unknown generic