1.0 2010-04-08 22:10:05 UTC 2019-11-26 03:06:30 UTC FDB012273 Sabadelin Constituent of the roots of Annona muricata (soursop). Sabadelin is found in fruits. 3-(15,16-Epoxy-11-triacontenyl)-5-methyl-2(5H)-furanone C35H62O3 530.865 530.46989585 5-methyl-3-[(11Z)-14-(3-tetradecyloxiran-2-yl)tetradec-11-en-1-yl]-2,5-dihydrofuran-2-one 5-methyl-3-[(11Z)-14-(3-tetradecyloxiran-2-yl)tetradec-11-en-1-yl]-5H-furan-2-one CCCCCCCCCCCCCCC1OC1CC\C=C/CCCCCCCCCCC1=CC(C)OC1=O InChI=1S/C35H62O3/c1-3-4-5-6-7-8-9-13-16-19-22-25-28-33-34(38-33)29-26-23-20-17-14-11-10-12-15-18-21-24-27-32-30-31(2)37-35(32)36/h20,23,30-31,33-34H,3-19,21-22,24-29H2,1-2H3/b23-20- LMDZVARATIVDAM-ATJXCDBQSA-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 Epoxides Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds 2-furanone 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 Oxirane logp 10.50 ALOGPS logs -7.65 ALOGPS solubility 1.18e-05 g/l ALOGPS logp 12.58 ChemAxon pka_strongest_acidic 15.12 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 5-methyl-3-[(11Z)-14-(3-tetradecyloxiran-2-yl)tetradec-11-en-1-yl]-2,5-dihydrofuran-2-one ChemAxon average_mass 530.865 ChemAxon mono_mass 530.46989585 ChemAxon smiles CCCCCCCCCCCCCCC1OC1CC\C=C/CCCCCCCCCCC1=CC(C)OC1=O ChemAxon formula C35H62O3 ChemAxon inchi InChI=1S/C35H62O3/c1-3-4-5-6-7-8-9-13-16-19-22-25-28-33-34(38-33)29-26-23-20-17-14-11-10-12-15-18-21-24-27-32-30-31(2)37-35(32)36/h20,23,30-31,33-34H,3-19,21-22,24-29H2,1-2H3/b23-20- ChemAxon inchikey LMDZVARATIVDAM-ATJXCDBQSA-N ChemAxon polar_surface_area 38.83 ChemAxon refractivity 164.09 ChemAxon polarizability 71.09 ChemAxon rotatable_bond_count 27 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14693 Specdb::MsMs 106779 Specdb::MsMs 106780 Specdb::MsMs 106781 Specdb::MsMs 173610 Specdb::MsMs 173611 Specdb::MsMs 173612 Specdb::MsMs 2316860 Specdb::MsMs 2316861 Specdb::MsMs 2316862 Specdb::MsMs 2622167 Specdb::MsMs 2622168 Specdb::MsMs 2622169 HMDB34033 #<Reference:0x000055ce32c10038> Fruits Unknown generic