1.0 2010-04-08 22:05:49 UTC 2019-11-26 02:59:15 UTC FDB003463 Annonisin Constituent of Annona atemoya (custard apple). Annonisin is found in fruits. Annonisin C35H62O8 610.862 610.44446896 5-methyl-3-(2,6,11-trihydroxy-11-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-2,5-dihydrofuran-2-one 5-methyl-3-(2,6,11-trihydroxy-11-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-5H-furan-2-one 194413-43-9 CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCC(O)CCCC(O)CC1=CC(C)OC1=O InChI=1S/C35H62O8/c1-3-4-5-6-7-8-9-10-17-29(38)31-19-21-33(42-31)34-22-20-32(43-34)30(39)18-12-11-14-27(36)15-13-16-28(37)24-26-23-25(2)41-35(26)40/h23,25,27-34,36-39H,3-22,24H2,1-2H3 ZZFFUICBXFIPAB-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 logp 5.16 ALOGPS logs -5.34 ALOGPS solubility 2.81e-03 g/l ALOGPS logp 6.41 ChemAxon pka_strongest_acidic 13.85 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac 5-methyl-3-(2,6,11-trihydroxy-11-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-2,5-dihydrofuran-2-one ChemAxon average_mass 610.862 ChemAxon mono_mass 610.44446896 ChemAxon smiles CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCC(O)CCCC(O)CC1=CC(C)OC1=O ChemAxon formula C35H62O8 ChemAxon inchi InChI=1S/C35H62O8/c1-3-4-5-6-7-8-9-10-17-29(38)31-19-21-33(42-31)34-22-20-32(43-34)30(39)18-12-11-14-27(36)15-13-16-28(37)24-26-23-25(2)41-35(26)40/h23,25,27-34,36-39H,3-22,24H2,1-2H3 ChemAxon inchikey ZZFFUICBXFIPAB-UHFFFAOYSA-N ChemAxon polar_surface_area 125.68 ChemAxon refractivity 168.86 ChemAxon polarizability 74.54 ChemAxon rotatable_bond_count 23 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14968 Specdb::CMs 42466 Specdb::CMs 516164 Specdb::CMs 516165 Specdb::CMs 516166 Specdb::CMs 516167 Specdb::CMs 516168 Specdb::CMs 516169 Specdb::CMs 516170 Specdb::CMs 516171 Specdb::CMs 516172 Specdb::CMs 516173 Specdb::CMs 516174 Specdb::CMs 516175 Specdb::CMs 516176 Specdb::CMs 516177 Specdb::CMs 516178 Specdb::CMs 516179 Specdb::CMs 516180 Specdb::CMs 516181 Specdb::CMs 516182 Specdb::CMs 516183 Specdb::CMs 516184 Specdb::CMs 516185 Specdb::CMs 516186 Specdb::MsMs 93471 Specdb::MsMs 93472 Specdb::MsMs 93473 Specdb::MsMs 157251 Specdb::MsMs 157252 Specdb::MsMs 157253 Specdb::MsMs 2403761 Specdb::MsMs 2403762 Specdb::MsMs 2403763 Specdb::MsMs 2535701 Specdb::MsMs 2535702 Specdb::MsMs 2535703 HMDB31394 #<Reference:0x000055ce3283c128> Fruits Unknown generic