1.0 2010-04-08 22:15:28 UTC 2019-11-26 03:19:54 UTC FDB021112 Reticulacinone Isolated from stem bark of Annona reticulata (custard apple). Reticulacinone is found in fruits. Reticulacinone C35H62O7 594.8626 594.449554338 3-{2,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]-9-oxotridecyl}-5-methyl-2,5-dihydrofuran-2-one 3-{2,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]-9-oxotridecyl}-5-methyl-5H-furan-2-one 155709-42-5 CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCC(=O)CCCCCCC(O)CC1=CC(C)OC1=O InChI=1S/C35H62O7/c1-3-4-5-6-7-8-9-10-11-16-21-31(38)33-23-24-34(42-33)32(39)22-17-20-29(36)18-14-12-13-15-19-30(37)26-28-25-27(2)41-35(28)40/h25,27,30-34,37-39H,3-24,26H2,1-2H3 VYMYUDBNVNOBII-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 Dialkyl ethers Enoate esters Hydrocarbon derivatives Ketones Lactones Long-chain fatty alcohols 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 Ketone Lactone Long chain fatty alcohol Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Secondary alcohol Tetrahydrofuran logp 6.52 ALOGPS logs -5.78 ALOGPS solubility 9.95e-04 g/l ALOGPS logp 7.91 ChemAxon pka_strongest_acidic 13.85 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-{2,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]-9-oxotridecyl}-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 594.8626 ChemAxon mono_mass 594.449554338 ChemAxon smiles CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCC(=O)CCCCCCC(O)CC1=CC(C)OC1=O ChemAxon formula C35H62O7 ChemAxon inchi InChI=1S/C35H62O7/c1-3-4-5-6-7-8-9-10-11-16-21-31(38)33-23-24-34(42-33)32(39)22-17-20-29(36)18-14-12-13-15-19-30(37)26-28-25-27(2)41-35(28)40/h25,27,30-34,37-39H,3-24,26H2,1-2H3 ChemAxon inchikey VYMYUDBNVNOBII-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 168.32 ChemAxon polarizability 73.63 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 10193 Specdb::MsMs 10194 Specdb::MsMs 10195 Specdb::MsMs 16865 Specdb::MsMs 16866 Specdb::MsMs 16867 Specdb::MsMs 2833650 Specdb::MsMs 2833651 Specdb::MsMs 2833652 Specdb::MsMs 2871290 Specdb::MsMs 2871291 Specdb::MsMs 2871292 Specdb::CMs 20097 Specdb::CMs 47180 Specdb::CMs 283020 Specdb::CMs 444339 Specdb::CMs 444340 Specdb::CMs 444341 Specdb::CMs 444342 Specdb::CMs 444343 Specdb::CMs 444344 Specdb::CMs 444345 Specdb::CMs 444346 Specdb::CMs 444347 Specdb::CMs 444348 Specdb::CMs 444349 Specdb::CMs 444350 Specdb::CMs 444351 Specdb::CMs 444352 Specdb::CMs 444353 Specdb::CMs 444354 Specdb::CMs 444355 Specdb::CMs 444356 Specdb::CMs 444357 Specdb::CMs 444358 Specdb::CMs 444359 Specdb::CMs 444360 HMDB41213 #<Reference:0x000055ce31d8f6a8> Fruits Unknown generic