1.0 2010-04-08 22:10:45 UTC 2025-11-18 23:45:28 UTC FDB013510 Neoreticulatacin A Constituent of Annona reticulata (custard apple) and Annona squamosa (sugar apple). Neoreticulatacin A is found in fruits. Neoreticulatacin A C37H68O5 592.9328 592.506675286 3-{15-hydroxy-15-[5-(1-hydroxytridecyl)oxolan-2-yl]pentadecyl}-5-methyl-2,5-dihydrofuran-2-one 3-{15-hydroxy-15-[5-(1-hydroxytridecyl)oxolan-2-yl]pentadecyl}-5-methyl-5H-furan-2-one 166022-35-1 CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCCCC1=CC(C)OC1=O InChI=1S/C37H68O5/c1-3-4-5-6-7-8-14-17-20-23-26-33(38)35-28-29-36(42-35)34(39)27-24-21-18-15-12-10-9-11-13-16-19-22-25-32-30-31(2)41-37(32)40/h30-31,33-36,38-39H,3-29H2,1-2H3 BDGWQMLWIGDEKO-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 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 Secondary alcohol Tetrahydrofuran logp 9.41 ALOGPS logs -6.89 ALOGPS solubility 7.72e-05 g/l ALOGPS logp 11.37 ChemAxon pka_strongest_acidic 13.87 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 3-{15-hydroxy-15-[5-(1-hydroxytridecyl)oxolan-2-yl]pentadecyl}-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 592.9328 ChemAxon mono_mass 592.506675286 ChemAxon smiles CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCCCC1=CC(C)OC1=O ChemAxon formula C37H68O5 ChemAxon inchi InChI=1S/C37H68O5/c1-3-4-5-6-7-8-14-17-20-23-26-33(38)35-28-29-36(42-35)34(39)27-24-21-18-15-12-10-9-11-13-16-19-22-25-32-30-31(2)41-37(32)40/h30-31,33-36,38-39H,3-29H2,1-2H3 ChemAxon inchikey BDGWQMLWIGDEKO-UHFFFAOYSA-N ChemAxon polar_surface_area 75.99 ChemAxon refractivity 175.21 ChemAxon polarizability 77.98 ChemAxon rotatable_bond_count 28 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 74148 Specdb::MsMs 74149 Specdb::MsMs 74150 Specdb::MsMs 133452 Specdb::MsMs 133453 Specdb::MsMs 133454 Specdb::MsMs 2349634 Specdb::MsMs 2349635 Specdb::MsMs 2349636 Specdb::MsMs 2589163 Specdb::MsMs 2589164 Specdb::MsMs 2589165 Specdb::CMs 26559 Specdb::CMs 44087 Specdb::CMs 282939 Specdb::CMs 424739 Specdb::CMs 424740 Specdb::CMs 424741 Specdb::CMs 424742 Specdb::CMs 424743 HMDB0034924 Fruits Unknown generic