1.0 2010-04-08 22:09:30 UTC 2025-11-18 23:25:06 UTC FDB011173 4-Deoxyannoreticuin Constituent of Annona squamosa (sugar apple). 4-Deoxyannoreticuin is found in fruits. 4-Deoxyannoreticuin C35H64O6 580.8791 580.47028978 3-{7,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one 3-{7,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-5H-furan-2-one 206192-79-2 CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(O)CCCCCCC1=CC(C)OC1=O InChI=1S/C35H64O6/c1-3-4-5-6-7-8-9-10-11-18-23-31(37)33-25-26-34(41-33)32(38)24-19-14-17-22-30(36)21-16-13-12-15-20-29-27-28(2)40-35(29)39/h27-28,30-34,36-38H,3-26H2,1-2H3 JHKNWORCLXKZFL-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 7.55 ALOGPS logs -6.03 ALOGPS solubility 5.39e-04 g/l ALOGPS logp 9.09 ChemAxon pka_strongest_acidic 13.87 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac 3-{7,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 580.8791 ChemAxon mono_mass 580.47028978 ChemAxon smiles CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(O)CCCCCCC1=CC(C)OC1=O ChemAxon formula C35H64O6 ChemAxon inchi InChI=1S/C35H64O6/c1-3-4-5-6-7-8-9-10-11-18-23-31(37)33-25-26-34(41-33)32(38)24-19-14-17-22-30(36)21-16-13-12-15-20-29-27-28(2)40-35(29)39/h27-28,30-34,36-38H,3-26H2,1-2H3 ChemAxon inchikey JHKNWORCLXKZFL-UHFFFAOYSA-N ChemAxon polar_surface_area 96.22 ChemAxon refractivity 167.67 ChemAxon polarizability 74.39 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13014 Specdb::CMs 43124 Specdb::CMs 282559 Specdb::CMs 398516 Specdb::CMs 398517 Specdb::CMs 398518 Specdb::CMs 398519 Specdb::CMs 398520 Specdb::CMs 398521 Specdb::CMs 398522 Specdb::CMs 398523 Specdb::CMs 398524 Specdb::CMs 398525 Specdb::CMs 398526 Specdb::CMs 398527 Specdb::MsMs 46020 Specdb::MsMs 46021 Specdb::MsMs 46022 Specdb::MsMs 110331 Specdb::MsMs 110332 Specdb::MsMs 110333 Specdb::MsMs 2708954 Specdb::MsMs 2708955 Specdb::MsMs 2708956 Specdb::MsMs 3000325 Specdb::MsMs 3000326 Specdb::MsMs 3000327 HMDB0033165 Fruits Unknown generic