1.0 2010-04-08 22:11:44 UTC 2019-11-26 03:11:20 UTC FDB015239 Squamoxinone B Constituent of Annona squamosa (sugar apple). Squamoxinone B is found in fruits. Squamoxinone B C37H68O7 624.9316 624.49650453 5-{7,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-3-(2-oxopropyl)oxolan-2-one 5-{7,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-3-(2-oxopropyl)oxolan-2-one 206192-81-6 CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(O)CCCCCCC1CC(CC(C)=O)C(=O)O1 InChI=1S/C37H68O7/c1-3-4-5-6-7-8-9-10-11-18-23-33(40)35-25-26-36(44-35)34(41)24-19-14-16-21-31(39)20-15-12-13-17-22-32-28-30(27-29(2)38)37(42)43-32/h30-36,39-41H,3-28H2,1-2H3 JQYLOYZQPAYVNC-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 Carboxylic acid esters Dialkyl ethers Gamma butyrolactones Hydrocarbon derivatives Ketones Long-chain fatty alcohols Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Tetrahydrofurans Alcohol Aliphatic heteromonocyclic compound Annonaceae acetogenin skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Ether Gamma butyrolactone 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 7.24 ALOGPS logs -6.17 ALOGPS solubility 4.18e-04 g/l ALOGPS logp 8.39 ChemAxon pka_strongest_acidic 13.9 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac 5-{7,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-3-(2-oxopropyl)oxolan-2-one ChemAxon average_mass 624.9316 ChemAxon mono_mass 624.49650453 ChemAxon smiles CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(O)CCCCCCC1CC(CC(C)=O)C(=O)O1 ChemAxon formula C37H68O7 ChemAxon inchi InChI=1S/C37H68O7/c1-3-4-5-6-7-8-9-10-11-18-23-33(40)35-25-26-36(44-35)34(41)24-19-14-16-21-31(39)20-15-12-13-17-22-32-28-30(27-29(2)38)37(42)43-32/h30-36,39-41H,3-28H2,1-2H3 ChemAxon inchikey JQYLOYZQPAYVNC-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 176.69 ChemAxon polarizability 79.44 ChemAxon rotatable_bond_count 28 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18247 Specdb::CMs 42650 Specdb::CMs 560690 Specdb::CMs 560691 Specdb::CMs 560692 Specdb::CMs 560693 Specdb::CMs 560694 Specdb::CMs 560695 Specdb::CMs 560696 Specdb::CMs 560697 Specdb::CMs 560698 Specdb::CMs 560699 Specdb::CMs 560700 Specdb::CMs 560701 Specdb::CMs 560702 Specdb::CMs 560703 Specdb::CMs 560704 Specdb::CMs 560705 Specdb::CMs 560706 Specdb::CMs 560707 Specdb::CMs 560708 Specdb::CMs 560709 Specdb::CMs 560710 Specdb::CMs 560711 Specdb::CMs 560712 Specdb::MsMs 65427 Specdb::MsMs 65428 Specdb::MsMs 65429 Specdb::MsMs 122826 Specdb::MsMs 122827 Specdb::MsMs 122828 Specdb::MsMs 2285020 Specdb::MsMs 2285021 Specdb::MsMs 2285022 Specdb::MsMs 3080886 Specdb::MsMs 3080887 Specdb::MsMs 3080888 HMDB31893 #<Reference:0x000055ce32348770> Fruits Unknown generic