1.0 2010-04-08 22:11:26 UTC 2019-11-26 03:10:41 UTC FDB014742 Squamone Constituent of Annona squamosa (sugar apple) and Annona reticulata (custard apple). Squamone is found in fruits. Squamone 1 C35H62O7 594.8626 594.449554338 5-{11-hydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]-5-oxoundecyl}-3-(2-oxopropyl)oxolan-2-one 5-{11-hydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]-5-oxoundecyl}-3-(2-oxopropyl)oxolan-2-one 126655-24-1 CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(=O)CCCCC1CC(CC(C)=O)C(=O)O1 InChI=1S/C35H62O7/c1-3-4-5-6-7-8-9-10-11-14-21-31(38)33-23-24-34(42-33)32(39)22-15-12-13-18-29(37)19-16-17-20-30-26-28(25-27(2)36)35(40)41-30/h28,30-34,38-39H,3-26H2,1-2H3 PAFMHAFYJMTISR-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 6.61 ALOGPS logs -6.07 ALOGPS solubility 5.08e-04 g/l ALOGPS melting_point Mp 89° logp 7.7 ChemAxon pka_strongest_acidic 13.9 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 5-{11-hydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]-5-oxoundecyl}-3-(2-oxopropyl)oxolan-2-one ChemAxon average_mass 594.8626 ChemAxon mono_mass 594.449554338 ChemAxon smiles CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCC(=O)CCCCC1CC(CC(C)=O)C(=O)O1 ChemAxon formula C35H62O7 ChemAxon inchi InChI=1S/C35H62O7/c1-3-4-5-6-7-8-9-10-11-14-21-31(38)33-23-24-34(42-33)32(39)22-15-12-13-18-29(37)19-16-17-20-30-26-28(25-27(2)36)35(40)41-30/h28,30-34,38-39H,3-26H2,1-2H3 ChemAxon inchikey PAFMHAFYJMTISR-UHFFFAOYSA-N ChemAxon polar_surface_area 110.13 ChemAxon refractivity 166.46 ChemAxon polarizability 73.6 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11332 Specdb::CMs 44648 Specdb::CMs 283015 Specdb::CMs 444230 Specdb::CMs 444231 Specdb::CMs 444232 Specdb::CMs 444233 Specdb::CMs 444234 Specdb::CMs 444235 Specdb::CMs 444236 Specdb::CMs 444237 Specdb::CMs 444238 Specdb::CMs 444239 Specdb::CMs 444240 Specdb::CMs 444241 Specdb::CMs 444242 Specdb::CMs 444243 Specdb::CMs 444244 Specdb::CMs 444245 Specdb::CMs 444246 Specdb::CMs 444247 Specdb::CMs 444248 Specdb::CMs 444249 Specdb::CMs 444250 Specdb::CMs 444251 Specdb::MsMs 89472 Specdb::MsMs 89473 Specdb::MsMs 89474 Specdb::MsMs 152418 Specdb::MsMs 152419 Specdb::MsMs 152420 Specdb::MsMs 2376443 Specdb::MsMs 2376444 Specdb::MsMs 2376445 Specdb::MsMs 2562219 Specdb::MsMs 2562220 Specdb::MsMs 2562221 HMDB35939 #<Reference:0x000055ce320b8640> Fruits Unknown generic