1.0 2010-04-08 22:05:19 UTC 2019-11-26 02:57:19 UTC FDB002321 Annonsilin A Constituent of the seeds of Annona squamosa (sugar apple). Annonsilin A is found in fruits. Annonsilin A C37H66O7 622.9157 622.480854466 5-methyl-3-(9-{5-[5-(1,4,5-trihydroxypentadecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-2,5-dihydrofuran-2-one 5-methyl-3-(9-{5-[5-(1,4,5-trihydroxypentadecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-5H-furan-2-one 164177-57-5 CCCCCCCCCCC(O)C(O)CCC(O)C1CCC(O1)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1 InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(38)32(39)22-23-33(40)34-25-26-36(44-34)35-24-21-30(43-35)19-16-13-10-8-9-12-15-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3 LGXAMXOABBUFLZ-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 Polyols 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 Polyol Secondary alcohol Tetrahydrofuran logp 6.96 ALOGPS logs -6.00 ALOGPS solubility 6.25e-04 g/l ALOGPS melting_point Mp 107-109° logp 8.68 ChemAxon pka_strongest_acidic 13.71 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 5-methyl-3-(9-{5-[5-(1,4,5-trihydroxypentadecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-2,5-dihydrofuran-2-one ChemAxon average_mass 622.9157 ChemAxon mono_mass 622.480854466 ChemAxon smiles CCCCCCCCCCC(O)C(O)CCC(O)C1CCC(O1)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1 ChemAxon formula C37H66O7 ChemAxon inchi InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(38)32(39)22-23-33(40)34-25-26-36(44-34)35-24-21-30(43-35)19-16-13-10-8-9-12-15-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3 ChemAxon inchikey LGXAMXOABBUFLZ-UHFFFAOYSA-N ChemAxon polar_surface_area 105.45 ChemAxon refractivity 176.4 ChemAxon polarizability 78.01 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 9793 Specdb::CMs 41935 Specdb::CMs 547288 Specdb::CMs 547289 Specdb::CMs 547290 Specdb::CMs 547291 Specdb::CMs 547292 Specdb::CMs 547293 Specdb::CMs 547294 Specdb::CMs 547295 Specdb::CMs 547296 Specdb::CMs 547297 Specdb::CMs 547298 Specdb::CMs 547299 Specdb::CMs 792847 Specdb::MsMs 79971 Specdb::MsMs 79972 Specdb::MsMs 79973 Specdb::MsMs 140688 Specdb::MsMs 140689 Specdb::MsMs 140690 Specdb::MsMs 2738041 Specdb::MsMs 2738042 Specdb::MsMs 2738043 Specdb::MsMs 2970813 Specdb::MsMs 2970814 Specdb::MsMs 2970815 HMDB30453 #<Reference:0x000055ce32491ca8> Fruits Unknown generic