1.02010-04-08 22:15:46 UTC2019-11-26 03:20:32 UTCFDB021543IsoannonacinIsolated from Annona muricata (soursop) and Asimina triloba (pawpaw). Isoannonacin is found in fruits.IsoannonacinC35H64O7596.8785596.4652044025-{6,11-dihydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]undecyl}-3-(2-oxopropyl)oxolan-2-one5-{6,11-dihydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]undecyl}-3-(2-oxopropyl)oxolan-2-one123266-22-8CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCC(O)CCCCCC1CC(CC(C)=O)C(=O)O1InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(38)33-23-24-34(42-33)32(39)22-17-16-19-29(37)18-13-12-14-20-30-26-28(25-27(2)36)35(40)41-30/h28-34,37-39H,3-26H2,1-2H3DGQPZGGOYKKJLX-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 acetogeninsOrganic compoundsLipids and lipid-like moleculesFatty AcylsFatty alcoholsAliphatic heteromonocyclic compoundsCarboxylic acid estersDialkyl ethersGamma butyrolactonesHydrocarbon derivativesKetonesLong-chain fatty alcoholsMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsSecondary alcoholsTetrahydrofuransAlcoholAliphatic heteromonocyclic compoundAnnonaceae acetogenin skeletonCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDialkyl etherEtherGamma butyrolactoneHydrocarbon derivativeKetoneLactoneLong chain fatty alcoholMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleSecondary alcoholTetrahydrofuranlogp6.61logs-5.87solubility7.97e-04 g/lmelting_pointMp 96-98°logp7.5pka_strongest_acidic13.9pka_strongest_basic-1.3iupac5-{6,11-dihydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]undecyl}-3-(2-oxopropyl)oxolan-2-oneaverage_mass596.8785mono_mass596.465204402smilesCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCC(O)CCCCCC1CC(CC(C)=O)C(=O)O1formulaC35H64O7inchiInChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(38)33-23-24-34(42-33)32(39)22-17-16-19-29(37)18-13-12-14-20-30-26-28(25-27(2)36)35(40)41-30/h28-34,37-39H,3-26H2,1-2H3inchikeyDGQPZGGOYKKJLX-UHFFFAOYSA-Npolar_surface_area113.29refractivity167.49polarizability74.72rotatable_bond_count26acceptor_count6donor_count3physiological_charge0formal_charge0Specdb::CMs13285Specdb::CMs47076Specdb::CMs456293Specdb::CMs456294Specdb::CMs456295Specdb::CMs456296Specdb::CMs456297Specdb::CMs456298Specdb::CMs456299Specdb::CMs456300Specdb::CMs456301Specdb::CMs456302Specdb::CMs456303Specdb::CMs456304Specdb::CMs456305Specdb::CMs456306Specdb::CMs456307Specdb::CMs456308Specdb::CMs456309Specdb::CMs456310Specdb::CMs456311Specdb::CMs456312Specdb::CMs456313Specdb::CMs456314Specdb::CMs456315Specdb::MsMs295225Specdb::MsMs295226Specdb::MsMs295227Specdb::MsMs336181Specdb::MsMs336182Specdb::MsMs336183Specdb::MsMs2472798Specdb::MsMs2472799Specdb::MsMs2472800Specdb::MsMs2490332Specdb::MsMs2490333Specdb::MsMs2490334HMDB41035#<Reference:0x00005556735e3d40>FruitsUnknowngeneric