1.0 2010-04-08 22:15:40 UTC 2025-11-19 02:37:18 UTC FDB021408 16,19-cis-Murisolin Constituent of Asimina triloba (pawpaw). 16,19-cis-Murisolin is found in fruits. 16,19-cis-Murisolin C35H64O6 580.8791 580.47028978 3-{2,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one 3-{2,13-dihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-5H-furan-2-one 170554-60-6 CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O InChI=1S/C35H64O6/c1-3-4-5-6-7-8-9-13-16-19-22-31(37)33-24-25-34(41-33)32(38)23-20-17-14-11-10-12-15-18-21-30(36)27-29-26-28(2)40-35(29)39/h26,28,30-34,36-38H,3-25,27H2,1-2H3 PYNFAPLXMQHUNR-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 7.74 ALOGPS logs -6.17 ALOGPS solubility 3.95e-04 g/l ALOGPS melting_point Mp 67-68° logp 9.09 ChemAxon pka_strongest_acidic 13.85 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-{2,13-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)CCCCCCCCCCC(O)CC1=CC(C)OC1=O ChemAxon formula C35H64O6 ChemAxon inchi InChI=1S/C35H64O6/c1-3-4-5-6-7-8-9-13-16-19-22-31(37)33-24-25-34(41-33)32(38)23-20-17-14-11-10-12-15-18-21-30(36)27-29-26-28(2)40-35(29)39/h26,28,30-34,36-38H,3-25,27H2,1-2H3 ChemAxon inchikey PYNFAPLXMQHUNR-UHFFFAOYSA-N ChemAxon polar_surface_area 96.22 ChemAxon refractivity 167.67 ChemAxon polarizability 74.31 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10119 Specdb::CMs 44238 Specdb::CMs 282560 Specdb::CMs 398528 Specdb::CMs 398529 Specdb::CMs 398530 Specdb::CMs 398531 Specdb::CMs 398532 Specdb::CMs 398533 Specdb::CMs 398534 Specdb::CMs 398535 Specdb::CMs 398536 Specdb::CMs 398537 Specdb::CMs 398538 Specdb::CMs 398539 Specdb::MsMs 12611 Specdb::MsMs 12612 Specdb::MsMs 12613 Specdb::MsMs 19283 Specdb::MsMs 19284 Specdb::MsMs 19285 Specdb::MsMs 2262139 Specdb::MsMs 2262140 Specdb::MsMs 2262141 Specdb::MsMs 3079572 Specdb::MsMs 3079573 Specdb::MsMs 3079574 HMDB0035183 Fruits Unknown generic