1.0 2010-04-08 22:09:15 UTC 2025-11-18 23:21:21 UTC FDB010675 cis-Uvariamicin IB Constituent of Annona muricata (soursop). cis-Uvariamicin IB is found in fruits. cis-Uvariamicin I C37H68O5 592.9328 592.506675286 3-{13-hydroxy-13-[5-(1-hydroxypentadecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one 3-{13-hydroxy-13-[5-(1-hydroxypentadecyl)oxolan-2-yl]tridecyl}-5-methyl-5H-furan-2-one CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O InChI=1S/C37H68O5/c1-3-4-5-6-7-8-9-10-14-17-20-23-26-33(38)35-28-29-36(42-35)34(39)27-24-21-18-15-12-11-13-16-19-22-25-32-30-31(2)41-37(32)40/h30-31,33-36,38-39H,3-29H2,1-2H3 UXILAQXAZFVOFT-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 9.41 ALOGPS logs -6.90 ALOGPS solubility 7.54e-05 g/l ALOGPS logp 11.37 ChemAxon pka_strongest_acidic 13.87 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 3-{13-hydroxy-13-[5-(1-hydroxypentadecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 592.9328 ChemAxon mono_mass 592.506675286 ChemAxon smiles CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O ChemAxon formula C37H68O5 ChemAxon inchi InChI=1S/C37H68O5/c1-3-4-5-6-7-8-9-10-14-17-20-23-26-33(38)35-28-29-36(42-35)34(39)27-24-21-18-15-12-11-13-16-19-22-25-32-30-31(2)41-37(32)40/h30-31,33-36,38-39H,3-29H2,1-2H3 ChemAxon inchikey UXILAQXAZFVOFT-UHFFFAOYSA-N ChemAxon polar_surface_area 75.99 ChemAxon refractivity 175.21 ChemAxon polarizability 77.67 ChemAxon rotatable_bond_count 28 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 12188 Specdb::MsMs 12189 Specdb::MsMs 12190 Specdb::MsMs 18860 Specdb::MsMs 18861 Specdb::MsMs 18862 Specdb::MsMs 2273751 Specdb::MsMs 2273752 Specdb::MsMs 2273753 Specdb::MsMs 3091265 Specdb::MsMs 3091266 Specdb::MsMs 3091267 Specdb::CMs 17809 Specdb::CMs 42930 Specdb::CMs 282936 Specdb::CMs 424728 Specdb::CMs 424729 Specdb::CMs 424730 Specdb::CMs 424731 Specdb::CMs 424732 HMDB32714 #<Reference:0x000055ce304c05c8> Fruits Unknown generic