1.0 2010-04-08 22:15:14 UTC 2019-11-26 03:19:24 UTC FDB020759 Epoxymurin A Isolated from the bark of Annona muricata (soursop). Epoxymurin A is found in fruits and soursop. 3-[12-[3-(3-Hexadecenyl)oxiranyl]dodecyl]-5-methyl-2(5H)-furanone, 9CI Epoxymurin-A C35H62O3 530.865 530.46989585 3-(12-{3-[(3Z)-hexadec-3-en-1-yl]oxiran-2-yl}dodecyl)-5-methyl-2,5-dihydrofuran-2-one epoxymurin-A 151484-64-9 CCCCCCCCCCCC\C=C/CCC1OC1CCCCCCCCCCCCC1=CC(C)OC1=O InChI=1S/C35H62O3/c1-3-4-5-6-7-8-9-10-11-12-16-19-22-25-28-33-34(38-33)29-26-23-20-17-14-13-15-18-21-24-27-32-30-31(2)37-35(32)36/h19,22,30-31,33-34H,3-18,20-21,23-29H2,1-2H3/b22-19- BUQYQSMGNYBXDM-QOCHGBHMSA-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 Epoxides Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds 2-furanone 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 Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxirane polyketide logp 10.50 ALOGPS logs -7.64 ALOGPS solubility 1.22e-05 g/l ALOGPS logp 12.58 ChemAxon pka_strongest_acidic 15.12 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 3-(12-{3-[(3Z)-hexadec-3-en-1-yl]oxiran-2-yl}dodecyl)-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 530.865 ChemAxon mono_mass 530.46989585 ChemAxon smiles CCCCCCCCCCCC\C=C/CCC1OC1CCCCCCCCCCCCC1=CC(C)OC1=O ChemAxon formula C35H62O3 ChemAxon inchi InChI=1S/C35H62O3/c1-3-4-5-6-7-8-9-10-11-12-16-19-22-25-28-33-34(38-33)29-26-23-20-17-14-13-15-18-21-24-27-32-30-31(2)37-35(32)36/h19,22,30-31,33-34H,3-18,20-21,23-29H2,1-2H3/b22-19- ChemAxon inchikey BUQYQSMGNYBXDM-QOCHGBHMSA-N ChemAxon polar_surface_area 38.83 ChemAxon refractivity 164.09 ChemAxon polarizability 71.33 ChemAxon rotatable_bond_count 27 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24960 Specdb::MsMs 321301 Specdb::MsMs 321302 Specdb::MsMs 321303 Specdb::MsMs 368890 Specdb::MsMs 368891 Specdb::MsMs 368892 Specdb::MsMs 2696556 Specdb::MsMs 2696557 Specdb::MsMs 2696558 Specdb::MsMs 2982911 Specdb::MsMs 2982912 Specdb::MsMs 2982913 HMDB40920 #<Reference:0x000055ce30d71398> Fruits Unknown generic Soursop Type 1 specific Annona muricata 13337