1.0 2010-04-08 22:13:33 UTC 2025-11-19 02:09:50 UTC FDB018174 Asimicin Isolated from Asimina triloba (pawpaw), Annona squamosa (sugar apple), Annona purpurea (soncoya) and Rollinia mucosa (biriba). Asimicin is found in many foods, some of which are fruits, alcoholic beverages, sugar apple, and beverages. 3-[2,13-Dihydroxy-13-[octahydro-5'-(1-hydroxyundecyl)[2,2'-bifuran]-5-yl]tridecyl]-5-methyl-2(5H)-furanone, 9CI Annonareticulin Annonastatin Squamocin H C37H66O7 622.9157 622.480854466 3-(2,13-dihydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5-methyl-2,5-dihydrofuran-2-one 3-(2,13-dihydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5-methyl-5H-furan-2-one 120298-30-8 CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(39)33-22-24-35(43-33)36-25-23-34(44-36)32(40)21-18-15-12-9-8-10-13-16-19-30(38)27-29-26-28(2)42-37(29)41/h26,28,30-36,38-40H,3-25,27H2,1-2H3 MBABCNBNDNGODA-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 6.98 ALOGPS logs -6.07 ALOGPS solubility 5.28e-04 g/l ALOGPS melting_point Mp 70-72° logp 8.68 ChemAxon pka_strongest_acidic 13.85 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-(2,13-dihydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 622.9157 ChemAxon mono_mass 622.480854466 ChemAxon smiles CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O ChemAxon formula C37H66O7 ChemAxon inchi InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(39)33-22-24-35(43-33)36-25-23-34(44-36)32(40)21-18-15-12-9-8-10-13-16-19-30(38)27-29-26-28(2)42-37(29)41/h26,28,30-36,38-40H,3-25,27H2,1-2H3 ChemAxon inchikey MBABCNBNDNGODA-UHFFFAOYSA-N ChemAxon polar_surface_area 105.45 ChemAxon refractivity 176.4 ChemAxon polarizability 78.19 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13201 Specdb::CMs 42453 Specdb::CMs 547324 Specdb::CMs 547325 Specdb::CMs 547326 Specdb::CMs 547327 Specdb::CMs 547328 Specdb::CMs 547329 Specdb::CMs 547330 Specdb::CMs 547331 Specdb::CMs 547332 Specdb::CMs 547333 Specdb::CMs 547334 Specdb::CMs 547335 Specdb::CMs 792850 Specdb::MsMs 12794 Specdb::MsMs 12795 Specdb::MsMs 12796 Specdb::MsMs 19466 Specdb::MsMs 19467 Specdb::MsMs 19468 Specdb::MsMs 2362775 Specdb::MsMs 2362776 Specdb::MsMs 2362777 Specdb::MsMs 2602382 Specdb::MsMs 2602383 Specdb::MsMs 2602384 HMDB0031369 Alcoholic beverages Unknown generic Beverages Unknown generic Fruits Unknown generic Sugar apple Type 1 specific Annona squamosa 301693