1.0 2010-04-08 22:10:37 UTC 2025-11-18 23:43:06 UTC FDB013281 Bullatanocin Constituent of Annona squamosa (sugar apple), Annona cherimolia (cherimoya), Annona glabra (pond apple) and Annona purpurea (soncoya). Bullatanocin is found in alcoholic beverages, beverages, and fruits. Annonin IV Cherimolin 2 Crassiflorin Purpureacin 1 Squamostatin C C37H66O8 638.9151 638.475769088 3-[9-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)-2-hydroxynonyl]-5-methyl-2,5-dihydrofuran-2-one purpureacin-1 150134-21-7 CCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1 InChI=1S/C37H66O8/c1-3-4-5-6-7-8-12-15-18-31(39)35-23-24-36(45-35)33(41)21-20-32(40)34-22-19-30(44-34)17-14-11-9-10-13-16-29(38)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3 HKMBLJVHVBJAIH-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 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 Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Secondary alcohol Tetrahydrofuran polyketide logp 5.83 ALOGPS logs -5.55 ALOGPS solubility 1.80e-03 g/l ALOGPS melting_point Mp 107-109° (95-97°) logp 7.3 ChemAxon pka_strongest_acidic 13.69 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-[9-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)-2-hydroxynonyl]-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 638.9151 ChemAxon mono_mass 638.475769088 ChemAxon smiles CCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1 ChemAxon formula C37H66O8 ChemAxon inchi InChI=1S/C37H66O8/c1-3-4-5-6-7-8-12-15-18-31(39)35-23-24-36(45-35)33(41)21-20-32(40)34-22-19-30(44-34)17-14-11-9-10-13-16-29(38)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3 ChemAxon inchikey HKMBLJVHVBJAIH-UHFFFAOYSA-N ChemAxon polar_surface_area 125.68 ChemAxon refractivity 178.07 ChemAxon polarizability 78.48 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25808 Specdb::CMs 601640 Specdb::CMs 601641 Specdb::CMs 601642 Specdb::CMs 601643 Specdb::CMs 601644 Specdb::CMs 601645 Specdb::CMs 601646 Specdb::CMs 601647 Specdb::CMs 601648 Specdb::CMs 601649 Specdb::CMs 601650 Specdb::CMs 601651 Specdb::CMs 601652 Specdb::CMs 601653 Specdb::CMs 601654 Specdb::CMs 601655 Specdb::CMs 601656 Specdb::CMs 601657 Specdb::CMs 601658 Specdb::CMs 601659 Specdb::CMs 601660 Specdb::CMs 601661 Specdb::CMs 601662 Specdb::CMs 601663 Specdb::MsMs 6842 Specdb::MsMs 6843 Specdb::MsMs 6844 Specdb::MsMs 7529 Specdb::MsMs 7530 Specdb::MsMs 7531 Specdb::MsMs 8573 Specdb::MsMs 8574 Specdb::MsMs 8575 Specdb::MsMs 9185 Specdb::MsMs 9186 Specdb::MsMs 9187 Specdb::MsMs 11321 Specdb::MsMs 11322 Specdb::MsMs 11323 Specdb::MsMs 11351 Specdb::MsMs 11352 Specdb::MsMs 11353 Specdb::MsMs 13514 Specdb::MsMs 13515 Specdb::MsMs 13516 Specdb::MsMs 14201 Specdb::MsMs 14202 Specdb::MsMs 14203 Specdb::MsMs 15245 HMDB0034739 Alcoholic beverages Unknown generic Beverages Unknown generic Fruits Unknown generic