1.0 2010-04-08 22:10:40 UTC 2019-11-26 03:08:20 UTC FDB013377 27-Hydroxybullatacin Constituent of Annona glabra (pond apple). 27-Hydroxybullatacin is found in alcoholic beverages and fruits. 27-Hydroxybullatacin C37H66O8 638.9151 638.475769088 3-(13-{5-[5-(1,4-dihydroxyundecyl)oxolan-2-yl]oxolan-2-yl}-2,13-dihydroxytridecyl)-5-methyl-2,5-dihydrofuran-2-one 3-(13-{5-[5-(1,4-dihydroxyundecyl)oxolan-2-yl]oxolan-2-yl}-2,13-dihydroxytridecyl)-5-methyl-5H-furan-2-one CCCCCCCC(O)CCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O InChI=1S/C37H66O8/c1-3-4-5-10-13-16-29(38)19-20-32(41)34-22-24-36(45-34)35-23-21-33(44-35)31(40)18-15-12-9-7-6-8-11-14-17-30(39)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3 AJWQQZIFWOFRRM-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 5.79 ALOGPS logs -5.57 ALOGPS solubility 1.71e-03 g/l ALOGPS logp 7.3 ChemAxon pka_strongest_acidic 13.83 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-(13-{5-[5-(1,4-dihydroxyundecyl)oxolan-2-yl]oxolan-2-yl}-2,13-dihydroxytridecyl)-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 638.9151 ChemAxon mono_mass 638.475769088 ChemAxon smiles CCCCCCCC(O)CCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O ChemAxon formula C37H66O8 ChemAxon inchi InChI=1S/C37H66O8/c1-3-4-5-10-13-16-29(38)19-20-32(41)34-22-24-36(45-34)35-23-21-33(44-35)31(40)18-15-12-9-7-6-8-11-14-17-30(39)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3 ChemAxon inchikey AJWQQZIFWOFRRM-UHFFFAOYSA-N ChemAxon polar_surface_area 125.68 ChemAxon refractivity 178.07 ChemAxon polarizability 78.92 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14108 Specdb::CMs 601688 Specdb::CMs 601689 Specdb::CMs 601690 Specdb::CMs 601691 Specdb::CMs 601692 Specdb::CMs 601693 Specdb::CMs 601694 Specdb::CMs 601695 Specdb::CMs 601696 Specdb::CMs 601697 Specdb::CMs 601698 Specdb::CMs 601699 Specdb::CMs 601700 Specdb::CMs 601701 Specdb::CMs 601702 Specdb::CMs 601703 Specdb::CMs 601704 Specdb::CMs 601705 Specdb::CMs 601706 Specdb::CMs 601707 Specdb::CMs 601708 Specdb::CMs 601709 Specdb::CMs 601710 Specdb::CMs 601711 Specdb::MsMs 7874 Specdb::MsMs 7875 Specdb::MsMs 7876 Specdb::MsMs 14546 Specdb::MsMs 14547 Specdb::MsMs 14548 Specdb::MsMs 2371037 Specdb::MsMs 2371038 Specdb::MsMs 2371039 Specdb::MsMs 2563857 Specdb::MsMs 2563858 Specdb::MsMs 2563859 HMDB34819 #<Reference:0x000055ce318ef5f8> Alcoholic beverages Unknown generic Fruits Unknown generic