1.0 2010-04-08 22:10:33 UTC 2019-11-26 03:08:03 UTC FDB013150 20,23-cis-Bullatalicinone Constituent of unripe fruit of Rollinia mucosa (biriba). 20,23-cis-Bullatalicinone is found in alcoholic beverages and fruits. 20,23-cis-Bullatalicinone C37H66O8 638.9151 638.475769088 5-[7-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)heptyl]-3-(2-oxopropyl)oxolan-2-one 5-[7-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)heptyl]-3-(2-oxopropyl)oxolan-2-one CCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCC2CC(CC(C)=O)C(=O)O2)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)34-22-19-29(43-34)16-13-10-9-11-14-17-30-26-28(25-27(2)38)37(42)44-30/h28-36,39-41H,3-26H2,1-2H3 WAZNHZWSJGMXPS-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 Carboxylic acid esters Dialkyl ethers Gamma butyrolactones Hydrocarbon derivatives Ketones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Tetrahydrofurans Alcohol Aliphatic heteromonocyclic compound Annonaceae acetogenin skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Ether Gamma butyrolactone Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Secondary alcohol Tetrahydrofuran logp 6.11 ALOGPS logs -5.87 ALOGPS solubility 8.56e-04 g/l ALOGPS melting_point Mp 95-96° logp 7.09 ChemAxon pka_strongest_acidic 13.72 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 5-[7-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)heptyl]-3-(2-oxopropyl)oxolan-2-one ChemAxon average_mass 638.9151 ChemAxon mono_mass 638.475769088 ChemAxon smiles CCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCC2CC(CC(C)=O)C(=O)O2)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)34-22-19-29(43-34)16-13-10-9-11-14-17-30-26-28(25-27(2)38)37(42)44-30/h28-36,39-41H,3-26H2,1-2H3 ChemAxon inchikey WAZNHZWSJGMXPS-UHFFFAOYSA-N ChemAxon polar_surface_area 122.52 ChemAxon refractivity 176.21 ChemAxon polarizability 78.39 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16333 Specdb::CMs 601605 Specdb::CMs 601606 Specdb::CMs 601607 Specdb::CMs 601608 Specdb::CMs 601609 Specdb::CMs 601610 Specdb::CMs 601611 Specdb::CMs 601612 Specdb::CMs 601613 Specdb::CMs 601614 Specdb::CMs 601615 Specdb::CMs 601616 Specdb::CMs 601617 Specdb::CMs 601618 Specdb::CMs 601619 Specdb::CMs 601620 Specdb::CMs 601621 Specdb::CMs 601622 Specdb::CMs 601623 Specdb::CMs 601624 Specdb::CMs 601625 Specdb::CMs 601626 Specdb::CMs 601627 Specdb::CMs 601628 Specdb::MsMs 7574 Specdb::MsMs 7575 Specdb::MsMs 7576 Specdb::MsMs 14246 Specdb::MsMs 14247 Specdb::MsMs 14248 Specdb::MsMs 2442124 Specdb::MsMs 2442125 Specdb::MsMs 2442126 Specdb::MsMs 2520164 Specdb::MsMs 2520165 Specdb::MsMs 2520166 HMDB34628 #<Reference:0x000055ce325bd280> Alcoholic beverages Unknown generic Fruits Unknown generic