1.0 2010-04-08 22:15:14 UTC 2019-11-26 03:19:24 UTC FDB020758 Gigantetrocinone Constituent of Asimina triloba (pawpaw). Gigantetrocinone is found in fruits. C35H64O7 596.8785 596.465204402 3-(2-oxopropyl)-5-{5-[5-(1,4,5-trihydroxynonadecyl)oxolan-2-yl]pentyl}oxolan-2-one 3-(2-oxopropyl)-5-{5-[5-(1,4,5-trihydroxynonadecyl)oxolan-2-yl]pentyl}oxolan-2-one CCCCCCCCCCCCCCC(O)C(O)CCC(O)C1CCC(CCCCCC2CC(CC(C)=O)C(=O)O2)O1 InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-31(37)32(38)22-23-33(39)34-24-21-29(41-34)18-15-14-16-19-30-26-28(25-27(2)36)35(40)42-30/h28-34,37-39H,3-26H2,1-2H3 QVMZZZFJAWBQSP-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 Long-chain fatty alcohols Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Polyols 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 Long chain fatty alcohol Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Secondary alcohol Tetrahydrofuran logp 6.70 ALOGPS logs -5.97 ALOGPS solubility 6.46e-04 g/l ALOGPS melting_point Mp 91-92° logp 7.5 ChemAxon pka_strongest_acidic 13.73 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 3-(2-oxopropyl)-5-{5-[5-(1,4,5-trihydroxynonadecyl)oxolan-2-yl]pentyl}oxolan-2-one ChemAxon average_mass 596.8785 ChemAxon mono_mass 596.465204402 ChemAxon smiles CCCCCCCCCCCCCCC(O)C(O)CCC(O)C1CCC(CCCCCC2CC(CC(C)=O)C(=O)O2)O1 ChemAxon formula C35H64O7 ChemAxon inchi InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-31(37)32(38)22-23-33(39)34-24-21-29(41-34)18-15-14-16-19-30-26-28(25-27(2)36)35(40)42-30/h28-34,37-39H,3-26H2,1-2H3 ChemAxon inchikey QVMZZZFJAWBQSP-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 167.49 ChemAxon polarizability 74.34 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22219 Specdb::CMs 47028 Specdb::CMs 456259 Specdb::CMs 456260 Specdb::CMs 456261 Specdb::CMs 456262 Specdb::CMs 456263 Specdb::CMs 456264 Specdb::CMs 456265 Specdb::CMs 456266 Specdb::CMs 456267 Specdb::CMs 456268 Specdb::CMs 456269 Specdb::CMs 456270 Specdb::CMs 456271 Specdb::CMs 456272 Specdb::CMs 456273 Specdb::CMs 456274 Specdb::CMs 456275 Specdb::CMs 456276 Specdb::CMs 456277 Specdb::CMs 456278 Specdb::CMs 456279 Specdb::CMs 456280 Specdb::CMs 456281 Specdb::MsMs 10574 Specdb::MsMs 10575 Specdb::MsMs 10576 Specdb::MsMs 17246 Specdb::MsMs 17247 Specdb::MsMs 17248 Specdb::MsMs 2320658 Specdb::MsMs 2320659 Specdb::MsMs 2320660 Specdb::MsMs 2614144 Specdb::MsMs 2614145 Specdb::MsMs 2614146 HMDB40919 #<Reference:0x00007f093c110b10> Fruits Unknown generic