1.0 2010-04-08 22:11:43 UTC 2019-11-26 03:11:20 UTC FDB015238 4-Deoxy-6-hydroxysquamotacin Constituent of Annona glabra (pond apple). 4-Deoxy-6-hydroxysquamotacin is found in alcoholic beverages and fruits. 4-Deoxy-6-hydroxysquamotacin C37H66O7 622.9157 622.480854466 3-(4,11-dihydroxy-11-{5-[5-(1-hydroxytridecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-5-methyl-2,5-dihydrofuran-2-one 3-(4,11-dihydroxy-11-{5-[5-(1-hydroxytridecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-5-methyl-5H-furan-2-one CCCCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCC(O)CCCC1=CC(C)OC1=O InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(39)33-23-25-35(43-33)36-26-24-34(44-36)32(40)22-16-13-12-14-19-30(38)20-17-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3 WWLPFTIHLMRECR-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 6.90 ALOGPS logs -6.04 ALOGPS solubility 5.74e-04 g/l ALOGPS logp 8.68 ChemAxon pka_strongest_acidic 13.87 ChemAxon pka_strongest_basic -1.2 ChemAxon iupac 3-(4,11-dihydroxy-11-{5-[5-(1-hydroxytridecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 622.9157 ChemAxon mono_mass 622.480854466 ChemAxon smiles CCCCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCC(O)CCCC1=CC(C)OC1=O ChemAxon formula C37H66O7 ChemAxon inchi InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(39)33-23-25-35(43-33)36-26-24-34(44-36)32(40)22-16-13-12-14-19-30(38)20-17-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3 ChemAxon inchikey WWLPFTIHLMRECR-UHFFFAOYSA-N ChemAxon polar_surface_area 105.45 ChemAxon refractivity 176.4 ChemAxon polarizability 78.84 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24378 Specdb::CMs 44834 Specdb::CMs 547448 Specdb::CMs 547449 Specdb::CMs 547450 Specdb::CMs 547451 Specdb::CMs 547452 Specdb::CMs 547453 Specdb::CMs 547454 Specdb::CMs 547455 Specdb::CMs 547456 Specdb::CMs 547457 Specdb::CMs 547458 Specdb::CMs 547459 Specdb::CMs 792859 Specdb::MsMs 100608 Specdb::MsMs 100609 Specdb::MsMs 100610 Specdb::MsMs 165990 Specdb::MsMs 165991 Specdb::MsMs 165992 Specdb::MsMs 2443915 Specdb::MsMs 2443916 Specdb::MsMs 2443917 Specdb::MsMs 2522022 Specdb::MsMs 2522023 Specdb::MsMs 2522024 HMDB36363 #<Reference:0x000055ce318087e8> Alcoholic beverages Unknown generic Fruits Unknown generic