1.0 2010-04-08 22:09:39 UTC 2025-11-18 23:27:52 UTC FDB011459 12,15-cis-Squamostatin D Constituent of the seeds of Annona atemoya (custard apple). 12,15-cis-Squamostatin D is found in fruits. 12,15-cis-Squamostatin D C37H66O7 622.9157 622.480854466 3-[9-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)nonyl]-5-methyl-2,5-dihydrofuran-2-one 3-[9-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)nonyl]-5-methyl-5H-furan-2-one 158515-34-5 CCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1 InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(38)35-25-26-36(44-35)33(40)23-22-32(39)34-24-21-30(43-34)19-16-13-10-8-9-12-15-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3 VZEPVAAWZDUQLP-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 logp 6.91 ALOGPS logs -5.97 ALOGPS solubility 6.60e-04 g/l ALOGPS logp 8.68 ChemAxon pka_strongest_acidic 13.7 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 3-[9-(5-{1,4-dihydroxy-4-[5-(1-hydroxyundecyl)oxolan-2-yl]butyl}oxolan-2-yl)nonyl]-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 622.9157 ChemAxon mono_mass 622.480854466 ChemAxon smiles CCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1 ChemAxon formula C37H66O7 ChemAxon inchi InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(38)35-25-26-36(44-35)33(40)23-22-32(39)34-24-21-30(43-34)19-16-13-10-8-9-12-15-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3 ChemAxon inchikey VZEPVAAWZDUQLP-UHFFFAOYSA-N ChemAxon polar_surface_area 105.45 ChemAxon refractivity 176.4 ChemAxon polarizability 77.11 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 11498 Specdb::MsMs 11499 Specdb::MsMs 11500 Specdb::MsMs 18170 Specdb::MsMs 18171 Specdb::MsMs 18172 Specdb::MsMs 2661691 Specdb::MsMs 2661692 Specdb::MsMs 2661693 Specdb::MsMs 3019803 Specdb::MsMs 3019804 Specdb::MsMs 3019805 Specdb::CMs 19128 Specdb::CMs 42464 Specdb::CMs 547336 Specdb::CMs 547337 Specdb::CMs 547338 Specdb::CMs 547339 Specdb::CMs 547340 Specdb::CMs 547341 Specdb::CMs 547342 Specdb::CMs 547343 Specdb::CMs 547344 Specdb::CMs 547345 Specdb::CMs 547346 Specdb::CMs 547347 Specdb::CMs 792851 HMDB31392 #<Reference:0x000055ce325aeb18> Fruits Unknown generic