1.0 2010-04-08 22:11:51 UTC 2025-11-19 00:55:16 UTC FDB015450 9-Hydroxyasimicinone Constituent of Annona squamosa (sugar apple). 9-Hydroxyasimicinone is found in fruits. 9-Hydroxyasimicinone C37H66O8 638.9151 638.475769088 5-(5,11-dihydroxy-11-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-3-(2-oxopropyl)oxolan-2-one 5-(5,11-dihydroxy-11-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-3-(2-oxopropyl)oxolan-2-one 255900-36-8 CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCC(O)CCCCC1CC(CC(C)=O)C(=O)O1 InChI=1S/C37H66O8/c1-3-4-5-6-7-8-9-12-19-31(40)33-21-23-35(44-33)36-24-22-34(45-36)32(41)20-13-10-11-16-29(39)17-14-15-18-30-26-28(25-27(2)38)37(42)43-30/h28-36,39-41H,3-26H2,1-2H3 NWVGCWARKGPJIT-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 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 Secondary alcohol Tetrahydrofuran logp 6.13 ALOGPS logs -5.89 ALOGPS solubility 8.17e-04 g/l ALOGPS logp 7.09 ChemAxon pka_strongest_acidic 13.9 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac 5-(5,11-dihydroxy-11-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}undecyl)-3-(2-oxopropyl)oxolan-2-one ChemAxon average_mass 638.9151 ChemAxon mono_mass 638.475769088 ChemAxon smiles CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCC(O)CCCCC1CC(CC(C)=O)C(=O)O1 ChemAxon formula C37H66O8 ChemAxon inchi InChI=1S/C37H66O8/c1-3-4-5-6-7-8-9-12-19-31(40)33-21-23-35(44-33)36-24-22-34(45-36)32(41)20-13-10-11-16-29(39)17-14-15-18-30-26-28(25-27(2)38)37(42)43-30/h28-36,39-41H,3-26H2,1-2H3 ChemAxon inchikey NWVGCWARKGPJIT-UHFFFAOYSA-N ChemAxon polar_surface_area 122.52 ChemAxon refractivity 176.21 ChemAxon polarizability 78.86 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 106599 Specdb::MsMs 106600 Specdb::MsMs 106601 Specdb::MsMs 173400 Specdb::MsMs 173401 Specdb::MsMs 173402 Specdb::MsMs 2431909 Specdb::MsMs 2431910 Specdb::MsMs 2431911 Specdb::MsMs 2503430 Specdb::MsMs 2503431 Specdb::MsMs 2503432 Specdb::CMs 19845 Specdb::CMs 601712 Specdb::CMs 601713 Specdb::CMs 601714 Specdb::CMs 601715 Specdb::CMs 601716 Specdb::CMs 601717 Specdb::CMs 601718 Specdb::CMs 601719 Specdb::CMs 601720 Specdb::CMs 601721 Specdb::CMs 601722 Specdb::CMs 601723 Specdb::CMs 601724 Specdb::CMs 601725 Specdb::CMs 601726 Specdb::CMs 601727 Specdb::CMs 601728 Specdb::CMs 601729 Specdb::CMs 601730 Specdb::CMs 601731 Specdb::CMs 601732 Specdb::CMs 601733 Specdb::CMs 601734 Specdb::CMs 601735 HMDB36547 #<Reference:0x000055ce30c66390> Fruits Unknown generic