1.0 2010-04-08 22:06:48 UTC 2019-11-26 03:00:43 UTC FDB005698 3-Ethoxyniveusin A 3-ethoxyniveusin a is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 3-ethoxyniveusin a can be found in sunflower, which makes 3-ethoxyniveusin a a potential biomarker for the consumption of this food product. C22H32O8 424.4847 424.209718 (1R,4R,8S,9R,11R,12S)-1-ethoxy-12-hydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2E)-2-methylbut-2-enoate (1R,4R,8S,9R,11R,12S)-1-ethoxy-12-hydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2E)-2-methylbut-2-enoate CCO[C@@]12C[C@H](O)[C@@](C)(C[C@@H](OC(=O)C(\C)=C\C)[C@@H]3[C@@H](CC1CO)OC(=O)C3=C)O2 InChI=1S/C22H32O8/c1-6-12(3)19(25)29-16-9-21(5)17(24)10-22(30-21,27-7-2)14(11-23)8-15-18(16)13(4)20(26)28-15/h6,14-18,23-24H,4,7-11H2,1-3,5H3/b12-6+/t14?,15-,16-,17+,18+,21?,22?/m1/s1 CQMHDUOGTKOQML-COLTVXQJSA-N belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Germacranolides and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Carbonyl compounds Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Gamma butyrolactones Hydrocarbon derivatives Ketals Monosaccharides Organic oxides Oxacyclic compounds Primary alcohols Secondary alcohols Sesquiterpenoids Tetrahydrofurans Acetal Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Enoate ester Fatty acid ester Fatty acyl Gamma butyrolactone Germacranolide Hydrocarbon derivative Ketal Lactone Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Primary alcohol Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp 1.50 ALOGPS logs -2.60 ALOGPS solubility 1.08e+00 g/l ALOGPS logp 2.31 ChemAxon pka_strongest_acidic 13.8 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac (1R,4R,8S,9R,11R,12S)-1-ethoxy-12-hydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2E)-2-methylbut-2-enoate ChemAxon average_mass 424.4847 ChemAxon mono_mass 424.209718 ChemAxon smiles CCO[C@@]12C[C@H](O)[C@@](C)(C[C@@H](OC(=O)C(\C)=C\C)[C@@H]3[C@@H](CC1CO)OC(=O)C3=C)O2 ChemAxon formula C22H32O8 ChemAxon inchi InChI=1S/C22H32O8/c1-6-12(3)19(25)29-16-9-21(5)17(24)10-22(30-21,27-7-2)14(11-23)8-15-18(16)13(4)20(26)28-15/h6,14-18,23-24H,4,7-11H2,1-3,5H3/b12-6+/t14?,15-,16-,17+,18+,21?,22?/m1/s1 ChemAxon inchikey CQMHDUOGTKOQML-COLTVXQJSA-N ChemAxon polar_surface_area 111.52 ChemAxon refractivity 107.09 ChemAxon polarizability 44.41 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 93009 Specdb::MsMs 93010 Specdb::MsMs 93011 Specdb::MsMs 156720 Specdb::MsMs 156721 Specdb::MsMs 156722 Sunflower Type 1 specific Helianthus annuus 4232 1.1 1.1 1.1 mg/100 g