1.0 2010-04-08 22:11:57 UTC 2019-11-26 03:11:58 UTC FDB015628 Argophyllin B Argophyllin b is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Argophyllin b can be found in sunflower, which makes argophyllin b a potential biomarker for the consumption of this food product. Argophyllin B C20H28O7 380.4321 380.18350325 (1S,2R,4R,6R,8S,9S,11R)-8-hydroxy-9-(hydroxymethyl)-4-methyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradecan-2-yl (2Z)-2-methylbut-2-enoate (1S,2R,4R,6R,8S,9S,11R)-8-hydroxy-9-(hydroxymethyl)-4-methyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradecan-2-yl (2Z)-2-methylbut-2-enoate 81686-18-2 C\C=C(\C)C(=O)O[C@@H]1C[C@@]2(C)O[C@@H]2C[C@H](O)[C@H](CO)C[C@H]2OC(=O)C(=C)[C@H]12 InChI=1S/C20H28O7/c1-5-10(2)18(23)26-15-8-20(4)16(27-20)7-13(22)12(9-21)6-14-17(15)11(3)19(24)25-14/h5,12-17,21-22H,3,6-9H2,1-2,4H3/b10-5-/t12-,13-,14+,15+,16+,17-,20-/m0/s1 FWOAAAUYUVVHOD-FYYQHIOXSA-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 Dialkyl ethers Dicarboxylic acids and derivatives Enoate esters Epoxides Fatty acid esters Gamma butyrolactones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Primary alcohols Secondary alcohols Sesquiterpenoids Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Dicarboxylic acid or derivatives Enoate ester Ether Fatty acid ester Fatty acyl Gamma butyrolactone Germacranolide Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxirane Primary alcohol Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp 0.83 ALOGPS logs -2.32 ALOGPS solubility 1.82e+00 g/l ALOGPS melting_point Mp 63-69° logp 1.18 ChemAxon pka_strongest_acidic 14.69 ChemAxon pka_strongest_basic -2.6 ChemAxon iupac (1S,2R,4R,6R,8S,9S,11R)-8-hydroxy-9-(hydroxymethyl)-4-methyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradecan-2-yl (2Z)-2-methylbut-2-enoate ChemAxon average_mass 380.4321 ChemAxon mono_mass 380.18350325 ChemAxon smiles C\C=C(\C)C(=O)O[C@@H]1C[C@@]2(C)O[C@@H]2C[C@H](O)[C@H](CO)C[C@H]2OC(=O)C(=C)[C@H]12 ChemAxon formula C20H28O7 ChemAxon inchi InChI=1S/C20H28O7/c1-5-10(2)18(23)26-15-8-20(4)16(27-20)7-13(22)12(9-21)6-14-17(15)11(3)19(24)25-14/h5,12-17,21-22H,3,6-9H2,1-2,4H3/b10-5-/t12-,13-,14+,15+,16+,17-,20-/m0/s1 ChemAxon inchikey FWOAAAUYUVVHOD-FYYQHIOXSA-N ChemAxon polar_surface_area 105.59 ChemAxon refractivity 96.75 ChemAxon polarizability 38.88 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 63792 Specdb::MsMs 63793 Specdb::MsMs 63794 Specdb::MsMs 120795 Specdb::MsMs 120796 Specdb::MsMs 120797 Sunflower Type 1 specific Helianthus annuus 4232 17.6 17.6 17.6 mg/100 g Anti feedant 275 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.