1.0 2010-04-08 22:06:07 UTC 2025-11-18 22:55:25 UTC FDB004166 Psilostachyin C Psilostachyin c is a member of the class of compounds known as ambrosanolides and secoambrosanolides. Ambrosanolides and secoambrosanolides are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). Psilostachyin c is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Psilostachyin c can be found in mugwort, which makes psilostachyin c a potential biomarker for the consumption of this food product. C15H20O4 264.3169 264.136159128 1,9-dimethyl-5-methylidene-3,14-dioxatricyclo[8.4.0.0²,⁶]tetradecane-4,13-dione 1,9-dimethyl-5-methylidene-3,14-dioxatricyclo[8.4.0.0²,⁶]tetradecane-4,13-dione CC1CCC2C(OC(=O)C2=C)C2(C)OC(=O)CCC12 InChI=1S/C15H20O4/c1-8-4-5-10-9(2)14(17)18-13(10)15(3)11(8)6-7-12(16)19-15/h8,10-11,13H,2,4-7H2,1,3H3 FZYIWDQVFMUXPW-UHFFFAOYSA-N belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). Ambrosanolides and secoambrosanolides Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Carbonyl compounds Delta valerolactones Dicarboxylic acids and derivatives Enoate esters Gamma butyrolactones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Sesquiterpenoids Tetrahydrofurans Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Delta valerolactone Delta_valerolactone Dicarboxylic acid or derivatives Enoate ester Gamma butyrolactone Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Secoambrosanolide Sesquiterpenoid Tetrahydrofuran logp 2.81 ALOGPS logs -2.96 ALOGPS solubility 2.88e-01 g/l ALOGPS logp 2.65 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac 1,9-dimethyl-5-methylidene-3,14-dioxatricyclo[8.4.0.0²,⁶]tetradecane-4,13-dione ChemAxon average_mass 264.3169 ChemAxon mono_mass 264.136159128 ChemAxon smiles CC1CCC2C(OC(=O)C2=C)C2(C)OC(=O)CCC12 ChemAxon formula C15H20O4 ChemAxon inchi InChI=1S/C15H20O4/c1-8-4-5-10-9(2)14(17)18-13(10)15(3)11(8)6-7-12(16)19-15/h8,10-11,13H,2,4-7H2,1,3H3 ChemAxon inchikey FZYIWDQVFMUXPW-UHFFFAOYSA-N ChemAxon polar_surface_area 52.6 ChemAxon refractivity 67.9 ChemAxon polarizability 27.82 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 72075 Specdb::MsMs 72076 Specdb::MsMs 72077 Specdb::MsMs 130887 Specdb::MsMs 130888 Specdb::MsMs 130889 Specdb::MsMs 3600089 Specdb::MsMs 3600090 Specdb::MsMs 3600091 Specdb::MsMs 3600092 Specdb::MsMs 3600093 Specdb::MsMs 3600094 Mugwort Type 1 specific Artemisia vulgaris 4220