1.0 2010-04-08 22:06:07 UTC 2025-11-18 22:55:24 UTC FDB004165 Psilostachyin Psilostachyin 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 is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Psilostachyin can be found in mugwort, which makes psilostachyin a potential biomarker for the consumption of this food product. Psilostachyins are bio-active isolates of Ambrosia psilostachya . 11-Epipsilostachyin Cordilin Psilostachyin a C15H20O5 280.3163 280.13107375 8-hydroxy-6,8-dimethyl-3-methylidene-octahydrospiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione 8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3aH-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione CC1CCC2C(OC(=O)C2=C)C(C)(O)C11CCC(=O)O1 InChI=1S/C15H20O5/c1-8-4-5-10-9(2)13(17)19-12(10)14(3,18)15(8)7-6-11(16)20-15/h8,10,12,18H,2,4-7H2,1,3H3 IRPFOXRBPHCCTG-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 Cyclic alcohols and derivatives Dicarboxylic acids and derivatives Enoate esters Gamma butyrolactones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Sesquiterpenoids Tertiary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dicarboxylic acid or derivatives Enoate ester Gamma butyrolactone Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Secoambrosanolide Sesquiterpenoid Tertiary alcohol Tetrahydrofuran logp 0.80 ALOGPS logs -1.98 ALOGPS solubility 2.93e+00 g/l ALOGPS logp 1.65 ChemAxon pka_strongest_acidic 12.89 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 8-hydroxy-6,8-dimethyl-3-methylidene-octahydrospiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione ChemAxon average_mass 280.3163 ChemAxon mono_mass 280.13107375 ChemAxon smiles CC1CCC2C(OC(=O)C2=C)C(C)(O)C11CCC(=O)O1 ChemAxon formula C15H20O5 ChemAxon inchi InChI=1S/C15H20O5/c1-8-4-5-10-9(2)13(17)19-12(10)14(3,18)15(8)7-6-11(16)20-15/h8,10,12,18H,2,4-7H2,1,3H3 ChemAxon inchikey IRPFOXRBPHCCTG-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 69.27 ChemAxon polarizability 28.62 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 47724 Specdb::MsMs 47725 Specdb::MsMs 47726 Specdb::MsMs 169896 Specdb::MsMs 169897 Specdb::MsMs 169898 Specdb::MsMs 3600083 Specdb::MsMs 3600084 Specdb::MsMs 3600085 Specdb::MsMs 3600086 Specdb::MsMs 3600087 Specdb::MsMs 3600088 Mugwort Type 1 specific Artemisia vulgaris 4220