1.0 2010-04-08 22:07:51 UTC 2019-11-26 03:01:54 UTC FDB007943 Lactupicrin methyl ester Lactupicrin methyl ester is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lactupicrin methyl ester can be found in chicory, which makes lactupicrin methyl ester a potential biomarker for the consumption of this food product. C25H28O8 456.491 456.178417862 methyl 2-[4-hydroxy-3-(hydroxymethyl)-6-{[2-(4-hydroxyphenyl)acetyl]oxy}-6,8-dimethyl-1-oxo-1,3a,4,5,6,7-hexahydroazulen-5-yl]prop-2-enoate methyl 2-[4-hydroxy-3-(hydroxymethyl)-6-{[2-(4-hydroxyphenyl)acetyl]oxy}-6,8-dimethyl-1-oxo-3a,4,5,7-tetrahydroazulen-5-yl]prop-2-enoate COC(=O)C(=C)C1C(O)C2C(CO)=CC(=O)C2=C(C)CC1(C)OC(=O)CC1=CC=C(O)C=C1 InChI=1S/C25H28O8/c1-13-11-25(3,33-19(29)9-15-5-7-17(27)8-6-15)22(14(2)24(31)32-4)23(30)21-16(12-26)10-18(28)20(13)21/h5-8,10,21-23,26-27,30H,2,9,11-12H2,1,3-4H3 LYTHENPWSABMLO-UHFFFAOYSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aromatic homopolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Dicarboxylic acids and derivatives Enoate esters Hydrocarbon derivatives Ketones Methyl esters Organic oxides Primary alcohols Secondary alcohols 1-hydroxy-2-unsubstituted benzenoid Alcohol Alpha,beta-unsaturated carboxylic ester Aromatic homopolycyclic compound Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Enoate ester Hydrocarbon derivative Ketone Methyl ester Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Primary alcohol Secondary alcohol Sesquiterpenoid logp 2.04 ALOGPS logs -3.63 ALOGPS solubility 1.08e-01 g/l ALOGPS logp 1.72 ChemAxon pka_strongest_acidic 9.5 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac methyl 2-[4-hydroxy-3-(hydroxymethyl)-6-{[2-(4-hydroxyphenyl)acetyl]oxy}-6,8-dimethyl-1-oxo-1,3a,4,5,6,7-hexahydroazulen-5-yl]prop-2-enoate ChemAxon average_mass 456.491 ChemAxon mono_mass 456.178417862 ChemAxon smiles COC(=O)C(=C)C1C(O)C2C(CO)=CC(=O)C2=C(C)CC1(C)OC(=O)CC1=CC=C(O)C=C1 ChemAxon formula C25H28O8 ChemAxon inchi InChI=1S/C25H28O8/c1-13-11-25(3,33-19(29)9-15-5-7-17(27)8-6-15)22(14(2)24(31)32-4)23(30)21-16(12-26)10-18(28)20(13)21/h5-8,10,21-23,26-27,30H,2,9,11-12H2,1,3-4H3 ChemAxon inchikey LYTHENPWSABMLO-UHFFFAOYSA-N ChemAxon polar_surface_area 130.36 ChemAxon refractivity 120.62 ChemAxon polarizability 47.07 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 88758 Specdb::MsMs 88759 Specdb::MsMs 88760 Specdb::MsMs 151551 Specdb::MsMs 151552 Specdb::MsMs 151553 Specdb::MsMs 3604586 Specdb::MsMs 3604587 Specdb::MsMs 3604588 Specdb::MsMs 3604589 Specdb::MsMs 3604590 Specdb::MsMs 3604591 Chicory Type 1 specific Cichorium intybus 13427