1.0 2010-04-08 22:04:32 UTC 2025-11-18 22:17:05 UTC FDB000351 Oleuropein-aglycone Oleuropein-aglycone, also known as 3,4-dixydroxyphenylethanol elenolic acid or 3,4-dhpea-ea, belongs to iridoids and derivatives class of compounds. Those are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Oleuropein-aglycone is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Oleuropein-aglycone can be found in olive, which makes oleuropein-aglycone a potential biomarker for the consumption of this food product. 3,4-DHPEA-Elenolic acid C19H22O8 378.3732 378.13146768 methyl (2R,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-hydroxy-3,4-dihydro-2H-pyran-5-carboxylate methyl (4S,5E,6R)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-5-ethylidene-6-hydroxy-4,6-dihydropyran-3-carboxylate COC(=O)C1=CO[C@@H](O)\C(=C\C)[C@@H]1CC(=O)OCCC1=CC(O)=C(O)C=C1 InChI=1S/C19H22O8/c1-3-12-13(14(18(23)25-2)10-27-19(12)24)9-17(22)26-7-6-11-4-5-15(20)16(21)8-11/h3-5,8,10,13,19-21,24H,6-7,9H2,1-2H3/b12-3+/t13-,19+/m0/s1 BIWKXNFEOZXNLX-BBHIFXBUSA-N belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Iridoids and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Aromatic monoterpenoids Benzene and substituted derivatives Carbonyl compounds Catechols Dicarboxylic acids and derivatives Enoate esters Hemiacetals Hydrocarbon derivatives Methyl esters Monocyclic monoterpenoids Organic oxides Oxacyclic compounds Tyrosols and derivatives Vinylogous esters 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alpha,beta-unsaturated carboxylic ester Aromatic heteromonocyclic compound Aromatic monoterpenoid Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Catechol Dicarboxylic acid or derivatives Enoate ester Hemiacetal Hydrocarbon derivative Methyl ester Monocyclic benzene moiety Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Secoiridoid-skeleton Tyrosol derivative Vinylogous ester logp 2.16 ALOGPS logs -3.95 ALOGPS solubility 4.20e-02 g/l ALOGPS logp 1.88 ChemAxon pka_strongest_acidic 4.95 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac methyl (2R,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-hydroxy-3,4-dihydro-2H-pyran-5-carboxylate ChemAxon average_mass 378.3732 ChemAxon mono_mass 378.13146768 ChemAxon smiles COC(=O)C1=CO[C@@H](O)\C(=C\C)[C@@H]1CC(=O)OCCC1=CC(O)=C(O)C=C1 ChemAxon formula C19H22O8 ChemAxon inchi InChI=1S/C19H22O8/c1-3-12-13(14(18(23)25-2)10-27-19(12)24)9-17(22)26-7-6-11-4-5-15(20)16(21)8-11/h3-5,8,10,13,19-21,24H,6-7,9H2,1-2H3/b12-3+/t13-,19+/m0/s1 ChemAxon inchikey BIWKXNFEOZXNLX-BBHIFXBUSA-N ChemAxon polar_surface_area 122.52 ChemAxon refractivity 95.8 ChemAxon polarizability 37.88 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 81774 Specdb::MsMs 81775 Specdb::MsMs 81776 Specdb::MsMs 142965 Specdb::MsMs 142966 Specdb::MsMs 142967 Specdb::MsMs 3597094 Specdb::MsMs 3597095 Specdb::MsMs 3597096 Specdb::MsMs 3597097 Specdb::MsMs 3597098 Specdb::MsMs 3597099 Olive Type 1 specific Olea europaea 4146 33.72015 81.82414375 3.669524876 mg/100 g Olive oil Type 2