1.0 2010-04-08 22:05:06 UTC 2025-11-18 22:32:50 UTC FDB001761 Apo-15-zeaxanthinal Apo-15-zeaxanthinal, also known as (-)-(R)-all-trans-3-hydroxyretinal, is a member of the class of compounds known as retinoids. Retinoids are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Thus, apo-15-zeaxanthinal is considered to be an isoprenoid lipid molecule. Apo-15-zeaxanthinal is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Apo-15-zeaxanthinal can be found in a number of food items such as red bell pepper, pepper (c. annuum), green bell pepper, and italian sweet red pepper, which makes apo-15-zeaxanthinal a potential biomarker for the consumption of these food products. (3R)-3-Hydroxyretinal C20H28O2 300.4351 300.20893014 (2E,4E,6E,8E)-9-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenal (2E,4E,6E,8E)-9-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenal 60046-53-9 O=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C InChI=1S/C20H28O2/c1-15(7-6-8-16(2)11-12-21)9-10-19-17(3)13-18(22)14-20(19,4)5/h6-12,18,22H,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-11+/t18-/m1/s1 QPRQNCDEPWLQRO-ZCEAMUHZSA-N belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Retinoids Organic compounds Lipids and lipid-like molecules Prenol lipids Retinoids Aliphatic homomonocyclic compounds Aldehydes Diterpenoids Enals Hydrocarbon derivatives Organic oxides Secondary alcohols Alcohol Aldehyde Aliphatic homomonocyclic compound Alpha,beta-unsaturated aldehyde Carbonyl group Diterpenoid Enal Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Retinoid skeleton Secondary alcohol Retinoids retinoid logp 5.41 ALOGPS logs -4.41 ALOGPS solubility 1.18e-02 g/l ALOGPS logp 3.47 ChemAxon pka_strongest_acidic 18.91 ChemAxon pka_strongest_basic -1.1 ChemAxon iupac (2E,4E,6E,8E)-9-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenal ChemAxon average_mass 300.4351 ChemAxon mono_mass 300.20893014 ChemAxon smiles O=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C ChemAxon formula C20H28O2 ChemAxon inchi InChI=1S/C20H28O2/c1-15(7-6-8-16(2)11-12-21)9-10-19-17(3)13-18(22)14-20(19,4)5/h6-12,18,22H,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-11+/t18-/m1/s1 ChemAxon inchikey QPRQNCDEPWLQRO-ZCEAMUHZSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 98.53 ChemAxon polarizability 36.59 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 4890 Specdb::CMs 1089517 Specdb::MsMs 47181 Specdb::MsMs 47182 Specdb::MsMs 47183 Specdb::MsMs 151401 Specdb::MsMs 151402 Specdb::MsMs 151403 Specdb::MsMs 3598375 Specdb::MsMs 3598376 Specdb::MsMs 3598377 Specdb::MsMs 3599672 Specdb::MsMs 3599673 Specdb::MsMs 3599674 Green bell pepper Type 1 specific Capsicum annuum 4072 Italian sweet red pepper Type 1 specific Capsicum annuum 4072 Orange bell pepper Type 1 specific Capsicum annuum 4072 Pepper Type 1 specific Capsicum annuum 4072 Red bell pepper Type 1 specific Capsicum annuum 4072 Yellow bell pepper Type 1 specific Capsicum annuum 4072