1.0 2016-10-03 18:38:50 UTC 2020-05-21 16:29:07 UTC BMDB0012452 BMDB12452 all-trans-18-Hydroxyretinoic acid all-trans-18-Hydroxyretinoic acid, also known as All-trans-18-hydroxyretinoic acid or All-trans-All-trans-all-trans-18-hydroxyretinoic acid, 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. all-trans-18-Hydroxyretinoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. all-trans-18-Hydroxyretinoic acid can be biosynthesized from all-trans-retinoic acid through its interaction with the enzyme cytochrome P450 26A1. In cattle, all-trans-All-trans-all-trans-18-hydroxyretinoic acid is involved in the metabolic pathway called the retinol metabolism pathway. 18-Hydroxy-all-trans-retinoic acid 18-Hydroxyretinoic acid all-trans-9-(2-(Hydroxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid 18-Hydroxy-all-trans-retinoate 18-Hydroxyretinoate all-trans-9-(2-(Hydroxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl)-3,7-dimethyl-2,4,6,8-nonatetraenoate all-trans-18-Hydroxyretinoate rac-18-Hydroxy-all-trans-retinoate rac-18-Hydroxy-all-trans-retinoic acid all-trans-18-Hydroxyretinoic acid C20H28O3 316.4345 316.203844762 (2E,4E,6E,8E)-9-[2-(hydroxymethyl)-6,6-dimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenoic acid (2E,4E,6E,8E)-9-[2-(hydroxymethyl)-6,6-dimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenoic acid 63531-93-1 C\C(\C=C\C1=C(CO)CCCC1(C)C)=C/C=C/C(/C)=C/C(O)=O InChI=1S/C20H28O3/c1-15(7-5-8-16(2)13-19(22)23)10-11-18-17(14-21)9-6-12-20(18,3)4/h5,7-8,10-11,13,21H,6,9,12,14H2,1-4H3,(H,22,23)/b8-5+,11-10+,15-7+,16-13+ XSJOIRFEYHJNAW-FCKHSPHMSA-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. Organic compounds Lipids and lipid-like molecules Prenol lipids Retinoids Retinoids Carbonyl compounds Carboxylic acids Diterpenoids Hydrocarbon derivatives Hydroxy fatty acids Medium-chain fatty acids Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Primary alcohols Unsaturated fatty acids Alcohol Aliphatic homomonocyclic compound Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Diterpenoid Fatty acid Fatty acyl Hydrocarbon derivative Hydroxy fatty acid Medium-chain fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Retinoic acid Retinoid skeleton Unsaturated fatty acid Aliphatic homomonocyclic compounds Retinoids retinoid Solid logp 4.79 ALOGPS logs -4.57 ALOGPS logp 3.73 ChemAxon pka_strongest_acidic 5 ChemAxon pka_strongest_basic -1.8 ChemAxon iupac (2E,4E,6E,8E)-9-[2-(hydroxymethyl)-6,6-dimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenoic acid ChemAxon average_mass 316.4345 ChemAxon mono_mass 316.203844762 ChemAxon smiles C\C(\C=C\C1=C(CO)CCCC1(C)C)=C/C=C/C(/C)=C/C(O)=O ChemAxon formula C20H28O3 ChemAxon inchi InChI=1S/C20H28O3/c1-15(7-5-8-16(2)13-19(22)23)10-11-18-17(14-21)9-6-12-20(18,3)4/h5,7-8,10-11,13,21H,6,9,12,14H2,1-4H3,(H,22,23)/b8-5+,11-10+,15-7+,16-13+ ChemAxon inchikey XSJOIRFEYHJNAW-FCKHSPHMSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 99.57 ChemAxon polarizability 37.47 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Retinol Metabolism SMP0087260 Specdb::CMs 15661 Specdb::CMs 39920 Specdb::CMs 146469 Specdb::MsMs 300688 Specdb::MsMs 300689 Specdb::MsMs 300690 Specdb::MsMs 343015 Specdb::MsMs 343016 Specdb::MsMs 343017 Specdb::MsMs 2691650 Specdb::MsMs 2691651 Specdb::MsMs 2691652 Specdb::MsMs 2991101 Specdb::MsMs 2991102 Specdb::MsMs 2991103 FDB029068 5005673 C16679 80657 6506224 BMDBP02993 Cytochrome P450 26B1 E1BHJ4 CYP26B1 Enzyme