1.0 2016-10-03 18:38:48 UTC 2020-05-21 16:29:27 UTC BMDB0012451 BMDB12451 all-trans-5,6-Epoxyretinoic acid all-trans-5,6-Epoxyretinoic 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-5,6-Epoxyretinoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. all-trans-5,6-Epoxyretinoic acid can be biosynthesized from all-trans-retinoic acid; which is mediated by the enzyme cytochrome P450. In cattle, all-trans-All-trans-all-trans-5,6-epoxyretinoic acid is involved in the metabolic pathway called the retinol metabolism pathway. all-trans-5,6-Epoxy-5,6-dihydroretinoic acid all-trans-5,6-Epoxy-5,6-dihydroretinoate all-trans-5,6-Epoxyretinoate 5,6-Epoxy-5,6-dihydro-retinoate 5,6-Epoxy-5,6-dihydro-retinoic acid 5,6-Epoxyretinoic acid, (13-cis)-isomer 5,6-Epoxyretinoic acid, sodium salt 5,6-Epoxyretinoic acid 5,6-Epoxy-5,6-dihydroretinoic acid 5,6-Epoxy-atRA all-trans-5,6-Epoxyretinoic acid C20H28O3 316.4345 316.203844762 (2E,4E,6E,8E)-3,7-dimethyl-9-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}nona-2,4,6,8-tetraenoic acid (2E,4E,6E,8E)-3,7-dimethyl-9-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}nona-2,4,6,8-tetraenoic acid 13100-69-1 C\C(\C=C\C12OC1(C)CCCC2(C)C)=C/C=C/C(/C)=C/C(O)=O InChI=1S/C20H28O3/c1-15(8-6-9-16(2)14-17(21)22)10-13-20-18(3,4)11-7-12-19(20,5)23-20/h6,8-10,13-14H,7,11-12H2,1-5H3,(H,21,22)/b9-6+,13-10+,15-8+,16-14+ KEEHJLBAOLGBJZ-WEDZBJJJSA-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 Dialkyl ethers Diterpenoids Epoxides Epoxy fatty acids Hydrocarbon derivatives Medium-chain fatty acids Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxepanes Unsaturated fatty acids Aliphatic heteropolycyclic compound Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dialkyl ether Diterpenoid Epoxy fatty acid Ether Fatty acid Fatty acyl Heterocyclic fatty acid Hydrocarbon derivative Medium-chain fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxepane Oxirane Retinoic acid Retinoid skeleton Unsaturated fatty acid Aliphatic heteropolycyclic compounds Retinoids retinoid Solid logp 5.74 ALOGPS logs -4.91 ALOGPS logp 4.54 ChemAxon pka_strongest_acidic 4.94 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac (2E,4E,6E,8E)-3,7-dimethyl-9-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}nona-2,4,6,8-tetraenoic acid ChemAxon average_mass 316.4345 ChemAxon mono_mass 316.203844762 ChemAxon smiles C\C(\C=C\C12OC1(C)CCCC2(C)C)=C/C=C/C(/C)=C/C(O)=O ChemAxon formula C20H28O3 ChemAxon inchi InChI=1S/C20H28O3/c1-15(8-6-9-16(2)14-17(21)22)10-13-20-18(3,4)11-7-12-19(20,5)23-20/h6,8-10,13-14H,7,11-12H2,1-5H3,(H,21,22)/b9-6+,13-10+,15-8+,16-14+ ChemAxon inchikey KEEHJLBAOLGBJZ-WEDZBJJJSA-N ChemAxon polar_surface_area 49.83 ChemAxon refractivity 96.52 ChemAxon polarizability 37.19 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 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 17643 Specdb::CMs 39919 Specdb::CMs 157312 Specdb::MsMs 99795 Specdb::MsMs 99796 Specdb::MsMs 99797 Specdb::MsMs 164982 Specdb::MsMs 164983 Specdb::MsMs 164984 Specdb::MsMs 2281723 Specdb::MsMs 2281724 Specdb::MsMs 2281725 Specdb::MsMs 3083938 Specdb::MsMs 3083939 Specdb::MsMs 3083940 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB029067 4515523 5363137 C16680 80658 BMDBP00016 Cytochrome P450 3A28 P79102 CYP3A28 Enzyme BMDBP00062 Cytochrome P450 2E1 O18963 CYP2E1 Enzyme