1.0 2016-09-30 23:02:33 UTC 2020-05-11 19:57:21 UTC BMDB0003039 BMDB03039 Isoacitretin 13-cis-Acitretin 13-cis-Etretin Soriatane Acitretin Acitretin andreu brand Acitretin roche brand Acitretin, (Z,e,e,e)-isomer Andreu brand OF acitretin Etretin Hoffmann la roche brand OF acitretin Hoffmann-la roche brand OF acitretin Isoetretin Neotigason Roche brand OF acitretin (2Z,4E,6E,8E)-9-(4-Methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid Isoacitretin C21H26O3 326.4293 326.188194698 (2Z,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid acetretin 69427-46-9 COC1=C(C)C(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C/C(O)=O)C(C)=C1 InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12- IHUNBGSDBOWDMA-UGOGCBOOSA-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 Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Medium-chain fatty acids Methoxybenzenes Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Phenoxy compounds Sesquiterpenoids Styrenes Unsaturated fatty acids Alkyl aryl ether Anisole Aromatic homomonocyclic compound Benzenoid Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclofarsesane sesquiterpenoid Ether Fatty acid Fatty acyl Hydrocarbon derivative Medium-chain fatty acid Methoxybenzene Methyl-branched fatty acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol ether Phenoxy compound Retinoic acid Retinoid skeleton Sesquiterpenoid Styrene Unsaturated fatty acid Aromatic homomonocyclic compounds acitretin Solid logp 5.20 ALOGPS logs -5.83 ALOGPS logp 5.59 ChemAxon pka_strongest_acidic 5.01 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac (2Z,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid ChemAxon average_mass 326.4293 ChemAxon mono_mass 326.188194698 ChemAxon smiles COC1=C(C)C(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C/C(O)=O)C(C)=C1 ChemAxon formula C21H26O3 ChemAxon inchi InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12- ChemAxon inchikey IHUNBGSDBOWDMA-UGOGCBOOSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 104.17 ChemAxon polarizability 38.39 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 3 ChemAxon donor_count 1 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 Specdb::MsMs 304936 Specdb::MsMs 304937 Specdb::MsMs 304938 Specdb::MsMs 348268 Specdb::MsMs 348269 Specdb::MsMs 348270 Specdb::MsMs 1218147 Specdb::MsMs 1218148 Specdb::MsMs 1218149 Specdb::MsMs 2311418 Specdb::MsMs 2311419 Specdb::MsMs 2311420 Specdb::MsMs 2650355 Specdb::MsMs 2650356 Specdb::MsMs 2650357 Specdb::CMs 17593 Specdb::CMs 38513 Specdb::CMs 147263 Epidermis 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 FDB023099 4942363 50174 6437841 621 Mestres Quadreny, Ramon; Tortajada Lopez, Desamparados; Arrell Piquer, Maria Jose; Parra Alvarez, Margarita; Gil Grau, Salvador; Cetta Builelo, Luisa; Simo Planells, Ana. Process for the preparation of aromatic retinoic acids [e.g., etretin] and their derivatives. Span. (1992), 14 pp.