1.0 2011-09-21 01:47:50 UTC 2015-07-21 06:59:35 UTC FDB028948 4-Oxoretinol 4-oxo-retinol, a metabolite of retinol synthesized in mouse embryonal carcinoma F9 cells,is active in inducing differentiation of these cells. It also functions as a ligand of retinoic acid receptors and a transcriptional activator of reporter genes.[PMID: 9110564] 4-Oxoretinol is a metabolite of retinol in the human promyelocytic leukemia cell line NB4 which induces cell growth arrest and granulocytic differentiation.[PMID: 9581846] [HMDB] 3,7-dimethyl-9-(3-oxo-2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraen-1-ol 4-ketoretinol 4-ketovitamin A(1) 4-ketovitamin-A-alcohol 4-ketovitamin-alpha-alcohol 4-oxo-Retinol 4-oxoROL 4-oxovitamin A1 4-oxovitamin-A-alcohol 4-oxovitamin-alpha-alcohol 4OVA1 all-trans-4-oxoretinol OXR C20H28O2 300.4351 300.20893014 3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one 4-oxoretinol 62702-55-0 C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)C(=O)CCC1(C)C InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+ PLIUCYCUYQIBDZ-RMWYGNQTSA-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 Cyclohexenones Diterpenoids Fatty alcohols Hydrocarbon derivatives Organic oxides Primary alcohols Alcohol Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Cyclohexenone Diterpenoid Fatty acyl Fatty alcohol Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Retinoid skeleton Retinoids retinoid Solid logp 5.31 ALOGPS logs -4.39 ALOGPS solubility 1.21e-02 g/l ALOGPS logp 4.03 ChemAxon pka_strongest_acidic 16.44 ChemAxon pka_strongest_basic -2.2 ChemAxon iupac 3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one ChemAxon average_mass 300.4351 ChemAxon mono_mass 300.20893014 ChemAxon smiles C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)C(=O)CCC1(C)C ChemAxon formula C20H28O2 ChemAxon inchi InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+ ChemAxon inchikey PLIUCYCUYQIBDZ-RMWYGNQTSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 98.62 ChemAxon polarizability 36.69 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Retinol Metabolism SMP00074 map00830 Specdb::CMs 7715 Specdb::CMs 39918 Specdb::CMs 161676 Specdb::MsMs 255510 Specdb::MsMs 255511 Specdb::MsMs 255512 Specdb::MsMs 275451 Specdb::MsMs 275452 Specdb::MsMs 275453 Specdb::MsMs 2786521 Specdb::MsMs 2786522 Specdb::MsMs 2786523 Specdb::MsMs 2923213 Specdb::MsMs 2923214 Specdb::MsMs 2923215 HMDB12329 OXR #<Reference:0x000055ce332173a0> #<Reference:0x000055ce33217198> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823