14-Hydroxymorphine

14-hydroxymorphine.svg skin-invert-image 175px 14-Hydroxymorphine molecule ball.png bg-transparent 17-Methyl-7,8-didehydro-4,5α-epoxymorphinan-3,6α,14-triol (4R,4aS,7S,7aR,12bS)-3-Methyl-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano[1]benzofuro[3,2-e]isoquinoline-4a,7,9-triol correct chemspider 4591199 1S/C17H19NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-5,11-12,15,19-21H,6-8H2,1H3/t11-,12+,15-,16-,17+/m0/s1 correct chemspider 1S/C17H19NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-5,11-12,15,19-21H,6-8H2,1H3/t11-,12+,15-,16-,17+/m0/s1 correct chemspider WYMBHLXUDPDGQJ-BRJGLHKUSA-N changed ?? 3371-56-0 1951703 (HCl) correct FDA 87AZ2QM6Z7 5492873 CN1CC[C@]23[C@@H]4[C@H](C=C[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O)O 1S/C17H19NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-5,11-12,15,19-21H,6-8H2,1H3/t11-,12+,15-,16-,17+/m0/s1 correct kegg 17 19 1 3 301.34 g/mol 14-Hydroxymorphine is a semi-synthetic opioid, chemical compound closely related to alkaloid morphine, characterized by an additional hydroxyl group at the 14th position. It is a potential precursor or metabolite of other potent opioids,Liras P. Kasparian S. S. Umbreit W. W. October 1975 Enzymatic transformation of morphine by hydroxysteroid dehydrogenase from Pseudomonas testosteroni Applied Microbiology 30 4 650–656 10.1128/am.30.4.650-656.1975 0003-6919 187243 172013 such as oxymorphone (which is 14-hydroxydihydromorphinone). Its chemical structure includes the basic morphine skeleton with additional complexity at the 14th carbon atom, It is primarily of interest in chemical and pharmacological research as an intermediate in the synthesis of more potent semi-synthetic opioids.Ben Haddou Tanila Béni Szabolcs Hosztafi Sándor Malfacini Davide Calo Girolamo Schmidhammer Helmut Spetea Mariana 2014 Pharmacological investigations of N-substituent variation in morphine and oxymorphone: opioid receptor binding, signaling and antinociceptive activity PLOS ONE 9 6 e99231 10.1371/journal.pone.0099231 free 1932-6203 4053365 24919067 2014PLoSO...999231B Dumitrascuta Maria Bermudez Marcel Ben Haddou Tanila Guerrieri Elena Schläfer Lea Ritsch Andreas Hosztafi Sandor Lantero Aquilino Kreutz Christoph Massotte Dominique Schmidhammer Helmut Wolber Gerhard Spetea Mariana 2020-03-27 N-Phenethyl Substitution in 14-Methoxy-N-methylmorphinan-6-ones Turns Selective µ Opioid Receptor Ligands into Dual µ/δ Opioid Receptor Agonists Scientific Reports en 10 1 5653 10.1038/s41598-020-62530-w free 32221355 7101422 2020NatSR..10.5653D 2045-2322Malik Alaa Hosztafi Sándor Vincze Anna Marton András Kraszni Márta Balogh György T. Noszál Béla Mazák Károly 2025 Characterization of Opioid Agonist Morphine Derivatives with Emphasis on Medicinal Chemistry ChemMedChem en 20 4 e202400654 10.1002/cmdc.202400654 1860-7187 11831872 39479891 14-hydroxymorphine acts primarily as a μ-opioid receptor (MOR) agonist. It also exhibits some activity at other opioid receptors, but its primary action is at the MOR. References Category:Diols Category:Morphine Category:Opioids