18-Hydroxycorticosterone

Chemical compound vanc changed 477209316 18-hydroxycorticosterone.PNG 220px 18-Hydroxycorticosterone-3D-balls.png 220 18-Hydroxycorticosterone 11β,18,21-Trihydroxypregn-4-ene-3,20-dione (1S,3aS,3bS,9aR,9bS,10S,11aR)-10-Hydroxy-1-(hydroxyacetyl)-11a-(hydroxymethyl)-9a-methyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one correct chemspider correct EBI 16485 10748 1/C21H30O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,14-17,19,22-23,25H,2-7,9-11H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1 HFSXHZZDNDGLQN-ZVIOFETBBO correct chemspider 1S/C21H30O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,14-17,19,22-23,25H,2-7,9-11H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1 correct chemspider HFSXHZZDNDGLQN-ZVIOFETBSA-N correct CAS 561-65-9 correct FDA 4U5T0O9SI3 11222 O=C4\C=C2/[C@]([C@H]1[C@@H](O)C[C@@]3([C@@H](C(=O)CO)CC[C@H]3[C@@H]1CC2)CO)(C)CC4 18-hydroxycorticosterone C21H30O5 362.46 g/mol 18-Hydroxycorticosterone is an endogenous steroid. Reddish MJ, Guengerich FP Human cytochrome P450 11B2 produces aldosterone by a processive mechanism due to the lactol form of the intermediate 18-hydroxycorticosterone The Journal of Biological Chemistry 294 35 12975–12991 August 2019 31296661 6721951 10.1074/jbc.RA119.009830 free Mulatero P, di Cella SM, Monticone S, Schiavone D, Manzo M, Mengozzi G, Rabbia F, Terzolo M, Gomez-Sanchez EP, Gomez-Sanchez CE, Veglio F 18-hydroxycorticosterone, 18-hydroxycortisol, and 18-oxocortisol in the diagnosis of primary aldosteronism and its subtypes The Journal of Clinical Endocrinology and Metabolism 97 3 881–9 March 2012 22238407 10.1210/jc.2011-2384 free It is a derivative of corticosterone. Gupta V Mineralocorticoid hypertension Indian Journal of Endocrinology and Metabolism 15 Suppl 4 8 S298–312 October 2011 22145132 3230101 10.4103/2230-8210.86972 free Freel EM, Shakerdi LA, Friel EC, Wallace AM, Davies E, Fraser R, Connell JM Studies on the origin of circulating 18-hydroxycortisol and 18-oxocortisol in normal human subjects The Journal of Clinical Endocrinology and Metabolism 89 9 4628–33 September 2004 15356073 1283128 10.1210/jc.2004-0379 Izumi Y [18-Hydroxycorticosterone (18-OH-B)] ja Nihon Rinsho. Japanese Journal of Clinical Medicine 68 348–53 July 2010 Suppl 7 20960793 Function thumb|left|560px|Corticosteroid biosynthetic pathway in ratNovember 202018-Hydroxycorticosterone is an intermediate in the synthesis of aldosterone by the enzyme aldosterone synthase in the zona glomerulosa.https://hmdb.ca/metabolites/HMDB0000319 Human Metabolome Database: Showing metabocard for 18-Hydroxycorticosterone (HMDB0000319) 2024-04-06 2023-06-06 https://web.archive.org/web/20230606102731/https://hmdb.ca/metabolites/HMDB0000319 live It is also an intermediate in the biosynthesis of corticosterone. It spontaneously and reversibly converts to various less polar forms and derivatives, some of which are precursors to aldosterone or corticosterone. Specifically, 21-hydroxy-11,18-oxido-4-pregnene-3,20-dione (18-DAL) is hydroxylated to aldosterone in the presence of malate and NADP+ at pH 4.8, indicating that 18-DAL acts as a metabolic intermediate between 18-hydroxycorticosterone and aldosterone.Marver D Aldosterone action in target epithelia Vitam Horm Vitamins & Hormones 38 55–117 1980 6182690 10.1016/s0083-6729(08)60484-7 978-0-12-709838-8 Corticosterone is a mediate precursor in this biosynthesis pathway, with 18-hydroxycorticosterone serving as an intermediate between corticosterone and aldosterone.Lantos CP, Damasco MC, Aragonés A, Ceballos NR, Burton G, Cozza EN Versatile steroid molecules at the end of the aldosterone pathway J Steroid Biochem 27 4–6 791–800 1987 3320559 10.1016/0022-4731(87)90151-8 See also 18-Hydroxycortisol Aldosterone synthase References 2 Category:Corticosteroids Category:Pregnanes