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18-Hydroxycortisol
Reference material by Wikipedia contributors. This retains its source identity and is not 411 news reporting.
December 2025 the sources are split between two different structures, one with an 18-hydroxy group, and the other with an epoxy linkage, both under the name of "18-hydroxycortisol"; this split should be clarified or disambiguated
December 2023
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property raw P117 11β,17,18,21-Tetrahydroxypregn-4-ene-3,20-dione (1S,3aS,3bS,9aR,9bS,10S,11aS)-1,10-Dihydroxy-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 17215950 1S/C21H30O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,14-16,18,22-23,25,27H,2-7,9-11H2,1H3/t14-,15-,16-,18+,19-,20+,21+/m0/s1 correct CAS 86002-90-6 (non-specific) 144302-17-0 correct CAS correct FDA 89455 102029 C1(=O)CC[C@@]2([C@]3([C@H](C[C@@]4([C@@](CC[C@]4([C@@]3(CCC2=C1)[H])[H])(C(=O)CO)O)CO)O)[H])C T8YUY43659
21 30 6 18-Oxocortisol
18-Hydroxycortisol is an endogenous steroid, Jin S, Wada N, Takahashi Y, Hui SP, Sakurai T, Fuda H, Takeda S, Fujikawa M, Yanagisawa K, Ikegawa S, Kurosawa T, Chiba H Quantification of urinary 18-hydroxycortisol using LC-MS/MS Annals of Clinical Biochemistry 50 Pt 5 450–6 September 2013 23847032 10.1177/0004563213476272 32894100 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 Chiba H 18-Hydroxycortisol, 18-oxocortisol, and 6beta-hydroxycortisol ja Nihon Rinsho. Japanese Journal of Clinical Medicine 68 339–43 July 2010 Suppl 7 20963880 a metabolite of cortisol. Lenders J, Williams T, Reincke M, Gomez-Sanchez C 18-Oxocortisol and 18-hydroxycortisol: is there clinical utility of these steroids? European Journal of Endocrinology 178 1 R1–R9 January 2018 28904009 5705277 10.1530/EJE-17-0563
Clinical significance
18-hydroxycortisol has been proposed as a biomarker for certain diseases. In humans, 18-hydroxycortisol has no biological activity on glucocorticoid or mineralocorticoid receptors. In healthy subjects, the biosynthesis of 18-hydroxycortisol is low. The highest synthesis of 18-hydroxycortisol was found in certain cases of hypertension like in type 1 familial hyperaldosteronism (glucocorticoid-curable hyperaldosteronism) and type 3 familial hyperaldosteronism, where the adrenal glands are enlarged up to six times their normal size. Increased synthesis is also found in patients with aldosterone-producing adenomas. ACTH stimulation test increases urinary excretion of 18-hydroxycortisol, and dexamethasone inhibits the excretion.
Biosynthesis
In patients with familial hyperaldosteronism type 1, there is a genetic crossover between specific regions of the CYP11B1 and CYP11B2 genes. This crossover results in the expression of an additional gene in the zona fasciculata, which is regulated by ACTH. The additional gene plays a role in synthesizing 18-hydroxycortisol by 18-hydroxylation of cortisol. This gene also plays a role in the biosynthesis of aldosterone and 18-oxocortisol.
See also
Cortisol
18-Hydroxycorticosterone
18-Oxocortisol
Aldosterone synthase
Steroid 11β-hydroxylase
6β-Hydroxycortisol
References
Category:Pregnanes
Category:Steroids