21-Deoxycortisol

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21-Deoxycortisol
21-Deoxycortisol.svg
Names
IUPAC name
(8S,9S,10R,11S,13S,14S,17R)-17-acetyl-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
Other names
21-Desoxycortisol; 21-Dehydrohydrocortisone; 21-Deoxyhydrocortisone; 11β,17α-Dihydroxyprogesterone; 11β,17α-Dihydroxypregn-4-ene-3,20-dione
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
Properties
C21H30O4
Molar mass 346.467 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

21-Deoxycortisol, also known as 11β,17α-dihydroxyprogesterone or as 11β,17α-dihydroxypregn-4-ene-3,20-dione, is a naturally occurring, endogenous steroid related to cortisol (11β,17α,21-trihydroxyprogesterone) which is formed as a metabolite from 17α-hydroxyprogesterone via 11β-hydroxylase.[1] It is a marker of congenital adrenal hyperplasia due to 21-hydroxylase deficiency.[1] The corticosteroid activity of 21-deoxycortisol is virtually abolished relative to that of cortisol.[2]

As 21-Deoxycortisol can be a high levels in congenital adrenal hyperplasia, and it has structural similarity to cortisol it can cross-react in immunoassays[3][4], resulting in a falsely normal or high cortisol result, when the true cortisol is actually low.

See also[edit]

References[edit]

  1. ^ a b Cristoni S, Cuccato D, Sciannamblo M, Bernardi LR, Biunno I, Gerthoux P, Russo G, Weber G, Mora S (2004). "Analysis of 21-deoxycortisol, a marker of congenital adrenal hyperplasia, in blood by atmospheric pressure chemical ionization and electrospray ionization using multiple reaction monitoring". Rapid Commun. Mass Spectrom. 18 (1): 77–82. doi:10.1002/rcm.1284. PMID 14689562. 
  2. ^ P. J. Bentley (1980). Endocrine Pharmacology: Physiological Basis and Therapeutic Applications. CUP Archive. pp. 158–. ISBN 978-0-521-22673-8. 
  3. ^ Winter WE, Bazydlo L, Harris NS (2012). "Cortisol - Clinical Indications and Laboratory Testing". AACC Clinical Laboratory News. 
  4. ^ Krasowski MD, Drees D, Morris CS, Maakestad J, Blau JL, Ekins S (2014). "Cross-reactivity of steroid hormone immunoassays: clinical significance and two-dimensional molecular similarity prediction". BMC Clinical Pathology. 14 (33). PMID 25071417. 

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