21-Deoxycortisone

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21-Deoxycortisone
21-Deoxycortisone.svg
Names
IUPAC name
(8S,9S,10R,13S,14S,17R)-17-Acetyl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione
Other names
21-Desoxycortisone; 11-Keto-17α-hydroxyprogesterone; 17α-Hydroxy-11-ketoprogesterone; 17α-Hydroxypregn-4-en-3,11,20-trione
Identifiers
  • 1882-82-2
3D model (JSmol)
  • Interactive image
ChemSpider
  • 92310
KEGG
  • C14478
PubChem CID
  • 102178
UNII
  • 60A688J7YQ
Properties
C21H28O4
Molar mass 344.45 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

21-Deoxycortisone, also known as 21-desoxycortisone, 11-keto-17α-hydroxyprogesterone, or 17α-hydroxypregn-4-ene-3,11,20-trione, is a naturally occurring, endogenous steroid and minor intermediate and metabolite in corticosteroid metabolism. It is related to 21-deoxycortisol (11β,17α-dihydroxyprogesterone) and is reversibly formed from it by 11β-hydroxysteroid dehydrogenase, analogously to the reversible formation of cortisone from cortisol.[1] 21-Deoxycortisone can be transformed into cortisone by 21-hydroxylase.[2]

See also

References

  1. ^ Homma K, Hasegawa T, Takeshita E, Watanabe K, Anzo M, Toyoura T, Jinno K, Ohashi T, Hamajima T, Takahashi Y, Takahashi T, Matsuo N (2004). "Elevated urine pregnanetriolone definitively establishes the diagnosis of classical 21-hydroxylase deficiency in term and preterm neonates". J. Clin. Endocrinol. Metab. 89 (12): 6087–91. doi:10.1210/jc.2004-0473. PMID 15579762.
  2. ^ ROSENFELD G, UNGAR F, DORFMAN RI, PINCUS G (1955). "Irradiation and adrenal steroidogenesis: steroid transformations by irradiated isolated perfused calf adrenals". Endocrinology. 56 (1): 24–9. doi:10.1210/endo-56-1-24. PMID 13220521.



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