21-Deoxycortisone
Names | |
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IUPAC name 17α-Hydroxypregn-4-ene-3,11,20-trione | |
Systematic IUPAC name (1R,3aS,3bS,9aR,9bS,11aS)-1-Acetyl-1-hydroxy-9a,11a-dimethyl-2,3,3a,3b,4,5,8,9,9a,9b,11,11a-dodecahydro-1H-cyclopenta[a]phenanthrene-7,10-dione | |
Other names 21-Desoxycortisone; 11-Keto-17α-hydroxyprogesterone; 17α-Hydroxy-11-ketoprogesterone | |
Identifiers | |
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ChemSpider |
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ECHA InfoCard | 100.015.947 |
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InChI
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Properties | |
Chemical formula | C21H28O4 |
Molar mass | 344.451 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 |
Chemical compound
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
- ^ 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.
- ^ 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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- Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 11β-Hydroxypregnenolone
- 17α-Hydroxypregnenolone
- 21-Hydroxypregnenolone
- 17α,21-Dihydroxypregnenolone
- 11β,17α,21-Trihydroxypregnenolone
Glucocorticoids |
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Mineralocorticoids |
- Cholestanes: 24S-Hydroxycholesterol
- Cholesterol
- Pregnanes: 3α-Dihydroprogesterone
- 3β-Dihydroprogesterone
- 5α-Dihydrocorticosterone
- 5α-Dihydroprogesterone
- 5β-Dihydroprogesterone
- Allopregnanolone
- Corticosterone
- DHC
- DHDOC
- 11-Deoxycorticosterone
- Epipregnanolone
- Isopregnanolone
- Pregnanolone
- Pregnenolone
- Pregnenolone sulfate
- Progesterone
- THB
- THDOC
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