Desoxycortone

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Desoxycorticosterone (11-deoxycorticosterone) is a mineralocorticoid<ref>Template:DorlandsDict</ref> secreted from Zona reticularis and Zona fasciculata of the adrenal gland.

Pubchem(6166)

21-Hydroxypregn-4-ene-3,20-dione. Desoxycorticosterone acetate (DOCA) is used as replacement therapy in ADDISON DISEASE.

KEGG Pathway(C03205,D07792)

  • C21-Steroid hormone metabolism

Activity Adrenal cortex hormone, mineralocorticoid

List of PDB files having Deoxycorticosterone as a Ligand:
MMDB ID PDB ID Reference
33237 1Y9R Fagart J, Huyet J, Pinon GM, Rochel M, Mayer C, Rafestin-Oblin MECrystal structure of a mutant mineralocorticoid receptor responsible for hypertensionNat. Struct. Mol. Biol. v12, p.554-555
34430 2AA7 Bledsoe RK, Madauss KP, Holt JA, Apolito CJ, Lambert MH, Pearce KH, Stanley TB, Stewart EL, Trump RP, Willson TM, Williams SPA ligand-mediated hydrogen bond network required for the activation of the mineralocorticoid receptorJ. Biol. Chem. v280, p.31283-31293
59380 2Q3Y Ortlund EA, Bridgham JT, Redinbo MR, Thornton JWCrystal structure of an ancient protein: evolution by conformational epistasisScience v317, p.1544-1548
Physiochemical properties of Deoxycorticosterone:
Physical Property Value Units Temp (deg C) Source
Melting Point 141.5 deg C EXP
log P (octanol-water) 2.88 (none) EXP
Water Solubility 59.5 mg/L 37 EXP
Vapor Pressure 2.85E-10 mm Hg 25 EST
Henry's Law Constant 1.01E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.07E-10 cm3/molecule-sec 25 EST
Toxicity:
Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 unreported 1gm/kg (1000mg/kg) Journal of Medicinal Chemistry. Vol. 7, Pg. 673, 1964.

Contents

[edit] Synthesis

In the cytosol of the mitochondrion, pregnenolone is converted to either androgens or 11-deoxycorticosterone and 11-deoxycortisol by enzymes of the endoplasmic reticulum. Then, 11-deoxycorticosterone, along with 11-deoxycortisol, re-enters the mitochondrion, where the enzymes are located for tissue-specific conversion to mineralocorticoids or glucocorticoids, respectively.

[edit] Forms

Desoxycorticosterone is commonly found in two forms: the acetate salt (desoxycorticosterone acetate, or DOCA) and the pivalate salt (desoxycorticosterone pivalate).

[edit] Uses

Both forms are given as intramuscular injections as replacement therapy for Addison's disease. This disease is marked by insufficient adrenal function, including low mineralocorticoid levels.

Desoxycorticosterone pivalate is sold for veterinary use by Novartis under the brand name Percoten.

[edit] References

Unknown extension tag "references"
Template:Pharma-stub

Template:Corticosteroids Template:Corticosteroids for systemic use