11α-Hydroxyprogesterone

11α-Hydroxyprogesterone (11α-OHP) is an inhibitor of 11β-hydroxysteroid dehydrogenase (IC₅₀s = 0.63 and 0.4 µM for recombinant human 11β-HSD1 and 11β-HSD2, respectively) and a derivative of the endogenous hormone progesterone (Item No. 15876).^1,2 11α-OHP (10, 100, and 500 µg/animal) reduces urinary sodium excretion in male adrenalectomized rats when administered in combination with the steroid hormone corticosterone (Item No. 16063) but not when administered alone.¹ It potentiates corticosterone-induced increases in urinary potassium excretion in the same model but has no effect on urinary potassium excretion when administered alone. 11α-OHP increases blood pressure in rats when administered subcutaneously at a rate of 10 µg/hour, an effect that can be blocked by adrenalectomy or reduced by co-administration of the mineralocorticoid receptor antagonist RU-28318.³ It has been used as a precursor in the synthesis of various steroids, including 11β-aminoprogesterone and derivatives of 11β-aminoprogesterone and 5ζ-pregnanolone.^2,4

WARNING This product is not for human or veterinary use.

1. Souness, G.W., Latif, S.A., Laurenzo, J.L., et al. 11α- and 11β-hydroxyprogesterone, potent inhibitors of 11β-hydroxysteroid dehydrogenase (isoforms 1 and 2), confer marked mineralocorticoid activity on corticosterone in the ADX rat. Endocrinology 136(4), 1809-1812 (1995).

2. Pandya, K., Dietrich, D., Seibert, J., et al. Synthesis of sterically encumbered 11β-aminoprogesterone derivatives and evaluation as 11β-hydroxysteroid dehydrogenase inhibitors and mineralocorticoid receptor antagonists. Bioorg. Med. Chem. 21(21), 6274-6281 (2013).

3. Souness, G.W., and Morris, D.J. 11α- and 11β-hydroxyprogesterone, potent inhibitors of 11β-hydroxysteroid dehydrogenase, possess hypertensinogenic activity in the rat. Hypertension 27(3 Pt 1), 421-425 (1996).

4. Slavíková, B., Bujons, J., Matyáš, L., et al. Allopregnanolone and pregnanolone analogues modified in the C ring: Synthesis and activity. J. Med. Chem. 56(6), 2323-2336 (2013).