17β-Aminoestrogen - Misplaced Pages

(Redirected from 17β-aminoestrogen) Class of chemical compounds

17β-Aminoestrogens are a group of synthetic, steroidal estrogens derived from estradiol which have an amine substitution in place of the hydroxyl group at the C17β position. They are estrogenic similarly, but, unlike estradiol, show sustained anticoagulant activity that appears to be mediated by non-genomic mechanisms. As such, it is thought that they may have a reduced risk of venous thromboembolism. The 17β-aminoestrogens include the base or parent estrogen aminoestradiol (AE₂) and the extended-chain derivatives butolame, hexolame, pentolame, prodiame, and prolame. They are a homologous series of steroids.

References

^ Lemini C, Rubio-Póo C, Silva G, García-Mondragón J, Zavala E, Mendoza-Patiño N, Castro D, Cruz-Almanza R, Mandoki JJ (1993). "Anticoagulant and estrogenic effects of two new 17 beta-aminoestrogens, butolame and pentolame ". Steroids. 58 (10): 457–61. doi:10.1016/0039-128x(93)90002-5. PMID 8256254. S2CID 54381037.
^ González G, Alvarado-Vasquez N, Fernández-G JM, Cruz-Robles D, Del Valle L, Pinzón E, Torres I, Rodriguez E, Zapata E, Gómez-Vidales V, Montaño LF, de la Peña A (2010). "The antithrombotic effect of the aminoestrogen prolame (N-(3-hydroxy-1,3,5(10)-estratrien-17B-YL)-3-hydroxypropylamine) is linked to an increase in nitric oxide production by platelets and endothelial cells". Atherosclerosis. 208 (1): 62–8. doi:10.1016/j.atherosclerosis.2009.06.017. PMID 19615684.
Lemini C, Rubio-Póo C, Franco Y, Jaimez R, Avila ME, Medina M, Lemus AE (2013). "In vivo profile of the anticoagulant effect of 17ß-amino-1,3,5(10)estratrien-3-ol". Eur. J. Pharmacol. 700 (1–3): 210–6. doi:10.1016/j.ejphar.2012.12.030. PMID 23305838.
Rubio-Póo C, Lemini C, Silva G, García-Mondragón J, Zavala E, Castro D, Mendoza-Patiño N, Mandoki JJ (1993). "Comparison of the time course of anticoagulant and estrogenic effects of prolame, butolame, pentolame and hexolame, a homologous series of 17 beta-amino estrogens". Proc. West. Pharmacol. Soc. 36: 143–7. PMID 8378368.

ERTooltip Estrogen receptor

Agonists

Mixed
(SERMsTooltip Selective estrogen receptor modulators)

Antagonists

GPERTooltip G protein-coupled estrogen receptor

Agonists	2-Methoxyestradiol 7β-Hydroxyepiandrosterone Afimoxifene (4-hydroxytamoxifen) Aldosterone Atrazine Bisphenol A Daidzein DDT (p,p'-DDT, o',p'-DDE) Diarylpropionitrile Equol Estradiol Ethinylestradiol Fulvestrant (ICI-182780) G-1 Genistein GPER-L1 GPER-L2 Hydroxytyrosol Kepone Nicotinic acid Nicotinamide Nonylphenol Oleuropein PCBs (2,2',5'-PCB-4-OH) Propylpyrazoletriol Quercetin Raloxifene Resveratrol STX Tamoxifen Tectoridin
Antagonists	CCL18 Estriol G-15 G-36 MIBE
Unknown	Diethylstilbestrol Zearalenone

See also: Receptor/signaling modulators; Estrogens and antiestrogens; Androgen receptor modulators; Progesterone receptor modulators; List of estrogens

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