Gestrinone
Gestrinone is a synthetic anti-progestin hormone that acts as an antagonist at estrogen and progesterone receptors and as an agonist at androgen receptors. Gestrinone is primarily used to treat endometriosis in clinical settings; it is also in clinical trials for potential use as an emergency contraceptive. This compound also exhibits some potential anticancer activity as well, downregulating expression of the progesterone receptor, estrogen receptor, and p-Src, inhibiting growth of uterine leiomyoma cells.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/18926792
| Cas No. |
16320-04-0 |
|---|---|
| Purity |
≥98% |
| Formula |
C21H24O2 |
| Formula Wt. |
308.41 |
| Chemical Name |
(17a)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,9,11-trien-20-yn-3-one |
| IUPAC Name |
(8S,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one |
| Synonym |
13b-ethyl-17a-ethynyl-17b-hydroxy-4,9,11-gonatrien-3-one; 13b-ethyl-17a-ethynyl-D4,9,11-gonatriene-17b-ol-3-one; ethylnorgestrienone |
| Melting Point |
154°C |
| Appearance |
Yellowish crystalline powder |
Zhu Y, Zhang T, Xie S, et al. Gestrinone inhibits growth of human uterine leiomyoma may relate to activity regulation of ERα, Src and P38 MAPK. Biomed Pharmacother. 2012 Dec;66(8):569-77. PMID: 23102719.
Wu S, Dong J, Cong J, et al. Gestrinone compared with mifepristone for emergency contraception: a randomized controlled trial. Obstet Gynecol. 2010 Apr;115(4):740-4. PMID: 20308833.
Ohno Y, Kitagawa I, Tamura H, et al. Antiestrogenic effect of gestrinone as an inhibitor of [3H]-estradiol binding to nuclear type II sites. Gynecol Obstet Invest. 1991;31(2):97-101. PMID: 2037266.
Venturini PL, Bertolini S, Brunenghi MC, et al. Endocrine, metabolic, and clinical effects of gestrinone in women with endometriosis. Fertil Steril. 1989 Oct;52(4):589-95. PMID: 2806598.
Tamaya T, Fujimoto J, Watanabe Y, et al. Gestrinone (R2323) binding to steroid receptors in human uterine endometrial cytosol. Acta Obstet Gynecol Scand. 1986;65(5):439-41. PMID: 3490730.
Kauppila A, Isomaa V, Rönnberg L, et al. Effect of gestrinone in endometriosis tissue and endometrium. Fertil Steril. 1985 Oct;44(4):466-70. PMID: 2996949.
