1597-68-8
Chemical Structure
6α-Fluorotestosterone
- CAS No.: 1597-68-8
- Formula:C19H27FO2
- Molecular Weight:306.42
IUPAC Name: (6S,8R,9S,10R,13S,14S,17S)-6-fluoro-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
InChIKey: GGQPTOITOZXLBE-QXROXWLYSA-N
SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)[C@@H](O)CC4)[H])(C[C@H](F)C1=CC(=O)CC2)[H])[H]
Biological Activity: 6α-Fluorotestosterone is a non-aromatizable aromatase inhibitor, with IC50 values of 115 nM and 580 nM against human and rat aromatase, respectively. 6α-Fluorotestosterone binds to the substrate site of human aromatase P450arom with a Ki of 150 nM, but is not aromatized into estrogen. In vivo, 6α-Fluorotestosterone maintains sexual behavior in castrated male rats (with an effect comparable to that of testosterone), induces defeminization of sexual development, and inhibits nuclear translocation of hypothalamic estrogen receptors; its pro-mating effect is blocked by the aromatase inhibitors ATD and Fadrozole (HY-14247A). Combined with Progesterone (HY-N0437), 6α-Fluorotestosterone induces lordosis behavior in ovariectomized female rats. 6α-Fluorotestosterone can be used in studies related to anovulatory infertility and sexual behavior regulation[1][2][3][4].
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6α-Fluorotestosterone | 6α-Fluorotestosterone is a non-aromatizable aromatase inhibitor, with IC50 values of 115 nM and 580 nM against human and rat aromatase, respectively. 6α-Fluorotestosterone binds to the substrate site of human aromatase P450arom with a Ki of 150 nM, but is not aromatized into estrogen. In vivo, 6α-Fluorotestosterone maintains sexual behavior in castrated male rats (with an effect comparable to that of testosterone), induces defeminization of sexual development, and inhibits nuclear translocation of hypothalamic estrogen receptors; its pro-mating effect is blocked by the aromatase inhibitors ATD and Fadrozole (HY-14247A). Combined with Progesterone (HY-N0437), 6α-Fluorotestosterone induces lordosis behavior in ovariectomized female rats. 6α-Fluorotestosterone can be used in studies related to anovulatory infertility and sexual behavior regulation. | |||||||||||||||||||||
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References
- [1]. Yahr P, et al. Two aromatase inhibitors inhibit the ability of a third to promote mating in male rats. Hormones and behavior. 2015 Sep;75:41-4.
- [2]. Kellis JT, et al. 6 alpha-fluorotestosterone: a nonaromatizable androgen inhibitor of aromatase cytochrome P450. Steroids. 1990 May;55(5):242-6.
- [3]. Nordeen EJ, et al. Activation and differentiation of sexual behavior and translocation of hypothalamic estrogen receptors in rats by 6 alpha-fluorotestosterone. Horm Behav. 1981 Jun;15(2):123-40.
- [4]. Yahr P, et al. Aromatization and androgen stimulation of sexual behavior in male and female rats. Horm Behav. 1978 Apr;10(2):128-42.
