152-43-2
Chemical Structure
Quinestrol
Synonym(s): W-3566
- CAS No.: 152-43-2
- Formula:C25H32O2
- Molecular Weight:364.52
IUPAC Name: (8R,9S,13S,14S,17R)-3-(cyclopentyloxy)-17-ethynyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol
InChIKey: PWZUUYSISTUNDW-VAFBSOEGSA-N
SMILES: C#C[C@]1(O)CC[C@@]2([H])[C@]3([H])CCC4=C(C=CC(OC5CCCC5)=C4)[C@@]3([H])CC[C@]12C
Biological Activity: Quinestrol (W-3566) is an orally effective synthetic estrogen compound that acts on CYP3A4, CYP1A2, and GnRH. Quinestrol interferes with GnRH release and disrupts the hypothalamic-pituitary-ovarian axis. Quinestrol downregulates the gene expression of follicle-stimulating hormone β and luteinizing hormone β, induces oxidative stress, damages reproductive organs, reduces sperm density and motility, increases sperm malformation rate, and alters the levels of sex hormones such as testosterone, luteinizing hormone, estradiol, and progesterone. Quinestrol can be used in studies related to reproductive function regulation[1][2][3][4].
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Quinestrol | 99.19% | Quinestrol (W-3566) is an orally effective synthetic estrogen compound that acts on CYP3A4, CYP1A2, and GnRH. Quinestrol interferes with GnRH release and disrupts the hypothalamic-pituitary-ovarian axis. Quinestrol downregulates the gene expression of follicle-stimulating hormone β and luteinizing hormone β, induces oxidative stress, damages reproductive organs, reduces sperm density and motility, increases sperm malformation rate, and alters the levels of sex hormones such as testosterone, luteinizing hormone, estradiol, and progesterone. Quinestrol can be used in studies related to reproductive function regulation. | ||||||||||||||||||||
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Quinestrol (Standard) | ≥98% | Quinestrol (Standard) is the analytical standard of Quinestrol (HY-B1012). This product is intended for research and analytical applications. Quinestrol (W-3566) is an orally effective synthetic estrogen compound that acts on CYP3A4, CYP1A2, and GnRH. Quinestrol interferes with GnRH release and disrupts the hypothalamic-pituitary-ovarian axis. Quinestrol downregulates the gene expression of follicle-stimulating hormone β and luteinizing hormone β, induces oxidative stress, damages reproductive organs, reduces sperm density and motility, increases sperm malformation rate, and alters the levels of sex hormones such as testosterone, luteinizing hormone, estradiol, and progesterone. Quinestrol can be used in studies related to reproductive function regulation. | ||||||||||||||||||||
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- [1]. Chen Y, et al. Effects of quinestrol on the vocal behavior of mice during courtship interactions. Physiol Behav. 2017;173:216-222. [Content Brief]
- [2]. Su QQ, et al. Responses in reproductive organs, steroid hormones and CYP450 enzymes in female Mongolian gerbil (Meriones unguiculatus) over time after quinestrol treatment. Pestic Biochem Physiol. 2017;143:122-126. [Content Brief]
- [3]. Gioia IA, et al. Effects of quinestrol on hepatic function in the rat. Contraception. 1978 Sep;18(3):277-286.
- [4]. Ji Y, et al. The Effect of Ketoconazole and Quinestrol Combination on Reproductive Physiology in Male Mice. Animals (Basel). 2024;14(22):3240. Published 2024 Nov 12. [Content Brief]
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