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Quinestrol

炔雌醚,炔雌醇环戊醚
Catalog No.
C4274
在激素替代疗法中有效的合成雌激素
组合的产品项目
规格价格库存 数量
10mM (in 1mL DMSO)
¥ 454.00
现货
250mg
¥ 709.00
现货
500mg
¥ 1,081.00
Ship with 10-15 days
1g
¥ 1,818.00
Ship with 10-15 days

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A

背景

Quinestrol is a synthetic estrogen that is effective in hormone replacement therapy after the menopause [1][2].

Estrogen has extraordinarily complex biological effects in diverse tissues such as skeletal, urogenital, digestive, cardiovascular, ocular and nervous systems. Apart from estrogens, selective estrogen receptor modulators may be used for prevention of some of the long-term consequences of estrogen deficiency [2].

Quinestrol is 3-cyclopentyl ether of ethynyl estradiol. After gastrointestinal absorption, Quinestrol is stored in adipose tissue, where it is slowly released and metabolized in the liver to its active form, ethinyl estradiol.

In adult male mice, quinestrol reduced sperm counts and increased the number of abnormal spermatozoa. Quinestrol stimulated oxidative stress to induce apoptosis in spermatogenic cells through the mitochondrial and death receptor pathways [3]. In adult male rat, quinestrol significantly increased the number of germ cells expressing caspase-3, Bax, Fas and FasL, and reduced the number of cells expressing Bcl-2 and PCNA. These results suggested that quinestrol induced abnormal spermatogenesis through the mitochondrial- and Fas-L-mediated pathways [4].

References:
[1].  Baumgardner SB, Condrea H, Daane TA, et al. Replacement estrogen therapy for menopausal vasomotor flushes. Comparison of quinestrol and conjugated estrogens. Obstet Gynecol. 1978 Apr;51(4):445-52.
[2].  Skouby, S.O. Criteria for the selection of an optimal estrogen replacement. Gynecological Endocrinology 15, 60-67 (2001).
[3].  Li J, Chen F, Li C,et al. Quinestrol induces spermatogenic apoptosis in vivo via increasing pro-apoptotic proteins in adult male mice. Tissue Cell. 2014 Oct;46(5):318-25.
[4].  Li J, Chen F, Chen Y, et al. Mitochondrial- and Fas-L-mediated pathways involved in quinestrol induced spermatogenic apoptosis in adult rat testes. Toxicol Mech Methods. 2014 Dec;24(9):609-15.

化学属性

StorageStore at -20°C
M.Wt364.5
Cas No.152-43-2
FormulaC25H32O2
SynonymsEstrovis®,Ethynyl Estradiol-3-cyclopentyl ether,W 3566
Solubilityinsoluble in H2O; ≥12.15 mg/mL in DMSO; ≥16.57 mg/mL in EtOH
Chemical Name3-(cyclopentyloxy)-19-norpregna-1,3,5(10)-trien-20-yn-17α-ol
SDFDownload SDF
Canonical SMILESC[C@@]12[C@@]([H])(CC[C@@]2(O)C#C)[C@]([C@]3([H])CC1)([H])CCC4=C3C=CC(OC5CCCC5)=C4
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质量控制

Quality Control & MSDS

批次:

Chemical structure

Quinestrol