4-[(2Z,4E)-4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol | 84-17-3

• 物质功能分类: 原料药 - 激素及调节内分泌功能类药 - 雌激素及孕激素类药
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-[(2Z,4E)-4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol
• CAS: 84-17-3
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.3
• InChiKey: NFDFQCUYFHCNBW-CCHMCBCZSA-N

物化性质

• 熔点：
  229 °C
• 沸点：
  349.54°C (rough estimate)
• 密度：
  1.184 g/cm3
• 溶解度：
  DMSO（微溶）、乙酸乙酯（微溶）、甲醇（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

ADMET

代谢

脱氢表雄酮在大鼠体内产生脱氢表雄酮-β-D-葡萄糖醛酸苷。

DIENESTROL YIELDS DIENESTROL-BETA-D-GLUCURONIDE IN RABBITS.

来源:Hazardous Substances Data Bank (HSDB)

代谢

地诺前列醇是灵长类动物和小鼠中已知的己烯雌酚的代谢物；它被转化为omega-羟基-地诺前列醇，以结合形式排出体外...给兔子口服地诺前列醇剂量后，它们在尿液中排出了地诺前列醇葡萄糖苷酸酯...。

DIENESTROL IS A KNOWN METABOLITE OF DIETHYLSTILBESTROL IN PRIMATES & MICE; IT IS CONVERTED TO OMEGA-HYDROXY-DIENESTROL, WHICH IS EXCRETED IN CONJUGATED FORM ... RABBITS GIVEN ORAL DOSES OF DIENESTROL EXCRETED DIENESTROL GLUCURONIDE IN THEIR URINE ... .

来源:Hazardous Substances Data Bank (HSDB)

代谢

给予口服剂量己烯雌酚的兔子，在其尿液中排泄出己烯雌酚葡萄糖苷酸。

RABBITS GIVEN ORAL DOSES OF DIENESTROL EXCRETED DIENESTROL GLUCURONIDE IN THEIR URINE ... .

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

与雌激素同时使用可能会改变糖皮质激素的代谢和蛋白结合，导致清除率降低、消除半衰期延长以及糖皮质激素的治疗效果和毒性作用增加。

Concurrent use with estrogens may alter the metabolism and protein binding of glucocorticoids, leading to decreased clearance, increased elimination half-life, and increased therapeutic and toxic effects of the glucocorticoids.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

雌激素可能会导致闭经，干扰溴隐亭的效果。/雌激素/

Estrogens may cause amenorrhea, interfering with effects of bromocriptine. /Estrogen/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

钙补充剂：与雌激素同时使用可能增加钙的吸收。/雌激素/

Calcium supplements: concurrent use with estrogens may increase calcium absorption. /Estrogen/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

与雌激素同时使用可能会增强由促肾上腺皮质激素诱导的内源性皮质醇的抗炎作用。/雌激素/

Concurrent use with estrogens may potentiate the anti-inflammatory effects of endogenous cortisol induced by corticotropin. /Estrogen/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 医疗监测

以下内容可能在患者监护中尤其重要（根据病情，某些患者可能需要进行其他检测）：... 肝功能测定（建议定期进行，特别是在患有或疑似患有肝病的患者治疗期间）；血脂谱测定，血清（推荐每年对接受雌激素替代治疗的女性进行，尤其是如果正在服用孕激素）；乳房X光检查（每12个月一次，或按医生决定）；帕帕尼科劳（Pap）涂片检查和体格检查（每6到12个月一次，或按医生决定更频繁地进行，特别关注腹部、乳房和盆腔器官）。

The following may be especially important in patient monitoring (other tests may be warranted in some patients, depending on condition): ... Hepatic function determinations (recommended at regular intervals, especially during therapy in patients who have or are suspected of having hepatic disease); Lipid profile determinations, serum (recommended annually in women who are receiving estrogen replacement therapy, especially if taking a progestin); Mammogram (every 12 mo, or as determined by physician) Papanicolaou (Pap) test and Physical examinations (every 6 to 12 mo or more frequently when so determined by physician, with special attention being given to abdomen, breast, and pelvic organs)

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

治疗中使用的雌激素很容易通过皮肤、粘膜和胃肠道被吸收。当它们用于局部作用时，吸收往往足以引起全身性效果。/雌激素/

ESTROGENS USED IN THERAPY ARE ... READILY ABSORBED THROUGH SKIN, MUCOUS MEMBRANES, AND GI TRACT. WHEN THEY ARE APPLIED FOR LOCAL ACTION, ABSORPTION IS OFTEN SUFFICIENT TO CAUSE SYSTEMIC EFFECTS. /ESTROGENS/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

实际上，工厂工人接触非那雄胺后出现了男性乳腺发育的情况，而在处理非那雄胺时没有戴手套。/非那雄胺/

IN FACTORY WORKERS GYNECOMASTIA HAS FOLLOWED HANDLING OF DIETHYLSTIBESTROL WITHOUT GLOVES. /DIETHYLSTILBESTEROL/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

雌激素的尿排泄率无论是口服还是静脉给药都相当相似，这表明大多数雌激素从胃肠道吸收迅速且相当完全。

URINARY EXCRETION RATE OF ESTROGENS IS QUITE SIMILAR WHETHER AGENTS ARE GIVEN ORALLY OR INTRAVENOUSLY, WHICH SUGGESTS THAT ABSORPTION OF MOST ESTROGENS FROM GI TRACT IS PROMPT & QUITE COMPLETE. /ESTROGENS/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

雌激素在水中几乎不溶。当溶解在油中并注射时，它们会被迅速吸收并快速代谢。雌激素的灭活主要在肝脏进行。

ESTROGENS ARE PRACTICALLY INSOLUBLE IN WATER. WHEN DISSOLVED IN OIL AND INJECTED, THEY ARE RAPIDLY ABSORBED & QUICKLY METABOLIZED. ... INACTIVATION OF ESTROGEN IS CARRIED OUT MAINLY IN THE LIVER. /ESTROGENS/

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S22,S24/25,S36/37,S45,S53
• 危险类别码：
  R40
• WGK Germany：
  3
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P201,P280,P308+P313
• 危险品运输编号：
  2811
• 危险性描述：
  H350,H361

制备方法与用途

生物活性方面，Dienestrol（Restrol）是一种合成的非甾体雌性激素，能够激活雌激素受体。