19-Norpregn-4-en-17-ol | 965-90-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 19-Norpregn-4-en-17-ol
• 英文别名: 17-ethyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
• CAS: 965-90-2
• 化学式: C₂₀H₃₂O
• 分子量: 288.5
• InChiKey: AOXRBFRFYPMWLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

ADMET

代谢

乙炔雌醇与大鼠肝脏的线粒体后上清液分数和辅因子一起孵化，主要代谢物为诺炔雄酮。第二种（次要）代谢物暂时被鉴定为17 alpha-乙基-5 epsilon-雌烷-3 epsilon,17 beta-二醇。提出了乙炔雌醇在大鼠中代谢的途径。

Ethylestrenol incubated with a post-mitochondrial supernatant fraction of rat liver plus co-factors gives norethandrolone as the major metabolite. A second (minor) metabolite was tentatively identified as 17 alpha-ethyl-5 epsilon-estrane-3 epsilon,17 beta-diol. A pathway is suggested for the metabolism of ethylestrenol in the rat.

来源:Hazardous Substances Data Bank (HSDB)

代谢

奥拉布林在C-3位置被氧化形成了尼莱瓦尔，后者在人体内通过环还原和侧链羟基化代谢，形成了19-诺孕三醇。检测到这种代谢物并在尿液中检测出来，可以作为对疑似滥用药物的运动员的检测手段。

Orabolin was oxidized at C-3 to form nilevar which in turn was metabolized in man by a ring reduction and side chain hydroxylation to form a 19-norpregnatriol. Identification of this metabolite, detection in urine is test for athletes suspected of drug misuse.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

醋酸乙炔雌醇对雌性大鼠具有抗急性盐酸可卡因毒性的保护作用。肝脏酶诱导可能产生许多类固醇的保护性抗毒活性，而与其经典的激素性质无关。

Catatoxic steroid ethylestrenol protected female rats against acute cocaine-HCl toxicity. Hepatic enzyme induction may produce protective catatoxic activity of many steroids, irrespective of their classical hormone properties

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

香豆素或茚满二酮衍生物的抗凝作用，或非甾体抗炎止痛药、非甾体药物或水杨酸盐在治疗剂量下，与同服雄激素类固醇（尤其是17-α-烷基化化合物）时可能会增加，这是由于抗凝剂对促凝因子的合成或分解的改变导致促凝因子浓度降低，以及抗凝剂受体亲和力的增加；在与雄激素类固醇同服期间及之后，可能需要根据凝血酶原时间测定来调整抗凝剂的剂量。/雄激素类固醇/

Anticoagulant effects of coumarin- or indandione-derivative or anti-inflammatory analgesics, nonsteroidal or salicylates, in therapeutic doses may be increased during concurrent use with anabolic steroids, especially 17-alpha-alkylated compounds, because of decreased procoagulant factor concentration caused by alteration of procoagulant factor synthesis or catabolism and increased receptor affinity for the anticoagulant; anticoagulant dosage adjustment based on prothrombin time determinations may be required during and following concurrent use with anabolic steroids. /Anabolic Steroids/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

糖皮质激素和促皮质激素分泌的调节主要受下丘脑-垂体-肾上腺皮质轴控制。

Concurrent use of antidiabetic agents, sulfonylurea or insulin with anabolic steroids may decrease blood glucose concentration; diabetic patients should be closely monitored for signs of hypoglycemia ... /Anabolic Steroids/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

皮质类固醇、糖皮质激素（尤其是具有显著盐皮质激素活性的），长期治疗用的促皮质激素或含钠药物或食物与同化类固醇的并用可能增加水肿的可能性；此外，糖皮质激素或促皮质激素与同化类固醇的并用可能促进严重痤疮的发展。/同化类固醇/

Concurrent use of corticosteroids, glucocorticoid, especially with significant mineralocorticoid activity, prolonged therapeutic corticotropin or sodium-containing medications or foods with anabolic steroids may increase the possibility of edema; in addition, concurrent use of glucocorticoids or corticotropin with anabolic steroids may promote development of severe acne. /Anabolic Steroids/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

基本治疗：建立专利气道。如有必要，进行吸痰。观察呼吸不足的迹象，如有需要，协助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，如有必要进行治疗……。监测休克，如有必要进行治疗……。预见并处理癫痫发作……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用生理盐水连续冲洗每只眼睛……。不要使用催吐剂。对于摄入，如果患者能吞咽、有强烈的干呕反射且不流口水，则用水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释……。在去污后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

[3H]乙炔雌醇在大鼠体内的吸收、分布、代谢和排泄进行了研究。2. 大约三分之一的口服剂量被吸收；在10天内，剂量的17%通过尿液排出，83%通过粪便排出。3. 剂量在大鼠体内广泛分布，发现肾脏和肝脏分别含有所有其他组织的平均特异性活性的2.5-3倍和5-7倍。4. 尿液中仅检测到未改变的乙炔雌醇。粪便中也发现了乙炔雌醇，以及两种不同的二羟基化二氢衍生物和一种三羟基化二氢衍生物。

The absorption, distribution, metabolism and excretion of [3H]ethylestrenol were studied in the rat. 2. Approximately one third of an intragastric dose was absorbed; 17% of the dose was excreted in urine and 83% in faeces within 10 days. 3. The dose is distributed throughout the rat, and kidney and liver were found to contain respectively 2.5-3 and 5-7 times the average specific activity of all other tissues. 4. Unchanged ethylestrenol was the only component detected in urine. Ethylestrenol was also found in faeces, along with two different dihydroxylated dihydro derivatives and one trihydroxylated dihydro derivative.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

目前尚不清楚合成代谢类固醇是否分布进入母乳中。/合成代谢类固醇/

It is not known whether anabolic steroids are distributed into breast milk. /Anabolic Steroids/

来源:Hazardous Substances Data Bank (HSDB)

制备方法与用途

制备方法
用作医药中间体。

用途简介
暂无相关信息。