17-羟基孕甾烷e-3,20-二酮 | 570-59-2

• 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
• 中文名称: 17-羟基孕甾烷e-3,20-二酮
• 中文别名: 别孕烷-3,20-二酮-17Α-醇；别孕烷-3,20-二酮-17α-醇
• 英文名称: 5α-pregnan-17-ol-3,20-dione
• 英文别名: (5alpha)-17-Hydroxypregnane-3,20-dione；(5S,8R,9S,10S,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 570-59-2
• 化学式: C₂₁H₃₂O₃
• 分子量: 332.483
• InChiKey: UUOHXXXJRQGPLC-JJFNZWTKSA-N

物化性质

• 熔点：
  251-253 °C
• 沸点：
  463.8±45.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.904
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	5α-pregnan-16α,17α-epoxy-3,20-dione	974-24-3	C21H30O3	330.467
  ——	(3β,5α,16α)-16,17-epoxy-3-hydroxypregnan-20-one	1044-90-2	C21H32O3	332.483
  17Alpha-羟基黄体酮	17-hydroxyprogesterone	68-96-2	C21H30O3	330.467

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  17Alpha-羟基黄体酮	17-hydroxyprogesterone	68-96-2	C21H30O3	330.467
  17-羟基-1,4-二烯-3,20-二酮	17α-hydroxypregna-1,4-diene-3,20-dione	2477-61-4	C21H28O3	328.452

反应信息

• 作为反应物：
  描述：

  17-羟基孕甾烷e-3,20-二酮 在 chromium dichloride 、 氢溴酸 、 溴 、 溶剂黄146 、 sodium iodide 作用下， 生成 17Alpha-羟基黄体酮
  参考文献：
  名称：

  Steroids. V.¹ The Synthesis of Adrenal Corticosteroids and Analogs from Allopregnan-3β-o1-20-one

  摘要：

  DOI：

  10.1021/ja01165a067
• 作为产物：
  描述：

  3,20-Diketo-5α-pregn-16-en 在 甲醇 、 sodium hydroxide 、 氢溴酸 、 双氧水 、 溶剂黄146 作用下， 生成 17-羟基孕甾烷e-3,20-二酮
  参考文献：
  名称：

  Toldy, Acta Chimica Academiae Scientiarum Hungaricae, 1958, vol. 16, p. 411,414

  摘要：

  DOI：

文献信息

• Biotransformation of corticosteroids by Penicillium decumbens ATCC 10436
  作者：Herbert L. Holland、Doan H. Nguyen、Nicola M. Pearson

  DOI：10.1016/0039-128x(95)00071-w

  日期：1995.9

  The biotransformation of a series of corticosteroids by the fungus Penicillium decumbens ATCC 10436 has been investigated. Conversion to the corresponding 5 alpha-dihydrosteroid was observed for all the Delta(4)-3-ketosteroids studied with the exception of deoxycorticosterone, which was converted to a Delta(1,4)-diene. Deoxycorticosterone acetate was, however, converted to a 5 alpha-dihydro product concomitant with ester hydrolysis. Other substrates carrying a C-21 acetoxy group were also hydrolyzed to the alcohol. In two cases (resulting from deoxycorticosterone acetate and 11-deoxycortisone) the 5 alpha-3-keto product was further reduced to the 3 beta-alcohol. No reduction of Delta(1,4)-dienes was observed.
• Ercoli; de Ruggieri, Gazzetta Chimica Italiana, 1954, vol. 84, p. 479,487
  作者：Ercoli、de Ruggieri

  DOI：——

  日期：——
• Use of pregnane steroid derivatives for enhancing physical performance
  申请人：Marchewitz Eric

  公开号：US20060211667A1

  公开（公告）日：2006-09-21

  A method of increasing lean body mass in humans comprises administering a pregnane steroid derivative or a physiologically acceptable salt or ester thereof of the general formula: wherein R1=H and R2=H, or R1 and R2 combined form a single bond; R3 is one of OH and O; R5 is one of an α-hydrogen and a β-hydrogen; R6 is one of α-methyl and H; R7 is one of α-methyl and H; R17 is one of H and OH; and R20 is one of OH and O.
• Use of hydroxyprogesterone derivatives for enhancing health and physical performance
  申请人：Marchewitz Eric D.

  公开号：US20120277201A1

  公开（公告）日：2012-11-01

  A method for the use of derivatives of hydroxyprogesterone (17-alpha-hydroxypregn-4-ene-3,20-dione) to enhance health and physical performance in humans and more particularly to the use of hydroxyprogesterone derivatives for restoring renal hormonal balance, decreasing body weight, reducing adipose tissue, increasing endurance, promoting skeletal muscle growth, boosting androgen levels, inhibiting aromatase, and increasing cognitive function.
• Use of Hydroxyprogesterone Derivatives for Enhanced Health and Physical Performance II
  申请人：Marchewitz Eric

  公开号：US20190038637A1

  公开（公告）日：2019-02-07

  A method for the use of derivatives of hydroxyprogesterone (17-alpha-hydroxypregn-4-ene-3,20-dione) to enhance health and physical performance in humans and more particularly to the use of hydroxyprogesterone derivatives for restoring renal hormonal balance, decreasing body weight, reducing adipose tissue, increasing endurance, promoting skeletal muscle growth, boosting androgen levels, inhibiting aromatase, and increasing cognitive function.