3α-acetoxy-11β-hydroxy-5β-androstan-17-one | 1516-51-4

• 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: 3α-acetoxy-11β-hydroxy-5β-androstan-17-one
• 英文别名: 3α-Acetoxy-11β-hydroxy-5β-androstan-17-on；11β-Hydroxy-3α-acetoxy-5β-androstanon-(17)；[(3R,5R,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethyl-17-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
• CAS: 1516-51-4
• 化学式: C₂₁H₃₂O₄
• 分子量: 348.483
• InChiKey: CEFAOKKMPAXYIR-AEWRDJGCSA-N

物化性质

• 沸点：
  462.6±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3α-acetoxy-11β-hydroxy-5β-androstan-17-one 生成 11β-羟基本胆烷醇酮
  参考文献：
  名称：

  Sarett, Journal of Biological Chemistry, 1948, vol. 173, p. 185

  摘要：

  DOI：
• 作为产物：
  描述：

  3α-acetoxy-5β-androstanedione-(11.17) 在 aluminum isopropoxide 、 溶剂黄146 、 丙酮 、 铂 、 苯 作用下， 生成 3α-acetoxy-11β-hydroxy-5β-androstan-17-one
  参考文献：
  名称：

  Sarett, Journal of Biological Chemistry, 1948, vol. 173, p. 185

  摘要：

  DOI：

文献信息

• METHODS FOR THE PURIFICATION OF DEOXYCHOLIC ACID
  申请人：Moriarty Robert M.

  公开号：US20130137884A1

  公开（公告）日：2013-05-30

  Synthetic methods for preparing deoxycholic acid and intermediates thereof, high purity synthetic deoxycholic acid, compositions and methods of use are provided. Also, provided are processes for the synthesis of 12-keto or 12-α-hydroxy-steroids from Δ-9,11-ene, 11-keto or 11-hydroxy-β-steroids. This invention is also directed to novel compounds prepared during the synthesis. This invention is also directed to the synthesis of deoxycholic acid starting from hydrocortisone.

  提供了用于制备去氧胆酸及其中间体的合成方法，高纯度合成去氧胆酸，以及使用的组合物和方法。还提供了从 Δ-9,11-烯基，11-酮基或11-羟基-β-类固醇合成12-酮基或12-α-羟基类固醇的方法。本发明还涉及在合成过程中制备的新化合物。本发明还涉及从氢化可的松开始合成去氧胆酸的方法。
• Isolation of II-Hydroxy-etiocholanol-3(α)-one-17 from the Urine of Male Patients with Adrenal Cancer
  作者：ELIZABETH DINGEMANSE、LEONORA G. HUIS IN 'T VELD

  DOI：10.1038/164844a0

  日期：1949.11

  A SUBSTANCE that proved to be Δ9-etiocholenol-3(α)-one-17 (II) was isolated by Lieberman et al.1 from the urine of certain patients with cancer of the breast or prostate, lymphatic leukæmia, essential hypertension or Cushing's syndrome. They suggested that Δ9-etiocholenol-3(α)-one-17 was a derivative of 11-hydroxy-etiocholanol-3(α)-one-17 (I) and was formed from the latter compound by dehydration during the acid hydrolysis of the urine. Later, they were able to identify (I) in urinary extracts by infrared spectroscopy2.

  Lieberman等人1从某些患有乳腺癌、前列腺癌、淋巴性白血病的患者的尿液中分离出一种物质，被证明是α9-etiocholenol-3(α)-one-17 (II) 、原发性高血压或库欣综合征。他们认为α9-etiocholenol-3(α)-one-17是11-羟基-etiocholanol-3(α)-one-17 (I)的衍生物，并且是由后一种化合物在脱水过程中脱水形成的。尿液的酸水解。后来，他们能够通过红外光谱法鉴定尿液提取物中的 (I)。
• PURIFIED DEOXYCHOLIC ACID AND ITS COSMETIC USE IN THE NON-SURGICAL REMOVAL OF UNDESIRABLE FAT DEPOSITS
  申请人：Kythera Biopharmaceuticals, Inc.

  公开号：EP3040342A1

  公开（公告）日：2016-07-06

  Compositions of deoxycholic acid (DCA) containing a steroidal DCA precursor or by-product containing a 12.beta.-hydroxy group (in particular 12.beta.-DCA) and their use in a cosmetic method of non-surgical removal of undesirable fat deposits.

  含有甾体 DCA 前体或含有 12.β.-羟基（尤其是 12.β.-DCA）的副产品的脱氧胆酸（DCA）组合物及其在非手术去除不良脂肪沉积的美容方法中的用途。
• Methods for the purification of deoxycholic acid
  申请人：Kythera Biopharmaceuticals, Inc.

  公开号：US10005813B2

  公开（公告）日：2018-06-26

  Synthetic methods for preparing deoxycholic acid and intermediates thereof, high purity synthetic deoxycholic acid, compositions and methods of use are provided. Also, provided are processes for the synthesis of 12-keto or 12-α-hydroxysteroids from Δ-9,11-ene, 11-keto or 11-hydroxy-β-steroids. This invention is also directed to novel compounds prepared during the synthesis. This invention is also directed to the synthesis of deoxycholic acid starting from hydrocortisone.

  提供了制备脱氧胆酸及其中间体的合成方法、高纯度合成脱氧胆酸、组合物和使用方法。此外，还提供了从Δ-9,11-烯、11-酮或 11-羟基-β-类固醇合成 12-酮或 12-α-羟基类固醇的工艺。本发明还涉及在合成过程中制备的新型化合物。本发明还涉及从氢化可的松开始合成脱氧胆酸。
• [EN] METHODS FOR THE PURIFICATION OF DEOXYCHOLIC ACID<br/>[FR] PROCÉDÉS POUR LA PURIFICATION DE L'ACIDE DÉSOXYCHOLIQUE
  申请人：KYTHERA BIOPHARMACEUTICALS INC

  公开号：WO2011075701A4

  公开（公告）日：2012-09-13