21-octadecanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione | 81047-65-6

• 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: 21-octadecanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione
• 英文别名: [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] octadecanoate
• CAS: 81047-65-6
• 化学式: C₃₉H₆₄O₆
• 分子量: 628.934
• InChiKey: ZNXLGTDYZRMREH-CLIMURTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  45
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  氢化可的松 、 十七烷酸 在 Candida antarctica lipase B 作用下， 以 乙醇 、 甲苯 为溶剂， 以71%的产率得到21-octadecanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione
  参考文献：
  名称：

  Lipase-catalyzed regioselective preparation of fatty acid esters of hydrocortisone

  摘要：

  A series of fatty acid derivatives of hydrocortisone has been prepared by an enzymatic methodology. Nine 21-monoacyl products and one 3,11,17-triacetyl derivative, nine of them novel compounds, were obtained in a highly regioselective way through lipase-catalyzed esterification, transesterification and alcoholysis reactions. The influence of various reaction parameters Such as acylating agent: substrate ratio, enzyme: substrate ratio. solvent, temperature and nature of acylating agent and alcohol was evaluated. Among the tested lipases. Candida antarctica lipase appeared to be the most appropriate and showed a high efficient behavior especially in a one-pot transesterification. The advantages presented by this methodology, such as mild reaction conditions and low environmental impact, make the biocatalysis a convenient way to prepare acyl derivatives of hydrocortisone. These lipophilic compounds are potential products in the pharmaceutical industry. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.07.010

文献信息

• Fat emulsion containing a steroid
  申请人：GREEN CROSS CORPORATION

  公开号：EP0041772A2

  公开（公告）日：1981-12-16

  A steroid having an anti-inflammatory activity can be administered as a fat emulsion thereof. The emulsion may comprise an effective quantity of the steroid having an anti-inflammatory activity, 5 to 50% (W/V) of soybean oil, a phospholipid in a weight ratio of 1-50 to 100 of said soybean oil, and a proper quantity of water. This fat emulsion exhibits a long-lasting activity in the region of inflammation and is especially useful in the therapeutic or prophylactic treatment of rheumatism, immunological hemolytic anemia, idopathic thrombocytopenic purpura, and Paget's disease, or in conjunction with kidney transplantation.

  具有抗炎活性的类固醇可以脂肪乳剂的形式给药。乳剂可包括有效量的具有抗炎活性的类固醇、5%至 50%（W/V）的大豆油、重量比为 1-50 比 100 的磷脂和适量的水。这种脂肪乳剂在炎症区域表现出持久的活性，尤其适用于治疗或预防风湿病、免疫性溶血性贫血、惰性血小板减少性紫癜和帕吉特氏病，或与肾移植一起使用。
• MEDICINE-CONTAINING FAT EMULSION OF THE TYPE PREPARED IMMEDIATELY BEFORE USE AND PROCESS FOR PREPARING MEDICINE-CONTAINING FAT EMULSION
  申请人：TEIJIN LIMITED

  公开号：EP0331755A1

  公开（公告）日：1989-09-13

  A kit of a medicine-containing fat emulsion of the type prepared immediately before its use, which comprises a fat emulsion and either (a) a medicinal composition comprising a medicine and at least one solvent selected from among li­quid polyalkylene glycols, liquid alkylethanolamines, liquid polyhydric alcohols and water, or (b) a medicinal composition comprising a medicine and an excipient such as a sugar and/or an amino acid, and a process for preparing a medicine-­containing fat emulsion therefrom immediately before its use.

  一种在使用前立即制备的含药脂肪乳剂试剂盒，它包括脂肪乳剂和(a)由药物和至少一种选自液态聚烷乙二醇、液态烷基乙醇胺、液态多羟基乙醇和水的溶剂组成的药物组合物，或(b)由药物和糖和/或氨基酸等赋形剂组成的药物组合物，以及在使用前立即制备含药脂肪乳剂的工艺。
• US3984544A
  申请人：——

  公开号：US3984544A

  公开（公告）日：1976-10-05
• US4340594A
  申请人：——

  公开号：US4340594A

  公开（公告）日：1982-07-20
• US5229422A
  申请人：——

  公开号：US5229422A

  公开（公告）日：1993-07-20