(3beta,9beta,22E)-麦角甾-5,7,22-三烯-3-醇 | 474-70-4

• 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
• 中文名称: (3beta,9beta,22E)-麦角甾-5,7,22-三烯-3-醇
• 英文名称: (10R)-3c-Hydroxy-10r.13c-dimethyl-17c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-(9cH.14tH)-Δ^5.7-dodecahydro-1H-cyclopenta[a]phenanthren
• 英文别名: 3β-Hydroxy-10.13-dimethyl-17β-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-9β-gonadien-(5.7)；24β_F-Methyl-9β-cholestatrien-(5.7.22t)-ol-(3β)；(24R)-24-Methyl-9β-cholestatrien-(5.7.22t)-ol-(3β)；9β-Ergostatrien-(5.7.22t)-ol-(3β)；Isopyroergocalciferol；Isopyrocalciferol；(3S,9R,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 474-70-4
• 化学式: C₂₈H₄₄O
• 分子量: 396.657
• InChiKey: DNVPQKQSNYMLRS-PAWLVPEASA-N

物化性质

• 熔点：
  112-115°
• 比旋光度：
  D20 +332°; 20546 +415° (c = 1.5 in chloroform)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3beta,9beta,22E)-麦角甾-5,7,22-三烯-3-醇 生成 (1R,3aR,3'aR,4S,4'S,7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-7',7a-dimethylspiro[2,3,3a,5,6,7-hexahydro-1H-indene-4,3'-3a,4,5,6-tetrahydroindene]-4'-ol
  参考文献：
  名称：

  ORLOV, A. I.;MIXAJLOVA, N. P.;VYUNOV, K. A., XIMIYA PRIROD. SOED.,(1989) N, S. 225-229

  摘要：

  DOI：
• 作为产物：
  描述：

  (10R)-3c-Hydroxy-10r.13c-dimethyl-17c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-(9cH.14tH)-Δ⁶-dodecahydro-4H-5t.8t-cyclo-cyclopenta[a]phenanthren 生成 (3beta,9beta,22E)-麦角甾-5,7,22-三烯-3-醇
  参考文献：
  名称：

  Dimroth, Chemische Berichte, 1937, vol. 70, p. 1631,1635

  摘要：

  DOI：

文献信息

• Remarks on the specificities of the photochemical and thermal transformations in the vitamin D field
  作者：E. Havinga、J.L.M.A. Schlatmann

  DOI：10.1016/0040-4020(61)80065-3

  日期：1961.1

  A discussion is given of some mechanistic aspects of the photochemical and thermal isomerization reactions occurring in the vitamin D field. Possible explanations of the stereochemical specificities of these reactions are tentatively put forward.

  讨论了在维生素D领域中发生的光化学和热异构化反应的一些机理方面。初步提出了这些反应的立体化学特异性的可能解释。
• Crystalline Vitamin D
  作者：F. A. ASKEW、H. M. BRUCE、R. K. CALLOW、J. ST. L. PHILPOT、T. A. WEBSTER

  DOI：10.1038/128758a0

  日期：1931.10

  FOUR crystalline preparations of vitamin D have recently been described1 having approximately equal antirachitic activities (20,000–25,000 International Units per milligram) and similar absorption spectra, but differing widely in their optical rotations. It follows either that there are several substances having antirachitic activity or that none of these preparations is pure, and that the varying

  最近描述了四种维生素 D 晶体制剂 1，它们具有大致相同的抗绦虫活性（每毫克 20,000-25,000 国际单位）和相似的吸收光谱，但它们的旋光度差异很大。要么有几种物质具有抗癞活性，要么这些制剂中没有一种是纯的，并且不同的旋光度是由于一种或多种杂质的存在。
• Linear polyethylenimine-sterol conjugates for gene delivery
  申请人：The University of Utah Research Foundation

  公开号：US20040137050A1

  公开（公告）日：2004-07-15

  Linear polyethylenimine was modified with sterols, such as cholesterol, in three different geometries: linear shaped (L), T-shaped (T), and a combined linear- and T-shaped (LT), to result in linear polyethylenimine-sterol conjugates. These conjugates were mixed with nucleic acids to form complexes for delivery of the nucleic acids into cells. Mammalian cells transfected with these complexes showed protein expression levels higher than linear polyethylenimine alone, and twice that of branched polyethylenimine, but without any significant loss in cell viability. Methods of making these compositions and methods of using them for gene delivery are also described.

  线性聚乙烯亚胺被固醇（如胆固醇）以三种不同的几何形状进行改性：线性形状（L）、T形状（T）和线性和T形状的组合（LT），从而形成线性聚乙烯亚胺-固醇共轭物。这些共轭物与核酸混合形成复合物，用于将核酸传递到细胞中。转染这些复合物的哺乳动物细胞显示出比单独使用线性聚乙烯亚胺更高的蛋白表达水平，且比支化聚乙烯亚胺高出一倍，但没有任何显著的细胞存活率损失。还描述了制备这些组合物的方法以及将其用于基因传递的方法。
• PEGYLATED 7-DEHYDROCHOLESTEROL DERIVATIVE
  申请人：Humedix Co. Ltd.

  公开号：EP3101025A1

  公开（公告）日：2016-12-07

  The present invention relates to pegylated 7-dehydrocholesterol derivatives, and a composition for wrinkle alleviation and anti-aging comprising the same. The pegylated 7-dehydrocholesterol derivatives according to the present invention have improved stability and solubility in water, and thus can be effectively used as a good source for supplying vitamin D in a cosmetic composition, a pharmaceutical composition and a functional food for wrinkle alleviation and anti-aging.

  本发明涉及聚乙二醇化的 7-去氢胆固醇衍生物，以及由其组成的用于除皱和抗衰老的组合物。根据本发明的聚乙二醇化 7-脱氢胆固醇衍生物具有更好的稳定性和水溶性，因此可以有效地用作化妆品组合物、药物组合物和功能性食品中维生素 D 的良好供应源，用于抗皱和抗衰老。
• THERAPEUTICALLY EFFECTIVE 1ALPHA,25-DIHYDROXYVITAMIN D3 ANALOGS
  申请人：——

  公开号：US20010014749A1

  公开（公告）日：2001-08-16

  Novel analogs of 1&agr;,25-dihydroxyvitamin D 3 which are selective agonists for the genomic responses or agonists or antagonists for the rapid cellular responses in a wide array of diseases in which 1&agr;,25-dihydroxyvitamin D 3 or its prodrugs are involved. Novel analogs have general formulae represented by compounds of groups I-V. A method for treatment and prevention of diseases connected with the endocrine system.

  1&agr;,25-二羟维生素 D 的新型类似物 3 是基因组反应的选择性激动剂，或者是 1&agr;,25-二羟基维生素 D 3 或其原药所涉及的多种疾病的快速细胞反应的激动剂或拮抗剂。新型类似物的通式由 I-V 组化合物表示。一种治疗和预防与内分泌系统有关的疾病的方法。