3β-hydroxy-16.17-seco-androstene-(5)-dioic acid-(16.17)-17-methyl ester | 114134-51-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3β-hydroxy-16.17-seco-androstene-(5)-dioic acid-(16.17)-17-methyl ester
• 英文别名: 3β-Hydroxy-16.17-seco-androsten-(5)-disaeure-(16.17)-17-methylester
• CAS: 114134-51-9
• 化学式: C₂₀H₃₀O₅
• 分子量: 350.455
• InChiKey: HETSAFGTNBBYAE-VEEKTTQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.83
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3β-hydroxy-16.17-seco-androstene-(5)-dioic acid-(16.17)-17-methyl ester 在 chromium(VI) oxide 、 4-二甲氨基吡啶 、 sodium acetate 、 乙酸酐 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 3β-acetoxy-7-oxo-16,17-secoandrost-5-ene-16,17-dioic acid 17-methyl ester
  参考文献：
  名称：

  麦角类固醇 III. 与脱氢表雄酮相关的seco-steroids的合成和生物活性

  摘要：

  一些 D-ring-seco 雌激素的异常活性促使我们制备了几种与脱氢表雄酮 (DHEA) 相关的 seco 类固醇，并测试它们模拟甲状腺激素和 7-氧代-DHEA (1) 作为大鼠产热酶诱导剂的能力'肝脏。只有一种 3 beta-acetoxy-17a-oxa-androst-5-ene-7,17-dione (17) 能够诱导线粒体甘油磷酸脱氢酶和苹果酸酶。密切相关的 3 beta-hydroxy-17a-oxa-androsta-5,15-diene-7,17-diones（14 α 和 14 β、14 和 15）诱导苹果酸酶的形成，但不诱导甘油磷酸脱氢酶的形成。上述 14 α 类固醇的 3 β-丙酰酯没有活性，大概是因为它在体内没有脱酰。16、通过打开 D 环产生的 17 二羧酸 (9) 也诱导苹果酸酶的形成，但不诱导甘油磷酸脱氢酶的形成。3 beta-Acetoxyandrost-5-ene-7

  DOI：

  10.1016/s0039-128x(98)00066-x
• 作为产物：
  描述：

  3β-hydroxy-16,17-seco-androst-5-ene-16,17-dioic acid dimethyl ester 在 甲醇 、 potassium carbonate 作用下， 生成 3β-hydroxy-16.17-seco-androstene-(5)-dioic acid-(16.17)-17-methyl ester
  参考文献：
  名称：

  Can the human intervertebral disc be compared to a diarthrodial joint?

  摘要：

  The joint between human vertebral bodies is traditionally classified as a symphysis, a major cartilaginous synarthrosis. However, it has been suggested by some authors to compare the intervertebral disc (IVD) to a diarthrodial joint. The bases of this comparison are reviewed and discussed. In his description of 1895, Luschka saw the IVD as a diarthrodial joint containing articular cartilages and synovium in the annulus fibrosus. Subsequently, histologic and ultrastructural investigations into the cells and extracellular matrix of the nucleus pulposus (NP) supported the same hypothesis. More recently, the appearances of the IVD in magnetic resonance imaging (MRI) and discography, as well as clinical considerations were interpreted in the same way to simplify understanding of IVD pathology. However, a number of objections involving general, morphological, embryological, biochemical, histologic, radiological and clinical considerations demonstrate the limitations of this hypothesis. The general structural and mechanical principles of joint classification are mentioned to highlight the basic differences between the IVD and a synovial joint. An overview of the development of these joints, and a review of the literature dealing with ultrastructural aspects of the NP, with histopathological studies of the IVD, and with the normal appearance of the IVD on MRI and its age-related changes has led us to refute the hypothesis of this analogy. The IVD cannot be compared to a synovial joint, explaining why most of its pathologic features are quite different from those of a joint of the appendicular skeleton.

  DOI：

  10.1007/s00276-000-0101-8

文献信息

• Hershberg; Schwenk; Stahl, Archives of Biochemistry, 1948, vol. 19, p. 300,306
  作者：Hershberg、Schwenk、Stahl

  DOI：——

  日期：——
• Kuwada; Nakamura, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1938, vol. 58, p. 841,849; dtsch. Ref. S. 254
  作者：Kuwada、Nakamura

  DOI：——

  日期：——
• Zur Konstitution des Cafestols
  作者：A. Wettstein、K. Miescher

  DOI：10.1002/hlca.19430260225

  日期：1943.3.15