(+/-)-1c-ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-phenanthrene-2r-carboxylic acid | 5684-13-9

• 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: (+/-)-1c-ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-phenanthrene-2r-carboxylic acid
• 英文别名: (+/-)-1c-Aethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-phenanthren-2r-carbonsaeure；(+/-)-7-Methoxy-2t-methyl-1r-aethyl-1.2.3.4-tetrahydro-phenanthren-carbonsaeure-(2c)；rac-3-Methoxy-16.17-seco-oestrapentaen-(A.B)-saeure-(18)；rac-3-Methoxy-16.17-seco-oestrapentaen-(1.3.5.7.9)-saeure-(18)；(+/-)-7-Methoxy-2t-methyl-1r-ethyl-1,2,3,4-tetrahydro-phenanthren-carbonsaeure-(2c); '(+/-)-O-Methyl-cis-bisdehydrodoisynolsaeure'；(1S,2R)-1-ethyl-7-methoxy-2-methyl-3,4-dihydro-1H-phenanthrene-2-carboxylic acid
• CAS: 5684-13-9；5936-09-4；5936-10-7；15372-34-6；64024-07-3
• 化学式: C₁₉H₂₂O₃
• 分子量: 298.382
• InChiKey: HZZSXUIUESWVSS-PKOBYXMFSA-N

物化性质

• 沸点：
  379.79°C (rough estimate)
• 密度：
  1.1583 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

制备方法与用途

类别：有毒物品
可燃性危险特性：可燃；燃烧时会产生刺激烟雾
储运特性：需存放在通风、低温和干燥的库房中
灭火剂：推荐使用干粉、泡沫、沙土、二氧化碳或雾状水进行灭火

反应信息

• 作为反应物：
  描述：

  (+/-)-1c-ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-phenanthrene-2r-carboxylic acid 在 吡啶盐酸盐 作用下， 生成 (+)-Z-Bisdehydrodoisynolic acid
  参考文献：
  名称：

  关于类固醇。第43次沟通。外消旋双脱氢-杜仲酸的全合成。关于雌激素羧酸IV

  摘要：

  DOI：

  10.1002/hlca.6602801186
• 作为产物：
  描述：

  (+/-)-1c-ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-phenanthrene-2r-carboxylic acid methyl ester 在 氢氧化钾 作用下， 生成 (+/-)-1c-ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-phenanthrene-2r-carboxylic acid
  参考文献：
  名称：

  关于类固醇。第43次沟通。外消旋双脱氢-杜仲酸的全合成。关于雌激素羧酸IV

  摘要：

  DOI：

  10.1002/hlca.6602801186

文献信息

• New reactions of organolead compounds not involving lead—carbon bond cleavage
  作者：W. Gerrard、D.B. Green

  DOI：10.1016/s0022-328x(00)90830-1

  日期：1967.1

  The oxidation of [p-(hydroxymethyl)phenyl]triphenyllead (I) to the corresponding aldehyde, and the formation of a derivative of the aldehyde with 5,5-dimethyl-1,3-cyclohexanedione are described. Esterifications of the alcohol (I) with benzoyl chloride, and with a steroid acid chloride are described. NMR and IR data for (I), the corresponding aldehyde, and the benzoate of (I) are briefly discussed.

  描述了[对-（羟甲基）苯基]三苯基铅（I）氧化为相应的醛，以及醛与5，5-二甲基-1，3-环己二酮的衍生物的形成。描述了用苯甲酰氯和甾族酰氯对醇（I）的酯化。简要讨论了（I），相应的醛和（I）的苯甲酸酯的NMR和IR数据。
• Über Steroide. 47. Mitteilung. Eine vereinfachte Synthese der Bisdehydro-doisynolsäure und verwandter Verbindungen. Über oestrogene Carbonsäuren VII
  作者：G. Anner、K. Miescher

  DOI：10.1002/hlca.19460290311

  日期：——
• Informational suppressor alleles of the eEF1A gene, fertility and cell degeneration in Podospora anserina
  作者：P. Silar、M. Rossignol、R. Tahar、Z. Derhy、A. Mazabraud

  DOI：10.1007/s004380000337

  日期：2000.10

  Mutations that increase readthrough at a UGA stop codon (informational suppressor mutations) were created in the gene (AS4) that encodes translation elongation factor eEF1A in the filamentous fungus Podospora anserina. The results strongly suggest that the net charge of the eEF1A protein controls the accuracy of translation. Physiological analysis of the mutant strains shows that some of the alleles dominantly increase life span, while only one drastically modifies fertility. This exceptional allele (AS4-56) causes a wide array of phenotypes including a new growth cessation phenomenon that is different from senescence or Crippled Growth, previously known degenerative syndromes that are both controlled by AS4. The data emphasise the fact that eEF1A exerts a complex control over cellular physiology.
• BIS-DEHYDRODOISYNOLIC ACID
  作者：William S. Johnson、Robert P. Graber

  DOI：10.1021/ja01187a525

  日期：1948.7
• Gastambide-Odier,M. et al., Bulletin de la Societe Chimique de France, 1963, p. 1777 - 1783
  作者：Gastambide-Odier,M. et al.

  DOI：——

  日期：——