5-heptanoyl-2-hydroxybenzoic acid | 860509-16-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-heptanoyl-2-hydroxybenzoic acid
• 英文别名: 5-heptanoyl-2-hydroxy-benzoic acid；5-Heptanoyl-2-hydroxy-benzoesaeure
• CAS: 860509-16-6
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: ZKFSDDRPYYJDNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-heptanoyl-2-hydroxybenzoic acid 在 盐酸 、 amalgamated zinc 作用下， 生成 5-heptyl-2-hydroxy-benzoic acid
  参考文献：
  名称：

  Irani; Phalnikar; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 16, T. 5 A <1948> 37, 40

  摘要：

  DOI：
• 作为产物：
  描述：

  水杨酸甲酯 在 alkaline solution 作用下， 生成 5-heptanoyl-2-hydroxybenzoic acid
  参考文献：
  名称：

  Irani; Phalnikar; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1948, vol. 16/5 A, p. 41

  摘要：

  DOI：

文献信息

• Synthesis and Biological Evaluation of the Salicylamide and Salicylic Acid Derivatives as Anti-Estrogen Agents
  作者：Yasemin Dundar、Yasemin Ozatik、Orhan Ozatik、Volkan Ergin、Tijen Onkol、Adnan Menevse、Kevser Erol、M. Fethi Sahin

  DOI：10.2174/1573406411208030481

  日期：2012.5.1

  Alkylphenols have xenoestrogenic activity, which mimic the action of physiological estrogens and these mimicking activities are mainly mediated by nongenomic pathway. Nongenomic pathway plays a pivotal role in breast, endometrial and ovarian cancers’ growth and development. In this study, various alkylphenol derivatives were prepared and screened for their anti-uterotrophic and uterotrophic activity. Among these compounds, 2-hydroxy-5-nonanoylbenzamide (compound 1b) showed 93.99% inhibitory activity in the anti-uterotrophic test performed, and was found inactive in the uterotrophic activity test. Moreover, all test compounds were examined for the effect on uterine histopathological changes, and plasma 17β-estradiol (E2) level. Compound 1b was also tested for in vitro anti-cancer activity against ER+, human breast cancer cell line MCF-7, and it reduced cell viability to 74.01% at 50 nM concentration.

  烷基酚具有类雌激素活性，可模仿生理雌激素的作用，这些模仿活动主要由非基因组途径介导。非基因组途径在乳腺癌、子宫内膜癌和卵巢癌的生长和发展中起着关键作用。在本研究中，合成并筛选了各种烷基酚衍生物的抗子宫肥大和子宫肥大活性。在这些化合物中，2-羟基-5-壬酰胺基苯甲酰胺（化合物1b）在抗子宫肥大测试中显示出93.99%的抑制活性，并且在子宫肥大活性测试中未表现出活性。此外，所有测试化合物均经过了对子宫组织病理学变化及血浆17β-雌二醇（E2）水平的影响的检查。化合物1b还被测试其对ER+人乳腺癌细胞系MCF-7的体外抗癌活性，结果显示其在50 nM浓度下将细胞活力降低到74.01%。
• Irani; Phalnikar; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 16, T. 5 A <1948> 37, 40
  作者：Irani、Phalnikar、Nargund

  DOI：——

  日期：——
• US5516507A
  申请人：——

  公开号：US5516507A

  公开（公告）日：1996-05-14
• Irani; Phalnikar; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1948, vol. 16/5 A, p. 41
  作者：Irani、Phalnikar、Nargund

  DOI：——

  日期：——