methyl 6-octadecynoxylate | 2777-64-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 6-octadecynoxylate
• 英文别名: tariric acid methyl ester；octadec-6-ynoic acid methyl ester；Octadec-6-insaeure-methylester；6-Octadecynoic acid, methyl ester；methyl octadec-6-ynoate
• CAS: 2777-64-2
• 化学式: C₁₉H₃₄O₂
• 分子量: 294.478
• InChiKey: BQMKDXICMFVULI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  21
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916190090

反应信息

• 作为反应物：
  描述：

  methyl 6-octadecynoxylate 在 lithium aluminium tetrahydride 作用下， 生成 6-octadecyn-1-ol
  参考文献：
  名称：

  Metalation reactions. III. Metalation of octadecynols and octadecynyl methyl ethers

  摘要：

  DOI：

  10.1021/jo01264a044
• 作为产物：
  描述：

  甲醇 、 塔日酸 在 三氟化硼 作用下， 反应 0.03h， 以20 mg的产率得到methyl 6-octadecynoxylate
  参考文献：
  名称：

  Acetylenic Acids Inhibiting Azole-Resistant Candida albicans from Pentagonia gigantifolia

  摘要：

  Antifungal bioassay-guided isolation of the ethanol extract of the roots of Pentagonia gigantifolia yielded 6-octadecynoic acid (1) and the new 6-nonadecynoic acid (2). Compounds 1 and 2 inhibited the growth of fluconazole-susceptible and -resistant Candida albicans strains. Their antifungal potencies were comparable to those of amphotericin B and fluconazole. Of particular significance is the low cytotoxicity and specific activity of 1 and 2 against C. albicans.

  DOI：

  10.1021/np030196r

文献信息

• Elevation of plasma fatty acids by ten-hour intralipid infusion has no effect on basal or glucose-stimulated insulin secretion in normal man
  作者：Caroline M. Amery、Rachel A. Round、Janet M. Smith、Malcolm Nattrass

  DOI：10.1016/s0026-0495(00)80007-4

  日期：2000.4

  There is controversy over the effect of free fatty acids (FFAs) on insulin secretion. Previous studies have shown opposite effects of short- and long-term exposure to elevated concentrations of FFAs. We studied 8 normal subjects (mean age, 30 years; mean body mass index, 23.4 kg/m(2)) on 2 occasions. Each had a 10-hour overnight infusion of Intralipid 20% (Pharmacia, Milton Keynes, UK) with simultaneous infusion of heparin (0.4 U/kg body weight/min) or a control infusion of saline (150 mmol/L). Insulin secretion was assessed immediately after completion of the 10-hour infusion by an intravenous glucose tolerance test. Results were analyzed using paired t tests. Intralipid infusion caused an increase in plasma FFAs of more than 9-fold (P <.01), with a simultaneous increase in glycerol (P <.01) and hydroxybutyrate (P <.01). There was no difference in blood glucose concentrations during the infusion or intravenous glucose tolerance test. Similarly, insulin secretion was not significantly different during Intralipid infusion or in the intravenous glucose tolerance test (peak insulin achieved in glucose tolerance test, P =.51; total insulin secretion during intravenous glucose tolerance test, P =.27). In conclusion, after increasing plasma FFA concentrations over g-fold during a 10-hour infusion of Intralipid and heparin, we found no difference in basal or glucose-stimulated insulin secretion. Copyright (C) 2000 by W.B. Saunders Company.
• US4959488A
  申请人：——

  公开号：US4959488A

  公开（公告）日：1990-09-25
• Metalation reactions. III. Metalation of octadecynols and octadecynyl methyl ethers
  作者：Joseph Klein、E. Gurfinkel

  DOI：10.1021/jo01264a044

  日期：1969.12
• Acetylenic Acids Inhibiting Azole-Resistant <i>Candida </i><i>a</i><i>lbicans </i>from <i>Pentagonia </i><i>g</i><i>igantifolia</i>
  作者：Xing-Cong Li、Melissa R. Jacob、Hala N. ElSohly、Dale G. Nagle、Troy J. Smillie、Larry A. Walker、Alice M. Clark

  DOI：10.1021/np030196r

  日期：2003.8.1

  Antifungal bioassay-guided isolation of the ethanol extract of the roots of Pentagonia gigantifolia yielded 6-octadecynoic acid (1) and the new 6-nonadecynoic acid (2). Compounds 1 and 2 inhibited the growth of fluconazole-susceptible and -resistant Candida albicans strains. Their antifungal potencies were comparable to those of amphotericin B and fluconazole. Of particular significance is the low cytotoxicity and specific activity of 1 and 2 against C. albicans.