(2R)-hydroxypentacosanoic acid methyl ester | 636589-70-3

• 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: (2R)-hydroxypentacosanoic acid methyl ester
• 英文别名: methyl (2R)-2-hydroxypentacosanoate；methyl (R)-2-hydroxypentacosanoate；methyl 2-(R)-hydroxypentacosanoate；Methyl (2r)-2-hydroxy-pentacosanoate
• CAS: 636589-70-3
• 化学式: C₂₆H₅₂O₃
• 分子量: 412.697
• InChiKey: CFJOFGLTFICSIR-RUZDIDTESA-N

物化性质

• 沸点：
  434.7±13.0 °C(Predicted)
• 密度：
  0.898±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  29
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R)-hydroxypentacosanoic acid methyl ester 在 potassium permanganate 、 sodium periodate 、 potassium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 18.0h， 生成 木焦油酸
  参考文献：
  名称：

  红藻Gracilaria asiatica的Gracilarioside和gracilamides。

  摘要：

  从红藻Gracilaria asiatica中分离出一种gracilarioside和两种gracilamides具有不寻常的含环丙烷的烷基链。它们的结构通过光谱法和微尺度化学降解来确定。据我们所知，尚未从海洋生物中报道带有环丙烷环的神经酰胺。这三种化合物对人A375-S2黑色素瘤细胞系具有轻微的细胞毒性。

  DOI：

  10.1021/np060043e
• 作为产物：
  描述：

  gracilarioside 在 platinum(IV) oxide 氢气 、 盐酸 作用下， 以 溶剂黄146 、 甲醇 为溶剂， 20.0~80.0 ℃ 、101.33 kPa 条件下， 反应 32.0h， 生成 (2R)-hydroxypentacosanoic acid methyl ester
  参考文献：
  名称：

  红藻Gracilaria asiatica的Gracilarioside和gracilamides。

  摘要：

  从红藻Gracilaria asiatica中分离出一种gracilarioside和两种gracilamides具有不寻常的含环丙烷的烷基链。它们的结构通过光谱法和微尺度化学降解来确定。据我们所知，尚未从海洋生物中报道带有环丙烷环的神经酰胺。这三种化合物对人A375-S2黑色素瘤细胞系具有轻微的细胞毒性。

  DOI：

  10.1021/np060043e

文献信息

• Agelasphins, novel antitumor and immunostimulatory cerebrosides from the marine sponge Agelas mauritianus
  作者：Takenori Natori、Masahiro Morita、Kohji Akimoto、Yasuhiko Koezuka

  DOI：10.1016/s0040-4020(01)86991-x

  日期：1994.2

  New glycosphingolipids, named agelasphins (1-8), have been isolated by antitumor and immunostimulatory bioassay-guided purification from an extract of a marine sponge, Agelas mauritianus. Strongly active agents in agelasphins had characteristic ol-galactosylceramide structures, the isolation of which from natural products has not previously been reported. The absolute configurations of agelasphins were elucidated by the total synthesis.
• A triterpenoidal saponin and sphingolipids from Pteleopsis hylodendron
  作者：Atta-ur-Rahman、Seema Zareen、M. Iqbal Choudhary、M. Nadeem Akhtar、F.N. Ngounou

  DOI：10.1016/j.phytochem.2008.05.006

  日期：2008.9

  From the stem bark of Pteleopsis hylodendron, a triterpenoidal saponin bellericagenin B 3-O-[beta-D-glucopyranosyl-(1 -> 2)-alpha-D-glucopyranoside] (1) (Pteleopsoside)} and two sphingolipids, hylodendroside-I (2), and hylodendroside-II (3) were isolated, along with a synthetically known compound, 2 alpha, 3 beta, 23-triacetoxy-19 alpha-hydroxyolean-12-en-28-oic acid (4)}. Other known compounds, friedelin (5), P-carotene (6), lupeol (7), sitosterol (8), and stigmasterol (9), were also obtained. Their structures were deduced with the help of detailed spectroscopic studies. (C) 2008 Elsevier Ltd. All rights reserved.
• Gracilarioside and Gracilamides from the Red Alga <i>Gracilaria </i><i>asiatica</i>
  作者：Yi Sun、Youjun Xu、Kai Liu、Huiming Hua、He Zhu、Yuehu Pei

  DOI：10.1021/np060043e

  日期：2006.10.1

  gracilarioside and two gracilamides with unusual cyclopropane-containing alkyl chains were isolated from the red alga Gracilaria asiatica. Their structures were determined by spectroscopic methods and microscale chemical degradation. To our knowledge, no ceramides with a cyclopropane ring have been reported from marine organisms. These three compounds were mildly cytotoxic to the human A375-S2 melanoma cell

  从红藻Gracilaria asiatica中分离出一种gracilarioside和两种gracilamides具有不寻常的含环丙烷的烷基链。它们的结构通过光谱法和微尺度化学降解来确定。据我们所知，尚未从海洋生物中报道带有环丙烷环的神经酰胺。这三种化合物对人A375-S2黑色素瘤细胞系具有轻微的细胞毒性。