methyl 2α,3α-diacetoxy-19α-hydroxyurs-12-en-28-oate | 63478-78-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl 2α,3α-diacetoxy-19α-hydroxyurs-12-en-28-oate
• 英文别名: methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-10,11-diacetyloxy-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 63478-78-4
• 化学式: C₃₅H₅₄O₇
• 分子量: 586.81
• InChiKey: YGBIXFIIAJCOLF-NRDJKUSPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  野鸦椿酸 在 吡啶 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 24.0h， 生成 methyl 2α,3α-diacetoxy-19α-hydroxyurs-12-en-28-oate
  参考文献：
  名称：

  Triterpene Phytoalexins from Strawberry Fruit

  摘要：

  草莓品种Houkouwase对Colletotrichum fragariae的感染具有抗性。在受伤并接种了蕈蚊分生孢子的未成熟果实中观察到了抗真菌化合物的形成。分离出了三种抗真菌化合物，并确定它们分别是 euscaphic 酸、tormentic 酸和 myrianthic 酸。麝香草酸在 3 μg 的浓度下可抑制麝香草菌的生长，麝香草酸和麝香草酸在 100 μg 的浓度下具有抑制作用。对其含量的定量分析显示，三萜类化合物在受伤果实、受伤果实和接种果实中都有所增加，而在未处理的果实中却没有增加。这些结果表明，后洼地的未成熟果实会产生三萜类植物毒素。三萜类植物毒素似乎与草莓对真菌的抗性有关。

  DOI：

  10.1271/bbb.64.1707

文献信息

• Anti-inflammatory constituents of topically applied crude drugs. I. Constituents and anti-inflammatory effect of Eriobotrya japonica Lindl.
  作者：MINEO SHIMIZU、HIDEKI FUKUMURA、HIDEKI TSUJI、SEIICHI TANAAMI、TOSHIMITSU HAYASHI、NAOKATA MORITA

  DOI：10.1248/cpb.34.2614

  日期：——

  The ether-soluble fraction of EtOH extract from the leaves of Eriobotrya japonica LINDL.showed an anti-inflammatory effect when topically applied to rats. Ursolic acid, maslinic acid, methyl maslimate and euscaphic acid were isolated from the ether-soluble fraction. Maslinic acid was found to show an anti-inflammatory effect on carrageenan-induced edema and an inhibitory effect on histamine-induced ileum contraction.

  对大鼠局部施用枇杷叶的乙醇提取物的醚溶部分具有抗炎作用。从醚溶部分中分离出熊果酸、马斯林酸、马斯林酸甲酯和葫芦巴酸。研究发现，马斯林酸对卡拉胶诱导的水肿有消炎作用，对组胺诱导的回肠收缩有抑制作用。
• Cox, Philip J.; Durham, David G.; Liu, Xiaojun, Journal of Chemical Research, Miniprint, 1994, # 4, p. 843 - 860
  作者：Cox, Philip J.、Durham, David G.、Liu, Xiaojun、Richards, R. Michael E.

  DOI：——

  日期：——
• Triterpene Phytoalexins from Strawberry Fruit
  作者：Nobuhiro HIRAI、Megumi SUGIE、Mitsuo WADA、El Hassan LAHLOU、Tsunashi KAMO、Ryuji YOSHIDA、Mitsuya TSUDA、Hajime OHIGASHI

  DOI：10.1271/bbb.64.1707

  日期：2000.1

  Strawberry cv. Houkouwase is resistant to infection by Colletotrichum fragariae. The formation of antifungal compounds was observed in unripe fruit which had been wounded and inoculated with conidia of C. musae. Three antifungal compounds were isolated and identified as euscaphic acid, tormentic acid and myrianthic acid. Myrianthic acid inhibited the growth of C. musae at 3 μg, and euscaphic and tormentic acids showed inhibitory effects at 100 μg. A quantitative analysis of their contents showed that the triterpenes increased in wounded fruit, and in wounded and inoculated fruit, but not in non-treated fruit. These findings indicate that unripe fruit of Houkouwase produced the triterpenes as phytoalexins. The triterpene phytoalexins seem to be involved in the resistance of strawberry to the fungus.

  草莓品种Houkouwase对Colletotrichum fragariae的感染具有抗性。在受伤并接种了蕈蚊分生孢子的未成熟果实中观察到了抗真菌化合物的形成。分离出了三种抗真菌化合物，并确定它们分别是 euscaphic 酸、tormentic 酸和 myrianthic 酸。麝香草酸在 3 μg 的浓度下可抑制麝香草菌的生长，麝香草酸和麝香草酸在 100 μg 的浓度下具有抑制作用。对其含量的定量分析显示，三萜类化合物在受伤果实、受伤果实和接种果实中都有所增加，而在未处理的果实中却没有增加。这些结果表明，后洼地的未成熟果实会产生三萜类植物毒素。三萜类植物毒素似乎与草莓对真菌的抗性有关。