methyl asiatate | 20016-63-1

• 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 asiatate
• 英文别名: methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
• CAS: 20016-63-1
• 化学式: C₃₁H₅₀O₅
• 分子量: 502.735
• InChiKey: PTVQHIGQUFDPIQ-DKNVWTRZSA-N

物化性质

• 熔点：
  223-225 °C
• 沸点：
  578.9±50.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl asiatate 在 三正丁基氢锡 、 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.0h， 生成 urs-12-en-28-oic acid methyl ester
  参考文献：
  名称：

  Structure–activity relationship study of asiatic acid derivatives against beta amyloid (Aβ)-induced neurotoxicity

  摘要：

  8 Semi-synthetic derivatives of asiatic acid were prepared and their protective effect against AP-induced neurotoxicity was evaluated. Among them, asiatic acid (2), and 4, 16 showed 97, 92 and 87% of protective effect, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00658-7
• 作为产物：
  描述：

  methyl 2α,3β,23-triacetyloxy-6β-hydroxyurs-12-en-28-oate 在 吡啶 、 chromium(VI) oxide 作用下， 反应 2.0h， 生成 methyl asiatate
  参考文献：
  名称：

  积雪草化学检验—III

  摘要：

  通过物理和化学数据、降解研究以及与积雪草酸的直接相关性，已阐明婆罗酸的结构为2α,3β,6β,23-tetrahydroxy-28-oic-urs-12-ene (Ia)。

  DOI：

  10.1016/s0031-9422(00)85642-3

文献信息

• Triterpenoids from Eucalyptus perriniana cultured cells
  作者：Tsutomu Furuya、Yutaka Orihara、Chisato Hayashi

  DOI：10.1016/s0031-9422(00)84771-8

  日期：1987.1

  Abstract Eight triterpenes were isolated from the methanol extracts of Eucalyptus perriniana cultured cells as their methyl esters. The structures were elucidated by spectral data to be oleanolic acid, ursolic acid, maslinic acid, 2α-hydroxyursolic acid, hederagenin, 23-hydroxyursolic acid, arjunolic acid and asiatic acid.

  摘要 从Eucalyptus perriniana 培养细胞的甲醇提取物中分离得到8 种三萜类化合物的甲酯。通过光谱数据阐明其结构为齐墩果酸、熊果酸、山楂酸、2α-羟基熊果酸、常春藤苷配伍素、23-羟基熊果酸、阿朱诺酸和积雪草酸。
• Terpenoids of Rhododendron japonicum
  作者：Jinsaku Sakakibara、Toyo Kaiya

  DOI：10.1016/0031-9422(83)80161-7

  日期：1983.1

  Abstract From Rhododendron japonicum were isolated two diterpene glucosides, pieroside B and grayanoside B, and two new triterpenes, 2α,3α,24-trihydroxy

  摘要 从日本杜鹃花中分离得到两种二萜糖苷，pieroside B 和grayanoside B，以及两种新的三萜，2α,3α,24-trihydroxy
• Triterpene acids from some Papua New Guinea Terminalia species
  作者：David J. Collins、Carmel A. Pilotti、Adrian F.A. Wallis

  DOI：10.1016/0031-9422(92)80031-9

  日期：1992.3

  Abstract The trihydroxylated triterpene acids arjunolic acid and asiatic acid were found in ether extracts of the woods of Terminalia brassii and of T. complanata. Asiatic acid has not previously been reported as a constituent of the genus Terminalia. A similar extract of T. impediens yielded the tetrahydroxy acid terminolic acid as the major constituent; this acid was also detected as a minor constituent

  摘要 三羟基化的三萜酸阿周酚酸和积雪草酸存在于榄仁树和T. complanata 木材的醚提取物中。积雪草酸以前没有被报道为榄仁树属的成分。T. impediens 的类似提取物产生了作为主要成分的四羟基酸terminolic acid；这种酸也被检测为 T. complanata 的次要成分。然而，正如最近报道的那样，Terminolic acid 在积雪草的糖苷组合中不存在。
• Asiatic acid derivatives its manufacturing method and dermatological
  申请人：Dong Kook Pharmaceutical Co., Ltd.

  公开号：US05834437A1

  公开（公告）日：1998-11-10

  The object of the present invention is to provide asiatic acid derivatives, its pharmaceutically acceptable salts or esters. Asiatic acid, its trisaccharide asiaticoside and mddecassic acid, extracted from Centella asiatica have been used for a long time in the management of skin scars and chronic ulcers. In this invention, asiatic acid derivatives synthesized from asiatic acid show excellent wound-healing properties.

  本发明的目的是提供亚洲酸衍生物，其药学上可接受的盐或酯。长期以来，从积雪草中提取的亚洲酸、其三糖苷亚洲苷和去甲齐墩酸已被用于治疗皮肤疤痕和慢性溃疡。在本发明中，从亚洲酸合成的亚洲酸衍生物表现出优异的伤口愈合性能。
• Asiatic acid derivatives having modified A-ring
  申请人：Dong Kook Pharmaceutical Co., Ltd.

  公开号：US06071898A1

  公开（公告）日：2000-06-06

  Asiatic acid derivatives having a modified A-ring, as represented by formula 1 are disclosed. ##STR1## Pharmaceutical compositions and methods of treating cancer and hepatotoxicity utilizing compounds of formula 1 are also disclosed.

  本发明揭示了具有经过修改的A环的亚洲酸衍生物，如公式1所表示。 ##STR1## 揭示了利用公式1化合物的制药组合物和治疗癌症和肝毒性的方法。