28-nor-urs-12-ene-3β,17β-diol | 851392-99-9

• 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: 28-nor-urs-12-ene-3β,17β-diol
• 英文别名: (3I(2))-28-Norurs-12-ene-3,17-diol；(3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-3,8a-diol
• CAS: 851392-99-9
• 化学式: C₂₉H₄₈O₂
• 分子量: 428.699
• InChiKey: OHURLQYFJBUGGV-SQPCZADNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  31
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  17β-formyloxy-28-nor-urs-12-en-3β-ol 在 碳酸氢钠 作用下， 以 甲醇 为溶剂， 以4 mg的产率得到28-nor-urs-12-ene-3β,17β-diol
  参考文献：
  名称：

  Cladocalol, a pentacyclic 28-nor-triterpene from Eucalyptus cladocalyx with cytotoxic activity

  摘要：

  A formylated triterpene named cladocalol has been isolated from the leaves of Eucalyptus cladocalyx, together with ursulolactone acetate, ursolic acid, 3 beta-acetate-12,20(29)-lupadien-28-oic acid, beta-sitosterol and the known flavonoid eucalyptine. Their structures were mainly established by extensive NMR studies (H-1 NMR, C-13 NMR, DEPT, H-1-H-1 COSY, HSQC, HMBC) and mass spectroscopy as well as by X-ray crystallographic analysis. In this paper, we report on the cytotoxic effect induced by cladocalol and its derivatives on the myeloid leukemia cell line HL-60. (c) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.12.018

文献信息

• Cladocalol, a pentacyclic 28-nor-triterpene from Eucalyptus cladocalyx with cytotoxic activity
  作者：Samira Benyahia、Samir Benayache、Fadila Benayache、Francisco León、José Quintana、Matías López、Juan C. Hernández、Francisco Estévez、Jaime Bermejo

  DOI：10.1016/j.phytochem.2004.12.018

  日期：2005.3

  A formylated triterpene named cladocalol has been isolated from the leaves of Eucalyptus cladocalyx, together with ursulolactone acetate, ursolic acid, 3 beta-acetate-12,20(29)-lupadien-28-oic acid, beta-sitosterol and the known flavonoid eucalyptine. Their structures were mainly established by extensive NMR studies (H-1 NMR, C-13 NMR, DEPT, H-1-H-1 COSY, HSQC, HMBC) and mass spectroscopy as well as by X-ray crystallographic analysis. In this paper, we report on the cytotoxic effect induced by cladocalol and its derivatives on the myeloid leukemia cell line HL-60. (c) 2004 Elsevier Ltd. All rights reserved.