methyl mulinolate | 194368-00-8

• 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 mulinolate
• 英文别名: 13-hydroxy-mulin-11-en-20-oic acid methyl ester；Methyl (3R,3aS,5aS,8R,10aS,10bS)-8-hydroxy-5a,8-dimethyl-3-(propan-2-yl)-2,3,4,5,5a,6,7,8,10a,10b-decahydrocyclohepta[e]indene-3a(1H)-carboxylate；methyl (3R,3aS,5aS,8R,10aS,10bS)-8-hydroxy-5a,8-dimethyl-3-propan-2-yl-2,3,4,5,6,7,10a,10b-octahydro-1H-cyclohepta[g]indene-3a-carboxylate
• CAS: 194368-00-8
• 化学式: C₂₁H₃₄O₃
• 分子量: 334.499
• InChiKey: YRWFATJGYPJDRM-GHMDXEKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 mulinolic acid 以 乙醚 为溶剂， 反应 2.0h， 以95.8%的产率得到methyl mulinolate
  参考文献：
  名称：

  Antituberculosis activity of natural and semisynthetic azorellane and mulinane diterpenoids

  摘要：

  The antituberculosis activity of 14 natural azorellane and mulinane diterpenoids isolated from Azorella compacta, Azorella madreporica, Mulinum crassifolium, and Laretia acaulis, together with eight semisynthetic derivatives, was evaluated against two Mycobacterium tuberculosis strains. The natural azorellanes azorellanol (3) and 17-acetoxy-13-alpha-hydroxyazorellane (6), and the semisynthetic mulinanes 13-hydroxy-mulin-11-en-20-oic-acid methyl ester (13) and mulinenic acid methyl ester (23), showed the strongest activity, with MIC values of 12.5 mu g/mL against both strains. The methylated derivatives 13-hydroxy-mulin-11-en-20-oic-acid methyl ester (13), mulin-11,13-dien-20-oic acid methyl ester (15) and mulinenic acid methyl ester (23) proved to be more active than the parent compounds. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2009.07.005