Methyl 4alpha-methylergost-8,24(28)-diene-3,11-dion-26-oate | 169477-80-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Methyl 4alpha-methylergost-8,24(28)-diene-3,11-dion-26-oate
• 英文别名: methyl (6R)-2-methyl-3-methylidene-6-[(4S,5S,10S,13R,14R,17R)-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate
• CAS: 169477-80-9
• 化学式: C₃₀H₄₄O₄
• 分子量: 468.7
• InChiKey: JVQOVXPSHOWVQH-ZSGULCPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

文献信息

• Zhankuic Acid A and Analogs thereof and Their Use as an Anti-Inflammatory Agent
  申请人：National Cheng Kung University

  公开号：US20150374718A1

  公开（公告）日：2015-12-31

  Zhankuic acid A (ZAA) is the major pharmacologically active compound of Taiwanofungus camphoratus . We analyzed the structure of human TLR4/MD-2 complex with ZAA by X-score and HotLig modeling approaches. Two antibodies against MD-2 were used to verify the MD-2/ZAA interaction. The inflammation and survival of the mice pretreated with ZAA and injected with LPS were monitored. The modeling structure shows that ZAA binds the MD-2 hydrophobic pocket exclusively via specific molecular recognition; the contact interface is dominated by hydrophobic interactions. Binding of ZAA to MD-2 reduced antibody recognition to native MD-2, similar to the effect of LPS binding. Furthermore, ZAA significantly ameliorated LPS-induced endotoxemia and Salmonella -induced diarrhea in mice. Our results indicate that ZAA, which can compete with LPS for binding to MD-2 as a TLR4/MD-2 antagonist, is a potential therapeutic agent for Gram-negative bacterial infections.