fasciculol B | 64971-22-8

• 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: fasciculol B
• 英文别名: (2R,3R,5R,10S,12S,13R,14S,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-2,3,12-triol
• CAS: 64971-22-8
• 化学式: C₃₀H₅₂O₅
• 分子量: 492.74
• InChiKey: OEIWNDFVSHLYGG-SHNDLNRMSA-N

物化性质

• 沸点：
  612.3±55.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  101
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  fasciculic acid B 生成 fasciculol B
  参考文献：
  名称：

  TAKAHASHI, AKIRA;KUSANO, GENJIRO;OHTA, TOMIHISA;OHIZUMI, YASUSHI;NOZOE, S+, CHEM. AND PHARM. BULL., 37,(1989) N2, C. 3247-3250

  摘要：

  DOI：

文献信息

• Fasciculic acids A,B and C as calmodulin antagonists from the mushroom Naematoloma fasciculare.
  作者：Akira TAKAHASHI、Genjiro KUSANO、Tomihisa OHTA、Yasushi OHIZUMI、Shigeo NOZOE

  DOI：10.1248/cpb.37.3247

  日期：——

  Three new fasciculol esters, fasciculic acids A (1), B (2) and C (3), having potent calmodulin antagonistic activity were isolated from the toxic mushroom Naematoloma fasciculare (Fr.) KARST. Their structures were elucidated on the basis of spectral and chemical evidence.

  从毒蘑菇 Naematoloma fasciculare (Fr.) KARST 中分离出了三种新的筋膜醇酯，即筋膜酸 A (1)、B (2) 和 C (3)，它们具有强大的钙调素拮抗活性。根据光谱和化学证据阐明了它们的结构。
• Lanostane Triterpenoids from the Mushroom <i>Naematoloma fasciculare</i>
  作者：Ki Hyun Kim、Eunjung Moon、Sang Un Choi、Sun Yeou Kim、Kang Ro Lee

  DOI：10.1021/np300801x

  日期：2013.5.24

  In our continuing search for structurally interesting and bioactive metabolites from Korean wild mushrooms, bioassay-guided fractionation and a chemical investigation of the MeOH extracts of the fruiting bodies of the mushroom Naematoloma fasciculare resulted in the isolation of four new lanostane triterpenoids (1-4), together with 11 known compounds (5-15). The structures of 1-5 were determined by a combination of ID and 2D NMR and HRMS. The absolute configuration of the 3-hydroxy-3-methylglutaryl group as a side chain in 1 and 2 was determined by the alkaline methanolysis method. The full NMR data assignment of the known compound fasciculol G (S) is reported for the first time. Compounds 1-15 were tested for their antiproliferative activities against four human cancer cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15) and evaluated for their inhibitory effects on nitric oxide production in a lipopolysaccharide-activated murine microglial cell line.
• TAKAHASHI, AKIRA;KUSANO, GENJIRO;OHTA, TOMIHISA;OHIZUMI, YASUSHI;NOZOE, S+, CHEM. AND PHARM. BULL., 37,(1989) N2, C. 3247-3250
  作者：TAKAHASHI, AKIRA、KUSANO, GENJIRO、OHTA, TOMIHISA、OHIZUMI, YASUSHI、NOZOE, S+

  DOI：——

  日期：——