3,3a,6,7,9,9a-hexahydro-5-hydroxy-1[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-3a-methylcyclopenta[b]chromen-8(5H)-one | 103873-60-5

• 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: 3,3a,6,7,9,9a-hexahydro-5-hydroxy-1[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-3a-methylcyclopenta[b]chromen-8(5H)-one
• 英文别名: ACTG toxin-E；Tricycloalternarene 2a；5-hydroxy-1-[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-one
• CAS: 103873-60-5
• 化学式: C₂₁H₃₀O₄
• 分子量: 346.467
• InChiKey: BDMIMSPBTFWTBC-WLRTZDKTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 3,3a,6,7,9,9a-hexahydro-5-hydroxy-1[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-3a-methylcyclopenta[b]chromen-8(5H)-one 在 吡啶 作用下， 反应 18.0h， 生成
  参考文献：
  名称：

  Studies on Host-selective Toxins Produced by a Pathotype ofAlternaria citriCausing Brown Spot Disease of Mandarins

  摘要：

  Two host-selective pathotoxins, ACTG-toxins A and B, and four related but less active toxins, C, D, E, and F, were isolated from the culture broth of Alternaria citri, a fungus that produces brown spot disease of Dancy tangerine (Citrus reticulata) and other mandarin cultivars. The basic common structural features of these toxins were the presence of a six-membered group bonded, via a methylene group, to a five-membered ring having an alkenyl substituent (Fig. 1). For Toxins A, B, C and F, the six-membered ring had an enolizable β-diketo group. For Toxin C, the five-membered ring was a tetrahydrofuran group. For Toxins D and E, an additional dihydropyran ring was formed by dehydration between a tertiary hydroxyl on the cyclopentene ring and an enolic hydroxyl group on the cyclohexane ring, and also the presence of a terminal hydroxymethyl group on the alkenyl substituent, instead of the methyl groups in Toxins A, B and C. In Toxin F, the terminal group was a formyl.

  DOI：

  10.1080/00021369.1986.10867585

文献信息

• Studies on Host-selective Toxins Produced by a Pathotype of<i>Alternaria citri</i>Causing Brown Spot Disease of Mandarins
  作者：Yoshiki Kono、J. M. Gardner、Yoshikatsu Suzuki、Setsuo Takeuchi

  DOI：10.1080/00021369.1986.10867585

  日期：1986.6

  Two host-selective pathotoxins, ACTG-toxins A and B, and four related but less active toxins, C, D, E, and F, were isolated from the culture broth of Alternaria citri, a fungus that produces brown spot disease of Dancy tangerine (Citrus reticulata) and other mandarin cultivars. The basic common structural features of these toxins were the presence of a six-membered group bonded, via a methylene group, to a five-membered ring having an alkenyl substituent (Fig. 1). For Toxins A, B, C and F, the six-membered ring had an enolizable β-diketo group. For Toxin C, the five-membered ring was a tetrahydrofuran group. For Toxins D and E, an additional dihydropyran ring was formed by dehydration between a tertiary hydroxyl on the cyclopentene ring and an enolic hydroxyl group on the cyclohexane ring, and also the presence of a terminal hydroxymethyl group on the alkenyl substituent, instead of the methyl groups in Toxins A, B and C. In Toxin F, the terminal group was a formyl.