[26-2H3]secasterone | 461670-07-5

• 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: [26-2H3]secasterone
• 英文别名: (22R,23R,24S)-[26-(2)H3]-2β,3β-epoxy-22,23-dihydroxy-24-methyl-5α-cholestan-6-one；(1S,2R,4S,6R,8S,11S,12S,15R,16S)-2,16-dimethyl-15-[(2S,3R,4R,5S)-7,7,7-trideuterio-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-5-oxapentacyclo[9.7.0.02,8.04,6.012,16]octadecan-9-one
• CAS: 461670-07-5
• 化学式: C₂₈H₄₆O₄
• 分子量: 449.647
• InChiKey: WDGGOKUICSKRHH-VIKHAUEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  70.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [26-2H3]secasterone 生成 [26-2H3]2-epicastasterone
  参考文献：
  名称：

  2,3-Epoxybrassinosteroids are intermediates in the biosynthesis of castasterone in seedlings of

  摘要：

  The involvement of the 2,3-epoxybrassinosteroids secasterone and 2,3-diepisecasterone in the biosynthesis of castasterone has been demonstrated in seedlings of Secale cereale by LC-ESI-MS. Deuterated secasterone, upon administration to rye seedlings, was incorporated into castasterone and its 2beta- and 3beta-epimers. Administration of deuterated 2,3-diepisecasterone resulted in castasterone and 2-epicastasterone. A biosynthetic subpathway from typhasterol/teasterone via 2,3-epoxybrassinosteroid intermediates to castasterone is discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.11.008
• 作为产物：
  描述：

  (22R,23R,24S)-[26-(2)H3]-3α-bromo-2β-hydroxy-22,23-diacetoxy-24-methyl-5α-cholestan-6-one 在 MaONA 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以54%的产率得到[26-2H3]secasterone
  参考文献：
  名称：

  Synthesis of [26-2H3]brassinosteroids

  摘要：

  A number of [26-H-2(3)]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(02)00004-1