5β-cholestane-3α,7α,12α,24,26,27-hexol | 6785-34-8

• 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: 5β-cholestane-3α,7α,12α,24,26,27-hexol
• 英文别名: scymnol；5β-cholestanehexol-(3α,7α,12α,24ξ,26,27)；5β-Cholestanhexol-(3α,7α,12α,24ξ,26,27)；(10S)-3t,7t,12t-Trihydroxy-10r,13c-dimethyl-17c-((1R:4Ξ)-4,6-dihydroxy-1-methyl-5-hydroxymethyl-hexyl)-(5cH,8cH,9tH,14tH)-hexadecahydro-1H-cyclopenta[a]phenanthren；3α,7α,12α-Trihydroxy-10,13-dimethyl-17β-((1R:4Ξ)-4,6-dihydroxy-1-methyl-5-hydroxymethyl-hexyl)-5β-gonan；5beta-Cholestan-3alpha,7alpha,12alpha,24,26,27-hexol；(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-[(2R)-5,7-dihydroxy-6-(hydroxymethyl)heptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol
• CAS: 6785-34-8
• 化学式: C₂₇H₄₈O₆
• 分子量: 468.675
• InChiKey: DIPHJTHZUWDJIK-SWGMEOGHSA-N

物化性质

• 熔点：
  187 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  661.1±55.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  121
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  sodium scymnol sulfate 在 氢氧化钾 、 乙酸酐 、 溶剂黄146 、 三氯乙酸 作用下， 生成 5β-cholestane-3α,7α,12α,24,26,27-hexol
  参考文献：
  名称：

  尖吻根霉胆汁盐薄荷油硫酸钠的研究。

  摘要：

  从5个胆囊（65克）中通过3步色谱法分离出753毫克的胆盐，主要成分为锐齿镰鳐（Rhizoprionodon acutus）胆汁中的硫酸钠胸腺醇，其结构根据化学和物理数据被确定为3α, 7α, 12α, 24, 26-五羟基-5β-胆甾烷-27-基硫酸钠。

  DOI：

  10.1248/cpb.36.4408

文献信息

• Amiet, R. Gary; Kalafatis, Nicole; Macrides, Theodore, Australian Journal of Chemistry, 1993, vol. 46, # 9, p. 1347 - 1354
  作者：Amiet, R. Gary、Kalafatis, Nicole、Macrides, Theodore

  DOI：——

  日期：——
• Comparative studies of ‘bile salts’. 14. Isolation from shark bile and partial synthesis of scymnol
  作者：RJ BRIDGWATER、T BRIGGS、GAD HASLEWOOD

  DOI：10.1042/bj0820285

  日期：1962.2.1
• METHODS, COMPOSITIONS, AND KITS FOR THE TREATMENT OF CANCER
  申请人：Haggerty Timothy J.

  公开号：US20140335050A1

  公开（公告）日：2014-11-13

  The invention features methods, compositions, and kits for the administration of an HSP90 inhibitor, OBAA, flunarizine, aphidicolin, damnacanthal, dantrolene, or an analog thereof, alone, or in combination with, e.g., a TAA, an antigen-binding scaffold (e.g., an antibody, a soluble T cell receptor, or a chimeric receptor) specific for a TAA, a cell (e.g., a white blood cell that targets a cancer cell), and/or an IFN-β receptor agonist or an IFN-γ receptor agonist, for the treatment of cancer.
• Study on the bile salt sodium scymnol sulfate, from Rhizoprionodon acutus.
  作者：HITOSHI ISHIDA、TOMOHIKO YAMAGUCHI、RYUKAN NATSUYAMA、KUNIRO TSUJI、TAKUO KOSUGE

  DOI：10.1248/cpb.36.4408

  日期：——

  Sodium scymnol sulfate, which is a major component in bile of Rhizoprionodon acutus, was isolated by 3 steps of chromatography to afford 753 mg of the bile salt from 5 gallbladders (65 g), and its structure was determined to be 3α, 7α, 12α, 24, 26-pentahydroxy-5β-cholestan-27-yl sodium sulfate, on the basis of chemical and physical data.

  从5个胆囊（65克）中通过3步色谱法分离出753毫克的胆盐，主要成分为锐齿镰鳐（Rhizoprionodon acutus）胆汁中的硫酸钠胸腺醇，其结构根据化学和物理数据被确定为3α, 7α, 12α, 24, 26-五羟基-5β-胆甾烷-27-基硫酸钠。