methyl β-muricholate | 7730-11-2

• 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 β-muricholate
• 英文别名: 3α,6β,7β-trihydroxy-5β-cholan-24-oic acid methyl ester；3α,6β,7β-Trihydroxy-5β-cholan-24-saeure-methylester；3alpha,6beta,7beta-Trihydroxy-5beta-cholan-24-oic acid Methyl ester；methyl (4R)-4-[(3R,5R,6S,7R,8S,9S,10R,13R,14S,17R)-3,6,7-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 7730-11-2
• 化学式: C₂₅H₄₂O₅
• 分子量: 422.605
• InChiKey: ZODJZVRYUQWYON-OPKNLNMWSA-N

物化性质

• 沸点：
  525.2±40.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl β-muricholate 在 Celite 、 silver carbonate 作用下， 以 苯 为溶剂， 反应 9.0h， 生成 methyl 3α,7β-dihydroxy-5β-cholan-6-one-24-oate
  参考文献：
  名称：

  Synthesis of 6α-tritiated β-muricholic acid for use as a molecular probe

  摘要：

  Regioselective oxidation of methyl beta-muricholate to give the 6-ketoderivative is described. Stereoselective reduction of this ketone with tritiated NaBH4 furnishes labeled methyl beta-muricholate. The structure of all compounds was confirmed by infrared, H-1, and C-13 nuclear magnetic resonance spectroscopy. Data obtained by circular dichroism and mass spectroscopy were in agreement with the structure of the ketone 3.

  DOI：

  10.1016/0039-128x(92)90010-7
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 methyl β-muricholate
  参考文献：
  名称：

  Hsia et al., Journal of Biological Chemistry, 1957, vol. 225, p. 811,818

  摘要：

  DOI：

文献信息

• By-products in the analysis of β-muricholic acid in biological samples as methyl ester triacetate
  作者：Gerard Janssen、Suzanne Toppet、Frans Compernolle、Guido Parmentier

  DOI：10.1016/0039-128x(89)90060-3

  日期：1989.6

  on analysis of beta-muricholic acid (3 alpha, 6 beta, 7 beta-trihydroxy-5 beta-cholan-24-oic acid) in biological samples by a method involving acid-catalyzed solvolysis of sulfate esters in acetone-methanol, followed by perchloric acid-catalyzed acetylation with acetic anhydride-acetic acid. These products have been identified by mass spectrometry and nuclear magnetic resonance as methyl 3-0,6-0-d

  副产品是在分析生物样品中的 β-鼠胆酸（3 α、6 β、7 β-三羟基-5 β-胆烷-24-油酸）时形成的，该方法涉及硫酸酯在丙酮中的酸催化溶剂分解-甲醇，然后用乙酸酐-乙酸进行高氯酸催化乙酰化。这些产品已通过质谱和核磁共振鉴定为甲基 3-0,6-0-diacetyl-7-0-(1-methyl-3-oxo-1-butenyl)- 和甲基 3-0,7- 0-diacetyl-6-0-(1-methyl-3-oxo-1-butenyl)-beta-muricholate,methyl 3-0, 6-0-diacetyl- 和methyl 3-0, 7-0-diacetyl-beta -muricholate 和甲基二乙酰氧基-cholen-24-oate。
• IIDA, TAKASHI;MOMOSE, TOSHIAKI;TAMURA, TOSHITAKE;MATSUMOTO, TARO;GHANG, F+, J. LIPID RES., 30,(1989) N, C. 1267-1279
  作者：IIDA, TAKASHI、MOMOSE, TOSHIAKI、TAMURA, TOSHITAKE、MATSUMOTO, TARO、GHANG, F+

  DOI：——

  日期：——
• Hsia et al., Journal of Biological Chemistry, 1957, vol. 225, p. 811,818
  作者：Hsia et al.

  DOI：——

  日期：——
• Synthesis of 6α-tritiated β-muricholic acid for use as a molecular probe
  作者：Gérard Aranda、Mireille Bertranne、Marcel Fétizon、Recaredo Infante

  DOI：10.1016/0039-128x(92)90010-7

  日期：1992.4

  Regioselective oxidation of methyl beta-muricholate to give the 6-ketoderivative is described. Stereoselective reduction of this ketone with tritiated NaBH4 furnishes labeled methyl beta-muricholate. The structure of all compounds was confirmed by infrared, H-1, and C-13 nuclear magnetic resonance spectroscopy. Data obtained by circular dichroism and mass spectroscopy were in agreement with the structure of the ketone 3.