7-keto-5β-cholan-24-oic acid | 38917-08-7

• 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: 7-keto-5β-cholan-24-oic acid
• 英文别名: 7-keto-3,12-dehydroxycholanic acid；7-oxo-5β-cholan-24-oic acid；7-Oxo-5β-cholan-24-saeure；7-Oxo-5β-cholansaeure-(24)；7-Oxo-5β-cholansaeure；7-Oxo-5beta-cholan-24-oic Acid；(4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-7-oxo-1,2,3,4,5,6,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
• CAS: 38917-08-7
• 化学式: C₂₄H₃₈O₃
• 分子量: 374.564
• InChiKey: ZKGCEXPUCJDWMB-ZRDLOGARSA-N

物化性质

• 沸点：
  509.5±23.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-keto-5β-cholan-24-oic acid 在 乙醇 、 溶剂黄146 、 铂 作用下， 生成 (5beta,7alpha)-7-羟基胆烷-24-酸
  参考文献：
  名称：

  Serum leptin levels are not influenced by arginine and insulin infusion and by acute changes of GH

  摘要：

  The aim of this study was to evaluate the relationship between GH and leptin in a group of short children and adolescents. Leptin and GH serum levels were measured before and during pharmacological stimulation tests (arginine and insulin) in a group of 45 children (30 male, 15 female), mean age 8.6+/-3.9 yr, affected by idiopathic isolated GH deficiency (GHD), and in a group of 27 children (115 male, 12 female), age 10.9 +/- 3.3 yr, with constitutional growth delay. Results showed that basal and peak leptin levels as well as the AUC were significantly higher in GHD patients compared to controls (p<0.05) and correlated with BMI SDS (p<0.0001) in GHD patients. No change in leptin serum levels was observed during either stimulation test. No correlation was found, however, between basal leptin serum levels and basal, peak and the AUC of GH during the tests. Moreover, no correlation was found between the acute changes of serum GH concentration during both stimulation tests and leptin serum levels. The results suggest that leptin and GH secretion is not correlated and that leptin serum levels mainly reflect the amount of fat tissue, which is higher in GHD patients.

  DOI：

  10.1007/bf03345510
• 作为产物：
  描述：

  3Α-羟基-7-氧代-5Β-胆烷酸 在 乙醇 、 铂 作用下， 生成 7-keto-5β-cholan-24-oic acid
  参考文献：
  名称：

  Serum leptin levels are not influenced by arginine and insulin infusion and by acute changes of GH

  摘要：

  The aim of this study was to evaluate the relationship between GH and leptin in a group of short children and adolescents. Leptin and GH serum levels were measured before and during pharmacological stimulation tests (arginine and insulin) in a group of 45 children (30 male, 15 female), mean age 8.6+/-3.9 yr, affected by idiopathic isolated GH deficiency (GHD), and in a group of 27 children (115 male, 12 female), age 10.9 +/- 3.3 yr, with constitutional growth delay. Results showed that basal and peak leptin levels as well as the AUC were significantly higher in GHD patients compared to controls (p<0.05) and correlated with BMI SDS (p<0.0001) in GHD patients. No change in leptin serum levels was observed during either stimulation test. No correlation was found, however, between basal leptin serum levels and basal, peak and the AUC of GH during the tests. Moreover, no correlation was found between the acute changes of serum GH concentration during both stimulation tests and leptin serum levels. The results suggest that leptin and GH secretion is not correlated and that leptin serum levels mainly reflect the amount of fat tissue, which is higher in GHD patients.

  DOI：

  10.1007/bf03345510

文献信息

• DEUTERATED BILE ACID DERIVATIVES AS FXR/TGR5 AGONISTS AND METHODS OF USE THEREOF
  申请人：ENANTA PHARMACEUTICALS, INC.

  公开号：US20170240585A1

  公开（公告）日：2017-08-24

  The present invention provides compounds of Formula (I) or Formula (II): pharmaceutical compositions comprising these compounds and methods of using these compounds to treat or prevent a disease or disorder mediated by FXR and/or TGR5.

  本发明提供了化合物的化学式(I)或化学式(II)：包括这些化合物的药物组合物以及使用这些化合物来治疗或预防由FXR和/或TGR5介导的疾病或紊乱的方法。
• 2 -Hydroxy-N,N,N-trimethyl-ethanaminiumsalze von 5beta-Cholan-24-säure-Derivaten
  申请人：Diamalt GmbH

  公开号：EP0359058A1

  公开（公告）日：1990-03-21

  2-Hydroxy-N,N,N-trimethylethanaminiumsalze von 5β-Cholan-24-säure-Derivaten, die gekennzeichnet sind durch die allgemeine Formel I worin R₁ und R₂ sowie R₃ und R₄ gemeinsam eine Oxogruppe oder zwei Wasserstoffatome ein Wasserstoffatom und eine Hydroxygruppe bedeuten und X eine C-O-Bindung oder eine Gruppierung der Formel -NH-CH₂-CO- oder -NH-CH₂)₂-SO₂- darstellt, sind pharmakologisch und kosmetisch wirksame Verbin­dungen.

  5β-胆烷-24-酸衍生物的 2-羟基-N,N,N-三甲基乙铵 盐，其特征为通式 I 其中 R₁ 和 R₂ 以及 R₃ 和 R₄ 共同代表一个氧代基团或两个氢原子、一个氢原子和一个羟基，以及 X代表C-O键或式-NH-CH₂-CO-或-NH-CH₂)₂-SO₂-的基团，它们是具有药理和美容活性的化合物。
• Deuterated bile acid derivatives as FXR/TGR5 agonists and methods of use thereof
  申请人：ENANTA PHARMACEUTICALS, INC.

  公开号：US10364267B2

  公开（公告）日：2019-07-30

  The present invention provides compounds of Formula (I) or Formula (II): pharmaceutical compositions comprising these compounds and methods of using these compounds to treat or prevent a disease or disorder mediated by FXR and/or TGR5.

  本发明提供了式 (I) 或式 (II) 的化合物： 包含这些化合物的药物组合物，以及使用这些化合物治疗或预防由 FXR 和/或 TGR5 介导的疾病或紊乱的方法。
• Wieland; Dane, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1932, vol. 210, p. 268
  作者：Wieland、Dane

  DOI：——

  日期：——
• Improved Enantioselectivity in the Epoxidation of Cinnamic Acid Derivatives with Dioxiranes from Keto Bile Acids
  作者：Olga Bortolini、Giancarlo Fantin、Marco Fogagnolo、Roberto Forlani、Silvia Maietti、Paola Pedrini

  DOI：10.1021/jo020146b

  日期：2002.8.1

  The asymmetric epoxidation of substituted cinnamic acids has been obtained in the presence of different keto bile acid derivatives as optically active carbonyl inducers and Oxone as oxygen source. Predominant or almost exclusive formation of both enantiomeric epoxides is obtained (ee up to 95%) depending on the specific substitution at carbons C(7) and C(12) of the bile acid.