(5beta,7alpha)-7-羟基胆烷-24-酸 | 28083-34-3

• 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
• 中文名称: (5beta,7alpha)-7-羟基胆烷-24-酸
• 中文别名: N-(2-乙基己基)-D-葡萄酰胺
• 英文名称: 7alpha-Hydroxy-5beta-cholan-24-oic acid
• 英文别名: 7α-hydroxy-5β-cholan-24-oic acid；7α-hydroxy-5β-cholanoic acid；7α-Hydroxy-5β-cholan-24-saeure；7α-Hydroxy-5β-cholansaeure-(24)；(4R)-4-[(5S,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
• CAS: 28083-34-3
• 化学式: C₂₄H₄₀O₃
• 分子量: 376.58
• InChiKey: JVMCMMXFADJQKU-MMSVWBHPSA-N

物化性质

• 沸点：
  511.1±23.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  熊去氧胆酸	ursodeoxycholic acid	128-13-2	C24H40O4	392.579
  ——	methyl 7α-hydroxy-5β-cholan-24-oate	28050-19-3	C25H42O3	390.607
  (5beta,7alpha)-7-羟基-3-氧代胆烷-24-酸	3-keto-7α-hydroxy-5β-cholan-24-oic acid	4185-00-6	C24H38O4	390.563
  ——	7α-Hydroxy-12-oxocholanic Acid	84895-28-3	C24H38O4	390.563
  3Α-羟基-7-氧代-5Β-胆烷酸	7-Ketolithocholic acid	4651-67-6	C24H38O4	390.563
  3α-羟基-7-氧代-胆烷酸-24-甲酯	7-ketolithocholic methyl ester	10538-59-7	C25H40O4	404.59
  (3alpha,5beta,7alpha,12alpha)-7-乙酰氧基-3,12-二羟基胆烷-24-酸甲酯	methyl 7α-acetoxy-3α,12α-dihydroxy-5β-cholan-24-oate	7432-44-2	C27H44O6	464.643
  ——	7-keto-5β-cholan-24-oic acid	38917-08-7	C24H38O3	374.564
  3,7-二酮-5Β-胆甾烷-24-酸	3,7-diketocholanic acid	859-97-2	C24H36O4	388.547
  ——	methyl 7α-acetoxy-3,12-dioxo-5β-cholanoate	60354-42-9	C27H40O6	460.611

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	7α,24-dihydroxy-5β-cholane	17041-51-9	C24H42O2	362.596
  ——	7-keto-5β-cholan-24-oic acid	38917-08-7	C24H38O3	374.564
  ——	5β-cholen-(6)-oic acid-(24)	28083-36-5	C24H38O2	358.565

反应信息

• 作为反应物：
  描述：

  (5beta,7alpha)-7-羟基胆烷-24-酸 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 7α,24-dihydroxy-5β-cholane
  参考文献：
  名称：

  Ahmed,S. et al., Australian Journal of Chemistry, 1971, vol. 24, p. 521 - 547

  摘要：

  DOI：
• 作为产物：
  描述：

  3Α-羟基-7-氧代-5Β-胆烷酸 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

文献信息

• Synthetic Bile Acid Composition, Method, and Preparation
  申请人：Kythera Biopharmaceuticals, Inc.

  公开号：EP2407475A2

  公开（公告）日：2012-01-18

  Bile acids and related compositions and methods of synthesis and use. More specifically, deoxycholic acid and related compositions, said compositions being free of all moieties of animal origin and free of pyrogenic moieties.

  胆汁酸和相关成分以及合成和使用方法。更具体地说，脱氧胆酸及相关组合物，所述组合物不含任何动物源性分子，也不含热源性分子。
• 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.
• Wieland; Kapitel, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1932, vol. 212, p. 269,273
  作者：Wieland、Kapitel

  DOI：——

  日期：——
• Wieland et al., Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1936, vol. 241, p. 47,64
  作者：Wieland et al.

  DOI：——

  日期：——