11α-Hydroxyprogesterone 11-hemisuccinate | 41238-98-6

• 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: 11α-Hydroxyprogesterone 11-hemisuccinate
• 英文别名: 11α-hydroxyprogesterone hemisuccinate；11α-hydroxyprogesterone-hemisuccinate；11α-hemisuccinylprogesterone；11α-Hydroxyprogesteron-11-hemisuccinat；Progesteron-11α-hemisuccinat；Progesterone-11-Alpha-Ol-Hemisuccinate；4-[[(8S,9S,10R,11R,13S,14S,17S)-17-acetyl-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-11-yl]oxy]-4-oxobutanoic acid
• CAS: 41238-98-6
• 化学式: C₂₅H₃₄O₆
• 分子量: 430.541
• InChiKey: JBBNFGYRYNBDIH-DBGGZKJISA-N

物化性质

• 沸点：
  603.0±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  97.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  11α-Hydroxyprogesterone 11-hemisuccinate 在 ammonium hydroxide 、 N-羟基丁二酰亚胺 、 碳酸氢钠 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 N-(2-Carbamoyl-ethyl)-succinamic acid (8S,9S,10R,11R,13S,14S,17S)-17-acetyl-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester
  参考文献：
  名称：

  Influence of functional groups on homologous antibody affinity of 11α-hydroxyprogesterone derivatives. I. Synthesis and affinity evaluation

  摘要：

  Syntheses and cross-reactivities with progesterone toward the same specific antibody are reported for a series of amides of 11 alpha-hydroxyprogesterone 11-hemisuccinate. Some hypotheses are made regarding the effects of the chemical structure of the substituents on the immunological properties of derivatives.

  DOI：

  10.1016/0039-128x(88)90124-9
• 作为产物：
  描述：

  丁二酸酐 、 11Alpha-孕酮 在 4-二甲氨基吡啶 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以43.3%的产率得到11α-Hydroxyprogesterone 11-hemisuccinate
  参考文献：
  名称：

  A rapid approach to 11α-hemisuccinylprogesterone synthesis

  摘要：

  The synthetic hapten 11 alpha-hemisuccinylprogesterone (11 alpha-hemisuccinyl-pregn-4-ene-3,20-dione), when linked to the appropriate macromolecular carrier, has been used successfully as a solid-phase antigen for progesterone detection in immunoassay. In this study the synthesis of 11 alpha-hemisuccinylprogesterone from 11 alpha-hydroxyprogesterone has been improved by using 4-dimethylaminopyridine (DMAP in refluxing dioxane, a highly nucleophilic polar solvent.

  DOI：

  10.1016/0039-128x(88)90119-5

文献信息

• Synthesis of conjugates of 11α-hydroxyprogesterone with β-nicotinamide adenine dinucleotide (β-NAD) and adenosine triphosphate (ATP)
  作者：David N. Kirk、Barry W. Miller

  DOI：10.1039/p19880002983

  日期：——

  Conjugates of 11α-hydroxyprogesterone with adenosine triphosphate and nicotinamide adenine dinucleotide have been prepared in which the steroid is attached to the nucleotides via bridges from C-11 to the terminal phosphate and C-8 positions of ATP, and to the N-6 and C-8 positions on the adenine ring of NAD. Preliminary evaluation of the bioluminescence of these conjugates is reported.

  已经制备了11α-羟基孕酮与三磷酸腺苷和烟酰胺腺嘌呤二核苷酸的结合物，其中类固醇通过从C-11到ATP的末端磷酸和C-8位置以及N-6和C的桥连接到核苷酸上。 NAD腺嘌呤环上的-8位。报道了对这些缀合物的生物发光的初步评估。
• Influence of the site of conjugation on the specificity of antibodies to progesterone
  作者：Gordon D. Niswender

  DOI：10.1016/0039-128x(73)90104-9

  日期：1973.9
• The use of homologous and hetebologous 125 I-radioligands in the radioimmunoassay of progesterone
  作者：R Allen

  DOI：10.1016/0039-128x(78)90059-4

  日期：1978.11

  Eight homologous and heterologous 125I-radioligand systems for the radioimmunoassay of progesterone were examined. Using an antiserum raised to 11alpha-hydroxyprogesterone 11-succinyl-bovine serum albumin, standard curves were set up with the homologous radioligands, 11alpha-hydroxyprogesterone 11-succinyl-[125I]-iodotyramine, -[125I]-iodohistamine and -[125I]-iodotyrosine methyl ester. Heterologous bridge systems were represented by progesterone-11alpha-oxycarbonyl-[125I]-iodotyrosine methyl ester and 11alpha-hydroxyprogesterone 11-phthalyl-[125I]-iodotyrosine methyl ester, and heterologous site systems by progesterone-3-(O-carboxymethyl)oxime-[125I]-iodotyramine, progesterone-12-(O-carboxymethyl)oxime-[125I]-iodotyramine, and progesterone-20-(O-carboxymethyl)oxime-[125I]-iodohistamine. The preparation of the steroid derivatives and iodination by a two-phase method are described. The curves obtained from the homologous radioligands were relatively insensitive compared with a tritiated system, with the tyrosine methyl ester derivative providing a more sensitive assay than the corresponding tyramine or histamine analogues. The heterologous bridge systems gave more sensitive curves than the homologous tracers whilst the 3- and 12-(O-carboxymethyl)oxime derivatives of progesterone furnished curves as sensitive as the tritiated reference. Progesterone-20-(O-carboxymethyl)oxime-[125I]-iodohistamine was not bound by the antibody.
• Two new fluorescent derivatives of progesterone to use in fluoro immunoassay
  作者：C. Parini、M.A. Bacigalupo、S. Colombi、L. Ferrara、F. Franceschetti、R. Saita

  DOI：10.1016/0039-128x(85)90038-8

  日期：1985.10

  Synthesis, fluorometric and immunological properties of two new fluorescent derivatives of progesterone are reported. Both compounds were obtained from 11 alpha-hydroxyprogesterone 11-hemisuccinate; the fluorescent molecules were joined to the steroid by bifunctional arms. The first of these is cysteamine whose thiol group was reacted with N-(3-fluoranthenyl) maleimide, and the second is tyramine whose phenolic group was reacted with 1-nitroso-2 naphthol.
• KIRK, DAVID N.;MILLER, BARRY W., J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N1, C. 2983-2992
  作者：KIRK, DAVID N.、MILLER, BARRY W.

  DOI：——

  日期：——