3β.17β-bis-(4-nitro-benzoyloxy)-androstene-(5) | 96676-67-4

• 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: 3β.17β-bis-(4-nitro-benzoyloxy)-androstene-(5)
• 英文别名: 3β.17β-Bis-(4-nitro-benzoyloxy)-androsten-(5)；3β,17β-Bis-(4-nitro-benzoyloxy)-Δ⁵-androsten
• CAS: 96676-67-4
• 化学式: C₃₃H₃₆N₂O₈
• 分子量: 588.657
• InChiKey: IXLSWGSEOFBTAP-HFETUNNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.22
• 重原子数：
  43.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  138.88
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  雄烯二醇 、 4-硝基苯甲酰氯 生成 3β.17β-bis-(4-nitro-benzoyloxy)-androstene-(5)
  参考文献：
  名称：

  Liquid chromatography–mass spectrometric assay of androstenediol in prostatic tissue: Influence of androgen deprivation therapy on its level

  摘要：

  Androstenediol (Adiol, androst-5-ene-3 beta,17 beta-diol) is suspected of being an endogenous proliferation agent of prostate cancer (PCa) even after androgen deprivation therapy (ADT). A liquid chromatography-electron capture atmospheric pressure chemical ionization-mass spectrometric (LC-ECAPCI-MS) method for the determination of Adiol in prostatic tissue was developed and validated for evaluating the influence of ADT on the prostatic Adiol level. After derivatization of Adiol with 4-nitrobenzoyl chloride, the detection response of the derivative was increased 150 times more than that of intact Adiol. The LC-MS method was specific and reliable for the measurement of a trace amount of Adiol in 30 mg of tissue. The clinical study using the developed method showed that the prostatic Adiol level was not changed by ADT. That is, the prostatic Adiol levels of PCa patients with ADT (n = 12), benign prostate hypertrophy patients without ADT (n = 8) and bladder cancer patients (without prostatic disease) (n = 6) were 0.83 +/- 0.28, 0.62 +/- 0.31 and 0.71 +/- 0.28 ng g(-1) tissue, respectively, and there was no significant difference between these groups.(C) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2006.08.003

文献信息

• Versuche zur Herstellung künstlicher Komplexantigene der Steroidreihe. 2. Mitteilung. Weitere Steroidester der 4-Amino-2-sulfo-benzoesäure
  作者：C. A. Grob、W. A. Goldberg

  DOI：10.1002/hlca.19490320127

  日期：1949.2.1

  Δ5-3-Chlor-androsten-17 β-ol und Oestradiol wurden in 17-Stellung mit 4-Nitro-2-sulfo-benzoesäure verestert. In beiden Fällen konnten die durch Reduktion der Nitrogruppe erhältlichen 4-Amino-2-sulfobenzoesäureester nicht analysenrein erhalten werden.

  Δ 5 -3-氯碱雄甾烯17β醇UND雌二醇wurden在17麻省理工学院Stellung 4-硝基-2-磺基benzoesäureverestert。在《 BeednFällenkonnten die durch Reduktion der Nitrogruppeerhältlichen4-amino-sulfobenzoesäureesternicht analysenrein erhalten werden》中。