(13S,17S)-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl 4-(4-benzyloxy-3-carbamoyl-2-hydroxyphenylamino)-4-oxobutanoate | 303757-49-5

• 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: (13S,17S)-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl 4-(4-benzyloxy-3-carbamoyl-2-hydroxyphenylamino)-4-oxobutanoate
• CAS: 303757-49-5
• 化学式: C₃₆H₄₀N₂O₇
• 分子量: 612.723
• InChiKey: ZZJBKBLOZJELHU-GWNAQZCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  45.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  148.18
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (13S,17S)-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl 4-(4-benzyloxy-3-carbamoyl-2-hydroxyphenylamino)-4-oxobutanoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 24.0h， 以76%的产率得到(13S,17S)-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl 4-(3-carbamoyl-2,4-dihydroxyphenylamino)-4-oxobutanoate
  参考文献：
  名称：

  Bone selective effect of an estradiol conjugate with a novel tetracycline-derived bone-targeting agent

  摘要：

  In this study a novel bone-targeting agent containing elements of the tricarbonylmethane system of ring A of tetracycline was developed and was shown to bind to the mineral constituent of bone, hydroxyapatite. Conjugation of this bone-targeting agent to estradiol resulted in a bone-targeted estrogen (BTE2-A1) with an enhanced ability to bind to hydroxyapatite. In an ovariectomized rat model of osteoporosis a partial separation of the skeletal effects of estradiol from the uterine effects was observed following subcutaneous administration of BTE2-A1. This novel bone-targeting estradiol delivery system has the potential to improve the safety pro. le of estradiol in the treatment of osteoporosis. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.051
• 作为产物：
  描述：

  3-amino-6-benzyloxy-2-hydroxybenzamide 、 beta-雌二醇 17-半琥珀酸酯 在 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到(13S,17S)-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl 4-(4-benzyloxy-3-carbamoyl-2-hydroxyphenylamino)-4-oxobutanoate
  参考文献：
  名称：

  Bone selective effect of an estradiol conjugate with a novel tetracycline-derived bone-targeting agent

  摘要：

  In this study a novel bone-targeting agent containing elements of the tricarbonylmethane system of ring A of tetracycline was developed and was shown to bind to the mineral constituent of bone, hydroxyapatite. Conjugation of this bone-targeting agent to estradiol resulted in a bone-targeted estrogen (BTE2-A1) with an enhanced ability to bind to hydroxyapatite. In an ovariectomized rat model of osteoporosis a partial separation of the skeletal effects of estradiol from the uterine effects was observed following subcutaneous administration of BTE2-A1. This novel bone-targeting estradiol delivery system has the potential to improve the safety pro. le of estradiol in the treatment of osteoporosis. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.051