12,13-diolbakuchiol | 1026776-43-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 12,13-diolbakuchiol
• 英文别名: (S)-bakuchiol；(E,6S)-6-ethenyl-8-(4-hydroxyphenyl)-2,6-dimethyloct-7-ene-2,3-diol
• CAS: 1026776-43-1
• 化学式: C₁₈H₂₆O₃
• 分子量: 290.403
• InChiKey: QIXGHNLALDUHDP-AVNQGEAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  12,13-diolbakuchiol 在 sodium periodate 、 水 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 25.0h， 生成
  参考文献：
  名称：

  Anti-proliferative evaluation of monoterpene derivatives against leukemia

  摘要：

  The cure rate of pediatric acute lymphoblastic leukemia (ALL) has significantly improved in the past thirty years, however not all patient cohorts respond well to current chemotherapy regimens. Among the high risk patient cohort is infants with MLL-rearranged (MLL-r) B-ALL, which remains dismal with an overall survival rate <35%. Our program is interested in identifying new molecular scaffolds to better understand the underlying mechanisms and ultimately provide new targeted treatments. Based on a phenotypic screen, phenolic natural products were identified as promising scaffolds for further chemical evaluation. Herein we disclose the effects of a potent anti-proliferative compound 31 against human ALL leukemia cellular models. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.02.034
• 作为产物：
  描述：

  补骨脂酚 在 硫酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.02h， 以99%的产率得到12,13-diolbakuchiol
  参考文献：
  名称：

  Synthesis and structure–immunosuppressive activity relationships of bakuchiol and its derivatives

  摘要：

  A series of derivatives of bakuchiol were synthesized and tested in vitro for their cytotoxicity, and inhibition of T cell proliferation and B cell proliferation. The data obtained provided preliminary structure-activity relationships of the compounds as immunosuppressive activity. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.054