22β-hydroxy-3β,24-isopropylidenedioxyolean-12-ene | 104235-58-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 22β-hydroxy-3β,24-isopropylidenedioxyolean-12-ene
• 英文别名: (1R,2R,5S,10S,11R,14R,15S,18R,19R,23S)-2,7,7,10,14,15,18,21,21-nonamethyl-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-en-19-ol
• CAS: 104235-58-7
• 化学式: C₃₃H₅₄O₃
• 分子量: 498.79
• InChiKey: LZHVNRLPLOPWLD-VMAPENQUSA-N

物化性质

• 沸点：
  549.0±50.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  36
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  22β-hydroxy-3β,24-isopropylidenedioxyolean-12-ene 在 palladium on activated charcoal 盐酸 、 4-二甲氨基吡啶 、 氢气 、 三乙基硼氢化锂 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 生成 齐墩果-12-烯-3,24-二醇
  参考文献：
  名称：

  Synthesis and hepatoprotective effects of soyasapogenol B derivatives

  摘要：

  Derivatives of soyasapogenol B (1), which is the aglycon moiety of soyasaponins from soybean, were synthesized and evaluated for their hepatoprotective effects in vitro. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00572-0
• 作为产物：
  描述：

  大豆甾醇 B 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 生成 22β-hydroxy-3β,24-isopropylidenedioxyolean-12-ene
  参考文献：
  名称：

  Host recognition in parasitic angiosperms: use of correlation spectroscopy to identify long-range coupling in an haustorial inducer

  摘要：

  DOI：

  10.1021/ja00344a052

文献信息

• TRITERPENE DERIVATIVE AND AGENT FOR PREVENTING OR TREATING CHRONIC HEPATITIS C
  申请人：Ishikawa Makoto

  公开号：US20120251492A1

  公开（公告）日：2012-10-04

  Provided are a triterpene derivative represented by a general formula (I), a pharmaceutically acceptable salt thereof, and an agent for preventing or treating chronic hepatitis C comprising the triterpene derivative or the salt as an active ingredient: [in the formula (I), R 1 represents a carboxyl group, a hydroxymethyl group, —CH 2 OSO 3 H, or and R 2 represents —OR 3 or —O— (CH 2 ) m-OR 4 , where R 3 represents a benzyl group which may be substituted with a hydroxymethyl group, a dimethylaminomethyl group, a phenylaminomethyl group, a morpholinomethyl group, a carboxyl group, or a formyl group, a C 1-6 alkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, or a hydroxy C 1-6 alkyl group, R 4 represents a phenyl group which may be substituted with a carboxyl group, and m represents an integer of 1 to 3, with the proviso that a case where R 1 is —CH 2 OH, and R 3 is a C 1-6 alkyl group, a C 2-6 alkenyl group, or a benzyl group is excluded].

  提供了一种由通式（I）表示的三萜衍生物，其药学上可接受的盐，以及包含所述三萜衍生物或盐作为活性成分的预防或治疗慢性丙型肝炎的药剂： [在式（I）中，R1代表羧基、羟甲基基团、—CH2OSO3H，或 和R2代表—OR3或—O—（CH2）m-OR4，其中R3代表苄基，可能被羟甲基基团、二甲氨基甲基基团、苯胺基甲基基团、吗啉基甲基基团、羧基或甲酰基取代，C1-6烷基、C2-6烯基、C2-6炔基或羟基C1-6烷基，R4代表苯基，可能被羧基取代，m表示1至3的整数，但排除R1为—CH2OH，R3为C1-6烷基、C2-6烯基或苄基的情况].
• Synthesis and hepatoprotective effects of soyasapogenol B derivatives
  作者：Kazue Sasaki、Nobuto Minowa、Hiroyuki Kuzuhara、Shoji Nishiyama、Shoji Omoto

  DOI：10.1016/s0960-894x(96)00572-0

  日期：1997.1

  Derivatives of soyasapogenol B (1), which is the aglycon moiety of soyasaponins from soybean, were synthesized and evaluated for their hepatoprotective effects in vitro. Copyright (C) 1996 Elsevier Science Ltd
• Host recognition in parasitic angiosperms: use of correlation spectroscopy to identify long-range coupling in an haustorial inducer
  作者：John C. Steffens、James L. Roark、David G. Lynn、James L. Riopel

  DOI：10.1021/ja00344a052

  日期：1983.3
• Preventive effects of soyasapogenol B derivatives on liver injury in a concanavalin A-induced hepatitis model
  作者：Kazue Sasaki、Nobuto Minowa、Hiroyuki Kuzuhara、Shoji Nishiyama

  DOI：10.1016/j.bmc.2005.04.074

  日期：2005.8

  To shed light on the structure-activity relationship, various so soyasapogenol B derivatives were synthesized and evaluated for preventive effects on liver injury in the concanavalin A (Con A)-induced hepatitis model in mice, Con A injection into mice induces some pathophysiology of human liver disease such as autoimmune or viral hepatitis, Two hydroxyl groups on the A ring of soyasapogenol B are required for amelioration of liver damage, Modification of the C-22 hydroxyl moiety with an acyloxy or alkyloxy group, or removal of the hydroxyl group. resulted in I greatly enhanced percentage of alleviation. Among the series of soyasapogenol B derivatives examined, six compounds exhibited preventive effects on liver damage. (c) 2005 Elsevier Ltd. All rights reserved.
• Kitagawa, Isao; Wang, Hui Kang; Taniyama, Toshio, Chemical and pharmaceutical bulletin, 1988, vol. 36, # 1, p. 153 - 161
  作者：Kitagawa, Isao、Wang, Hui Kang、Taniyama, Toshio、Yoshikawa, Masayuki

  DOI：——

  日期：——