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5α-cholestane-8,14-dien-3-one | 64113-61-7

中文名称
——
中文别名
——
英文名称
5α-cholestane-8,14-dien-3-one
英文别名
5α-cholesta-8,14-dien-3-one;5α-cholesta-8,14-dien-3-one;5a-cholesta-8,14-dien-3-one;(5S,10S,13R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,4,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-3-one
5α-cholestane-8,14-dien-3-one化学式
CAS
64113-61-7
化学式
C27H42O
mdl
——
分子量
382.63
InChiKey
FYFVUBIBZBYPHH-TYNFAVEZSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    7
  • 重原子数:
    28
  • 可旋转键数:
    5
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.81
  • 拓扑面积:
    17.1
  • 氢给体数:
    0
  • 氢受体数:
    1

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    5α-cholestane-8,14-dien-3-onesodium hydroxide双氧水lithium tri-sec-butyl(hydrido)borate4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下, 以 二氯甲烷 为溶剂, 反应 0.87h, 生成 3β-fluoro-5α-cholesta-8,14-diene
    参考文献:
    名称:
    Synthesis of Meiosis-Activating Sterols Containing Fluorine.
    摘要:
    It is documented that specific types of sterol play a major role in the resumption of meiosis in oocytes from mice in vitro. 4,4-Dimethyl-5 alpha-cholesta-8,14,24-trien-3 beta-ol (FF-MAS) isolated from human follicular fluid and 4,4-dimethyl-5 alpha-cholesta-8,24-dien-3 beta-ol (T-MAS) isolated from bull testicular tissue, have been shown to activate (promote) meiosis in vitro. In order to evaluate the biological activity and stability of such compounds, new demethylsterol derivatives have been synthesised. Using diethylaminosulfur trifluoride (DAST) it was possible to synthesise selected Delta(8), Delta(14) sterols with mono and difluoro substitution at C3.
    DOI:
    10.3891/acta.chem.scand.52-0503
  • 作为产物:
    描述:
    5α-cholesta-8,14-dien-3β-ol 在 aluminum isopropoxide 、 丁酮 作用下, 以34%的产率得到5α-cholestane-8,14-dien-3-one
    参考文献:
    名称:
    Synthesis of Meiosis-Activating Sterols Containing Fluorine.
    摘要:
    It is documented that specific types of sterol play a major role in the resumption of meiosis in oocytes from mice in vitro. 4,4-Dimethyl-5 alpha-cholesta-8,14,24-trien-3 beta-ol (FF-MAS) isolated from human follicular fluid and 4,4-dimethyl-5 alpha-cholesta-8,24-dien-3 beta-ol (T-MAS) isolated from bull testicular tissue, have been shown to activate (promote) meiosis in vitro. In order to evaluate the biological activity and stability of such compounds, new demethylsterol derivatives have been synthesised. Using diethylaminosulfur trifluoride (DAST) it was possible to synthesise selected Delta(8), Delta(14) sterols with mono and difluoro substitution at C3.
    DOI:
    10.3891/acta.chem.scand.52-0503
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文献信息

  • UNSATURATED CHOLESTANE DERIVATIVES AND THEIR USE FOR THE PREPARATION OF MEIOSIS REGULATING MEDICAMENTS
    申请人:Schering Aktiengesellschaft
    公开号:EP1150993A1
    公开(公告)日:2001-11-07
  • [EN] UNSATURATED CHOLESTANE DERIVATIVES AND THEIR USE FOR THE PREPARATION OF MEIOSIS REGULATING MEDICAMENTS<br/>[FR] DERIVES DE CHOLESTANE INSATURES ET LEUR UTILISATION POUR PREPARER DES MEDICAMENTS DESTINES A REGULER LA MEIOSE
    申请人:SCHERING AG
    公开号:WO2000047604A1
    公开(公告)日:2000-08-17
    The present invention relates to pharmaceutically active unsaturated cholestane derivatives, to pharmaceutical compositions comprising them as active substances and to the use of these novel compounds for the preparation of medicaments. More particularly it has been found that the unsaturated cholestane derivatives of the invention can be used for regulating meiosis.
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