9-羟基-9H-芴-2-羧酸 | 87746-47-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 9-羟基-9H-芴-2-羧酸
• 中文别名: 2,3-二(2,4-二甲基苯氧基)丙烷-1-醇
• 英文名称: 5′-prenyleriodictyol
• 英文别名: 5'-prenyleriodictyol；sigmoidin B；uralenin；(2S)-2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
• CAS: 87746-47-2
• 化学式: C₂₀H₂₀O₆
• 分子量: 356.375
• InChiKey: SFQIGPZCFNTPOD-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 海关编码：
  2932999099

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
  圣草酚	eriodictyol	552-58-9	C15H12O6	288.257

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	sigmoidin B trimethyl ether	101910-48-9	C23H26O6	398.456
  ——	sigmoidin B tetraacetate	101910-49-0	C28H28O10	524.524
  ——	sigmoidin C	101923-93-7	C20H18O6	354.359
  ——	sigmoidin C triacetate	101910-51-4	C26H24O9	480.471

反应信息

• 作为反应物：
  描述：

  9-羟基-9H-芴-2-羧酸 在 甲酸 作用下， 以170 mg的产率得到(2S)-5,7,8'-trihydroxy-2',2'-dimethyl[2,6'-bichroman]-4-one
  参考文献：
  名称：

  Fomum, Zacharias Tanee; Ayafor, Johnson Foyere; Mbafor, Joseph Tanyi, Journal of the Chemical Society. Perkin transactions I, 1986, p. 33 - 38

  摘要：

  DOI：
• 作为产物：
  描述：

  圣草酚 、 DMAPP 在 fungal prenyltransferase AnaPT 、 calcium chloride 作用下， 以 二甲基亚砜 、 甘油 为溶剂， 反应 16.0h， 以16.4%的产率得到9-羟基-9H-芴-2-羧酸
  参考文献：
  名称：

  Complementary Flavonoid Prenylations by Fungal Indole Prenyltransferases

  摘要：

  Flavonoids are found mainly in plants and exhibit diverse biological and pharmacological activities, which can often be enhanced by prenylations. In plants, such reactions are catalyzed by membrane-bound prenyltransferases. In this study, the prenylation of nine flavonoids from different classes by a soluble fungal prenyltransferase (AnaPT) involved in the biosynthesis of the prenylated indole alkaloid acetylaszonalenin is demonstrated. The behavior of AnaPT toward flavonoids regarding substrate acceptance and prenylation positions clearly differs from that of the indole prenyltransferase 7-DMATS. The two enzymes are therefore complementary in flavonoid prenylations.

  DOI：

  10.1021/acs.jnatprod.5b00422

文献信息

• Complementary Flavonoid Prenylations by Fungal Indole Prenyltransferases
  作者：Kang Zhou、Xia Yu、Xiulan Xie、Shu-Ming Li

  DOI：10.1021/acs.jnatprod.5b00422

  日期：2015.9.25

  Flavonoids are found mainly in plants and exhibit diverse biological and pharmacological activities, which can often be enhanced by prenylations. In plants, such reactions are catalyzed by membrane-bound prenyltransferases. In this study, the prenylation of nine flavonoids from different classes by a soluble fungal prenyltransferase (AnaPT) involved in the biosynthesis of the prenylated indole alkaloid acetylaszonalenin is demonstrated. The behavior of AnaPT toward flavonoids regarding substrate acceptance and prenylation positions clearly differs from that of the indole prenyltransferase 7-DMATS. The two enzymes are therefore complementary in flavonoid prenylations.
• Fomum, Zacharias Tanee; Ayafor, Johnson Foyere; Mbafor, Joseph Tanyi, Journal of the Chemical Society. Perkin transactions I, 1986, p. 33 - 38
  作者：Fomum, Zacharias Tanee、Ayafor, Johnson Foyere、Mbafor, Joseph Tanyi、Mbi, Christie M.

  DOI：——

  日期：——