7-O-乙酰基浩米酮 | 6812-88-0

• 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
• 中文名称: 7-O-乙酰基浩米酮
• 英文名称: 7-O-Acetyl-taxochinon
• 英文别名: Acetylhorminon；7.α.-Acetoxyroyleanone；7-acetylhorminone；7α-acetoxy-12-hydroxy-11,14-dioxoabieta-8,12-diene；7α-acetoxyroyleanone；7-O-acetylhorminone；7-O-acetylhorminon；acetoxyroyleanone；acetylhorminone
• CAS: 6812-88-0；77794-82-2；107664-07-3
• 化学式: C₂₂H₃₀O₅
• 分子量: 374.477
• InChiKey: XDBVTCDGDQLEKG-QLEMLULZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  80.67
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  7-O-乙酰基浩米酮 在 氢氧化钾 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 0.13h， 以4%的产率得到荷茗草醌
  参考文献：
  名称：

  A Trihomoabietane Diterpenoid from Plectranthus grandidentatus and an Unusual Addition of Acetone to the ortho-Quinone System of Cryptotanshinone

  摘要：

  A new 9 alpha-(2-oxopropyl)abietane derivative (1) has been isolated from an acetone extract of Pleectranthus grandidentatus. Extraction of the plant material and analytical processes carried out in the absence of acetone also revealed the presence of 1 in the plant, thus suggesting that it is a natural product rather than an artifact. Attempts at obtaining Michael adducts between acetone and para-quinone abietane diterpenoids were unsuccessful, whereas treatment of the ortho-quinone cryptotanshinone (3) with acetone under basic conditions yielded compound 2. The structures of 1 and 2 were established by 1D and 2D NMR spectroscopic studies.

  DOI：

  10.1021/np0580457
• 作为产物：
  描述：

  12-benzoyloxy-11-hydroxyabieta-8,11,13-triene 在 chromium(VI) oxide 、 lead(IV) acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 丁酮 为溶剂， 生成 7-O-乙酰基浩米酮
  参考文献：
  名称：

  (+)-紫杉醇、(-)-7α-乙酰基酰酮、(-)-脱氢酰酮、(-)-激素、(-)-7-氧酰酮和(+)-Inuroyleanol的全合成

  摘要：

  12-benzoyloxyabieta-8,11,13-trien-11-ol 与甲基碘的甲基化得到 11-benzoyloxy-12-methoxyabieta-和 12-benzoyloxy-11-methoxyabieta-8,11,13-triene (9)。后一产物用三氧化铬氧化，然后硼氢化钠还原和乙酰化，得到 7β-乙酰氧基-12-苯甲酰氧基-11-甲氧基松香-8,11,13-三烯 (17) 及其 7α-乙酰氧基异构体 (18)大约的比率。5 : 1。另一方面，用四乙酸铅处理9产生比例为0.0.1的17和18。1:2。然后用三氧化铬氧化7β-乙酸酯(17)，用氢氧化钠水溶液水解得到的对醌衍生物，得到紫杉醌(1)，脱水得到脱氢乙酰基酮。类似地，7α-乙酸酯（18）通过对醌衍生物转化为激素（4），用碳酸氢钠水溶液处理，得到7α-乙酰氧基酰基酮。4 用二氧化锰氧化得到 7-氧代酰酮。1

  DOI：

  10.1246/bcsj.52.1459

文献信息

• Abietane diterpenoids from the root of Salvia lavandulaefolia
  作者：Antonio Michavila、Francisco Fernández-Gadea、Benjamín Rodríguez

  DOI：10.1016/s0031-9422(00)94547-3

  日期：1985.12

  oyleanone, besides the previously known diterpenes royleanone, 6,7-dehydroroyleanone, 7α-acetoxyroyleanone and inuroyleanol, have been isolated from the root of Salvia lavandulaefolia. The triterpenoid O-acetyloleanolic aldehyde has also been obtained from the same source.

  摘要 除了先前已知的双萜 royleanone、6,7-dehydroroyleanone、7α-acetoxyroyleanone 和 inuroyleanone 之外，还从丹参的根中分离出了 7α-ethoxyroyleanone 和 7α-ethoxy-12-O-methyl-royleanone 的两种新衍生物。薰衣草。三萜类 O-乙酰齐墩果醛也从同一来源获得。
• Abietane type diterpenoids from Salvia fruticulosa. A revision of the structure of fruticulin B
  作者：Lydia Rodríguez-Hahn、Baldomero Esquivel、Cristina Sánchez、Luis Estebanes、Jorge Cárdenas、Manuel Soriano-García、Rubén Toscano、T.P. Ramamoorthy

  DOI：10.1016/0031-9422(89)80052-4

  日期：1989.1

  Abstract The structures of fruticulin A and its free phenol derivative, highly oxidized diterpene quinones isolated from Salvia fruticulosa, were determined by spectroscopic methods, chemical transformations and X-ray crystallographic analysis of one of them. The structure of fruticulin B is revised to a linear arrangement as a result of an X-ray diffraction analysis.

  摘要 采用光谱法、化学转化法和X射线晶体学分析方法确定了果皮素A及其游离酚衍生物，即从果皮丹参中分离得到的高度氧化的二萜醌的结构。作为 X 射线衍射分析的结果，果糖蛋白 B 的结构被修正为线性排列。
• Edwards,O.E.; Ho,P.-T., Canadian Journal of Chemistry, 1978, vol. 56, p. 733 - 742
  作者：Edwards,O.E.、Ho,P.-T.

  DOI：——

  日期：——
• COMPOUNDS THAT MODULATE VON WILLEBRAND FACTOR LEVELS AND THEIR USE IN THE TREATMENT OF BLOOD DISORDERS
  申请人：SOCIETE DES PRODUITS NESTLE S.A.

  公开号：US20210000841A1

  公开（公告）日：2021-01-07

  The present invention relates to a compound having the structure of Formula (I) for use in the prevention or treatment of a blood disorder, in particular by the modulation of von Willebrand factor levels. A nutraceutical product or food product comprising the compound of the invention 5 are also provided.
• A Trihomoabietane Diterpenoid from <i>Plectranthus </i><i>g</i><i>randidentatus</i> and an Unusual Addition of Acetone to the <i>o</i><i>rtho</i>-Quinone System of Cryptotanshinone
  作者：Cristina Gaspar-Marques、M. Fátima Simões、Benjamín Rodríguez

  DOI：10.1021/np0580457

  日期：2005.9.1

  A new 9 alpha-(2-oxopropyl)abietane derivative (1) has been isolated from an acetone extract of Pleectranthus grandidentatus. Extraction of the plant material and analytical processes carried out in the absence of acetone also revealed the presence of 1 in the plant, thus suggesting that it is a natural product rather than an artifact. Attempts at obtaining Michael adducts between acetone and para-quinone abietane diterpenoids were unsuccessful, whereas treatment of the ortho-quinone cryptotanshinone (3) with acetone under basic conditions yielded compound 2. The structures of 1 and 2 were established by 1D and 2D NMR spectroscopic studies.