(3S,5R,6S,10R,12β,16β,24E)-10,16,26-trihydroxy-4,4,14-trimethyl-9,19-cyclo-9,10-secocholesta-9(11),24-diene-3,6,12-triyl triacetate | 1166324-02-2

• 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: (3S,5R,6S,10R,12β,16β,24E)-10,16,26-trihydroxy-4,4,14-trimethyl-9,19-cyclo-9,10-secocholesta-9(11),24-diene-3,6,12-triyl triacetate
• 英文别名: huangqiyegenin III；[(3R,6S,8R,9S,11R,12S,14S,15R,16R,17R)-9,17-diacetyloxy-3,14-dihydroxy-15-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethyl-6-tetracyclo[9.7.0.03,8.012,16]octadec-1(18)-enyl] acetate
• CAS: 1166324-02-2
• 化学式: C₃₆H₅₆O₉
• 分子量: 632.835
• InChiKey: MOVYLGLHTRSZQY-FFCAGMMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (3S,5R,6S,10R,12β,16β,24E)-10,16,26-trihydroxy-4,4,14-trimethyl-9,19-cyclo-9,10-secocholesta-9(11),24-diene-3,6,12-triyl triacetate 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以5 mg的产率得到(3S,5R,6S,10R,12β,16β,24E)-4,4,14-trimethyl-9,19-cyclo-9,10-secocholesta-9(11),24-diene-3,6,10,12,16,26-hexol
  参考文献：
  名称：

  从叶中Secocycloartane三萜皂苷黄芪邦吉

  摘要：

  Abstractmagnified imageTwo new 9,10‐secocycloartane triterpenoidal saponins, named huangqiyenins E (1) and F (2) were isolated from the leaves of Astragalus membranaceus Bunge. Enzymatic hydrolysis of 1 and 2 afforded the aglycones huangqiyegenins III (3) and IV (4), resp. Further alkaline hydrolysis of 3 provided trideacetylhuangqiyegenin III (5). Their structures were established by detailed spectroscopic analysis as (3S,5R,6S,10R,12β,16β,24E)‐26‐(β‐D‐glucopyranosyloxy)‐10,16‐dihydroxy‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11),24‐diene‐3,6,12‐triyl triacetate (1), (3S,5R,6S,10R, 16β,24E)‐26‐(β‐D‐glucopyranosyloxy)‐10,16‐dihydroxy‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11), 24‐diene‐3,6‐diyl diacetate (2), (3S,5R,6S,10R,12β,16β,24E)‐10,16,26‐trihydroxy‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11),24‐diene‐3,6,12‐triyl triacetate (3), (3S,5R,6S,10R,16β,24E)‐10,16,26‐trihydroxy‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11),24‐diene‐3,6‐diyl diacetate (4), and (3S,5R, 6S,10R,12β,16β,24E)‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11),24‐diene‐3,6,10,12,16,26‐hexol (5), resp.

  DOI：

  10.1002/hlca.200800341
• 作为产物：
  描述：

  (3S,5R,6S,10R,12β,16β,24E)-26-(β-D-glucopyranosyloxy)-10,16-dihydroxy-4,4,14-trimethyl-9,19-cyclo-9,10-secocholesta-9(11),24-diene-3,6,12-triyl triacetate 在 cellulase 作用下， 以 水 为溶剂， 反应 36.0h， 以21 mg的产率得到(3S,5R,6S,10R,12β,16β,24E)-10,16,26-trihydroxy-4,4,14-trimethyl-9,19-cyclo-9,10-secocholesta-9(11),24-diene-3,6,12-triyl triacetate
  参考文献：
  名称：

  从叶中Secocycloartane三萜皂苷黄芪邦吉

  摘要：

  Abstractmagnified imageTwo new 9,10‐secocycloartane triterpenoidal saponins, named huangqiyenins E (1) and F (2) were isolated from the leaves of Astragalus membranaceus Bunge. Enzymatic hydrolysis of 1 and 2 afforded the aglycones huangqiyegenins III (3) and IV (4), resp. Further alkaline hydrolysis of 3 provided trideacetylhuangqiyegenin III (5). Their structures were established by detailed spectroscopic analysis as (3S,5R,6S,10R,12β,16β,24E)‐26‐(β‐D‐glucopyranosyloxy)‐10,16‐dihydroxy‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11),24‐diene‐3,6,12‐triyl triacetate (1), (3S,5R,6S,10R, 16β,24E)‐26‐(β‐D‐glucopyranosyloxy)‐10,16‐dihydroxy‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11), 24‐diene‐3,6‐diyl diacetate (2), (3S,5R,6S,10R,12β,16β,24E)‐10,16,26‐trihydroxy‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11),24‐diene‐3,6,12‐triyl triacetate (3), (3S,5R,6S,10R,16β,24E)‐10,16,26‐trihydroxy‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11),24‐diene‐3,6‐diyl diacetate (4), and (3S,5R, 6S,10R,12β,16β,24E)‐4,4,14‐trimethyl‐9,19‐cyclo‐9,10‐secocholesta‐9(11),24‐diene‐3,6,10,12,16,26‐hexol (5), resp.

  DOI：

  10.1002/hlca.200800341