cycloasgenin C | 84272-49-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: cycloasgenin C
• 英文别名: (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9,14-triol
• CAS: 84272-49-1
• 化学式: C₃₀H₅₂O₅
• 分子量: 492.74
• InChiKey: NNYKOYIGBZQYAI-CQOHEMLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  101
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cycloasgenin C 在 吡啶 、 jones reagent 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 12.5h， 生成 3β,6α,24,25-tetrahydroxy-24(R)-cycloartan-16-one 3,6-diacetate 24,25-acetonide
  参考文献：
  名称：

  Triterpene glycosides ofAstragalus and their genins. VI. Cycloasgenin C fromAstragalus taschkendicus

  摘要：

  DOI：

  10.1007/bf00579636
• 作为产物：
  描述：

  24R-cycloartane-3β,6α,16β,24,25-penlaol 6-O-α-L-arabinopyranoside 16-O-β-D-glucopyranoside 3-O-β-D-xylopyranoside 在 硫酸 、 水 作用下， 以 甲醇 为溶剂， 反应 30.0h， 生成 cycloasgenin C
  参考文献：
  名称：

  Triterpene glycosides ofTragacantha and their genins. Cyclostipulosides A and B fromTragacantha stipulosa

  摘要：

  DOI：

  10.1007/bf02319286

文献信息

• Triterpene glycosides from Astragalus and their genins. XCIII. Cycloascidoside from Astragalus mucidus
  作者：T. Kh. Naubeev、A. A. Zhanibekov、M. I. Isaev

  DOI：10.1007/s10600-012-0390-2

  日期：2012.11

  The structure of a new cycloartane triterpene glycoside, cycloascidoside, was determined as 25-O-β-Dglucopyranosyl-24R-cycloartan-3β,6α,16β,24,25-pentaol 3-O-β-D-xylopyranoside. The compound was isolated from the aerial part of Astragalus mucidus Bunge (Leguminosae).

  新环阿坦三萜糖苷 cycloascidoside 的结构被确定为 25-O-β-D-吡喃葡糖基-24R-环阿坦-3β,6α,16β,24,25-五醇 3-O-β-D-吡喃木糖苷。该化合物是从黄芪（Astragalus mucidus Bunge，豆科）的地上部分中分离得到的。
• Triterpene glycosides from Astragalus and their genins. LXXXVIII. Cycloascidoside A, a new bisdesmoside of cycloasgenin C
  作者：T. Kh. Naubeev、K. K. Uteniyazov、M. I. Isaev

  DOI：10.1007/s10600-011-9894-4

  日期：2011.5

  The aerial part of Astragalus mucidus Bunge (Leguminosae) contains several isoprenoid compounds, two of which were isolated pure. The structure of a new triterpene glycoside of the cycloartane series, cycloascidoside A, was determined as 24R-cycloartan-3β,6α,16β,24,25-pentaol-3-O-β-D-xylopyranoside-6-O-β-Dglucopyranoside. D-3-O-Methyl-chiro-inositol was also identified.

  豆科植物Astragalus mucidus Bunge的地上部分含有多种类异戊二烯化合物，其中两种被纯化分离出来。新发现的环阿坦型三萜糖苷cycloascidoside A的结构被确定为24R-环阿坦-3β,6α,16β,24,25-五醇-3-O-β-D-吡喃木糖苷-6-O-β-D-吡喃葡萄糖苷。此外，还鉴定出了D-3-O-甲基-手性肌醇。
• ——
  作者：K. J. Kucherbaev、K. K. Uteniyazov、V. V. Kachala、Z. Saatov、A. S. Shashkov

  DOI：10.1023/a:1019648216808

  日期：——

  The known compound oleanolic acid (1) and anew cycloartane glycoside cyclounifolioside A (2), which has the structure 6,16-di-O-acetyl-24R-cycloartan-3beta,6alpha,16beta,24,25-pentaol 3-O-beta-D-glucopyranoside, were isolated from Astragalus unifoliolatus Bunge. The structures of the isolated compounds were established using chemical transformations and two-dimensional spectra (TOCSY, ROESY, HMBC HSQC COSY).
• ——
  作者：K. Dzh. Kucherbaev、K. K. Uteniyazov、V. V. Kachala、Z. Saatov、A. S. Shashkov

  DOI：10.1023/a:1022642906049

  日期：——

  The new cycloartane glycoside cyclounifolioside D (1) was isolated from roots of Astragalus unifoliolatus Bunge. The structure of 16-O-acetyl-24R-cycloartan-3beta,6alpha,16beta,24,25-pentaol 3-o-beta-D-glucopyranoside was established using chemical transformations and spectral data.
• Triterpene glycosides ofAstragalus and their genins. XIV. Askendoside A fromAstragalus taschkendicus
  作者：M. I. Isaev、M. B. Gorovits、N. D. Abdullaev、N. K. Abubakirov

  DOI：10.1007/bf00576081

  日期：1983.9