Acetic acid (2S,5R)-5-((5R,8S,9S,10R,13R,14S,17R)-5-hydroxy-10,13-dimethyl-3,6-dioxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-1,1,2-trimethyl-hexyl ester | 56143-30-7

• 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: Acetic acid (2S,5R)-5-((5R,8S,9S,10R,13R,14S,17R)-5-hydroxy-10,13-dimethyl-3,6-dioxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-1,1,2-trimethyl-hexyl ester
• 英文别名: [(3S,6R)-6-[(5R,8S,9S,10R,13R,14S,17R)-5-hydroxy-10,13-dimethyl-3,6-dioxo-1,2,4,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptan-2-yl] acetate
• CAS: 56143-30-7
• 化学式: C₃₀H₄₈O₅
• 分子量: 488.708
• InChiKey: RUFSBZSHXPIRCA-MENVZVLASA-N

物化性质

• 熔点：
  255-256 °C
• 沸点：
  576.2±45.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  24-methylcholest-3β,5α,6β,25-tetraol monoacetate 生成 Acetic acid (2S,5R)-5-((5R,8S,9S,10R,13R,14S,17R)-5-hydroxy-10,13-dimethyl-3,6-dioxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-1,1,2-trimethyl-hexyl ester
  参考文献：
  名称：

  KOBAYASHI, MASARU;KANDA, FUYUKO;RAO, CHUNDURI VENKATA LAKSHMANA;KUMAR, SA+, CHEM. AND PHARM. BULL., 39,(1991) N, C. 297-300

  摘要：

  DOI：

文献信息

• Marine sterols. XIX. Polyhydroxysterols of the soft corals of the andaman and nicobar coasts. (3). Isolation and structures of five new C28 polyhydroxysterols from two Sclerophytum sp. soft corals.
  作者：Masaru KOBAYASHI、Fuyuko KANDA、Chunduri Venkata Lakshmana RAO、Saridi Madhava Dileep KUMAR、Desaraju Venkata RAO、Chaganti Bheemasankara RAO

  DOI：10.1248/cpb.39.297

  日期：——

  Nine polyhydroxysterols were isolated from the lipid extract of two Sclerophytum sp. soft corals collected in the Andaman and Nicobar Islands. Of these, three compounds (7a, b, and 8) had previously been isolated from the southern Japan soft coral Sarcophyton glaucum. Compound 1 was identified as lobosterol having a novel 6-keto-A/B-cis ring juncture. The structures of the five new compounds were determined as 25-deacetyllobosterol (2), (24S)-24-methylcholest-7-ene-3β, 5α, 6β, 25-tetrol 25-monoacetate (3), (24S)-24-methylcholest-22E-ene-3β, 5α, 6β, 25-tetrol (4), (24S)-24-methylcholestane-3β, 5α, 25-triol-6-one 25-monoacetate (5a) and its C-25 deacetoxy analog (6), from the spectral data and by chemical conversion.

  从安达曼和尼科巴群岛采集的两株硬珊瑚脂质提取物中分离出九种多羟基固醇。其中三种化合物（7a、b和8）之前已从日本南部软珊瑚Sarcophyton glaucum中分离出来。化合物1被鉴定为具有新型6-酮-A/B-顺式环连接的洛博甾醇。通过光谱数据和化学转化，五种新化合物的结构被确定为25-脱乙酰基洛博甾醇（2）、（24S）-24-甲基胆甾-7-烯-3β，5α，6β，25-四醇25-单乙酸酯（3）、（24S）-24-甲基胆甾-22E-烯-3β，5α，6β，25-四醇（4）、（24S）-24-甲基胆甾烷-3β，5α，25-三醇-6-酮25-单乙酸酯（5a）及其C-25脱乙酰基类似物（6）。