2-acetamino-1,3,4-triacetoxyoctadecane | 3613-96-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetamino-1,3,4-triacetoxyoctadecane
• 英文别名: 4-hydroxysphinganine tetraacetate；Tetraacetyl-4-hydroxysphinganin；Acetamide, N-[2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-, triacetate (ester)；(2-acetamido-3,4-diacetyloxyoctadecyl) acetate
• CAS: 3613-96-5
• 化学式: C₂₆H₄₇NO₇
• 分子量: 485.662
• InChiKey: SGTYQWGEVAMVKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  34
• 可旋转键数：
  23
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙酸酐 、 (2S,3S,4R)-1,3,4-triacetoxy-2-acetamino-octadecane 在 吡啶 作用下， 反应 2.0h， 生成 2-acetamino-1,3,4-triacetoxyoctadecane
  参考文献：
  名称：

  Isolation and Structural Determination of New Sphingolipids and Pharmacological Activity of Africanene and Other Metabolites from Sinularia leptoclados.

  摘要：

  Two new sphingolipids, (2S, 3S, 4R)-1, 3, 4-trihydroxy-2-[((R)-2'-hydroxytetradecanoyl) amino] tricosane (4) and (2S, 3S, 4R)-1, 3, 4-triacetoxy-2-[((R)-2'-acetoxyoctadecanoyl) amino]octadecane (5) along with africanene (1, )reasonably good yield), 23-demethylgargosterol (2) and batylalcohol (3) have been isolated from the soft coral Sinularia leptoclados. Preliminary studies for pharmacological activity (blind screening and toxicity studies) of africanene were conducted. Africanene exhibited in vitro and in vivo cytotoxicity, does dependent hypotensive activity as well as antiinflammatory activity. The pharmacological and toxicity studies on africanene are being reported for the first time and findings strongly encourage further investigation. Compounds 1, 4 and 5 were studied for the antibacterial, antifungal and antiviral activity while compounds 4 and 5 were also studied for the short term in vitro cytotoxic activity.

  DOI：

  10.1248/cpb.47.1214

文献信息

• Isolation and Structural Determination of New Sphingolipids and Pharmacological Activity of Africanene and Other Metabolites from Sinularia leptoclados.
  作者：SHOW REDDY D. BALA、RAO D. VENKATA、RAO Ch. BHEEMASANKARA、N. DHANANJAYA、R. KUTTAN、T.D. BABU

  DOI：10.1248/cpb.47.1214

  日期：——

  Two new sphingolipids, (2S, 3S, 4R)-1, 3, 4-trihydroxy-2-[((R)-2'-hydroxytetradecanoyl) amino] tricosane (4) and (2S, 3S, 4R)-1, 3, 4-triacetoxy-2-[((R)-2'-acetoxyoctadecanoyl) amino]octadecane (5) along with africanene (1, )reasonably good yield), 23-demethylgargosterol (2) and batylalcohol (3) have been isolated from the soft coral Sinularia leptoclados. Preliminary studies for pharmacological activity (blind screening and toxicity studies) of africanene were conducted. Africanene exhibited in vitro and in vivo cytotoxicity, does dependent hypotensive activity as well as antiinflammatory activity. The pharmacological and toxicity studies on africanene are being reported for the first time and findings strongly encourage further investigation. Compounds 1, 4 and 5 were studied for the antibacterial, antifungal and antiviral activity while compounds 4 and 5 were also studied for the short term in vitro cytotoxic activity.