yaku'amide A | 1259475-27-8

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: yaku'amide A
• 英文别名: N-[(2S,3R)-1-[[(Z)-1-[[2-[[(E)-1-[[(2R)-1-[[(2R,3S)-1-[[(2S)-1-[[(2R)-1-[[(Z)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[1-[[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]amino]-3-methyl-1-oxobut-2-en-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxopent-2-en-2-yl]amino]-3-hydroxy-3-methyl-1-oxobutan-2-yl]amino]-3-hydroxy-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxopent-2-en-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxopent-2-en-2-yl]amino]-3-hydroxy-3-methyl-1-oxopentan-2-yl]-2,2,4,6-tetramethyl-3-oxoheptanamide
• CAS: 1259475-27-8
• 化学式: C₈₃H₁₄₅N₁₅O₁₈
• 分子量: 1641.15
• InChiKey: MBKVJKFMTUJTOW-UEFCVQATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  116
• 可旋转键数：
  47
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  488
• 氢给体数：
  17
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  yaku'amide A 在 水 、 溶剂黄146 作用下， 反应 96.0h， 生成 、 (2S)-2-[[(2R)-2-aminopropanoyl]amino]-N-[(2R)-1-[[1-[[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]amino]-3-methyl-1-oxobut-2-en-2-yl]amino]-3-methyl-1-oxobutan-2-yl]-3-methylbutanamide 、
  参考文献：
  名称：

  Yaku’amides A and B, Cytotoxic Linear Peptides Rich in Dehydroamino Acids from the Marine Sponge Ceratopsion sp.

  摘要：

  Two cytotoxic peptides, yaku'amides A (1) and B (2), were isolated from the marine sponge Ceratopsion sp. Their planar structures were elucidated on the basis of spectroscopic data, whereas the absolute configurations were determined by a combination of the Marfey's analysis and dansylation analysis of the total and partial acid hydrolysis products. The growth inhibitory profile of yaku'amide A against a panel of 39 human cancer cell lines was clearly unique and distinguished from other anticancer drugs.

  DOI：

  10.1021/ja109275z

文献信息

• Yaku’amides A and B, Cytotoxic Linear Peptides Rich in Dehydroamino Acids from the Marine Sponge <i>Ceratopsion</i> sp.
  作者：Reiko Ueoka、Yuji Ise、Susumu Ohtsuka、Shigeru Okada、Takao Yamori、Shigeki Matsunaga

  DOI：10.1021/ja109275z

  日期：2010.12.22

  Two cytotoxic peptides, yaku'amides A (1) and B (2), were isolated from the marine sponge Ceratopsion sp. Their planar structures were elucidated on the basis of spectroscopic data, whereas the absolute configurations were determined by a combination of the Marfey's analysis and dansylation analysis of the total and partial acid hydrolysis products. The growth inhibitory profile of yaku'amide A against a panel of 39 human cancer cell lines was clearly unique and distinguished from other anticancer drugs.